11,199

Westport, CT Homes

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  • 310 Main St, Westport, CT 06880
    310 Main St, Westport, CT 06880
    310 Main St, Westport, CT 06880
    /32

    $1,329,000

    • 3 Beds
    • 2.5 Baths
    • 2,029 Sq Ft

    310 Main St, Westport, CT 06880

    Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows

    Barbara Bross Coldwell Banker Realty

    310 Main St, Westport, CT 06880
  • 150 Hillspoint Rd, Westport, CT 06880

    $3,500,000

    Sold May 11, 2026

    150 Hillspoint Rd, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,759 Sq Ft
    • Built 1953

    Last Sold Summary

    • 9% Above List Price
    • $931/SF
    • 6 Days On Market

    Current Estimated Value $3,403,360

    Last Listing Agent Meredith Kamo Compass Connecticut, LLC

    150 Hillspoint Rd, Westport, CT 06880
    • 3 Butternut Ln, Westport, CT 06880

      Est $1,961,489

      Not Listed For Sale

      3 Butternut Ln, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,575 Sq Ft
      • Built 1964
      3 Butternut Ln, Westport, CT 06880

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Linda Dunsmore Coldwell Banker Realty

  • 41 Richmondville Ave Unit 105, Westport, CT 06880
    41 Richmondville Ave Unit 105, Westport, CT 06880
    41 Richmondville Ave Unit 105, Westport, CT 06880
    /26

    $1,495,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    41 Richmondville Ave Unit 105, 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 105, Westport, CT 06880
  • 44 Sniffen Rd, Westport, CT 06880

    $1,450,000

    Sold Jun 17, 2026

    44 Sniffen Rd, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Above List Price
    • $646/SF
    • 17 Days On Market

    Current Estimated Value $1,431,867

    Last Listing Agent Mira Auxier The Riverside Realty Group

    44 Sniffen Rd, Westport, CT 06880
    • 219 Wilton Rd, Westport, CT 06880

      Est $1,223,651

      Not Listed For Sale

      219 Wilton Rd, Westport, CT 06880

      • 3 Beds
      • 2 Baths
      • 1,908 Sq Ft
      • Built 1973
      219 Wilton Rd, Westport, CT 06880

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Sandra Kinseley William Raveis Real Estate

  • 279 Saugatuck Ave, Westport, CT 06880
    279 Saugatuck Ave, Westport, CT 06880
    279 Saugatuck Ave, Westport, CT 06880
    /43

    $14,900,000

    • 5 Beds
    • 8 Baths
    • 9,546 Sq Ft

    279 Saugatuck Ave, Westport, CT 06880

    Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

    Joseph Barbieri Sotheby's International Realty

    279 Saugatuck Ave, Westport, CT 06880
  • 202 Bradley Ln Unit 202, Westport, CT 06880

    $880,000

    Sold Jan 23, 2026

    202 Bradley Ln Unit 202, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Above List Price
    • $501/SF
    • 16 Days On Market

    Current Estimated Value $952,931

    Last Listing Agent Audrey Demetres Coldwell Banker Realty

    202 Bradley Ln Unit 202, Westport, CT 06880
    • 337 Greens Farms Rd, Westport, CT 06880

      Est $1,840,447

      Not Listed For Sale

      337 Greens Farms Rd, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,773 Sq Ft
      • Built 1964
      337 Greens Farms Rd, Westport, CT 06880

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Patricia Shea Coldwell Banker Realty

  • 5 Farnham Ct, Westport, CT 06880
    5 Farnham Ct, Westport, CT 06880
    5 Farnham Ct, Westport, CT 06880
    /40

    $2,099,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 3,988 Sq Ft

    5 Farnham Ct, Westport, CT 06880

    Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westport's most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is filled with architectural detail and storybook charm at every turn. Graceful arched doorways, a curved staircase, detailed

    Dee Cohen Compass Connecticut, LLC

    5 Farnham Ct, Westport, CT 06880
  • 13 Rockyfield Rd, Westport, CT 06880

    $3,925,000

    Sold Jul 08, 2026

    13 Rockyfield Rd, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 7,409 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $530/SF
    • 19 Days On Market

