11,191

Westport, CT Homes

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  • /2

    $5,926,000

    New Construction $440K PRICE INCREASE Pending
    • 7 Beds
    • 9 Baths
    • 7,806 Sq Ft

    25 Ellery Ln, Westport, CT 06880

    Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with spa and auto cover. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for

    Jaclyn Picarillo Higgins Group Bedford Square

    25 Ellery Ln, Westport, CT 06880
  • /40

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,047 Sq Ft
    • House for Rent

    186 Compo Rd S, Westport, CT 06880

    Tucked behind a tall fence flanked by stone pillars. Less than 5 minutes to town, schools, beach and train. Easy one floor living. Sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first

    Elizabeth Anrig Coach Lamp Living

    186 Compo Rd S, Westport, CT 06880
  • 319 Bayberry Ln, Westport, CT 06880

    $7,750,000

    Sold Jun 11, 2026

    319 Bayberry Ln, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 9,238 Sq Ft
    • Built 2020

    Last Sold Summary

    • $839/SF
    • 14 Days On Market

    Current Estimated Value $7,443,968

    Last Listing Agent Doug Bross Coldwell Banker Realty

    319 Bayberry Ln, Westport, CT 06880
    • 9 Crooked Mile Rd, Westport, CT 06880

      Est $3,554,616

      Not Listed For Sale

      9 Crooked Mile Rd, Westport, CT 06880

      • 6 Beds
      • 7 Baths
      • 7,076 Sq Ft
      • Built 2007
      9 Crooked Mile Rd, Westport, CT 06880

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

  • /40

    $2,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,471 Sq Ft

    4 Crawford Rd, Westport, CT 06880

    Privately nestled in Westport's coveted Old Hill neighborhood, this extraordinary five-bedroom New England residence offers a rare opportunity to own a home where timeless character & modern comfort come together beautifully. Thoughtfully updated while preserving its remarkable architectural details, the residence features sun-filled interiors, beautifully scaled rooms, & an inviting warmth

    Barbara Sweeney Coldwell Banker Realty

    4 Crawford Rd, Westport, CT 06880
  • /40

    $7,500 Per Month

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

    61 Hillandale Rd, Westport, CT 06880

    AVAILABLE from 8/9/26 - 9/9/26 with possibility of extending through September and into October. 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

    Laurie Crouse Coldwell Banker Realty

    61 Hillandale Rd, Westport, CT 06880
  • 39 Compo Pkwy, Westport, CT 06880

    $11,000,000

    Sold Mar 02, 2026

    39 Compo Pkwy, Westport, CT 06880

    • 6 Beds
    • 9 Baths
    • 11,150 Sq Ft
    • Built 2017

    Last Sold Summary

    • 15% Below List Price
    • $987/SF
    • 33 Days On Market

    Current Estimated Value $7,583,209

    Last Listing Agent Michelle Genovesi William Raveis Real Estate

    39 Compo Pkwy, Westport, CT 06880
    • 220 Riverside Ave Unit 8, Westport, CT 06880

      Est $895,288

      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

      • 7 Days On Market

      Last Listing Agent Debra Shaughnessy Coldwell Banker Realty

  • /38

    $4,050,000

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

    278 North Ave, Westport, CT 06880

    Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

    Cyd Hamer William Pitt Sotheby's Int'l

    278 North Ave, Westport, CT 06880
  • /30

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • House for Rent

    126 Morningside Dr S, Westport, CT 06880

    Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the

    Thomas Broadbent William Pitt Sotheby's Int'l

    126 Morningside Dr S, Westport, CT 06880
  • 119 Long Lots Rd, Westport, CT 06880

    $3,352,000

    Sold Jun 19, 2026

    119 Long Lots Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 5,616 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Above List Price
    • $597/SF
    • 13 Days On Market

    Current Estimated Value $3,213,629

    Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

    119 Long Lots Rd, Westport, CT 06880
    • 220 Riverside Ave Unit 7, Westport, CT 06880

      Est $944,311

      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

      • 21 Days On Market

      Last Listing Agent Debra Shaughnessy Coldwell Banker Realty

  • /4

    $900,000

    Pending
    • 4 Beds
    • 1,896 Sq Ft

    19 Ketchum St, Westport, CT 06880

    19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

    Peter Lane Ogents, LLC

    19 Ketchum St, Westport, CT 06880
  • /39

    $12,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,936 Sq Ft
    • House for Rent

