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2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath, steam shower and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

5 Beds ⋅ 8 Baths ⋅ 24169304 MLS

2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath, steam shower and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

48 Kettle Creek Rd, Weston

$3,400,000

Welcome to 30 Lords Highway, a one-of-a-kind residence built by Michael Heine in 2014 with thoughtful renovations completed in 2024. Perfectly sited to capture breathtaking sunset views, this home offers an open, airy floor plan that feels both welcoming and effortlessly livable. Generous living and entertaining spaces are complemented by ample bedrooms, including two flexible overflow bedrooms ideal for guests or a large family. Sweeping vistas fill nearly every room, creating a constant connection to the surrounding natural beauty. Enjoy days by the saltwater pool, spa, and outdoor shower, and evenings around the fire pit under the stars. Expansive manicured grounds, a tiered deck with large sliding doors off the kitchen, energy-efficient geothermal heating and cooling, and a location just six miles from Westport complete this exceptional offering. More than a home-it's a lifestyle.

5 Beds ⋅ 6 Baths ⋅ 24151186 MLS

Welcome to 30 Lords Highway, a one-of-a-kind residence built by Michael Heine in 2014 with thoughtful renovations completed in 2024. Perfectly sited to capture breathtaking sunset views, this home offers an open, airy floor plan that feels both welcoming and effortlessly livable. Generous living and entertaining spaces are complemented by ample bedrooms, including two flexible overflow bedrooms ideal for guests or a large family. Sweeping vistas fill nearly every room, creating a constant connection to the surrounding natural beauty. Enjoy days by the saltwater pool, spa, and outdoor shower, and evenings around the fire pit under the stars. Expansive manicured grounds, a tiered deck with large sliding doors off the kitchen, energy-efficient geothermal heating and cooling, and a location just six miles from Westport complete this exceptional offering. More than a home-it's a lifestyle.

30 Lords Hwy, Weston

$3,350,000

Exceptional Jack Franzen designed shingle style estate offering 9,000+ sq. ft. of refined living space on a private cul-de-sac in bucolic Weston. Nestled on 6.5+ acres abutting 33 acres of protected land, this rare property also includes a separate 3+ acre buildable lot-perfect for future expansion, a family compound, or simply to enjoy lasting privacy. The timeless layout showcases formal living and dining rooms, an open-concept eat-in kitchen, soaring family room with stone fireplace, screened porch, and two fireplaces. A main-level office, den/playroom (or potential first-floor primary), walk-in pantry, mudroom, and 2 powder rooms provide both elegance and functionality. Upstairs, find 5 spacious ensuite bedrooms, including a spectacular primary suite with vaulted ceilings, new hardwood floors, 2 custom walk-in closets, and spa-like bath. A 3rd floor bedroom/au pair suite, private gym, custom office with half bath, and laundry room elevate everyday living. The finished lower level features 9+ ft ceilings, a movie theatre, recreation room with wet bar and pool access, ensuite bedroom, generous storage, and added flex space. Outdoors, enjoy resort-style living w/ heated gunite pool & spa, patio, lush landscaping. A 4-car garage for car enthusiasts and geothermal energy system further enhance this magnificent home. Located minutes from charming downtown Weston conveniences, top-rated schools, countless nature tails & NYC commuter station, this exquisite estate is a rare find!

6 Beds ⋅ 9 Baths ⋅ 24125666 MLS

Exceptional Jack Franzen designed shingle style estate offering 9,000+ sq. ft. of refined living space on a private cul-de-sac in bucolic Weston. Nestled on 6.5+ acres abutting 33 acres of protected land, this rare property also includes a separate 3+ acre buildable lot-perfect for future expansion, a family compound, or simply to enjoy lasting privacy. The timeless layout showcases formal living and dining rooms, an open-concept eat-in kitchen, soaring family room with stone fireplace, screened porch, and two fireplaces. A main-level office, den/playroom (or potential first-floor primary), walk-in pantry, mudroom, and 2 powder rooms provide both elegance and functionality. Upstairs, find 5 spacious ensuite bedrooms, including a spectacular primary suite with vaulted ceilings, new hardwood floors, 2 custom walk-in closets, and spa-like bath. A 3rd floor bedroom/au pair suite, private gym, custom office with half bath, and laundry room elevate everyday living. The finished lower level features 9+ ft ceilings, a movie theatre, recreation room with wet bar and pool access, ensuite bedroom, generous storage, and added flex space. Outdoors, enjoy resort-style living w/ heated gunite pool & spa, patio, lush landscaping. A 4-car garage for car enthusiasts and geothermal energy system further enhance this magnificent home. Located minutes from charming downtown Weston conveniences, top-rated schools, countless nature tails & NYC commuter station, this exquisite estate is a rare find!

9 Banks Dr, Weston

$3,335,000

Set on 3 private acres of riverfront property, this classic 1700's colonial is timeless, composed, and rooted in Weston's earliest history. Beyond the elegant facade, a residence unfolds - expansive, impeccably crafted, and quietly refined. Rebuilt to the studs and thoughtfully reimagined for today, it lives fully in the present while honoring its past. The graceful floor plan balances generous entertaining spaces with intimate, quiet rooms. An open kitchen/family room invites connection; a paneled office/library offers privacy. A bonus retreat with full bath and kitchenette adds flexibility for a range of living arrangements. Custom millwork and cabinetry, select plank flooring, and preserved original details lend understated elegance throughout. Oversized windows draw in light and the surrounding landscape. The property features a dock along 250 feet of river frontage, bluestone patios, and a setting ideal for swimming, fishing, relaxation, and entertaining. Specimen trees and plantings frame the natural sanctuary, while a separate barn with plans for an ADU offers future potential. Having changed hands only three times in nearly a century, this estate reflects enduring appeal and thoughtful stewardship - authentic, irreplaceable, and deeply connected to its surroundings. A rare Weston offering, where properties of this caliber and provenance rarely come to market.

