Westport, CT Homes

• 

  $3,475,000 Sold Jul 16, 2025

  • 6,944 Sq Ft
  • $500/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2005

  4 Silver Brook Rd, Westport, CT 06880

  Welcome to 4 Silver Brook Rd- a gem in the heart of Westport. Situated in a true neighborhood (which is rare in Westport), this home was designed and then updated for easy indoor/outdoor entertaining and everyday living. The backyard oasis has mature plantings that create privacy and a peaceful setting as well as 3 different large flat areas for playing catch, gardening or kicking a soccer ball.

  Meredith Cohen Serhant Connecticut, LLC

  4 Silver Brook Rd, Westport, CT 06880
• 

  Est $1,460,539 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  7 Carlisle Ct, Westport, CT 06880

  7 Carlisle Ct, Westport, CT 06880
• 

  

  

  /40

  $1,325,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 3,235 Sq Ft

  402 Harvest Commons Unit 402, Westport, CT 06880

  Welcome to 402 Harvest Commons-offering effortless 1-level Ranch-style 2 Bedroom,2.5 BA unit has 2 private courtyard-style patios, with freshly painted Kitchen, DR, LR, Hallway, Primary bedroom & Guest room. New w/w carpet in the LR, Primary and Guest BR. This home showcases a custom designed eat-in kitchen w/custom-built cabinets by Domestic Kitchens, granite counters, Wolf gas cooktop, Wolf

  Christine Mahoney Coldwell Banker Realty

  402 Harvest Commons Unit 402, Westport, CT 06880
• 

  $1,410,000 Sold Jul 16, 2025

  • 5,261 Sq Ft
  • $268/SF
  • 77 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1967

  285 Greens Farms Rd, Westport, CT 06880

  Endless Potential in Prime Location! Bring your vision and transform this Westport gem into the home of your dreams! In the sought-after Greens Farms neighborhood, this property offers a rare opportunity to renovate and customize to your taste. The main residence is brimming with potential, while a beautifully finished attached legal rental unit provides immediate income or flexible living space.

  Danna Rogers Higgins Group Bedford Square

  285 Greens Farms Rd, Westport, CT 06880
• 

  

  

  /40

  Est $3,577,000 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,874 Sq Ft

  8 Mayflower Pkwy, Westport, CT 06880

  8 Mayflower Pkwy, Westport, CT 06880
• 

  

  /40

  $2,495,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Obsessively maintained and reimagined by the current owners, the home was designed with Peters' signature use of native stone, rich wood, and artisan detail, making the residence

  Cyd Hamer William Pitt Sotheby's Int'l

  56 Charcoal Hill Rd, Westport, CT 06880
• 

  $1,850,000 Sold Jul 14, 2025

  • 2,891 Sq Ft
  • $640/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  52 Woodside Ave, Westport, CT 06880

  Enjoy a wonderful life on Woodside Avenue, one of Old Hill's most popular streets, walking distance to town & Earthplace Nature Centre. This charming ranch home offers sophisticated, easy living & so much more. The open floorplan radiates off the bright kitchen with stainless steel appliances, including a wine fridge & gorgeous granite countertops. The formal living room enjoys a wall of sliding

  Jessica Brookbanks Coldwell Banker Realty

  52 Woodside Ave, Westport, CT 06880
• 

  Est $3,689,961 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,630 Sq Ft

  12 Covlee Dr, Westport, CT 06880

  12 Covlee Dr, Westport, CT 06880
• 

  

  /31

  $1,750,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 5,489 Sq Ft

  130 Easton Rd, Westport, CT 06880

  Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

  David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
• 

  $1,950,000 Sold Jul 14, 2025

  • 4,368 Sq Ft
  • $446/SF
  • 56 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1969

  41 Hermit Ln, Westport, CT 06880

  **THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/5.** Prepare to be dazzled by this spectacular 5 bedroom custom home on park-like property in the prestigious Red Coat section of Westport. This recently improved modern Colonial offers a refined lifestyle. Located at the corner of a cul-de-sac, this home's two driveways offer abundant parking - and the front

  Alex Chingas Coldwell Banker Realty

  41 Hermit Ln, Westport, CT 06880
• 

  Est $2,343,833 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft

  16 Broadview Rd, Westport, CT 06880

  16 Broadview Rd, Westport, CT 06880
• 

  

