Fairfield, CT Homes

• 

  $1,492,500 Sold Jun 26, 2025

  • 2,134 Sq Ft
  • $699/SF
  • 53 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  4 Turtleback Ln, Westport, CT 06880

  Walk to Winslow Park, Trader Joes, Gold's Deli and many convenient amenities from this welcoming home in the heart of Westport. Located on a quiet cul-de-sac, this home features a 2-story Entry which invites you into an open floor plan with modern accents. The updated Kitchen with breakfast bar and stainless appliances, opens to a fantastic deck overlooking the pretty .50 acre property. A sunny

  Laurie Crouse Coldwell Banker Realty

  4 Turtleback Ln, Westport, CT 06880
• 

  Est $4,977,867 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,387 Sq Ft

  34 High Point Rd, Westport, CT 06880

  34 High Point Rd, Westport, CT 06880
• 

  

  

  /40

  $1,585,000 Open Sat 11AM - 2PM

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

  785 Post Rd E Unit 104, Westport, CT 06880

  Near Completion: Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 104, Westport, CT 06880
• 

  $3,100,000 Sold Jun 26, 2025

  • 6,942 Sq Ft
  • $447/SF
  • 23 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2004

  46 Bayberry Ln, Westport, CT 06880

  Nestled on a pristine one-acre property in a prime Westport location, this fabulous 5-bedroom, 5-bathroom Colonial offers an exceptional blend of classic architecture and modern sophistication. With over 5,200 sq. ft. living space and an additional 1,700 sq. ft. of finished walk-out lower level space, this residence is designed for both grand entertaining and comfortable everyday living. Soaring

  Jane Jones Berkshire Hathaway NE Prop.

  46 Bayberry Ln, Westport, CT 06880
• 

  Est $3,675,268 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,955 Sq Ft

  5 Country Ln, Westport, CT 06880

  5 Country Ln, Westport, CT 06880
• 

  

  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 8,817 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
• 

  $3,499,000 Sold Jun 25, 2025

  • 6,300 Sq Ft
  • $555/SF
  • 16 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2013

  71 Old Rd, Westport, CT 06880

  Welcome to 71 Old Road, a beautifully maintained 6-bedroom, 5.1-bath Colonial in the heart of Westport's coveted Long Lots neighborhood. Set on a sidewalk-lined street, where kids walk to school on crisp fall mornings, this spacious home blends timeless design with modern functionality across four finished levels-perfect for today's lifestyle. Minutes from shops, restaurants, and the Greens Farm

  Meredith Kamo Compass Connecticut, LLC

  71 Old Rd, Westport, CT 06880
• 

  Est $4,333,843 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,112 Sq Ft

  4 Peach Lot Place, Westport, CT 06880

  4 Peach Lot Place, Westport, CT 06880
• 

  

  /40

  $5,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,812 Sq Ft

  9 Sturges Commons, Westport, CT 06880

  Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

  Kelly Loucas Compass Connecticut, LLC

  9 Sturges Commons, Westport, CT 06880
• 

  $1,425,000 Sold Jun 20, 2025

  • 2,714 Sq Ft
  • $525/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  3 Donald Dr, Westport, CT 06880

  Welcome Home! Bright and Airy! Gorgeous 3 Bedroom, 2.5 Bath home with Cathedral Ceilings and Large entertainment spaces! Beautiful hardwood floors throughout the home! X-tra Large windows! Updated Kitchen, Bathrooms and some newer appliances! Natural Gas Heating, City Water and City Sewer! Terrific Cul-De-Sac Location!! Tucked away amongst nature, this home is just minutes to shopping,

  Nikunj Gandhi Equity Capital Real Estate

  3 Donald Dr, Westport, CT 06880
• 

  Est $491,795 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  70 Whitney Glen, Westport, CT 06880

  70 Whitney Glen, Westport, CT 06880
• 

  

