2,633

Staples Homes

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  • /40

    $2,999,000

    New Construction Open Sun 12PM - 2PM
    • 6 Beds
    • 6 Baths
    • 4,922 Sq Ft

    36 E Main St, Westport, CT 06880

    Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an

    Paul Plonsky Realty ONE Group Connect

    36 E Main St, Westport, CT 06880
  • /21

    $3,700 Per Month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • House for Rent

    25 Oakview Cir, Westport, CT 06880

    Prime neighborhood in sought-after Westport, CT. 2 beds and 2 baths single family home with abundant natural light and a private patio in a quiet community. Vaulted ceiling living room open to dining room. Primary bedroom with bathroom and walk-in closet. Hardwood floors throughout. Amble storage space. Top-rated public school. Convenient location minutes to the quaint and beautiful downtown.

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    25 Oakview Cir, Westport, CT 06880
  • 29 Sturges Commons, 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 $6,112,438

    Last Listing Agent Doug Bross Coldwell Banker Realty

    29 Sturges Commons, Westport, CT 06880
    • 33 Woody Ln, Westport, CT 06880

      Est $3,024,700

      Not Listed For Sale

      33 Woody Ln, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 4,554 Sq Ft
      • Built 1970
      33 Woody Ln, Westport, CT 06880

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Michelle Genovesi William Raveis Real Estate

  • /40

    $8,450,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,893 Sq Ft

    10 Beltas Farm Ln, Westport, CT 06880

    Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling

    Linda Skolnick Coldwell Banker Realty

    10 Beltas Farm Ln, Westport, CT 06880
  • /28

    Starting at $2,487 Plus Fees

    • 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 Greens Farms

    1177 Post Rd E, Westport, CT 06880
  • 26 Crescent Park Rd, Westport, CT 06880

    $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 $604,541

    Last Listing Agent Karim Douich William Raveis Real Estate

    26 Crescent Park Rd, Westport, CT 06880
    • 2A Whippoorwill Ln, Westport, CT 06880

      Est $3,936,355

      Not Listed For Sale

      2A Whippoorwill Ln, Westport, CT 06880

      • 6 Beds
      • 8 Baths
      • 8,558 Sq Ft
      • Built 2007
      2A Whippoorwill Ln, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  • /38

    $1,999,000

    • 5 Beds
    • 3.5 Baths
    • 2,864 Sq Ft

    110 Cross Hwy, Westport, CT 06880

    Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear

    Stephanie Ferreira BHGRE Gaetano Marra Homes

    110 Cross Hwy, Westport, CT 06880
  • /35

    Starting at $3,400

    Total Monthly Price

    • 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

    The Ezra

    793 Post Rd E, Westport, CT 06880
  • 1 Boxwood Ln, Westport, CT 06880

    $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
    • 54 North Ave, Westport, CT 06880

      Est $3,041,815

      Not Listed For Sale

      54 North Ave, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,780 Sq Ft
      • Built 2016
      54 North Ave, Westport, CT 06880

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  • /28

    $1,600,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    4 Baywood Ln, Westport, CT 06880

    Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor

    Meredith Cohen Serhant Connecticut, LLC

    4 Baywood Ln, Westport, CT 06880
  • /23

    $7,600 Per Month

    • 4 Beds
    • 3 Baths
    • 2,408 Sq Ft
    • House for Rent

    5 Turtleback Ln, Westport, CT 06880

    Available August 19. Welcome to this charming, sun-filled four-bedroom, three-bath home tucked away on a peaceful Westport cul-de-sac. The inviting main level features a spacious living room with recessed lighting and a wood-burning fireplace, an elegant formal dining room with wainscoting, and an updated eat-in kitchen. A separate family room offers a second wood-burning fireplace, tile

    Suzanne Fitzmaurice Sholes The Riverside Realty Group

    5 Turtleback Ln, Westport, CT 06880
  • 4 Joann Cir, Westport, CT 06880

    $2,050,000

    Sold Jun 24, 2026

    4 Joann Cir, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 2,559 Sq Ft
    • Built 1961

    Last Sold Summary

    • 21% Above List Price
    • $801/SF
    • 6 Days On Market

    Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

    4 Joann Cir, Westport, CT 06880
    • 2 Donald Dr, Westport, CT 06880

      Est $1,771,080

      Not Listed For Sale

      2 Donald Dr, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,419 Sq Ft
      • Built 1983
      2 Donald Dr, Westport, CT 06880

