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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 ⋅ CLOSED Status ⋅ 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

$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 ⋅ CLOSED Status ⋅ 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

$5,050,000

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 ⋅ CLOSED Status ⋅ 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

$4,475,000

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 ⋅ CLOSED Status ⋅ 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

$4,265,000

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 ⋅ CLOSED Status ⋅ 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

$3,925,000

The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from Manhattan-the home delivers both privacy and connection. The exceptional craftsmanship and layout are designed for the modern rhythm: Five bedrooms, seven baths and two dedicated offices allow effortless movement from productivity to play. Custom millwork and flooded natural light ground the home in tradition, while the versatile bonus spaces ensure there is a place for everything-and everyone. The backyard isn't just a lot; it's a resort. A newly renovated pool and spa are anchored by a covered pavilion, creating a private stage for the quintessential Connecticut summer. This is where long summer days, spontaneous dinners, and poolside mornings happen - all within the safety of a neighborhood where you can ride bikes to friends' houses and neighbors still say, "Hello." Minutes from Westport's gold-standard schools and its vibrant downtown, this home offers something incredibly rare: a true lifestyle rooted in connection and ease. While trends come and go, this home will endure.

5 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24175855 MLS

The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from Manhattan-the home delivers both privacy and connection. The exceptional craftsmanship and layout are designed for the modern rhythm: Five bedrooms, seven baths and two dedicated offices allow effortless movement from productivity to play. Custom millwork and flooded natural light ground the home in tradition, while the versatile bonus spaces ensure there is a place for everything-and everyone. The backyard isn't just a lot; it's a resort. A newly renovated pool and spa are anchored by a covered pavilion, creating a private stage for the quintessential Connecticut summer. This is where long summer days, spontaneous dinners, and poolside mornings happen - all within the safety of a neighborhood where you can ride bikes to friends' houses and neighbors still say, "Hello." Minutes from Westport's gold-standard schools and its vibrant downtown, this home offers something incredibly rare: a true lifestyle rooted in connection and ease. While trends come and go, this home will endure.

13 Rockyfield Rd, Westport

$3,900,000

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

6 Beds ⋅ 9 Baths ⋅ CLOSED Status ⋅ 24174753 MLS

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

278 North Ave, Westport

$3,895,000

Stunning custom-built residence, newly completed in 2024, set within one of Westport's most coveted enclaves. Impeccably designed, this home offers soaring ceilings, refined finishes, and exceptional craftsmanship throughout. At the heart of the home, a chef's kitchen features an oversized center island, Thermador appliance package, seamlessly opening to the dining room adorned with Thibaut wallpaper. The family room showcases vaulted ceilings, a Carrara marble gas fireplace, and French doors leading to the backyard and patio for effortless indoor-outdoor living. The main level also includes a formal living room, office, powder room, mudroom, and access to a three-car garage. Upstairs, the primary suite features vaulted ceilings, two oversized walk-in closets, and a spa-like bath with double vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms, two full baths, and a spacious laundry room complete the second level. A finished third floor provides a versatile bonus room with full bath. The lower level features a media room, fitness space, second office, and ensuite guest suite. Professionally landscaped and fenced, the grounds offer privacy and a beautiful setting for outdoor living. Just minutes to Westport's beaches, shopping, dining and metro north for seamless access to NYC.

5 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24170642 MLS

Stunning custom-built residence, newly completed in 2024, set within one of Westport's most coveted enclaves. Impeccably designed, this home offers soaring ceilings, refined finishes, and exceptional craftsmanship throughout. At the heart of the home, a chef's kitchen features an oversized center island, Thermador appliance package, seamlessly opening to the dining room adorned with Thibaut wallpaper. The family room showcases vaulted ceilings, a Carrara marble gas fireplace, and French doors leading to the backyard and patio for effortless indoor-outdoor living. The main level also includes a formal living room, office, powder room, mudroom, and access to a three-car garage. Upstairs, the primary suite features vaulted ceilings, two oversized walk-in closets, and a spa-like bath with double vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms, two full baths, and a spacious laundry room complete the second level. A finished third floor provides a versatile bonus room with full bath. The lower level features a media room, fitness space, second office, and ensuite guest suite. Professionally landscaped and fenced, the grounds offer privacy and a beautiful setting for outdoor living. Just minutes to Westport's beaches, shopping, dining and metro north for seamless access to NYC.

17 Vineyard Ln, Westport

$3,870,000

Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.

6 Beds ⋅ 7 Baths ⋅ CLOSED Status ⋅ 24164674 MLS

Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.

42 Easton Rd, Westport

$3,400,000

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.

