Westport, CT Homes

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  $2,575,000

  • 6 Beds
  • 4.5 Baths
  • 5,083 Sq Ft

  4 the Fenway, Westport, CT 06880

  Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
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  /23

  $15,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 3,066 Sq Ft
  • House for Rent

  19 Bluewater Hill, Westport, CT 06880

  Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and

  Doug Bross Coldwell Banker Realty

  19 Bluewater Hill, Westport, CT 06880
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  $3,000,000 Sold Sep 12, 2025

  5 Compo Hill Ave, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,554 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $1,175/SF
  • 46 Days On Market

  Current Estimated Value $2,990,445

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  5 Compo Hill Ave, Westport, CT 06880
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  Est $2,935,013 Not Listed For Sale

  8 Sandhopper Trail, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 5,055 Sq Ft
  • Built 2006

  8 Sandhopper Trail, Westport, CT 06880

  Last Sold Summary

  • 25% Above List Price
  • $465/SF
  • 23 Days On Market

  Last Sold Price $2,350,000

  Last Listing Agent Judy Michaelis Coldwell Banker Realty
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  $5,725,000 Pending

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  $20,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft
  • House for Rent

  232 Hillspoint Rd, Westport, CT 06880

  Light-filled Contemporary/Ranch offering breathtaking water views of the LI Sound. Embrace the coveted Compo Beach lifestyle while enjoying the spectacular sunrises and sunsets from the comfort of the sunroom or the sun-drenched deck. The open-concept layout is thoughtfully designed and bathed in natural light, with walls of windows framing the sweeping water vistas. The sleek Poggenpohl kitchen

  Lori Printz Coldwell Banker Realty

  232 Hillspoint Rd, Westport, CT 06880
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  $2,300,000 Sold Dec 12, 2025

  5 Minard Dr, Westport, CT 06880

  • 5 Beds
  • 4 Baths
  • 2,732 Sq Ft
  • Built 2007

  Last Sold Summary

  • $842/SF
  • 25 Days On Market

  Current Estimated Value $2,289,874

  Last Listing Agent LJ Wilks William Pitt Sotheby's Int'l

  5 Minard Dr, Westport, CT 06880
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  Est $3,137,243 Not Listed For Sale

  9 Wheeler Gate, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 3,770 Sq Ft
  • Built 1994

  9 Wheeler Gate, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $798/SF
  • 6 Days On Market

  Last Sold Price $3,010,000

  Last Listing Agent Judy Michaelis Coldwell Banker Realty
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  $5,000,000 Pending

  • 6 Beds
  • 9 Baths
  • 8,545 Sq Ft

  125 Old Rd, Westport, CT 06880

  Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story

  Doug Bross Coldwell Banker Realty

  125 Old Rd, Westport, CT 06880
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  $850,000 Sold Oct 17, 2025

  110 Cross Hwy, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 1956

  Last Sold Summary

  • 26% Below List Price
  • $353/SF
  • 105 Days On Market

  Current Estimated Value $891,785

  Last Listing Agent Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  Est $3,401,712 Not Listed For Sale

  28 Flower Farm Cir, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 5,058 Sq Ft
  • Built 1995

  28 Flower Farm Cir, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $643/SF
  • 12 Days On Market

  Last Sold Price $3,250,000

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  /15

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  5 Inwood Ln, Westport, CT 06880

  Walk to beach, Compo Beach neighborhood. Inwood Lane is off of Hale Road, off of Hillspoint Road. The backyard of this home views lovely homes on Loretta Court. Charming, with four bedrooms and a large family room. Lovely deck overlooking the backyard with flowers and fauna. The master suite has it's own wing, with fireplace, walk in closet, and full bath, and is accessible to the large deck

  Charlotte Cotton William Raveis Real Estate

  5 Inwood Ln, Westport, CT 06880
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  $1,185,000 Sold Sep 10, 2025

  11 Catamount Rd, Westport, CT 06880

  • 5 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $462/SF
  • 89 Days On Market

  Current Estimated Value $1,223,307

  Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  11 Catamount Rd, Westport, CT 06880
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  Est $2,575,581 Not Listed For Sale

  26 Flower Farm Cir, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,230 Sq Ft
  • Built 1996

  26 Flower Farm Cir, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $567/SF
  • 15 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  $5,400,700 Pending

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft

  1 Sturges Hwy Unit Lot 1, 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 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs 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, architectural

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880
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  $4,775,000 Sold Aug 04, 2025

  165 Bayberry Ln, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 7,594 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $629/SF
  • 143 Days On Market

