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Tucked away on a private cul-de-sac, this distinctive contemporary home offers an exceptional combination of privacy, space, and indoor-outdoor living on 1.15 acres in Westport. Surrounded by mature trees and lush greenery, the property provides a peaceful, retreat-like setting just minutes from downtown, schools, beaches, and town amenities. Designed to embrace its natural surroundings, the home features soaring ceilings, expansive windows, skylights, and walls of glass that flood the interiors with natural light. The beautifully renovated kitchen flows seamlessly into spacious dining and gathering areas, including a cozy sitting area with fireplace and a screened porch overlooking the in-ground pool and private backyard. A dramatic great room with vaulted ceilings and skylights adds architectural character, while the expansive grounds offer endless possibilities for outdoor enjoyment and entertaining. Upstairs, the primary suite is a private retreat featuring a sitting area with fireplace, two closets, and a beautifully renovated bath with freestanding soaking tub and separate shower. Three additional bedrooms and a full bath complete the upper level. With a two-car garage, in-ground pool, and over an acre of private land, this home offers a rare opportunity to enjoy tranquility, space, and convenience in one of Westport's most desirable settings.

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24218735 MLS

Tucked away on a private cul-de-sac, this distinctive contemporary home offers an exceptional combination of privacy, space, and indoor-outdoor living on 1.15 acres in Westport. Surrounded by mature trees and lush greenery, the property provides a peaceful, retreat-like setting just minutes from downtown, schools, beaches, and town amenities. Designed to embrace its natural surroundings, the home features soaring ceilings, expansive windows, skylights, and walls of glass that flood the interiors with natural light. The beautifully renovated kitchen flows seamlessly into spacious dining and gathering areas, including a cozy sitting area with fireplace and a screened porch overlooking the in-ground pool and private backyard. A dramatic great room with vaulted ceilings and skylights adds architectural character, while the expansive grounds offer endless possibilities for outdoor enjoyment and entertaining. Upstairs, the primary suite is a private retreat featuring a sitting area with fireplace, two closets, and a beautifully renovated bath with freestanding soaking tub and separate shower. Three additional bedrooms and a full bath complete the upper level. With a two-car garage, in-ground pool, and over an acre of private land, this home offers a rare opportunity to enjoy tranquility, space, and convenience in one of Westport's most desirable settings.

4 Bruce Ln, Westport

$1,095,000

Residence 102 at Coastal Point offers 820 sq. ft. of beautifully designed single-level living in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this spacious one-bedroom, one-bathroom residence combines thoughtful design, generous proportions and high-end finishes. The open, easy-flowing floor plan is complemented by clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking offer everyday convenience, while beautifully landscaped grounds and attractive exterior finishes enhance the setting. Shops, restaurants and everyday services are within walking distance, with downtown Westport, the train and Long Island Sound beaches just a short drive away. An exceptional opportunity to enjoy the space and quality of luxury homeownership with the ease and convenience of low-maintenance condominium living.

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24218452 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Residence 102 at Coastal Point offers 820 sq. ft. of beautifully designed single-level living in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this spacious one-bedroom, one-bathroom residence combines thoughtful design, generous proportions and high-end finishes. The open, easy-flowing floor plan is complemented by clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking offer everyday convenience, while beautifully landscaped grounds and attractive exterior finishes enhance the setting. Shops, restaurants and everyday services are within walking distance, with downtown Westport, the train and Long Island Sound beaches just a short drive away. An exceptional opportunity to enjoy the space and quality of luxury homeownership with the ease and convenience of low-maintenance condominium living.

4 Morningside Dr N Unit 102, Westport

$1,895,000

Residence 202 at Coastal Point offers 1,660 sq. ft. of beautifully appointed living space in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this two-bedroom, two and a half -bathroom residence combines thoughtful design with high-end finishes and effortless living. The walk-out design creates an easy connection to its own private outdoor space, extending the living area and offering a welcome retreat for outdoor enjoyment. Inside, clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork reflect the quality and attention to detail throughout. A well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking add to the convenience. Beautifully landscaped grounds and attractive exterior finishes complete the setting, while shops, restaurants and everyday services are just a short walk away. Downtown Westport, the train and Long Island Sound beaches are only a short drive away. A distinctive opportunity to enjoy the comfort and quality of luxury homeownership with the ease of low-maintenance condominium living.

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24218354 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Residence 202 at Coastal Point offers 1,660 sq. ft. of beautifully appointed living space in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this two-bedroom, two and a half -bathroom residence combines thoughtful design with high-end finishes and effortless living. The walk-out design creates an easy connection to its own private outdoor space, extending the living area and offering a welcome retreat for outdoor enjoyment. Inside, clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork reflect the quality and attention to detail throughout. A well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking add to the convenience. Beautifully landscaped grounds and attractive exterior finishes complete the setting, while shops, restaurants and everyday services are just a short walk away. Downtown Westport, the train and Long Island Sound beaches are only a short drive away. A distinctive opportunity to enjoy the comfort and quality of luxury homeownership with the ease of low-maintenance condominium living.

4 Morningside Dr N Unit 202, Westport

$1,895,000

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 401, one of three two-bedroom townhouses in the complex with 1,660 sq.ft. of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and a private patio, the residences are surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217806 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 401, one of three two-bedroom townhouses in the complex with 1,660 sq.ft. of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and a private patio, the residences are surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

4 Morningside Dr N Unit 401, Westport

$1,395,000

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 301, one of 4 two-bedroom condos in the complex, is 955 sq ft of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and one of the few private patios, the residence is surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24218030 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 301, one of 4 two-bedroom condos in the complex, is 955 sq ft of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and one of the few private patios, the residence is surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

4 Morningside Dr N Unit 301, Westport

$8,450,000

A New Standard of Luxury in Westport.Timeless Architecture.Refined Design.Exceptional Living.Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs.Offering nearly 10,000SF of impeccably finished living space,this exceptional home blends timeless elegance w/modern luxury & showcases the finest craftsmanship throughout.Designed w/an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood,premium appliances w/column refrigerator & freezer all set flush to the cabinets.Luxurious living & entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed drivewayThe magnificent primary suite is a private retreat, w/ a custom rift oak cathedral ceiling & a covered balcony w/glass/wood railings overlooking the property.A 2nd level features 5 BRs w/ensuite baths.The 6th BR is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas,city water,Visual Comfort lighting throughout, integrated recessed lighting & countless custom features that elevate every room.This is a rare opportunity to own an architecturally stunning estate where exceptional design & refined living come together beautifully

