Wealthwiserealty.com Search Results

Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a breakfast nook and butler's pantry leads into the spacious family room with stone fireplace and deck access, but the show stopping sun room wins for best seat in the house where the floor to ceiling windows feel like the bow of a ship. The formal dining room also opens to the deck set for both lounging and grilling. In the primary wing, a breathtaking bedroom looks over the gorgeous grounds and water beyond, while the beautiful his and hers combined bath takes in the south facing Sound view. There are dual walk-in wardrobe closets as well as a second laundry closet. An stunning office rounds out the main floor, while the third floor holds a guest suite/media room with balcony and one of the most spectacular "roof" level decks in all of Westport! On the ground level, there are two bedrooms of generous size, each with their own ensuite bath and custom closets as well as a true library style office. Across the foyer, the cabana kitchenette and bath are conveniently located close to the pool and beach! Peaceful and private, the "backyard" consists of the covered grotto spilling right on

4 Beds ⋅ 6 Baths ⋅ 24167574 MLS

Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a breakfast nook and butler's pantry leads into the spacious family room with stone fireplace and deck access, but the show stopping sun room wins for best seat in the house where the floor to ceiling windows feel like the bow of a ship. The formal dining room also opens to the deck set for both lounging and grilling. In the primary wing, a breathtaking bedroom looks over the gorgeous grounds and water beyond, while the beautiful his and hers combined bath takes in the south facing Sound view. There are dual walk-in wardrobe closets as well as a second laundry closet. An stunning office rounds out the main floor, while the third floor holds a guest suite/media room with balcony and one of the most spectacular "roof" level decks in all of Westport! On the ground level, there are two bedrooms of generous size, each with their own ensuite bath and custom closets as well as a true library style office. Across the foyer, the cabana kitchenette and bath are conveniently located close to the pool and beach! Peaceful and private, the "backyard" consists of the covered grotto spilling right on

7 Sandpiper Rd, Westport

$8,986,000

Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving, an ice maker, and built-in water dispenser. The primary suite features cathedral ceilings, gas fireplace, a private balcony, expansive walk-in closet, and a spa-inspired bath with radiant heated floors, steam shower, soaking tub, and wet bar with refrigerator. The second level also includes four additional en-suite bedrooms and a spacious laundry room with double washer and dryer and custom cabinetry. The third-floor lounge with wet bar and roof deck provides additional entertaining space along with another bedroom and full bath. The finished lower level offers a great room with wet bar, temperature-controlled wine room, gym, media/playroom, and en-suite guest bedroom. Outdoor spaces feature bluestone patios, a heated covered porch with fireplace, built-in grill, heated Gunite pool and spa and heated walkways. Additional highlights include Savant smart home system, Lutron lighting, whole-home audio, radiant heat, multi-zone HVAC, generator, and three-car garage with electric vehicle charger. Walk to Burying Hill Beach, Greens Farms Academy, and Greens Farms train station.

7 Beds ⋅ 9 Baths ⋅ 24158698 MLS

Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving, an ice maker, and built-in water dispenser. The primary suite features cathedral ceilings, gas fireplace, a private balcony, expansive walk-in closet, and a spa-inspired bath with radiant heated floors, steam shower, soaking tub, and wet bar with refrigerator. The second level also includes four additional en-suite bedrooms and a spacious laundry room with double washer and dryer and custom cabinetry. The third-floor lounge with wet bar and roof deck provides additional entertaining space along with another bedroom and full bath. The finished lower level offers a great room with wet bar, temperature-controlled wine room, gym, media/playroom, and en-suite guest bedroom. Outdoor spaces feature bluestone patios, a heated covered porch with fireplace, built-in grill, heated Gunite pool and spa and heated walkways. Additional highlights include Savant smart home system, Lutron lighting, whole-home audio, radiant heat, multi-zone HVAC, generator, and three-car garage with electric vehicle charger. Walk to Burying Hill Beach, Greens Farms Academy, and Greens Farms train station.