5 Beds ⋅ 5 Baths ⋅ 24171046 MLS

Set on 3 private acres of riverfront property, this classic 1700's colonial is timeless, composed, and rooted in Weston's earliest history. Beyond the elegant facade, a residence unfolds - expansive, impeccably crafted, and quietly refined. Rebuilt to the studs and thoughtfully reimagined for today, it lives fully in the present while honoring its past. The graceful floor plan balances generous entertaining spaces with intimate, quiet rooms. An open kitchen/family room invites connection; a paneled office/library offers privacy. A bonus retreat with full bath and kitchenette adds flexibility for a range of living arrangements. Custom millwork and cabinetry, select plank flooring, and preserved original details lend understated elegance throughout. Oversized windows draw in light and the surrounding landscape. The property features a dock along 250 feet of river frontage, bluestone patios, and a setting ideal for swimming, fishing, relaxation, and entertaining. Specimen trees and plantings frame the natural sanctuary, while a separate barn with plans for an ADU offers future potential. Having changed hands only three times in nearly a century, this estate reflects enduring appeal and thoughtful stewardship - authentic, irreplaceable, and deeply connected to its surroundings. A rare Weston offering, where properties of this caliber and provenance rarely come to market.

290 Lyons Plain Rd, Weston

$3,070,000

Welcome Home to 32 Kettle Creek Road - Where Effortless Elegance Redefines Luxury Living~ This impressive modern farmhouse features 5-6 bedrooms, 5.5 bathrooms, and over 5,500 square feet of thoughtfully designed living space that seamlessly blends contemporary aesthetics with timeless design elements. Across three levels, the architecture exudes a sense of sumptuousness with a slightly edgy flair, highlighted by dramatic walls of glass that create a design-forward synergy throughout. Upon entry, a striking glass foyer and on-trend staircase set the tone, complemented by a sleek metal porch. The stunning great room-ideal for entertaining view huge terrace, with 4.5-inch white oak floors that maximize space and visual impact. The gourmet kitchen is a true centerpiece, featuring a large island, quartz countertops, custom cabinetry, and top-tier appliances. It flows effortlessly into the great room and opens to adjacent study-guest & shares expansive upper and lower outdoor living spaces. Formal areas blend seamlessly with casual, sun-filled rooms to create an inviting yet refined atmosphere. Private spaces include a lavish primary suite with a luxurious spa-style bathroom sanctuary, along with 4 additional en-suite + bedrooms. The 3rd. floor with full bath can be customized to fit your lifestyle-as a multi-use recreation space, office, upper media & home gym. There is even room for a finished walk out basement & pool. All- Nestled in an sought-after-estate enclave

5 Beds ⋅ 6 Baths ⋅ 24088171 MLS

Welcome Home to 32 Kettle Creek Road - Where Effortless Elegance Redefines Luxury Living~ This impressive modern farmhouse features 5-6 bedrooms, 5.5 bathrooms, and over 5,500 square feet of thoughtfully designed living space that seamlessly blends contemporary aesthetics with timeless design elements. Across three levels, the architecture exudes a sense of sumptuousness with a slightly edgy flair, highlighted by dramatic walls of glass that create a design-forward synergy throughout. Upon entry, a striking glass foyer and on-trend staircase set the tone, complemented by a sleek metal porch. The stunning great room-ideal for entertaining view huge terrace, with 4.5-inch white oak floors that maximize space and visual impact. The gourmet kitchen is a true centerpiece, featuring a large island, quartz countertops, custom cabinetry, and top-tier appliances. It flows effortlessly into the great room and opens to adjacent study-guest & shares expansive upper and lower outdoor living spaces. Formal areas blend seamlessly with casual, sun-filled rooms to create an inviting yet refined atmosphere. Private spaces include a lavish primary suite with a luxurious spa-style bathroom sanctuary, along with 4 additional en-suite + bedrooms. The 3rd. floor with full bath can be customized to fit your lifestyle-as a multi-use recreation space, office, upper media & home gym. There is even room for a finished walk out basement & pool. All- Nestled in an sought-after-estate enclave

32 Kettle Creek Rd, Weston

$2,950,000

Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every aspect of this home has been carefully improved upon, intuitively tailoring it to the highest standards of design excellence, comfort & ease of living. Creative design elements are found throughout, including original hand-hewn beams, Venetian plaster, oversized windows & glass doors, wide plank wood floors & fine cabinetry enhance the memorable interior spaces. Recent improvements extend to the outdoors, where the two-bay barn, driveway, cedar roof, exterior doors & more are all new, set against a backdrop of specimen plantings and hardscape. Exquisite spaces begin with the LR w/picture windows, 1st of 3 fpls, wet bar & adj library. DR has a double glass door, framing a gorgeous garden view. The dramatic vltd ceil fam rm has built-ins, fpl & statement windows. New sun-filled gourmet kitchen w/Wolf range, cstm cabinetry, dolomite counters, pantry & open flow is a chef's delight. Lrg office w/built-ins & views. Incredible primary suite w/balc, fpl, dbl walk-in clsts, new lux bath. Each BR is spacious, all baths are new. Fin LL rec space. New attached pool cabana incl full bth, 2nd laundry.

4 Beds ⋅ 4 Baths ⋅ 24093394 MLS

Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every aspect of this home has been carefully improved upon, intuitively tailoring it to the highest standards of design excellence, comfort & ease of living. Creative design elements are found throughout, including original hand-hewn beams, Venetian plaster, oversized windows & glass doors, wide plank wood floors & fine cabinetry enhance the memorable interior spaces. Recent improvements extend to the outdoors, where the two-bay barn, driveway, cedar roof, exterior doors & more are all new, set against a backdrop of specimen plantings and hardscape. Exquisite spaces begin with the LR w/picture windows, 1st of 3 fpls, wet bar & adj library. DR has a double glass door, framing a gorgeous garden view. The dramatic vltd ceil fam rm has built-ins, fpl & statement windows. New sun-filled gourmet kitchen w/Wolf range, cstm cabinetry, dolomite counters, pantry & open flow is a chef's delight. Lrg office w/built-ins & views. Incredible primary suite w/balc, fpl, dbl walk-in clsts, new lux bath. Each BR is spacious, all baths are new. Fin LL rec space. New attached pool cabana incl full bth, 2nd laundry.