4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 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

$3,400,000

Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the tone, while the interior showcases 9'+ ceilings, marble tile, extensive millwork, and refined trim details. A dramatic Venetian plaster foyer introduces the home's elegant yet inviting aesthetic. Spanning three expansive levels plus a walk-up attic, the residence offers 6 bedrooms, 7 full baths, and 2 powder rooms-designed to accommodate both grand entertaining and comfortable everyday living. Seven fireplaces add warmth and architectural character across the home's generous living spaces. The outdoor setting is truly exceptional, featuring a resort-caliber gunite pool with integrated spa, expansive bluestone patio, outdoor kitchen, and a beautifully designed pergola-creating a private retreat ideal for entertaining or relaxation. Inside, the home continues to impress with well-proportioned rooms, a luxurious primary suite, and en-suite bedrooms throughout. The finished lower level offers additional space for recreation, wellness, or guests, complemented by a private sauna, wine cellar, additional laundry, guest suite, rec room, gym and lounge.

6 Beds ⋅ 9 Baths ⋅ CLOSED Status ⋅ 24170058 MLS

Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the tone, while the interior showcases 9'+ ceilings, marble tile, extensive millwork, and refined trim details. A dramatic Venetian plaster foyer introduces the home's elegant yet inviting aesthetic. Spanning three expansive levels plus a walk-up attic, the residence offers 6 bedrooms, 7 full baths, and 2 powder rooms-designed to accommodate both grand entertaining and comfortable everyday living. Seven fireplaces add warmth and architectural character across the home's generous living spaces. The outdoor setting is truly exceptional, featuring a resort-caliber gunite pool with integrated spa, expansive bluestone patio, outdoor kitchen, and a beautifully designed pergola-creating a private retreat ideal for entertaining or relaxation. Inside, the home continues to impress with well-proportioned rooms, a luxurious primary suite, and en-suite bedrooms throughout. The finished lower level offers additional space for recreation, wellness, or guests, complemented by a private sauna, wine cellar, additional laundry, guest suite, rec room, gym and lounge.

5 Michele Ln, Westport

$3,350,000

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to backyard entertaining. This luxury 1BR barn features 20-foot ceilings, heated floors, a full kitchen, and hinge-free retractable doors to seamlessly blend indoor/outdoor living. Resort-style amenities await outdoors with a Pebble Tec pool, waterfall hot tub & blue granite patio that remains cool underfoot on hot summer days. The entertainment porch features built-in heaters, see-thru fireplace and outdoor television. This is more than just a home, it's a legacy waiting to be claimed!

5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24169922 MLS

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to backyard entertaining. This luxury 1BR barn features 20-foot ceilings, heated floors, a full kitchen, and hinge-free retractable doors to seamlessly blend indoor/outdoor living. Resort-style amenities await outdoors with a Pebble Tec pool, waterfall hot tub & blue granite patio that remains cool underfoot on hot summer days. The entertainment porch features built-in heaters, see-thru fireplace and outdoor television. This is more than just a home, it's a legacy waiting to be claimed!

4 Charcoal Ln, Westport

$3,151,600

Built in 2014, this modern farmhouse offers timeless design and an easy flow on a flat, private, fully fenced 1-acre with possible pool site. A welcoming front porch opens to a front-to-back living room with impressive stone fireplace. The sun-filled dining room features a coffered ceiling, paneling & Serena & Lily chandelier. The chef's kitchen is beautifully appointed with high-end appliances, quartz countertops and center island, plus abundant storage, incl. walk-in pantry. Just off the kitchen, a vaulted family room with oak beams and a gas fireplace includes space for everyday dining and flows seamlessly to a stone patio, ideal for outdoor dining and summer grilling. A ground-floor bedroom with full bath provides flexibility, while a custom office with work space and built-ins could serve as a den, creating the option for a main-level suite ideal for in-laws, guests, or an au pair. A shiplap-lined mudroom with cubbies includes a chic powder room and leads directly to the 2-car garage, prewired for EV. Upstairs, a 2nd family room offers separate hangout or study space. The primary suite features a vaulted ceiling, 2 walk-in closets, and a spa-like marble bath with soaking tub and steam shower. Additional bedrooms include one en-suite and two with a Jack-and-Jill bath. Finished lower-level is ready for gym equipment or toys, and a walk-up attic offers expansion possibilities. Set in a biking & dog walker's neighborhood close to town, train, beach, and award-winning schools

