11,322

Westport, CT Homes

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  • 166 Long Lots Rd, Westport, CT 06880
    166 Long Lots Rd, Westport, CT 06880
    166 Long Lots Rd, Westport, CT 06880
    /40

    $2,995,000

    • 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
  • 118 Roseville Rd, Westport, CT 06880
    118 Roseville Rd, Westport, CT 06880
    118 Roseville Rd, Westport, CT 06880
    /40

    $21,000 per month

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

    118 Roseville Rd, Westport, CT 06880

    A CERTIFIED PASSIVE HOME. This modernist concrete home, designed by Francis Barry Byrne, a protege of Frank Lloyd Wright, offers a unique blend of luxury and sustainability. Perched atop a hill, it provides breathtaking views of century-old Rhododendrons and oak trees. The property includes a pool, spa, casita, and cottage, surrounded by indigenous plants. Conveniently located between I-95 and

    Gina Hackett Compass Connecticut, LLC

    118 Roseville Rd, Westport, CT 06880
  • 7 Mcmahon Ln, Westport, CT 06880

    $2,550,000 Sold Jun 27, 2025

    • 5,644 Sq Ft
    • $452/SF
    • 11 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    7 Mcmahon Ln, Westport, CT 06880

    This elegant, light-filled home is located at the end of a peaceful cul-de-sac on over an acre of professionally landscaped, level property, offering stunning curb appeal and space for a pool. The first level features a grand two-story foyer, a formal living room with a fireplace, and a formal dining room. The gourmet eat-in kitchen provides easy access to the deck, creating a seamless

    Georgia Wasserman Coldwell Banker Realty

    7 Mcmahon Ln, Westport, CT 06880
  • 4 Robert Ln, Westport, CT 06880
    4 Robert Ln, Westport, CT 06880
    4 Robert Ln, Westport, CT 06880
    /35

    $885,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    4 Robert Ln, Westport, CT 06880

    Nestled on a secluded cul-de-sac just off Hogan Trail, this peaceful residence sits on a spacious 0.45-acre plot. Enjoy the convenience of walking distance access to the train station, downtown shopping, Saugatuck restaurants, and 5 min ride to the beach. The main level features a spacious living room, connected to the kitchen, dining area, and a deck, creating an ideal space for relaxation.

    Inna Agujen Coldwell Banker Realty

    4 Robert Ln, Westport, CT 06880
  • 55 Saugatuck Ave Unit A, Westport, CT 06880
    55 Saugatuck Ave Unit A, Westport, CT 06880
    55 Saugatuck Ave Unit A, Westport, CT 06880
    /17

    $3,495 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    55 Saugatuck Ave Unit A, Westport, CT 06880

    Updated 2 bedroom in the heart of Saugatuck! - Updated kitchen, quartz counters, and stainless steel appliances - Updated bathroom - Lots of natural light in this second floor unit! - French doors in kitchen and living room with private balcony off of living room! - Patio area in back for seating and a grill - Amazing location... Walk to multiple restaurants in Saugatuck, shopping, Metro North

    Ryan Panny Milligan Realty.com

    55 Saugatuck Ave Unit A, Westport, CT 06880
  • 41 Richmondville Ave Unit 205, Westport, CT 06880

    $1,650,000 Sold Jun 27, 2025

    • 1,560 Sq Ft
    • $1058/SF
    • 193 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    41 Richmondville Ave Unit 205, Westport, CT 06880

    Welcome to this 1 bed + den with 2-baths and historic details at The Mill Westport! The large open kitchen is complete with a suite of high-end appliances and an oversized island provides a place to enjoy a meal. Your living room has exposed brick and a gas fireplace. The primary bedroom features a pair of closets leading to a luxurious bathroom with two sinks & rain shower. All homes enjoy

    Ashlei De Souza Serhant LLC

    41 Richmondville Ave Unit 205, Westport, CT 06880
  • 22 Apple Tree Trail, Westport, CT 06880
    22 Apple Tree Trail, Westport, CT 06880
    22 Apple Tree Trail, Westport, CT 06880
    /40

