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Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

6 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24099457 MLS

Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

130 Easton Rd, Westport

$1,675,000

Nestled on a quiet cul-de-sac, this private oasis is truly move-in ready! Set on over an acre of beautifully landscaped grounds, this stunningly updated home offers 4 spacious bedrooms and 3 full bathrooms. The open-concept layout features soaring vaulted ceilings, hardwood floors, and three fireplaces that add warmth and character throughout. The fabulous, finished walk-out lower level includes a full bath, wet bar, rec room, bedroom and cozy fireplace-perfect for entertaining or relaxed everyday living. Step outside to a generous stone patio that overlooks a heated gunite pool, creating your own backyard retreat. Don't miss this opportunity to make this picture-perfect home your own!

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24129904 MLS

Nestled on a quiet cul-de-sac, this private oasis is truly move-in ready! Set on over an acre of beautifully landscaped grounds, this stunningly updated home offers 4 spacious bedrooms and 3 full bathrooms. The open-concept layout features soaring vaulted ceilings, hardwood floors, and three fireplaces that add warmth and character throughout. The fabulous, finished walk-out lower level includes a full bath, wet bar, rec room, bedroom and cozy fireplace-perfect for entertaining or relaxed everyday living. Step outside to a generous stone patio that overlooks a heated gunite pool, creating your own backyard retreat. Don't miss this opportunity to make this picture-perfect home your own!

24 Tupelo Rd, Westport

$1,671,000

Easy, one level living in this wonderful refreshed Ranch located on a beautifully landscaped dry, level acre on a great cul-de-sac. Located in the Coleytown section of Westport, this lovingly cared for home has many recent improvements including a fabulous sunlit Christopher Peacock chef's kitchen with Breakfast Bar and a dedicated Office with built-ins and Laundry. The flexible floor plan offers a Living Room with fireplace that connects to a spacious FamilyRoom/Sunroom, which in turn opens to the Private Back Yard with Patio, Deck and Garden Area. The Primary Bedroom has a walk-in closet and private Bath. The 2 other well-proportioned Bedrooms share another Bath. The separate 4th Bedroom has a murphy bed and an adjacent full Bath, offering a private space for guests/inlaw. Enjoy 3 remodeled Baths, newer Mud Room, engineered walnut flooring, newer windows,, newer septic (2012) exterior/interior paint and the fireplace convertion to gas. The 2nd bay of the 2 Car Detached Garage is being used for storage and can be converted back to 2 bays.

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24160076 MLS

Easy, one level living in this wonderful refreshed Ranch located on a beautifully landscaped dry, level acre on a great cul-de-sac. Located in the Coleytown section of Westport, this lovingly cared for home has many recent improvements including a fabulous sunlit Christopher Peacock chef's kitchen with Breakfast Bar and a dedicated Office with built-ins and Laundry. The flexible floor plan offers a Living Room with fireplace that connects to a spacious FamilyRoom/Sunroom, which in turn opens to the Private Back Yard with Patio, Deck and Garden Area. The Primary Bedroom has a walk-in closet and private Bath. The 2 other well-proportioned Bedrooms share another Bath. The separate 4th Bedroom has a murphy bed and an adjacent full Bath, offering a private space for guests/inlaw. Enjoy 3 remodeled Baths, newer Mud Room, engineered walnut flooring, newer windows,, newer septic (2012) exterior/interior paint and the fireplace convertion to gas. The 2nd bay of the 2 Car Detached Garage is being used for storage and can be converted back to 2 bays.

13 Highland Rd, Westport

$1,650,000

Rare Opportunity to own two private acres on the Aspetuck River in Westport. Tucked away at the end of a quiet cul-de-sac, this gracious Colonial offers an extraordinary blend of privacy, natural beauty and relaxed country living. Set on two spectacular acres, the property extends to and beyond the banks of the river, creating a truly unique waterfront retreat. A natural riverside setting invites fishing, kayaking, and peaceful moments by the water's edge, where the soothing sounds of the flowing river provide a constant connection to nature. Mature trees frame the landscape, while a private tennis court enhances the exceptional recreational appeal and creates a remarkable park-like setting. Designed for both comfortable living and effortless entertaining, the home features a spacious living room, an elegant dining room with handsome built-ins, a den with dry bar, and a family room with FP. The thoughtfully appointed kitchen includes a farmhouse sink and Wolf and Sub-Zero appliances. There is a generator for your peace of mind. An important recent improvement is a new roof installed approximately two years ago. Whether enjoying morning coffee on the screened porch overlooking the water, entertaining guests on the deck, playing tennis, launching a kayak, or unwinding beside the river at day's end, this home offers an exceptional lifestyle and rare opportunity to experience nature's beauty. Just minutes from all that Westport has to offer.

