11,356

Westport, CT Homes

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  • /28

    $1,600,000

    Under Contract
    • 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
  • /8

    $2,300 Per Month

    • 1 Bath
    • 350 Sq Ft
    • House for Rent

    19 Hale St Unit 2, Westport, CT 06880

    Nestled near the beach, this inviting apartment offers a relaxed lifestyle with easy access to local amenities and coastal attractions. Move right into this furnished haven. Newer maple floors in the kitchen, thoughtful storage space, and mini-spilt unit installed in 2022. Modern, thoughtful touches throughout. The kitchen showcases a propane stove, granite counters and ceiling fan. Private

    Vanessa Tsionis-Agostino Higgins Group Real Estate

    19 Hale St Unit 2, Westport, CT 06880
  • 785 Post Rd E Unit 302, Westport, CT 06880

    $1,420,000

    Sold Apr 24, 2026

    785 Post Rd E Unit 302, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $1,092/SF
    • 70 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 302, Westport, CT 06880
  • /20

    $459,000

    Pending
    • 1 Bed
    • 2 Baths
    • 949 Sq Ft

    32 Whitney Glen Unit 32, Westport, CT 06880

    Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large

    Stephen Pratt Keller Williams Realty

    32 Whitney Glen Unit 32, Westport, CT 06880
  • /27

    $35,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,404 Sq Ft
    • House for Rent

    4 Spriteview Ave, Westport, CT 06880

    Saugatuck Island in Westport, Connecticut, is a unique and desirable waterfront community that offers residents a serene and picturesque living experience. This private island, accessible by a bridge, is nestled at the mouth of the Saugatuck River and Long Island Sound, providing a tranquil retreat with stunning water views and a sense of seclusion while still being close to the amenities of

    Lisa Hartmann William Pitt Sotheby's Int'l

    4 Spriteview Ave, Westport, CT 06880
  • 117 Weston Rd, Westport, CT 06880

    $2,300,000

    Sold May 15, 2026

    117 Weston Rd, Westport, CT 06880

    • 5 Beds
    • 3.5 Baths
    • 5,472 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $420/SF
    • 21 Days On Market

    Current Estimated Value $2,269,438

    Last Listing Agent Lynne Nolan Compass Connecticut, LLC

    117 Weston Rd, Westport, CT 06880
  • /34

    $5,499,000

    • 6 Beds
    • 8 Baths
    • 7,748 Sq Ft

    359 Greens Farms Rd, Westport, CT 06880

    Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying

    Judy Michaelis Coldwell Banker Realty

    359 Greens Farms Rd, Westport, CT 06880
  • /26

    $20,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,998 Sq Ft
    • House for Rent

    69 Richmondville Ave, Westport, CT 06880

    Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a

    Deborah Kulback William Pitt Sotheby's Int'l

    69 Richmondville Ave, Westport, CT 06880
  • 259 Wilton Rd, Westport, CT 06880

    $1,475,000

    Sold Dec 19, 2025

    259 Wilton Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 3,589 Sq Ft
    • Built 1940

    Last Sold Summary

    • $411/SF
    • 23 Days On Market

    Current Estimated Value $1,413,698

    Last Listing Agent Inna Agujen Coldwell Banker Realty

    259 Wilton Rd, Westport, CT 06880
  • /40

    $2,199,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 3,380 Sq Ft

    24 Burr School Rd, Westport, CT 06880

    Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is

    Julia Broder Coldwell Banker Realty

    24 Burr School Rd, Westport, CT 06880
  • /21

    $26,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,420 Sq Ft
    • House for Rent

    2 Valley Rd, Westport, CT 06880

    Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open

    Lisa Neufeld William Raveis Real Estate

    2 Valley Rd, Westport, CT 06880
  • 9 Island Way, Westport, CT 06880

    $1,800,000

    Sold Jul 17, 2025

    9 Island Way, Westport, CT 06880

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft
    • Built 1965

    Last Sold Summary

    • $1,236/SF
    • 76 Days On Market

    Current Estimated Value $1,849,790

    Last Listing Agent Linda Skolnick Coldwell Banker Realty

    9 Island Way, Westport, CT 06880
    • 4 Michele Ln, Westport, CT 06880

      Est $3,814,901

      Not Listed For Sale

      4 Michele Ln, Westport, CT 06880

      • 5 Beds
      • 8 Baths
      • 9,240 Sq Ft
      • Built 2005
      4 Michele Ln, Westport, CT 06880