    Current Estimated Value $3,900,420

    Last Listing Agent Danna Rogers Higgins Group Bedford Square

    13 Rockyfield Rd, Westport, CT 06880
    • 19 Old Hill Farms Rd, Westport, CT 06880
      19 Old Hill Farms Rd, Westport, CT 06880
      19 Old Hill Farms Rd, Westport, CT 06880
      /7

      Est $6,611,161

      Not Listed For Sale

      19 Old Hill Farms Rd, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 7,595 Sq Ft
      • Built 2012
      19 Old Hill Farms Rd, Westport, CT 06880

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

  • 11 Hitchcock Rd, Westport, CT 06880
    11 Hitchcock Rd, Westport, CT 06880
    11 Hitchcock Rd, Westport, CT 06880
    /27

    $1,495,000

    • 1 Bed
    • 1 Bath
    • 1,551 Sq Ft

    11 Hitchcock Rd, Westport, CT 06880

    An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers convenient access to shopping, dining, parks, tennis courts, beaches, the train, and Westport's award-winning schools. It provides an outstanding foundation for creating a one-of-a-kind estate. At the heart of this property stands

    Kelley Long Thrush Berkshire Hathaway NE Prop.

    11 Hitchcock Rd, Westport, CT 06880
  • 20 Old Hill Rd, Westport, CT 06880

    $2,795,000

    Sold Dec 23, 2025

    20 Old Hill Rd, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 5,916 Sq Ft
    • Built 1945

    Last Sold Summary

    • 8% Below List Price
    • $472/SF
    • 109 Days On Market

    Current Estimated Value $3,010,017

    Last Listing Agent Michelle Genovesi William Raveis Real Estate

    20 Old Hill Rd, Westport, CT 06880
    • 5 Thomas Rd, Westport, CT 06880

      Est $2,291,778

      Not Listed For Sale

      5 Thomas Rd, Westport, CT 06880

      • 3 Beds
      • 4 Baths
      • 2,620 Sq Ft
      • Built 1934
      5 Thomas Rd, Westport, CT 06880

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Mersene Norbom William Pitt Sotheby's Int'l

  • 5 W Branch Rd, Westport, CT 06880
    5 W Branch Rd, Westport, CT 06880
    5 W Branch Rd, Westport, CT 06880
    /40

    $5,599,000

    Pending
    • 6 Beds
    • 9 Baths
    • 9,394 Sq Ft

    5 W Branch Rd, Westport, CT 06880

    Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration

    Linda Skolnick Coldwell Banker Realty

    5 W Branch Rd, Westport, CT 06880
  • 32 Berndale Dr, Westport, CT 06880

    $2,450,000

    Sold Jul 17, 2026

    32 Berndale Dr, Westport, CT 06880

    • 5 Beds
    • 4 Baths
    • 3,328 Sq Ft
    • Built 1963

    Last Sold Summary

    • 17% Above List Price
    • $736/SF
    • 10 Days On Market

    Current Estimated Value $2,117,138

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    32 Berndale Dr, Westport, CT 06880
    • 25 Crescent Rd, Westport, CT 06880

      Est $1,026,227

      Not Listed For Sale

      25 Crescent Rd, Westport, CT 06880

      • 3 Beds
      • 1 Bath
      • 1,472 Sq Ft
      • Built 1954
      25 Crescent Rd, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Tara Chlupsa Coldwell Banker Realty

  • 22 Evergreen Ave, Westport, CT 06880
    22 Evergreen Ave, Westport, CT 06880
    22 Evergreen Ave, Westport, CT 06880
    /40

    $4,850,000

    • 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
  • 6 Loren Ln, Westport, CT 06880

    $1,550,000

    Sold Jul 30, 2026

    6 Loren Ln, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 2,012 Sq Ft
    • Built 1983

    Last Sold Summary

    • 30% Above List Price
    • $770/SF
    • 9 Days On Market

    Current Estimated Value $1,380,619

    Last Listing Agent Dorothee Ancel Brown Harris Stevens

    6 Loren Ln, Westport, CT 06880
    • 25 Colony Rd, Westport, CT 06880

      Est $2,112,341

      Not Listed For Sale

      25 Colony Rd, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,548 Sq Ft
      • Built 1966
      25 Colony Rd, Westport, CT 06880

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Marilyn Heffers Coldwell Banker Realty