5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24150527 MLS

Built in 2014, this modern farmhouse offers timeless design and an easy flow on a flat, private, fully fenced 1-acre with possible pool site. A welcoming front porch opens to a front-to-back living room with impressive stone fireplace. The sun-filled dining room features a coffered ceiling, paneling & Serena & Lily chandelier. The chef's kitchen is beautifully appointed with high-end appliances, quartz countertops and center island, plus abundant storage, incl. walk-in pantry. Just off the kitchen, a vaulted family room with oak beams and a gas fireplace includes space for everyday dining and flows seamlessly to a stone patio, ideal for outdoor dining and summer grilling. A ground-floor bedroom with full bath provides flexibility, while a custom office with work space and built-ins could serve as a den, creating the option for a main-level suite ideal for in-laws, guests, or an au pair. A shiplap-lined mudroom with cubbies includes a chic powder room and leads directly to the 2-car garage, prewired for EV. Upstairs, a 2nd family room offers separate hangout or study space. The primary suite features a vaulted ceiling, 2 walk-in closets, and a spa-like marble bath with soaking tub and steam shower. Additional bedrooms include one en-suite and two with a Jack-and-Jill bath. Finished lower-level is ready for gym equipment or toys, and a walk-up attic offers expansion possibilities. Set in a biking & dog walker's neighborhood close to town, train, beach, and award-winning schools

16 Gault Park Dr, Westport

$3,000,000

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24181944 MLS

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

240 North Ave, Westport

$2,865,000

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the grounds. Rich architectural details, soaring ceilings, French doors and oversized windows define the main level's expansive rooms. The family room with fireplace leads to a terrace, lush lawn, and custom pool/spa with dramatic fountains. A grand library with French doors, built-ins and a wet bar has beautiful sunlight and views. Entertain in the elegant formal dining room with butler's pantry or cook in the sunlit gourmet kitchen with its own terrace and a comfortable seating area. Upstairs, find 5 spacious and distinguished bedrooms, and 3 beautifully updated baths, including a tranquil primary suite with spa bath, walk-in closet, sitting room/nursery, and private balcony. The walk-out lower level is a luxe separate living space with full kitchen incl AGA stove, Porcelanosa bath, 6th BR (5 BRs per town), and private entry, making it ideal for guests, staff, multi-generational living or home office space. Three car garage, two laundry rooms & plentiful storage. The interior was rebuilt and is in excellent, move-in condition; the home is suited to classic or modern style choices.

6 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24089498 MLS

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the grounds. Rich architectural details, soaring ceilings, French doors and oversized windows define the main level's expansive rooms. The family room with fireplace leads to a terrace, lush lawn, and custom pool/spa with dramatic fountains. A grand library with French doors, built-ins and a wet bar has beautiful sunlight and views. Entertain in the elegant formal dining room with butler's pantry or cook in the sunlit gourmet kitchen with its own terrace and a comfortable seating area. Upstairs, find 5 spacious and distinguished bedrooms, and 3 beautifully updated baths, including a tranquil primary suite with spa bath, walk-in closet, sitting room/nursery, and private balcony. The walk-out lower level is a luxe separate living space with full kitchen incl AGA stove, Porcelanosa bath, 6th BR (5 BRs per town), and private entry, making it ideal for guests, staff, multi-generational living or home office space. Three car garage, two laundry rooms & plentiful storage. The interior was rebuilt and is in excellent, move-in condition; the home is suited to classic or modern style choices.

5 Northside Ln, Westport

$2,725,000

A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated plantings & a koi pond with exotic blooms that showcase the home's four-season appeal. At its heart is an updated gunite pool with electric cover, stone patio & gated backyard designed for both entertaining & everyday enjoyment. The open layout flows from the two-story foyer to the vaulted great room with gas fireplace & French doors to the expansive deck overlooking the pool & gardens. The bright, stone-floored kitchen features high-end appliances, beverage drawers & a wine chiller, connecting seamlessly to the dining, family & breakfast areas. Two home offices-one with vaulted ceilings & another with a private porch-make work-from-home effortless. The serene primary suite includes dual walk-in closets, a custom built-in dressing area, private laundry, a full fitness room & a spa-inspired bath. A separate first-floor guest suite with a new full bath & private entrance offers additional living space ideal for guests, in-laws or an au pair-beyond the home's four bedrooms. The finished lower level provides added versatility with a wine room, recreation area & abundant storage.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24133128 MLS

A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated plantings & a koi pond with exotic blooms that showcase the home's four-season appeal. At its heart is an updated gunite pool with electric cover, stone patio & gated backyard designed for both entertaining & everyday enjoyment. The open layout flows from the two-story foyer to the vaulted great room with gas fireplace & French doors to the expansive deck overlooking the pool & gardens. The bright, stone-floored kitchen features high-end appliances, beverage drawers & a wine chiller, connecting seamlessly to the dining, family & breakfast areas. Two home offices-one with vaulted ceilings & another with a private porch-make work-from-home effortless. The serene primary suite includes dual walk-in closets, a custom built-in dressing area, private laundry, a full fitness room & a spa-inspired bath. A separate first-floor guest suite with a new full bath & private entrance offers additional living space ideal for guests, in-laws or an au pair-beyond the home's four bedrooms. The finished lower level provides added versatility with a wine room, recreation area & abundant storage.