37 Cedar Hls, Weston

$2,875,000

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces are designed for both connection and comfort, featuring elegant gathering rooms, a beautifully appointed chef's kitchen, a year-round sunroom, expansive play loft, and a lower-level fitness studio. The open layout creates seamless flow while offering distinct, flexible spaces for everyday living and entertaining. Three fireplaces add warmth and a natural sense of gathering. A private guest suite with a professionally designed recording studio is thoughtfully set apart, ideal for extended stays, creative pursuits, or a refined work-from-home setting. Outside, a freeform pool, private lake for canoeing and fishing, firepits, cutting gardens, flowering trees, and rolling lawns create a resort-like setting with access to Westport's beaches. With exceptional privacy and the ease of a whole-house generator, this is a home where light, nature, and everyday living come together in a setting designed for both retreat and connection.

6 Beds ⋅ 9 Baths ⋅ 24165536 MLS

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces are designed for both connection and comfort, featuring elegant gathering rooms, a beautifully appointed chef's kitchen, a year-round sunroom, expansive play loft, and a lower-level fitness studio. The open layout creates seamless flow while offering distinct, flexible spaces for everyday living and entertaining. Three fireplaces add warmth and a natural sense of gathering. A private guest suite with a professionally designed recording studio is thoughtfully set apart, ideal for extended stays, creative pursuits, or a refined work-from-home setting. Outside, a freeform pool, private lake for canoeing and fishing, firepits, cutting gardens, flowering trees, and rolling lawns create a resort-like setting with access to Westport's beaches. With exceptional privacy and the ease of a whole-house generator, this is a home where light, nature, and everyday living come together in a setting designed for both retreat and connection.

34 Laurel Lk W, Weston

$2,850,000

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

4 Beds ⋅ 6 Baths ⋅ 24176936 MLS

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

22 Pent Rd, Weston

$2,850,000

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

7 Beds ⋅ 8 Baths ⋅ 24168594 MLS

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

214 Good Hill Rd, Weston

$2,750,000

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

5 Beds ⋅ 7 Baths ⋅ 24191757 MLS

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

2 High Noon Rd, Weston

$2,700,000

Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods. SEE REMARKS

5 Beds ⋅ 7 Baths ⋅ 24158906 MLS

Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods. SEE REMARKS

53 Singing Oaks Dr, Weston

$2,650,000

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

5 Beds ⋅ 7 Baths ⋅ 24180513 MLS

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

58 Fanton Hill Rd, Weston

$2,500,000

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.

6 Beds ⋅ 7 Baths ⋅ 24044965 MLS

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.

29 Rogues Rdg, Weston

$2,475,000

On one of Weston's most coveted cul-de-sacs, this custom Colonial offers over 6,200 sq ft across three finished levels plus a full lower level, set on just over two flat private acres. From the moment you step inside, the light is unmistakable, with oversized windows illuminating generous rooms and impressive vertical scale. The professionally appointed kitchen with Thermador double ovens, Viking range, Sub-Zero fridge and butler's pantry opens to a stunningly vaulted family room with stone hearth. It's a home built for gathering. The dining room comfortably seats 18 while remaining welcoming and gracious, the kind of space where stories stretch long past dessert. A sunlit living room with tray detail and millwork adds sophistication, while a private study offers a quiet escape. Mudroom and 3 car garage complete the first level. Upstairs, a serene primary suite offers a fireplace, walk-in closet, and spa bath with soaking tub, complemented by 5 additional en suite bedrooms. The third floor offers flexible space for guests, media, or extended family living. Outside, mature trees and plantings, stone walls, and two bluestone patios frame the property. Pool plans available! The lower level is all about fun, anchored by a 6-seat bar with space for billiards, games, and fitness. Minutes to Weston Center, top-rated schools, golf/tennis clubs, Westport's Compo Beach, and easy NYC commute. A true home in every sense.

6 Beds ⋅ 8 Baths ⋅ 24153699 MLS

On one of Weston's most coveted cul-de-sacs, this custom Colonial offers over 6,200 sq ft across three finished levels plus a full lower level, set on just over two flat private acres. From the moment you step inside, the light is unmistakable, with oversized windows illuminating generous rooms and impressive vertical scale. The professionally appointed kitchen with Thermador double ovens, Viking range, Sub-Zero fridge and butler's pantry opens to a stunningly vaulted family room with stone hearth. It's a home built for gathering. The dining room comfortably seats 18 while remaining welcoming and gracious, the kind of space where stories stretch long past dessert. A sunlit living room with tray detail and millwork adds sophistication, while a private study offers a quiet escape. Mudroom and 3 car garage complete the first level. Upstairs, a serene primary suite offers a fireplace, walk-in closet, and spa bath with soaking tub, complemented by 5 additional en suite bedrooms. The third floor offers flexible space for guests, media, or extended family living. Outside, mature trees and plantings, stone walls, and two bluestone patios frame the property. Pool plans available! The lower level is all about fun, anchored by a 6-seat bar with space for billiards, games, and fitness. Minutes to Weston Center, top-rated schools, golf/tennis clubs, Westport's Compo Beach, and easy NYC commute. A true home in every sense.

10 Pheasant Hill Rd, Weston

$2,427,000

Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort. A dramatic two-story foyer, highlighted by a sweeping staircase and elegant chandelier, creates a memorable first impression and introduces the home's light-filled, beautifully proportioned interiors. The gracious living room with fireplace flows seamlessly into the formal dining room, creating an inviting setting equally suited for refined entertaining and intimate gatherings. The gourmet eat-in kitchen is both stylish and functional, appointed with granite countertops, high-end appliances, and a new Sub-Zero refrigerator, along with a well-appointed butler's pantry. A sunlit breakfast area overlooks the private backyard and opens to a stone patio, offering the perfect setting for effortless indoor-outdoor living. The upper level features a luxurious primary suite designed as a serene private retreat, complete with its own fireplace, a spa-inspired bath, and generous his-and-her walk-in closets. Four additional spacious bedrooms, two elegantly designed bathrooms, and a large additional room-ideal for a game room, media room, or additional recreational space-complete the level.