  Current Estimated Value $4,809,457

  Last Listing Agent Pamela Cornfield Coldwell Banker Realty

  165 Bayberry Ln, Westport, CT 06880
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  Est $7,406,448 Not Listed For Sale

  279 Saugatuck Ave, Westport, CT 06880

  • 4 Beds
  • 7 Baths
  • 8,246 Sq Ft
  • Built 1999

  279 Saugatuck Ave, Westport, CT 06880

  Last Sold Summary

  • 33% Below List Price
  • $1,334/SF
  • 98 Days On Market

  Last Sold Price $11,000,000

  Last Listing Agent Cathy Mulrenan William Pitt
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  $5,999,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,100 Sq Ft

  9 Pond Edge Rd, Westport, CT 06880

  Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area,

  Meredith Kamo Compass Connecticut, LLC

  9 Pond Edge Rd, Westport, CT 06880
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  $5,000,000 Sold Nov 07, 2025

  10 Surf Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 5,885 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $850/SF
  • 3 Days On Market

  Current Estimated Value $5,108,368

  Last Listing Agent Inna Agujen Coldwell Banker Realty

  10 Surf Rd, Westport, CT 06880
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  Est $3,204,450 Not Listed For Sale

  269 Sturges Hwy, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,009 Sq Ft
  • Built 1997

  269 Sturges Hwy, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $599/SF
  • 67 Days On Market

  Last Sold Price $3,000,000

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
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  $1,679,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft

  50 Kings Hwy S, Westport, CT 06880

  Elegance, style, and thoughtful design converge in this stunning Westport residence, perfectly situated on a full acre of park-like grounds. Set back from the road, the property offers both privacy and convenience, just minutes from Saugatuck Center and downtown Westport. Inside, recent updates and tasteful renovations are showcased at every turn. The living room features a marble fireplace and

  Barbara Sweeney Coldwell Banker Realty

  50 Kings Hwy S, Westport, CT 06880
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  $6,650,000 Sold Jul 03, 2025

  51 Compo Beach Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $2,309/SF
  • 28 Days On Market

  Current Estimated Value $6,654,456

  Last Listing Agent Carol Cutler Higgins Group Bedford Square

  51 Compo Beach Rd, Westport, CT 06880
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  Not Listed For Sale

  8 Cunningham Place, Westport, CT 06880

  • 2 Beds
  • 3 Baths
  • 1,614 Sq Ft
  • Built 1924

  8 Cunningham Place, Westport, CT 06880

  Last Sold Summary

  • $589/SF
  • 11 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Linda Dunsmore Coldwell Banker Realty
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  $1,095,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  7 Hale St, Westport, CT 06880

  Completely renovated in 2025, this Cape Cod-style home offers effortless coastal living in Westports South Compo neighborhood. Thoughtfully updated and move-in ready, the home features 3 bedrooms and 2 baths across 1,882 square feet of living space. Enjoy the best of the Westport lifestyle-- less than 2 miles to Compo beach, the marina and Longshore Golf Course and approximately 1 mile to the

  Allison Santopietro William Raveis Real Estate

  7 Hale St, Westport, CT 06880
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  $1,950,000 Sold Jul 31, 2025

  41 Richmondville Ave Unit 206, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $1,275/SF
  • 92 Days On Market

  Last Listing Agent Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 206, Westport, CT 06880
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  Est $2,449,850 Not Listed For Sale

  3 Maple Ln, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 5,268 Sq Ft
  • Built 1986

  3 Maple Ln, Westport, CT 06880

  Last Sold Summary

  • 24% Above List Price
  • $375/SF
  • 16 Days On Market

  Last Sold Price $1,975,000

  Last Listing Agent Michael Lissack The Virtual Realty Group
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  $2,699,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,735 Sq Ft

  16 Gault Park Dr, Westport, CT 06880

  Built in 2014, this modern farmhouse offers timeless design and an easy flow on a flat, private, fully fenced 1-acre with possible pool site. A welcoming front porch opens to a front-to-back living room with impressive stone fireplace. The sun-filled dining room features a coffered ceiling, paneling & Serena & Lily chandelier. The chef's kitchen is beautifully appointed with high-end appliances,