19 Beachside Cmn, Westport

$8,700,000

Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house. Dramatic interiors feature soaring ceilings, expansive windows, and multiple stone fireplaces that frame the natural beauty of the surrounding landscape. Generous living and entertaining spaces flow effortlessly to outdoor terraces and landscaped grounds designed for both relaxation and gathering. The property includes a waterside pool overlooking the water, a private dock for boating, and a gated driveway set among mature plantings that enhance the estate's sense of privacy. Additional amenities include the potential for an indoor pool and spa, offering an opportunity to further elevate the home's resort-like experience. A rare offering combining scale, versatility, and waterfront living in one of Westport's most sought-after coastal settings.

8 Beds ⋅ 10 Baths ⋅ 24159043 MLS

Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house. Dramatic interiors feature soaring ceilings, expansive windows, and multiple stone fireplaces that frame the natural beauty of the surrounding landscape. Generous living and entertaining spaces flow effortlessly to outdoor terraces and landscaped grounds designed for both relaxation and gathering. The property includes a waterside pool overlooking the water, a private dock for boating, and a gated driveway set among mature plantings that enhance the estate's sense of privacy. Additional amenities include the potential for an indoor pool and spa, offering an opportunity to further elevate the home's resort-like experience. A rare offering combining scale, versatility, and waterfront living in one of Westport's most sought-after coastal settings.

2 Judy Point Ln, Westport

$7,750,000

This exceptional Modern estate, originally crafted by Skyview as the builder's own residence, is available in as-new condition and enhanced by inspired customization. Set on 2+/- private acres in Coleytown, adjacent to the Paul Newman-Poses Nature Preserve, the home is approached by a long, gated drive that opens to a motorcourt ideal for grand entertaining. Triple-glazed Klar Studio windows frame the natural surroundings, creating a seamless indoor-outdoor connection. ICF construction, a lifetime Davinci roof & Viessmann boiler with radiant heat throughout ensure enduring quality. Tall ceilings, dramatic glass-lined stairs, curated lighting & a warm minimalist aesthetic define the interiors. The Great Room offers three exposures & the 1st of four fireplaces. The Miele-appointed kitchen features custom cabinetry & a pantry that flows to the dining rm w/illuminated ceil. The fam rm opens to a heated porch w/fireplace; the vast rear skylit porch leads to the pool, summer kitchen & spa. The finished LL now includes a gym, speakeasy-style pub & a kids climbing gym. Epic primary suite. Freshly painted and meticulously maintained throughout, offered in true move-in-ready condition. No new construction compares.

6 Beds ⋅ 8 Baths ⋅ 24136529 MLS

This exceptional Modern estate, originally crafted by Skyview as the builder's own residence, is available in as-new condition and enhanced by inspired customization. Set on 2+/- private acres in Coleytown, adjacent to the Paul Newman-Poses Nature Preserve, the home is approached by a long, gated drive that opens to a motorcourt ideal for grand entertaining. Triple-glazed Klar Studio windows frame the natural surroundings, creating a seamless indoor-outdoor connection. ICF construction, a lifetime Davinci roof & Viessmann boiler with radiant heat throughout ensure enduring quality. Tall ceilings, dramatic glass-lined stairs, curated lighting & a warm minimalist aesthetic define the interiors. The Great Room offers three exposures & the 1st of four fireplaces. The Miele-appointed kitchen features custom cabinetry & a pantry that flows to the dining rm w/illuminated ceil. The fam rm opens to a heated porch w/fireplace; the vast rear skylit porch leads to the pool, summer kitchen & spa. The finished LL now includes a gym, speakeasy-style pub & a kids climbing gym. Epic primary suite. Freshly painted and meticulously maintained throughout, offered in true move-in-ready condition. No new construction compares.

319 Bayberry Ln, Westport

$7,300,000

Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly hiking destinations in Connecticut. This beautiful six-bedroom home has been thoughtfully designed by renowned architect Judith Larson, showcasing impeccable taste throughout. The first level features a designer kitchen, a formal dining room, a spacious great room with a fireplace, and a large office with signature Redcoat oversized windows and doors. On the second level, you'll find five bedrooms, a laundry room, and a secondary office. The lower level includes a playroom, gym, sixth bedroom, and a wine room. The property also boasts a three-car garage, a gunite pool, and a full house generator for added convenience.

