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245 Benedict Hill Rd, New Canaan
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24133809 MLS
A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle court - effortless indoor outdoor living. Upstairs offers a light filled, vaulted primary bedroom suite plus 3/4 additional bedrooms and rear staircase to the spacious mudroom and side entrance. A gracious first-floor guest suite is perfect for family and friends. The finished lower level adds flexible space for exercise or play. The stunning post-and-beam barn - with room for 4+ cars and an oversized loft - completes the picture.Warm, inviting, and undeniably special. A true New England gem. Prepare to fall in love.

245 Benedict Hill Rd, New Canaan

610 Cheese Spring Rd, New Canaan
$3,575,000
4 Beds ⋅ 7 Baths ⋅ 24168477 MLS
Welcome to this stunning custom shingle-style residence set amid sweeping lawns, mature flowering trees, and beautiful natural surroundings in one of New Canaan's most picturesque settings.This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with fireplace, walls of windows, and sliders to the deck serves as an inviting and dramatic centerpiece. The open-concept kitchen, breakfast area, and family room are thoughtfully designed for everyday living and entertaining, opening seamlessly to the side porch and terrace overlooking the majestic property. A formal dining room lends warmth and sophistication, complemented by a first-floor guest bedroom and office. Upstairs features 3 additional bedrooms, including one with a balcony overlooking the breathtaking property, plus a lounge and skylit study area. The expansive walk-out lower level offers 1,600+ square feet with recreation room, full bath, and wine cellar. Outside, enjoy peaceful entertaining spaces, a beautiful Wagner gunite pool with gazebo, and a classic red barn with stalls, all surrounded by vibrant seasonal landscaping that enhances the property's natural beauty year round. A rare offering that combines beautiful grounds, timeless charm, and an exceptional lifestyle, all just minutes from town, schools, and the train.

610 Cheese Spring Rd, New Canaan

64 Five Mile River Rd, Darien
$3,560,250
4 Beds ⋅ 3 Baths ⋅ 24167895 MLS
Along the storied Five Mile River, in Darien, Connecticut, a beautifully remodeled 1810 colonial cottage offers the perfect waterside retreat that rests the mind and soothes the soul. Recently updated with exacting attention to detail and craftsmanship, this home offers a unique mix of warmth and quiet sophistication. Walls of windows flood every inch of this carefully curated sanctuary with the most amazing light as well as offering the peaceful views of the water across the way. The first floor flows seamlessly from room to room, yet can offer many places for gathering, unwinding, and relaxing.The eat-in kitchen, with a cozy breakfast nook and bay window, allows for the enjoyment of the beautifully transformed gardens. French doors throughout dissolve the boundary between interior and exterior, opening onto a flagstone patio and a newly re-imagined landscape. On the first floor, an office with an ensuite bathroom offers flexibility as a fourth bedroom, a guest suite, or a private work-from-home space. Upstairs the 3 bedrooms are oriented towards the serene and ever-changing Five Mile River, its boats, its shifting light, its wildlife, its seasons. Waking up here is its own daily pleasure. The exterior of the house has been totally re-worked and updated with new shingles, trim, railings, and custom light fixtures. A two-car garage completes the offering. Elevated on the property, the home carries no flood insurance requirement.

64 Five Mile River Rd, Darien

6 Old Parish Rd, Darien
$3,550,000
4 Beds ⋅ 5 Baths ⋅ 24174660 MLS
Beautifully sited expanded cape on open level 1.5 acres renovated by Fox Hill Builders. This open-concept home features 4 bedrooms, 4 and 1/2 baths, and sun-filled, spacious rooms built for easy living and entertaining. The kitchen offers stainless steel appliances, custom cabinetry, a large center island, and granite countertops. The family room, open to the kitchen with New England colonial fireplace, opens to a bluestone patio overlooking the professionally landscaped lawn with mature plantings. Large living and dining rooms, both with wood-burning fireplaces, offer ample space for entertaining. A separate den could be used as a home office. The walk-out lower level has 2 large, finished areas and a full bath. This home has a very flexible floor plan with plenty of room for expansion or to live comfortably as is. A full-house generator completes the package of this meticulously maintained home. A popular central location close to schools, train, and downtown Darien. Lower level is included in the square footage.

