11,356

Westport, CT Homes

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  • /40

    $3,200,000

    Pending
    • 5 Beds
    • 5.5 Baths
    • 7,048 Sq Ft

    123 Cross Hwy, Westport, CT 06880

    A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main

    Patricia Shea Coldwell Banker Realty

    123 Cross Hwy, Westport, CT 06880
  • /40

    $16,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • House for Rent

    87 Myrtle Ave, Westport, CT 06880

    Just when you thought all the good summer rentals were gone! Charming New England Colonial literally steps to everything downtown Westport has to offer yet offering your own private oasis. This is truly in-town living at it's best with Westport beaches just a short drive away. Enjoy walking to town for your morning coffee or smoothie. Lunch in the shade on the porch of one of the historic

    Jordan Dolger Higgins Group Real Estate

    87 Myrtle Ave, Westport, CT 06880
  • 36 Rayfield 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 $1,094,494

    Last Listing Agent Pam Toner Berkshire Hathaway NE Prop.

    36 Rayfield Rd, Westport, CT 06880
  • /27

    $3,685,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    3 Laurel Ln, Westport, CT 06880

    Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. 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

    Julie Vanderblue Higgins Group Real Estate

    3 Laurel Ln, Westport, CT 06880
  • /15

    $6,950 Per Month

    • 3 Beds
    • 3 Baths
    • 1,651 Sq Ft
    • House for Rent

    28 Treadwell Ave, Westport, CT 06880

    Set on a lovely property with a tranquil and pretty backyard setting, this charming and updated ranch offers the perfect blend of convenience and comfort. Ideally located just a short walk or bike ride to the train station and the vibrant restaurants, shops, and amenities of Westport's sought-after Saugatuck neighborhood. Freshly painted and thoughtfully refreshed, this sun-filled home features 3

    Danna Rogers Higgins Group Bedford Square

    28 Treadwell Ave, 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 $3,166,930

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

    119 Long Lots Rd, Westport, CT 06880
  • /38

    $1,460,000

    New Construction Open Sat 1PM - 3PM
    • 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
  • /33

    $3,500 Per Month

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

    30 Crescent Park Rd, Westport, CT 06880

    Beautifully remodeled 2 bedroom, 2 bath modular home in a prime Westport location available for a one or two year lease. Nestled within a well-maintained community just minutes to shopping, dining, beaches, and train access, this home offers convenience and easy living. Bright open floor plan featuring luxury vinyl plank flooring, updated kitchen with stainless steel appliances, and in-unit

    Linda Almonte Berkshire Hathaway NE Prop.

    30 Crescent Park Rd, Westport, CT 06880
  • 6 N Ridge Rd, Westport, CT 06880

    $1,705,000

    Sold Jun 27, 2025

    6 N Ridge Rd, Westport, CT 06880

    • 5 Beds
    • 3.5 Baths
    • 3,320 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Above List Price
    • $514/SF
    • 11 Days On Market

    Current Estimated Value $1,811,696

    Last Listing Agent Cindy Raney Coldwell Banker Realty

    6 N Ridge Rd, Westport, CT 06880
  • /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
  • /27

    $7,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,178 Sq Ft
    • House for Rent

    28 Punch Bowl Dr, Westport, CT 06880

    Dramatic Contemporary Colonial with soaring ceilings, hardwood floors, sun-drenched large rooms with open floor plan. Eat-in kitchen has Bosch double convection oven, glass cooktop, newer frig & newer washer/dryer. Huge living room with wood-burning fireplace, high ceilings, skylights & windows abound! Separate formal dining room & additional separate family room create easy flow for today's

    Debbie Fisher William Raveis Real Estate

    28 Punch Bowl Dr, 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 $8,219,539

    Last Listing Agent Daniel Kramp Christie's International Real Estate

    2 Judy Point Ln, Westport, CT 06880
  • /25

    $1,449,000

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

    104 Harvest Commons Unit 104, Westport, CT 06880

    Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully

    Patricia Prenderville Higgins Group Real Estate

    104 Harvest Commons Unit 104, Westport, CT 06880
  • /13

    $12,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,560 Sq Ft
    • Apartment for Rent

    251 Riverside Ave Unit 251B, Westport, CT 06880

    Introducing The Anchorage at Saugatuck Apartments - a rare collection of just eight luxury waterfront residences available for yearly or 2 year lease along the picturesque Saugatuck River in Westport. This unit offers the flexibility of a 2 or 3 Bedroom option by converting the Dining room into a BR. Offering an exceptional blend of modern design, tranquility, and the unrivaled coastal lifestyle,