6 Beds ⋅ 7 Baths ⋅ 24064356 MLS

Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly hiking destinations in Connecticut. This beautiful six-bedroom home has been thoughtfully designed by renowned architect Judith Larson, showcasing impeccable taste throughout. The first level features a designer kitchen, a formal dining room, a spacious great room with a fireplace, and a large office with signature Redcoat oversized windows and doors. On the second level, you'll find five bedrooms, a laundry room, and a secondary office. The lower level includes a playroom, gym, sixth bedroom, and a wine room. The property also boasts a three-car garage, a gunite pool, and a full house generator for added convenience.

3 Tanglewood Ln, Westport

$6,750,000

Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal beach for boating and swimming, this New England Coastal Gambrel style home offers front-row seats to mesmerizing panoramic sunrises and sunsets, Compo Beach fireworks and beautiful existing gardens. Year-round, you'll marvel at the magnificent sights of birds soaring, fish jumping, and sailors and boaters gliding across the water. Take a stroll to Westport's Compo Beach or Marina to board your yacht at the dock, or paddle around Westport's Longshore Country Club for golf, tennis or sailing lessons. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools and Westport's vibrant downtown, known for its exceptional dining, shopping and cultural experiences. 27 Owenoke Park isn't just a home-it's a lifestyle defined by natural beauty, a tight-knit community and the endless allure of Long Island Sound. Don't miss this rare opportunity to own a piece of Owenoke Park's legacy.

6 Beds ⋅ 4 Baths ⋅ 24150724 MLS

Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal beach for boating and swimming, this New England Coastal Gambrel style home offers front-row seats to mesmerizing panoramic sunrises and sunsets, Compo Beach fireworks and beautiful existing gardens. Year-round, you'll marvel at the magnificent sights of birds soaring, fish jumping, and sailors and boaters gliding across the water. Take a stroll to Westport's Compo Beach or Marina to board your yacht at the dock, or paddle around Westport's Longshore Country Club for golf, tennis or sailing lessons. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools and Westport's vibrant downtown, known for its exceptional dining, shopping and cultural experiences. 27 Owenoke Park isn't just a home-it's a lifestyle defined by natural beauty, a tight-knit community and the endless allure of Long Island Sound. Don't miss this rare opportunity to own a piece of Owenoke Park's legacy.

27 Owenoke Park, Westport

$6,550,000

Appraisers please take note: closing price does not fully represent offer price. **Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every room and showcases timeless architectural details including custom millwork, random-width hardwood flooring, three fireplaces, cathedral ceilings, and formal and informal living spaces rarely seen in today's homes. Set amid beautifully landscaped grounds with perennial gardens and expansive entertaining terraces, this private oasis invites alfresco dining beneath breathtaking sunsets and sunrises. The home features five bedrooms including two primary suites, a guest suite, chef's kitchen, great room, sunroom, and more. Located between prestigious Beachside Avenue and historic Southport Village, you are moments from beaches, boutique shopping, acclaimed restaurants, and the enduring charm of Connecticut's Gold Coast. Framed by mature evergreens, flowering dogwoods, mountain laurel, and rhododendron, the property delivers an exceptional combination of privacy, scale, and proximity - just 55 miles from NY

5 Beds ⋅ 5 Baths ⋅ 24184591 MLS

Appraisers please take note: closing price does not fully represent offer price. **Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every room and showcases timeless architectural details including custom millwork, random-width hardwood flooring, three fireplaces, cathedral ceilings, and formal and informal living spaces rarely seen in today's homes. Set amid beautifully landscaped grounds with perennial gardens and expansive entertaining terraces, this private oasis invites alfresco dining beneath breathtaking sunsets and sunrises. The home features five bedrooms including two primary suites, a guest suite, chef's kitchen, great room, sunroom, and more. Located between prestigious Beachside Avenue and historic Southport Village, you are moments from beaches, boutique shopping, acclaimed restaurants, and the enduring charm of Connecticut's Gold Coast. Framed by mature evergreens, flowering dogwoods, mountain laurel, and rhododendron, the property delivers an exceptional combination of privacy, scale, and proximity - just 55 miles from NY