6 Nutcracker Ln, Westport

$2,555,000

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.

5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24161256 MLS

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.

56 Charcoal Hill Rd, Westport

$2,535,000

A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Obsessively maintained and reimagined by the current owners, the home was designed with Peters' signature use of native stone, rich wood, and artisan detail, making the residence feel both enduring and warmly livable. Inside, soaring vaulted ceilings, hand-hewn finishes, and sunlit rooms create spaces that invite both grand entertaining and intimate moments. Multiple living areas flow effortlessly to the outdoors, where endless gardens unfold into meandering pathways, quiet terraces, and vibrant seasonal color. At the heart of the grounds is a sparkling pool and fully-outfitted stone pool house, a perfect retreat for summer days. A 4-car heated stone garage off the elegant belgian block driveway also offers a finished upper level, allowing flexibility for a future studio, office, or guest space. Every corner of the property reveals another place to gather, from sunny stone patios to Japanese gardens under shady awnings, all surrounded by lush plantings, offering a sense of escape yet is so close to all that the vibrant town of Westport has to offer. This home is more than a residence-it is a sanctuary of history, beauty, and possibility, where the craftsmanship of a bygone era meets the comforts of today.

5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24124875 MLS

A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Obsessively maintained and reimagined by the current owners, the home was designed with Peters' signature use of native stone, rich wood, and artisan detail, making the residence feel both enduring and warmly livable. Inside, soaring vaulted ceilings, hand-hewn finishes, and sunlit rooms create spaces that invite both grand entertaining and intimate moments. Multiple living areas flow effortlessly to the outdoors, where endless gardens unfold into meandering pathways, quiet terraces, and vibrant seasonal color. At the heart of the grounds is a sparkling pool and fully-outfitted stone pool house, a perfect retreat for summer days. A 4-car heated stone garage off the elegant belgian block driveway also offers a finished upper level, allowing flexibility for a future studio, office, or guest space. Every corner of the property reveals another place to gather, from sunny stone patios to Japanese gardens under shady awnings, all surrounded by lush plantings, offering a sense of escape yet is so close to all that the vibrant town of Westport has to offer. This home is more than a residence-it is a sanctuary of history, beauty, and possibility, where the craftsmanship of a bygone era meets the comforts of today.

56 Charcoal Hill Rd, Westport

$2,425,000

Beautifully set on a side street rise, this stately center hall Colonial has a traditional 4 bedroom, 3.5 bathroom floor plan, plus a bonus wing to suit your flexible space ideas! The main floor includes a front to back stretching living room with the sweetest screened porch, a dining room, an eat-in kitchen with dining area and breakfast bar, and a spacious family room. Upstairs, the primary bedroom has a full bath, three closets and beautiful views of the private property and pool! There are three additional bedrooms, one with an adorable play nook, and a hall bath. The "wing" connects to the main floor and is made up of a living room, office, 2 bedrooms, a full bath and there is a rec room, half baths, storage and a separate entrance on the lower level. A great space for guests, flexible use, and zoned as a legal two family. The 1.35 acre property is bright and blooming already, and the pool is ready for summer fun! Located so close to schools, town and transit, 52 Meadow View Road is ready to be enjoyed!

5 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24175276 MLS

Beautifully set on a side street rise, this stately center hall Colonial has a traditional 4 bedroom, 3.5 bathroom floor plan, plus a bonus wing to suit your flexible space ideas! The main floor includes a front to back stretching living room with the sweetest screened porch, a dining room, an eat-in kitchen with dining area and breakfast bar, and a spacious family room. Upstairs, the primary bedroom has a full bath, three closets and beautiful views of the private property and pool! There are three additional bedrooms, one with an adorable play nook, and a hall bath. The "wing" connects to the main floor and is made up of a living room, office, 2 bedrooms, a full bath and there is a rec room, half baths, storage and a separate entrance on the lower level. A great space for guests, flexible use, and zoned as a legal two family. The 1.35 acre property is bright and blooming already, and the pool is ready for summer fun! Located so close to schools, town and transit, 52 Meadow View Road is ready to be enjoyed!

52 Meadow View Dr, Westport

$2,418,000

Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level: Foyer, Formal Liv/Din Rms, Family Rm w/vaulted ceiling, Kitchen, Breakfast Room, Office and access to Screened-in Porch and large, outdoor Deck. The Lower Level has another Family Rm, Office/Storage Rm, Full Bath, Sauna, Mudroom and tons of storage. Outdoors, you will find a beautifully set tennis/pickleball court with basketball hoop. The peacefulness of this property makes the perfect setting for parties and everyday enjoyment. All of this only 1.3 miles to Coleytown Elem/Middle Schools, less than 3 miles to downtown, and less than 5 miles to the Westport Train station!