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24218289 MLS

A New Standard of Luxury in Westport.Timeless Architecture.Refined Design.Exceptional Living.Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs.Offering nearly 10,000SF of impeccably finished living space,this exceptional home blends timeless elegance w/modern luxury & showcases the finest craftsmanship throughout.Designed w/an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood,premium appliances w/column refrigerator & freezer all set flush to the cabinets.Luxurious living & entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed drivewayThe magnificent primary suite is a private retreat, w/ a custom rift oak cathedral ceiling & a covered balcony w/glass/wood railings overlooking the property.A 2nd level features 5 BRs w/ensuite baths.The 6th BR is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas,city water,Visual Comfort lighting throughout, integrated recessed lighting & countless custom features that elevate every room.This is a rare opportunity to own an architecturally stunning estate where exceptional design & refined living come together beautifully

10 Beltas Farm Ln, Westport

$4,595,000

Refined living awaits on one of Westport's most coveted cul-de-sac settings, nestled within the sought-after Long Lots neighborhood. The exceptional residence unfolds across four finished levels, offering six ensuite bedrooms, two additional half baths, and a thoughtfully designed layout that balances grand scale with everyday functionality. A glass-doored entry introduces interiors defined by opulence and impeccable craftsmanship. Formal living and dining rooms are elegantly appointed, complemented by a butler's pantry for seamless entertaining. The chef's kitchen is both stunning and highly functional. Flowing effortlessly into a sunlit breakfast room and family room with fireplace and wet bar, all have a front row view to the spacious backyard. A private office and well-designed utility room enhance daily living, while direct access to the three-car garage ensures convenience. The second level hosts five beautifully appointed ensuite bedrooms, including a luxurious primary suite complete with fireplace, bespoke walk-in closets, and a spa-inspired bath. An additional study or lounge space provides flexibility for work or relaxation. The third floor offers a sixth ensuite bedroom along with generous bonus space, ideal for guests or extended stays. The finished lower level is designed for recreation and wellness, featuring a media room, gym, game room, and ample storage. Comprised of park-like acre with room for a pool, the property offers both privacy and possibilities.

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24194698 MLS

Refined living awaits on one of Westport's most coveted cul-de-sac settings, nestled within the sought-after Long Lots neighborhood. The exceptional residence unfolds across four finished levels, offering six ensuite bedrooms, two additional half baths, and a thoughtfully designed layout that balances grand scale with everyday functionality. A glass-doored entry introduces interiors defined by opulence and impeccable craftsmanship. Formal living and dining rooms are elegantly appointed, complemented by a butler's pantry for seamless entertaining. The chef's kitchen is both stunning and highly functional. Flowing effortlessly into a sunlit breakfast room and family room with fireplace and wet bar, all have a front row view to the spacious backyard. A private office and well-designed utility room enhance daily living, while direct access to the three-car garage ensures convenience. The second level hosts five beautifully appointed ensuite bedrooms, including a luxurious primary suite complete with fireplace, bespoke walk-in closets, and a spa-inspired bath. An additional study or lounge space provides flexibility for work or relaxation. The third floor offers a sixth ensuite bedroom along with generous bonus space, ideal for guests or extended stays. The finished lower level is designed for recreation and wellness, featuring a media room, gym, game room, and ample storage. Comprised of park-like acre with room for a pool, the property offers both privacy and possibilities.

34 High Point Rd, Westport

$3,395,000

Better than new, this 2025 build by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's lifestyle. Expansive windows and 10ft ceilings on the first floor will bathe the interior in natural light, & premium finishes have been carefully selected to create an environment of sophistication. The chef's kitchen featuring Thermador appliances, custom cabinetry, & a large center island, flowing seamlessly into the living and dining areas. The walk-out lower level offers areas for entertaining, fitness, and an additional bedroom, while the upper floors provide private retreats for rest and relaxation. The primary suite with vaulted ceilings includes a spa-like bathroom & custom walk-in closet. The secondary bedrooms are well proportioned and all en-suite. Step outside to a backyard with stunning landscaping designed for relaxation & play with an outdoor kitchen. Whether enjoying quiet mornings on the patio or hosting summer gatherings, this outdoor space will elevate your lifestyle. Located in a desirable Long Lots neighborhood, 12 Bauer Lane offers proximity to Westport's top-rated schools, vibrant downtown area, stunning beaches, and all of the amenities that make this town special.

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24198123 MLS

Better than new, this 2025 build by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's lifestyle. Expansive windows and 10ft ceilings on the first floor will bathe the interior in natural light, & premium finishes have been carefully selected to create an environment of sophistication. The chef's kitchen featuring Thermador appliances, custom cabinetry, & a large center island, flowing seamlessly into the living and dining areas. The walk-out lower level offers areas for entertaining, fitness, and an additional bedroom, while the upper floors provide private retreats for rest and relaxation. The primary suite with vaulted ceilings includes a spa-like bathroom & custom walk-in closet. The secondary bedrooms are well proportioned and all en-suite. Step outside to a backyard with stunning landscaping designed for relaxation & play with an outdoor kitchen. Whether enjoying quiet mornings on the patio or hosting summer gatherings, this outdoor space will elevate your lifestyle. Located in a desirable Long Lots neighborhood, 12 Bauer Lane offers proximity to Westport's top-rated schools, vibrant downtown area, stunning beaches, and all of the amenities that make this town special.

