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Elegance, style, and thoughtful design converge in this stunning Westport residence, perfectly situated on a full acre of park-like grounds. Set back from the road, the property offers both privacy and convenience, just minutes from Saugatuck Center and downtown Westport. Inside, recent updates and tasteful renovations are showcased at every turn. The living room features a marble fireplace and serene views of the front and rear grounds, while a private office provides a tranquil retreat. The gourmet kitchen is a chef's dream, with a center island and seating, quartz countertops and backsplash, stainless steel appliances, a gas cooktop, pantry, and direct access to the patio. An open layout seamlessly connects the kitchen to a cozy sitting/breakfast area and a spacious dining and family room, complete with an accent fireplace and sliding doors overlooking the backyard. Upstairs, the primary suite is elegantly appointed with custom built-ins and a luxurious designer bath, complemented by two additional bedrooms and a beautifully finished second bath. The walk-out lower level offers versatile space for a recreation room, gym, or additional living area. Designed for both entertaining and everyday living, the home effortlessly blends indoor and outdoor spaces. Step outside to an exquisite patio with a sitting wall, pergola, and fire pit, opening onto an expansive backyard. This exceptional residence presents a rare opportunity to experience luxurious, comfortable living in one

3 Beds ⋅ 3 Baths ⋅ 24151092 MLS

Elegance, style, and thoughtful design converge in this stunning Westport residence, perfectly situated on a full acre of park-like grounds. Set back from the road, the property offers both privacy and convenience, just minutes from Saugatuck Center and downtown Westport. Inside, recent updates and tasteful renovations are showcased at every turn. The living room features a marble fireplace and serene views of the front and rear grounds, while a private office provides a tranquil retreat. The gourmet kitchen is a chef's dream, with a center island and seating, quartz countertops and backsplash, stainless steel appliances, a gas cooktop, pantry, and direct access to the patio. An open layout seamlessly connects the kitchen to a cozy sitting/breakfast area and a spacious dining and family room, complete with an accent fireplace and sliding doors overlooking the backyard. Upstairs, the primary suite is elegantly appointed with custom built-ins and a luxurious designer bath, complemented by two additional bedrooms and a beautifully finished second bath. The walk-out lower level offers versatile space for a recreation room, gym, or additional living area. Designed for both entertaining and everyday living, the home effortlessly blends indoor and outdoor spaces. Step outside to an exquisite patio with a sitting wall, pergola, and fire pit, opening onto an expansive backyard. This exceptional residence presents a rare opportunity to experience luxurious, comfortable living in one

50 Kings Hwy S, Westport

$1,875,000

Ideally located in the heart of Westport and close to all schools, this exceptional Contemporary Ranch has been thoughtfully renovated, offering one-level living with effortless sophistication. A welcoming foyer leads to a stunning kitchen, appointed with a generous center island, heated floors, premium appliances and an elegant coffee station with dedicated water supply. The kitchen opens seamlessly into an expansive great room-the architectural centerpiece of the home-featuring a dining area, gas fireplace, cathedral ceilings, and dramatic walls of glass that flood the space with natural light. Designed for year-round entertaining private patio with a built-in heated seating area, overlooking a picturesque aerated pond and tranquil natural surroundings-blurring the line between indoor and outdoor living. Bamboo root barrier is installed. A separate family room with a wood-burning fireplace offers an inviting retreat and flexible space for work, relaxation, or quiet gatherings. The luxurious primary suite includes sliders to the backyard and a sun-filled spa-inspired bath with dual vanities, a deep soaking tub, oversized shower, and serene finishes. Steam room adds a resort-level touch. Three additional bedrooms are generously proportioned and feature custom built-in closets. Private office provides an ideal work-from-home environment. This "google smart home" delivers effortless living with natural gas, city water and sewer, two-car garage with extra storage,3 cars carport.

4 Beds ⋅ 4 Baths ⋅ 24151540 MLS

Ideally located in the heart of Westport and close to all schools, this exceptional Contemporary Ranch has been thoughtfully renovated, offering one-level living with effortless sophistication. A welcoming foyer leads to a stunning kitchen, appointed with a generous center island, heated floors, premium appliances and an elegant coffee station with dedicated water supply. The kitchen opens seamlessly into an expansive great room-the architectural centerpiece of the home-featuring a dining area, gas fireplace, cathedral ceilings, and dramatic walls of glass that flood the space with natural light. Designed for year-round entertaining private patio with a built-in heated seating area, overlooking a picturesque aerated pond and tranquil natural surroundings-blurring the line between indoor and outdoor living. Bamboo root barrier is installed. A separate family room with a wood-burning fireplace offers an inviting retreat and flexible space for work, relaxation, or quiet gatherings. The luxurious primary suite includes sliders to the backyard and a sun-filled spa-inspired bath with dual vanities, a deep soaking tub, oversized shower, and serene finishes. Steam room adds a resort-level touch. Three additional bedrooms are generously proportioned and feature custom built-in closets. Private office provides an ideal work-from-home environment. This "google smart home" delivers effortless living with natural gas, city water and sewer, two-car garage with extra storage,3 cars carport.