4 Beds ⋅ 6 Baths ⋅ 24157998 MLS

Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort. A dramatic two-story foyer, highlighted by a sweeping staircase and elegant chandelier, creates a memorable first impression and introduces the home's light-filled, beautifully proportioned interiors. The gracious living room with fireplace flows seamlessly into the formal dining room, creating an inviting setting equally suited for refined entertaining and intimate gatherings. The gourmet eat-in kitchen is both stylish and functional, appointed with granite countertops, high-end appliances, and a new Sub-Zero refrigerator, along with a well-appointed butler's pantry. A sunlit breakfast area overlooks the private backyard and opens to a stone patio, offering the perfect setting for effortless indoor-outdoor living. The upper level features a luxurious primary suite designed as a serene private retreat, complete with its own fireplace, a spa-inspired bath, and generous his-and-her walk-in closets. Four additional spacious bedrooms, two elegantly designed bathrooms, and a large additional room-ideal for a game room, media room, or additional recreational space-complete the level.

314 Georgetown Rd, Weston

$2,400,000

Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.

2 Beds ⋅ 3 Baths ⋅ 24167448 MLS

Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.

52 Valley Forge Rd, Weston

$2,400,000

THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework rm with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full fin LL offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.

5 Beds ⋅ 6 Baths ⋅ 24159217 MLS

THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework rm with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full fin LL offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.

6 Winthrop Hls, Weston

$2,361,000

A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an inviting living room with exposed beams and a wood-burning fireplace. The heart of the home is a generous eat-in kitchen, boasting an expansive island, premium appliances, an integrated desk nook, and French doors connecting to outdoor spaces. A den includes a wet bar, wine storage, and handcrafted built-in cabinetry. Also on this level are two well-appointed bedrooms, a full bath, a powder room, and convenient first-floor laundry. Second Floor:The primary bedroom suite is a true retreat with a wood-burning fireplace, separate sitting area, a custom closet system, and a spa-like bathroom offering pastoral vistas. Two additional bedrooms, a second full bath, and upper-level laundry complete this floor. Lower Level: A newly converted, climate-controlled, recreational / play room. A separate detached barn offers multiple possibilities-workshop, studio, storage, or a future renovation project. Barn-featuring a restored roof and structural reinforcements-is as-is and stands ready for conversion, with architectural plans included in a sale

5 Beds ⋅ 4 Baths ⋅ 24168820 MLS

A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an inviting living room with exposed beams and a wood-burning fireplace. The heart of the home is a generous eat-in kitchen, boasting an expansive island, premium appliances, an integrated desk nook, and French doors connecting to outdoor spaces. A den includes a wet bar, wine storage, and handcrafted built-in cabinetry. Also on this level are two well-appointed bedrooms, a full bath, a powder room, and convenient first-floor laundry. Second Floor:The primary bedroom suite is a true retreat with a wood-burning fireplace, separate sitting area, a custom closet system, and a spa-like bathroom offering pastoral vistas. Two additional bedrooms, a second full bath, and upper-level laundry complete this floor. Lower Level: A newly converted, climate-controlled, recreational / play room. A separate detached barn offers multiple possibilities-workshop, studio, storage, or a future renovation project. Barn-featuring a restored roof and structural reinforcements-is as-is and stands ready for conversion, with architectural plans included in a sale

10 Cedar Ln, Weston

$2,325,000

**THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/11/26** Set on picture-perfect, park-like property near the end of one of Lower Weston's most treasured cul-de-sacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, & minutes to the Merritt Parkway and Westport's vibrant shopping & dining. A circular drive, specimen landscaping and architectural details create exceptional curb appeal. The large foyer opens to a front-to-back LR w/the first of five fireplaces and French doors framing serene views. The stunning library w/custom built-ins and coffered ceiling is one of several home office options. A light-filled sunroom steps out to the vast deck, and the LR & DR are ready for memorable gatherings. The gourmet E-I-K features stone counters, Sub Zero & Viking appliances, a large island & open flow to the bkfst rm w/ fpl & cabinetry, leading to the cathedral ceil fam rm w/ fireplace & doors to the screened-in porch. A rec/play rm & additional BR are adjacent. Upstairs, five BRs incl the luxurious primary suite with tray ceiling, sitting area with fpl, walk-in clst and marble bath w/hydro tub and glass shower. Each BR is spacious w/ lrg clsts. The finished LL offers a 2nd rec room, workspace w/built-ins, extra room, full bath and ample storage. The expansive deck leads to the flat, private backyard. An exceptional home.

6 Beds ⋅ 5 Baths ⋅ 24156145 MLS

**THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/11/26** Set on picture-perfect, park-like property near the end of one of Lower Weston's most treasured cul-de-sacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, & minutes to the Merritt Parkway and Westport's vibrant shopping & dining. A circular drive, specimen landscaping and architectural details create exceptional curb appeal. The large foyer opens to a front-to-back LR w/the first of five fireplaces and French doors framing serene views. The stunning library w/custom built-ins and coffered ceiling is one of several home office options. A light-filled sunroom steps out to the vast deck, and the LR & DR are ready for memorable gatherings. The gourmet E-I-K features stone counters, Sub Zero & Viking appliances, a large island & open flow to the bkfst rm w/ fpl & cabinetry, leading to the cathedral ceil fam rm w/ fireplace & doors to the screened-in porch. A rec/play rm & additional BR are adjacent. Upstairs, five BRs incl the luxurious primary suite with tray ceiling, sitting area with fpl, walk-in clst and marble bath w/hydro tub and glass shower. Each BR is spacious w/ lrg clsts. The finished LL offers a 2nd rec room, workspace w/built-ins, extra room, full bath and ample storage. The expansive deck leads to the flat, private backyard. An exceptional home.