    4 Nappa Ln, Westport, CT 06880

    Prominently situated at the end of a private enclave surrounded by nature is where you will find 4 Nappa Lane. This beautifully renovated home offers a serene escape while being perfectly positioned just minutes from everything Westport has to offer. Step inside to discover a bright, open interior where modern updates meet effortless style. The heart of the home features a fully renovated kitchen

    Carrie Braley Compass Connecticut, LLC

    4 Nappa Ln, Westport, CT 06880
  • 8 Washington Ave, 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

    Last Listing Agent Susan Vanech Barnes Connecticut LLC

    8 Washington Ave, Westport, CT 06880
    • 220 Riverside Ave Unit 1, Westport, CT 06880

      Est $1,024,646

      Not Listed For Sale

      220 Riverside Ave Unit 1, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,291 Sq Ft
      • Built 2005
      220 Riverside Ave Unit 1, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent James Tomaselli Higgins Group Bedford Square

  • /40

    $4,495,000

    New Construction $255K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 6,611 Sq Ft

    21 Lockwood Cir, Westport, CT 06880

    Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

    Doug Bross Coldwell Banker Realty

    21 Lockwood Cir, Westport, CT 06880
  • /19

    $9,800 Per Month

    • 5 Beds
    • 4 Baths
    • 3,312 Sq Ft
    • House for Rent

    28 Surf Rd, Westport, CT 06880

    Direct waterfront, with deep water dock! A spacious and comfortable 5 bedroom /4 bath home located in desirable Saugatuck Shores on Bermuda Lagoon. 28 Surf offers room to gather in a setting that feels worlds away from the hustle and bustle of everyday life. Breathtaking sunrises over Bermuda lagoon and stunning sunsets above the tidal inlet, capture the essence of this hidden haven. Paddle, fish

    Tanya Sprague Coldwell Banker Realty

    28 Surf Rd, Westport, CT 06880
  • 2 Judy Point Ln, Westport, CT 06880

    $8,700,000

    Sold Jun 15, 2026

    2 Judy Point Ln, Westport, CT 06880

    • 8 Beds
    • 10 Baths
    • 15,172 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $573/SF
    • 26 Days On Market

    Current Estimated Value $8,364,443

    Last Listing Agent Daniel Kramp Landvest, Inc

    2 Judy Point Ln, Westport, CT 06880
    • 4A Woodhill Rd, Westport, CT 06880

      Est $3,107,076

      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

      • 26 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

  • /40

    $1,699,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,881 Sq Ft

    2 Grassy Plains Rd, Westport, CT 06880

    *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both

    Jessica Brookbanks Coldwell Banker Realty

    2 Grassy Plains Rd, Westport, CT 06880
  • /19

    $2,800 Per Month

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

    1 Ridgewood Ln, Westport, CT 06880

    Charming one bedroom, one bath cottage yearly furnished rental in the Old Hill neighborhood of Westport. This stand alone cottage has lovely natural light with hardwood floors, high ceilings & a full kitchen with a breakfast bar. The primary bedroom has a walk in closet & hardwood floors. There is a stackable washer/dryer laundry in the full bath. The deck & additional patio offer lovely outdoor

    Mary Kate Klemish-Boehm Brown Harris Stevens

    1 Ridgewood Ln, Westport, CT 06880
  • 10 Wakenor Rd, Westport, CT 06880

    $2,630,000

    Sold Apr 01, 2026

    10 Wakenor Rd, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 5,008 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Above List Price
    • $525/SF
    • 41 Days On Market

    Current Estimated Value $2,260,136

    Last Listing Agent Julie Haroun Westport Residential, LLC.

    10 Wakenor Rd, Westport, CT 06880
    • 25 Flower Farm Cir, Westport, CT 06880

      Est $4,929,529

      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

      • 85 Days On Market

      Last Listing Agent Robert Appell Coldwell Banker Realty

  • /37

    $2,699,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    34 Woodside Ave, Westport, CT 06880

    Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with

    Cyd Hamer William Pitt Sotheby's Int'l

    34 Woodside Ave, Westport, CT 06880
  • /6

    $4,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • House for Rent

    14 Cross Hwy Unit D, Westport, CT 06880

    Stylish2 bedroom 2 full bath condo upper floor totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport

    Georgia Wasserman Coldwell Banker Realty

    14 Cross Hwy Unit D, Westport, CT 06880
  • 5 Over Rock Ln, Westport, CT 06880

    $2,014,000

    Sold Mar 09, 2026

    5 Over Rock Ln, Westport, CT 06880

    • 3 Beds
    • 3 Baths
    • 2,107 Sq Ft
    • Built 1956

    Last Sold Summary

    • 34% Above List Price
    • $956/SF
    • 20 Days On Market

    Current Estimated Value $1,872,512

    Last Listing Agent Laura Sydney William Pitt Sotheby's Int'l

    5 Over Rock Ln, Westport, CT 06880
    • 6 Pan Handle Ln, Westport, CT 06880

      Est $4,751,711

      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

      • 81 Days On Market

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

  • /6

    $3,500,000

    • 3 Beds
    • 3.5 Baths
    • 1,299 Sq Ft

    0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

    Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

    Andrew Whiteley Brown Harris Stevens

    0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
  • /9

    $1,900 Per Month

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

    341 Main St Unit 2, Westport, CT 06880

    This conveniently located apartment is walk to downtown Westport. This one bedroom has hardwood floors. Close to Merritt Parkway. The unit is located on 2nd floor.

    Mary Kate Klemish-Boehm Brown Harris Stevens

    341 Main St Unit 2, Westport, CT 06880
  • 10 Twin Falls Ln, Westport, CT 06880

    $1,800,000

    Sold Dec 10, 2025

    10 Twin Falls Ln, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 4,231 Sq Ft
    • Built 1934

    Last Sold Summary

    • 20% Below List Price
    • $425/SF
    • 159 Days On Market

    Current Estimated Value $1,932,714

    Last Listing Agent Kit Tingley Higgins Group Bedford Square

    10 Twin Falls Ln, Westport, CT 06880
    • 36 Terra Nova Cir, Westport, CT 06880

      Est $1,835,852

      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

      • 16 Days On Market

      Last Listing Agent Brandy Hall Higgins Group Real Estate

  • /39

    $5,199,000

    New Construction $400K PRICE DROP Pending
    • 6 Beds
    • 6.5 Baths
    • 7,387 Sq Ft

    36 Maple Ave S, Westport, CT 06880

    Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

    Kelly Loucas Compass Connecticut, LLC

    36 Maple Ave S, Westport, CT 06880
  • /8

    $3,450 Per Month

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

    18 Riverside Ave Unit 2, Westport, CT 06880

    Fully Furnished & All Utilities Included: Prime Turnkey Living in Downtown Westport Experience the ultimate in convenience and coastal charm with this bright and cozy 2-bedroom, 1-bathroom apartment located right in the heart of Westport. Situated in a historic charm-filled brick building, this unit offers an unbeatable lifestyle for commuters or anyone looking to enjoy the very best and

    Michael Chait William Pitt Sotheby's Int'l

    18 Riverside Ave Unit 2, Westport, CT 06880
  • 104 Harvest Commons Unit 104, Westport, CT 06880

    $1,400,000

    Sold Jul 31, 2026

    104 Harvest Commons Unit 104, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 2,161 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $648/SF
    • 70 Days On Market

    Last Listing Agent Patricia Prenderville Higgins Group Real Estate

    104 Harvest Commons Unit 104, Westport, CT 06880
    • 76 Terra Nova Cir, Westport, CT 06880

      Est $1,836,855

      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

      • 36 Days On Market

      Last Listing Agent Alex Chingas Coldwell Banker Realty

  • /12

    $4,995,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,440 Sq Ft

    238 Hillspoint Rd, Westport, CT 06880

    The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking

    Karen Scott Compass Connecticut, LLC

    238 Hillspoint Rd, Westport, CT 06880
  • /23

    $15,000 Per Month

    • 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
  • 220 Lansdowne, Westport, CT 06880

    $1,030,000

    Sold Mar 20, 2026

    220 Lansdowne, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1985

    Last Sold Summary

    • 14% Below List Price
    • $502/SF
    • 98 Days On Market

    Current Estimated Value $1,148,215

    Last Listing Agent Patricia Shea Coldwell Banker Realty

    220 Lansdowne, Westport, CT 06880
    • 4 Michele Ln, Westport, CT 06880

      Est $3,980,290

      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

      • 63 Days On Market

      Last Listing Agent Mary Ann Lindwall The Riverside Realty Group

Showing Results 121 - 160, Page 4 of 18

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