28 Turkey Hill Rd N, Westport

$1,850,000

*Please submit all offers by Monday, 7/6 at 5pm. Compo Beach Living, Reimagined. At the end of a quiet cul-de-sac, where neighbors gather, ride bikes until dusk, and a hidden footpath connects you to the very best of Westport, you'll find a home that captures everything people love about Compo Beach living. Built in 2021 and thoughtfully designed for modern life, this custom home offers the rare combination of newer construction, timeless style, and a location that invites you to leave the car behind. Walk to the train in minutes, stroll to Saugatuck's celebrated restaurants for dinner, spend afternoons at Longshore or Compo Beach, and end the day back on one of Westport's friendliest streets. Inside, four finished levels provide the flexibility today's lifestyle demands. Bright, open living spaces flow effortlessly for everyday living and entertaining, while the finished lower level creates the perfect setting for movie nights, workouts, or play. Outside, the level, fully fenced backyard is surprisingly private, framed by mature greenery and designed for effortless enjoyment. More than anything, this is a home defined by its setting. A neighborhood where people know one another, where impromptu gatherings replace scheduled meets, and where convenience becomes part of everyday life. Beautifully built. Exceptionally located. Ready for its next chapter.

3 Beds ⋅ 4 Baths ⋅ 24187645 MLS

*Please submit all offers by Monday, 7/6 at 5pm. Compo Beach Living, Reimagined. At the end of a quiet cul-de-sac, where neighbors gather, ride bikes until dusk, and a hidden footpath connects you to the very best of Westport, you'll find a home that captures everything people love about Compo Beach living. Built in 2021 and thoughtfully designed for modern life, this custom home offers the rare combination of newer construction, timeless style, and a location that invites you to leave the car behind. Walk to the train in minutes, stroll to Saugatuck's celebrated restaurants for dinner, spend afternoons at Longshore or Compo Beach, and end the day back on one of Westport's friendliest streets. Inside, four finished levels provide the flexibility today's lifestyle demands. Bright, open living spaces flow effortlessly for everyday living and entertaining, while the finished lower level creates the perfect setting for movie nights, workouts, or play. Outside, the level, fully fenced backyard is surprisingly private, framed by mature greenery and designed for effortless enjoyment. More than anything, this is a home defined by its setting. A neighborhood where people know one another, where impromptu gatherings replace scheduled meets, and where convenience becomes part of everyday life. Beautifully built. Exceptionally located. Ready for its next chapter.

18 Vani Ct, Westport

$1,850,000

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

4 Beds ⋅ 4 Baths ⋅ 24169665 MLS

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

3 Cedar Pond Rd, Westport

$1,812,000

Offers due by 5PM Monday, 7/27. Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring ceilings, natural light, and beautifully connected living spaces create a home that feels larger, brighter, and happier than its square footage suggests. Designed for the way families actually live, the open floor plan flows effortlessly from the kitchen to the family room, while the unfinished lower level with soaring ceiling height offers potential for a home gym, golf simulator, media room, or recreation space-adding tremendous future value. Then there's something you won't find in most homes: an owned Tesla Solar Roof with integrated battery backup. Not panels mounted on top, but the roof itself generating power. Enjoy remarkably low electric costs, automatic backup power during outages, and annual income through Tesla's Virtual Power Plant-all without compromising the home's classic architecture. Outside, gather around the fire pit beneath the stars, tend the garden, and simply enjoy the feeling of belonging that makes this neighborhood so special. With beach rights, top-rated Westport schools, Longshore just around the corner, and one of the area's most welcoming communities, this is more than a beautiful home. It's the heart of Compo Beach living.

4 Beds ⋅ 4 Baths ⋅ 24191980 MLS

Offers due by 5PM Monday, 7/27. Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring ceilings, natural light, and beautifully connected living spaces create a home that feels larger, brighter, and happier than its square footage suggests. Designed for the way families actually live, the open floor plan flows effortlessly from the kitchen to the family room, while the unfinished lower level with soaring ceiling height offers potential for a home gym, golf simulator, media room, or recreation space-adding tremendous future value. Then there's something you won't find in most homes: an owned Tesla Solar Roof with integrated battery backup. Not panels mounted on top, but the roof itself generating power. Enjoy remarkably low electric costs, automatic backup power during outages, and annual income through Tesla's Virtual Power Plant-all without compromising the home's classic architecture. Outside, gather around the fire pit beneath the stars, tend the garden, and simply enjoy the feeling of belonging that makes this neighborhood so special. With beach rights, top-rated Westport schools, Longshore just around the corner, and one of the area's most welcoming communities, this is more than a beautiful home. It's the heart of Compo Beach living.