3 Hedgerow Cmn, Weston

$2,303,000

B &F DUE MON. 3/16 BY 5PM. The address says it all-7 Homeward La. is home in every sense of the word. This architect-designed Nantucket-style colonial is a welcome departure from the ordinary, blending timeless elegance w/modern functionality. Nestled on a professionally landscaped, flat, park-like 2.55-acre property, it offers stunning curb appeal coupled w/absolute peace and privacy. Step inside this light-filled home, where soaring ceilings & dramatic spaces make a striking first impression. The Great Room features 26-ft ceilings & a 2-story fireplace, while the home is enhanced by masterful millwork, custom built-ins, renovated bathrooms, fresh paint, new lighting, & refinished random-width hardwood floors in a light, modern hue. The large white chef's kitchen features a generous island & oversized breakfast room with patio access, high-end appliances including a new 48-inch Wolf range, Bosch dishwasher, & Sub-Zero refrigerator, & opens to a welcoming family room. The primary suite is paneled & vaulted, with a 2-sided fireplace, sitting area, his-and-her walk-in closets, and spa-like bath. All 5 bedrooms feature their own designated bathrooms. A dedicated office & flexible spaces on the 3rd floor and lower level could serve as offices, media rooms, playrooms, or exercise areas. Ample storage, a Tesla/EV charger, new boiler, water treatment system, & HVAC complete this thoughtfully designed home. This wonderful retreat offers everything the most discerning buyer could de

5 Beds ⋅ 6 Baths ⋅ 24154715 MLS

B &F DUE MON. 3/16 BY 5PM. The address says it all-7 Homeward La. is home in every sense of the word. This architect-designed Nantucket-style colonial is a welcome departure from the ordinary, blending timeless elegance w/modern functionality. Nestled on a professionally landscaped, flat, park-like 2.55-acre property, it offers stunning curb appeal coupled w/absolute peace and privacy. Step inside this light-filled home, where soaring ceilings & dramatic spaces make a striking first impression. The Great Room features 26-ft ceilings & a 2-story fireplace, while the home is enhanced by masterful millwork, custom built-ins, renovated bathrooms, fresh paint, new lighting, & refinished random-width hardwood floors in a light, modern hue. The large white chef's kitchen features a generous island & oversized breakfast room with patio access, high-end appliances including a new 48-inch Wolf range, Bosch dishwasher, & Sub-Zero refrigerator, & opens to a welcoming family room. The primary suite is paneled & vaulted, with a 2-sided fireplace, sitting area, his-and-her walk-in closets, and spa-like bath. All 5 bedrooms feature their own designated bathrooms. A dedicated office & flexible spaces on the 3rd floor and lower level could serve as offices, media rooms, playrooms, or exercise areas. Ample storage, a Tesla/EV charger, new boiler, water treatment system, & HVAC complete this thoughtfully designed home. This wonderful retreat offers everything the most discerning buyer could de

7 Homeward Ln, Weston

$2,300,000

What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows that pull the landscape inside. Multiple covered porches, a finished lower level with a additional bedroom not officially counted, and a three-car garage with private apartment above round out a rare set of amenities. Step outside and the Saugatuck feeds a private pond with your own dock. Make a fire pit, enjoy a canoe, toes in the heated pool - it's more bucolic than a Bob Ross painting. 5 bedrooms, 7 baths, 6,062 square above ground feet, and a shocking degree of getaway that's commutable from Manhattan.

5 Beds ⋅ 6 Baths ⋅ 24179073 MLS

What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows that pull the landscape inside. Multiple covered porches, a finished lower level with a additional bedroom not officially counted, and a three-car garage with private apartment above round out a rare set of amenities. Step outside and the Saugatuck feeds a private pond with your own dock. Make a fire pit, enjoy a canoe, toes in the heated pool - it's more bucolic than a Bob Ross painting. 5 bedrooms, 7 baths, 6,062 square above ground feet, and a shocking degree of getaway that's commutable from Manhattan.

8 Wedges Fld, Weston

$2,275,000

Come & be dazzled by this Nantucket inspired water-front country estate! Custom craftmanship is the hallmark throughout this 5BR home. A gracious foyer welcomes you & leads you to sunny living room w/ bay window, large dining room w/ custom built-ins & fireplace.The recently remodeled kitchen is a chef's dream w/ 6 burner Wolf Gas range, 8 ft. granite topped center island, a double sub-zero & travertine counter tops. The kitchen is open to the great room w/ fieldstone fireplace & unique Rotunda/Solarium w/ balcony/deck & water views! The1st floor primary bedroom w/ 14ft ceilings offers privacy, 2 walk-in closets, large bath, & french doors leading to lovely, serene porch to enjoy morning coffee, afternoon iced tea or evening glass of wine. Completing the first floor is a large office w/ custom built-ins & fireplace & a light filled sun room/gym overlooking the pristine grounds, as well as a large mudroom, laundry room & 2 half baths. A butterfly staircase will take you to the 2nd floor w/ 4 bedrooms (2 with decks & balcony) & rec & guest room w/ fireplace. The outdoor space is a pure delight w/pillared deck/veranda overlooking 2 beautifully manicured acres w/specimen trees & shrubs leading to large pond & dock for swimming, fishing, ice skating and boating or cooking out by the firepit! Central Air, HW floors, & a new 50 year architectural roof are just a few of the special features of this home. Located just a few miles to Weston school campus & town center. Welcome Home!