12 Bauer Pl, Westport

$1,100,000

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

ACTIVE Status ⋅ 24217449 MLS

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

61 Washington Ave, Westport

$1,100,000

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24216682 MLS

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

61 Washington Ave, Westport

$925,000

Move right into this gut renovated townhouse condo in Whitney Glen, a sought after community in Westport. Thoughtfully updated throughout, this sun filled home features a renovated kitchen, brand new bathrooms, and new flooring. The bright, open living room boasts soaring ceilings, a wood burning fireplace, and sliding glass doors leading to a private, covered deck, perfect for relaxing or entertaining. The main level also offers a spacious bedroom with sliders to another private deck and a beautifully renovated full bath. Upstairs, the primary suite features its own outdoor deck, a dressing room, and a brand new bathroom. An additional loft provides flexible space for a home office, reading nook, or overnight guests. A convenient laundry room is complemented by an extra large walk in closet for exceptional storage. The fully finished lower level offers even more versatility, ideal for a recreation room, home office, hobby space, or additional storage. Enjoy one assigned parking space, ample visitor parking, and easy access to the complex's heated saltwater pool. Experience comfortable, low maintenance living in a desirable Westport location where you can stroll to shopping, downtown restaurants and Westport town park. One resident must be 62 years of age or older.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217459 MLS ⋅ Whitney Glen BLDG.

Move right into this gut renovated townhouse condo in Whitney Glen, a sought after community in Westport. Thoughtfully updated throughout, this sun filled home features a renovated kitchen, brand new bathrooms, and new flooring. The bright, open living room boasts soaring ceilings, a wood burning fireplace, and sliding glass doors leading to a private, covered deck, perfect for relaxing or entertaining. The main level also offers a spacious bedroom with sliders to another private deck and a beautifully renovated full bath. Upstairs, the primary suite features its own outdoor deck, a dressing room, and a brand new bathroom. An additional loft provides flexible space for a home office, reading nook, or overnight guests. A convenient laundry room is complemented by an extra large walk in closet for exceptional storage. The fully finished lower level offers even more versatility, ideal for a recreation room, home office, hobby space, or additional storage. Enjoy one assigned parking space, ample visitor parking, and easy access to the complex's heated saltwater pool. Experience comfortable, low maintenance living in a desirable Westport location where you can stroll to shopping, downtown restaurants and Westport town park. One resident must be 62 years of age or older.

39 Whitney Glen, Unit 39, Westport

$1,350,000

A storybook Cape Cod on a quiet cul-de-sac, a beautiful, level half-acre property, and an unbeatable Westport location-3 Allen Lane is a rare opportunity to make a home your own! Brimming with classic New England charm and possibilities, this inviting home offers the flexibility to move right in, thoughtfully update over time, or expand to suit your vision. One of its standout features is a desirable floor plan with all three bedrooms together on the second floor, an uncommon and welcome feature in a traditional Cape Cod. Two full bathrooms, a half bath, and a finished lower level, perfect for a playroom, recreation room, home office, or gym, add to the home's versatility. The expansive, level .54-acre property offers exciting potential for future expansion, including the possibility of adding a first-floor primary suite, subject to town approvals. Public water and sewer are additional advantages. And the location is exceptional! Tucked away in a peaceful neighborhood setting yet just minutes to downtown Westport, both the Westport and Greens Farms Metro-North train stations, schools, shopping, restaurants, and Compo Beach, everything that makes Westport such a desirable place to call home is close at hand. Whether you choose to embrace its timeless charm or transform it into the home you've always envisioned, 3 Allen Lane offers an increasingly hard-to-find combination of location, land, character, and potential. An opportunity not to be missed!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216570 MLS

A storybook Cape Cod on a quiet cul-de-sac, a beautiful, level half-acre property, and an unbeatable Westport location-3 Allen Lane is a rare opportunity to make a home your own! Brimming with classic New England charm and possibilities, this inviting home offers the flexibility to move right in, thoughtfully update over time, or expand to suit your vision. One of its standout features is a desirable floor plan with all three bedrooms together on the second floor, an uncommon and welcome feature in a traditional Cape Cod. Two full bathrooms, a half bath, and a finished lower level, perfect for a playroom, recreation room, home office, or gym, add to the home's versatility. The expansive, level .54-acre property offers exciting potential for future expansion, including the possibility of adding a first-floor primary suite, subject to town approvals. Public water and sewer are additional advantages. And the location is exceptional! Tucked away in a peaceful neighborhood setting yet just minutes to downtown Westport, both the Westport and Greens Farms Metro-North train stations, schools, shopping, restaurants, and Compo Beach, everything that makes Westport such a desirable place to call home is close at hand. Whether you choose to embrace its timeless charm or transform it into the home you've always envisioned, 3 Allen Lane offers an increasingly hard-to-find combination of location, land, character, and potential. An opportunity not to be missed!

3 Allen Ln, Westport

$3,395,000

92 Compo Road N. pairs classic architecture, meticulous craftsmanship, private 1 acre property, pool and spa with an enviable near town location. Moments from Main Street's shops and restaurants, ball fields, tennis/pickleball courts, and 3 miles to Compo Beach, this custom Colonial offers a vibrant lifestyle and strong feeling of "Home Sweet Home". Approximately 5,500SF, this residence is finished on 4 floors and showcases light and bright gathering spaces, exceptional millwork, and bespoke cabinetry. It is complemented by thoughtfully redesigned and upgraded interiors, and substantial investments in exterior improvements and mechanical systems. Beautifully landscaped grounds are alive with color and texture and incorporate stone walls and fencing. The large entertaining patio and deck create an irresistible setting for entertaining and everyday living. 4 bedrooms occupy the second floor, including a spacious primary suite with dual walk-in closets, and a luxurious bath featuring double vanity, soaking tub, radiant-heated floors, and a heated towel rack. A third-floor bonus room offers built-in desks, lounge, attic storage, and rough plumbing in place for a future bathroom. The walkout lower level includes a gym, wine room with refrigeration, and recreation room with full bath (space could serve as a 5th bedroom). A distinctive opportunity to enjoy private outdoor living and exceptional convenience in one compelling Westport address.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24217119 MLS

92 Compo Road N. pairs classic architecture, meticulous craftsmanship, private 1 acre property, pool and spa with an enviable near town location. Moments from Main Street's shops and restaurants, ball fields, tennis/pickleball courts, and 3 miles to Compo Beach, this custom Colonial offers a vibrant lifestyle and strong feeling of "Home Sweet Home". Approximately 5,500SF, this residence is finished on 4 floors and showcases light and bright gathering spaces, exceptional millwork, and bespoke cabinetry. It is complemented by thoughtfully redesigned and upgraded interiors, and substantial investments in exterior improvements and mechanical systems. Beautifully landscaped grounds are alive with color and texture and incorporate stone walls and fencing. The large entertaining patio and deck create an irresistible setting for entertaining and everyday living. 4 bedrooms occupy the second floor, including a spacious primary suite with dual walk-in closets, and a luxurious bath featuring double vanity, soaking tub, radiant-heated floors, and a heated towel rack. A third-floor bonus room offers built-in desks, lounge, attic storage, and rough plumbing in place for a future bathroom. The walkout lower level includes a gym, wine room with refrigeration, and recreation room with full bath (space could serve as a 5th bedroom). A distinctive opportunity to enjoy private outdoor living and exceptional convenience in one compelling Westport address.

