Newest Homes for Sale in Westport, CT

• 

  

  

  /40

  $4,850,000

  Coming Soon

  • 5 Beds
  • 5 Baths
  • 5,103 Sq Ft

  22 Evergreen Ave, Westport, CT 06880

  Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

  Valerie Alvarez Serhant Connecticut, LLC

  22 Evergreen Ave, Westport, CT 06880
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  /39

  $2,799,000

  Coming Soon

  • 4 Beds
  • 6 Baths
  • 5,627 Sq Ft

  299 Saugatuck Ave, Westport, CT 06880

  Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach down a sweeping circular

  Alex Chingas Coldwell Banker Realty

  299 Saugatuck Ave, Westport, CT 06880
• 

  

  

  /28

  $1,600,000

  • 5 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  4 Baywood Ln, Westport, CT 06880

  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

  Meredith Cohen Serhant Connecticut, LLC

  4 Baywood Ln, Westport, CT 06880
• 

  

  

  /6

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 3,514 Sq Ft

  36 Lyons Plain Rd, Westport, CT 06880

  Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Four large bedrooms including Primary with fireplace and full bath. Large kitchen, Great Room with a fireplace that opens to the deck and views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Town appraisal is $1,898,400.00. Must

  Charlotte Cotton William Raveis Real Estate

  36 Lyons Plain Rd, Westport, CT 06880
• 

  

  

  /14

  $4,000,000

  New Construction Coming Soon

  • 7 Beds
  • 9 Baths
  • 7,105 Sq Ft

  20 Fresenius Rd, Westport, CT 06880

  We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open

  Patricia Shea Coldwell Banker Realty

  20 Fresenius Rd, Westport, CT 06880
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  /12

  $999,000

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  22 Fillow St, Westport, CT 06880

  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

  Judy Michaelis Coldwell Banker Realty

  22 Fillow St, Westport, CT 06880
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  /39

  $3,995,000

  • 6 Beds
  • 7 Baths
  • 9,025 Sq Ft

  80 Bayberry Ln, Westport, CT 06880

  Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional

  Michelle Genovesi William Raveis Real Estate

  80 Bayberry Ln, Westport, CT 06880
• 

  

  /4

  $10,500,000

  Coming Soon

  • 4 Beds
  • 5.5 Baths
  • 10,522 Sq Ft

  47 Charcoal Hill Rd, Westport, CT 06880

  Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

  Jonathan Ducharme Serhant Connecticut, LLC

  47 Charcoal Hill Rd, Westport, CT 06880
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  /8

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  23 W Parish Rd, Westport, CT 06880

  Unlock the potential of this exceptional corner lot property located in one of Westport's most desirable areas. Set on a prime piece of land, this property presents a rare opportunity for builders, investors, or end-users looking to create their dream home. The existing structure requires renovation or may be best suited for a complete redevelopment, offering the perfect canvas for new

  Jimmy Benincaso The Bridge Realty Inc.

  23 W Parish Rd, Westport, CT 06880
• 

  

  /40

  $3,650,000

  • 6 Beds
  • 6.5 Baths
  • 6,751 Sq Ft

  9 N Ridge Rd, Westport, CT 06880

  In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 270-1688

  9 N Ridge Rd, Westport, CT 06880
• 

  

  /22

  $4,995,700

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  22 Dawn Dr, Westport, CT 06880

  Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

  Jaclyn Picarillo Higgins Group Bedford Square

  22 Dawn Dr, Westport, CT 06880
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  /34

  $2,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,230 Sq Ft

  24 Washington Ave, Westport, CT 06880

  There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous,

  Jillian Klaff Coldwell Banker Realty

  24 Washington Ave, Westport, CT 06880
• 

  

  /25

  $1,449,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
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  /34

  $3,990,000

  • 5 Beds
  • 5.5 Baths
  • 7,409 Sq Ft

  13 Rockyfield Rd, Westport, CT 06880

  The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from

  Danna Rogers Higgins Group Bedford Square

  13 Rockyfield Rd, Westport, CT 06880
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  /34

  $4,700,000

  • 6 Beds
  • 6.5 Baths
  • 7,575 Sq Ft

  21 Daniel Ct, Westport, CT 06880

  Nestled at the end of an exceptionally wide, tree-lined cul-de-sac on one of Westport's most picturesque streets, this timeless brick estate offers both elegance and privacy while remaining moments from town, beaches, and commuting conveniences. Set with a paver circular driveway and surrounded by mature landscaping, the property exudes warmth, scale, and classic sophistication at every turn.