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24159296 MLS

Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level: Foyer, Formal Liv/Din Rms, Family Rm w/vaulted ceiling, Kitchen, Breakfast Room, Office and access to Screened-in Porch and large, outdoor Deck. The Lower Level has another Family Rm, Office/Storage Rm, Full Bath, Sauna, Mudroom and tons of storage. Outdoors, you will find a beautifully set tennis/pickleball court with basketball hoop. The peacefulness of this property makes the perfect setting for parties and everyday enjoyment. All of this only 1.3 miles to Coleytown Elem/Middle Schools, less than 3 miles to downtown, and less than 5 miles to the Westport Train station!

13 Riverfield Dr, Westport

$2,400,000

Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect blend of timeless charm, generous living spaces, and exceptional indoor-outdoor living. The spacious eat-in kitchen flows seamlessly into the vaulted family room, creating a natural gathering place for everyday living. Formal living and dining rooms, a sun-filled office, and a spectacular great room with exposed beams, a fireplace, and French doors opening to the terrace provide exceptional spaces for entertaining and relaxing alike. Upstairs, the serene primary suite features vaulted ceilings, dual walk-in closets, and a spa-inspired bath. Three additional bedrooms, well-appointed baths, and a dedicated laundry room complete the second level. Lovingly cared for and thoughtfully enhanced, the home has seen extensive recent improvements, including pool equipment and liner replacement, smart home upgrades, energy-efficiency enhancements, chimney reconstruction, basement waterproofing, and significant landscaping improvements. Every detail has been attended to, allowing the next owner to move in and immediately enjoy everything this exceptional home has to offer.

4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24191350 MLS

Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect blend of timeless charm, generous living spaces, and exceptional indoor-outdoor living. The spacious eat-in kitchen flows seamlessly into the vaulted family room, creating a natural gathering place for everyday living. Formal living and dining rooms, a sun-filled office, and a spectacular great room with exposed beams, a fireplace, and French doors opening to the terrace provide exceptional spaces for entertaining and relaxing alike. Upstairs, the serene primary suite features vaulted ceilings, dual walk-in closets, and a spa-inspired bath. Three additional bedrooms, well-appointed baths, and a dedicated laundry room complete the second level. Lovingly cared for and thoughtfully enhanced, the home has seen extensive recent improvements, including pool equipment and liner replacement, smart home upgrades, energy-efficiency enhancements, chimney reconstruction, basement waterproofing, and significant landscaping improvements. Every detail has been attended to, allowing the next owner to move in and immediately enjoy everything this exceptional home has to offer.

18 Silver Brook Rd, Westport

$2,400,000

**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless indoor-outdoor living and flowing into a sun-filled family room with vaulted ceilings and custom built-ins-perfect for gathering or unwinding. Upstairs, the primary suite is a true retreat, featuring a luxe bath with soaking tub, heated floors, heated towel bars, and generous walk-in closets. All baths are beautifully updated, and the home offers incredible flexibility with a first-floor office, elegant living room, and a bonus sunroom ideal as a playroom, lounge, or creative space. Step outside and you'll find your own private resort-a gorgeous heated pool with a chic cabana, made for summer entertaining, long weekends, and effortless staycations. A finished lower level adds even more space to spread out, making this home as functional as it is inviting.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24168290 MLS

**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless indoor-outdoor living and flowing into a sun-filled family room with vaulted ceilings and custom built-ins-perfect for gathering or unwinding. Upstairs, the primary suite is a true retreat, featuring a luxe bath with soaking tub, heated floors, heated towel bars, and generous walk-in closets. All baths are beautifully updated, and the home offers incredible flexibility with a first-floor office, elegant living room, and a bonus sunroom ideal as a playroom, lounge, or creative space. Step outside and you'll find your own private resort-a gorgeous heated pool with a chic cabana, made for summer entertaining, long weekends, and effortless staycations. A finished lower level adds even more space to spread out, making this home as functional as it is inviting.

24 Blue Ribbon Dr, Westport

$2,370,000

A rare offering in Westport, this antique stone home blending timeless character with modern updates. Built in 1929 by Frazier Peters, featuring a fieldstone exterior. It gives cozy while living comfortably. New chef's kitchen and an updated primary suite. Set on a picturesque property with mature landscaping and in-ground fenced pool. A rare opportunity to own a beautifully updated, storybook home just in time to enjoy watching the trees bloom.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24153789 MLS

A rare offering in Westport, this antique stone home blending timeless character with modern updates. Built in 1929 by Frazier Peters, featuring a fieldstone exterior. It gives cozy while living comfortably. New chef's kitchen and an updated primary suite. Set on a picturesque property with mature landscaping and in-ground fenced pool. A rare opportunity to own a beautifully updated, storybook home just in time to enjoy watching the trees bloom.