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Robert Grodman The Riverside Realty Group

  • /38

    $1,485,000

    New Construction $25K PRICE INCREASE Pending
    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    781 Post Rd E Unit 102, 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 102, Westport, CT 06880
  • /40

    $15,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 3,656 Sq Ft
    • House for Rent

    6 Abbotts Ln, Westport, CT 06880

    Beautifully appointed contemporary Colonial on a quiet private road in Westport, just minutes from the beach, town shops, restaurants, and everyday conveniences. Offered fully furnished for a seasonal rental, this spacious home offers comfortable, sophisticated living. The home features high-end European furnishings from distinguished designers, an impressive collection of artwork, and carefully

    Alexey Gavrilov William Pitt Sotheby's Int'l

    6 Abbotts Ln, Westport, CT 06880
  • 4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    $4,500,000

    Sold Jul 05, 2026

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    • 5 Beds
    • 8 Baths
    • 8,364 Sq Ft
    • Built 2013

    Last Sold Summary

    • $538/SF
    • 0 Days On Market

    Last Listing Agent Linda Skolnick Coldwell Banker Realty

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880
    • 41 Burr Farms Rd, Westport, CT 06880

      Est $2,393,787

      Not Listed For Sale

      41 Burr Farms Rd, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 4,753 Sq Ft
      • Built 1954
      41 Burr Farms Rd, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

  • /22

    $4,995,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,550 Sq Ft

    1 Coastal Ct, Westport, CT 06880

    Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

    Julie Vanderblue Higgins Group Real Estate

    1 Coastal Ct, Westport, CT 06880
  • /16

    $6,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,456 Sq Ft
    • House for Rent

    17 Long Lots Rd, Westport, CT 06880

    Enjoy this sun-drenched renovated contemporary split-level home with open floor plan.finished walk out lower level adds 500square ft. Featuring a private, fenced in yard, this inviting renovated property offers the perfect blend of style, comfort and convenience, just minutes from town, beaches, shopping, dining, schools, train and all that Westport has to offer.

    Georgia Wasserman Coldwell Banker Realty

    17 Long Lots Rd, Westport, CT 06880
  • 785 Post Rd E Unit 301, Westport, CT 06880

    $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
    • 21 Sturges Commons, Westport, CT 06880

      Est $3,087,847

      Not Listed For Sale

      21 Sturges Commons, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 1949
      21 Sturges Commons, Westport, CT 06880

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Patricia Shea Coldwell Banker Realty

  • /14

    $6,650,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 11,000 Sq Ft

    4 Lantern Hill Rd, Westport, CT 06880

    An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and

    Ian Defronze Serhant Connecticut, LLC

    4 Lantern Hill Rd, Westport, CT 06880
  • /20

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • House for Rent

    19 Hickory Dr, Westport, CT 06880

    Charming newly renovated house on a great quiet cul-de-sac. Convenient to schools, parks, shopping, and transportation. 4 bedrooms, 2 baths, wonderful screened porch, fenced yard updated kitchen and baths. Fantastic Long Island Sound community with outstanding school system and great recreational opportunities. Several pieces of furniture will stay.

    Elaine Schanzenbach William Raveis Real Estate

    19 Hickory Dr, Westport, CT 06880
  • 32 Whitney Glen Unit 32, Westport, CT 06880

    $520,000

    Sold Jul 31, 2026

    32 Whitney Glen Unit 32, Westport, CT 06880

    • 1 Bed
    • 2 Baths
    • 949 Sq Ft
    • Built 1982

    Last Sold Summary

    • 13% Above List Price
    • $548/SF
    • 14 Days On Market

    Current Estimated Value $536,103

    Last Listing Agent Stephen Pratt Keller Williams Realty

    32 Whitney Glen Unit 32, Westport, CT 06880
    • 8 Lehn Farm Rd, Westport, CT 06880

      Est $1,887,270

      Not Listed For Sale

      8 Lehn Farm Rd, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 2,898 Sq Ft
      • Built 1974
      8 Lehn Farm Rd, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Robert Grodman The Riverside Realty Group