      Last Sold Summary

      • 63 Days On Market

  • /22

    $3,995,000

    $305K PRICE DROP Under Contract
    • 6 Beds
    • 7.5 Baths
    • 5,628 Sq Ft

    11 Clapboard Hill Rd, Westport, CT 06880

    An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a

    Meredith Cohen Serhant Connecticut, LLC

    11 Clapboard Hill Rd, Westport, CT 06880
  • /32

    $4,750 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,212 Sq Ft
    • House for Rent

    25 Maplewood Ave, Westport, CT 06880

    Charming bungalow offering 2 bedrooms and 1.5 baths freshly painted with hardwood floors throughout the main living areas. Bright and inviting layout with an open flow between living room, dining room, and kitchen featuring stainless steel appliances, updated cabinetry, and granite countertops. Upstairs includes a spacious primary bedroom and an additional bedroom with good closet space and an

    Ignacio Navarro Keller Williams Realty

    25 Maplewood Ave, Westport, CT 06880
  • 15 Wright St, Westport, CT 06880

    $1,450,000

    Sold Mar 13, 2026

    15 Wright St, Westport, CT 06880

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1851

    Last Sold Summary

    • 13% Above List Price
    • $726/SF
    • 23 Days On Market

    Current Estimated Value $1,425,716

    Last Listing Agent Laurie Morris Compass Connecticut, LLC

    15 Wright St, Westport, CT 06880
    • 38 Whitney St, Westport, CT 06880

      Est $3,294,320

      Not Listed For Sale

      38 Whitney St, Westport, CT 06880

      • 6 Beds
      • 7.5 Baths
      • 5,417 Sq Ft
      • Built 2004
      38 Whitney St, Westport, CT 06880

      Last Sold Summary

      • 54 Days On Market

  • /27

    $1,150,000

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

    41 Richmondville Ave Unit 104, Westport, CT 06880

    The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

    Doug Bross Coldwell Banker Realty

    41 Richmondville Ave Unit 104, Westport, CT 06880
  • /9

    $12,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,420 Sq Ft
    • Apartment for Rent

    251 Riverside Ave Unit 251A, Westport, CT 06880

    Introducing The Anchorage at Saugatuck Apartments - a rare collection of just eight luxury waterfront residences available for yearly or 2 year lease along the picturesque Saugatuck River in Westport. This unit offers the flexibility of a 2 or 3 Bedroom option by converting the Dining room into a BR. Offering an exceptional blend of modern design, tranquility, and the unrivaled coastal lifestyle,

    Christine Oleynick Keller Williams Realty

    251 Riverside Ave Unit 251A, Westport, CT 06880
  • 26 Hitchcock Rd, Westport, CT 06880

    $2,700,000

    Sold Jan 26, 2026

    26 Hitchcock Rd, Westport, CT 06880

    • 5 Beds
    • 5 Baths
    • 4,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • $594/SF
    • 224 Days On Market

    Current Estimated Value $2,601,937

    Last Listing Agent Mar Jennings Higgins Group Bedford Square

    26 Hitchcock Rd, Westport, CT 06880
  • /19

    $10,500,000

    • 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
  • /26

    $13,500 Per Month

    • 4 Beds
    • 3 Baths
    • 3,355 Sq Ft
    • House for Rent

    16 Sue Terrace, Westport, CT 06880

    Welcome home to Sue Terrace. This completely renovated and freshly painted colonial boasts 4BR/3FB and is being offered as a yearly, unfurnished rental. This family home is centrally located in Westport and walking distance to shopping (Fresh Market, Free People, CVS, Trader Joes, CAVA) Winslow Park and restaurants such as Terrain and Sakura. Prefer to entertain at home? 16 Sue Terrace has an

    Cheryl Cusa Brown Harris Stevens

    16 Sue Terrace, Westport, CT 06880
  • 30 Cavalry Rd, Westport, CT 06880

    $2,375,000

    Sold Apr 23, 2026

    30 Cavalry Rd, Westport, CT 06880

    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $592/SF
    • 33 Days On Market

    Current Estimated Value $2,337,972

    Last Listing Agent Hyleri Katzenberg Compass Connecticut, LLC

    30 Cavalry Rd, Westport, CT 06880
  • /39

    $2,700,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,179 Sq Ft

    114 Cross Hwy, Westport, CT 06880

    Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or

    Robert Appell Coldwell Banker Realty

    114 Cross Hwy, Westport, CT 06880
  • /17

    $5,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,272 Sq Ft
    • House for Rent

    94 Partrick Rd, Westport, CT 06880

    Rent a little bit of paradise. A beautifully appointed and renovated vintage cottage perfectly located to enjoy Westport. The sound of a running brook, egrets joining you for morning coffee, a convenient and coveted neighborhood. A little cottage that lives large.

