11,191

Westport, CT Homes

Section Image
  • /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
  • /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
  • 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
    • 21 Sturges Commons, Westport, CT 06880

      Est $3,087,847

      Not Listed For Sale

      21 Sturges Commons, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 1949
      21 Sturges Commons, Westport, CT 06880

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Patricia Shea Coldwell Banker Realty

  • /27

    $3,685,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    3 Laurel Ln, Westport, CT 06880

    Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

    Julie Vanderblue Higgins Group Real Estate

    3 Laurel Ln, Westport, CT 06880
  • /35

    $5,250 Per Month

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft
    • House for Rent

    2 Scofield Place, Westport, CT 06880

    Welcome to 2 Scofield Place, a charming waterfront beach cottage in Westport's coveted Saugatuck Shores community. Offered furnished or unfurnished, this exceptional rental is available as a summer rental through Memorial Day for $6,500/month or annually for $5,250/month. Nestled along picturesque Harbor Road, this 2-3 Bedroom, 1 Bath home is filled with classic New England charm and showcases

    Brian Appel Higgins Group Real Estate

    2 Scofield Place, Westport, CT 06880
  • 4 Wild Rose Rd, Westport, CT 06880

    $3,300,000

    Sold Jul 21, 2026

    4 Wild Rose Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,460 Sq Ft
    • Built 1880

    Last Sold Summary

    • $740/SF
    • 0 Days On Market

    Current Estimated Value $1,257,450

    Last Listing Agent Elayne Landau Compo Point Properties

    4 Wild Rose Rd, Westport, CT 06880
    • 226 Lansdowne Unit 226, Westport, CT 06880

      Not Listed For Sale

      226 Lansdowne Unit 226, Westport, CT 06880

      • 3 Beds
      • 2 Baths
      • 1,969 Sq Ft
      • Built 1985
      226 Lansdowne Unit 226, Westport, CT 06880

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Debra Grant Show to Sell Homes, LLC

  • /38

    $1,485,000

    New Construction $25K PRICE INCREASE Under Contract
    • 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
  • /13

    $2,100 Per Month

    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    14 Post Rd E Unit D, Westport, CT 06880

    Enjoy the best of downtown Westport from this bright, spacious studio overlooking the Saugatuck River. The open layout offers flexibility for distinct living, dining, and sleeping areas, complemented by warm wood-style flooring and large windows that bring in abundant natural light and peaceful river views. A generous granite-topped breakfast bar anchors the kitchen, which features ample

    Inna Agujen Coldwell Banker Realty

    14 Post Rd E Unit D, 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 $2,303,494

    Last Listing Agent Lynne Nolan Compass Connecticut, LLC

    117 Weston Rd, Westport, CT 06880
    • 127 Lansdowne Unit 127, Westport, CT 06880

      Not Listed For Sale

      127 Lansdowne Unit 127, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1985
      127 Lansdowne Unit 127, Westport, CT 06880

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Joan Wright Compass Connecticut, LLC

  • /22

    $4,995,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,550 Sq Ft

    1 Coastal Ct, Westport, CT 06880

    Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

    Julie Vanderblue Higgins Group Real Estate

    1 Coastal Ct, Westport, CT 06880
  • /28

    $80,000 Per Month

    • 5 Beds
    • 6.5 Baths
    • 5,372 Sq Ft
    • House for Rent

    30 Edgewater Hillside, Westport, CT 06880

    It is the luxury rental you have been waiting for... Perfectly positioned at the edge of Mill Pond, this exceptional home offers breathtaking views and fabulous sunrises from every room. Whether you are looking for a summer vacation or considering making Westport your home, this is a rare opportunity to experience the very best of coastal living. Featuring a first floor bedroom and 4 additional

    Meredith Cohen Serhant Connecticut, LLC

    30 Edgewater Hillside, 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 $1,429,506

    Last Listing Agent Inna Agujen Coldwell Banker Realty

    259 Wilton Rd, Westport, CT 06880
    • 8 Lehn Farm Rd, Westport, CT 06880

      Est $1,887,270

      Not Listed For Sale

      8 Lehn Farm Rd, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 2,898 Sq Ft
      • Built 1974
      8 Lehn Farm Rd, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Robert Grodman The Riverside Realty Group