  • /11

    $5,990,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,900 Sq Ft

    10 Mary Jane Ln, Westport, CT 06880

    New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

    Danna Rogers Higgins Group Bedford Square

    10 Mary Jane Ln, Westport, CT 06880
  • /16

    $15,500 Per Month

    • 5 Beds
    • 5 Baths
    • 4,605 Sq Ft
    • House for Rent

    15 Timber Ln, Westport, CT 06880

    15 Timber Lane, Westport, CT | School Year Furnished Rental Experience luxury living in the coveted Roseville neighborhood of Westport. Situated on 1.45 private acres at the end of a quiet cul-de-sac, this beautifully furnished 4-bedroom, 5-bath home offers the perfect school year retreat. Designed for comfortable living and entertaining, the home features two spacious primary suites with vaulted

    Cody Nizzardo Nizzardo Real Estate Services

    15 Timber Ln, Westport, CT 06880
  • 24 Burr School Rd, Westport, CT 06880

    $2,325,000

    Sold Jul 15, 2026

    24 Burr School Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 3,380 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $688/SF
    • 47 Days On Market

    Current Estimated Value $2,194,871

    Last Listing Agent Julia Broder Coldwell Banker Realty

    24 Burr School Rd, Westport, CT 06880
    • 7 Dexter Rd, Westport, CT 06880

      Est $2,071,669

      Not Listed For Sale

      7 Dexter Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 3,297 Sq Ft
      • Built 2008
      7 Dexter Rd, Westport, CT 06880

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  • /39

    $2,995,000

    Under Contract
    • 4 Beds
    • 4.5 Baths
    • 5,629 Sq Ft

    166 Long Lots Rd, Westport, CT 06880

    Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths

    Michelle Genovesi William Raveis Real Estate

    166 Long Lots Rd, Westport, CT 06880
  • /34

    $14,000 Per Month

    • 5 Beds
    • 4 Baths
    • 3,392 Sq Ft
    • House for Rent

    20 Joann Cir, Westport, CT 06880

    Enjoy Summer in Westport CT. Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit

    Jessica Brookbanks Coldwell Banker Realty

    20 Joann Cir, Westport, CT 06880
  • 28 Turkey Hill Rd N, Westport, CT 06880

    $1,875,000

    Sold Jun 08, 2026

    28 Turkey Hill Rd N, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,244 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $578/SF
    • 130 Days On Market

    Current Estimated Value $1,885,285

    Last Listing Agent Yulka Markevich Iron Gates Realty

    28 Turkey Hill Rd N, Westport, CT 06880
    • 20 Bauer Place, Westport, CT 06880

      Est $2,737,256

      Not Listed For Sale

      20 Bauer Place, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 4,941 Sq Ft
      • Built 2018
      20 Bauer Place, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

  • /40

    $3,400,000

    • 5 Beds
    • 4.5 Baths
    • 6,166 Sq Ft

    27 Woody Ln, Westport, CT 06880

    This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine

    Allan Styer Compass Connecticut, LLC

    27 Woody Ln, Westport, CT 06880
  • /17

    $11,000 Per Month

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

    10 Fernwood Rd, Westport, CT 06880

    An exceptional opportunity to rent a luxury home in the heart of Westport and be settled in before the school year begins. Tucked away at the end of a peaceful cul-de-sac, this exceptional five-bedroom Colonial offers the rare combination of privacy, expansive living spaces, and an unbeatable in-town location. Set on 1.5+ beautifully landscaped acres, this custom home was thoughtfully rebuilt in

    Kim Harizman Compass Connecticut, LLC

    10 Fernwood Rd, Westport, CT 06880
  • 785 Post Rd E Unit 303, Westport, CT 06880

    $1,550,000

    Sold Mar 25, 2026

    785 Post Rd E Unit 303, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $969/SF
    • 106 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 303, Westport, CT 06880
    • 38 Whitney St, Westport, CT 06880

      Est $3,499,999

      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

      • 54 Days On Market

      Last Listing Agent Michelle Genovesi William Raveis Real Estate

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$2,387,500
Median Single Family Sale Price
$2,999,000
Median Townhouse Sale Price
$1,397,500
Median 2 Bedroom Sale Price
$1,410,000
Median 1 Bedroom Sale Price
$760,000
Average Price Per Sq Ft
$755
Number of Homes for Sale
12
Last 12 months Home Sales
96
Months of Supply
1.50
Median List Price
$2,600,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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