5 Beds ⋅ 6 Baths ⋅ 24162490 MLS

Come & be dazzled by this Nantucket inspired water-front country estate! Custom craftmanship is the hallmark throughout this 5BR home. A gracious foyer welcomes you & leads you to sunny living room w/ bay window, large dining room w/ custom built-ins & fireplace.The recently remodeled kitchen is a chef's dream w/ 6 burner Wolf Gas range, 8 ft. granite topped center island, a double sub-zero & travertine counter tops. The kitchen is open to the great room w/ fieldstone fireplace & unique Rotunda/Solarium w/ balcony/deck & water views! The1st floor primary bedroom w/ 14ft ceilings offers privacy, 2 walk-in closets, large bath, & french doors leading to lovely, serene porch to enjoy morning coffee, afternoon iced tea or evening glass of wine. Completing the first floor is a large office w/ custom built-ins & fireplace & a light filled sun room/gym overlooking the pristine grounds, as well as a large mudroom, laundry room & 2 half baths. A butterfly staircase will take you to the 2nd floor w/ 4 bedrooms (2 with decks & balcony) & rec & guest room w/ fireplace. The outdoor space is a pure delight w/pillared deck/veranda overlooking 2 beautifully manicured acres w/specimen trees & shrubs leading to large pond & dock for swimming, fishing, ice skating and boating or cooking out by the firepit! Central Air, HW floors, & a new 50 year architectural roof are just a few of the special features of this home. Located just a few miles to Weston school campus & town center. Welcome Home!

41 Singing Oaks Dr, Weston

$2,200,000

Privately set off a secluded drive on a level acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an atmosphere of sophistication & warmth. Designed for both elegant entertaining & comfortable daily living, the home offers 5 en suite bedrooms, 2 private offices, a stunning formal dining room w/ fireplace, elegant living room w/fireplace. The expansive family room w/fireplace creates an extraordinary setting for gatherings both large & intimate. A fully finished walk-out LL offers exceptional flexibility, featuring a full bath, 2 bedrooms + abundant living space ideal for a rec room, home gym, media room, or guest accommodations. A graceful connection between indoor & outdoor living enhances the home's appeal, with a charming screened porch, expansive deck, a private balcony overlooking the private yard, w/ mature trees for privacy year-round. There are very few homes that offer a remarkable blend of elegance, comfort & location! Perfectly situated within walking distance to town, schools, and all the charm Weston has to offer, yet minutes from downtown Westport's vibrant shopping, dining & amenities. 7 Old Hyde offers the best of both towns!

7 Beds ⋅ 8 Baths ⋅ 24179272 MLS

Privately set off a secluded drive on a level acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an atmosphere of sophistication & warmth. Designed for both elegant entertaining & comfortable daily living, the home offers 5 en suite bedrooms, 2 private offices, a stunning formal dining room w/ fireplace, elegant living room w/fireplace. The expansive family room w/fireplace creates an extraordinary setting for gatherings both large & intimate. A fully finished walk-out LL offers exceptional flexibility, featuring a full bath, 2 bedrooms + abundant living space ideal for a rec room, home gym, media room, or guest accommodations. A graceful connection between indoor & outdoor living enhances the home's appeal, with a charming screened porch, expansive deck, a private balcony overlooking the private yard, w/ mature trees for privacy year-round. There are very few homes that offer a remarkable blend of elegance, comfort & location! Perfectly situated within walking distance to town, schools, and all the charm Weston has to offer, yet minutes from downtown Westport's vibrant shopping, dining & amenities. 7 Old Hyde offers the best of both towns!

7 Old Hyde Rd, Weston

$2,170,000

Welcome to 28 Wells Hills Rd. Beautifully set on 2 picturesque acres, this completely renovated Modern Colonial blends sophisticated timeless design with easy living. From the inviting courtyard to the mahogany porch, every detail exudes understated elegance. The formal living rm with fireplace and stunning dining rm create the perfect backdrop for intimate gatherings or formal entertaining. Chef's kitchen, a true culinary delight, features granite counters, custom cabinetry, top-of-the-line appliances and opens seamlessly to the sunlit great room with gas-log fireplace. The adjacent library with stone fireplace, offers a quiet area with warmth and character. Step thru the breezeway to an expansive bluestone terrace where indoor and outdoor living merge effortlessly, with sweeping views of the private grounds, take a break and relax by the firepit. Upstairs, the primary suite is a serene private retreat, complete with a luxurious spa bath and custom dressing room. Two additional bedrooms and full bath share the second level, while the third floor offers a versatile in-law or guest suite with two large bedrooms, full bath, and a spacious media or office area. The 1,764 SF LL gym, rec/playroom will not disappoint. The AMAZING detached 1000 SF detached finished barn with HVAC offers endless possibilities for home-based office, guest house or man-cave...your choice! This is a home of exceptional lifestyle.

5 Beds ⋅ 4 Baths ⋅ 24124849 MLS

Welcome to 28 Wells Hills Rd. Beautifully set on 2 picturesque acres, this completely renovated Modern Colonial blends sophisticated timeless design with easy living. From the inviting courtyard to the mahogany porch, every detail exudes understated elegance. The formal living rm with fireplace and stunning dining rm create the perfect backdrop for intimate gatherings or formal entertaining. Chef's kitchen, a true culinary delight, features granite counters, custom cabinetry, top-of-the-line appliances and opens seamlessly to the sunlit great room with gas-log fireplace. The adjacent library with stone fireplace, offers a quiet area with warmth and character. Step thru the breezeway to an expansive bluestone terrace where indoor and outdoor living merge effortlessly, with sweeping views of the private grounds, take a break and relax by the firepit. Upstairs, the primary suite is a serene private retreat, complete with a luxurious spa bath and custom dressing room. Two additional bedrooms and full bath share the second level, while the third floor offers a versatile in-law or guest suite with two large bedrooms, full bath, and a spacious media or office area. The 1,764 SF LL gym, rec/playroom will not disappoint. The AMAZING detached 1000 SF detached finished barn with HVAC offers endless possibilities for home-based office, guest house or man-cave...your choice! This is a home of exceptional lifestyle.

