11,355

Westport, CT Homes

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  • 3 Madeline Ave, Westport, CT 06880
    3 Madeline Ave, Westport, CT 06880
    3 Madeline Ave, Westport, CT 06880
    /34

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,047 Sq Ft

    3 Madeline Ave, Westport, CT 06880

    Water views, natural light, and endless possibilities await at 3 Madeline Avenue. This charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower

    Karen Liss-uomoleale Coldwell Banker Realty

    3 Madeline Ave, Westport, CT 06880
  • 19 Sherwood Dr, Westport, CT 06880

    $2,187,500

    Sold Sep 26, 2025

    19 Sherwood Dr, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 2,695 Sq Ft
    • Built 1945

    Last Sold Summary

    • 5% Below List Price
    • $812/SF
    • 51 Days On Market

    Current Estimated Value $2,275,490

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    19 Sherwood Dr, Westport, CT 06880
    • 9 Mallard Ln, Westport, CT 06880

      Est $2,174,128

      Not Listed For Sale

      9 Mallard Ln, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 3,920 Sq Ft
      • Built 1969
      9 Mallard Ln, Westport, CT 06880

      Last Sold Summary

      • 72 Days On Market

  • 30 Saint Johns Place, Westport, CT 06880
    30 Saint Johns Place, Westport, CT 06880
    30 Saint Johns Place, Westport, CT 06880
    /40

    $2,895,000

    • 5 Beds
    • 3.5 Baths
    • 3,999 Sq Ft

    30 Saint Johns Place, Westport, CT 06880

    Saint John Place is the street people who know Westport quietly hope opens up. It almost never does. Reimagined in 2007 by Renato Gasparian Associates and refreshed in 2022, this house has all the right moves. Inside, the main level opens up the way you hope it will. The great room stretches nearly thirty-four feet and flows into the dining area and a kitchen built around a center island, with a

    Carrie Perkins RE/MAX Heritage

    30 Saint Johns Place, Westport, CT 06880
  • 785 Post Rd E Unit 304, Westport, CT 06880

    $1,000,000

    Sold Mar 25, 2026

    785 Post Rd E Unit 304, Westport, CT 06880

    • 1 Bed
    • 1 Bath
    • 1,020 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $980/SF
    • 203 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 304, Westport, CT 06880
  • 25 Old Rd, Westport, CT 06880
    25 Old Rd, Westport, CT 06880
    25 Old Rd, Westport, CT 06880
    /27

    $2,200,000

    • 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
  • 14 Mayflower Pkwy, Westport, CT 06880

    $4,850,000

    Sold Oct 30, 2025

    14 Mayflower Pkwy, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 10,906 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $445/SF
    • 46 Days On Market

    Current Estimated Value $5,234,201

    Last Listing Agent Joni Usdan Coldwell Banker Realty

    14 Mayflower Pkwy, Westport, CT 06880
  • 4 Woods Grove Rd, Westport, CT 06880
    4 Woods Grove Rd, Westport, CT 06880
    4 Woods Grove Rd, Westport, CT 06880
    /12

    $999,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,133 Sq Ft

    4 Woods Grove Rd, Westport, CT 06880

    HUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDITION. PERFECT FOR BUILDER/DEVELOPER TO BUILD ON .41 PARKLIKE ACRES AT IN-TOWN LOCATION. SALE SUBJECT TO PROBATE.

    Michael Traum RE/MAX Heritage

    4 Woods Grove Rd, Westport, CT 06880
  • 785 Post Rd E Unit 202, Westport, CT 06880

    $1,390,000

    Sold Nov 14, 2025

    785 Post Rd E Unit 202, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft
    • Built 2025

    Last Sold Summary

    • $982/SF
    • 73 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 202, Westport, CT 06880
  • 41 Richmondville Ave Unit 111, Westport, CT 06880
    41 Richmondville Ave Unit 111, Westport, CT 06880
    41 Richmondville Ave Unit 111, Westport, CT 06880
    /29

    $1,475,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    41 Richmondville Ave Unit 111, Westport, CT 06880

    The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

    Doug Bross Coldwell Banker Realty

    41 Richmondville Ave Unit 111, Westport, CT 06880
  • Unlisted Address

    $4,300,000

    Sold Sep 16, 2025

    Unlisted Address

    • 6 Beds
    • 8 Baths
    • 5,127 Sq Ft
    • Built 2012

    Last Sold Summary

    • $839/SF
    • 153 Days On Market

    Current Estimated Value $4,337,086

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    Unlisted Address
    • 2 Smokey Ln, Westport, CT 06880