    Leslie Razook William Pitt Sotheby's Int'l

    94 Partrick Rd, Westport, CT 06880
  • 11 Old Hill Rd, Westport, CT 06880

    $2,645,000

    Sold Feb 17, 2026

    11 Old Hill Rd, Westport, CT 06880

    • 4 Beds
    • 4.5 Baths
    • 3,935 Sq Ft
    • Built 1928

    Last Sold Summary

    • 5% Above List Price
    • $672/SF
    • 16 Days On Market

    Current Estimated Value $2,652,218

    Last Listing Agent Susan Lieberman The Riverside Realty Group

    11 Old Hill Rd, Westport, CT 06880
    • 44 Bridge St, Westport, CT 06880

      Est $2,015,495

      Not Listed For Sale

      44 Bridge St, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 4,549 Sq Ft
      • Built 1999
      44 Bridge St, Westport, CT 06880

      Last Sold Summary

      • 37 Days On Market

  • /40

    $2,749,000

    Open Sat 11AM - 1PM
    • 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
  • /38

    $15,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,473 Sq Ft
    • House for Rent

    11 Guyer Rd, Westport, CT 06880

    Nestled in the coveted Greens Farms neighborhood, this impeccably updated residence offers a refined rental experience with every detail considered. The chef's kitchen commands attention with a dramatic waterfall island and premium appliances, seamlessly transitioning from intimate dinners to sophisticated entertaining. Retreat to the generous primary suite, where a spa caliber bath, complete

    Demetrios Dassouras Coldwell Banker Realty

    11 Guyer Rd, Westport, CT 06880
  • 319 Bayberry Ln, Westport, CT 06880

    $7,750,000

    Sold Jun 11, 2026

    319 Bayberry Ln, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 9,238 Sq Ft
    • Built 2020

    Last Sold Summary

    • $839/SF
    • 14 Days On Market

    Current Estimated Value $7,378,558

    Last Listing Agent Doug Bross Coldwell Banker Realty

    319 Bayberry Ln, Westport, CT 06880
    • 19 Woody Ln, Westport, CT 06880

      Est $3,753,653

      Not Listed For Sale

      19 Woody Ln, Westport, CT 06880

      • 6 Beds
      • 9 Baths
      • 8,928 Sq Ft
      • Built 1997
      19 Woody Ln, Westport, CT 06880

      Last Sold Summary

      • 36 Days On Market

  • /40

    $3,395,000

    Pending
    • 5 Beds
    • 6 Baths
    • 8,192 Sq Ft

    91 Turkey Hill Rd S, Westport, CT 06880

    Beautifully sited in prestigious Greens Farms this timeless 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from train, town & beaches. A gracious front porch & exquisite landscaping create an immediate sense of presence; classic, composed & quietly impressive. Inside, a soaring entry filled w/natural light introduces interiors defined by

    Kate Cacciatore William Raveis Real Estate

    91 Turkey Hill Rd S, Westport, CT 06880
  • /40

    $21,000 Per Month

    • 4 Beds
    • 7 Baths
    • 6,821 Sq Ft
    • House for Rent

    62 Weston Rd, Westport, CT 06880

    NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive

    Cindy Saul Coldwell Banker Realty

    62 Weston Rd, Westport, CT 06880
  • 39 Compo Pkwy, Westport, CT 06880

    $11,000,000

    Sold Mar 02, 2026

    39 Compo Pkwy, Westport, CT 06880

    • 6 Beds
    • 9 Baths
    • 11,150 Sq Ft
    • Built 2017

    Last Sold Summary

    • 15% Below List Price
    • $987/SF
    • 33 Days On Market

    Current Estimated Value $7,288,089

    Last Listing Agent Michelle Genovesi William Raveis Real Estate

    39 Compo Pkwy, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 18

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