6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24197969 MLS

Rare Opportunity to own two private acres on the Aspetuck River in Westport. Tucked away at the end of a quiet cul-de-sac, this gracious Colonial offers an extraordinary blend of privacy, natural beauty and relaxed country living. Set on two spectacular acres, the property extends to and beyond the banks of the river, creating a truly unique waterfront retreat. A natural riverside setting invites fishing, kayaking, and peaceful moments by the water's edge, where the soothing sounds of the flowing river provide a constant connection to nature. Mature trees frame the landscape, while a private tennis court enhances the exceptional recreational appeal and creates a remarkable park-like setting. Designed for both comfortable living and effortless entertaining, the home features a spacious living room, an elegant dining room with handsome built-ins, a den with dry bar, and a family room with FP. The thoughtfully appointed kitchen includes a farmhouse sink and Wolf and Sub-Zero appliances. There is a generator for your peace of mind. An important recent improvement is a new roof installed approximately two years ago. Whether enjoying morning coffee on the screened porch overlooking the water, entertaining guests on the deck, playing tennis, launching a kayak, or unwinding beside the river at day's end, this home offers an exceptional lifestyle and rare opportunity to experience nature's beauty. Just minutes from all that Westport has to offer.

5 Aspetuck Ln, Westport

$1,550,000

Beautifully maintained, this charming ranch-style home offers four bedrooms and three full bathrooms in an unbeatable location. Just a short walk to vibrant downtown Westport, you'll enjoy the perfect blend of convenience and tranquility. Step outside to a peaceful, partially fenced backyard featuring tasteful landscaping and a spacious wraparound deck-ideal for relaxing, entertaining, or enjoying the outdoors. Additional highlights include a whole-house generator for added peace of mind. With so much to offer, this is a home you won't want to miss. No disclosure, this home is part of a trust. No probate involved. The trustee has decided to ask for highest and best offer by Saturday July 11th, 6pm. All offers will be then reviewed and decision made by Sunday July 12th.

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24186033 MLS

Beautifully maintained, this charming ranch-style home offers four bedrooms and three full bathrooms in an unbeatable location. Just a short walk to vibrant downtown Westport, you'll enjoy the perfect blend of convenience and tranquility. Step outside to a peaceful, partially fenced backyard featuring tasteful landscaping and a spacious wraparound deck-ideal for relaxing, entertaining, or enjoying the outdoors. Additional highlights include a whole-house generator for added peace of mind. With so much to offer, this is a home you won't want to miss. No disclosure, this home is part of a trust. No probate involved. The trustee has decided to ask for highest and best offer by Saturday July 11th, 6pm. All offers will be then reviewed and decision made by Sunday July 12th.

6 Loren Ln, Westport

$1,525,000

First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four bedrooms, three full and one half baths, and graciously proportioned living spaces that balance historic charm with everyday comfort. A screened porch invites quiet mornings and long summer evenings overlooking the expansive grounds, while two classic barns offer endless possibilities for hobbyists, artists, or those seeking flexible auxiliary space. Lovingly cared for over generations, this estate presents a rare opportunity to enjoy as-is or thoughtfully reimagine, all while preserving its authentic New England soul. A truly special property-where history, land, and lifestyle come together just minutes from Westport's town center, beaches, and schools.

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24163740 MLS

First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four bedrooms, three full and one half baths, and graciously proportioned living spaces that balance historic charm with everyday comfort. A screened porch invites quiet mornings and long summer evenings overlooking the expansive grounds, while two classic barns offer endless possibilities for hobbyists, artists, or those seeking flexible auxiliary space. Lovingly cared for over generations, this estate presents a rare opportunity to enjoy as-is or thoughtfully reimagine, all while preserving its authentic New England soul. A truly special property-where history, land, and lifestyle come together just minutes from Westport's town center, beaches, and schools.