  /40

  $1,385,000 Pending

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

  785 Post Rd E Unit 103, Westport, CT 06880

  Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open floor plans and

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 103, Westport, CT 06880
• 

  $1,360,000 Sold Jun 13, 2025

  • 4,026 Sq Ft
  • $338/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1955

  113 Roseville Rd, Westport, CT 06880

  Sited perfectly on a gorgeous one-acre property in the heart of wonderful Westport, this light and bright 3-4-bedroom, 3 full bath mid century modern ranch home has enough space to breathe, play and work. There are Large rooms, open spaces, two fireplaces, central air, hardwood floors throughout, and so many closets that one would have to work at being disorganized. Everything flows beautifully

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  113 Roseville Rd, Westport, CT 06880
• 

  Est $598,283 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  24 Oakview Cir, Westport, CT 06880

  24 Oakview Cir, Westport, CT 06880
• 

  

  /39

  $1,385,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  785 Post Rd E Unit 302, Westport, CT 06880

  Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 302, Westport, CT 06880
• 

  $1,145,000 Sold Jun 06, 2025

  • 2,012 Sq Ft
  • $569/SF
  • 26 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  409 Harvest Commons Unit 409, Westport, CT 06880

  Welcome to 409 Harvest Commons - a sun-filled, 2-bedroom, 2.5-bath townhouse featuring a desirable first-floor Primary Bedroom in a highly sought-after community with a heated pool, tennis courts, and clubhouse. Nestled on a quiet cul-de-sac for privacy with convenient access to amenities just minutes to downtown Westport shopping and dining, walking distance to Balducci's and easy access to

  Susan Lieberman The Riverside Realty Group

  409 Harvest Commons Unit 409, Westport, CT 06880
• 

  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  113 North Ave, Westport, CT 06880

  113 North Ave, Westport, CT 06880
• 

  

  /38

  $2,950,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,780 Sq Ft

  54 North Ave, Westport, CT 06880

  Modern sophistication in a prime Westport location! This 7,555 sqft home with 5 bedrooms and 5 baths offers 3 floors of luxury living. The entire home has a fresh, clean aesthetic w light wood floors, a crisp palette, Marine Wood built-in features & smooth surfaces throughout. The kitchen is anchored by an oversized U shaped work area with seating & there is a full wall of seamless cabinetry

  Leslie Clarke Compass Connecticut, LLC

  54 North Ave, Westport, CT 06880
• 

  $2,120,000 Sold Jun 05, 2025

  • 3,562 Sq Ft
  • $595/SF
  • 28 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1963

  35 Pumpkin Hill Rd, Westport, CT 06880

  Welcome to this sun-filled Colonial in the heart of Westport! This beautifully updated 4-bedroom home offers the perfect blend of classic charm and modern convenience. Enjoy peace of mind with city water, city sewer, a generator, and an outdoor sprinkler system. Inside, an expanded Kitchen and Family Room create a bright, open-concept, ideal for everyday living and entertaining. A spacious

  Linda Skolnick Coldwell Banker Realty

  35 Pumpkin Hill Rd, Westport, CT 06880
• 

  Est $1,454,594 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  7 Sue Terrace, Westport, CT 06880

  7 Sue Terrace, Westport, CT 06880
• 

  

  /40

  $3,375,000 Pending

  • 6 Beds
  • 8 Baths
  • 8,558 Sq Ft

  2A Whippoorwill Ln, Westport, CT 06880

  Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious

  Leslie Clarke Compass Connecticut, LLC

  2A Whippoorwill Ln, Westport, CT 06880
• 

  $1,365,000 Sold Jun 02, 2025

  • 1,912 Sq Ft
  • $714/SF
  • 29 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  15 Westfair Dr, Westport, CT 06880

  Welcome to 15 Westfair Drive, a lovely move-in-ready home located in a fantastic neighborhood, walking distance to shops and restaurants, and a 5 minute drive to the Metro North train to NYC. This charming home boasts four spacious bedrooms and three full bathrooms, and an expansive deck off the dining room leading to a large yard with mature trees. You'll find the warmth of two wood burning

