Westport, CT Homes

• 

  $2,300,000 Sold Jul 25, 2025

  • 6,394 Sq Ft
  • $360/SF
  • 21 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1912

  238 Greens Farms Rd, Westport, CT 06880

  Classic CT charm in gorgeous Greens Farms. Enter through a circular drive and step inside "The Bedford-Lloyd House."A a high-ceiling foyer with a curved staircase and original millwork welcomes guests and serves as a hub of the 1912 home.The bright, sun-filled 32 ft living room is anchored by a warm fireplace, has room for multiple conversation areas and leads to a beautiful screened porch w

  Leslie Clarke Compass Connecticut, LLC

  238 Greens Farms Rd, Westport, CT 06880
• 

  Est $1,061,764 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,041 Sq Ft

  82 Saugatuck Ave, Westport, CT 06880

  82 Saugatuck Ave, Westport, CT 06880
• 

  

  

  /16

  $2,695,000 Pending

  • Land
  • 0.61 Acre
  • $4,418,033 per Acre

  33 Burnham Hill, Westport, CT 06880

  Beach Living Awaits at 33 Burnham Hill Road, Westport. Build or reimagine the home of your dreams on this generous .61-acre lot (approximately 100' x 266'), perfectly positioned on a peaceful cul-de-sac in Compo Beach. The property features a beautiful stone wall, an expansive yard, and is surrounded by homes of substantial size. With ample room for a pool, it presents endless opportunities for

  Gabrielle DiBianco Higgins Group Bedford Square

  33 Burnham Hill, Westport, CT 06880
• 

  $910,000 Sold Jul 24, 2025

  • 1,400 Sq Ft
  • $650/SF
  • 169 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1982

  34 Whitney Glen Unit 34, Westport, CT 06880

  Welcome home to this recently renovated, open and sunny townhouse-style condominium. The spacious first floor features a living room with a wood burning fireplace and sliders out to a covered stone terrace, a granite kitchen, dining room and powder room. On the second floor is the primary bedroom with a private balcony, marble bath with skylights as well as a large laundry room that also serves

  Darlene Letersky Coldwell Banker Realty

  34 Whitney Glen Unit 34, Westport, CT 06880
• 

  Est $3,568,274 Not Listed For Sale

  • 8 Beds
  • 6.5 Baths
  • 6,057 Sq Ft

  2 Whippoorwill Ln, Westport, CT 06880

  2 Whippoorwill Ln, Westport, CT 06880
• 

  

  /27

  $899,000 Pending

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

  2 Drumlin Rd, Westport, CT 06880

  Welcome to 2 Drumlin Road, a rare single-story ranch nestled in the desirable Compo Beach neighborhood of Westport. Set on a .29-acre parcel, this 4-bedroom, 2-full-bath home offers endless possibilities-move right in, renovate, or build your dream home. Lovingly maintained by the same owners since 1973, the home features a cheerful kitchen with stainless steel appliances, a newer roof, siding,

  Jenny Bentley The Riverside Realty Group

  2 Drumlin Rd, Westport, CT 06880
• 

  $560,000 Sold Jul 21, 2025

  • 1,224 Sq Ft
  • $458/SF
  • 8 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  69 Strathmore Ln, Westport, CT 06880

  Discover the lifestyle you've been looking for, right at your doorstep! Less than half a mile from Riverside Ave in the Saugatuck area of Westport, and the Westport train station you'll find this townhouse in the highly desired Strathmore Lane Association. The open-concept layout designed for modern living presents a welcoming flow from Kitchen through hardwood-floored dining and living room

  Jakob Satir William Raveis Real Estate

  69 Strathmore Ln, Westport, CT 06880
• 

  Est $3,155,150 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,273 Sq Ft

  142 Compo Rd N, Westport, CT 06880

  142 Compo Rd N, Westport, CT 06880
• 

  

  /7

  $895,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  9 Berkeley Rd, Westport, CT 06880