    $6,980,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,791 Sq Ft

    22 Apple Tree Trail, Westport, CT 06880

    PRICE ADJUSTED! Compo Beach living, 2 short blocks from beach on private road! Luxury construction, just completed. 5 bed, 4.5 bath modern home w/ all of the lush amenities seen in the finest resorts both inside & out. Custom Italian cabinetry by L'Ottocento in kitchen, butler's pantry, bathrooms, and mudroom. 9ft.+ ceilings, open stairs w/ glass railings & oak floors. Entry hall w/ crystal

    Deborah Aulfinger Goldan Home Realty, LLC.

    22 Apple Tree Trail, Westport, CT 06880
  • 28 Clinton Ave, Westport, CT 06880
    28 Clinton Ave, Westport, CT 06880
    28 Clinton Ave, Westport, CT 06880
    /40

    $18,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,899 Sq Ft
    • House for Rent

    28 Clinton Ave, Westport, CT 06880

    Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high

    Barbara Bross Coldwell Banker Realty

    28 Clinton Ave, Westport, CT 06880
  • 9 Forest Dr, Westport, CT 06880

    $2,865,000 Sold Jun 26, 2025

    • 4,672 Sq Ft
    • $613/SF
    • 40 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1952

    9 Forest Dr, Westport, CT 06880

    What more could you ask for - this gorgeous, spacious home is located at the end of a cul-de-sac in a friendly & fabulous neighborhood. Completely remodeled, renovated and expanded in 2017. The beautiful, flat 1.14 +/- acre property with room for a pool & cabana is complete with an expansive patio, firepit and enclosed organic garden for outdoor enjoyment. This home is conveniently located within

    Alex Chingas Coldwell Banker Realty

    9 Forest Dr, Westport, CT 06880
  • 33 Woody Ln, Westport, CT 06880
    33 Woody Ln, Westport, CT 06880
    33 Woody Ln, Westport, CT 06880
    /38

    $2,595,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,554 Sq Ft

    33 Woody Ln, Westport, CT 06880

    Poised on a beautiful cul-de-sac in the heart of Westport, walking distance to Bedford Middle School and Staples High School, this exquisite home has been thoughtfully curated inside and out. Fully renovated by Rose Adams, the main living spaces are open and inviting with custom millwork throughout. Relax by the family room's fireplace or gather with friends in the chef's kitchen featuring high

    Michelle Genovesi William Raveis Real Estate

    33 Woody Ln, Westport, CT 06880
  • 3 Donald Dr, Westport, CT 06880
    3 Donald Dr, Westport, CT 06880
    3 Donald Dr, Westport, CT 06880
    /26

    $8,200 per month

    • 3 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • House for Rent

    3 Donald Dr, Westport, CT 06880

    Soaring ceilings, abundant natural light and fresh updates throughout make this a perfect place to call home! This happy home is located at the end of a centrally-located cul de sac close to everything Westport has to offer, including just a mile to schools. Updated kitchen and baths, efficient natural gas heat and cooled by central air conditioning. The generously-sized back deck overlooks a

    Cyd Hamer William Pitt Sotheby's Int'l

    3 Donald Dr, Westport, CT 06880
  • 4 Turtleback Ln, Westport, CT 06880

    $1,492,500 Sold Jun 26, 2025

    • 2,134 Sq Ft
    • $699/SF
    • 53 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1964

    4 Turtleback Ln, Westport, CT 06880

    Walk to Winslow Park, Trader Joes, Gold's Deli and many convenient amenities from this welcoming home in the heart of Westport. Located on a quiet cul-de-sac, this home features a 2-story Entry which invites you into an open floor plan with modern accents. The updated Kitchen with breakfast bar and stainless appliances, opens to a fantastic deck overlooking the pretty .50 acre property. A sunny

