Westport, CT Homes

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  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
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  $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 $2,855,855

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  20 Old Hill Rd, Westport, CT 06880
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  Est $4,510,709 Not Listed For Sale

  39 Danbury Ave, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 4,294 Sq Ft
  • Built 2007

  39 Danbury Ave, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $902/SF
  • 188 Days On Market

  • Last Sold Price $3,875,000
  • Nov 15, 2024

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  $819,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,121 Sq Ft

  1 Dexter Rd, Westport, CT 06880

  The sale of this home is subjected to probate court approval. The property is being sold in as is condition and with all the contents remaining. This Cape Code style home sits on a 0.27 acre corner lot and features 6 Rooms, 3 Bedrooms, 1 Bathroom with 1,121 square feet of living space on the main and upper level and 910 square feet in the unfinished basement. You are within a few minutes drive to

  Paul Ferreira RE/MAX Right Choice

  1 Dexter Rd, Westport, CT 06880
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  $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 $1,682,223

  Last Listing Agent Joan Wright Compass Connecticut, LLC

  9 Spriteview Ave, Westport, CT 06880
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  Est $1,884,588 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

  • 16% Above List Price
  • $455/SF
  • 11 Days On Market

  • Last Sold Price $1,625,000
  • Jan 04, 2024

  Last Listing Agent Linda Dunsmore Coldwell Banker Realty
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  $2,150,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,023 Sq Ft

  234 Wilton Rd, Westport, CT 06880

  Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing

  Cindy Raney Coldwell Banker Realty

  234 Wilton Rd, Westport, CT 06880
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  $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 $5,132,939

  Last Listing Agent Cynthia Brestovan William Raveis Real Estate

  190 Hillspoint Rd, Westport, CT 06880
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  Est $3,350,103 Not Listed For Sale

  9 Murvon Ct, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft
  • Built 1930

  9 Murvon Ct, Westport, CT 06880

  Last Sold Summary

  • 56% Above List Price
  • $875/SF
  • 21 Days On Market

  • Last Sold Price $2,150,000
  • Jul 11, 2023

  Last Listing Agent Georgia Rojas Coldwell Banker Realty
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  $872,000 Pending

  • Land
  • 16,552 Sq Ft
  • $2,294,737 per Acre

  489 Main St, Westport, CT 06880

  Build new or re-imagine what exists. Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
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  $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 $3,887,763

  Last Listing Agent Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
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  Est $1,177,633 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

  • 7% Above List Price
  • $575/SF
  • 38 Days On Market

  • Last Sold Price $1,098,000
  • Mar 31, 2025

  Last Listing Agent Sandra Kinseley William Raveis Real Estate
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  /40

  $2,790,000

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

  Doug Bross Coldwell Banker Realty

  56 Charcoal Hill Rd, Westport, CT 06880
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  $1,250,000 Sold Jul 07, 2025

  141 Regents Park, Westport, CT 06880

  • 2 Beds
  • 3.5 Baths
  • 2,282 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Above List Price
  • $548/SF
  • 20 Days On Market

  Current Estimated Value $1,306,860

  Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

  141 Regents Park, Westport, CT 06880
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  Est $1,616,487 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

  • 18% Above List Price
  • $494/SF
  • 34 Days On Market

  • Last Sold Price $1,370,000
  • Apr 01, 2024

  Last Listing Agent Patricia Shea Coldwell Banker Realty
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  $999,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft

  4 Woods Grove Rd, Westport, CT 06880

  HUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDITION. PERFECT FOR BUILDER/DEVELOPER TO BUILD ON .41 PARKLIKE ACRES AT IN-TOWN LOCATION. SALE SUBJECT TO PROBATE.

  Michael Traum RE/MAX Heritage

  4 Woods Grove Rd, Westport, CT 06880
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  $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 $1,064,671

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

  23 Bridge St, Westport, CT 06880
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  Est $2,521,614 Not Listed For Sale

  8 Darbrook Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1960

  8 Darbrook Rd, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $617/SF
  • 12 Days On Market

  • Last Sold Price $2,250,000
  • Jul 07, 2023

  Last Listing Agent Michael Mombello Compass Connecticut, LLC
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  $1,525,000 New Construction

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

  783 Post Rd E Unit 201, 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

  783 Post Rd E Unit 201, Westport, CT 06880
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  $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
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  Est $2,172,732 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

  • 8% Above List Price
  • $769/SF
  • 29 Days On Market

  • Last Sold Price $2,015,000
  • Oct 20, 2023

  Last Listing Agent Mersene Norbom William Pitt
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  /29

  $1,475,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  41 Richmondville Ave Unit 111, 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 111, Westport, CT 06880
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  $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 $623,508

  Last Listing Agent Arlene Bubbico Coldwell Banker Realty

  61 Hills Ln Unit 61, Westport, CT 06880
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  Est $1,160,729 Not Listed For Sale

  6 Pondside Dr, Westport, CT 06880

  • 2 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1981

  6 Pondside Dr, Westport, CT 06880

  Last Sold Summary

  • 18% Above List Price
  • $939/SF
  • 19 Days On Market

  • Last Sold Price $980,000
  • May 31, 2023

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
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  /27

  $995,000 Pending

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  41 Richmondville Ave Unit 101, 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 101, Westport, CT 06880
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  $1,110,000 Sold Jul 01, 2025