92 Compo Rd N, Westport

$3,950,000

Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and sophisticated design. A gracious front porch overlooks a courtyard-like driveway. Created by Sam Development LLC.,CMS Architects, and Interior Designer Mary Beth Woods, this distinctive home offers approximately 6,000 SF across four levels, with 5 bedrooms, 5 baths, 2 half baths, 9' ceilings on the first and second floors, 6" white oak flooring, and exceptional details. The spectacular kitchen features high-end appliances, oversized island and walk-in pantry, opening to the family room with gas fireplace and breakfast area. Glass sliders lead to a granite patio and landscaped grounds. An elegant dining room with built-in buffet and bar and a glass doored living room/study complete the main level. The vaulted, beamed primary suite features a spa-like bath and two walk-in closets. Three additional bedrooms, spacious laundry, finished third- floor space with half bath, and a lower level with family room, bedroom,full bath, gym, and storage offer versatility. The detached 1,050 SF ADU is ideal for in-laws, guests, office/studio, or future pool house. Three-car garage with bonus room, spray-foam insulation, approximately 100 recessed lights. 22-KW Generac generator, 400-amp electrical services, and EV outlet. Come experience this exceptional Old Hill property and discover a home that stands apart.

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24186096 MLS

Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and sophisticated design. A gracious front porch overlooks a courtyard-like driveway. Created by Sam Development LLC.,CMS Architects, and Interior Designer Mary Beth Woods, this distinctive home offers approximately 6,000 SF across four levels, with 5 bedrooms, 5 baths, 2 half baths, 9' ceilings on the first and second floors, 6" white oak flooring, and exceptional details. The spectacular kitchen features high-end appliances, oversized island and walk-in pantry, opening to the family room with gas fireplace and breakfast area. Glass sliders lead to a granite patio and landscaped grounds. An elegant dining room with built-in buffet and bar and a glass doored living room/study complete the main level. The vaulted, beamed primary suite features a spa-like bath and two walk-in closets. Three additional bedrooms, spacious laundry, finished third- floor space with half bath, and a lower level with family room, bedroom,full bath, gym, and storage offer versatility. The detached 1,050 SF ADU is ideal for in-laws, guests, office/studio, or future pool house. Three-car garage with bonus room, spray-foam insulation, approximately 100 recessed lights. 22-KW Generac generator, 400-amp electrical services, and EV outlet. Come experience this exceptional Old Hill property and discover a home that stands apart.

217 Wilton Rd, Westport

$3,450,000

Welcome to 17 Greenbrier Rd- an irreplaceable masterpiece that perfectly balances elite, high-end refinement with effortless daily livability. Nestled high in a vibrant New England landscape with expansive treetop views, this 2023 frame-in restoration by Wimmer & Wimmer Design has been taken to the next level by the current owner. A striking, organically dark facade introduces its classically modern roots. Inside, the minimalist-luxe interiors are anchored by 6-inch rift-sawn hardwoods, TruStyle doors, and architectural trim under brilliant Lutron controlled smart LED lighting. The gourmet kitchen by NuKitchens is a chef's dream, meticulously styled with Sub-Zero, Wolf, and Caesarstone. Spa-level bathrooms showcase custom Porcelanosa tile, curbless glass showers, floating vanities and new Toto Neorest bidet toilets. The primary suite is a wellness escape complete with a 70-inch almond soaking tub. Outfitted with the absolute best-Marvin windows, Dornbracht, Villeroy & Boch, Robern, Rocky Mountain hardware, and Clopay doors-no expense was spared. The private resort-style grounds feature a newly resurfaced gunite swimming pool with spa and waterfall, expansive stone patios, and a refurbished clay tennis court. Experience the enchanting vibe and unique community of Greenbrier. Turn-key ready: This home can be purchased fully furnished, including the curated pieces of art and decor.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24216789 MLS

Welcome to 17 Greenbrier Rd- an irreplaceable masterpiece that perfectly balances elite, high-end refinement with effortless daily livability. Nestled high in a vibrant New England landscape with expansive treetop views, this 2023 frame-in restoration by Wimmer & Wimmer Design has been taken to the next level by the current owner. A striking, organically dark facade introduces its classically modern roots. Inside, the minimalist-luxe interiors are anchored by 6-inch rift-sawn hardwoods, TruStyle doors, and architectural trim under brilliant Lutron controlled smart LED lighting. The gourmet kitchen by NuKitchens is a chef's dream, meticulously styled with Sub-Zero, Wolf, and Caesarstone. Spa-level bathrooms showcase custom Porcelanosa tile, curbless glass showers, floating vanities and new Toto Neorest bidet toilets. The primary suite is a wellness escape complete with a 70-inch almond soaking tub. Outfitted with the absolute best-Marvin windows, Dornbracht, Villeroy & Boch, Robern, Rocky Mountain hardware, and Clopay doors-no expense was spared. The private resort-style grounds feature a newly resurfaced gunite swimming pool with spa and waterfall, expansive stone patios, and a refurbished clay tennis court. Experience the enchanting vibe and unique community of Greenbrier. Turn-key ready: This home can be purchased fully furnished, including the curated pieces of art and decor.