5 Drumlin Rd, Westport

$1,800,000

A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a barn in the late 1800s & thoughtfully converted into a residence in the 1930s, the home & accompanying barn remain a fascinating piece of Westport's architectural history. The existing residence offers approximately 3,345 sq ft of living space w/ 5 bdrms, 3.5 ba. Filled w/ warmth & character, the home presents endless possibilities for restoration, renovation, or reimagining. Set back from the road & accessed from both Riverside Ave & Cherry Ln, the property enjoys an exceptional setting just minutes from downtown Westport, the train station, award winning schools, parks, restaurants, shopping, & major highways. Builders & developers take notice. With half acre zoning, no wetlands, dual street frontage, beautiful river views, & a prime location, this property offers exceptional redevelopment potential & a rare opportunity to create something truly special. Whether your vision is to preserve a piece of Westport history, renovate an architecturally significant home, or build a custom dream residence, opportunities of this caliber & flexibility are increasingly rare.

5 Beds ⋅ 4 Baths ⋅ 24176205 MLS

A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a barn in the late 1800s & thoughtfully converted into a residence in the 1930s, the home & accompanying barn remain a fascinating piece of Westport's architectural history. The existing residence offers approximately 3,345 sq ft of living space w/ 5 bdrms, 3.5 ba. Filled w/ warmth & character, the home presents endless possibilities for restoration, renovation, or reimagining. Set back from the road & accessed from both Riverside Ave & Cherry Ln, the property enjoys an exceptional setting just minutes from downtown Westport, the train station, award winning schools, parks, restaurants, shopping, & major highways. Builders & developers take notice. With half acre zoning, no wetlands, dual street frontage, beautiful river views, & a prime location, this property offers exceptional redevelopment potential & a rare opportunity to create something truly special. Whether your vision is to preserve a piece of Westport history, renovate an architecturally significant home, or build a custom dream residence, opportunities of this caliber & flexibility are increasingly rare.

422 Riverside Ave, Westport

$1,800,000

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

3 Beds ⋅ 3 Baths ⋅ 24141029 MLS

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

24 Warnock Dr, Westport

$1,780,000

Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and marble countertops and opens to both the formal dining room and a more casual dining space with adjoining great room, all unified by gleaming wood floors and bathed in abundant natural light. Designed for both everyday ease and effortless entertaining, the main level also features a thoughtfully appointed mudroom with laundry, located just off the kitchen, offering generous storage for everyone's belongings. Every detail supports comfort and functionality without sacrificing style. Upstairs, four spacious bedrooms provide peaceful retreats. The primary suite is a true sanctuary, complete with a full bath, ample closet space, and a sun-filled porch that easily doubles as a home office, studio, or quiet escape. The finished lower level adds even more flexibility, featuring an office/guest room and a full bath-ideal for today's versatile living needs. Outdoors, the property truly shines. The fabulous backyard is a private oasis, highlighted by a gunite pool with spa and surrounded by lush landscaping-perfect for relaxation and summer gatherings.

4 Beds ⋅ 4 Baths ⋅ 24154644 MLS

Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and marble countertops and opens to both the formal dining room and a more casual dining space with adjoining great room, all unified by gleaming wood floors and bathed in abundant natural light. Designed for both everyday ease and effortless entertaining, the main level also features a thoughtfully appointed mudroom with laundry, located just off the kitchen, offering generous storage for everyone's belongings. Every detail supports comfort and functionality without sacrificing style. Upstairs, four spacious bedrooms provide peaceful retreats. The primary suite is a true sanctuary, complete with a full bath, ample closet space, and a sun-filled porch that easily doubles as a home office, studio, or quiet escape. The finished lower level adds even more flexibility, featuring an office/guest room and a full bath-ideal for today's versatile living needs. Outdoors, the property truly shines. The fabulous backyard is a private oasis, highlighted by a gunite pool with spa and surrounded by lush landscaping-perfect for relaxation and summer gatherings.

39 Marion Rd, Westport

$1,750,000

Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for today's lifestyle. The dramatic living room features a vaulted ceiling and fireplace, creating a warm and inviting gathering space filled with natural light. The renovated kitchen opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. A screened porch extends the living space and provides the perfect setting for relaxing or hosting guests while overlooking the private backyard. Flexible living options include a main level den or office that can easily serve as a fourth bedroom. Renovated baths, updated Marvin windows, Hardie Plank siding, and numerous improvements throughout add to the home's appeal. Ideally located on a long, quiet lot in a desirable neighborhood setting, this home combines privacy, comfort, and convenience in one exceptional offering.