  Amy Swanson William Raveis Real Estate

  16 Gault Park Dr, Westport, CT 06880
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  $1,950,000 Sold Jul 14, 2025

  41 Hermit Ln, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 4,368 Sq Ft
  • Built 1969

  Last Sold Summary

  • 5% Above List Price
  • $446/SF
  • 56 Days On Market

  Current Estimated Value $1,900,415

  Last Listing Agent Alex Chingas Coldwell Banker Realty

  41 Hermit Ln, Westport, CT 06880
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  Est $767,464 Not Listed For Sale

  230 Saugatuck Ave Unit 20, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1988

  230 Saugatuck Ave Unit 20, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $608/SF
  • 125 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens
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  $1,200,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,394 Sq Ft

  69 Grove Point, Westport, CT 06880

  Inviting 2-bedroom, 1.5-bath FEMA compliant coastal cottage offering the perfect blend of comfort, privacy, and seaside lifestyle. Built in 2013, this bright and airy home is tucked down a private road that winds through a salt marsh preserve with stunning views of Sherwood Mill Pond, a serene setting that feels worlds away while remaining close to everything Westport has to offer. Enjoy easy

  Lorelei Atwood Higgins Group Real Estate

  69 Grove Point, Westport, CT 06880
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  $2,100,000 Sold May 14, 2025

  387 Main St, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,016 Sq Ft
  • Built 1840

  Last Sold Summary

  • 7% Below List Price
  • $696/SF
  • 28 Days On Market

  Current Estimated Value $2,081,039

  Last Listing Agent Ryan Sullivan Berkshire Hathaway NE Prop.

  387 Main St, Westport, CT 06880
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  Est $753,122 Not Listed For Sale

  230 Saugatuck Ave Unit 8, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1988

  230 Saugatuck Ave Unit 8, Westport, CT 06880

  Last Sold Summary

  • $629/SF
  • 32 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Scott Wright RE/MAX
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  $1,700,000

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

  9 Spriteview Ave, Westport, CT 06880

  Located within Westport's coveted private coastal enclave on Saugatuck Island, this sun-filled, 3-4 bedroom home offers relaxed island living in a highly sought-after setting. Hardwood floors run throughout this charming beach house, creating warmth and continuity across well-proportioned living spaces ideal for everyday comfort or weekend entertaining. Three distinct decks extend the living

  Joan Wright Compass Connecticut, LLC

  9 Spriteview Ave, Westport, CT 06880
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  $740,000 Sold Nov 19, 2025

  230 Saugatuck Ave Unit 6, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $617/SF
  • 75 Days On Market

  Last Listing Agent Scott Wright RE/MAX Right Choice

  230 Saugatuck Ave Unit 6, Westport, CT 06880
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  Est $785,819 Not Listed For Sale

  230 Saugatuck Ave Unit 7, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1988

  230 Saugatuck Ave Unit 7, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $632/SF
  • 39 Days On Market

  Last Sold Price $759,000

  Last Listing Agent Cindy Saul Coldwell Banker Realty
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  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail rarely found. Built as a custom home at a cost exceeding $4 million, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  $1,769,000 Sold Dec 19, 2025

  61 Edgewater Commons Ln, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,397 Sq Ft
  • Built 1988

  Last Sold Summary

  • 31% Below List Price
  • $521/SF
  • 84 Days On Market

  Current Estimated Value $1,754,917

  Last Listing Agent Maria Tziolis William Pitt Sotheby's Int'l

  61 Edgewater Commons Ln, Westport, CT 06880
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  Est $2,887,356 Not Listed For Sale

  10 Evergreen Ave, Westport, CT 06880

  • 4 Beds
  • 4.5 Baths
  • 4,982 Sq Ft
  • Built 1993

  10 Evergreen Ave, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $562/SF
  • 70 Days On Market

  Last Sold Price $2,800,000

  Last Listing Agent Emily Gordon Coldwell Banker Realty
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  $1,175,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  21 Rayfield Rd, Westport, CT 06880

  This enchanting, in-town haven is perfectly positioned in the heart of Westport. The sleek, newly renovated eat-in kitchen opens seamlessly to a vaulted-ceiling family room, highlighted by walls of windows, a fabulous pantry, and direct access to a spacious bluestone patio. Designed for easy one-level living, the home also features a charming living room with fireplace and oversized windows, a

  Kim Harizman Compass Connecticut, LLC

  21 Rayfield Rd, Westport, CT 06880
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  $1,560,000 Sold Jul 21, 2025

  157 North Ave, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 2,641 Sq Ft
  • Built 1961

  Last Sold Summary

  • 5% Below List Price
  • $591/SF
  • 12 Days On Market

  Current Estimated Value $1,555,736

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  157 North Ave, Westport, CT 06880

Showing Results 161 - 200, Page 5 of 18