6 Gray Ln, Westport

$6,100,000

Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living. Thoughtfully designed across 4 floors, the home offers 5 bedrooms, 6 full/3 half baths. A gracious foyer opens to large scale living spaces, including an oversized kitchen with breakfast nook that connects seamlessly to the family room with a striking stone fireplace. Formal dining with butlers pantry, private office, and multiple indoor outdoor connections create a dynamic and inviting environment. The second level is highlighted by the luxurious primary suite featuring a fireplace, spa inspired bath, and boutique caliber closet designed as a calming retreat. Four additional en suite bedrooms, laundry, and bonus room complete the level. Third floor and walk out lower level recreation spaces reflect a modern approach to luxury where work, wellness, and entertainment coexist effortlessly. Outside, the chic and ethereal setting continues with a pool, spa, covered patio, fireplace, and expansive bluestone terrace that seamlessly integrate indoor and outdoor living. Every detail has been carefully considered to deliver comfort, sophistication, privacy, and connection to the best of Westport.

5 Beds ⋅ 9 Baths ⋅ 24175264 MLS

Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living. Thoughtfully designed across 4 floors, the home offers 5 bedrooms, 6 full/3 half baths. A gracious foyer opens to large scale living spaces, including an oversized kitchen with breakfast nook that connects seamlessly to the family room with a striking stone fireplace. Formal dining with butlers pantry, private office, and multiple indoor outdoor connections create a dynamic and inviting environment. The second level is highlighted by the luxurious primary suite featuring a fireplace, spa inspired bath, and boutique caliber closet designed as a calming retreat. Four additional en suite bedrooms, laundry, and bonus room complete the level. Third floor and walk out lower level recreation spaces reflect a modern approach to luxury where work, wellness, and entertainment coexist effortlessly. Outside, the chic and ethereal setting continues with a pool, spa, covered patio, fireplace, and expansive bluestone terrace that seamlessly integrate indoor and outdoor living. Every detail has been carefully considered to deliver comfort, sophistication, privacy, and connection to the best of Westport.

28 Ferry Ln E, Westport

$5,995,000

Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak floors, soaring ceilings, and custom Italian cabinetry create a warm and sophisticated interior. The chef's kitchen features L'Ottocento cabinetry, Thermador appliances, and Compac Quartz surfaces, complemented by a fully equipped butler's pantry with a second dishwasher and wine refrigeration. An open-concept family room with a sleek linear gas fireplace flows seamlessly to the covered outdoor terrace overlooking the heated pool and landscaped grounds-perfect for both quiet evenings and entertaining. Upstairs, vaulted bedrooms include fully furnished custom closets. A sun-filled lounge opens to a private rooftop deck with a gas fireplace and seasonal views of Long Island Sound. The primary suite offers a private terrace, dual walk-in closets with custom Italian millwork, and a spa-inspired bath designed for relaxation. Set moments from the shoreline while offering easy access to Manhattan via train, this newly completed residence presents a rare opportunity to enjoy modern coastal living in one of Westport's most desirable neighborhoods.

5 Beds ⋅ 5 Baths ⋅ 24158799 MLS

Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak floors, soaring ceilings, and custom Italian cabinetry create a warm and sophisticated interior. The chef's kitchen features L'Ottocento cabinetry, Thermador appliances, and Compac Quartz surfaces, complemented by a fully equipped butler's pantry with a second dishwasher and wine refrigeration. An open-concept family room with a sleek linear gas fireplace flows seamlessly to the covered outdoor terrace overlooking the heated pool and landscaped grounds-perfect for both quiet evenings and entertaining. Upstairs, vaulted bedrooms include fully furnished custom closets. A sun-filled lounge opens to a private rooftop deck with a gas fireplace and seasonal views of Long Island Sound. The primary suite offers a private terrace, dual walk-in closets with custom Italian millwork, and a spa-inspired bath designed for relaxation. Set moments from the shoreline while offering easy access to Manhattan via train, this newly completed residence presents a rare opportunity to enjoy modern coastal living in one of Westport's most desirable neighborhoods.