3 Beds ⋅ 3 Baths ⋅ 24172940 MLS

Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for today's lifestyle. The dramatic living room features a vaulted ceiling and fireplace, creating a warm and inviting gathering space filled with natural light. The renovated kitchen opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. A screened porch extends the living space and provides the perfect setting for relaxing or hosting guests while overlooking the private backyard. Flexible living options include a main level den or office that can easily serve as a fourth bedroom. Renovated baths, updated Marvin windows, Hardie Plank siding, and numerous improvements throughout add to the home's appeal. Ideally located on a long, quiet lot in a desirable neighborhood setting, this home combines privacy, comfort, and convenience in one exceptional offering.

10 Grist Mill Ln, Westport

$1,750,000

A 2025 custom-built masterwork where uncompromising craftsmanship meets modern coastal sophistication. Newly completed and never lived in, this turnkey residence offers 4 bedrooms, 3 full and 2 half baths, and a fully finished lower level. Sun-filled interiors showcase site-finished hardwoods, soaring ceilings, and bespoke millwork by master craftsmen. The chef's kitchen features professional-grade Thermador appliances, custom inset cabinetry, a quartz island, and walk-in pantry - flowing into the great room for effortless entertaining. The primary suite is a true retreat, featuring a stunning oversized shower and a closet outfitted with custom built-ins. Beautiful tile work runs throughout the home, adding texture and craftsmanship to every space. Three additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level is ideal as a media lounge, gym, or playroom. Minutes to Metro-North's express to Grand Central, with easy access to I-95 and the Merritt. Close to Westport's top schools, Compo Beach, downtown, and acclaimed dining. Move-in ready and built without compromise.

4 Beds ⋅ 5 Baths ⋅ 24171541 MLS

A 2025 custom-built masterwork where uncompromising craftsmanship meets modern coastal sophistication. Newly completed and never lived in, this turnkey residence offers 4 bedrooms, 3 full and 2 half baths, and a fully finished lower level. Sun-filled interiors showcase site-finished hardwoods, soaring ceilings, and bespoke millwork by master craftsmen. The chef's kitchen features professional-grade Thermador appliances, custom inset cabinetry, a quartz island, and walk-in pantry - flowing into the great room for effortless entertaining. The primary suite is a true retreat, featuring a stunning oversized shower and a closet outfitted with custom built-ins. Beautiful tile work runs throughout the home, adding texture and craftsmanship to every space. Three additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level is ideal as a media lounge, gym, or playroom. Minutes to Metro-North's express to Grand Central, with easy access to I-95 and the Merritt. Close to Westport's top schools, Compo Beach, downtown, and acclaimed dining. Move-in ready and built without compromise.

32 Hale St, Westport

$1,721,000

***Seller requests that all offers for 2 Evergreen Ave, Westport be submitted no later than 5pm, Monday Sept. 14, 2026 for consideration. Thank you, Tammy Zelkowitz, 203.985.5649 In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!!

3 Beds ⋅ 3 Baths ⋅ 24204054 MLS

***Seller requests that all offers for 2 Evergreen Ave, Westport be submitted no later than 5pm, Monday Sept. 14, 2026 for consideration. Thank you, Tammy Zelkowitz, 203.985.5649 In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!!

2 Evergreen Ave, Westport

$1,700,000

Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station.

4 Beds ⋅ 3 Baths ⋅ 24201214 MLS

Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station.

104 Old Rd, Westport

$1,700,000

Tucked behind a tall fence flanked by stone pillars, this customized contemporary home feels like a private hideaway, but less than 5 minutes to town, schools, beach and train. Looking for one level living? That can be easily accommodated here with a sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first floor Primary Bedroom with a full Bath. Several french doors are strategically placed to access the oversized deck that spans the length of the rear of the house, and there is a staircase leading to the picturesque backyard. Upstairs you will find the 2nd Bedroom with vaulted ceiling, skylights and a full Bath which can easily be used as a Studio or Office. The finished walk-out lower level offers the 3rd Bedroom and full Bath plus a large flex space for a Playroom, Recreation Room or whatever suits you. There is a Mudroom that connects the house to the 2 car Garage, and above the Garage is a large unfinished space that is approximately 22X24. So much to love about this wonderful property.

3 Beds ⋅ 4 Baths ⋅ 24178015 MLS

Tucked behind a tall fence flanked by stone pillars, this customized contemporary home feels like a private hideaway, but less than 5 minutes to town, schools, beach and train. Looking for one level living? That can be easily accommodated here with a sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first floor Primary Bedroom with a full Bath. Several french doors are strategically placed to access the oversized deck that spans the length of the rear of the house, and there is a staircase leading to the picturesque backyard. Upstairs you will find the 2nd Bedroom with vaulted ceiling, skylights and a full Bath which can easily be used as a Studio or Office. The finished walk-out lower level offers the 3rd Bedroom and full Bath plus a large flex space for a Playroom, Recreation Room or whatever suits you. There is a Mudroom that connects the house to the 2 car Garage, and above the Garage is a large unfinished space that is approximately 22X24. So much to love about this wonderful property.