6 Old Parish Rd, Darien

12 Brandon Cir, Wilton
$3,540,000
5 Beds ⋅ 7 Baths ⋅ 24161566 MLS
Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated entertaining are effortless with a new custom kitchen designed by Deane appointed with Simon Pearce pendants, premium appliances, wine frig, and a Zip tap for still and sparkling water. A sun filled eat-in area flows seamlessly into a coffered ceiling family room with fireplace and a covered porch-with flat screen TV, stone fireplace and Bromic heating. A richly paneled office, mudroom and second staircase complete the main level. Upstairs, five bedrooms include a serene primary suite with fireplace and sitting room, a private guest suite and an additional office. The outdoor experience is nothing short of a 5-star resort-with a saltwater Glengate pool, sun shelf, spa and a new outdoor kitchen fully equipped with a built-in grill, pizza oven, Traeger smoker, and refrigeration-all surrounded by stone terraces, lush landscaping, audio system and curated lighting. The lower level boasts a chalet-inspired retreat with recreation, fitness rooms, an infrared sauna, and bedroom suite with a flexible private entry. An exceptional offering for those seeking outstanding craftsmanship and luxury!

12 Brandon Cir, Wilton

31 Stephanie Ln, Darien
$3,526,000
4 Beds ⋅ 4 Baths ⋅ 24170630 MLS
Set at the end of a quiet cul-de-sac on sought-after Stephanie Lane, this beautifully updated four-bedroom colonial sits on over an acre of professionally landscaped property and offers the kind of space, flow, and setting that are hard to find. With over 3,300 square feet of living space, the open-concept layout is light-filled and well-suited for both everyday living and entertaining. The updated kitchen connects to the family room, dining room, and living room - each space distinct yet flowing seamlessly into the next. The family room, complete with a dry bar, and the living room, anchored by a wood-burning fireplace, both open directly to the patio, making indoor-outdoor living effortless. A screened-in porch extends the space further, offering three seasons of enjoyment. Rounding out the main level are a dedicated office or den and a well-proportioned mudroom. Upstairs, the Primary Suite offers a walk-in closet and spa-like bathroom with radiant heated floors. Three additional spacious bedrooms are arranged across the second floor, one en-suite and two bedrooms sharing a large hall bath. Located in the Ox Ridge school district, this is a home that checks a lot of boxes without sacrificing character. Classic New England architecture, generous indoor and outdoor space, and a private cul-de-sac setting make this a rare opportunity. 2-car garage and walk-up attic.

31 Stephanie Ln, Darien

18 Phillips Ln, Darien
$3,525,000
5 Beds ⋅ 4 Baths ⋅ 24172629 MLS
18 Phillips Lane offers a rare combination of neighborhood energy and privacy, set on one of Darien's most sought-after cul-de-sacs. Phillips Lane is known for it's close-knit community; enjoy spontaneous yard-to-yard socializing, biking on the cul de sac with friends, trick-or-treating, and walks to school. Inside, natural light pours through more than 4,200 square feet of thoughtfully designed living space (plus additional 356 sqft. lower-level space). The heart of the home is a stunning great room with vaulted ceilings, a gas fireplace, and a fully outfitted wet bar, all seamlessly connected to the outdoor living area. The kitchen is magazine-worthy, featuring quartz countertops, white oak cabinetry details, and high-end appliances. A bright sunroom and built-in banquette create the perfect everyday dining space, complemented by a formal dining area and living room with a wood-burning fireplace. Upstairs, the oversized primary suite offers a luxurious en suite bath with a double shower and a spacious walk-in closet. Three additional bedrooms and two beautifully updated full baths complete the second floor. Outside, enjoy a large +1330 sqft. deck, app-controlled hot tub, outdoor kitchen, and gas fire pit. Natural stone steps lead to a flat, private yard-perfect for both entertaining and quiet moments. 18 Phillips Lane is an incredible opportunity, book your showing today.