190 North Ave, Westport

$1,475,000

Step into this beautifully updated Colonial in the heart of Coleytown, where timeless charm meets modern living. Set on over two landscaped acres in a desirable cul-de-sac, the property offers a spacious deck and expansive yard-perfect for entertaining or everyday enjoyment. Inside, a welcoming entry foyer opens to a warm center hall with hardwood floors and seamless flow throughout. The main level features a bright living room, a versatile dining room or home office, and an oversized family room ideal for relaxing or gathering. The eat-in kitchen is the heart of the home, showcasing stainless steel appliances, granite countertops, a peninsula with seating, and a cozy open-hearth fireplace. A breezeway leads to a flexible bonus space with a private entrance-perfect for a playroom, office, or guest suite. A stylish powder room with Waterworks fixtures and a dedicated laundry room complete the main level. Upstairs, you'll find four bedrooms, including a serene primary suite with a spa-like bath and steam shower. A circular driveway and two-car garage provide ample parking and storage. All just minutes from downtown shopping, dining, and top-rated schools, this home offers the perfect blend of comfort, space, and convenience.

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24170310 MLS

Step into this beautifully updated Colonial in the heart of Coleytown, where timeless charm meets modern living. Set on over two landscaped acres in a desirable cul-de-sac, the property offers a spacious deck and expansive yard-perfect for entertaining or everyday enjoyment. Inside, a welcoming entry foyer opens to a warm center hall with hardwood floors and seamless flow throughout. The main level features a bright living room, a versatile dining room or home office, and an oversized family room ideal for relaxing or gathering. The eat-in kitchen is the heart of the home, showcasing stainless steel appliances, granite countertops, a peninsula with seating, and a cozy open-hearth fireplace. A breezeway leads to a flexible bonus space with a private entrance-perfect for a playroom, office, or guest suite. A stylish powder room with Waterworks fixtures and a dedicated laundry room complete the main level. Upstairs, you'll find four bedrooms, including a serene primary suite with a spa-like bath and steam shower. A circular driveway and two-car garage provide ample parking and storage. All just minutes from downtown shopping, dining, and top-rated schools, this home offers the perfect blend of comfort, space, and convenience.

4 Highland Rd, Westport

$1,475,000

NOTE: Best and Final offers by Monday Jan 26 5 PM. No Escalation clauses.Welcome to this gracious, impeccably maintained home, perfectly situated on a serene, one-acre flat lot in a lovely neighborhood with no through traffic. Offering the ideal combination of comfort & convenience, this inviting residence features 3 bedrooms & 2.5 baths with a light-filled, open main level designed for everyday living & effortless entertaining. The spacious living room centers around a cozy fireplace, while the kitchen features clean-lined wood cabinetry, a functional island, & easy entry to a fabulous three-season porch-perfect for enjoying tranquil views of the landscaped gardens. The primary suite includes an en-suite bath with double sinks; skylights fill the bedroom with natural light. Two additional bedrooms flank a versatile sitting room that can serve as a library, office, or relaxation area. The lower level offers a generous family/playroom, laundry area, & a sunlit additional room ideal for a second office, art studio, or craft space. Direct access to the two-car garage adds everyday convenience, & the home's solid construction ensures lasting quality. Step outside to discover a beautifully maintained garden with blooming shrubs, a patio for lounging, & a spacious lawn for play. A whole-house generator provides peace of mind year-round. Located near Coleytown schools and just minutes from town, this property offers a private, walkable neighborhood with easy access town.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24146933 MLS

NOTE: Best and Final offers by Monday Jan 26 5 PM. No Escalation clauses.Welcome to this gracious, impeccably maintained home, perfectly situated on a serene, one-acre flat lot in a lovely neighborhood with no through traffic. Offering the ideal combination of comfort & convenience, this inviting residence features 3 bedrooms & 2.5 baths with a light-filled, open main level designed for everyday living & effortless entertaining. The spacious living room centers around a cozy fireplace, while the kitchen features clean-lined wood cabinetry, a functional island, & easy entry to a fabulous three-season porch-perfect for enjoying tranquil views of the landscaped gardens. The primary suite includes an en-suite bath with double sinks; skylights fill the bedroom with natural light. Two additional bedrooms flank a versatile sitting room that can serve as a library, office, or relaxation area. The lower level offers a generous family/playroom, laundry area, & a sunlit additional room ideal for a second office, art studio, or craft space. Direct access to the two-car garage adds everyday convenience, & the home's solid construction ensures lasting quality. Step outside to discover a beautifully maintained garden with blooming shrubs, a patio for lounging, & a spacious lawn for play. A whole-house generator provides peace of mind year-round. Located near Coleytown schools and just minutes from town, this property offers a private, walkable neighborhood with easy access town.