186 Compo Rd S, Westport

$1,675,000

Located within Westport's coveted private coastal enclave on Saugatuck Island, this sun-filled, 3-4 bedroom home offers relaxed island living in a highly sought-after setting. Hardwood floors run throughout this charming beach house, creating warmth and continuity across well-proportioned living spaces ideal for everyday comfort or weekend entertaining. Three distinct decks extend the living outdoors, perfect for morning coffee, afternoon breezes or evening gatherings. Updated, high-efficiency mechanicals and gas-fired radiant heat provide dependable comfort year-round. Set in a close-knit community known for its never-ending water views, sunsets and seasonal charm, this home is perfectly suited whether you're seeking a year-round residence or a weekend coastal retreat-just minutes from downtown Westport, the train, and major routes.

3 Beds ⋅ 2 Baths ⋅ 24150636 MLS

Located within Westport's coveted private coastal enclave on Saugatuck Island, this sun-filled, 3-4 bedroom home offers relaxed island living in a highly sought-after setting. Hardwood floors run throughout this charming beach house, creating warmth and continuity across well-proportioned living spaces ideal for everyday comfort or weekend entertaining. Three distinct decks extend the living outdoors, perfect for morning coffee, afternoon breezes or evening gatherings. Updated, high-efficiency mechanicals and gas-fired radiant heat provide dependable comfort year-round. Set in a close-knit community known for its never-ending water views, sunsets and seasonal charm, this home is perfectly suited whether you're seeking a year-round residence or a weekend coastal retreat-just minutes from downtown Westport, the train, and major routes.

9 Spriteview Ave, 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 ⋅ 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 ⋅ 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

$1,631,000

All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effortless entertaining. Sunlight fills the interiors, complemented by a long list of thoughtful updates and improvements that reflect a high level of care and meticulous maintenance throughout. A covered front porch sets a gracious tone on arrival, inviting quiet mornings and relaxed evenings, while the expansive rear deck and luxurious hot tub are perfectly suited for unwinding or gathering with friends. Set on a lovely, flat property with beautiful flowering trees, the home offers a rare sense of space and privacy while still being close to everything. Ideally located just moments from town, with easy access to schools, parks, and daily amenities, you'll enjoy nearby tennis and pickleball courts at Town Farm Park, along with the dog park and open green space at Winslow Park for picnicking and easy recreation. Restaurants, shopping, and all that makes Westport so special are close at hand, creating an easy, enjoyable lifestyle in a truly inviting setting.

4 Beds ⋅ 3 Baths ⋅ 24166194 MLS

All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effortless entertaining. Sunlight fills the interiors, complemented by a long list of thoughtful updates and improvements that reflect a high level of care and meticulous maintenance throughout. A covered front porch sets a gracious tone on arrival, inviting quiet mornings and relaxed evenings, while the expansive rear deck and luxurious hot tub are perfectly suited for unwinding or gathering with friends. Set on a lovely, flat property with beautiful flowering trees, the home offers a rare sense of space and privacy while still being close to everything. Ideally located just moments from town, with easy access to schools, parks, and daily amenities, you'll enjoy nearby tennis and pickleball courts at Town Farm Park, along with the dog park and open green space at Winslow Park for picnicking and easy recreation. Restaurants, shopping, and all that makes Westport so special are close at hand, creating an easy, enjoyable lifestyle in a truly inviting setting.

107 Compo Rd N, Westport

$1,628,000

Just beautiful! Welcome to 157 Newtown Turnpike, set on a meticulously landscaped acre-plus of property, this is the combination of easy single level living paired with a newly renovated lower level. This home features thoughtful updates and details throughout that are simply exciting. The welcoming foyer perfectly turns to the formal living room open to dining room - still maintaining their very cool mid-century vibe. Then the surprise comes- a great room/family room complete with soaring vaulted ceiling and wood-burning fireplace perfect for entertaining and cozy nights. Through french doors you'll find the delightful sunroom with vaulted ceilings & skylights with peaceful views in every direction. The newly renovated lower level adds more than 700 square feet of finished living space- heated and a/c- including a media and lounge area with endless possibilities. An additional unfinished area provides ample room for a workshop, storage, or future expansion. Outside, enjoy beautiful lawns, mature landscaping, privacy, and room to breathe. And the location? Quintessential Westport- minutes to the train, beach, shopping, dining, movies and more! Oh, did I mention- yes it's town water not well, yes it's DREAMY Westport low taxes and SoConn Natural Gas locator says nat gas available! This is the house you'll love coming home to. Come see it for yourself. Note: The listing agent is not the owner of this property however the homeowner (the seller) is a licensed agent.