  • /14

    $6,650,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 11,000 Sq Ft

    4 Lantern Hill Rd, Westport, CT 06880

    An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and

    Ian Defronze Serhant Connecticut, LLC

    4 Lantern Hill Rd, Westport, CT 06880
  • /40

    $16,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • House for Rent

    87 Myrtle Ave, Westport, CT 06880

    Just when you thought all the good summer rentals were gone! Charming New England Colonial literally steps to everything downtown Westport has to offer yet offering your own private oasis. This is truly in-town living at it's best with Westport beaches just a short drive away. Enjoy walking to town for your morning coffee or smoothie. Lunch in the shade on the porch of one of the historic

    Jordan Dolger Higgins Group Real Estate

    87 Myrtle 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 $1,466,703

    Last Listing Agent Laurie Morris Compass Connecticut, LLC

    15 Wright St, Westport, CT 06880
    • 4 Winker Ln, Westport, CT 06880

      Est $3,768,381

      Not Listed For Sale

      4 Winker Ln, Westport, CT 06880

      • 7 Beds
      • 10 Baths
      • 8,689 Sq Ft
      • Built 2008
      4 Winker Ln, Westport, CT 06880

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

  • /37

    $899,000

    • 2 Beds
    • 1.5 Baths
    • 1,047 Sq Ft

    3 Madeline Ave, Westport, CT 06880

    The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry,

    Karen Liss-uomoleale Coldwell Banker Realty

    3 Madeline Ave, Westport, CT 06880
  • /28

    $9,500 Per Month

    • 5 Beds
    • 3 Baths
    • 3,016 Sq Ft
    • House for Rent

    21 Half Mile Common, Westport, CT 06880

    Renovated 5-bedrooms, 3 bathrooms home in a great Westport location! Updated : kitchens, bathrooms, Harwood flooring, New AC, New navien boiler. Stainless steel appliances, 2 car garage, new laundry machines. The 1.55 acre property has room to walk and bike on a flat, 1/2 mile cul de sac. You won't find a better home and property that has great living spaces and sunshine peaking through ever

    Eli Carneiro William Raveis Real Estate

    21 Half Mile Common, Westport, CT 06880
  • 114 Cross Hwy, Westport, CT 06880

    $2,550,000

    Sold Aug 06, 2026

    114 Cross Hwy, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,179 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $610/SF
    • 36 Days On Market

    Current Estimated Value $2,635,106

    Last Listing Agent Robert Appell Coldwell Banker Realty

    114 Cross Hwy, Westport, CT 06880
    • 7 Dexter Rd, Westport, CT 06880

      Est $2,071,669

      Not Listed For Sale

      7 Dexter Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 3,297 Sq Ft
      • Built 2008
      7 Dexter Rd, Westport, CT 06880

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  • /25

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    119 Kings Hwy N, Westport, CT 06880

    Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-owners. This can be a perfect ADU opportunity as part of a new house to be built. Have an office on one level and an

    Helen Cusa Brown Harris Stevens

    119 Kings Hwy N, Westport, CT 06880
  • /16

    $12,500 Per Month

    • 5 Beds
    • 5.5 Baths
    • 3,888 Sq Ft
    • House for Rent

    20 Grassy Plains Rd, Westport, CT 06880

    Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator connects multiple levels, providing ease and accessibility throughout the home, along

    Judy Michaelis Coldwell Banker Realty

    20 Grassy Plains Rd, 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 $2,693,891

    Last Listing Agent Mar Jennings Higgins Group Bedford Square

    26 Hitchcock Rd, Westport, CT 06880
    • 20 Bauer Place, Westport, CT 06880

      Est $2,737,256

      Not Listed For Sale

      20 Bauer Place, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 4,941 Sq Ft
      • Built 2018
      20 Bauer Place, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

  • /25

    $2,350,000

    Pending
    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft

    18 Silver Brook Rd, Westport, CT 06880

    Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect blend of timeless charm, generous living spaces, and exceptional indoor-outdoor living. The spacious eat-in kitchen

    Kim Harizman Compass Connecticut, LLC

    18 Silver Brook Rd, Westport, CT 06880
  • /30

    $17,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,990 Sq Ft
    • House for Rent