  /9

  $1,500,000 Pending

  • Land
  • 2 Acres
  • $750,000 per Acre

  4A Newtown Turnpike, Westport, CT 06880

  ATTENTION BUYERS/BUILDERS! WONDERFUL OPPORTUNITY TO ACQUIRE TWO LEVEL-PARKLIKE ACRES, AAA-ZONE, IN PREMIER SUBURBAN AREA OF WESTPORT SURROUNDED BY STONE WALLS AND LIGHTLY WOODED LAND BORDER FOR PRIVACY. A NEW CUSTOM HOME IS AN OPTION AS PERMITS FOR SEPTIC, DRAINAGE, WELL AND POOL SITE HAVE ALL BEEN ISSUED. ARCHITECTURAL PLANS AVAILABLE AND CAN BE PERSONALIZED. CLOSE TO TOWN, SHOPPING,

  Kelly Feda Coldwell Banker Realty

  4A Newtown Turnpike, Westport, CT 06880
• 

  $1,762,000 Sold Jul 11, 2025

  • 3,077 Sq Ft
  • $573/SF
  • 63 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  10 Dover Rd, Westport, CT 06880

  Welcome to 10 Dover Road- Ideally situated on a peaceful cul-de-sac with a beautiful flat backyard, perfect for outdoor living and entertaining. Thoughtfully expanded and renovated for today's lifestyle, with white oak hardwood floors throughout, this home features a sun drenched living room with vaulted ceilings with a striking fireplace, a formal dining room perfect for entertaining, and an

  Georgia Wasserman Coldwell Banker Realty

  10 Dover Rd, Westport, CT 06880
• 

  Est $7,313,938 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 7,938 Sq Ft

  319 Bayberry Ln, Westport, CT 06880

  319 Bayberry Ln, Westport, CT 06880
• 

  

  /40

  $3,995,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,929 Sq Ft

  4 Buena Vista Dr, Westport, CT 06880

  Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized

  Debra Shaughnessy Coldwell Banker Realty

  4 Buena Vista Dr, Westport, CT 06880
• 

  $10,250,000 Sold Jul 11, 2025

  • 12,440 Sq Ft
  • $824/SF
  • 87 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2025

  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
• 

  Est $4,783,111 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 7,200 Sq Ft

  13 Caccamo Ln, Westport, CT 06880

  13 Caccamo Ln, Westport, CT 06880
• 

  

  /28

  $899,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft

  4 Pin Oak Ct, Westport, CT 06880

  Discover the possibilities with this 4-bedroom, 3 1/2 -bath Cape set on a flat and spacious 1-acre lot in vibrant Westport, CT. Whether you envision renovating the existing home or building your dream residence from the ground up, this property offers the perfect canvas. Located in a neighborhood close to schools, shopping, beaches, and commuting, the setting combines convenience with ample space

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 Pin Oak Ct, Westport, CT 06880
• 

  $920,000 Sold Jul 11, 2025

  • 2,448 Sq Ft
  • $376/SF
  • 74 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1949

  105 Valley Rd, Westport, CT 06880

  NEW PRICE! RARE VALUE NOT TO BE MISSED! Here is the moment you have been waiting for! Your chance to get into Westport and all it has to offer at a very rare price point! The location is sublime, 5 minutes from the train, 5 minutes to Compo Beach! This ranch style home has so much to offer. 3 BR's on the main floor with a 4th in the fully finished, walk-out lower level. Lower level has a kitchen,

  Chris Ahlgrim Coldwell Banker Realty

  105 Valley Rd, Westport, CT 06880
• 

  Est $1,787,254 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,706 Sq Ft

  38 Bauer Place Extension, Westport, CT 06880

  38 Bauer Place Extension, Westport, CT 06880
• 

  

  /39

  $3,800,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,420 Sq Ft

  365 Greens Farms Rd, Westport, CT 06880

  Generously sited on 2.15 stunning acres in Greens Farms, the Joseph H. Wakeman House is a perfect example of New England ingenuity and warmth. Built in 1840, this distinguished Federal-style residence was thoughtfully reimagined in the 1930s by an owner intent on showcasing its craftsmanship and enduring quality. The current residents were similarly captivated by its character and history.