3 Beds ⋅ 3 Baths ⋅ 24183959 MLS

Just beautiful! Welcome to 157 Newtown Turnpike, set on a meticulously landscaped acre-plus of property, this is the combination of easy single level living paired with a newly renovated lower level. This home features thoughtful updates and details throughout that are simply exciting. The welcoming foyer perfectly turns to the formal living room open to dining room - still maintaining their very cool mid-century vibe. Then the surprise comes- a great room/family room complete with soaring vaulted ceiling and wood-burning fireplace perfect for entertaining and cozy nights. Through french doors you'll find the delightful sunroom with vaulted ceilings & skylights with peaceful views in every direction. The newly renovated lower level adds more than 700 square feet of finished living space- heated and a/c- including a media and lounge area with endless possibilities. An additional unfinished area provides ample room for a workshop, storage, or future expansion. Outside, enjoy beautiful lawns, mature landscaping, privacy, and room to breathe. And the location? Quintessential Westport- minutes to the train, beach, shopping, dining, movies and more! Oh, did I mention- yes it's town water not well, yes it's DREAMY Westport low taxes and SoConn Natural Gas locator says nat gas available! This is the house you'll love coming home to. Come see it for yourself. Note: The listing agent is not the owner of this property however the homeowner (the seller) is a licensed agent.

157 Newtown Tpke, Westport

$1,625,000

Discover the perfect balance of comfort and convenience with this unique split-level residence that sits on 1.70 private acres, gracefully set back from the road to offer outstanding privacy and tranquility. Step inside to experience spacious, light-filled interiors with an open floor plan, expansive picture windows, and beautiful hardwood floors that seamlessly connect the living spaces-ideal for both everyday living and entertaining. The home boasts a brand new roof with a transferable warranty and a full house generator for uninterrupted peace of mind. Entertain effortlessly with spacious front and back decks, a built-in bar, and a unique theater room featuring stadium seating for unforgettable movie nights. The home includes an updated main floor powder room and a dedicated private home office with custom built-in cabinetry and shelving, making working from home a breeze. Enjoy the comfort of 5 bedrooms and 4 full & 2 half bathrooms, including three en suite bedrooms. One suite offers a private entrance, perfect for an au pair/multigenerational living. Upstairs, the expansive primary suite provides a serene retreat with a charming bay window and built-in bench. Additional living space offers versatility for a variety of lifestyle needs. Outdoor amenities are designed for family fun and relaxation, featuring a hot tub, zip line, trampoline, and two tree swings. The decks overlook the serene, private setting, providing the ideal backdrop for gatherings large and small

5 Beds ⋅ 6 Baths ⋅ 24168672 MLS

Discover the perfect balance of comfort and convenience with this unique split-level residence that sits on 1.70 private acres, gracefully set back from the road to offer outstanding privacy and tranquility. Step inside to experience spacious, light-filled interiors with an open floor plan, expansive picture windows, and beautiful hardwood floors that seamlessly connect the living spaces-ideal for both everyday living and entertaining. The home boasts a brand new roof with a transferable warranty and a full house generator for uninterrupted peace of mind. Entertain effortlessly with spacious front and back decks, a built-in bar, and a unique theater room featuring stadium seating for unforgettable movie nights. The home includes an updated main floor powder room and a dedicated private home office with custom built-in cabinetry and shelving, making working from home a breeze. Enjoy the comfort of 5 bedrooms and 4 full & 2 half bathrooms, including three en suite bedrooms. One suite offers a private entrance, perfect for an au pair/multigenerational living. Upstairs, the expansive primary suite provides a serene retreat with a charming bay window and built-in bench. Additional living space offers versatility for a variety of lifestyle needs. Outdoor amenities are designed for family fun and relaxation, featuring a hot tub, zip line, trampoline, and two tree swings. The decks overlook the serene, private setting, providing the ideal backdrop for gatherings large and small

52 Partrick Rd, Westport

$1,620,000

Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortable, everyday living and effortless entertaining alike. Lovingly cared for by its current owner for 50 years, this home features a first-floor office, while the partially finished basement offers space for a gym or playroom. Set on 1.24 flat acres, beautifully maintained with mature trees, an irrigation system, and room for a pool. Additional highlights include a whole-house generator, security system, irrigation and central air conditioning. Location is everything, and this home delivers. It's walkable to Wakeman Town Farm, to the playing fields at Wakeman and to Staples High School, making morning drop-offs a breeze. Right around the corner is recently opened local favorite Gruel Britannia, perfect for a quick coffee, bite, or catch-up with neighbors. This is more than a house - it's a place to put down roots in one of Westport's most desirable neighborhoods. Convenient to schools, beaches, shopping, and minutes to the train for seamless access on Metro North to NYC. Homes like this don't come along often.