      Est $2,859,701

      Not Listed For Sale

      2 Smokey Ln, Westport, CT 06880

      • 4 Beds
      • 5 Baths
      • 5,516 Sq Ft
      • Built 1996
      2 Smokey Ln, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

  • 10 Sprucewood Ln, Westport, CT 06880
    10 Sprucewood Ln, Westport, CT 06880
    10 Sprucewood Ln, Westport, CT 06880
    /40

    $2,975,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 5,526 Sq Ft

    10 Sprucewood Ln, Westport, CT 06880

    Tucked at the end of a coveted Hunt Club lane, 10 Sprucewood Lane offers exceptional privacy, architectural refinement, & an enviable setting within one of Westport's most sought-after neighborhoods. Thoughtfully renovated in 2017, this sophisticated Colonial showcases a gracious & versatile floor plan that seamlessly balances classic elegance with modern living. Sun-filled interiors & a curated

    Barbara Sweeney Coldwell Banker Realty

    10 Sprucewood Ln, Westport, CT 06880
  • 11 Tierney Ln, Westport, CT 06880

    $5,499,000

    Sold Oct 15, 2025

    11 Tierney Ln, Westport, CT 06880

    • 6 Beds
    • 9 Baths
    • 9,550 Sq Ft
    • Built 2025

    Last Sold Summary

    • $576/SF
    • 112 Days On Market

    Current Estimated Value $5,344,415

    Last Listing Agent Laurie Crouse Coldwell Banker Realty

    11 Tierney Ln, Westport, CT 06880
  • 31 Stonybrook Rd, Westport, CT 06880
    31 Stonybrook Rd, Westport, CT 06880
    31 Stonybrook Rd, Westport, CT 06880
    /36

    $5,750,000

    • 5 Beds
    • 8 Baths
    • 6,503 Sq Ft

    31 Stonybrook Rd, Westport, CT 06880

    Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an

    Kristi Law William Pitt Sotheby's Int'l

    31 Stonybrook Rd, Westport, CT 06880
  • 109 Greens Farms Rd, Westport, CT 06880

    $1,325,000

    Sold Dec 09, 2025

    109 Greens Farms Rd, Westport, CT 06880

    • 3 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 1860

    Last Sold Summary

    • 5% Below List Price
    • $585/SF
    • 118 Days On Market

    Current Estimated Value $1,373,027

    Last Listing Agent Karen Scott Compass Connecticut, LLC

    109 Greens Farms Rd, Westport, CT 06880
    • 301 Main St, Westport, CT 06880

      Est $1,729,530

      Not Listed For Sale

      301 Main St, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,578 Sq Ft
      • Built 1996
      301 Main St, Westport, CT 06880

      Last Sold Summary

      • 30 Days On Market

  • 5 Michele Ln, Westport, CT 06880
    5 Michele Ln, Westport, CT 06880
    5 Michele Ln, Westport, CT 06880
    /40

    $3,495,000

    Pending
    • 6 Beds
    • 8.5 Baths
    • 7,787 Sq Ft

    5 Michele Ln, Westport, CT 06880

    Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the

    Kyle Neumann Houlihan Lawrence

    5 Michele Ln, Westport, CT 06880
  • 10 Charcoal Hill Rd, Westport, CT 06880

    $2,370,000

    Sold May 01, 2026

    10 Charcoal Hill Rd, Westport, CT 06880

    • 4 Beds
    • 3.5 Baths
    • 3,279 Sq Ft
    • Built 1930

    Last Sold Summary

    • 5% Above List Price
    • $723/SF
    • 12 Days On Market

    Current Estimated Value $2,278,458

    Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

    10 Charcoal Hill Rd, Westport, CT 06880
  • 7 High Gate Rd, Westport, CT 06880
    7 High Gate Rd, Westport, CT 06880
    7 High Gate Rd, Westport, CT 06880
    /40

    $1,699,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,604 Sq Ft

    7 High Gate Rd, Westport, CT 06880

    Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's

    Linda Skolnick Coldwell Banker Realty

    7 High Gate Rd, Westport, CT 06880
  • 187 Compo Rd S, Westport, CT 06880

    $1,950,000

    Sold Jun 30, 2025

    187 Compo Rd S, Westport, CT 06880

    • 4 Beds
    • 3.5 Baths
    • 4,403 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $443/SF
    • 39 Days On Market