  A one acre property nestled on a quiet Coleytown side street, this three bedroom, two bath home offers a neighborhood of beautiful natural surroundings, close proximity to school campuses and just a quick ride to downtown Westport! The main floor consists of a large rear facing living room, kitchen, dining room, two bedrooms that share a hall bath, and a primary bedroom with full bath. The lower

  Leslie Clarke Compass Connecticut, LLC

  9 Berkeley Rd, Westport, CT 06880
• 

  $1,560,000 Sold Jul 21, 2025

  • 2,641 Sq Ft
  • $591/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  157 North Ave, Westport, CT 06880

  Set back from the road on a 1.21-acre lot in the desirable Coleytown neighborhood of Westport, CT. This stunning colonial home provides the perfect escape. The living area flows seamlessly into the outdoors, providing an open layout filled with warmth that's ideal for relaxation and gatherings. The pool is a wonderful added outdoor feature. The home boasts attractive exterior accents while

  Judy Michaelis Coldwell Banker Realty

  157 North Ave, Westport, CT 06880
• 

  Est $2,282,632 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,253 Sq Ft

  18 Silver Brook Rd, Westport, CT 06880

  18 Silver Brook Rd, Westport, CT 06880
• 

  

  /22

  $949,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  124 Riverside Ave Unit 2, Westport, CT 06880

  Light filled, updated, 3 bedroom condo with WATER VIEWS!! Corner Unit. Convenient location in Westport, off Riverside Avenue. Walkable to water, Post Rd, and elementary school! Only 1 mile to Westport Train Station. Updated Kitchen and Bathrooms, new appliances, wide plank floors, private Deck off Kitchen. 3 bedrooms plus Office/Den, 2 Bathrooms--all on one floor, easy living. All Kitchen

  Lori Popkin Coldwell Banker Realty

  124 Riverside Ave Unit 2, Westport, CT 06880
• 

  $1,650,000 Sold Jul 18, 2025

  • Land
  • 1 Acre
  • $1,650,000 per Acre

  • 64 Days On Market

  96 Compo Rd N, Westport, CT 06880

  Discover an exceptional opportunity to build your dream home on this spectacular 1-acre property in the heart of Westport. Centrally located within close distance to Main Street, parks, tennis, and playgrounds, this prime location offers unparalleled convenience. Property has a circular driveway with dual access, stone wall, and many mature trees and boasts a beautiful, serene backyard setting

  Steven Koleno Beycome of Connecticut

  96 Compo Rd N, Westport, CT 06880
• 

  Est $2,776,157 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,970 Sq Ft

  64 Long Lots Rd, Westport, CT 06880

  64 Long Lots Rd, Westport, CT 06880
• 

  

  /34

  $3,150,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,059 Sq Ft

  3 Hickory Hill Rd, Westport, CT 06880

  3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall

  Jillian Klaff Coldwell Banker Realty

  3 Hickory Hill Rd, Westport, CT 06880
• 

  $2,400,000 Sold Jul 18, 2025

  • 3,764 Sq Ft
  • $638/SF
  • 31 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2000

  16 Morningside Ln, Westport, CT 06880

  Tucked away at the end of a peaceful cul-de-sac, this custom-built home offers comfortable living, an abundance of natural light throughout, & unmatched convenience, being 5 minutes from schools & Green's Farms train station. With 4 bedrooms, 4.5 bathrooms, & flexible living spaces, this home is designed for entertaining & everyday family living. A double-height foyer welcomes you with a feature

  Karen Liss-uomoleale William Raveis Real Estate

  16 Morningside Ln, Westport, CT 06880
• 

  Est $1,687,515 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft

  14 North Ave, Westport, CT 06880

  14 North Ave, Westport, CT 06880
• 

  

  /30

  $1,388,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  21 Maplewood Ave, Westport, CT 06880

  Step into a world of moon dances and magic at 21 Maplewood Avenue, Westport, CT. This beautifully renovated home sings with sophistication and modern charm and character, offering a boutique-like living experience that resonates with timeless melodies. Unparalleled workmanship, led by award winning female builder and team who envisioned, created and completed a massive renovation thoughtfully