    Laurie Crouse Coldwell Banker Realty

    4 Turtleback Ln, Westport, CT 06880
  • 26 Davenport Ave, Westport, CT 06880
    26 Davenport Ave, Westport, CT 06880
    26 Davenport Ave, Westport, CT 06880
    /40

    $999,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,683 Sq Ft

    26 Davenport Ave, Westport, CT 06880

    Exceptional opportunity to own this versatile 2-family home in Wesport. Whether you're looking for multigenerational living or rental income, this property delivers. The 1st unit features 2 spacious bedrooms, 2 full baths, a sun-filled living room with sliders that lead out to the deck, a cozy family room with fireplace, and a dedicated office/den with cathedral ceilings. You'll love the gourmet

    Jared Randall Redfin Corporation

    26 Davenport Ave, Westport, CT 06880
  • 28 Woodside Ave, Westport, CT 06880
    28 Woodside Ave, Westport, CT 06880
    28 Woodside Ave, Westport, CT 06880
    /39

    $4,850 per month

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • House for Rent

    28 Woodside Ave, Westport, CT 06880

    Pristine 1918 Cottage in the Old Hill area of Westport. Recently restored with thoughtfulness and care, keeping the integrity and character alive! Beautiful hardwood floors, cozy renovated kitchen with eating nook, living room and dining areas, family room with sliders to patio and backyard , 3 bedrooms , 2 full baths. Set back off Woodside w/ private yard. Just minutes to town, train and beach!

    Sandra Calise Cenatiempo Settlers & Traders

    28 Woodside Ave, Westport, CT 06880
  • 46 Bayberry Ln, Westport, CT 06880

    $3,100,000 Sold Jun 26, 2025

    • 6,942 Sq Ft
    • $447/SF
    • 23 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2004

    46 Bayberry Ln, Westport, CT 06880

    Nestled on a pristine one-acre property in a prime Westport location, this fabulous 5-bedroom, 5-bathroom Colonial offers an exceptional blend of classic architecture and modern sophistication. With over 5,200 sq. ft. living space and an additional 1,700 sq. ft. of finished walk-out lower level space, this residence is designed for both grand entertaining and comfortable everyday living. Soaring

    Jane Jones Berkshire Hathaway NE Prop.

    46 Bayberry Ln, Westport, CT 06880
  • 5 Fraser Rd, Westport, CT 06880
    5 Fraser Rd, Westport, CT 06880
    5 Fraser Rd, Westport, CT 06880
    /40

    $10,950,000 Under Contract

    • 6 Beds
    • 10 Baths
    • 12,440 Sq Ft

    5 Fraser Rd, Westport, CT 06880

    Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

    Doug Bross Coldwell Banker Realty

    5 Fraser Rd, Westport, CT 06880
  • 108 Harbor Rd, Westport, CT 06880
    108 Harbor Rd, Westport, CT 06880
    108 Harbor Rd, Westport, CT 06880
    /29

    $11,000 per month

    • 5 Beds
    • 2.5 Baths
    • 2,783 Sq Ft
    • House for Rent

    108 Harbor Rd, Westport, CT 06880

    Welcome to 108 Harbor Road, a beautifully updated 4-bedroom, 2.5-bath home on desirable Saugatuck Island in Westport. Enjoy an open floor plan, recently renovated, and stylish finishes in every room. Just a short stroll to the water, this inviting home offers the best of coastal living and easy access to all that Westport has to offer. Available for up to 9 months starting September 15.