17 Greenbrier Rd, Westport

$5,500,000

One spectacular property-endless possibilities. Boasting 175 feet of direct Westport waterfront with a private community beach, this 1.23-acre Saugatuck harborside estate awaits your vision. Enjoy expansive views overlooking the vibrant harbor and a parade of yachts. The property currently features a classic 4,000 sq. ft. Colonial set high on the land, offering a charming canvas ready for a custom renovation. For buyers looking to build anew, this premier waterfront location comes with fully approved plans and permits in hand to construct a bespoke dream home. Whichever path you choose, the outcome is unparalleled: an incredible opportunity to live your waterfront dream adjacent to the coveted Saugatuck Yacht Club. Enjoy the very best of Westport living, with Saugatuck Village's top restaurants and the train station just moments away. Come take a look for yourself and let's chat!

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24216438 MLS

One spectacular property-endless possibilities. Boasting 175 feet of direct Westport waterfront with a private community beach, this 1.23-acre Saugatuck harborside estate awaits your vision. Enjoy expansive views overlooking the vibrant harbor and a parade of yachts. The property currently features a classic 4,000 sq. ft. Colonial set high on the land, offering a charming canvas ready for a custom renovation. For buyers looking to build anew, this premier waterfront location comes with fully approved plans and permits in hand to construct a bespoke dream home. Whichever path you choose, the outcome is unparalleled: an incredible opportunity to live your waterfront dream adjacent to the coveted Saugatuck Yacht Club. Enjoy the very best of Westport living, with Saugatuck Village's top restaurants and the train station just moments away. Come take a look for yourself and let's chat!

14 Great Marsh Rd, Westport

$1,799,000

Experience the pinnacle of sophisticated, carefree living in this stunning luxury condominium at Westport's historic and reimagined landmark, The Mill. Seamlessly combining chic modern aesthetics with resort-style amenities, Unit 311 offers a turnkey lifestyle of comfort and elegance. Step inside to an expansive, light-filled open floor plan featuring soaring floor-to-ceiling windows, pristine light wood floors, and a striking gas linear fireplace. The gourmet kitchen is a culinary masterpiece outfitted with Poliform cabinetry, Sub-Zero, Wolf, and Miele appliances, sleek custom cabinetry, and an open layout perfect for seamless entertaining. The primary suite serves as a private sanctuary complete with a generous dressing area and a spa-inspired en-suite bath boasting heated floors and a glass walk-in shower. The den/2nd bedroom is a flexible space that can accommodate a home office. A private heated garage and a locking storage room add to the ease of living. White-glove convenience is anchored by a front desk concierge to assist with your day-to-day needs. Residents also enjoy a state-of-the-art health and wellness center/gym, a sparkling pool, hot tub, outdoor grilling patio, common rooftop terrace, guest suite and an elegant residents' great room and cafe. Perfectly situated in-town close to Westport's finest dining, shopping, and scenic surroundings.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216042 MLS ⋅ The Mill BLDG.

Experience the pinnacle of sophisticated, carefree living in this stunning luxury condominium at Westport's historic and reimagined landmark, The Mill. Seamlessly combining chic modern aesthetics with resort-style amenities, Unit 311 offers a turnkey lifestyle of comfort and elegance. Step inside to an expansive, light-filled open floor plan featuring soaring floor-to-ceiling windows, pristine light wood floors, and a striking gas linear fireplace. The gourmet kitchen is a culinary masterpiece outfitted with Poliform cabinetry, Sub-Zero, Wolf, and Miele appliances, sleek custom cabinetry, and an open layout perfect for seamless entertaining. The primary suite serves as a private sanctuary complete with a generous dressing area and a spa-inspired en-suite bath boasting heated floors and a glass walk-in shower. The den/2nd bedroom is a flexible space that can accommodate a home office. A private heated garage and a locking storage room add to the ease of living. White-glove convenience is anchored by a front desk concierge to assist with your day-to-day needs. Residents also enjoy a state-of-the-art health and wellness center/gym, a sparkling pool, hot tub, outdoor grilling patio, common rooftop terrace, guest suite and an elegant residents' great room and cafe. Perfectly situated in-town close to Westport's finest dining, shopping, and scenic surroundings.

41 Richmondville Ave Unit 311, Westport

$1,300,000

Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throughout the main level and numerous updates elevate this gem of an opportunity. The private entry patio includes a thoughtfully curated Zen garden, with plenty of space for outdoor entertaining and easy flow from both the living room and kitchen. A most desirable floor plan with main level primary suite and fully renovated bath with step in shower. Generous rooms throughout, including the living room with fireplace and brick accent wall, a dedicated formal dining room that opens to a second outdoor patio plus a powder room for guests. The spacious kitchen includes newer stainless appliances, granite counters as well as an informal dining area. The first floor also boasts the laundry room and mudroom plus interior access to the attached two car garage. Everything you need on one level plus a fully finished upper level including an open loft/office/studio space, a massive additional bedroom for family or guests and the second full bath. Superior cul-de-sac location in this highly desirable, well managed community. Harvest Commons offers country club amenities including a pool, pool house and two Har-Tru tennis courts. Enjoy worry free living and easy access to shopping and dining, the beaches, highways and the railroad in a most convenient Westport location.

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215497 MLS ⋅ Harvest Commons BLDG.

Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throughout the main level and numerous updates elevate this gem of an opportunity. The private entry patio includes a thoughtfully curated Zen garden, with plenty of space for outdoor entertaining and easy flow from both the living room and kitchen. A most desirable floor plan with main level primary suite and fully renovated bath with step in shower. Generous rooms throughout, including the living room with fireplace and brick accent wall, a dedicated formal dining room that opens to a second outdoor patio plus a powder room for guests. The spacious kitchen includes newer stainless appliances, granite counters as well as an informal dining area. The first floor also boasts the laundry room and mudroom plus interior access to the attached two car garage. Everything you need on one level plus a fully finished upper level including an open loft/office/studio space, a massive additional bedroom for family or guests and the second full bath. Superior cul-de-sac location in this highly desirable, well managed community. Harvest Commons offers country club amenities including a pool, pool house and two Har-Tru tennis courts. Enjoy worry free living and easy access to shopping and dining, the beaches, highways and the railroad in a most convenient Westport location.