  Susan Vanech Compass Connecticut, LLC

  21 Maplewood Ave, Westport, CT 06880
• 

  $2,780,000 Sold Jul 18, 2025

  • 3,660 Sq Ft
  • $760/SF
  • 72 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2007

  29 Otter Trail, Westport, CT 06880

  This modern home boasts architect-designed features, including custom fireplaces and European high-end fixtures AND the convenience of being within walking distance to downtown Westport, Compo Beach and Metro North. The glass & stone foyer leads directly up to the main floor, where soaring ceilings, and the warm, welcoming fireplace work together with the oversized windows and skylights to create

  Leslie Clarke Compass Connecticut, LLC

  29 Otter Trail, Westport, CT 06880
• 

  Est $3,616,455 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 8,238 Sq Ft

  12 Hockanum Rd, Westport, CT 06880

  12 Hockanum Rd, Westport, CT 06880
• 

  

  /31

  $1,595,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,705 Sq Ft

  24 Tupelo Rd, Westport, CT 06880

  Nestled on a quiet cul-de-sac, this private oasis is truly move-in ready! Set on over an acre of beautifully landscaped grounds, this stunningly updated home offers 4 spacious bedrooms and 3 full bathrooms. The open-concept layout features soaring vaulted ceilings, hardwood floors, and three fireplaces that add warmth and character throughout. The fabulous, finished walk-out lower level includes

  Bobbie Poeltl Abagnale William Pitt Sotheby's Int'l

  24 Tupelo Rd, Westport, CT 06880
• 

  $1,575,000 Sold Jul 17, 2025

  • 3,374 Sq Ft
  • $467/SF
  • 22 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  11 Valley Rd, Westport, CT 06880

  Set on a lovely stretch of Valley Road just off Hillspoint is this bright and spacious Greens Farms home with fresh updates throughout. Life is easy from this ideal Westport neighborhood just minutes from Compo Beach, Longshore Club Park, NYC train, top-rated schools, and its bustling downtown. Sunlight floods the home all day, and moonlight streams in the skylights by night. Living room has a

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Valley Rd, Westport, CT 06880
• 

  

  /44

  Est $2,519,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,533 Sq Ft

  1 Pine Tree Dr, Westport, CT 06880

  1 Pine Tree Dr, Westport, CT 06880
• 

  

  /40

  $5,899,000 Pending

  • 7 Beds
  • 10 Baths
  • 11,036 Sq Ft

  9 Burr Farms Rd, Westport, CT 06880

  The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/

  Alex Chingas Coldwell Banker Realty

  9 Burr Farms Rd, Westport, CT 06880
• 

  $1,800,000 Sold Jul 17, 2025

  • 1,456 Sq Ft
  • $1,236/SF
  • 76 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  9 Island Way, Westport, CT 06880

  Welcome to your coastal haven! This charming 3-bedroom, 2.5-bathroom Westport Saugatuck Island Beach house offers sunlit living space, perfectly blending comfort and coastal charm. Nestled just a short stroll from Saugatuck Island's sandy shores, this FEMA-compliant home ensures peace of mind and easy beach access. Begin your mornings on the inviting front porch, sipping coffee as the sea breeze

  Linda Skolnick Coldwell Banker Realty

  9 Island Way, Westport, CT 06880
• 

  Est $989,228 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,056 Sq Ft

  20 Pin Oak Ct, Westport, CT 06880

  20 Pin Oak Ct, Westport, CT 06880
• 

  

  /31

  $3,499,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 7,899 Sq Ft

  3 Bolton Ln, Westport, CT 06880

  This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. The primary suite flows into a large sitting area with a lovely deck overlooking the pristine backyard. Enjoy 5

  Jen Kass Higgins Group Bedford Square

  3 Bolton Ln, Westport, CT 06880
• 

  $2,205,000 Sold Jul 17, 2025

  • 3,173 Sq Ft
  • $695/SF
  • 85 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  7 Apache Trail, Westport, CT 06880

  Set on a picturesque cul-de-sac, this elegant Colonial offers timeless charm and modern amenities. Nestled on a level two-acre lot, the home boasts lovely curb appeal and a private, fully fenced backyard perfect for entertaining, play, and recreation. Inside, you'll find four spacious bedrooms with the option for a fifth bedroom or private home office on the main level, complete with a full bath.