    Kim Harizman Compass Connecticut, LLC

    108 Harbor Rd, Westport, CT 06880
  • 83 Red Coat Rd, Westport, CT 06880

    $5,516,360 Sold Jun 26, 2025

    • 6,400 Sq Ft
    • $862/SF
    • 285 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2024

    83 Red Coat Rd, Westport, CT 06880

    Modern meets elegance at 83 Red Coat Road in Westport. Proposed, custom new construction by award winning Coastal Luxury Homes, come meet with Joe Feinleib and MarcSells.Homes to walk the property and design your dream house. This Modern Colonial will be built with the highest craftsmanship and most modern building techniques available today. You will sit high above the stunning Saugatuck River

    Marc Tessitore Coldwell Banker Realty

    83 Red Coat Rd, Westport, CT 06880
  • 129 Long Lots Rd, Westport, CT 06880
    129 Long Lots Rd, Westport, CT 06880
    129 Long Lots Rd, Westport, CT 06880
    /40

    $4,899,000

    • 6 Beds
    • 8 Baths
    • 7,663 Sq Ft

    129 Long Lots Rd, Westport, CT 06880

    One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining

    Alex Chingas Coldwell Banker Realty

    129 Long Lots Rd, Westport, CT 06880
  • 17 Davenport Ave, Westport, CT 06880
    17 Davenport Ave, Westport, CT 06880
    17 Davenport Ave, Westport, CT 06880
    /28

    $5,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • House for Rent

    17 Davenport Ave, Westport, CT 06880

    Charming 3-4 Bedroom Colonial in Prime Westport Location - Available August 1 Bright and updated Colonial in a quiet, walkable neighborhood close to shops, restaurants, schools, and commuting options. This 3-4 bedroom, 2.5 bath home features a welcoming front porch, spacious living and dining areas, and an eat-in kitchen with new appliances-brand new range and dishwasher on order. The flexible

    Mary Ann Lindwall The Riverside Realty Group

    17 Davenport Ave, Westport, CT 06880
  • 71 Old Rd, Westport, CT 06880

    $3,499,000 Sold Jun 25, 2025

    • 6,300 Sq Ft
    • $555/SF
    • 16 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2013

    71 Old Rd, Westport, CT 06880

    Welcome to 71 Old Road, a beautifully maintained 6-bedroom, 5.1-bath Colonial in the heart of Westport's coveted Long Lots neighborhood. Set on a sidewalk-lined street, where kids walk to school on crisp fall mornings, this spacious home blends timeless design with modern functionality across four finished levels-perfect for today's lifestyle. Minutes from shops, restaurants, and the Greens Farm

    Meredith Kamo Compass Connecticut, LLC

    71 Old Rd, Westport, CT 06880
  • 4 Jennings Ct, Westport, CT 06880
    4 Jennings Ct, Westport, CT 06880
    4 Jennings Ct, Westport, CT 06880
    /40

    $3,200,000

    • 5 Beds
    • 7 Baths
    • 7,110 Sq Ft

    4 Jennings Ct, Westport, CT 06880

    Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat,

    Linda Skolnick Coldwell Banker Realty

    4 Jennings Ct, Westport, CT 06880
  • 34 Sasco Creek Rd, Westport, CT 06880
    34 Sasco Creek Rd, Westport, CT 06880
    34 Sasco Creek Rd, Westport, CT 06880
    /40

    $10,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,882 Sq Ft
    • House for Rent

    34 Sasco Creek Rd, Westport, CT 06880

    Nestled in the serene and picturesque area of Westport, Connecticut, 34 Sasco Creek Road offers a perfect blend of elegance and comfort. This charming residence is set on a generous 2.02-acre lot, embodying the essence of tranquil living, with the added convenience of being just a short stroll from Southport Beach and the Audubon Sanctuary. The home boasts three bedrooms and two and a half

    Gina Hackett Compass Connecticut, LLC

    34 Sasco Creek Rd, Westport, CT 06880
  • 9 Daybreak Commons Unit 9, Westport, CT 06880

    $2,099,000 Sold Jun 23, 2025

    • 2,771 Sq Ft
    • $757/SF
    • 42 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2020

    9 Daybreak Commons Unit 9, Westport, CT 06880

    This is an incredible opportunity to purchase a luxurious, mint-condition condominium at Daybreak Commons, offered to the market for the first time. This is only the 2nd re-sale to become available in this boutique community of high-end townhouses built in 2020. This attractive, manicured cul-de-sac of nine upscale homes is located within walking distance of Westport's vibrant downtown area with