  24 Hillspoint Rd, Westport, CT 06880

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $546/SF
  • 49 Days On Market

  Last Listing Agent Daniela Gal Brown Harris Stevens

  24 Hillspoint Rd, Westport, CT 06880
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  Est $985,640 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

  • 43% Above List Price
  • $469/SF
  • 14 Days On Market

  • Last Sold Price $690,000
  • Aug 01, 2023

  Last Listing Agent Tara Chlupsa Coldwell Banker Realty
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  /9

  $699,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 2,240 Sq Ft

  15 Jennie Ln, Westport, CT 06880

  Set on a one-acre lot in a fabulous location, the property offers the perfect opportunity to create your dream home. Ride you bike to the beach or enjoy being just a stone's throw from Longshore Country Club and Park . Bring your imagination -and your builder-and make it your own!

  Laura Parkington William Raveis Real Estate

  15 Jennie Ln, Westport, CT 06880
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  $24,210,000 Sold Nov 21, 2025

  122 Beachside Ave, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 11,450 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $2,114/SF
  • 302 Days On Market

  Current Estimated Value $5,044,000

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  122 Beachside Ave, Westport, CT 06880
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  Est $2,094,498 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

  • 20% Above List Price
  • $493/SF
  • 81 Days On Market

  • Last Sold Price $1,750,000
  • Dec 22, 2023

  Last Listing Agent Marilyn Heffers Coldwell Banker Realty
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  $999,000 Pending

  • Land
  • 13,068 Sq Ft
  • $3,330,000 per Acre

  20 Woods Grove Rd, Westport, CT 06880

  Set on a picturesque 0.30-acre lot, this ranch-style home is full of potential and waiting for your creative vision. While the home is being sold as-is the possibilities are endless. Whether you're an investor, a builder, or a homeowner with a vision, this property offers the perfect canvas to bring your ideas to life. Situated in a sought-after neighborhood with close proximity to downtown,

  Miki Scarfo Compass Connecticut, LLC

  20 Woods Grove Rd, Westport, CT 06880
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  $920,000 Sold Jul 11, 2025

  105 Valley Rd, Westport, CT 06880

  • 4 Beds
  • 2 Baths
  • 2,448 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $376/SF
  • 74 Days On Market

  Current Estimated Value $976,446

  Last Listing Agent Chris Ahlgrim Coldwell Banker Realty

  105 Valley Rd, Westport, CT 06880
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  Est $4,217,536 Not Listed For Sale

  11 Over Rock Ln, Westport, CT 06880

  • 6 Beds
  • 7.5 Baths
  • 11,231 Sq Ft
  • Built 2004

  11 Over Rock Ln, Westport, CT 06880

  Last Sold Summary

  • 16% Below List Price
  • $445/SF
  • 47 Days On Market

  • Last Sold Price $5,000,000
  • Jun 16, 2023

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  $5,474,945 Under Contract

  • 7 Beds
  • 8 Baths
  • 6,660 Sq Ft

  9 Sturges Hwy, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

  Annie Klyver Higgins Group Real Estate

  9 Sturges Hwy, Westport, CT 06880
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  $2,310,000 Sold Apr 23, 2026

  368B Wilton Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 4,166 Sq Ft
  • Built 1977

  Last Sold Summary

  • 16% Above List Price
  • $554/SF
  • 14 Days On Market

  Current Estimated Value $1,995,097

  Last Listing Agent Alex Chingas Coldwell Banker Realty

  368B Wilton Rd, Westport, CT 06880
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  Est $1,941,751 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

  • 8% Above List Price
  • $761/SF
  • 12 Days On Market

  • Last Sold Price $1,800,000
  • Jun 11, 2024

  Last Listing Agent Barbara Bross Coldwell Banker Realty
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  $4,749,000 Pending

  • 5 Beds
  • 8 Baths
  • 7,400 Sq Ft

  10 Tierney Ln, Westport, CT 06880

  This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the

  Laurie Crouse Coldwell Banker Realty

  10 Tierney Ln, Westport, CT 06880
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  $1,592,925 Sold Sep 19, 2025

  4 Berkeley Hill, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,181 Sq Ft
  • Built 1963

  Last Sold Summary

  • 6% Below List Price
  • $501/SF
  • 106 Days On Market

  Current Estimated Value $1,682,385

  Last Listing Agent Dee Cohen Compass Connecticut, LLC

  4 Berkeley Hill, Westport, CT 06880
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  Est $2,032,198 Not Listed For Sale

  1 Stone Dr, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft
  • Built 1965

  1 Stone Dr, Westport, CT 06880

  Last Sold Summary

  • 25% Above List Price
  • $428/SF
  • 39 Days On Market

  • Last Sold Price $1,625,000
  • Jul 12, 2023

  Last Listing Agent Meredith Cohen Serhant Connecticut, LLC
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  $1,990,000

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  3 Cedar Pond Rd, Westport, CT 06880

  Tucked away at the end of a long private drive, this exceptional property offers rare privacy just minutes from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Road is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a "replica" Colonial, the home reflects the timeless character of early Connecticut architecture & was recognized by the

  Shannon Manning The Riverside Realty Group

  3 Cedar Pond Rd, Westport, CT 06880

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