18 Phillips Ln, Darien

12 Ricki Beth Ln, Greenwich
$3,525,000
5 Beds ⋅ 4 Baths ⋅ 24165639 MLS
Tucked at the end of a quiet cul-de-sac in coveted Hillcrest Park, this superbly renovated 5-bedroom, 3.1-bath Colonial offers 5,213 square feet of refined living on 1.11 manicured acres in the heart of Old Greenwich, CT. Close to top-rated North Mianus Elementary School and just minutes from the Old Greenwich train station, downtown shops, and the beach, this is the rare Greenwich estate that delivers space, privacy, and walkability in equal measure. A double-height entry with gleaming hardwood floors sets the tone, opening to a sun-filled living room with fireplace and French doors, formal dining room, and a stunning chef's kitchen featuring a Sub-Zero refrigerator, Dacor double ovens, wine refrigerator, large center island, and a built-in eating area. The main level also includes a library/den, family room with fireplace and French doors to the terrace, and a powder room. Upstairs, the primary suite is a private retreat with a walk-in dressing area and bath. Four additional bedrooms, two full baths, a dedicated laundry room, and a flexible office/sitting area complete the second floor. The finished lower level adds a media room, playroom, and studio ideal for entertaining, working from home, or growing families. Additional features include central air, a 2-car attached garage, security system, expansive deck and terrace, and beautifully landscaped grounds. Renovated in 2016 and meticulously maintained.

12 Ricki Beth Ln, Greenwich

59 Running Brook Ln, New Canaan
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 24175367 MLS
Beautifully sited on 1.46 acres at the end of a quiet and peaceful westside cul-de-sac, this private oasis is perfection! The impressive and sun-drenched 6,200 SF classic colonial offers a thoughtful and versatile floor plan to accommodate a modern lifestyle for easy living, work and entertaining. With four fully finished floors, highlights include high ceilings, two-story entry, detailed millwork, hardwood floors, 5/6 bedrooms, eat-in-kitchen with cozy breakfast room, dramatic family room with wood slat ceiling and fireplace, gracious living room with fireplace, formal dining room with built-ins and home office. The spectacular primary suite has a luxurious updated bath, sitting room and walk-in closet. In addition, there is a huge third floor bonus room with full bath, and a multi-purpose fully finished lower level with full bath and wine cellar. Enjoy the gorgeous heated pool and spa, park-like setting with flat play yard and expansive bluestone terraces, which are surrounded by lush landscaping and mature trees. This exceptional country estate is conveniently located to town, nationally ranked schools and trains.

59 Running Brook Ln, New Canaan

4 Sachem Ln, Greenwich
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich

156 N Lake Shore Dr, Brookfield
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 24174572 MLS
Exceptional custom-designed waterfront residence, presented in pristine condition and offering refined lakefront living in a spectacular west-facing setting. Designed to fully embrace its surroundings, the home was built in 2015 and extensively updated in 2023/2024 for enhanced comfort, style, and convenience. Expansive lake views are showcased throughout the open-concept floor plan, while at the heart of the home is a beautifully appointed chef's kitchen featuring premium appliances, an oversized center island, stone countertops, and custom cabinetry. The main level includes a den, a luxurious primary suite, and a living room, with panoramic lake views and opening through French doors to a new lake-view deck. The lower-level family room is anchored by a striking stone fireplace and flows seamlessly into the dining area and out to an expanded bluestone patio with protective awnings - ideal for effortless indoor-outdoor living. Just steps from the patio, the lakeside gazebo and dock create an inviting setting for enjoying the waterfront lifestyle. The upper level offers three generously sized bedrooms, a beautifully updated full bath, and an open sitting area. With three levels of living space, a 2-car garage, maintenance-free hard plank siding, and access to the sought-after amenities of Candlewood Shores, this exceptional property combines elegance with easy waterfront living - conveniently close to everyday amenities and just 75 minutes to NYC. Live like you're on vacation!

156 N Lake Shore Dr, Brookfield

123 Cross Hwy, Westport
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 24166688 MLS
A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main level. The rooms flow seamlessly to the exterior gardens, while expansive walls of glass create a natural connection to the outdoors throughout the seasons. The spectacular 14' limestone kitchen island anchors the space alongside a limestone accent wall & a dramatic portrait window overlooking the patio, dining pavilion & pool. Each impeccably curated room showcases a refined juxtaposition of old & new, creating a cohesive, timeless aesthetic. The luxurious primary suite includes a stunning marble bath, dressing room & scenic views of the grounds. The finished walk-out lower level offers space for yoga, fitness, recreation, plus a walk-in natural stone wine cellar & pool changing room. Tiered steps lead to the pool terrace, ideal for lounging amid magnificent specimen trees and lush gardens. A separate guest house mirrors the organic warmth & texture of the main residence. Mature landscaping screens the fully fenced private level property in a prime Westport location within walking distance to Wakeman Farm, minutes to the train, beaches, shops, restaurants, schools, and other amenities.