313 Harvest Commons Unit 313, Westport

$4,450,000

YES - we have the CO!! :) The home you've been waiting for is ready for sale and yes; you can close and move in in time to host for the holidays!! How much would you love a home with two acres on the Aspetuck River? Located only a mile from the Coleytown schools, next to a cul de sac? And yes, of course, it's not just the river; there's also a 20x40 salt water gunite pool. CCO Habitats presents; a new construction home with over 8300 sf of finished space on 3 floors. Wider homes are better than taller homes. It just makes sense. No one wants to walk all the way up to a finished third floor; the 2nd floor should be private - without people walking past or on top of your bedrooms. This is a floorplan you will love, with not only 2 designated offices, but with a private first floor bedroom as well. Organic modern, warm & inviting, with a calming palette sure to blend with & enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and tilting windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. Come home

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24215185 MLS

YES - we have the CO!! :) The home you've been waiting for is ready for sale and yes; you can close and move in in time to host for the holidays!! How much would you love a home with two acres on the Aspetuck River? Located only a mile from the Coleytown schools, next to a cul de sac? And yes, of course, it's not just the river; there's also a 20x40 salt water gunite pool. CCO Habitats presents; a new construction home with over 8300 sf of finished space on 3 floors. Wider homes are better than taller homes. It just makes sense. No one wants to walk all the way up to a finished third floor; the 2nd floor should be private - without people walking past or on top of your bedrooms. This is a floorplan you will love, with not only 2 designated offices, but with a private first floor bedroom as well. Organic modern, warm & inviting, with a calming palette sure to blend with & enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and tilting windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. Come home

159 Easton Rd, Westport

$1,248,000

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215287 MLS

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

310 Main St, Westport

$7,900,000

Exceptional architecture, refined craftsmanship, and a country/coastal lifestyle. This spectacular Westport estate, to be built by Soundmark Luxury Homes, offers a rare expression of timeless elegance and modern luxury. Set on 2 pristine acres, framed by mature trees & expansive sky views, this special property exudes a sense of place, beauty, & permanence. With over 9,000 square feet of exquisitely designed living space, this remarkable residence blends sophisticated interiors with effortless comfort. Every detail has been thoughtfully considered, from dramatic windows & graciously proportioned rooms, to custom millwork, sophisticated lighting, & carefully curated finishes. An elegant floor plan offers inviting gathering spaces, a stunning chef's kitchen, and first & second floor luxurious Primary Bedroom Suite options. Outdoors, a heated gunite pool anchors a spectacular resort-like setting, complemented by a beautifully appointed Pool House featuring a kitchen, full bath, and sauna. Perfect for intimate gatherings or grand-scale entertaining, the residence offers a seamless connection between indoor & outdoor living. Nestled in Greens Farms, Westport's most coveted enclave, and just moments from beautiful beaches, Longshore Club & Golf, downtown shopping & dining, and convenient train service to NYC. A unique offering where design, generous proportions, & resort-inspired amenities create a lifestyle of understated luxury. Existing home available for $3.6M; ref MLS 24205877

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24211051 MLS

Exceptional architecture, refined craftsmanship, and a country/coastal lifestyle. This spectacular Westport estate, to be built by Soundmark Luxury Homes, offers a rare expression of timeless elegance and modern luxury. Set on 2 pristine acres, framed by mature trees & expansive sky views, this special property exudes a sense of place, beauty, & permanence. With over 9,000 square feet of exquisitely designed living space, this remarkable residence blends sophisticated interiors with effortless comfort. Every detail has been thoughtfully considered, from dramatic windows & graciously proportioned rooms, to custom millwork, sophisticated lighting, & carefully curated finishes. An elegant floor plan offers inviting gathering spaces, a stunning chef's kitchen, and first & second floor luxurious Primary Bedroom Suite options. Outdoors, a heated gunite pool anchors a spectacular resort-like setting, complemented by a beautifully appointed Pool House featuring a kitchen, full bath, and sauna. Perfect for intimate gatherings or grand-scale entertaining, the residence offers a seamless connection between indoor & outdoor living. Nestled in Greens Farms, Westport's most coveted enclave, and just moments from beautiful beaches, Longshore Club & Golf, downtown shopping & dining, and convenient train service to NYC. A unique offering where design, generous proportions, & resort-inspired amenities create a lifestyle of understated luxury. Existing home available for $3.6M; ref MLS 24205877

61 Clapboard Hill Rd Unit A, Westport

$4,050,000

NEW CONSTRUCTION BY RENOWNED WESTPORT LUXURY BUILDER WALTER MATTERA IN THE CHERISHED FLOWER ESTATES NEIGHBORHOOD! An exceptional opportunity to own a brand-new 5-bedroom, 6-full and 2-half-bath luxury residence by Mattera Construction, one of Westport's premier luxury homebuilders, celebrated for timeless architecture, exceptional craftsmanship, and meticulous attention to detail. Set on a beautiful .40-acre property in Westport's desirable Downtown North neighborhood, 22 Fillow Street offers the rare combination of luxury new construction and the warmth and character of an established in-town community. Flower Estates is one of Westport's most cherished neighborhoods, where tree-lined streets, a welcoming atmosphere, and a genuine sense of community create an increasingly sought-after lifestyle. Just minutes from downtown Westport's shops and restaurants, approximately 10 minutes from the Westport train station and Compo Beach, and close to Coleytown Elementary School, the location offers convenience without sacrificing neighborhood charm. Walter Mattera brings his signature commitment to quality, architectural integrity, and thoughtful design to this exciting new residence. With construction just underway, this is a rare opportunity to own a beautifully crafted luxury home by one of Westport's most respected builders in a neighborhood where new construction opportunities are increasingly limited. Timeless craftsmanship. Exceptional location. The best of Westport living.

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24215100 MLS

NEW CONSTRUCTION BY RENOWNED WESTPORT LUXURY BUILDER WALTER MATTERA IN THE CHERISHED FLOWER ESTATES NEIGHBORHOOD! An exceptional opportunity to own a brand-new 5-bedroom, 6-full and 2-half-bath luxury residence by Mattera Construction, one of Westport's premier luxury homebuilders, celebrated for timeless architecture, exceptional craftsmanship, and meticulous attention to detail. Set on a beautiful .40-acre property in Westport's desirable Downtown North neighborhood, 22 Fillow Street offers the rare combination of luxury new construction and the warmth and character of an established in-town community. Flower Estates is one of Westport's most cherished neighborhoods, where tree-lined streets, a welcoming atmosphere, and a genuine sense of community create an increasingly sought-after lifestyle. Just minutes from downtown Westport's shops and restaurants, approximately 10 minutes from the Westport train station and Compo Beach, and close to Coleytown Elementary School, the location offers convenience without sacrificing neighborhood charm. Walter Mattera brings his signature commitment to quality, architectural integrity, and thoughtful design to this exciting new residence. With construction just underway, this is a rare opportunity to own a beautifully crafted luxury home by one of Westport's most respected builders in a neighborhood where new construction opportunities are increasingly limited. Timeless craftsmanship. Exceptional location. The best of Westport living.