  Michael Mombello Compass Connecticut, LLC

  365 Greens Farms Rd, Westport, CT 06880
• 

  $3,400,000 Sold Jul 11, 2025

  • 4,739 Sq Ft
  • $717/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1969

  22 Oak Ridge Park, Westport, CT 06880

  Nestled at the end of a quiet cul-de-sac along the scenic Saugatuck River, this stunning Colonial offers over 4,700 square feet of refined living space. With breathtaking panoramic water views, a private dock, and a brand-new cedar roof, this home is a true waterfront retreat. Step inside to discover gorgeous hardwood floors throughout and a custom-designed kitchen featuring granite countertops

  Jolanta Rojek eXp Realty

  22 Oak Ridge Park, Westport, CT 06880
• 

  Est $2,323,916 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,934 Sq Ft

  181 Long Lots Rd, Westport, CT 06880

  181 Long Lots Rd, Westport, CT 06880
• 

  

  /22

  $2,499,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,549 Sq Ft

  195 Hillspoint Rd, Westport, CT 06880

  This pristine 3-bedroom, 2.5-bath waterfront home offers the ultimate coastal lifestyle with sweeping views across the water to Sherwood Island State Park. Designed with an open floor plan, it features an updated kitchen with top-of-the-line appliances, ideal for both everyday living and entertaining. An expansive deck overlooks the water, creating the perfect backdrop for gatherings or quiet

  Jen Kass Higgins Group Bedford Square

  195 Hillspoint Rd, Westport, CT 06880
• 

  $4,200,000 Sold Jul 10, 2025

  • 6,898 Sq Ft
  • $609/SF
  • 58 Days On Market

  • 7 Beds
  • 9 Baths
  • Built 2008

  11 Gault Park Dr, Westport, CT 06880

  Elegant 8,794 Sq Ft Custom Colonial with Resort-Style Outdoor Living: Set behind stone walls and approached by a tree-lined drive, this extraordinary 8,794 sq ft custom Colonial blends timeless design with luxurious living. Finished on four impeccably crafted levels, the home showcases thoughtful design with extensive millwork and custom wall covering that add depth, texture and character, as

  Imke Lohs Compass Connecticut, LLC

  11 Gault Park Dr, Westport, CT 06880
• 

  Est $2,877,943 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,704 Sq Ft

  52 Center St, Westport, CT 06880

  52 Center St, Westport, CT 06880
• 

  

  /38

  $4,995,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,484 Sq Ft

  4 Sandpiper Rd, Westport, CT 06880

  Welcome to Island Life, a truly coveted experience on Saugatuck Island! This home offers breathtaking water views from nearly every room of this sophisticated yet modern beach house. This spacious and airy home is drenched in sunlight, featuring a great room with an open floor plan. The timeless kitchen boasts professional-grade appliances, quartz counters, and a large outdoor porch perfect for

  Todd Gibbons Boost Real Estate Group

  4 Sandpiper Rd, Westport, CT 06880
• 

  $1,888,000 Sold Jul 09, 2025

  • 2,912 Sq Ft
  • $648/SF
  • 48 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1947

  18 Stoneboat Rd, Westport, CT 06880

  Quietly set near the end of a scenic cul-de-sac on an acre of park-like property, this sophisticated home blends dramatic modern flair with Connecticut charm, in a flexible package which includes an accessory apartment. The unique features of this home make it ideal for multi-generational living, home office use, or for anyone seeking ample space in beautiful surroundings. Specimen plantings,

  Barbara Bross Coldwell Banker Realty

  18 Stoneboat Rd, Westport, CT 06880
• 

  Est $822,698 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  17 Richmondville Ave, Westport, CT 06880

  17 Richmondville Ave, Westport, CT 06880
• 

  

  /40

  $2,895,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 6,856 Sq Ft

  5 Northside Ln, Westport, CT 06880

  A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

  Alex Chingas Coldwell Banker Realty

  5 Northside Ln, Westport, CT 06880
• 

  $3,750,000 Sold Jul 08, 2025

  • 6,637 Sq Ft
  • $565/SF
  • 0 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2002