123 Cross Hwy, Westport

1 Duffys Ln, Darien
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 24169160 MLS
Welcome to One Duffy's Lane, an exceptional 5-bedroom, 4.2-bath residence offering 4,966 square feet of refined living space on a private .65-acre lot. Perfectly positioned at the entrance of a highly sought-after cul-de-sac, this home combines timeless design with modern comfort. A spacious two-story foyer welcomes you upon entry, featuring a sweeping staircase and dramatic ceiling heights. Bathed in natural light, the sun-filled interiors showcase elegant architectural details and a thoughtfully designed, flexible layout suited for today's lifestyle. The heart of the home is the open-concept kitchen and family room, anchored by a gas fireplace-ideal for both everyday living and effortless entertaining. French doors lead to a covered deck overlooking a level, private backyard featuring a heated gunite pool with an electronic safety cover. The formal dining room is enhanced by a wet bar and beverage refrigerator, creating an inviting space for hosting. A dedicated home office offers a quiet retreat for work or study. Upstairs, a spacious bonus room provides versatility as a recreation room, playroom, or sleepover space. The third floor adds exceptional flexibility, ideal for an au pair suite with sitting area or a private media room. Additional highlights include an attached two-car garage with a convenient service entrance and a lower level that is framed and unfinished, offering outstanding potential for future expansion. Located near schools, beach, train, shops & YMCA

1 Duffys Ln, Darien

105 White Oak Shade Rd, New Canaan
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24157134 MLS
Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

105 White Oak Shade Rd, New Canaan

150 Hillspoint Rd, Westport
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24154934 MLS
Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95

150 Hillspoint Rd, Westport

345 Old Dam Rd, Fairfield
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24150388 MLS
A beautiful, new construction WATERFRONT home complete w/ BOAT DOCK, ROOFTOP & ELEVATOR awaits & will be ready for you to enjoy by June. Offering 3 levels of luxurious living - this gorgeous coastal home sets a new standard for smart design & top tier craftsmanship. Enjoy seamless access to every floor w/ a private elevator from the ground to the 3rd level PLUS a stairway to an additional rooftop deck where you can enjoy unobstructed panoramic water views & colorful sunsets. With 10 spacious rooms, this home combines comfort, elegance & functionality. The ground level loggia opens up to the water, while the private dock in front of your home offers in the moment convenience for boaters. Across the road, your own additional property provides great extra parking - a rare bonus in waterfront living. Every detail reflects luxury; white oak hardwood flooring, Pella Lifestyle series wood interior windows, custom interior doors, state of the art appliances including wine column & beverage chiller, custom cabinetry in kitchen & baths, Hardie Board exterior siding for lasting durability, decks on 2nd, 3rd & rooftop levels all w/ stunning views, radiant heated flooring in the ground-level entry & primary bath & spa-like bathrooms w/ premium finishes. This home is flooded w/ natural light throughout the day, enhancing your daily living. Living life with quality!

345 Old Dam Rd, Fairfield

63 Dorchester Rd, Darien
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 24129820 MLS
This beautifully updated four-bedroom, four-and-a-half-bath home sits on the picturesque seven-acre Mather Pond-often compared to Thoreau's Walden Pond-offering a rare blend of tranquility and modern comfort. Thoughtfully renovated by its designer owner, the residence features a versatile layout with custom built-ins, generous storage, and a brand-new gourmet kitchen. Light-filled living spaces balance elegance and warmth, creating an inviting setting for both everyday living and entertaining. The property also offers room for future expansion, giving you the flexibility to tailor it to your needs. Outside, enjoy timeless pursuits like fly fishing, ice skating, gardening, or simply relaxing with a book by the water's edge. Perfectly situated just 2.5 miles from downtown Darien and 3 miles from New Canaan, 63 Dorchester Road combines peaceful seclusion with convenient access to shops, dining, and community amenities. This is a rare opportunity to own a home of modern sophistication in a truly idyllic setting.