22 Fillow St, Westport

$4,999,999

The property consists of 17 waterfront acres including a 7 acre upland section.

ACTIVE Status ⋅ 24215220 MLS

The property consists of 17 waterfront acres including a 7 acre upland section.

2-A Owenoke Park, Westport

$1,525,000

This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room crowned by a crystal chandelier, and a white kitchen with glass-front cabinetry, stone counters, a peninsula for casual meals and stainless appliances. The showstopper is the vaulted great room, where a beamed beadboard ceiling soars above a floor-to-ceiling stone fireplace and a wall of windows with a built-in window seat. Step out to the screened porch and dining deck, overlooking a level, partially fenced yard framed by mature trees. Three bedrooms and 2 baths complete the main floor. The finished lower level adds a family room with a second fireplace, a fourth bedroom or home office with a walk-in closet, a full bath, laundry and an attached two-car garage. Walk to the train and skip the parking permit. King's Highway Elementary is under a mile away, the home is served by Coleytown Middle and Staples High, and Saugatuck's restaurants, downtown Westport and Compo Beach are minutes away. Homes this close to the train, with this much heart, rarely come to market.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214592 MLS

This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room crowned by a crystal chandelier, and a white kitchen with glass-front cabinetry, stone counters, a peninsula for casual meals and stainless appliances. The showstopper is the vaulted great room, where a beamed beadboard ceiling soars above a floor-to-ceiling stone fireplace and a wall of windows with a built-in window seat. Step out to the screened porch and dining deck, overlooking a level, partially fenced yard framed by mature trees. Three bedrooms and 2 baths complete the main floor. The finished lower level adds a family room with a second fireplace, a fourth bedroom or home office with a walk-in closet, a full bath, laundry and an attached two-car garage. Walk to the train and skip the parking permit. King's Highway Elementary is under a mile away, the home is served by Coleytown Middle and Staples High, and Saugatuck's restaurants, downtown Westport and Compo Beach are minutes away. Homes this close to the train, with this much heart, rarely come to market.

3 Jonathan Ln, Westport

$4,250,000

Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perfect residence of four bedrooms and three and a half baths pairs timeless elegance with effortless comfort. It was reimagined from the studs up in 2019 and is fully FEMA-compliant, with two light-filled levels and every modern convenience. On the main level, a gracious living room sets the tone, framed by custom built-in bookcases and warmed by a gas fireplace. The chef's kitchen is the heart of the home. It has a generous center island, a Sub-Zero refrigerator, a Wolf gas range and a dedicated wine refrigerator. Beyond it, a sun-drenched dining area flows into a step-down family room wrapped in windows, opening directly to the patio for seamless indoor-outdoor living. A private den or home office and an elegant powder room complete the floor. Upstairs are four bedrooms. The serene primary suite has its own balcony overlooking the professionally designed grounds. Three additional bedrooms of generous proportion share two beautifully appointed baths. Outside, lush gardens unfold around two stone patios, an enchanting setting for alfresco dining and summer entertaining. The home also includes a whole-house generator, a security system and irrigation. A new roof (2019), natural gas, city water and sewer complete the picture. An exceptional offering moments from the shore, ready to be enjoyed in every season.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24213343 MLS

Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perfect residence of four bedrooms and three and a half baths pairs timeless elegance with effortless comfort. It was reimagined from the studs up in 2019 and is fully FEMA-compliant, with two light-filled levels and every modern convenience. On the main level, a gracious living room sets the tone, framed by custom built-in bookcases and warmed by a gas fireplace. The chef's kitchen is the heart of the home. It has a generous center island, a Sub-Zero refrigerator, a Wolf gas range and a dedicated wine refrigerator. Beyond it, a sun-drenched dining area flows into a step-down family room wrapped in windows, opening directly to the patio for seamless indoor-outdoor living. A private den or home office and an elegant powder room complete the floor. Upstairs are four bedrooms. The serene primary suite has its own balcony overlooking the professionally designed grounds. Three additional bedrooms of generous proportion share two beautifully appointed baths. Outside, lush gardens unfold around two stone patios, an enchanting setting for alfresco dining and summer entertaining. The home also includes a whole-house generator, a security system and irrigation. A new roof (2019), natural gas, city water and sewer complete the picture. An exceptional offering moments from the shore, ready to be enjoyed in every season.

19 Roosevelt Rd, Westport

$2,000,000

Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, privacy, and easy living. Situated on 2.03 acres bordering a 7-acre land trust preserve, the home provides a peaceful setting with plenty of room to enjoy the outdoors. Thoughtfully updated throughout, the home features 3 bedrooms, 3 full bathrooms, and 2 additional flexible rooms. The bright, open layout includes a beautifully appointed kitchen with Bertazzoni appliances, Marvin windows, Kohler fixtures, and two wood-burning fireplaces. The primary suite opens to a private deck overlooking the property, while a covered deck offers a wonderful space for relaxing or entertaining. The spacious finished walk-out lower level provides additional living space, a full bathroom, and versatile rooms perfect for guests, home offices, or recreation. Additional features include a 2-car garage, high-efficiency HVAC, and smart-home technology. Conveniently located just half a mile from Coleytown schools, with easy access to the Merritt Parkway and downtown Westport. A wonderful opportunity to enjoy comfortable, move-in-ready living in a private and convenient Westport location.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213937 MLS

Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, privacy, and easy living. Situated on 2.03 acres bordering a 7-acre land trust preserve, the home provides a peaceful setting with plenty of room to enjoy the outdoors. Thoughtfully updated throughout, the home features 3 bedrooms, 3 full bathrooms, and 2 additional flexible rooms. The bright, open layout includes a beautifully appointed kitchen with Bertazzoni appliances, Marvin windows, Kohler fixtures, and two wood-burning fireplaces. The primary suite opens to a private deck overlooking the property, while a covered deck offers a wonderful space for relaxing or entertaining. The spacious finished walk-out lower level provides additional living space, a full bathroom, and versatile rooms perfect for guests, home offices, or recreation. Additional features include a 2-car garage, high-efficiency HVAC, and smart-home technology. Conveniently located just half a mile from Coleytown schools, with easy access to the Merritt Parkway and downtown Westport. A wonderful opportunity to enjoy comfortable, move-in-ready living in a private and convenient Westport location.