5 Beds ⋅ 3 Baths ⋅ 24188426 MLS

Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortable, everyday living and effortless entertaining alike. Lovingly cared for by its current owner for 50 years, this home features a first-floor office, while the partially finished basement offers space for a gym or playroom. Set on 1.24 flat acres, beautifully maintained with mature trees, an irrigation system, and room for a pool. Additional highlights include a whole-house generator, security system, irrigation and central air conditioning. Location is everything, and this home delivers. It's walkable to Wakeman Town Farm, to the playing fields at Wakeman and to Staples High School, making morning drop-offs a breeze. Right around the corner is recently opened local favorite Gruel Britannia, perfect for a quick coffee, bite, or catch-up with neighbors. This is more than a house - it's a place to put down roots in one of Westport's most desirable neighborhoods. Convenient to schools, beaches, shopping, and minutes to the train for seamless access on Metro North to NYC. Homes like this don't come along often.

19 Vineyard Ln, Westport

$1,610,000

Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westport. Designed for comfortable everyday living, the home offers a spacious, light-filled layout with generous room sizes and exceptional flexibility. The eat-in kitchen flows into the dining room, while the expansive living room & sunroom feature sliders to a private patio overlooking tranquil, park-like grounds, creating a seamless indoor-outdoor setting. The den, located off the living room, features a fireplace & wet bar, offering a warm space to relax, read, or unwind. The sought-after first-floor primary suite offers a walk-in closet and an en-suite bath with a double vanity, separate shower, and jetted tub. A generously sized second bedroom with ample closet space, an additional full bath, laundry, and abundant storage complete the main level, providing the ease of one-level living. Upstairs offers a loft ideal for a home office or flex space, a private third bedroom with an en-suite bath, and a spacious walk-in storage room. A detached two-car garage is conveniently located directly in front of the residence. Residents enjoy beautifully maintained grounds, an in-ground pool, tennis and pickleball courts, and a prime Westport location just minutes to downtown, beaches, shopping, dining, and the train station. A rare opportunity in one of Westport's most desirable gated communities.

3 Beds ⋅ 3 Baths ⋅ 24187824 MLS ⋅ Lansdowne BLDG.

Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westport. Designed for comfortable everyday living, the home offers a spacious, light-filled layout with generous room sizes and exceptional flexibility. The eat-in kitchen flows into the dining room, while the expansive living room & sunroom feature sliders to a private patio overlooking tranquil, park-like grounds, creating a seamless indoor-outdoor setting. The den, located off the living room, features a fireplace & wet bar, offering a warm space to relax, read, or unwind. The sought-after first-floor primary suite offers a walk-in closet and an en-suite bath with a double vanity, separate shower, and jetted tub. A generously sized second bedroom with ample closet space, an additional full bath, laundry, and abundant storage complete the main level, providing the ease of one-level living. Upstairs offers a loft ideal for a home office or flex space, a private third bedroom with an en-suite bath, and a spacious walk-in storage room. A detached two-car garage is conveniently located directly in front of the residence. Residents enjoy beautifully maintained grounds, an in-ground pool, tennis and pickleball courts, and a prime Westport location just minutes to downtown, beaches, shopping, dining, and the train station. A rare opportunity in one of Westport's most desirable gated communities.

321 Lansdowne, Westport

$1,600,000

Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor living. The four-bedroom, two-and-a-half-bath layout provides comfortable and flexible living spaces designed to embrace the surrounding landscape. 2 car detached garage to hold all of your extra and outdo0r items! Warm wood tones, open gathering areas, and walls of glass create an inviting atmosphere throughout the home. A spacious deck overlooks the peaceful property, offering the ideal setting for entertaining or quiet relaxation immersed in nature. It feels worlds away while still being conveniently located near all that Westport has to offer. Sold As Is

5 Beds ⋅ 3 Baths ⋅ 24170442 MLS

Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor living. The four-bedroom, two-and-a-half-bath layout provides comfortable and flexible living spaces designed to embrace the surrounding landscape. 2 car detached garage to hold all of your extra and outdo0r items! Warm wood tones, open gathering areas, and walls of glass create an inviting atmosphere throughout the home. A spacious deck overlooks the peaceful property, offering the ideal setting for entertaining or quiet relaxation immersed in nature. It feels worlds away while still being conveniently located near all that Westport has to offer. Sold As Is

4 Baywood Ln, Westport

$1,599,876

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a gas cooktop and double ovens. The oversized family room boasts a vaulted ceiling and access to main level laundry area. The rear of the house features a 58 ft long deck overlooking private acreage. The home contains 5 bedrooms and 4 full bathrooms. The primary suite includes a full bathroom, dressing area, linen closet and a walk in closet with built-in armoire. This home has fabulous closet space with each bedroom offering a minimum of 2 closets. The walk out lower level hosts a private den / office with wet bar and sliders to a stone patio. There is an additional laundry area and storage space that leads to an oversized 2 bay garage. Central air conditioning will keep you comfortable during summer months while five zone heating, Thermopane windows and extra insulation keep this home energy efficient all year long. Westport's luxury shops, fine restaurants, relaxing beaches and award winning school system combine to make this an irresistible value!