  • 18 River Ln, Westport, CT 06880
    18 River Ln, Westport, CT 06880
    18 River Ln, Westport, CT 06880
    /39

    $2,100,000

    Pending
    • 5 Beds
    • 5.5 Baths
    • 4,135 Sq Ft

    18 River Ln, Westport, CT 06880

    Update: Offers are due at 6pm on Monday June 15th. Set along one of Westport's most coveted stretches of the Saugatuck River, 18 River Lane is a timeless 1939 English Manor offering a rare blend of architectural character, waterfront serenity, and exceptional potential. Privately sited on 1.38 picturesque acres with sweeping river views and mature landscaping, this six-bedroom residence embodies

    Kim Harizman Compass Connecticut, LLC

    18 River Ln, Westport, CT 06880
  • 9 Spriteview Ave, Westport, CT 06880

    $1,675,000

    Sold May 01, 2026

    9 Spriteview Ave, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Below List Price
    • $906/SF
    • 46 Days On Market

    Current Estimated Value $1,684,655

    Last Listing Agent Joan Wright Compass Connecticut, LLC

    9 Spriteview Ave, Westport, CT 06880
    • 6 River Oaks Rd, Westport, CT 06880

      Est $2,015,671

      Not Listed For Sale

      6 River Oaks Rd, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,364 Sq Ft
      • Built 1953
      6 River Oaks Rd, Westport, CT 06880

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Barbara Bross Coldwell Banker Realty

  • 7 Lincoln St, Westport, CT 06880
    7 Lincoln St, Westport, CT 06880
    7 Lincoln St, Westport, CT 06880
    /34

    $925,000

    $24K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,166 Sq Ft

    7 Lincoln St, Westport, CT 06880

    Back on market-no fault of the house!! Wonderful opportunity to make this home your own. The property offers the potential to be converted back into a single-family residence and is ideally located just moments from vibrant Main Street, Saugatuck Village, the train station, and local schools. Truly a gem - location, price, so convenient for easy living. Two washers Two dryers Three dishwashers

    Georgia Wasserman Coldwell Banker Realty

    7 Lincoln St, Westport, CT 06880
  • 190 Hillspoint Rd, Westport, CT 06880

    $5,025,000

    Sold Oct 02, 2025

    190 Hillspoint Rd, Westport, CT 06880

    • 4 Beds
    • 5 Baths
    • 4,333 Sq Ft
    • Built 2008

    Last Sold Summary

    • 8% Below List Price
    • $1,160/SF
    • 86 Days On Market

    Current Estimated Value $5,379,223

    Last Listing Agent Cynthia Brestovan William Raveis Real Estate

    190 Hillspoint Rd, Westport, CT 06880
    • 4 Willowbrook Dr, Westport, CT 06880

      Est $920,126

      Not Listed For Sale

      4 Willowbrook Dr, Westport, CT 06880

      • 2 Beds
      • 2 Baths
      • 1,376 Sq Ft
      • Built 1962
      4 Willowbrook Dr, Westport, CT 06880

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Daniel Martin Higgins Group Real Estate

  • 2 Ledgemoor Ln, Westport, CT 06880
    2 Ledgemoor Ln, Westport, CT 06880
    2 Ledgemoor Ln, Westport, CT 06880
    /38

    $2,399,000

    Pending
    • 5 Beds
    • 6 Baths
    • 5,739 Sq Ft

    2 Ledgemoor Ln, Westport, CT 06880

    Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance

    Alex Chingas Coldwell Banker Realty

    2 Ledgemoor Ln, Westport, CT 06880
  • 12 Old Hill Farms Rd, Westport, CT 06880

    $3,750,000

    Sold Oct 10, 2025

    12 Old Hill Farms Rd, Westport, CT 06880

    • 5 Beds
    • 7 Baths
    • 6,406 Sq Ft
    • Built 1952

    Last Sold Summary

    • $585/SF
    • 14 Days On Market

    Current Estimated Value $3,966,687

    Last Listing Agent Emily Gordon Coldwell Banker Realty

    12 Old Hill Farms Rd, Westport, CT 06880
    • 38 Hillspoint Rd, Westport, CT 06880

      Est $1,549,537

      Not Listed For Sale

      38 Hillspoint Rd, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 2,112 Sq Ft
      • Built 1983
      38 Hillspoint Rd, Westport, CT 06880