2 Rockyfield Rd, Westport

$1,450,000

So much house..So well located..At such a good price! If you think you can't have it all in ready move in condition then think again. Welcome to 44 Sniffen Road nestled on a tranquil street in a coveted walk to town neighborhood. Step inside & discover natural light pouring into the open concept floor plan encompassing the living & dining rms & kitchen all with hardwood floors creating the perfect atmosphere for your comfort & the ease of entertaining. With quality & style the updated kitchen offers stainless steel appliances, granite counters & breakfast bar open to the dining room with french doors leading to the deck, the perfect location for your barbecues & relaxation. The family room features media cabinet, full bath & access to the outdoor patio overlooking the amazing level fully fenced backyard perfect for play, chilling & entertaining. On the upper level are three well sized bdrms with hardwood floors & a full bath. An additional lower level with laundry provides flexible space for your needs be it office, playroom, gym or storage. And there is more..For the garden enthusiast, a deer proofed completely enclosed garden w/ raised beds. At the rear of the backyard there is a storage shed for garden or sports equipment. Professionally landscaped with mature specimen trees & perennials the property also features a stone wall, Belgian block lined driveway and paths and a stone patio. This is an opportunity not to be missed - minutes from Westport's exceptional amenities.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24172773 MLS

So much house..So well located..At such a good price! If you think you can't have it all in ready move in condition then think again. Welcome to 44 Sniffen Road nestled on a tranquil street in a coveted walk to town neighborhood. Step inside & discover natural light pouring into the open concept floor plan encompassing the living & dining rms & kitchen all with hardwood floors creating the perfect atmosphere for your comfort & the ease of entertaining. With quality & style the updated kitchen offers stainless steel appliances, granite counters & breakfast bar open to the dining room with french doors leading to the deck, the perfect location for your barbecues & relaxation. The family room features media cabinet, full bath & access to the outdoor patio overlooking the amazing level fully fenced backyard perfect for play, chilling & entertaining. On the upper level are three well sized bdrms with hardwood floors & a full bath. An additional lower level with laundry provides flexible space for your needs be it office, playroom, gym or storage. And there is more..For the garden enthusiast, a deer proofed completely enclosed garden w/ raised beds. At the rear of the backyard there is a storage shed for garden or sports equipment. Professionally landscaped with mature specimen trees & perennials the property also features a stone wall, Belgian block lined driveway and paths and a stone patio. This is an opportunity not to be missed - minutes from Westport's exceptional amenities.

44 Sniffen Rd, Westport

$1,375,000

Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings with exposed beams plus a fireplace that creates a welcoming focal point. With hardwood floors and updated spaces, the home exudes comfort and convenience. Step outside to a large, sunny deck, perfect for grilling, entertaining or simply relaxing while overlooking the full acre of property. The newly renovated in-ground pool is heated and can be enjoyed for those last days of summer. Other significant improvements include a new roof and a completely new septic system, adding peace of mind. Best of all, enjoy the convenience of walking to Wakeman Town Farm and the playing fields, Gruel Britannia for a coffee or a meal, plus the award-winning Staples High School. This home is a wonderful combination of neighborhood, updated amenities and location. Quick closing available.

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24198698 MLS

Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings with exposed beams plus a fireplace that creates a welcoming focal point. With hardwood floors and updated spaces, the home exudes comfort and convenience. Step outside to a large, sunny deck, perfect for grilling, entertaining or simply relaxing while overlooking the full acre of property. The newly renovated in-ground pool is heated and can be enjoyed for those last days of summer. Other significant improvements include a new roof and a completely new septic system, adding peace of mind. Best of all, enjoy the convenience of walking to Wakeman Town Farm and the playing fields, Gruel Britannia for a coffee or a meal, plus the award-winning Staples High School. This home is a wonderful combination of neighborhood, updated amenities and location. Quick closing available.