5 Beds ⋅ 4 Baths ⋅ 24170706 MLS

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a gas cooktop and double ovens. The oversized family room boasts a vaulted ceiling and access to main level laundry area. The rear of the house features a 58 ft long deck overlooking private acreage. The home contains 5 bedrooms and 4 full bathrooms. The primary suite includes a full bathroom, dressing area, linen closet and a walk in closet with built-in armoire. This home has fabulous closet space with each bedroom offering a minimum of 2 closets. The walk out lower level hosts a private den / office with wet bar and sliders to a stone patio. There is an additional laundry area and storage space that leads to an oversized 2 bay garage. Central air conditioning will keep you comfortable during summer months while five zone heating, Thermopane windows and extra insulation keep this home energy efficient all year long. Westport's luxury shops, fine restaurants, relaxing beaches and award winning school system combine to make this an irresistible value!

30 Pequot Trl, Westport

$1,582,500

Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.

4 Beds ⋅ 3 Baths ⋅ 24184506 MLS

Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.

7 High Gate Rd, 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 ⋅ 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

$1,550,000

Move right into this beautifully updated 4-bedroom, 2.5-bath home ideally set on a fabulous flat property in one of Westport, CT's most desirable walk-to-town neighborhoods. Located on sought-after Loren Lane, this inviting residence offers the perfect blend of comfort, function, and everyday lifestyle just minutes from Main Street, top-rated schools, Metro North train, Compo Beach, and Longshore Club Park. Inside, sun-filled living spaces are anchored by a charming wood-burning fireplace, while the updated kitchen opens seamlessly for daily living and entertaining. A fabulous oversized den provides exceptional living space for relaxing, gathering, or play, and the mudroom with direct garage access adds the practical convenience today's buyers love. The finished lower level delivers outstanding flexibility with dedicated gym space, private home office, and additional room for recreation, media, or storage. Upstairs, four spacious bedrooms offer comfortable accommodations, while the thoughtful floor plan creates an easy flow for modern living. Outside, the level yard is ideal for entertaining, play, and outdoor enjoyment. Rarely does a move-in ready home offer this combination of updated interiors, flexible living space, flat property, and true walk-to-town convenience close to Westport's vibrant downtown shopping, dining, library, parks, beaches, and all this exceptional coastal town has to offer.

4 Beds ⋅ 3 Baths ⋅ 24168495 MLS

Move right into this beautifully updated 4-bedroom, 2.5-bath home ideally set on a fabulous flat property in one of Westport, CT's most desirable walk-to-town neighborhoods. Located on sought-after Loren Lane, this inviting residence offers the perfect blend of comfort, function, and everyday lifestyle just minutes from Main Street, top-rated schools, Metro North train, Compo Beach, and Longshore Club Park. Inside, sun-filled living spaces are anchored by a charming wood-burning fireplace, while the updated kitchen opens seamlessly for daily living and entertaining. A fabulous oversized den provides exceptional living space for relaxing, gathering, or play, and the mudroom with direct garage access adds the practical convenience today's buyers love. The finished lower level delivers outstanding flexibility with dedicated gym space, private home office, and additional room for recreation, media, or storage. Upstairs, four spacious bedrooms offer comfortable accommodations, while the thoughtful floor plan creates an easy flow for modern living. Outside, the level yard is ideal for entertaining, play, and outdoor enjoyment. Rarely does a move-in ready home offer this combination of updated interiors, flexible living space, flat property, and true walk-to-town convenience close to Westport's vibrant downtown shopping, dining, library, parks, beaches, and all this exceptional coastal town has to offer.

17 Loren Ln, Westport

$1,535,000

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $450 month. Taxes estimated to be $12,000-$13,000.

2 Beds ⋅ 3 Baths ⋅ 24186218 MLS ⋅ The Gables Of Westport BLDG.

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $450 month. Taxes estimated to be $12,000-$13,000.

783 Post Rd E Unit 204, 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 ⋅ 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

$1,500,000

Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.

3 Beds ⋅ 3 Baths ⋅ 24159568 MLS

Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.

104 Newtown Tpke, Westport

$1,485,000

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available.

2 Beds ⋅ 3 Baths ⋅ 24184810 MLS ⋅ The Gables Of Westport BLDG.

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available.

781 Post Rd E Unit 102, Westport

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