10 Charcoal Hill Rd, Westport

$2,300,000

Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one floor, offering a practical and cohesive bedroom arrangement. The top level features an extra room that can serve as a bedroom, home office, playroom, or media room-flexible to suit a variety of needs. Outdoors, enjoy a private yard retreat with a heated gunite pool and spa, surrounded by mature landscaping for a peaceful setting ideal for relaxing or hosting. This property delivers a tucked-away feel while remaining close to modern conveniences.

5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24155788 MLS

Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one floor, offering a practical and cohesive bedroom arrangement. The top level features an extra room that can serve as a bedroom, home office, playroom, or media room-flexible to suit a variety of needs. Outdoors, enjoy a private yard retreat with a heated gunite pool and spa, surrounded by mature landscaping for a peaceful setting ideal for relaxing or hosting. This property delivers a tucked-away feel while remaining close to modern conveniences.

117 Weston Rd, Westport

$2,150,000

Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless entertaining. The layout blends classic charm with modern functionality, featuring sun-filled living spaces, a wood-burning fireplace, an office and seamless flow throughout. The standout "bungalow" addition creates a one-of-a-kind experience, complete with a bar and direct access to the patio, perfect for hosting gatherings year-round. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and well-appointed bath, while three additional bedrooms provide flexibility for family and guests. A partially finished basement adds more usable space, including a dedicated gym area. Outside, the expansive backyard is a rare find offering endless potential for outdoor living, play, or future enhancements. The patio extends the home's entertaining footprint, creating an ideal setting for dining and relaxing. Just minutes from Westport's top-rated schools, beaches, golf course, tennis and pickle courts, town center, and train this is a unique opportunity to own a spacious, move-in ready home with exceptional indoor-outdoor living and standout entertaining spaces in a coveted setting.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24172650 MLS

Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless entertaining. The layout blends classic charm with modern functionality, featuring sun-filled living spaces, a wood-burning fireplace, an office and seamless flow throughout. The standout "bungalow" addition creates a one-of-a-kind experience, complete with a bar and direct access to the patio, perfect for hosting gatherings year-round. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and well-appointed bath, while three additional bedrooms provide flexibility for family and guests. A partially finished basement adds more usable space, including a dedicated gym area. Outside, the expansive backyard is a rare find offering endless potential for outdoor living, play, or future enhancements. The patio extends the home's entertaining footprint, creating an ideal setting for dining and relaxing. Just minutes from Westport's top-rated schools, beaches, golf course, tennis and pickle courts, town center, and train this is a unique opportunity to own a spacious, move-in ready home with exceptional indoor-outdoor living and standout entertaining spaces in a coveted setting.

4 Cardinal Ln, Westport

$1,955,000

Welcome to Northfield Drive, a street in a highly sought after neighborhood, with walking paths to both the elementary and middle schools. This spacious and inviting home is set on a stunning park-like, flat, dry acre. Approx. 3,174 square feet of living space across three levels, plus a full basement, this 11-room home features 4/5 bedrooms and 4 full baths. Kitchen has been updated with quartz counters, Wolf stove and a Sub-Zero refrigerator. Designed for both comfortable everyday living and effortless entertaining, the home features an open floor plan, hardwood floors throughout the first and second levels, vaulted ceilings and walls of windows that fill the interiors with natural light and bring the beauty of the outdoors in. A true highlight is the spectacular family room, with its soaring vaulted ceiling, abundant windows and custom built-ins...an inviting space to enjoy throughout the seasons. The primary suite offers a spa-like retreat with a steam shower, Jacuzzi tub, double sinks and high-end fixtures. The full basement provides wonderful bonus space for a home gym, game room, recreation area or additional storage, while a walk-up attic offers even more versatility. Spacious garage w/EV charger. With generous living spaces, wonderful natural light and an exceptional one-acre setting, this Coleytown home offers the space and flexibility to live, work and entertain. Walking distance to several houses of worship.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24205323 MLS

Welcome to Northfield Drive, a street in a highly sought after neighborhood, with walking paths to both the elementary and middle schools. This spacious and inviting home is set on a stunning park-like, flat, dry acre. Approx. 3,174 square feet of living space across three levels, plus a full basement, this 11-room home features 4/5 bedrooms and 4 full baths. Kitchen has been updated with quartz counters, Wolf stove and a Sub-Zero refrigerator. Designed for both comfortable everyday living and effortless entertaining, the home features an open floor plan, hardwood floors throughout the first and second levels, vaulted ceilings and walls of windows that fill the interiors with natural light and bring the beauty of the outdoors in. A true highlight is the spectacular family room, with its soaring vaulted ceiling, abundant windows and custom built-ins...an inviting space to enjoy throughout the seasons. The primary suite offers a spa-like retreat with a steam shower, Jacuzzi tub, double sinks and high-end fixtures. The full basement provides wonderful bonus space for a home gym, game room, recreation area or additional storage, while a walk-up attic offers even more versatility. Spacious garage w/EV charger. With generous living spaces, wonderful natural light and an exceptional one-acre setting, this Coleytown home offers the space and flexibility to live, work and entertain. Walking distance to several houses of worship.