63 Dorchester Rd, Darien

13 Terhune Dr, Westport
$3,499,999
6 Beds ⋅ 6 Baths ⋅ 24114691 MLS
Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom finishes and high-end craftsmanship that define this exceptional home. The kitchen is a true showpiece, designed for both everyday living and entertaining. Full custom inset cabinetry and professional appliances, sleek quartz countertops and double oversized center islands provide plenty of prep space and seating. On the exterior, the home is clad in classic hardy board, an expansive outdoor kitchen, and elaborate stone detail with plenty of room for a pool, spa, or however you wish to complete your outdoor oasis. At the end of a quiet cup-de-sac, yet situated in a prime Westport location close to schools, beaches, shopping, and commuting options, this new construction offers everything you need in a forever home-modern comfort, classic style, and room to grow. Pool/spa included for $4,399,000

13 Terhune Dr, Westport

42 Spriteview Ave, Westport
$3,499,000
3 Beds ⋅ 4 Baths ⋅ 24167502 MLS
A rare convergence of water, light and privacy, this extraordinary waterfront home offers a lifestyle few ever experience.Perfectly positioned between the open expanse of the Long Island Sound and the quiet rhythm of a private canal, the home is set on a private island just one hour from New York City, yet feels worlds away. Sweeping, unobstructed views stretch endlessly in every direction, with sunsets that transform the sky into a daily work of art. Defined by its clean, modern lines and expansive walls of glass, the home is designed to fully embrace its surroundings.Three spacious decks extend the living experience outdoors, each offering a distinct vantage point from morning light over the water to the stillness of evening reflections along the canal. Inside, newly installed wide-board white oak floors bring warmth and understated sophistication to a home that is entirely move-in ready. Every space is oriented toward water, creating a seamless connection between interior living and the natural beauty beyond. With direct water frontage, a private beach and an ever-changing coastal backdrop, this is more than a home, it is a singular waterfront retreat defined by light, scale and the quiet luxury of complete privacy.

42 Spriteview Ave, Westport

700 N Wilton Rd, New Canaan
$3,495,000
3 Beds ⋅ 5 Baths ⋅ 24200998 MLS
This luxury custom designed home in a private country setting offers maximum privacy and comfortable living. The main level offers single floor living featuring a private primary suite with dressing room, full bath and French doors to a full screened porch with fireplace. The living room under a cathedral ceiling with fireplace and its own terrace access. An eat in kitchen with bay windows, breakfast nook, granite counters, Sub-Zero and Wolf range, powder room. A private office with bay windows. Laundry off a stone floored mudroom with built ins. Upstairs, a loft family room under a vaulted ceiling. Additional 2nd floor space includes a bedroom with full bath, and recreation room with adjoining bedroom and full bath that functions as a self-contained guest suite. The lower level adds a media room with wet bar, built ins and half bath, plus a second recreation room. Each room thoughtfully designed without compromise. Geothermal heating and cooling, whole house generator, noise reduction windows, cedar siding, stone exterior, wood shingle roof, three car attached heated garage and two fireplaces set the stage for effortless living.

700 N Wilton Rd, New Canaan

99 Hickok Rd, New Canaan
$3,475,000
4 Beds ⋅ 5 Baths ⋅ 24174429 MLS
99 Hickok Road is a beautifully updated and meticulously maintained Dutch Colonial set on stunning landscaped property with exceptional privacy and outdoor living. Thoughtfully improved over the years, the home blends timeless elegance with modern comfort and functionality. Designed for both everyday living and entertaining, the home features gracious formal and informal spaces, a paneled first-floor office, updated kitchen with premium appliances, first-floor ensuite bedroom, new HVAC, whole-house generator, and smart-home/Sonos integration. The flexible second floor includes a spacious primary suite with sitting area and walk-in closet, two bedrooms with Jack-and-Jill bath, a large bonus/media room, and an additional flexible room ideal as a second office or potential fifth bedroom. A newly added full bath and second-floor laundry enhance convenience and versatility. Outdoor spaces feature bluestone patios and walkways, Belgian block detailing, mature landscaping, irrigation, lighting, and a newly paved driveway-creating a private, resort-like setting perfect for both relaxation and entertaining. Exceptionally cared for and turnkey, this pristine home is set on one of New Canaan's picturesque tree-lined streets.