  Meredith Kamo Compass Connecticut, LLC

  7 Apache Trail, Westport, CT 06880
• 

  Est $1,462,893 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  16 Wakenor Rd, Westport, CT 06880

  16 Wakenor Rd, Westport, CT 06880
• 

  

  /37

  $1,275,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  144 Lansdowne Unit 144, Westport, CT 06880

  One of the most sought-after complexes in Westport, Lansdowne offers the perfect blend of comfort, security, convenience, and luxury. This spacious home with a highly desired first-floor Primary Suite is bathed in natural light and designed to provide the feel of single-family living while enjoying the benefits of a condominium community. The main level features a welcoming foyer, an eat-in

  Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

  144 Lansdowne Unit 144, Westport, CT 06880
• 

  $2,760,500 Sold Jul 16, 2025

  • 3,311 Sq Ft
  • $834/SF
  • 12 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1956

  7 Over Rock Ln, Westport, CT 06880

  Thrilled to present 7 Over Rock Lane ... Charming ambience abounds throughout this quintessential Westport, Connecticut residence. The architecturally designed interiors have been meticulously expanded and enhanced with luxurious custom finishes, bespoke cabinetry and wood moldings throughout. The open layout main level has an ideal flow for entertaining - the kitchen seamlessly blending into the

  Angela Benzan Higgins Group Bedford Square

  7 Over Rock Ln, Westport, CT 06880
• 

  Est $1,304,000 Not Listed For Sale

  • 3 Beds

  384 Greens Farms Rd, Westport, CT 06880

  384 Greens Farms Rd, Westport, CT 06880
• 

  

  /40

  $3,590,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,740 Sq Ft

  22 Burritts Landing S, Westport, CT 06880

  Live the dream in this 4,800+ sq. ft. 5BR, 5BA home on 1 acre in one of Westport's most desirable private beach neighborhoods - just a 5-minute walk to the train! Fully remodeled in 2024, this home features a stunning covered stone porch, gourmet kitchen, formal dining room, multiple fireplaces, home office, and spacious family rooms. The luxurious primary suite offers dual walk-in closets, a

  Nanci Lewis Keller Williams Realty

  22 Burritts Landing S, Westport, CT 06880
• 

  $1,310,000 Sold Jul 16, 2025

  • 2,520 Sq Ft
  • $520/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1938

  281 Bayberry Ln, Westport, CT 06880

  Welcome to your storybook escape of one of Westport's famous cartoonists, Jud Hurd! Nestled on 2.5 lush, private acres, this enchanting 4-bedroom, 3-bath stone home with a slate roof, blends timeless charm with modern comfort. You'll be captivated by the home's character from the moment you arrive. The main level features the Kitchen, Living Room, Dining Room, Bedroom, and Full Bath. Upstairs,

  Linda Skolnick Coldwell Banker Realty

  281 Bayberry Ln, Westport, CT 06880
• 

  Est $1,965,841 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,058 Sq Ft

  11 High Point Rd, Westport, CT 06880

  11 High Point Rd, Westport, CT 06880
• 

  

  /29

  $2,249,000 Pending

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  10 Twin Falls Ln, Westport, CT 06880

  Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

  Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
• 

  $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 $1,964,199 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,196 Sq Ft

  8 Sachem Trail, Westport, CT 06880

  8 Sachem Trail, Westport, CT 06880
• 

  

  /40

  $5,725,000 Pending

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, 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

Showing Results 361 - 400, Page 10 of 18