5 Northfield Dr, Westport

$1,910,000

New Listing! First time on the market in 50 years! Bonnie Brook Road is the kind of neighborhood where the quiet is noticeable. It's a place where you can actually use the street for a long walk or a bike ride without worrying about traffic, trains, or highway noise. Precisely why the current owners have stayed so long and will have a hard time saying goodbye to this home. 35 Bonnie Brook Road sits on a completely level 1.08-acre lot-all usable land with no wetlands. It's a practical, traditional colonial home serviced by natural gas and city water, and equipped with a whole-house generator for reliability. The main level is spacious and features an open floor plan complete with a dedicated and large home office, which the town records as a fourth bedroom. Upstairs are three large bedrooms with plenty of closet space and two updated full baths. The large basement is ready to be finished if additional room is desired. Life at 35 Bonnie Brook is lived in the transitions between indoors and out. Start the day on the front porch overlooking the lovely front lawn with mature trees, move to the screened-in porch for a mid-day escape from the sun, and end the evening on the lovely deck. The in-ground pool is surrounded by a level lawn that also features an irrigation system. This is a place where the air feels clearer and the rhythm of the day belongs entirely to you.

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24203692 MLS

New Listing! First time on the market in 50 years! Bonnie Brook Road is the kind of neighborhood where the quiet is noticeable. It's a place where you can actually use the street for a long walk or a bike ride without worrying about traffic, trains, or highway noise. Precisely why the current owners have stayed so long and will have a hard time saying goodbye to this home. 35 Bonnie Brook Road sits on a completely level 1.08-acre lot-all usable land with no wetlands. It's a practical, traditional colonial home serviced by natural gas and city water, and equipped with a whole-house generator for reliability. The main level is spacious and features an open floor plan complete with a dedicated and large home office, which the town records as a fourth bedroom. Upstairs are three large bedrooms with plenty of closet space and two updated full baths. The large basement is ready to be finished if additional room is desired. Life at 35 Bonnie Brook is lived in the transitions between indoors and out. Start the day on the front porch overlooking the lovely front lawn with mature trees, move to the screened-in porch for a mid-day escape from the sun, and end the evening on the lovely deck. The in-ground pool is surrounded by a level lawn that also features an irrigation system. This is a place where the air feels clearer and the rhythm of the day belongs entirely to you.

35 Bonnie Brook Rd, Westport

$1,906,000

Set on over an acre of beautifully landscaped, level property, this freshly updated Westport home offers the perfect balance of everyday comfort and effortless outdoor living. A welcoming front porch leads inside to hardwood floors throughout and a thoughtfully designed layout where the open kitchen flows seamlessly into the family room, formal dining room, and living room with a wood-burning fireplace. Sliders off the family room open to an expansive deck overlooking the private backyard featuring an in-ground pool, spa, fire pit, and generous lawn with plenty of space for recreation and entertaining. The bedroom wing of the home provides privacy and functionality, highlighted by a spacious primary suite with a full wall of closets and an en-suite bath, along with well-proportioned secondary bedrooms sharing a hall bath. The finished lower level expands the lifestyle with a media room and additional family room with direct pool access, a full bath, dedicated home office, flexible gym space, laundry room, and access to the attached two-car garage. A newly paved driveway provides plenty of parking.Perfectly positioned just moments from Westport's schools and centrally located for everyday convenience, you'll enjoy easy access to the train, downtown shopping and dining, Wakeman Town Farm, parks, beaches, and everything that makes Westport such a special place.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24183954 MLS

Set on over an acre of beautifully landscaped, level property, this freshly updated Westport home offers the perfect balance of everyday comfort and effortless outdoor living. A welcoming front porch leads inside to hardwood floors throughout and a thoughtfully designed layout where the open kitchen flows seamlessly into the family room, formal dining room, and living room with a wood-burning fireplace. Sliders off the family room open to an expansive deck overlooking the private backyard featuring an in-ground pool, spa, fire pit, and generous lawn with plenty of space for recreation and entertaining. The bedroom wing of the home provides privacy and functionality, highlighted by a spacious primary suite with a full wall of closets and an en-suite bath, along with well-proportioned secondary bedrooms sharing a hall bath. The finished lower level expands the lifestyle with a media room and additional family room with direct pool access, a full bath, dedicated home office, flexible gym space, laundry room, and access to the attached two-car garage. A newly paved driveway provides plenty of parking.Perfectly positioned just moments from Westport's schools and centrally located for everyday convenience, you'll enjoy easy access to the train, downtown shopping and dining, Wakeman Town Farm, parks, beaches, and everything that makes Westport such a special place.