99 Hickok Rd, New Canaan

13 Pond St, Norwalk
$3,475,000
4 Beds ⋅ 4 Baths ⋅ 24155353 MLS
A charming Rowayton home, in a prime location, expertly styled by Lynn Morgan Designs. Situated in the vibrant heart of Rowayton, this residence is just steps away from 101, Rowayton Seafood, quaint downtown Rowayton, and Bayley Beach. Escape to your serene .32-acre retreat with a pool, privately tucked away at the end of the street. The impeccably landscaped property offers outdoor spaces perfect for entertaining, along with a private pool for relaxation. The stylish kitchen with a large island flows seamlessly into the updated dining room and spacious living room featuring a cozy fireplace, creating an ideal setting for gatherings. The generous primary suite includes a vaulted cathedral ceiling, a luxurious bathroom, and an office nook for remote work. Two additional bedrooms and a bathroom complete the main floor. The total square footage of 3,167 includes the lower-level, offering a family room, exercise area, bedroom, and full bathroom. The attached two-car garage and driveway offer ample parking for extra convenience in this centrally located Rowayton residence. Viewings by appointment only.

13 Pond St, Norwalk

60 Crooked Trail Rd, Norwalk
$3,460,000
5 Beds ⋅ 5 Baths ⋅ 24186673 MLS
The best of Rowayton comes together at 60 Crooked Trail-timeless architecture, resort-style outdoor amenities, exceptional living spaces offering the ideal coastal lifestyle. Privately set on over an acre at the end of one of Rowayton's most coveted cul-de-sacs, this beautifully updated five-bedroom home offers soaring cathedral ceilings, exposed wood beams, abundant natural light, rich millwork, and a dramatic floor-to-ceiling stone fireplace. The chef's kitchen, complete with premium appliances and custom cabinetry, is designed for both everyday living and effortless entertaining. French doors open to a wraparound covered porch and spectacular outdoor living spaces featuring a sparkling gunite pool, renovated pool house, outdoor kitchen, fireplace, bocce court, outdoor shower, expansive stone terraces, and beautifully landscaped level lawns-creating a private backyard retreat that lives like a luxury resort.The first-floor primary suite is a peaceful sanctuary with cathedral ceilings, a stone fireplace, two custom walk-in closets, a dressing area, and a spa-inspired bath. Three additional bedrooms, a flexible first-floor office or guest suite, and a finished lower level with a recreation room, gym, full bath, mudroom, and abundant storage provide exceptional comfort and versatility.

60 Crooked Trail Rd, Norwalk

15 Queens Ln, Darien
$3,450,000
5 Beds ⋅ 5 Baths ⋅ 24162662 MLS
Rarely do you find a property that has it all: a spacious move-in ready house with a pool, and a private one-acre parcel close to everything Darien has to offer. Tucked away at the end of a cul-de-sac, steps away from the newly reimaged town center, and close to beaches, this thoughtfully renovated 5 bed/4.5 bath home strikes just the right balance between comfortable living and sophistication. With tons of natural light, the first floor features an open living/dining room with access to the deck overlooking the pool, a kitchen with cozy banquette, family room with built-in desks and shelving, and a mudroom with laundry and custom cubbies. There are 4 spacious bedrooms and 3 baths upstairs, including a luxurious primary suite with vaulted ceiling, office, and generous walk-in closet and bathroom. The 5th bedroom, and 4th full bath, are in the walkout lower level which also offers a large "hang out" room with plenty of space for both relaxing and working out. For the car enthusiast, the detached barn, with heat and A/C, has an additional 2 garage bays as well as a workshop. Surrounded by nature, and awash with lush gardens, this is an unexpected oasis in the center of town.

15 Queens Ln, Darien

89 Raymond St, Darien
$3,450,000
5 Beds ⋅ 5 Baths ⋅ 24160675 MLS
Few homes in Darien offer this combination: five bedrooms, five indoor entertainment spaces, a private elevator, gunite pool, hot tub, and pool cabana with wet bar-all on a private .70-acre lot in the Tokeneke School district. Fully updated 2021-2026 and just a walk to Metro-North and downtown. Spanning three fully finished floors, the main floor is built for living and entertaining: a formal living room with fireplace, sunroom with, family room with fireplace, and a renovated chef's kitchen open to the dining room, featuring new cabinet doors, hardware, countertops, sink, faucet, pantry, and updated lighting. The primary suite features a dressing room and a cedar walk-in closet. Upstairs: home office and home gym. The at-grade lower level-built into natural ledge with no below-grade space-opens via French doors directly to the pool and features a pool entertainment room, three bedrooms, playroom, game room, cabana with wet bar, a mudroom, and two attached garages (a two-car garage and a separate third garage bay). Outside: gunite pool, new hot tub (2025), new pool heater (2024), pool cabana with wet bar and fridge, stone patio, large custom playset, full irrigation, fenced yard, and professional landscaping. Updated 2021-2026: two central A/C units, Ecobee smart thermostats, new appliances, refinished hardwood floors, renovated bathrooms, and painted exterior. No deferred maintenance. A private world of its own.

