Westport, CT Homes

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  /40

  $999,000 Pending

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

  503 Bradley Ln Unit 503, Westport, CT 06880

  Welcome to Bradley Commons - a private, gated enclave in the heart of Westport's coveted Saugatuck neighborhood. Originally presented as the model home for the community, this distinguished end-unit residence showcases elevated finishes, thoughtful architectural detail, and a premier setting within the complex. Just a five-minute walk to the Metro-North station, the home offers effortless access

  

  Adriana Morrell

  Higgins Group Real Estate

  (475) 265-5023

  503 Bradley Ln Unit 503, Westport, CT 06880
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  /14

  $12,000 per month

  • 5 Beds
  • 5 Baths
  • 4,743 Sq Ft
  • House for Rent

  38 Sturges Commons, Westport, CT 06880

  Spacious, furnished 5 Bedroom 3 full/ 2 half bath colonial located on a tranquil lot on a highly desirable Long Lots cul-de-sac. Generously sized rooms including gourmet kitchen and light filled sunroom with great flow provide the perfect place to spread out for work, learning, entertaining, relaxation, and play. The finished walk out lower level is complete with a walk in wine cellar, and

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-1648

  38 Sturges Commons, Westport, CT 06880
• 

  $3,500,000 Sold Sep 22, 2025

  6 Florian Ct, Westport, CT 06880

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $439/SF
  • 88 Days On Market

  Current Estimated Value $3,612,894

  Last Listing Agent Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
• 

  Est $1,214,625 Not Listed For Sale

  25 Hale St, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 1997

  25 Hale St, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $697/SF
  • 13 Days On Market

  • Last Sold Price $1,150,000
  • May 02, 2025

  Last Listing Agent Christy Syrrist Higgins Group Bedford Square
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  /40

  $3,650,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  24 Spriteview Ave, Westport, CT 06880

  FEMA-COMPLIANT and masterfully built in 2018, this extraordinary coastal residence at 24 Spriteview Avenue on Saugatuck Island offers an unrivaled waterfront lifestyle in one of Westport's most coveted enclaves. 4 bedrooms include 2 sumptuous primary en-suites and 3.5 impeccably appointed baths. All rooms are drenched in natural light and showcase captivating water views, creating a seamless

  

  Jackie Davis

  William Raveis Real Estate

  (475) 260-8165

  24 Spriteview Ave, Westport, CT 06880
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  /33

  $12,500 per month

  • 5 Beds
  • 3.5 Baths
  • 6,310 Sq Ft
  • House for Rent

  71 High Point Rd, Westport, CT 06880

  Light-filled ranch style contemporary nestled at the end of one of Westport's most sought-after cul-de-sacs, close to schools, beaches and shopping. The main floor boasts open, airy rooms with niche spaces, all thoughtfully designed on one level. The kitchen has been tastefully renovated, complete with ample cabinetry, granite counters, a center island, and stainless steel appliances. The kitchen

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 290-6137

  71 High Point Rd, Westport, CT 06880
• 

  $5,575,000 Sold Aug 26, 2025

  29 Sturges Commons, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 8,817 Sq Ft
  • Built 2012

  Last Sold Summary

  • 6% Below List Price
  • $632/SF
  • 110 Days On Market

  Current Estimated Value $5,963,339

  Last Listing Agent Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
• 

  Est $2,384,250 Not Listed For Sale

  443 Riverside Ave, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,943 Sq Ft
  • Built 1860

  443 Riverside Ave, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $782/SF
  • 137 Days On Market

  • Last Sold Price $2,300,000
  • Apr 25, 2025

  Last Listing Agent Lisa Jones Higgins Group Bedford Square
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  /36

  $2,495,000

  • 6 Beds
  • 5.5 Baths
  • 3,700 Sq Ft

  40 Richmondville Ave, Westport, CT 06880

  Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 244-9410

  40 Richmondville Ave, Westport, CT 06880
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  /36

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • House for Rent

  167 North Ave Unit Cottage, Westport, CT 06880

  Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation.