143 North Ave, Westport

$1,850,000

Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic District Commission for its authenticity. The 4-BR residence is beautifully maintained & turnkey, with a host of improvements already in place. The kitchen, featuring marble countertops & updated appliances, flows into the living rm, creating an easy layout for everyday living & entertaining. Both spaces open through doors to an expansive screened-in porch with views of Cedar Pond, while an all-season sunroom wrapped in walls of glass enhances the connection between indoor & outdoor living. The main level also includes a formal dining rm & study, while 4 fireplaces add warmth & character throughout. The lower level offers a fully legal walk-out office suite w/ fireplace & private entrance-ideal for a home business, recreation or guest accommodation. A detached 2-car garage & expansive property provide endless possibilities. Enjoy Cedar Pond year round-skating in winter, fishing & canoeing in the warmer months. With its rare blend of privacy, architectural significance & close proximity to town, schools & Merritt Pky, this is a unique opportunity to own a timeless Westport retreat!

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24169665 MLS

Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic District Commission for its authenticity. The 4-BR residence is beautifully maintained & turnkey, with a host of improvements already in place. The kitchen, featuring marble countertops & updated appliances, flows into the living rm, creating an easy layout for everyday living & entertaining. Both spaces open through doors to an expansive screened-in porch with views of Cedar Pond, while an all-season sunroom wrapped in walls of glass enhances the connection between indoor & outdoor living. The main level also includes a formal dining rm & study, while 4 fireplaces add warmth & character throughout. The lower level offers a fully legal walk-out office suite w/ fireplace & private entrance-ideal for a home business, recreation or guest accommodation. A detached 2-car garage & expansive property provide endless possibilities. Enjoy Cedar Pond year round-skating in winter, fishing & canoeing in the warmer months. With its rare blend of privacy, architectural significance & close proximity to town, schools & Merritt Pky, this is a unique opportunity to own a timeless Westport retreat!

3 Cedar Pond Rd, Westport

$1,800,000

HOME FOR ALL SEASONS...Located in one of Westport's most desirable Coleytown neighborhoods surrounded by multi-million dollar homes 24 Warnock a perfect blend of style comfort & convenience Turnkey 2851sf home on 4 floors offers close proximity to Westport's top rated schools vibrant downtown, beautiful beaches-an exceptional opportunity at this price point Thoughtfully renovated & impeccably maintained this home exudes quality craftsmanship & modern elegance The chef's kitchen features granite countertops custom cabinetry & premium finishes throughout Three beautifully updated baths combine timeless design w contemporary functionality Open & sun filled main level flows seamlessly to expansive pool deck & blue stone patio-ideal for entertaining/relaxed outdoor living Professionally landscaped backyard truly a highlight featuring a spacious gazebo, firepit, seating area, large hot tub, for year round enjoyment, plenty of room for fun in .40ft pool added in 2020 Recent upgrades include new roof, windows, siding, electrical, plumbing systems, generator & modern HVAC offering peace of mind/lasting value Location is unbeatable- walking distance to Westport's award winning schools, minutes to downtown shops & restaurants Compo Beach & convenient access to Merritt Parkway I 95 & Metro North train 24 Warnock truly checks all the boxes as a turnkey four season home in a coveted neighborhood that captures the best of Westport living Ready-to- move-in or easily expandable.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24141029 MLS

HOME FOR ALL SEASONS...Located in one of Westport's most desirable Coleytown neighborhoods surrounded by multi-million dollar homes 24 Warnock a perfect blend of style comfort & convenience Turnkey 2851sf home on 4 floors offers close proximity to Westport's top rated schools vibrant downtown, beautiful beaches-an exceptional opportunity at this price point Thoughtfully renovated & impeccably maintained this home exudes quality craftsmanship & modern elegance The chef's kitchen features granite countertops custom cabinetry & premium finishes throughout Three beautifully updated baths combine timeless design w contemporary functionality Open & sun filled main level flows seamlessly to expansive pool deck & blue stone patio-ideal for entertaining/relaxed outdoor living Professionally landscaped backyard truly a highlight featuring a spacious gazebo, firepit, seating area, large hot tub, for year round enjoyment, plenty of room for fun in .40ft pool added in 2020 Recent upgrades include new roof, windows, siding, electrical, plumbing systems, generator & modern HVAC offering peace of mind/lasting value Location is unbeatable- walking distance to Westport's award winning schools, minutes to downtown shops & restaurants Compo Beach & convenient access to Merritt Parkway I 95 & Metro North train 24 Warnock truly checks all the boxes as a turnkey four season home in a coveted neighborhood that captures the best of Westport living Ready-to- move-in or easily expandable.

24 Warnock Dr, Westport

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