89 Raymond St, Darien

1 Flower Farm Ln, Westport
$3,450,000
5 Beds ⋅ 8 Baths ⋅ 24148553 MLS
Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room offers a stone fireplace, coffered ceilings with French doors leading to a bluestone terrace, overlooking the gorgeous landscaped property. Gather in the sophisticated formal dining room w/yet another fireplace. The main level graciously accommodates a guest bedroom suite with a full bath, walk-in closet, as well as a study adorned w/Cherrywood & built-ins, leading to a serene blue stone screened-in porch. The main level also has the convenience of 2 powder rooms & a mudroom, as you enter from the 3 car garage. Upstairs, discover the luxurious primary bedroom w/a sitting room, 2 walk-in closets, changing room, & spa-like bathroom w/a claw hydro tub, shower & private balcony access. Additionally, there are 3 more bedrooms each w/a custom full bathroom, along w/a generous bonus room. The fully finished 3rd floor offers versatility with a half bath. Entertain on the lower level, featuring a theater room, gym w/sauna, family room, wine room & powder room. Outside, the meticulously landscaped grounds showcase an inground gunite pool, hot tub, pool house w/a full bathroom overlooking 2 acres.

1 Flower Farm Ln, Westport

475 Fence Row Dr, Fairfield
$3,425,000
4 Beds ⋅ 8 Baths ⋅ 24200803 MLS
Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

475 Fence Row Dr, Fairfield

53 Goodwives River Rd, Darien
$3,425,000
4 Beds ⋅ 5 Baths ⋅ 24165060 MLS
Set gracefully above the scenic Goodwives River, this exceptional 1930s stone residence blends timeless character with 3403sq ft of sophisticated modern updates. Fully restored and renovated in 2003, the home preserves its architectural integrity with casement windows, slate roof, 9ft ceilings, and dramatic floor-to-ceiling stone fireplcs. 2020 improv include refinished hardwood floors throughout, a renovated primary bath with new shower and vanity, custom built-ins and window bench seating in the primary bedroom, enhanced third-floor suite storage and closet space, and a refreshed lower level with built-in office workspace and laundry area. The chef's kitchen features Carrara marble countertops, center island, premium appliances, wine refrigerator, and opens seamlessly to the family room with coffered ceiling and fireplace-ideal for everyday living and entertaining. The primary suite is a private sanctuary with fireplace, sitting room, and spa-inspired bath featuring dbl vanities, soaking tub, and separate shower. Addl bedrooms are ensuite with updated baths. A sun-filled living room with windows on three sides overlooks the grounds and includes a wet bar with direct access to the patio and deck for effortless indoor-outdoor living. Set on over one acre of fully fenced property, offers privacy and gated access leading to Gorham's Pond-perfect for kayak, paddle, and recreation. A short walk or bike ride to Great Island and the beach. Minutes to train, shopping and dinin

53 Goodwives River Rd, Darien

2 Half Mile Cmn, Westport
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24190832 MLS
Meticulously maintained and move-in ready, 2 Half Mile Common offers comforts, flexibility, and convenience. With 4 generously sized bedroom this light-filled home features a finished lower level with a full bath, gym, and recreation space, plus a separate playroom over the garage that's ideal as a second home office, studio, or playroom. Enjoy a fenced backyard with beautifully landscaped grounds, hot tub and outdoor kitchen, perfect for entertaining or play. Need more space? There is a 3rd floor just waiting to be finished! Ideally located on a quiet cul-de-sac, this home is within walking distance to Staples High School and Wakeman Town Farm, and just minutes from downtown Westport, beaches, shopping, dining, and Metro-North for an easy NYC commute. A rare opportunity to enjoy turnkey living in one of Westport's most convenient locations.

2 Half Mile Cmn, Westport

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