22 Apple Tree Trl, Westport

$5,775,000

Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area, where a wall of French doors opens to a private backyard oasis featuring a heated gunite pool, stone patio, and built-in BBQ, all surrounded by mature landscaping. A cozy living room with a gas fireplace provides the perfect setting for intimate gatherings or quiet evenings at home. At the heart of the home is the eat-in Chef's Kitchen, complete with luxury appliances, two dishwashers, three ovens, and an oversized center island. A flexible main-level suite offers ideal space for an executive office or guest accommodations. The second floor showcases a serene primary suite with a gas fireplace, dual dressing rooms, and a spa-inspired bath, along with three additional en-suite bedrooms and a laundry room. The third level features a secluded guest suite with private balcony and a skylight-filled bath. The lower level is a destination of its own, offering a home theater, dedicated gym, recreation room, and full bath with direct access to the pool. Complete with a whole-home generator and attached garage, this turn-key property delivers laid-back luxury just moments from the sand.

6 Beds ⋅ 7 Baths ⋅ 24143533 MLS

Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area, where a wall of French doors opens to a private backyard oasis featuring a heated gunite pool, stone patio, and built-in BBQ, all surrounded by mature landscaping. A cozy living room with a gas fireplace provides the perfect setting for intimate gatherings or quiet evenings at home. At the heart of the home is the eat-in Chef's Kitchen, complete with luxury appliances, two dishwashers, three ovens, and an oversized center island. A flexible main-level suite offers ideal space for an executive office or guest accommodations. The second floor showcases a serene primary suite with a gas fireplace, dual dressing rooms, and a spa-inspired bath, along with three additional en-suite bedrooms and a laundry room. The third level features a secluded guest suite with private balcony and a skylight-filled bath. The lower level is a destination of its own, offering a home theater, dedicated gym, recreation room, and full bath with direct access to the pool. Complete with a whole-home generator and attached garage, this turn-key property delivers laid-back luxury just moments from the sand.

9 Pond Edge Rd, Westport

$5,700,000

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Beds ⋅ 7 Baths ⋅ 24168601 MLS

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Twin Circle Dr, Westport

$5,450,000

Experience refined coastal living in this exceptional hilltop residence, just a short walk to Compo Beach. Built by celebrated Bluewater Home Builders, this stunning Nantucket-style home set on a rare & secluded .92-acre property on a quiet cul-de-sac is ideally positioned on one of the area's most prestigious & sought-after streets, offering an unparalleled blend of privacy & lifestyle. This home is surrounded by beautiful landscaped grounds and features a gunite pool, spa & water views of Mill Pond. Spanning 4 finished levels, the home offers 6 bedrooms, 7 baths, including 2 home offices-perfect for today's lifestyle. The grand foyer leads to the Dining Room with Butler's Pantry and the Living Room with fireplace. At the heart of the home is the Gourmet Kitchen with upscale appliances and an open floor plan to the Family Room. There is a screened in 3 season porch off the kitchen. On the second floor the luxurious Primary Suite features its own private office and a 2nd floor balcony with water views. 3 additional bedrooms are ensuite. A private third floor offers a bedroom, full bath and balcony ideal for guests, family or a secluded work space. The finished above ground walk-out lower level to the pool/patio is designed for both relaxation and fun, complete with a Playroom, Exercise Room, Bedroom, Full Bath, Wine Cellar, second laundry area and extensive storage. There is a full house generator. NO flood insurance is needed. Minutes to train station. Vacation year round.

