Westport, CT Homes

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  /25

  $3,399,000 Pending

  • 6 Beds
  • 7 Baths
  • 5,497 Sq Ft

  2 Webb Rd, Westport, CT 06880

  Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a

  Lori Popkin Coldwell Banker Realty

  2 Webb Rd, Westport, CT 06880
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  /36

  $33,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,815 Sq Ft
  • House for Rent

  47 Woodside Ave, Westport, CT 06880

  Summer in Westport! Clean living at its best. A home prepared with non-chemical, organic products. The owners live here year round with ZERO FRAGRANCE. Owners are extremely sensitive to fragrance so only CLEAN LIVING TENANTS take interest. Organic, non fragrance, non chemical, hypo-allergenic product home. Products will remain in the home for summer tenant to utilize during their stay. This is

  Elizabeth Altobelli William Raveis Real Estate

  47 Woodside Ave, Westport, CT 06880
• 

  $2,290,000 Sold Jun 17, 2025

  10 Heathwood Ln, Westport, CT 06880

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft
  • Built 2020

  Last Sold Summary

  • 9% Above List Price
  • $572/SF
  • 13 Days On Market

  Current Estimated Value $2,232,810

  Last Listing Agent Lauren Turner Corcoran Centric Realty

  10 Heathwood Ln, Westport, CT 06880
• 

  Est $1,127,533 Not Listed For Sale

  220 Riverside Ave Unit 8, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 8, Westport, CT 06880

  Last Sold Summary

  • 3% Below List Price
  • $902/SF
  • 7 Days On Market

  Last Sold Price $1,165,000

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  /40

  $1,430,000 New Construction

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

  781 Post Rd E Unit 104, 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 104, Westport, CT 06880
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  /40

  $12,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft
  • House for Rent

  61 Hillandale Rd, Westport, CT 06880

  AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main

  Laurie Crouse Coldwell Banker Realty

  61 Hillandale 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 $1,449,889

  Last Listing Agent Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
• 

  Est $1,116,226 Not Listed For Sale

  220 Riverside Ave Unit 7, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 7, Westport, CT 06880

  Last Sold Summary

  • 14% Above List Price
  • $755/SF
  • 21 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  /40

  $2,785,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 5,434 Sq Ft

  6 Nutcracker Ln, Westport, CT 06880

  A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated

  Michelle Sperry Coldwell Banker Realty

  6 Nutcracker Ln, Westport, CT 06880
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  /20

  $3,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft
  • House for Rent

  92 Compo Rd S, Westport, CT 06880

  Rare opportunity. Experience the quintessential charm of coastal Connecticut in this exceptional unique residence which seamlessly blends historic character with modern convenience, perfectly situated in one of Westport's most desirable locations. Full of soul and architectural detail, this antique home retains its original 19th-century character with stunning wood floors and exposed wood beams.

  Tree Roth Compass Connecticut, LLC

  92 Compo Rd S, Westport, CT 06880
• 

  $2,120,000 Sold Jun 05, 2025

  35 Pumpkin Hill Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,562 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Above List Price
  • $595/SF
  • 28 Days On Market

  Current Estimated Value $2,110,490

  Last Listing Agent Linda Skolnick Coldwell Banker Realty

  35 Pumpkin Hill Rd, Westport, CT 06880
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  Est $2,822,969 Not Listed For Sale

  4A Woodhill Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,733 Sq Ft
  • Built 2006

  4A Woodhill Rd, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $534/SF
  • 26 Days On Market

  Last Sold Price $2,527,500

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  /14

  $3,450,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
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  $6,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • House for Rent

  9 Rowland Place, Westport, CT 06880

  Furnished rental available with flexible lease terms. Available for summer only at a higher rent. Cloud 9 is a sweet pink cottage by the shore reminiscent of childhood days at the beach. Located at the end of a cul-de-sac four houses in from the water on Saugatuck Shores, this private home has an extra spacious, fully fenced, level yard giving you the best of both worlds - a lawn within a water

