Westport, CT Houses for Sale

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  /36

  $2,647,000

  • 4 Beds
  • 4.5 Baths
  • 3,935 Sq Ft

  11 Old Hill Rd, Westport, CT 06880

  Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-in closets, and a curated layout that combines timeless architectural details with contemporary

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 858-9411

  11 Old Hill Rd, Westport, CT 06880
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  /25

  $3,999,000

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft

  57 Evergreen Ave, Westport, CT 06880

  Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 253-3404

  57 Evergreen Ave, Westport, CT 06880
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  /40

  $4,750,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  34 Shorehaven Rd, Norwalk, CT 06855

  Exclusive Waterfront Retreat in Gated Island Community - Just One Hour from NYC. Welcome to a rare opportunity to own one of only twelve homes on a secluded private island on the Long Island Sound. This 3-bedroom, 3-bathroom waterfront home offers the perfect escape from city life while remaining effortlessly connected to the best of Fairfield County. Perched between the sparkling waters of Long

  

  Toni Mickiewicz

  William Pitt Sotheby's Int'l

  (475) 405-1946

  34 Shorehaven Rd, Norwalk, CT 06855
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  /2

  $4,895,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,224 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  Expected for completion end of summer 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-6647

  21 Warnock Dr, Westport, CT 06880
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  /36

  $1,795,000

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft

  7 Morningside Ln, Westport, CT 06880

  A Westport treasure, this c.1900 beauty enchants with timeless charm and a magical warmth. Once the homestead of one of Westport's largest onion farms, you may still find one growing wild on the lawn. The wrap-around screened porch is perfect for summer mornings or unwinding at sunset. Inside, sunlit living spaces are filled with original character, and the chef's kitchen offers high-end

  Michelle Genovesi William Raveis Real Estate

  7 Morningside Ln, Westport, CT 06880
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  /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
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  /35

  $885,000

  • 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
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  /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
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  /39

  $3,750,000

  • 5 Beds
  • 7 Baths
  • 6,406 Sq Ft

  12 Old Hill Farms Rd, Westport, CT 06880

  Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island,

  Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
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  /40

  $5,725,000

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

  9 Greenbrier Rd, Westport, CT 06880

  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 with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  /40

  $2,995,000

  • 6 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  28 Pin Oak Ct, Westport, CT 06880

  Stunning brand new construction just minutes from downtown!! - Fantastic 6 bedroom, 6.1 bath colonial boasts 6,500+ sq/ft of living space! - Open floor plan with 9' ceilings and tons of natural light! - Gorgeous kitchen features Thermador appliances, white shaker-style cabinetry, quartz counters, tile backsplash, custom step-in wine locker, and large walk-in pantry! - Great flow for entertaining

  Todd Turcotte Milligan Realty.com

  28 Pin Oak Ct, Westport, CT 06880
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  /31

  $3,900,000

  • 6 Beds
  • 5.5 Baths
  • 7,468 Sq Ft

  86 Old Rd, Westport, CT 06880

  Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues,

  Tom Preston Keller Williams Realty

  86 Old Rd, Westport, CT 06880
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  /7

  $4,899,000

  • 5 Beds
  • 8 Baths
  • 7,400 Sq Ft

  10 Tierney Ln, Westport, CT 06880

  This is the second of 2 custom homes in final stages of completion, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents

  Laurie Crouse Coldwell Banker Realty

  10 Tierney Ln, Westport, CT 06880
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  /40

  $4,999,000

  • 5 Beds
  • 4.5 Baths
  • 4,669 Sq Ft

  216 Hillspoint Rd, Westport, CT 06880

  Compo Beach Coastal Compound+Water Views+Approved Lot! A rare Compo Beach opportunity-beautifully rebuilt, expanded 5 bed/4.5 bath home on a .47-acre parcel-INCLUDES AN APPROVED BUILDABLE .14 ACRE LOT. Enjoy stunning water views, privacy & unmatched lifestyle just steps from Old Mill & Compo Beaches! Discover a rare blend of timeless character & sophisticated living in this coastal estate.