6 Beds ⋅ 7 Baths ⋅ 24168754 MLS

Experience refined coastal living in this exceptional hilltop residence, just a short walk to Compo Beach. Built by celebrated Bluewater Home Builders, this stunning Nantucket-style home set on a rare & secluded .92-acre property on a quiet cul-de-sac is ideally positioned on one of the area's most prestigious & sought-after streets, offering an unparalleled blend of privacy & lifestyle. This home is surrounded by beautiful landscaped grounds and features a gunite pool, spa & water views of Mill Pond. Spanning 4 finished levels, the home offers 6 bedrooms, 7 baths, including 2 home offices-perfect for today's lifestyle. The grand foyer leads to the Dining Room with Butler's Pantry and the Living Room with fireplace. At the heart of the home is the Gourmet Kitchen with upscale appliances and an open floor plan to the Family Room. There is a screened in 3 season porch off the kitchen. On the second floor the luxurious Primary Suite features its own private office and a 2nd floor balcony with water views. 3 additional bedrooms are ensuite. A private third floor offers a bedroom, full bath and balcony ideal for guests, family or a secluded work space. The finished above ground walk-out lower level to the pool/patio is designed for both relaxation and fun, complete with a Playroom, Exercise Room, Bedroom, Full Bath, Wine Cellar, second laundry area and extensive storage. There is a full house generator. NO flood insurance is needed. Minutes to train station. Vacation year round.

32 Burnham Hl, Westport

$5,375,000

A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built main residence by Coastal Construction, echoing Peters' signature stonework with scale and sophistication. Step inside and you'll understand why guests so often say, "Every room tells a story." A just-completed interior redesign has curated every finish, light fixture, and wall covering to create warmth and quiet elegance. The flow between rooms is not just open-it's meaningful, revealing itself gradually like a favorite novel. The barrel-ceilinged primary suite, sunlit kitchen, cozy living room, hidden reading nooks, and versatile third-floor retreat all invite you to live more slowly, more beautifully. A gym, media room, and music studio offer space to move, create, and unwind. Outside, a pool/spa, pool house, and terrace with fireplace and outdoor kitchen extend the experience. Offered fully furnished at an additional cost if desired. Where every detail invites you to live with intention, comfort and quiet luxury.

7 Beds ⋅ 9 Baths ⋅ 24112473 MLS

A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built main residence by Coastal Construction, echoing Peters' signature stonework with scale and sophistication. Step inside and you'll understand why guests so often say, "Every room tells a story." A just-completed interior redesign has curated every finish, light fixture, and wall covering to create warmth and quiet elegance. The flow between rooms is not just open-it's meaningful, revealing itself gradually like a favorite novel. The barrel-ceilinged primary suite, sunlit kitchen, cozy living room, hidden reading nooks, and versatile third-floor retreat all invite you to live more slowly, more beautifully. A gym, media room, and music studio offer space to move, create, and unwind. Outside, a pool/spa, pool house, and terrace with fireplace and outdoor kitchen extend the experience. Offered fully furnished at an additional cost if desired. Where every detail invites you to live with intention, comfort and quiet luxury.

9 Greenbrier Rd, Westport

$5,300,000

An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining area and kitchen span the back of the house creating a great room - with French doors to the patio and pool just beyond. The gorgeous kitchen is down in white oak, with a massive island, top appliances and smart storage. Gorgeous custom details throughout include built ins, dramatic modern millwork, sleek fireplaces and high end stone surfaces plus an elevator. Upstairs, the primary suite is a dream - a bright and airy bedroom, two walk in closets, and an oversized bath with soaking tub, steam shower and radient flooring. There are two additional bedrooms on the second floor, plus an office and laundry room. The third floor holds a bedroom and full bath. Tucked on a quiet side street steps to the water and all the Compo/Longshore area amenities like beach, boating, golf and tennis, while also being just a quick ride into town or to the train!

4 Beds ⋅ 5 Baths ⋅ 24174513 MLS

An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining area and kitchen span the back of the house creating a great room - with French doors to the patio and pool just beyond. The gorgeous kitchen is down in white oak, with a massive island, top appliances and smart storage. Gorgeous custom details throughout include built ins, dramatic modern millwork, sleek fireplaces and high end stone surfaces plus an elevator. Upstairs, the primary suite is a dream - a bright and airy bedroom, two walk in closets, and an oversized bath with soaking tub, steam shower and radient flooring. There are two additional bedrooms on the second floor, plus an office and laundry room. The third floor holds a bedroom and full bath. Tucked on a quiet side street steps to the water and all the Compo/Longshore area amenities like beach, boating, golf and tennis, while also being just a quick ride into town or to the train!