    Alex Chingas Coldwell Banker Realty

    9 Daybreak Commons Unit 9, Westport, CT 06880
  • 785 Post Rd E Unit 202, Westport, CT 06880
    785 Post Rd E Unit 202, Westport, CT 06880
    785 Post Rd E Unit 202, Westport, CT 06880
    /39

    $1,390,000 Open Sun 10AM - 12PM

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

    785 Post Rd E Unit 202, Westport, CT 06880

    Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open floor plans and

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 202, Westport, CT 06880
  • 27 Imperial Ave, Westport, CT 06880
    27 Imperial Ave, Westport, CT 06880
    27 Imperial Ave, Westport, CT 06880
    /36

    $5,000 per month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    27 Imperial Ave, Westport, CT 06880

    Stunning 4-Bedroom Historic Gem in the Heart of Downtown Westport Step into a rare piece of Westport history with this beautifully restored and fully renovated apartment, perched on the 3rd floor of a charming 1892 walk-up commercial building. This expansive 4-bedroom, 2-bath residence seamlessly blends timeless character with modern updates, offering a truly unique and inviting layout. With

    Josh Fields Berkshire Hathaway NE Prop.

    27 Imperial Ave, Westport, CT 06880
  • 41 Richmondville Ave Unit 211, Westport, CT 06880

    $1,595,000 Sold Jun 23, 2025

    • 1,350 Sq Ft
    • $1181/SF
    • 138 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2024

    41 Richmondville Ave Unit 211, 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 211, Westport, CT 06880
  • 9 Woodside Ln, Westport, CT 06880
    9 Woodside Ln, Westport, CT 06880
    9 Woodside Ln, Westport, CT 06880
    /40

    $2,799,999

    • 4 Beds
    • 3.5 Baths
    • 3,683 Sq Ft

    9 Woodside Ln, Westport, CT 06880

    Welcome to this charming Colonial home in the desirable Old Hill neighborhood of Westport, CT. This 3,683 sq ft residence on a generous 0.95-acre lot blends classic character with modern convenience. The open layout connects living areas to the outdoors, creating an inviting space for relaxation and entertaining. The home boasts attractive exterior accents while maximizing space and inviting

    Judy Michaelis Coldwell Banker Realty

    9 Woodside Ln, Westport, CT 06880
  • 11 Treadwell Ave, Westport, CT 06880
    11 Treadwell Ave, Westport, CT 06880
    11 Treadwell Ave, Westport, CT 06880
    /39

    $9,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,069 Sq Ft
    • House for Rent

    11 Treadwell Ave, Westport, CT 06880

    Tenant in residence. Experience the perfect blend of charm, sophistication, and convenience in this beautifully updated Colonial home, nestled in the vibrant Saugatuck Enclave. Just a short stroll away from the Metro North train station, popular restaurants, and the scenic river, this residence offers both tranquility and accessibility. Boasting four spacious bedrooms, two full bathrooms, and a

    Gary Shelton Higgins Group Bedford Square

    11 Treadwell Ave, Westport, CT 06880
  • 36 Clinton Ave, Westport, CT 06880

    $1,600,000 Sold Jun 20, 2025

    • 1,847 Sq Ft
    • $866/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    36 Clinton Ave, Westport, CT 06880

    FINAL AND BEST DEADLINE BY MONDAY, 6/9 AT 12PM. It's not easy to find a turnkey home in this price point here in Westport. This one checks all the boxes. Thoughtfully renovated and meticulously maintained, this stylish home features a chef's kitchen with a Brazilian Danby marble island, custom cabinetry, and quality finishes throughout. The 2.5 updated baths blend timeless design with modern

    Lynne Murphy Berkshire Hathaway NE Prop.

    36 Clinton Ave, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 18

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