28 Wells Hill Rd, Weston

$2,100,000

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins, charming bay windows, and a spacious primary suite with an attached flexible room ideal for a private office, fitness space, or dressing room. The walk-out lower level adds even more versatility with a generous recreation room, exercise/office room and a full bath. Designed for seamless indoor-outdoor living, the expansive screened-in porch opens to a full outdoor kitchen, pizza oven, heated pool, terrace, and an enclosed garden area. With wonderful spaces to gather throughout and beautifully usable grounds, this is a special opportunity in one of Weston's most desirable locations. Minutes to the town of Westport, the Merritt Parkway, Weston Center and schools. HIGHEST AND BEST deadline is Thursday, 5/28/26 @ 10 am

5 Beds ⋅ 4 Baths ⋅ 24176893 MLS

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins, charming bay windows, and a spacious primary suite with an attached flexible room ideal for a private office, fitness space, or dressing room. The walk-out lower level adds even more versatility with a generous recreation room, exercise/office room and a full bath. Designed for seamless indoor-outdoor living, the expansive screened-in porch opens to a full outdoor kitchen, pizza oven, heated pool, terrace, and an enclosed garden area. With wonderful spaces to gather throughout and beautifully usable grounds, this is a special opportunity in one of Weston's most desirable locations. Minutes to the town of Westport, the Merritt Parkway, Weston Center and schools. HIGHEST AND BEST deadline is Thursday, 5/28/26 @ 10 am

16 Pilgrim Ln, Weston

$2,100,000

Refreshed and gorgeous, 3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double-height ceilings and a spiral staircase, you are immediately struck by the abundant light and spaciousness. The chef's kitchen has been designed for both functionality and beauty, featuring top-of-the-line appliances, custom cabinetry, a large center island, and granite countertops. The primary suite, located on the main level, is a peaceful retreat, complete with a large walk-in closet and a spa-like bath featuring a soaking tub, separate shower, dual vanities, and modern detailing. There are four spacious bedrooms upstairs and the fully finished lower level is highly versatile, with a private au pair suite or guest bedroom, a full bathroom, and plenty of space for a media area and playroom. The backyard provides a tranquil setting with a large deck and a great lawn that overlooks the 6th green. There is also a 3-car garage and dual-zoned central air. This home is ideally located in a quiet cul-de-sac, just minutes from Weston's top-ranked schools, parks, and town center. Driveway was just repaved and deck just stained.

6 Beds ⋅ 7 Baths ⋅ 24148472 MLS

Refreshed and gorgeous, 3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double-height ceilings and a spiral staircase, you are immediately struck by the abundant light and spaciousness. The chef's kitchen has been designed for both functionality and beauty, featuring top-of-the-line appliances, custom cabinetry, a large center island, and granite countertops. The primary suite, located on the main level, is a peaceful retreat, complete with a large walk-in closet and a spa-like bath featuring a soaking tub, separate shower, dual vanities, and modern detailing. There are four spacious bedrooms upstairs and the fully finished lower level is highly versatile, with a private au pair suite or guest bedroom, a full bathroom, and plenty of space for a media area and playroom. The backyard provides a tranquil setting with a large deck and a great lawn that overlooks the 6th green. There is also a 3-car garage and dual-zoned central air. This home is ideally located in a quiet cul-de-sac, just minutes from Weston's top-ranked schools, parks, and town center. Driveway was just repaved and deck just stained.

3 Mayflower Ln, Weston

$2,000,000

Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury. Set on beautifully manicured grounds, this one-of-a-kind home offers a stunning 50-ft. Gunite pool, a charming chicken coop, and a historic 1930s barn that once served as the mess hall for the original Singing Oaks Day Camp. Step inside from the inviting wraparound porch through antique double doors to an open, light-filled floor plan. The dramatic 2-story family room showcases soaring windows and a striking fireplace flowing seamlessly into the beautiful kitchen, featuring a large island, gas cooktop, newer double ovens and a spacious dining area perfect for everyday living. Easy access to the large 3-car garage is off the mudroom and half bath on this same level. The main floor also offers a gracious formal dining room, an inviting living room with a wood-burning stove, a private office with custom built-ins, and a 3-season sunroom with skylights overlooking the patio, fire pit, and stunning Gunite pool. Upstairs, you'll find all 5 bedroom's, including a spacious primary suite with a luxurious bath and large walk-in closet. The additional bedrooms are thoughtfully designed with Jack-and-Jill bathrooms, providing comfort and convenience for family and guests. Extensive updates include: new roof, new windows, new HVAC, oil boiler conv. to high-eff propane, new generator...see full list under supp.

5 Beds ⋅ 6 Baths ⋅ 24196612 MLS

Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury. Set on beautifully manicured grounds, this one-of-a-kind home offers a stunning 50-ft. Gunite pool, a charming chicken coop, and a historic 1930s barn that once served as the mess hall for the original Singing Oaks Day Camp. Step inside from the inviting wraparound porch through antique double doors to an open, light-filled floor plan. The dramatic 2-story family room showcases soaring windows and a striking fireplace flowing seamlessly into the beautiful kitchen, featuring a large island, gas cooktop, newer double ovens and a spacious dining area perfect for everyday living. Easy access to the large 3-car garage is off the mudroom and half bath on this same level. The main floor also offers a gracious formal dining room, an inviting living room with a wood-burning stove, a private office with custom built-ins, and a 3-season sunroom with skylights overlooking the patio, fire pit, and stunning Gunite pool. Upstairs, you'll find all 5 bedroom's, including a spacious primary suite with a luxurious bath and large walk-in closet. The additional bedrooms are thoughtfully designed with Jack-and-Jill bathrooms, providing comfort and convenience for family and guests. Extensive updates include: new roof, new windows, new HVAC, oil boiler conv. to high-eff propane, new generator...see full list under supp.

12 Singing Oaks Dr, Weston

$2,000,000

**Quintessential New England Charmer - Remodeled for Today's Lifestyle** Wide plank antique flooring and hand-hewn beams welcome you with the warmth and character of a bygone era, while thoughtful updates ensure every modern comfort. The large gourmet kitchen features custom cabinetry, premium countertops, and high-end appliances, opening to a delightful covered porch and two connecting patios complete with a built-in Viking grill, fire pit, and professionally landscaped perennial gardens. The primary bedroom boasts a vaulted ceiling with decorative beams, a walk-in closet and luxurious primary bathroom. The spacious, private yard is a true retreat, and the lower level adds a bonus fifth bedroom and play/media room for endless entertainment possibilities. Special touches abound - radiant heated floors in the mudroom, copper gutters, fresh interior and exterior paint, and a charming chicken coop with egg-producing hens that truly sets this home apart. Peace of mind comes built-in with a whole-house generator and a roof replaced just four years ago. Truly turnkey and move-in ready - Welcome to Weston!