  Sarah Fair William Raveis Real Estate

  216 Hillspoint Rd, Westport, CT 06880
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  /37

  $4,895,000

  • 7 Beds
  • 7.5 Baths
  • 9,035 Sq Ft

  26 Morningside Dr S, Westport, CT 06880

  Welcome to 26 Morningside Drive South - the first completed residence in the prestigious Sherwood Estates at Greens Farms, where timeless heritage and modern luxury meet. This newly built, four-story home is a masterclass in design, set in one of Westport's most sought-after neighborhoods. Every element has been thoughtfully curated to elevate daily living and impress when entertaining. Step

  John Schiaroli Coldwell Banker Realty

  26 Morningside Dr S, Westport, CT 06880
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  /27

  $3,895,000

  • 6 Beds
  • 7 Baths
  • 5,510 Sq Ft

  2 Webb Rd, Westport, CT 06880

  Welcome to everything you've ever wanted! NEW CONSTRUCTION, Pool, cul-de-sac, in a neighborhood that is great for walking and biking in central Westport. Walk to Post Rd shops/restaurants, Winslow dog park, even Main St., Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT

  Lori Popkin Coldwell Banker Realty

  2 Webb Rd, Westport, CT 06880
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  /8

  $7,399,000

  • 6 Beds
  • 7.5 Baths
  • 8,035 Sq Ft

  7 Roshab Ln, Westport, CT 06880

  This listing includes 1000 SF pool house/ADU. Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths,

  Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
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  /40

  $3,650,000

  • 5 Beds
  • 5 Baths
  • 3,561 Sq Ft

  6 Over Rock Ln, Westport, CT 06880

  Showings start Wednesday afternoon. Welcome to 6 Over Rock Lane - a stunning 1920s colonial retreat in the heart of Westport, Connecticut. Created by renowned designer Dan Barsanti and artist Rena Levine, it blends timeless New England charm with sophisticated modern living. A unique move-in opportunity with curated designer furniture offered. Set on a quiet, luxurious street in one of Westport's

  Judy Michaelis Coldwell Banker Realty

  6 Over Rock Ln, Westport, CT 06880
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  /38

  $3,400,000

  • 5 Beds
  • 9 Baths
  • 8,639 Sq Ft

  249 Sturges Hwy, Westport, CT 06880

  Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

  Lainie Floyd William Pitt Sotheby's Int'l

  249 Sturges Hwy, Westport, CT 06880
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  /39

  $3,300,000

  • 4 Beds
  • 5 Baths
  • 3,800 Sq Ft

  171 & 169 Compo Rd S, Westport, CT 06880

  Stunning new construction w/ 3900+SF tucked well away from the road offering a serene private setting nestled on a conforming .50 acre with REMARKABLE and UNEQUALED potential. Offering fabulous convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown via sidewalks, purchased together, #171 Compo Rd. S. (.16 ac.) and #169 Compo Rd. S. (.34 ac.), can make for a wonderful

  Tanya Sprague William Raveis Real Estate

  171 & 169 Compo Rd S, Westport, CT 06880
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  /40

  $3,695,000

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  6 Florian Ct, Westport, CT 06880

  Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

  Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
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  /38

  $3,525,000

  • 5 Beds
  • 6 Baths
  • 4,668 Sq Ft

  91 Turkey Hill Rd S, Westport, CT 06880

  Welcome to 91 Turkey Hill Rd S a beautifully upgraded 5 bed 4 full and 2 half bath home blending classic charm with modern luxury. Every inch of this residence reflects thoughtful design and top tier craftsmanship. Step inside to discover 6 brand-new, spa-inspired bathrooms, meticulously renovated with the finest materials for a truly indulgent experience. HW floors and soaring ceilings thruout

  Robert Appell Coldwell Banker Realty

  91 Turkey Hill Rd S, Westport, CT 06880
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  /38

  $3,375,000

  • 5 Beds
  • 4 Baths
  • 3,700 Sq Ft

  3 Nassau Rd, Westport, CT 06880

  Discover Westport's Premier Coastal Gem. Immerse yourself in modern elegance with this stunning new beach house, located in the highly sought-after Saugatuck Shores neighborhood. Constructed in 2022, this five-bedroom, four-and-a-half-bathroom residence spans over 3,700 square feet of finished living space. Tucked away on a peaceful cul-de-sac, the home offers easy access to the vibrant energy