    Current Estimated Value $2,092,668

    Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

    187 Compo Rd S, Westport, CT 06880
  • 41 Richmondville Ave Unit 101, Westport, CT 06880
    41 Richmondville Ave Unit 101, Westport, CT 06880
    41 Richmondville Ave Unit 101, Westport, CT 06880
    /27

    $995,000

    New Construction Pending
    • 1 Bed
    • 1 Bath
    • 950 Sq Ft

    41 Richmondville Ave Unit 101, Westport, CT 06880

    The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

    Doug Bross Coldwell Banker Realty

    41 Richmondville Ave Unit 101, Westport, CT 06880
  • 41 Richmondville Ave Unit 109, Westport, CT 06880

    $1,200,000

    Sold Oct 08, 2025

    41 Richmondville Ave Unit 109, Westport, CT 06880

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Built 2024

    Last Sold Summary

    • 13% Below List Price
    • $949/SF
    • 355 Days On Market

    Last Listing Agent Doug Bross Coldwell Banker Realty

    41 Richmondville Ave Unit 109, Westport, CT 06880
  • 15 Jennie Ln, Westport, CT 06880
    15 Jennie Ln, Westport, CT 06880
    15 Jennie Ln, Westport, CT 06880
    /9

    $699,000

    Pending
    • 2 Beds
    • 1 Bath
    • 2,240 Sq Ft

    15 Jennie Ln, Westport, CT 06880

    Set on a one-acre lot in a fabulous location, the property offers the perfect opportunity to create your dream home. Ride you bike to the beach or enjoy being just a stone's throw from Longshore Country Club and Park . Bring your imagination -and your builder-and make it your own!

    Laura Parkington William Raveis Real Estate

    15 Jennie Ln, Westport, CT 06880
  • 167A Compo Rd S, Westport, CT 06880

    $1,875,000

    Sold Jul 25, 2025

    167A Compo Rd S, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 2,103 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $892/SF
    • 34 Days On Market

    Last Listing Agent Lynne Nolan Compass Connecticut, LLC

    167A Compo Rd S, Westport, CT 06880
  • 20 Woods Grove Rd, Westport, CT 06880
    20 Woods Grove Rd, Westport, CT 06880
    20 Woods Grove Rd, Westport, CT 06880
    /3

    $999,000

    • Land
    • 13,068 Sq Ft
    • $3,330,000 per Acre

    20 Woods Grove Rd, Westport, CT 06880

    Set on a picturesque 0.30-acre lot, this ranch-style home is full of potential and waiting for your creative vision. While the home is being sold as-is the possibilities are endless. Whether you're an investor, a builder, or a homeowner with a vision, this property offers the perfect canvas to bring your ideas to life. Situated in a sought-after neighborhood with close proximity to downtown,

    Miki Scarfo Compass Connecticut, LLC

    20 Woods Grove Rd, Westport, CT 06880
  • 83 Red Coat Rd, Westport, CT 06880

    $5,516,360

    Sold Jun 26, 2025

    83 Red Coat Rd, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 6,400 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $862/SF
    • 285 Days On Market

    Current Estimated Value $4,284,966

    Last Listing Agent Marc Tessitore Coldwell Banker Realty

    83 Red Coat Rd, Westport, CT 06880
  • 240 North Ave, Westport, CT 06880
    240 North Ave, Westport, CT 06880
    240 North Ave, Westport, CT 06880
    /40

    $3,499,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4.5 Baths
    • 3,778 Sq Ft

    240 North Ave, Westport, CT 06880

    "MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house &

    Doug Bross Coldwell Banker Realty

    240 North Ave, Westport, CT 06880
  • 115 Harvest Commons Unit 115, Westport, CT 06880

    $1,330,000

    Sold Sep 05, 2025

    115 Harvest Commons Unit 115, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,662 Sq Ft
    • Built 1981

    Last Sold Summary

    • 21% Above List Price
    • $800/SF
    • 21 Days On Market

    Last Listing Agent Elizabeth Videler The Riverside Realty Group

    115 Harvest Commons Unit 115, Westport, CT 06880
  • 9 Sturges Hwy, Westport, CT 06880
    9 Sturges Hwy, Westport, CT 06880
    9 Sturges Hwy, Westport, CT 06880
    /15

    $5,474,945

    New Construction $1M PRICE DROP Pending
    • 7 Beds
    • 8 Baths
    • 6,660 Sq Ft

    9 Sturges Hwy, 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 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, 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,

    Annie Klyver Higgins Group Real Estate

    9 Sturges Hwy, Westport, CT 06880

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