4 Beds ⋅ 5 Baths ⋅ 24171146 MLS

**Quintessential New England Charmer - Remodeled for Today's Lifestyle** Wide plank antique flooring and hand-hewn beams welcome you with the warmth and character of a bygone era, while thoughtful updates ensure every modern comfort. The large gourmet kitchen features custom cabinetry, premium countertops, and high-end appliances, opening to a delightful covered porch and two connecting patios complete with a built-in Viking grill, fire pit, and professionally landscaped perennial gardens. The primary bedroom boasts a vaulted ceiling with decorative beams, a walk-in closet and luxurious primary bathroom. The spacious, private yard is a true retreat, and the lower level adds a bonus fifth bedroom and play/media room for endless entertainment possibilities. Special touches abound - radiant heated floors in the mudroom, copper gutters, fresh interior and exterior paint, and a charming chicken coop with egg-producing hens that truly sets this home apart. Peace of mind comes built-in with a whole-house generator and a roof replaced just four years ago. Truly turnkey and move-in ready - Welcome to Weston!

23 Old Stage Coach Rd, Weston

$2,000,000

NEW LISTING!! Weston estate on prestigious Norfield Rd. Walk to Weston center, library & schools, while still enjoying TOTAL privacy. 2 acres of lush gardens & specimen plantings with irrigation, landscape lighting & deer fence surround this 6300 -+ sq ft, well maintained, charming, vintage colonial rambler with 6 bedrooms, 4 full & 2 half baths. Sun drenched with high ceilings and many skylights. Recent improvements include: New Roof, New high quality VEKA European Windows & Doors, New enormous multi-level Mahogany Decks with Steel Cable Railing, Fully Painted outside & much of inside, New whole house Reverse Osmosis Water Treatment. First floor: Dramatic two story Foyer. Spacious Living Room with fireplace, built-ins. Den with fireplace. Formal Dining Room with sliders to deck. Huge open plan kitchen with large island and dining area which flows into spacious family room with tongue and groove wood cathedral ceilings and walls of windows and sliders overlooking gardens. Main level primary suite with 2 walk-in closets and en-suite bath, slider to deck & hot tub. Additional full in-law/au-pair suite with bedroom, full bath, living/dining area & kitchen, patio, separate entrance. Oversized 3 car attached garage has a large bonus room/ game room above with wet bar & half bath. 2nd Floor: 1 en-suite bedroom plus 3 additional bedrooms & another full bathroom. Pre-inspected & repaired for your peace of mind.

6 Beds ⋅ 6 Baths ⋅ 24115076 MLS

NEW LISTING!! Weston estate on prestigious Norfield Rd. Walk to Weston center, library & schools, while still enjoying TOTAL privacy. 2 acres of lush gardens & specimen plantings with irrigation, landscape lighting & deer fence surround this 6300 -+ sq ft, well maintained, charming, vintage colonial rambler with 6 bedrooms, 4 full & 2 half baths. Sun drenched with high ceilings and many skylights. Recent improvements include: New Roof, New high quality VEKA European Windows & Doors, New enormous multi-level Mahogany Decks with Steel Cable Railing, Fully Painted outside & much of inside, New whole house Reverse Osmosis Water Treatment. First floor: Dramatic two story Foyer. Spacious Living Room with fireplace, built-ins. Den with fireplace. Formal Dining Room with sliders to deck. Huge open plan kitchen with large island and dining area which flows into spacious family room with tongue and groove wood cathedral ceilings and walls of windows and sliders overlooking gardens. Main level primary suite with 2 walk-in closets and en-suite bath, slider to deck & hot tub. Additional full in-law/au-pair suite with bedroom, full bath, living/dining area & kitchen, patio, separate entrance. Oversized 3 car attached garage has a large bonus room/ game room above with wet bar & half bath. 2nd Floor: 1 en-suite bedroom plus 3 additional bedrooms & another full bathroom. Pre-inspected & repaired for your peace of mind.

81 Norfield Rd, Weston

$2,000,000

Representing one of the best price per square foot values in the Weston/Westport market! Impeccably crafted 5 bedroom, 5 full, 2 half bath Colonial located in desirable Lower Weston, just over the Westport line, on the corner of Coley Drive. This stunning custom-built home is set on 2 private, beautifully landscaped acres with a Glen Gate heated pool. The property offers easy access to the Parkway, trains, and Weston/Westport town centers. The elegant interior features well-proportioned formal rooms, a spacious eat-in kitchen and family room with fireplace, a first-floor ensuite bedroom, and a mudroom/laundry. The second floor includes a luxurious Primary Suite with a fireplace, walk-in closets, and a spa-like bath, there are two additional ensuite bedrooms plus a separate two-room suite with a full bath. The lower level boasts a large recreation/home theater space and an extensive gym. Updated mechanicals, a whole-house generator, and a Tesla charging station complete this move-in ready home offering luxury and convenience.

5 Beds ⋅ 7 Baths ⋅ 24129375 MLS

Representing one of the best price per square foot values in the Weston/Westport market! Impeccably crafted 5 bedroom, 5 full, 2 half bath Colonial located in desirable Lower Weston, just over the Westport line, on the corner of Coley Drive. This stunning custom-built home is set on 2 private, beautifully landscaped acres with a Glen Gate heated pool. The property offers easy access to the Parkway, trains, and Weston/Westport town centers. The elegant interior features well-proportioned formal rooms, a spacious eat-in kitchen and family room with fireplace, a first-floor ensuite bedroom, and a mudroom/laundry. The second floor includes a luxurious Primary Suite with a fireplace, walk-in closets, and a spa-like bath, there are two additional ensuite bedrooms plus a separate two-room suite with a full bath. The lower level boasts a large recreation/home theater space and an extensive gym. Updated mechanicals, a whole-house generator, and a Tesla charging station complete this move-in ready home offering luxury and convenience.

4 Lyons Plain Rd, Weston

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