  

  Brittany Strouse

  Coldwell Banker Realty

  (203) 759-8916

  167 North Ave Unit Cottage, Westport, CT 06880
• 

  $3,200,000 Sold Aug 29, 2025

  2 Grouse Path, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 7,686 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $416/SF
  • 62 Days On Market

  Current Estimated Value $3,353,600

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC

  2 Grouse Path, Westport, CT 06880
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  Est $1,846,631 Not Listed For Sale

  18 Clinton Ave, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,991 Sq Ft
  • Built 1950

  18 Clinton Ave, Westport, CT 06880

  Last Sold Summary

  • $932/SF
  • 10 Days On Market

  • Last Sold Price $1,855,000
  • May 01, 2025

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  $3,550,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,602 Sq Ft

  10 Winding Ln, Westport, CT 06880

  Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 255-2758

  10 Winding Ln, Westport, CT 06880
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  /25

  $44,900 per month

  • 6 Beds
  • 5.5 Baths
  • 4,818 Sq Ft
  • House for Rent

  Unlisted Address

  Indulge in Westport Elegance: Fully Furnished Luxury Retreat with Private Pool Oasis Step into effortless sophistication with this breathtaking, fully furnished luxury home in coveted Westport-where high-end designer furniture, premium appliances, and seamless move-in readiness create an instant escape from the ordinary. Every level has been thoughtfully curated for indulgence, entertaining, and

  

  Urs Klarer

  Coldwell Banker Realty

  (475) 255-7392

  Unlisted Address
• 

  $568,000 Sold Mar 31, 2026

  26 Crescent Park Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $514/SF
  • 46 Days On Market

  Current Estimated Value $552,633

  Last Listing Agent Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
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  Est $1,576,197 Not Listed For Sale

  4 Brook Ln, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,514 Sq Ft
  • Built 1942

  4 Brook Ln, Westport, CT 06880

  Last Sold Summary

  • 5% Below List Price
  • $660/SF
  • 35 Days On Market

  • Last Sold Price $1,660,000
  • Apr 30, 2025

  Last Listing Agent Nadine Tanen Berkshire Hathaway Home Services
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  /19

  $4,250,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,499 Sq Ft

  6 Janson Dr, Westport, CT 06880

  Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 330-3787

  6 Janson Dr, Westport, CT 06880
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  /35

  $2,750 total monthly price

  The Ezra

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Ezra resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
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  $3,400,000 Sold Feb 03, 2026

  1 Boxwood Ln, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $462/SF
  • 11 Days On Market

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  1 Boxwood Ln, Westport, CT 06880
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  Est $1,859,447 Not Listed For Sale

  43 Colony Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1966

  43 Colony Rd, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $607/SF
  • 5 Days On Market

  • Last Sold Price $1,800,000
  • Apr 30, 2025

  Last Listing Agent Karen Liss-uomoleale Coldwell Banker Realty
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  $4,495,000 Pending

  • 6 Beds
  • 9 Baths
  • 9,324 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 717-5836

  21 Warnock Dr, Westport, CT 06880
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  /23

  $4,750 per month

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • House for Rent

  20 Cross St Unit 5, Westport, CT 06880

  Turnkey two-bedroom, two-bath townhouse in Riverside Walk puts you in the heart of Westport. Walk to Starbucks, Bedford Square dining, Main Street shops, and summer concerts at the Levitt Pavilion. A private elevator brings you from your reserved garage space to bright single-level living with ceilings over nine feet high on both floors and hardwood throughout. The white kitchen offers granite

  Inna Agujen Coldwell Banker Realty

  20 Cross St Unit 5, Westport, CT 06880
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  $1,750,000 Sold Nov 14, 2025

  130 Easton Rd, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 5,489 Sq Ft
  • Built 1958

  Last Sold Summary

  • 22% Below List Price
  • $319/SF
  • 130 Days On Market

  Current Estimated Value $1,827,883

  Last Listing Agent David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
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  Est $3,744,108 Not Listed For Sale

  15 Morningside Ln, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,012 Sq Ft
  • Built 2023

  15 Morningside Ln, Westport, CT 06880

  Last Sold Summary

  • 1% Below List Price
  • $628/SF
  • 7 Days On Market

  • Last Sold Price $3,775,000
  • May 01, 2025

  Last Listing Agent Brett Lieberman The Riverside Realty Group
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  $6,195,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  22 Apple Tree Trail, Westport, CT 06880

  Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak

  Deborah Aulfinger Gold & Home Realty

  22 Apple Tree Trail, Westport, CT 06880
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  /20

  $2,299 - $3,447 total monthly price

  1177 Greens Farms

  Studio - 1 Bed

  1177 Post Rd E, Westport, CT 06880

  Suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available!Modern and airy our residences recreate

  1177 Post Rd E, Westport, CT 06880
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  $1,450,000 Sold Mar 05, 2026

  785 Post Rd E Unit 301, Westport, CT 06880

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

  Last Sold Summary

  • $1,115/SF
  • 90 Days On Market

  Last Listing Agent Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 301, Westport, CT 06880
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  Est $2,541,692 Not Listed For Sale

  20 Church St S, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 4,725 Sq Ft
  • Built 2015

  20 Church St S, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $524/SF
  • 13 Days On Market

  • Last Sold Price $2,475,000
  • May 01, 2025

  Last Listing Agent Jennifer Twombly Compass Connecticut, LLC
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  $4,450,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
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  /19

  $13,500 per month

  • 5 Beds
  • 3.5 Baths
  • 4,029 Sq Ft
  • House for Rent

  10 Fernwood Rd, Westport, CT 06880

  In-Town Living at its Finest! Tucked away at the end of a quiet cul-de-sac, this private 5-bedroom residence offers the perfect blend of space, comfort, and convenience on 1.5+ of beautifully landscaped acres. A sun-filled, custom eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, and abundant natural light. The flexible floor plan is enhanced

  Jennifer Runnette Brown Harris Stevens

  10 Fernwood Rd, Westport, CT 06880
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  $1,595,000 Sold Jun 23, 2025

  41 Richmondville Ave Unit 211, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2024

  Last Sold Summary

  • 15% Below List Price
  • $1,181/SF
  • 138 Days On Market

  Last Listing Agent Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 211, Westport, CT 06880
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  Est $2,306,433 Not Listed For Sale

  2 Country Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,839 Sq Ft
  • Built 1955

  2 Country Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $573/SF
  • 14 Days On Market

  • Last Sold Price $2,200,000
  • May 01, 2025

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  $2,899,900

  • 6 Beds
  • 7 Baths
  • 9,454 Sq Ft

  25 Hermit Ln, Westport, CT 06880

  NEW PRICE!! Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with

  Jolanta Rojek eXp Realty

  25 Hermit Ln, Westport, CT 06880
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  /36

  $2,985 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  16 Crooked Mile Rd Unit 2, Westport, CT 06880

  16 Crooked Mile Rd Unit 2, Westport, CT 06880
• 

  $1,905,000 Sold Jul 01, 2025

  15 Lone Pine Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Above List Price
  • $842/SF
  • 11 Days On Market

  Current Estimated Value $1,960,411

  Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

  15 Lone Pine Ln, Westport, CT 06880
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  Est $4,023,212 Not Listed For Sale

  11 Woodhill Rd, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 6,342 Sq Ft
  • Built 1999

  11 Woodhill Rd, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $615/SF
  • 13 Days On Market

  • Last Sold Price $3,900,000
  • Apr 30, 2025

  Last Listing Agent Gary Shelton Higgins Group Bedford Square
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  $3,899,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880
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  /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
• 

  $3,470,000 Sold Dec 02, 2025

  3 Bolton Ln, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 7,899 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Below List Price
  • $439/SF
  • 35 Days On Market

  Current Estimated Value $3,535,932

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  3 Bolton Ln, Westport, CT 06880
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  Est $1,808,662 Not Listed For Sale

  29 Woods Grove Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,279 Sq Ft
  • Built 1952

  29 Woods Grove Rd, Westport, CT 06880

  Last Sold Summary

  • 2% Above List Price
  • $779/SF
  • 40 Days On Market

  • Last Sold Price $1,775,000
  • Apr 28, 2025

  Last Listing Agent Doug Bross Coldwell Banker Realty

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