15 Roosevelt Rd, Westport

$5,199,000

Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living with a Westport nostalgic feel. This 7,000+ square-foot home showcases unparalleled design and meticulous construction across two main levels that optimize light and space. Redcoat homes construction is several grades above spec builders, attention to detail , light, and space that work for today's living are imperative in his homes. The main level features a designer kitchen, formal dining room, family room, office, and living room. An additional laundry and changing room are on the first floor. Enhanced by Redcoat's signature oversized windows, doors, and 10-foot ceilings. The second level boasts 4 bedrooms, including a luxurious primary suite, along with the main laundry area. The third floor includes an additional family space and an office. The lower level includes a sixth bedroom, gym, and playroom. Additional amenities comprise: a three-car garage, an approved pool site.

6 Beds ⋅ 7 Baths ⋅ 24165045 MLS

Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living with a Westport nostalgic feel. This 7,000+ square-foot home showcases unparalleled design and meticulous construction across two main levels that optimize light and space. Redcoat homes construction is several grades above spec builders, attention to detail , light, and space that work for today's living are imperative in his homes. The main level features a designer kitchen, formal dining room, family room, office, and living room. An additional laundry and changing room are on the first floor. Enhanced by Redcoat's signature oversized windows, doors, and 10-foot ceilings. The second level boasts 4 bedrooms, including a luxurious primary suite, along with the main laundry area. The third floor includes an additional family space and an office. The lower level includes a sixth bedroom, gym, and playroom. Additional amenities comprise: a three-car garage, an approved pool site.

36 Maple Ave S, Westport

$5,150,000

Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one. And you don't want anyone walking past your bedroom to get to a finished third floor either. The family bedroom floor should be private. Wider homes are much more desirable & functional than taller homes. The home has a generous first floor guest bedroom & full bath. Much better. It's not just for grandma you know, although she will love it. Who knows when you're going to tear your meniscus or ACL?? Pickleball hurts! :) Or - it's a great, convenient play room for little ones. Or a gamers' paradise for the older set. #Choices. We also have two designated offices; one on the first floor & a second in a private wing with its own staircase on the second floor. Three wet bars and a dry bar. Custom cabinetry & built-ins throughout. There's a 20x40 salt water pool. Oversized, tilting European windows & sliders drench the home in natural light. Organic modern; warm & functional. A true walk out lower level that easily doubles as a pool house with a full bath, second laundry and entertaining spaces. A full house generator and even an EV outlet. It's all here. Come visit. Come home

6 Beds ⋅ 8 Baths ⋅ 24177071 MLS

Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one. And you don't want anyone walking past your bedroom to get to a finished third floor either. The family bedroom floor should be private. Wider homes are much more desirable & functional than taller homes. The home has a generous first floor guest bedroom & full bath. Much better. It's not just for grandma you know, although she will love it. Who knows when you're going to tear your meniscus or ACL?? Pickleball hurts! :) Or - it's a great, convenient play room for little ones. Or a gamers' paradise for the older set. #Choices. We also have two designated offices; one on the first floor & a second in a private wing with its own staircase on the second floor. Three wet bars and a dry bar. Custom cabinetry & built-ins throughout. There's a 20x40 salt water pool. Oversized, tilting European windows & sliders drench the home in natural light. Organic modern; warm & functional. A true walk out lower level that easily doubles as a pool house with a full bath, second laundry and entertaining spaces. A full house generator and even an EV outlet. It's all here. Come visit. Come home

4 Sycamore Dr, Westport

$5,050,000

Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.

6 Beds ⋅ 9 Baths ⋅ 24178890 MLS

Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.

5 W Branch Rd, Westport

$4,625,000

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

5 Beds ⋅ 8 Baths ⋅ 24103087 MLS

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

10 Tierney Ln, Westport

$4,560,000

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

5 Beds ⋅ 6 Baths ⋅ 24167814 MLS

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport

$4,525,000

Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional kitchen/great room create spaces that are both sophisticated and welcoming.The current owners have further elevated the property with extensive professional landscaping, creating a breathtaking natural setting anchored by a gorgeous pool and spa. The lifestyle here is truly special with effortless access to all schools, making daily routines remarkably convenient. Outdoors, the property becomes a year-round retreat; from winter sledding on the gentle hill to summer slip-and-slides, exploring the brook in rain boots, and evenings filled with birdsong and visits from owls among the beautifully tended grounds. A luxurious primary suite, private bedroom wing, and walk-out finished lower level complete this extraordinary retreat where privacy, nature, and refined living come together in a setting that feels a world away, yet close to everything.