  Pamela Wall Cool Cribs Real Estate

  9 Rowland Place, Westport, CT 06880
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  $1,800,000 Sold Jul 17, 2025

  9 Island Way, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 1965

  Last Sold Summary

  • $1,236/SF
  • 76 Days On Market

  Current Estimated Value $1,793,199

  Last Listing Agent Linda Skolnick Coldwell Banker Realty

  9 Island Way, Westport, CT 06880
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  Est $4,601,235 Not Listed For Sale

  25 Flower Farm Cir, Westport, CT 06880

  • 5 Beds
  • 7.5 Baths
  • 6,404 Sq Ft
  • Built 2007

  25 Flower Farm Cir, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $687/SF
  • 85 Days On Market

  Last Sold Price $4,400,000

  Last Listing Agent Robert Appell Coldwell Banker Realty
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  /40

  $2,895,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,841 Sq Ft

  79 Riverside Ave, Westport, CT 06880

  Sparkling river views from four floors of the most modern, chic spaces. With three bedrooms, three and a half baths, gorgeous natural light and the smartest use of 1800 sqft this waterfront home by Vita Design Group has been crafted to truly enjoy its surroundings - a perfect blend of slow tides and vibrant downtown. The main level enjoys a full wall of windows spanning the kitchen, dining area

  Leslie Clarke Compass Connecticut, LLC

  79 Riverside Ave, Westport, CT 06880
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  /8

  $5,950 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,678 Sq Ft
  • House for Rent

  174 Post Rd W, Westport, CT 06880

  Spacious home with charm and character. EIK, formal dining room, front to back living room 4 bedrooms (one currently being used as an office) 3.5 baths. Full basement Private back yard. Convenient location, minutes to town. Property shared with rear unit. Lawn maintenance included in rent.

  Sandra Calise Cenatiempo Settlers & Traders

  174 Post Rd W, 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 $2,298,758

  Last Listing Agent Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  Est $4,607,610 Not Listed For Sale

  6 Pan Handle Ln, Westport, CT 06880

  • 5 Beds
  • 9 Baths
  • 10,471 Sq Ft
  • Built 2007

  6 Pan Handle Ln, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $411/SF
  • 81 Days On Market

  Last Sold Price $4,300,000

  Last Listing Agent Mersene Norbom William Pitt
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  /23

  $3,785,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  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 a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /23

  $9,800 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 4,508 Sq Ft
  • House for Rent

  59 Crescent Rd, Westport, CT 06880

  Step into a rare opportunity to enjoy a stately Westport colonial nestled on a tree lined property to create your own private sanctuary while located just moments to all of Westport's amenities. More than just place to call home the understated elegance offers ease and convenience without sacrificing quality and style. The well appointed home features hardwood flooring throughout, a traditional

  Carrie Braley Compass Connecticut, LLC

  59 Crescent Rd, Westport, CT 06880
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  $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 $2,532,334

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  11 Old Hill Rd, Westport, CT 06880
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  Est $1,716,049 Not Listed For Sale

  36 Terra Nova Cir, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 3,691 Sq Ft
  • Built 2004

  36 Terra Nova Cir, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $440/SF
  • 16 Days On Market

  Last Sold Price $1,625,000

  Last Listing Agent Brandy Hall Higgins Group Real Estate
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  /6

  $11,795,000 New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Ready for SUMMER 2026! Bluewater Home's newest luxury creation is close to completion. This 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond & LI sound views and walking distance to Compo Beach offers privacy and multiple balconies and indoor/outdoor spaces. Oversized rooms and expansive kitchen with double islands, scullery kitchen, elevator and private primary

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /11

  $3,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  54 Richmondville Ave, Westport, CT 06880

  Bright and Beautifully remodeled 2 floor 1- bedroom apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.