  Veronica Monahan Compass Connecticut, LLC

  15 Westfair Dr, Westport, CT 06880
• 

  Est $2,329,607 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft

  8 Darbrook Rd, Westport, CT 06880

  8 Darbrook Rd, Westport, CT 06880
• 

  

  /40

  $2,799,000 Under Contract

  • 5 Beds
  • 6 Baths
  • 5,311 Sq Ft

  4 Reimer Rd, Westport, CT 06880

  Welcome to this exceptional 5-bedroom, 4 full and 2 half-bath home in the heart of Westport. Thoughtfully designed for both luxury and everyday ease, it offers the rare flexibility of a first or second floor ensuite primary bedroom. Rebuilt in 2005, further renovated in 2015, and featuring a showstopping new kitchen in 2022, this home is truly move-in ready. The kitchen is a chef's dream with

  Kathleen O'Connell Coldwell Banker Realty

  4 Reimer Rd, Westport, CT 06880
• 

  $2,375,000 Sold Jun 01, 2025

  • 3,692 Sq Ft
  • $643/SF
  • 62 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  8 Twin Circle Dr, Westport, CT 06880

  Your dream home just became available... welcome to 8 Twin Circle Drive, set on 1.4 +/- acres at the end of one of the two cul-de-sacs that comprise this beautiful enclave moments from Bedford Middle & Staples High Schools and the Wakeman ball fields and Town Farm. The picturesque, level property is park-like and serene, with gracious curb appeal. Upon entering, the airy, sun-filled interiors

  Doug Bross Coldwell Banker Realty

  8 Twin Circle Dr, Westport, CT 06880
• 

  Est $937,759 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft

  25 Crescent Rd, Westport, CT 06880

  25 Crescent Rd, Westport, CT 06880
• 

  

  /37

  $1,050,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,388 Sq Ft

  7 Ambler Rd W, Westport, CT 06880

  Nestled on a peaceful private cul-de-sac in the heart of Westport, this delightful 3-bedroom, 2-bath home combines comfort, charm, and thoughtful updates! Step inside to find a sun-filled layout with a welcoming flow, perfect for both everyday living and entertaining. The updated kitchen is a highlight, offering modern style and functionality with easy access to the dining and living areas.

  Linda Skolnick Coldwell Banker Realty

  7 Ambler Rd W, Westport, CT 06880
• 

  $1,813,400 Sold May 30, 2025

  • 3,686 Sq Ft
  • $492/SF
  • 21 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1983

  35 Sturges Hwy, Westport, CT 06880

  This spectacular architect designed 5 Bedroom, 4 full Bath Contemporary is beautifully sited on an extraordinary and private 1.3 acre property with Pond, and just minutes to all of Westport's fabulous amenities and train Service to NYC. Tasteful renovations throughout 3700 square feet of living space offer dramatic, sun-filled interiors, Dining Room overlooking step-down Living Room with soaring

  Victoria Fingelly Higgins Group Real Estate

  35 Sturges Hwy, Westport, CT 06880
• 

  Est $1,899,030 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,548 Sq Ft

  25 Colony Rd, Westport, CT 06880

  25 Colony Rd, Westport, CT 06880
• 

  

  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Crescent Park Rd, Westport, CT 06880

  Completely remodeled 3-bedroom ranch-style home in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a complete

  Karim Douich William Raveis Real Estate

  28 Crescent Park Rd, Westport, CT 06880
• 

  $2,200,000 Sold May 30, 2025

  • 3,378 Sq Ft
  • $651/SF
  • 49 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1951

  14 Reimer Rd, Westport, CT 06880

  Nestled at the end of a quiet cul-de-sac, this beautiful custom-built home is a short proximity to Westport's Bedford Middle School and Staples High School. The exterior is designed with durability and style, featuring Marvin windows and doors, Hardie siding, and a charcoal-toned, lifetime-warrantied asphalt shingle roof. Upon entering, you'll be welcomed by a spacious foyer that opens to a