4 Half Mile Cmn, Westport

$1,275,000

Located in one of Westport's most desirable and convenient neighborhoods, this beautifully updated home offers the perfect blend of style, comfort, and functionality. Designed for today's lifestyle, the open-concept floor plan features a recently renovated kitchen with an oversized island that seamlessly connects to the main living and entertaining spaces. The upper level includes three spacious bedrooms and two full baths, while the main level offers an inviting family room and a half bath. Just beyond, a spectacular four-season sunroom is flooded with natural light year-round, providing the perfect place to enjoy your morning coffee, work from home, or take in the changing seasons. The finished lower level adds exceptional versatility, offering space for a playroom, home gym, media room, or office. Ideally situated just minutes from all that downtown Westport as to offer, top-rated schools, and the Merritt Parkway, this home combines an unbeatable location with modern updates and everyday convenience.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24181669 MLS

Located in one of Westport's most desirable and convenient neighborhoods, this beautifully updated home offers the perfect blend of style, comfort, and functionality. Designed for today's lifestyle, the open-concept floor plan features a recently renovated kitchen with an oversized island that seamlessly connects to the main living and entertaining spaces. The upper level includes three spacious bedrooms and two full baths, while the main level offers an inviting family room and a half bath. Just beyond, a spectacular four-season sunroom is flooded with natural light year-round, providing the perfect place to enjoy your morning coffee, work from home, or take in the changing seasons. The finished lower level adds exceptional versatility, offering space for a playroom, home gym, media room, or office. Ideally situated just minutes from all that downtown Westport as to offer, top-rated schools, and the Merritt Parkway, this home combines an unbeatable location with modern updates and everyday convenience.

36 Fillow St, Westport

$1,220,000

For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods where the setting still feels personal, connected, and timeless - a true neighborhood close to town, schools, the train, and the beach. From here, you are just minutes to downtown Westport, approximately 10 minutes to the Westport train station, about 10 minutes to Compo Beach, and only minutes to Coleytown Elementary School. The home has been lovingly owned by one family since new and features hardwood floors throughout, wonderful natural light, and quality construction that has stood the test of time. Mechanicals recently updated. The .40-acre property is spacious, pretty, and full of possibility. Whether you envision updating the existing home, designing a larger residence, or adding outdoor entertaining spaces, this property offers flexibility in a location that is hard to duplicate. 22 Fillow Street is more than a house - it is a chance to continue a Westport tradition and enjoy a lifestyle defined by neighborhood, convenience, beach, town, train, and community.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24176711 MLS

For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods where the setting still feels personal, connected, and timeless - a true neighborhood close to town, schools, the train, and the beach. From here, you are just minutes to downtown Westport, approximately 10 minutes to the Westport train station, about 10 minutes to Compo Beach, and only minutes to Coleytown Elementary School. The home has been lovingly owned by one family since new and features hardwood floors throughout, wonderful natural light, and quality construction that has stood the test of time. Mechanicals recently updated. The .40-acre property is spacious, pretty, and full of possibility. Whether you envision updating the existing home, designing a larger residence, or adding outdoor entertaining spaces, this property offers flexibility in a location that is hard to duplicate. 22 Fillow Street is more than a house - it is a chance to continue a Westport tradition and enjoy a lifestyle defined by neighborhood, convenience, beach, town, train, and community.

22 Fillow St, Westport

$1,128,000

A one acre property nestled on a quiet Coleytown side street, this three bedroom, two bath home offers a neighborhood of beautiful natural surroundings, close proximity to school campuses and just a quick ride to downtown Westport! The main floor consists of a large rear facing living room, kitchen, dining room, two bedrooms that share a hall bath, and a primary bedroom with full bath. The lower level offers a family room with fireplace and backyard access. There is a 2 car garage as well as a screened porch. The full acre lot offers plenty of room for renovation, expansion or rebuilding. Property being sold As-Is.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24135306 MLS

A one acre property nestled on a quiet Coleytown side street, this three bedroom, two bath home offers a neighborhood of beautiful natural surroundings, close proximity to school campuses and just a quick ride to downtown Westport! The main floor consists of a large rear facing living room, kitchen, dining room, two bedrooms that share a hall bath, and a primary bedroom with full bath. The lower level offers a family room with fireplace and backyard access. There is a 2 car garage as well as a screened porch. The full acre lot offers plenty of room for renovation, expansion or rebuilding. Property being sold As-Is.

9 Berkeley Rd, Westport

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