  Meredith Cohen Serhant Connecticut, LLC

  21 Daniel Ct, Westport, CT 06880
• 

  

  /40

  $1,460,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  781 Post Rd E Unit 102, Westport, CT 06880

  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

  Todd Gibbons Boost Real Estate Group

  781 Post Rd E Unit 102, Westport, CT 06880
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  /7

  $4,100,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  48 Woodside Ave, Westport, CT 06880

  A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

  Judy Michaelis Coldwell Banker Realty

  48 Woodside Ave, Westport, CT 06880
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  /40

  $2,999,000

  • 4 Beds
  • 6 Baths
  • 4,312 Sq Ft

  2 Mortar Rock Rd, Westport, CT 06880

  Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The open-concept main level features a magnificent chef's kitchen, spacious dining area, and expansive living room with

  Alex Chingas Coldwell Banker Realty

  2 Mortar Rock Rd, Westport, CT 06880
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  /33

  $1,325,000

  • 6 Beds
  • 2.5 Baths
  • 3,071 Sq Ft

  7 Keller Ln, Westport, CT 06880

  Pristine Classic Westport Colonial thoughtfully updated to accommodate today's lifestyle. Home offers a gracious Living Room/Fpl/dining area, Six spacious Bedrooms plus 22x 28 Bonus room. Two bedrooms plus full bath on main Level. 16 x 23 Primary Bedroom plus 3 generous bedrooms on upper level. This level serviced by luxurious updated Full Bath. Kitchen is appointed with upscale appliances

  Louise Bromberger The Riverside Realty Group

  7 Keller Ln, Westport, CT 06880
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  /34

  $1,689,000

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  10 Grist Mill Ln, Westport, CT 06880

  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

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 350-7614

  10 Grist Mill Ln, Westport, CT 06880
• 

  

  /40

  $2,999,000

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - fully renovated home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880
• 

  

  /40

  $6,250,000

  • 5 Beds
  • 9 Baths
  • 8,466 Sq Ft

  28 Ferry Ln E, Westport, CT 06880

  Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living.

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 259-0783

  28 Ferry Ln E, Westport, CT 06880
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  /27

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  5 Lehn Farm Rd, Westport, CT 06880

  Tucked away in a storybook setting on over an acre of land, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary

  Lynne Nolan Compass Connecticut, LLC

  5 Lehn Farm Rd, Westport, CT 06880
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  /33

  $4,749,000

  • 6 Beds
  • 8 Baths
  • 8,190 Sq Ft

  19 Mortar Rock Rd, Westport, CT 06880

  Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with

  Danna Rogers Higgins Group Bedford Square

  19 Mortar Rock Rd, Westport, CT 06880
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  /40

  $1,975,000

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft

  5 Tanglewood Ln, Westport, CT 06880

  Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and

  Doug Bross Coldwell Banker Realty

  5 Tanglewood Ln, Westport, CT 06880
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  /38

  $4,050,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /4

  $900,000

  • 4 Beds
  • 1,896 Sq Ft

  19 Ketchum St, Westport, CT 06880

  19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

  Peter Lane Ogents, LLC

  19 Ketchum St, Westport, CT 06880
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  /30

  $1,098,000

  • 3 Beds
  • 1.5 Baths
  • 2,640 Sq Ft

  170 Imperial Ave, Westport, CT 06880

  Classic 3 Bedroom Colonial in the heart of Westport set on a picturesque level .21-acre. Full of potential, this home awaits your creative vision. Good flow and hardwood floors throughout. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located just a short walk to the Saugatuck River, train, restaurants, shops, the Rowing Club, and coveted