  Lori kosut Coldwell Banker Realty

  54 Richmondville Ave, Westport, CT 06880
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  $3,250,000 Sold Jun 06, 2025

  27 Old Hill Farms Rd, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 4,298 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Above List Price
  • $756/SF
  • 8 Days On Market

  Current Estimated Value $3,150,984

  Last Listing Agent Debra Grant Show to Sell Homes, LLC

  27 Old Hill Farms Rd, Westport, CT 06880
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  Est $1,557,524 Not Listed For Sale

  76 Terra Nova Cir, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft
  • Built 2004

  76 Terra Nova Cir, Westport, CT 06880

  Last Sold Summary

  • 3% Below List Price
  • $679/SF
  • 36 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  /23

  $549,000 Pending

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

  26 Crescent Park Rd, Westport, CT 06880

  Beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy convenient access to all the town's amenities-shops, restaurants, beaches, and more-while commuters

  Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
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  /40

  $8,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,857 Sq Ft
  • House for Rent

  414 Riverside Ave, Westport, CT 06880

  Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, swing, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC

  Inna Agujen Coldwell Banker Realty

  414 Riverside Ave, Westport, CT 06880
• 

  $3,240,000 Sold Mar 28, 2025

  1 Sturges Hwy, Westport, CT 06880

  • 6 Beds
  • 6 Baths
  • 5,790 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $560/SF
  • 31 Days On Market

  Last Listing Agent Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy, Westport, CT 06880
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  Est $3,856,529 Not Listed For Sale

  4 Michele Ln, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 9,240 Sq Ft
  • Built 2005

  4 Michele Ln, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $396/SF
  • 63 Days On Market

  Last Sold Price $3,655,000

  Last Listing Agent Mary Ann Lindwall The Riverside Realty Group
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  /29

  $2,350,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
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  /17

  $3,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • House for Rent

  87b Red Coat Rd, Westport, CT 06880

  Wonderful private legal two bedroom carriage house on the Saugatuck River private estate. Freshly painted with wall to wall carpet in bedrooms and loft area. Wood floors in the living room with vaulted ceiling. washer / dryer in unit. Bonus loft for storage. This charming home is available for short or long term rental great for 1/2 people. Owner might consider use of the pool depending on lease.

  Rebecca Ellsley Higgins Group Bedford Square

  87b Red Coat Rd, Westport, CT 06880
• 

  $915,000 Sold Jul 01, 2025

  36 Rayfield Rd, Westport, CT 06880

  • Land
  • 1.1 Acres
  • $831,818 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 85 Days On Market

  Current Estimated Value $993,820

  Last Listing Agent Pam Toner Berkshire Hathaway NE Prop.

  36 Rayfield Rd, Westport, CT 06880
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  Est $3,390,953 Not Listed For Sale

  38 Whitney St, Westport, CT 06880

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft
  • Built 2004

  38 Whitney St, Westport, CT 06880

  Last Sold Summary

  • 21% Above List Price
  • $518/SF
  • 54 Days On Market

  Last Sold Price $2,805,000

  Last Listing Agent Michelle Genovesi William Raveis Real Estate
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  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  9 Crescent Park Rd, Westport, CT 06880

  Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living,

  Karim Douich William Raveis Real Estate

  9 Crescent Park Rd, Westport, CT 06880
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  /20

  $3,250 total monthly price

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

  315 Main St, Westport, CT 06880

  LOCATION, LOCATION, LOCATION...Fully renovated 2-bedroom, 1-bath rental located just half a mile from downtown Westport, offering scenic views overlooking the Saugatuck River. This unit includes private parking, an in-unit washer and dryer, and a private storage unit. The interior is entirely brand new, featuring new windows, updated flooring and carpeting, an eat-in kitchen with stainless steel

  Kim Vartuli Keller Williams Realty

  315 Main St, Westport, CT 06880
• 

  $1,550,000 Sold Nov 20, 2025

  8 Washington Ave, Westport, CT 06880

  • 5 Beds
  • 3 Baths
  • 3,090 Sq Ft
  • Built 1890

  Last Sold Summary

  • 6% Below List Price
  • $502/SF
  • 84 Days On Market

  Current Estimated Value $1,653,475

  Last Listing Agent Susan Vanech Compass Connecticut, LLC

  8 Washington Ave, Westport, CT 06880
• 

  Est $2,411,678 Not Listed For Sale

  14 Sandy Hill Terrace, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 5,084 Sq Ft
  • Built 2002

  14 Sandy Hill Terrace, Westport, CT 06880

  Last Sold Summary

  • 2% Above List Price
  • $464/SF
  • 12 Days On Market

  Last Sold Price $2,360,000

  Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

Showing Results 81 - 120, Page 3 of 18