2 Charcoal Ln, Westport

$2,795,000

Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport's most desirable neighborhoods. Ideally situated within walking distance to the water and train, the location offers the perfect blend of coastal charm, convenience, and community. Recent updates, including fresh interior paint, refinished or new hardwood flooring, provide a refreshed starting point, while the home's abundant potential invites you to bring your vision to life. Whether you choose to thoughtfully renovate, reimagine, or create your dream home, this is a rare chance to invest in a property with a special history and an exceptional setting on a quiet street near Longshore Club Park. This treasured property is ready for its next chapter, just moments from everything that makes Westport living so special.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24213304 MLS

Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport's most desirable neighborhoods. Ideally situated within walking distance to the water and train, the location offers the perfect blend of coastal charm, convenience, and community. Recent updates, including fresh interior paint, refinished or new hardwood flooring, provide a refreshed starting point, while the home's abundant potential invites you to bring your vision to life. Whether you choose to thoughtfully renovate, reimagine, or create your dream home, this is a rare chance to invest in a property with a special history and an exceptional setting on a quiet street near Longshore Club Park. This treasured property is ready for its next chapter, just moments from everything that makes Westport living so special.

4 Surrey Ln, Westport

$6,975,000

Experience waterfront living at 233 Hillspoint Road, a striking new construction home located directly on Old Mill Beach with panoramic water views. A private elevator is planned to serve all three floors, providing convenient access from the garage to the living areas and up to the private rooftop deck. The planned home combines clean architectural lines with an open floor plan, 9 and 10 foot ceilings and expansive walls of glass that capture natural light and showcase Long Island Sound throughout. The design includes four bedrooms, each with an en-suite bath, highlighted by a spectacular primary suite. The very private rooftop deck offers an exceptional setting for entertaining, enjoying sea breezes and watching sailboats and fireworks over the Sound. The lower level is designed to accommodate a hot tub spa and cold plunge pool, complemented by an outdoor shower. A beach-level covered terrace provides a seamless connection to the beach. A rare opportunity to bring your vision to an extraordinary Westport waterfront setting.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24212594 MLS

Experience waterfront living at 233 Hillspoint Road, a striking new construction home located directly on Old Mill Beach with panoramic water views. A private elevator is planned to serve all three floors, providing convenient access from the garage to the living areas and up to the private rooftop deck. The planned home combines clean architectural lines with an open floor plan, 9 and 10 foot ceilings and expansive walls of glass that capture natural light and showcase Long Island Sound throughout. The design includes four bedrooms, each with an en-suite bath, highlighted by a spectacular primary suite. The very private rooftop deck offers an exceptional setting for entertaining, enjoying sea breezes and watching sailboats and fireworks over the Sound. The lower level is designed to accommodate a hot tub spa and cold plunge pool, complemented by an outdoor shower. A beach-level covered terrace provides a seamless connection to the beach. A rare opportunity to bring your vision to an extraordinary Westport waterfront setting.

233 Hillspoint Rd, Westport

$3,295,000

Built in 2013 by Chris O'Dell, this 5-bedroom, 5.5-bathroom, 5,318 sq. ft. home sits on 1.07 acres in Westport's Long Lots neighborhood. Used exclusively as a summer retreat by the original owners, the property is in pristine, meticulously maintained condition. The main level features a great room with a floor-to-ceiling stone fireplace and a kitchen equipped with a massive center island and Sub-Zero appliances. The primary suite includes a private balcony, dual walk-in closets, and an en-suite bath. Additional living spaces include a large family room located above the garage and a finished third-floor den complete with a full bathroom. The exterior features a heated gunite pool, integrated spa, stone patio, and outdoor fireplace. The property borders a brook, offering natural privacy while allowing for further landscaping outside the town's 20-foot wetland buffer. This home offers exceptional peace of mind. Located in FEMA Zone X, flood insurance is not required. The seller has never experienced water issues; a comprehensive French drainage system effectively directs rainwater away from the yard to safely disperse into the natural landscape. The home utilizes city water and sewer, and features a 300-gallon freshwater backup tank for premium water pressure. A well-constructed, move-in-ready property just minutes from town amenities and the train. Note: Listing Agent is related to a principal/member of the selling entity.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24212748 MLS

Built in 2013 by Chris O'Dell, this 5-bedroom, 5.5-bathroom, 5,318 sq. ft. home sits on 1.07 acres in Westport's Long Lots neighborhood. Used exclusively as a summer retreat by the original owners, the property is in pristine, meticulously maintained condition. The main level features a great room with a floor-to-ceiling stone fireplace and a kitchen equipped with a massive center island and Sub-Zero appliances. The primary suite includes a private balcony, dual walk-in closets, and an en-suite bath. Additional living spaces include a large family room located above the garage and a finished third-floor den complete with a full bathroom. The exterior features a heated gunite pool, integrated spa, stone patio, and outdoor fireplace. The property borders a brook, offering natural privacy while allowing for further landscaping outside the town's 20-foot wetland buffer. This home offers exceptional peace of mind. Located in FEMA Zone X, flood insurance is not required. The seller has never experienced water issues; a comprehensive French drainage system effectively directs rainwater away from the yard to safely disperse into the natural landscape. The home utilizes city water and sewer, and features a 300-gallon freshwater backup tank for premium water pressure. A well-constructed, move-in-ready property just minutes from town amenities and the train. Note: Listing Agent is related to a principal/member of the selling entity.

4 Turkey Hill Ln, Westport

$1,199,000

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211260 MLS

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

280 Main St, Westport

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