  Patricia Shea Coldwell Banker Realty

  170 Imperial Ave, Westport, CT 06880
• 

  /2

  $2,750,000

  • 8 Beds
  • 2 Baths
  • 6,052 Sq Ft

  Unlisted Address

  31 Franklin & 19 Ketchum combined for redevelopment or reno existing. Multiple redevelopment projects coming to Saugtatuck including townhomes and flats across street as well as plans for Saugatuck train station block in the works.

  Peter Lane Ogents, LLC

  Unlisted Address
• 

  /2

  $5,650,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,762 Sq Ft

  8 Pleasant Valley Ln, Westport, CT 06880

  Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted culdesac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic twostory foyer, 10ft

  Doug Bross Coldwell Banker Realty

  8 Pleasant Valley Ln, Westport, CT 06880
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  /40

  $4,450,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 8,356 Sq Ft

  159 Turnpike, Westport, CT 06880

  Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

  Maryann Levanti Higgins Group Bedford Square

  159 Turnpike, Westport, CT 06880
• 

  

  /14

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  20 Cross St Unit 7, Westport, CT 06880

  This beautiful condo/townhouse is located conveniently within a 5 min walk to downtown Westport. The upstairs features 2 spacious bedrooms with walk in closets and a full bathroom. The main level has a sun-filled living room and a dining room with a view of a cozy backyard accompanied by another full bathroom and a walk in pantry. The kitchen is well appointed with all thick marble countertops

  Steven Koleno Beycome of Connecticut

  20 Cross St Unit 7, Westport, CT 06880
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  /36

  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 6,356 Sq Ft

  21 Dover Rd, Westport, CT 06880

  Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

  Judi Lake The Riverside Realty Group

  21 Dover Rd, Westport, CT 06880
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  /36

  $5,500,000

  • 5 Beds
  • 5.5 Baths
  • 9,421 Sq Ft

  1 Twin Oaks Ln, Westport, CT 06880

  Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The primary suite is a true sanctuary, featuring three generous closets and a spa-inspired feel. Each additional bedroom is

  Zuzana Dankova HomeSmart Homes and Estates

  1 Twin Oaks Ln, Westport, CT 06880
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  /39

  $3,350,000

  • 5 Beds
  • 5.5 Baths
  • 5,789 Sq Ft

  221 Greens Farms Rd, Westport, CT 06880

  The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 car garage, loft and more, this estate blends timeless elegance with modern comfort. Originally built in 1904 and

  Patricia Shea Coldwell Banker Realty

  221 Greens Farms Rd, Westport, CT 06880
• 

  

  /15

  $3,450,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 5,844 Sq Ft

  3 Bowling Ln, Westport, CT 06880

  Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

  Julie Haroun Westport Residential, LLC.

  3 Bowling Ln, Westport, CT 06880
• 

  

  /38

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,651 Sq Ft

  4 Cardinal Ln, Westport, CT 06880

  Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless

  Amanda Thaw The Riverside Realty Group

  4 Cardinal Ln, Westport, CT 06880
• 

  

  /38

  $4,999,000

  • 4 Beds
  • 5.5 Baths
  • 5,729 Sq Ft

  7 Pond Edge Rd, Westport, CT 06880

  Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open,

  Marilyn Heffers Coldwell Banker Realty

  7 Pond Edge Rd, Westport, CT 06880
• 

  

  /40

  $2,500,000

  $200K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,793 Sq Ft

  28 Bulkley Ave N, Westport, CT 06880

  Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

  Judy Michaelis Coldwell Banker Realty

  28 Bulkley Ave N, Westport, CT 06880
• 

  

  /3

  $6,495,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,062 Sq Ft

  5 Baldwin Place, Westport, CT 06880

  New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

  Lori Popkin Coldwell Banker Realty

  5 Baldwin Place, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 3