    Christine Oleynick Keller Williams Realty

    251 Riverside Ave Unit 251B, Westport, CT 06880
  • 31 Lincoln St, Westport, CT 06880

    $1,400,000

    Sold Aug 01, 2025

    31 Lincoln St, Westport, CT 06880

    • 5 Beds
    • 3.5 Baths
    • 2,354 Sq Ft
    • Built 1911

    Last Sold Summary

    • 9% Above List Price
    • $595/SF
    • 10 Days On Market

    Current Estimated Value $1,415,570

    Last Listing Agent Laurie Crouse Coldwell Banker Realty

    31 Lincoln St, Westport, CT 06880
  • /40

    $4,199,000

    New Construction Pending
    • 8 Beds
    • 9 Baths
    • 8,412 Sq Ft

    32 Webb Rd, Westport, CT 06880

    Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A

    Judy Michaelis Coldwell Banker Realty

    32 Webb 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
  • 2 Drumlin Rd, Westport, CT 06880

    $825,000

    Sold Nov 14, 2025

    2 Drumlin Rd, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 1,610 Sq Ft
    • Built 1952

    Last Sold Summary

    • 8% Below List Price
    • $512/SF
    • 7 Days On Market

    Current Estimated Value $899,644

    Last Listing Agent Jenny Bentley The Riverside Realty Group

    2 Drumlin Rd, Westport, CT 06880
  • /40

    $2,999,000

    Pending
    • 4 Beds
    • 6 Baths
    • 4,312 Sq Ft

    2 Mortar Rock Rd, Westport, CT 06880

    Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The open-concept main level features a magnificent chef's kitchen, spacious dining area, and expansive living room with

    Alex Chingas Coldwell Banker Realty

    2 Mortar Rock Rd, Westport, CT 06880
  • /16

    $4,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft
    • House for Rent

    5 Treadwell Ave, Westport, CT 06880

    Great location!...walk to train, restaurants, shops. Minutes to beach and I95. Charming 3 bedroom/2bath cape with hard wood floors, screened porch and fenced backyard. Must have good credit/references.

    Nancy Maher Coldwell Banker Realty

    5 Treadwell Ave, 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 $2,572,164

    Last Listing Agent Julie Haroun Westport Residential, LLC.

    10 Wakenor Rd, Westport, CT 06880
  • /40

    $6,500,000

    • 6 Beds
    • 10 Baths
    • 9,349 Sq Ft

    124 Hillandale Rd, Westport, CT 06880

    An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly

    Meredith Cohen Serhant Connecticut, LLC

    124 Hillandale Rd, Westport, CT 06880
  • /29

    $5,500 Per Month

    • 2 Beds
    • 3.5 Baths
    • 2,692 Sq Ft
    • Townhouse for Rent

    162 Regents Park Unit 162, Westport, CT 06880

    Great opportunity if you want to get to know Westport before purchasing your new home. This rental is available for 8 months, mid-September through May 5, 2027. Perhaps you are planning a construction project this fall and need to get out of the house during renovation. This updated, professionally decorated, fully furnished townhouse could be your solution. It's a bright end unit with lots of

    Lori Di Bartholomeo William Raveis Real Estate

    162 Regents Park Unit 162, 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 $1,836,977

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

    5 Over Rock Ln, Westport, CT 06880
    • 3 Maple Ln, Westport, CT 06880

      Est $2,570,333

      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

      • 16 Days On Market

  • /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
  • /15

    $25,000 Per Month

    • 4 Beds
    • 7 Baths
    • 4,000 Sq Ft
    • House for Rent

    Unlisted Address

    Welcome to your Westport retreat, tucked away on a private street with a peaceful brook flowing just outside. This light filled home features an open Layout designed for comfort and ease. Just 2 miles from Compo Beach, you're close to the shoreline while still enjoying a quiet, secluded setting. Local Restaurants, cafes, and grocery stores are nearby without compromising privacy. A perfect place

    Ian Defronze Serhant Connecticut, LLC

    Unlisted Address
  • 7 Mansfield Place, Westport, CT 06880

    $2,250,000

    Sold Aug 11, 2025

    7 Mansfield Place, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,270 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $688/SF
    • 34 Days On Market

    Current Estimated Value $2,334,318

    Last Listing Agent Judy Michaelis Coldwell Banker Realty

    7 Mansfield Place, Westport, CT 06880
  • /17

    $1,035,000

    $164K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    483 Main St, Westport, CT 06880

    Located just minutes from trendy downtown Westport, this inviting split-level home combines comfort and convenience. Set on over a quarter acre of level, fenced-in property, it offers plenty of space for outdoor enjoyment. Step inside to a bright and welcoming living room featuring an oversized picture window, hardwood floors, and a wood-burning fireplace. The formal dining room opens to a

    Jodi Gutierrez Alliance R.E. Consultants

    483 Main St, Westport, CT 06880
  • /40

    $13,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 4,243 Sq Ft
    • House for Rent

    118 Roseville Rd, Westport, CT 06880

    This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

    Tyler Della Valle Dow Della Valle

    118 Roseville Rd, 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 $1,874,073

    Last Listing Agent Kit Tingley Higgins Group Bedford Square

    10 Twin Falls Ln, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 18

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