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Todd Debek Debek Real Estate Services LLC

  • 321 Lansdowne, Westport, CT 06880
    321 Lansdowne, Westport, CT 06880
    321 Lansdowne, Westport, CT 06880
    /31

    $1,399,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,450 Sq Ft

    321 Lansdowne, Westport, CT 06880

    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 &

    LJ Wilks William Pitt Sotheby's Int'l

    321 Lansdowne, Westport, CT 06880
  • 23 Bridge St, Westport, CT 06880

    $896,000

    Sold Jan 14, 2026

    23 Bridge St, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 3,054 Sq Ft
    • Built 1900

    Last Sold Summary

    • $293/SF
    • 26 Days On Market

    Current Estimated Value $1,144,798

    Last Listing Agent Karen Curtis William Pitt Sotheby's Int'l

    23 Bridge St, Westport, CT 06880
    • 4 Country Rd, Westport, CT 06880

      Est $2,366,125

      Not Listed For Sale

      4 Country Rd, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 3,912 Sq Ft
      • Built 1972
      4 Country Rd, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Heather Zito Carbutti & Co., Realtors

  • 2 Half Mile Common, Westport, CT 06880
    2 Half Mile Common, Westport, CT 06880
    2 Half Mile Common, Westport, CT 06880
    /32

    $3,100,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 5,039 Sq Ft

    2 Half Mile Common, Westport, CT 06880

    Meticulously maintained and move-in ready, 2 Half Mile Common offers comforts, flexibility, and convenience. With 4 generously sized bedroom this light-filled home features a finished lower level with a full bath, gym, and recreation space, plus a separate playroom over the garage that's ideal as a second home office, studio, or playroom. Enjoy a fenced backyard with beautifully landscaped

    Meredith Cohen Serhant Connecticut, LLC

    2 Half Mile Common, Westport, CT 06880
  • 3 Ln, Westport, CT 06880

    $2,875,000

    Sold Jan 09, 2026

    3 Ln, Westport, CT 06880

    • 6 Beds
    • 6.5 Baths
    • 6,351 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $453/SF
    • 50 Days On Market

    Last Listing Agent Maryann Levanti Higgins Group Bedford Square

    3 Ln, Westport, CT 06880
    • 146 North Ave, Westport, CT 06880

      Est $4,156,613

      Not Listed For Sale

      146 North Ave, Westport, CT 06880

      • 6 Beds
      • 6.5 Baths
      • 7,400 Sq Ft
      • Built 2023
      146 North Ave, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Brett Lieberman The Riverside Realty Group

  • 22 Cavalry Rd, Westport, CT 06880
    22 Cavalry Rd, Westport, CT 06880
    22 Cavalry Rd, Westport, CT 06880
    /22

    $5,900,000

    • 7 Beds
    • 7.5 Baths
    • 9,800 Sq Ft

    22 Cavalry Rd, Westport, CT 06880

    Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends

    Cyd Hamer William Pitt Sotheby's Int'l

    22 Cavalry Rd, Westport, CT 06880
  • 61 Hills Ln Unit 61, Westport, CT 06880

    $605,000

    Sold Oct 27, 2025

    61 Hills Ln Unit 61, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1973

    Last Sold Summary

    • $450/SF
    • 21 Days On Market

    Current Estimated Value $649,026

    Last Listing Agent Arlene Bubbico Coldwell Banker Realty

    61 Hills Ln Unit 61, Westport, CT 06880
    • 31 Soundview Dr, Westport, CT 06880

      Est $4,953,955

      Not Listed For Sale

      31 Soundview Dr, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 2,821 Sq Ft
      • Built 1946
      31 Soundview Dr, Westport, CT 06880

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent steven girden Compass Connecticut, LLC

  • 159 Newtown Turnpike, Weston, CT 06883
    159 Newtown Turnpike, Weston, CT 06883
    159 Newtown Turnpike, Weston, CT 06883
    /40

    $2,195,000

    • 5 Beds
    • 5.5 Baths
    • 5,131 Sq Ft

    159 Newtown Turnpike, Weston, CT 06883

    This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

    Peter Depalo William Raveis Real Estate

    159 Newtown Turnpike, Weston, CT 06883

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