  22 Woody Ln, Westport, CT 06880

  The perfect lifestyle awaits, near the end of one of the most desirable and attractive cul-de-sacs in the heart of Westport. This impressive home has been expertly maintained and is presented in excellent condition. The manicured acre of park-like property with mature landscaping introduces this timeless Colonial. The two-story foyer with herringbone-patterned wood floor & extensive millwork

  Doug Bross Coldwell Banker Realty

  22 Woody Ln, Westport, CT 06880
• 

  Est $4,614,574 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,032 Sq Ft

  6 James Ln, Westport, CT 06880

  6 James Ln, Westport, CT 06880
• 

  

  /28

  $2,195,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,158 Sq Ft

  18 Sherwood Dr, Westport, CT 06880

  This Nantucket-style turnkey retreat has been reimagined and extensively renovated to create the perfect escape by the sea - a captivating and magical experience inside and out. Just a 4-minute walk from picturesque Old Mill Beach and around the corner from Westport's famed Compo Beach, this home blends a seaside-Scandinavian aesthetic with pickled white oak floors, glossy white walls, and

  Cyd Hamer William Pitt Sotheby's Int'l

  18 Sherwood Dr, Westport, CT 06880
• 

  $2,375,000 Sold Jul 08, 2025

  • 4,710 Sq Ft
  • $504/SF
  • 28 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1929

  1 Crooked Mile Rd, Westport, CT 06880

  Originally built in 1929,the Keene-Calhoun home boasts a rich history,once owned by Oscar-winning film star Bette Davis.Nestled along the W. Branch Saugatuck Rvr,its entrance is adorned with stone pillars and mature plantings,leading to a captivating enclave.This iconic residence has been meticulously updated to preserve its antique allure while integrating modern amenities & sophisticated

  Ellen McNees Higgins Group Real Estate

  1 Crooked Mile Rd, Westport, CT 06880
• 

  Est $2,688,102 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,534 Sq Ft

  2 Florian Ct, Westport, CT 06880

  2 Florian Ct, Westport, CT 06880
• 

  

  /40

  $1,390,000 Pending

  • 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 (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 202, Westport, CT 06880
• 

  $1,325,000 Sold Jul 08, 2025

  • 2,904 Sq Ft
  • $456/SF
  • 51 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1972

  109 Kings Hwy S, Westport, CT 06880

  Looking to enter the competitive market in the town of Westport? Check out this wonderful 5-bedroom colonial with Westport schools and town amenities! It's bright and perfect for anyone looking to settle down in a vibrant area. You're just a short walk from the train and all the action at Saugatuck Center, where you'll find a fantastic mix of restaurants and unique shops to explore. Inside, the

  Karen Scott Compass Connecticut, LLC

  109 Kings Hwy S, Westport, CT 06880
• 

  Est $934,066 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,291 Sq Ft

  20 Rumpenmile Ave, Westport, CT 06880

  20 Rumpenmile Ave, Westport, CT 06880
• 

  

  /40

  $1,648,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,090 Sq Ft

  8 Washington Ave, Westport, CT 06880

  One of the most sought-after walk-to-town neighborhoods in Westport, presents a stately charmer on 8 Washington Ave. Enjoy the splendor of an era gone by with original Victorian architectural details including hard wood flooring, carved mahogany stair banister, detailed window trim and expansive back porch overlooking an oversized garden. This five-bedroom home on three levels offers the walk to

  Susan Vanech Compass Connecticut, LLC

  8 Washington Ave, Westport, CT 06880
• 

  $2,225,000 Sold Jul 07, 2025

  • 3,585 Sq Ft
  • $621/SF
  • 23 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1993

  75 Old Hill Rd, Westport, CT 06880

  Stunning colonial with contemporary flair set on a private acre in much sought after Old Hill. Convenient to town, train and beach. This is not your cookie cutter colonial with wonderful, flexible, open floor plan and top of the line remodeled kitchen. Current piano room could be formal dining room or office/study. Impressive Primary Bedroom suite with beautiful bath. Large upstairs room with

  Regina Kendig William Raveis Real Estate

  75 Old Hill Rd, Westport, CT 06880

Showing Results 401 - 440, Page 11 of 18