6 Beds ⋅ 7 Baths ⋅ 24175344 MLS

Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional kitchen/great room create spaces that are both sophisticated and welcoming.The current owners have further elevated the property with extensive professional landscaping, creating a breathtaking natural setting anchored by a gorgeous pool and spa. The lifestyle here is truly special with effortless access to all schools, making daily routines remarkably convenient. Outdoors, the property becomes a year-round retreat; from winter sledding on the gentle hill to summer slip-and-slides, exploring the brook in rain boots, and evenings filled with birdsong and visits from owls among the beautifully tended grounds. A luxurious primary suite, private bedroom wing, and walk-out finished lower level complete this extraordinary retreat where privacy, nature, and refined living come together in a setting that feels a world away, yet close to everything.

80 Bayberry Ln, Westport

$4,500,000

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Beds ⋅ 6 Baths ⋅ 24193530 MLS

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Clapboard Hill Rd, Westport

$4,500,000

Perfect Colonial o 4 finished levels with flat and private yard

5 Beds ⋅ 8 Baths ⋅ 24166340 MLS

Perfect Colonial o 4 finished levels with flat and private yard

4 Peach Ace, Unit LOT PL, Westport

$4,475,000

This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

6 Beds ⋅ 9 Baths ⋅ 24146474 MLS

This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

21 Warnock Dr, Westport

$4,400,000

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

6 Beds ⋅ 6 Baths ⋅ 24186465 MLS

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

48 Bayberry Ln, Westport

$4,400,000

Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!

4 Beds ⋅ 6 Baths ⋅ 24172774 MLS

Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!

7 Pond Edge Rd, Westport

$4,350,000

Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

7 Beds ⋅ 8 Baths ⋅ 24147443 MLS

Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

26 Morningside Dr S, Westport

$4,310,811

The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

4 Beds ⋅ 5 Baths ⋅ 24170859 MLS

The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

5 Marc Ln, Westport

$4,265,000

Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

6 Beds ⋅ 7 Baths ⋅ 24158946 MLS

Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

21 Lockwood Cir, Westport

$4,225,000

Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

5 Beds ⋅ 7 Baths ⋅ 24119112 MLS

Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

49 Hillspoint Rd, Westport

$4,210,000

Tucked away on a coveted Westport lane, 3 Stonewall Ln. offers an exceptional blend of sophistication and modern comfort. This expansive 5-bedroom residence features 5 full baths and four full floors of beautifully finished living space, providing unparalleled flexibility for both grand entertaining and seamless work-from-home living. The home's impressive proportions are evident throughout, with generously sized rooms, soaring 10ft ceilings, and an effortless flow. Front and back staircases enhance both functionality and flow, ideal for everyday living. A finished walkout basement includes an additional room with a full bath, perfect for guests, an au pair, a gym, or a private office suite. Step outside to your backyard retreat, where a stunning pool with an automatic cover and built-in spa takes center stage. This resort-style setting is ideal for relaxing, entertaining, and extending your living space outdoors year-round.

5 Beds ⋅ 7 Baths ⋅ 24167276 MLS

Tucked away on a coveted Westport lane, 3 Stonewall Ln. offers an exceptional blend of sophistication and modern comfort. This expansive 5-bedroom residence features 5 full baths and four full floors of beautifully finished living space, providing unparalleled flexibility for both grand entertaining and seamless work-from-home living. The home's impressive proportions are evident throughout, with generously sized rooms, soaring 10ft ceilings, and an effortless flow. Front and back staircases enhance both functionality and flow, ideal for everyday living. A finished walkout basement includes an additional room with a full bath, perfect for guests, an au pair, a gym, or a private office suite. Step outside to your backyard retreat, where a stunning pool with an automatic cover and built-in spa takes center stage. This resort-style setting is ideal for relaxing, entertaining, and extending your living space outdoors year-round.

3 Stonewall Ln, Westport

How much is your home worth?

How much is your home worth?