    16 Island Way, Westport, CT 06880

    Imagine starting your day with a walk to a private beach, an afternoon on the water, and dinner just minutes away in vibrant Saugatuck. This beautifully furnished home offers the lifestyle that makes Westport one of Connecticut's most coveted coastal communities. Walk or bike to three private association beaches with Adirondack chairs, picnic areas, kayak racks, and grills, then enjoy the nearby

    Michelle Genovesi William Raveis Real Estate

    16 Island Way, 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 $2,369,806

    Last Listing Agent Hyleri Katzenberg Compass Connecticut, LLC

    30 Cavalry Rd, Westport, CT 06880
    • 106 Newtown Turnpike, Weston, CT 06883

      Est $1,552,494

      Not Listed For Sale

      106 Newtown Turnpike, Weston, CT 06883

      • 4 Beds
      • 4 Baths
      • 4,602 Sq Ft
      • Built 1978
      106 Newtown Turnpike, Weston, CT 06883

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Jesse Shafer Compass Connecticut, LLC

  • /10

    $9,200,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 8,623 Sq Ft

    38 Prospect Rd, Westport, CT 06880

    A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural light, seamlessly connecting the home to the private grounds and heated pool. Every space is composed with architectural

    Jaclyn Picarillo Higgins Group Bedford Square

    38 Prospect Rd, Westport, CT 06880
  • /26

    $10,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,961 Sq Ft
    • House for Rent

    7 Old Mill Rd, Westport, CT 06880

    Stunning Waterfront Retreat with Four Decks, Private Yard & Breathtaking Views! Escape to this beautifully appointed 2-bedroom, 2-bath furnished rental set directly on picturesque Old Mill Pond in the highly sought-after Compo Beach neighborhood. Designed for relaxation and coastal living, this light-filled home offers spectacular water views from every room and the perfect blend of comfort,

    Mary Ellen Gallagher Compass Connecticut, LLC

    7 Old Mill Rd, Westport, CT 06880
  • 123 Cross Hwy, Westport, CT 06880

    $3,500,000

    Sold Jul 15, 2026

    123 Cross Hwy, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 7,048 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Above List Price
    • $497/SF
    • 10 Days On Market

    Current Estimated Value $3,179,942

    Last Listing Agent Patricia Shea Coldwell Banker Realty

    123 Cross Hwy, Westport, CT 06880
    • 100 Newtown Turnpike, Weston, CT 06883

      Est $2,381,154

      Not Listed For Sale

      100 Newtown Turnpike, Weston, CT 06883

      • 4 Beds
      • 5.5 Baths
      • 6,071 Sq Ft
      • Built 1982
      100 Newtown Turnpike, Weston, CT 06883

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Curt Clemens Jr. Century 21 Clemens Group

  • /40

    $6,500,000

    Pending
    • 6 Beds
    • 10 Baths
    • 9,349 Sq Ft

    124 Hillandale Rd, Westport, CT 06880

    An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly

    Meredith Cohen Serhant Connecticut, LLC

    124 Hillandale Rd, Westport, CT 06880
  • /40

    $7,900 Per Month

    • 5 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • House for Rent

    28 Silent Grove, Westport, CT 06880

    Light-Filled Westport Rental on a Private One-Acre Cul-de-Sac. Experience the best of Westport living in this beautifully updated, warm and welcoming 3 to 5 bedroom rental home, ideally situated on a picturesque one-acre property at the end of a highly desirable cul-de-sac, just moments from Wakeman Town Farm and all that Westport has to offer. Filled with natural light, the open-concept floor

    Karen Liss-uomoleale Coldwell Banker Realty

    28 Silent Grove, 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 $2,737,660

    Last Listing Agent Susan Lieberman The Riverside Realty Group

    11 Old Hill Rd, Westport, CT 06880
    • 166 Newtown Turnpike, Weston, CT 06883

      Est $1,723,818

      Not Listed For Sale

      166 Newtown Turnpike, Weston, CT 06883

      • 5 Beds
      • 4.5 Baths
      • 4,938 Sq Ft
      • Built 1935
      166 Newtown Turnpike, Weston, CT 06883

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

Showing Results 81 - 120, Page 3 of 18

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