  Brittany Strouse Coldwell Banker Realty

  14 Reimer Rd, Westport, CT 06880
• 

  Est $3,375,903 Not Listed For Sale

  • 8 Beds
  • 6.5 Baths
  • 6,057 Sq Ft

  2 Whippoorwill Ln, Westport, CT 06880

  2 Whippoorwill Ln, Westport, CT 06880
• 

  

  /35

  $698,500

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  10 Crescent Park Rd, Westport, CT 06880

  Enjoy the renovation, attention to detail and all that Westport offers from your 4-bedroom, 2 full bath home featuring designer kitchen, fireplace, custom built-ins/shelving, vaulted ceilings and new, finished hardwood flooring throughout. Gas hot air heating with central air, new windows and fenced yard with oversized shed situated on private neighborhood road for your nightly stroll or bike

  John Hackett William Raveis Real Estate

  10 Crescent Park Rd, Westport, CT 06880
• 

  $1,450,000 Sold May 30, 2025

  • 3,240 Sq Ft
  • $448/SF
  • 27 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  41 Whitney St, Westport, CT 06880

  Light, bright and filled with air and joy in a central Westport true-blue neighborhood -- yards that flow one to the other in a residential jackpot of countless cul-de-sacs -- a minute to everything - People love to duck over to shops, the dog park, or a little further to town. THIS HOUSE is expansive with one floor living - and another floor of living below. The main floor offers a sun-drenched

  Mark Gilrain Brown Harris Stevens

  41 Whitney St, Westport, CT 06880
• 

  Est $2,718,922 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,273 Sq Ft

  142 Compo Rd N, Westport, CT 06880

  142 Compo Rd N, Westport, CT 06880
• 

  

  /26

  $785,000

  • 4 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  4 Heather Hill, Westport, CT 06880

  Welcome to 4 Heather Hill in Westport! This charming 4-bedroom, 1.5-bath Cape Cod-style home, is ideally located on a private dead end road in the heart of Central Westport. Nestled on a serene quarter-acre lot with a stone wall at the rear, this property offers both privacy and promise. While the home awaits some of your personal touch and updates, several key improvements have already been

  Matthew Loverci Coldwell Banker Realty

  4 Heather Hill, Westport, CT 06880
• 

  $1,300,000 Sold May 29, 2025

  • 3,208 Sq Ft
  • $405/SF
  • 69 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1955

  110 Long Lots Rd, Westport, CT 06880

  This home offers plenty of potential in a highly sought-after neighborhood. With a little TLC, it can truly shine. Enjoy convenient one-level living, a spacious primary en-suite, and shower is a steam shower that provides a serene and private retreat, complemented by three additional generously sized bedrooms. The home offers four full baths. The kitchen opens to a dining room, while the living

  Georgia Wasserman Coldwell Banker Realty

  110 Long Lots Rd, Westport, CT 06880
• 

  

  /44

  Est $2,519,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,533 Sq Ft

  1 Pine Tree Dr, Westport, CT 06880

  1 Pine Tree Dr, Westport, CT 06880
• 

  

  /30

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 3,707 Sq Ft

  174 Cross Hwy, Westport, CT 06880

  Private getaway just 1 hour from NYC! Bathed in natural light and surrounded by mature landscaping, this 3-bedroom, 3.5 bath contemporary offers a rare blend of privacy, beauty and lifestyle. Set on 2 level acres with an oversized Har-Tru tennis court, the home features an open, airy floor plan with expansive windows that frame the natural surroundings. Vaulted ceilings and generous entertaining

  Emily Gordon Coldwell Banker Realty

  174 Cross Hwy, Westport, CT 06880
• 

  $3,250,000 Sold May 27, 2025

  • 4,445 Sq Ft
  • $731/SF
  • 12 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2025

  6 Morningside Ln, Westport, CT 06880

  Expected for completion in mid-spring 2025, this new construction by the esteemed Johnny Schwartz of Sam Development is situated on a highly sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence will combine thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously

  Brett Lieberman The Riverside Realty Group

  6 Morningside Ln, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 18