  Doug Bross Coldwell Banker Realty

  3 Nassau Rd, Westport, CT 06880
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  /39

  $3,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  24 Spriteview Ave, Westport, CT 06880

  Experience the ultimate blend of waterfront living & luxurious coastal design at 24 Spriteview Avenue on Saugatuck Island. This stunning home offers the opportunity to embrace a waterfront lifestyle w/ breathtaking water views from all 10 rooms, each flooded in natural sunlight. From your own rooftop deck, enjoy front-row seats to spectacular July 4th fireworks. Built in 2018, this stunner

  Jackie Davis William Raveis Real Estate

  24 Spriteview Ave, Westport, CT 06880
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  /32

  $3,999,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,510 Sq Ft

  13 Terhune Dr, Westport, CT 06880

  Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom

  Sara Santos Coldwell Banker Realty

  13 Terhune Dr, Westport, CT 06880
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  /23

  $3,785,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  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 a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /38

  $2,695,000

  • 4 Beds
  • 4 Baths
  • 3,076 Sq Ft

  158 Hillspoint Rd, Westport, CT 06880

  Discover this exceptional, cozy abode nestled in a coveted location just a leisurely stroll away from the beach. Boasting its very own charming guest cottage and delightful in-ground pool, this residence offers unparalleled warmth and hospitality, and promises to be a haven of relaxation and entertainment for all who visit. Steeped in history dating back to 1803, and most recently updated in

  Karen Liss-uomoleale William Raveis Real Estate

  158 Hillspoint Rd, Westport, CT 06880
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  /40

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  3 Parsell Ln, Westport, CT 06880

  Spacious home on Cul-de-sac. Large rooms, lots of wonderful natural light ! A solid home that offers the perfect canvas to renovate. Set on 1 acre offering a great opportunity for expansion or a new build.

  Sandra Calise Cenatiempo Settlers & Traders

  3 Parsell Ln, Westport, CT 06880
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  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Crescent Park Rd, Westport, CT 06880

  Completely remodeled 3-bedroom ranch-style home in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a complete

  Karim Douich William Raveis Real Estate

  28 Crescent Park Rd, Westport, CT 06880
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  /37

  $1,899,000

  • 5 Beds
  • 3.5 Baths
  • 3,868 Sq Ft

  12 Sandy Hill Terrace, Westport, CT 06880

  Welcome to 12 Sandy Hill Terrace in Westport, CT! A spacious home nestled at the end of a cul-de-sac, offering spacious and comfortable living space, ideal for both relaxing and entertaining. This home boasts a central location with a charming trail behind the property that that provides an easy walk to school. Walk to town and Saugatuck, along with easy access to the train and I-95...perfect for

  Gina Hackett Compass Connecticut, LLC

  12 Sandy Hill Terrace, Westport, CT 06880
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  /30

  $1,085,000

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  15 W Parish Rd, Westport, CT 06880

  Authentic 1926 farmhouse in prime Westport location. Set on a flat, dry, well-cared for .4-acre lot, the yard is pretty and enjoyable and benefits from an extensive 1-year-old fence. The traditional layout begins with an inviting front porch that opens into a parlor where a fireplace and exposed wood beams exude charm. From the parlor, visit the study, or the spacious dining room. Next to the

  Kathleen Gibbon Brown Harris Stevens

  15 W Parish Rd, Westport, CT 06880
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  /35

  $698,500

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  10 Crescent Park Rd, Westport, CT 06880

  Enjoy the renovation, attention to detail and all that Westport offers from your 4-bedroom, 2 full bath home featuring designer kitchen, fireplace, custom built-ins/shelving, vaulted ceilings and new, finished hardwood flooring throughout. Gas hot air heating with central air, new windows and fenced yard with oversized shed situated on private neighborhood road for your nightly stroll or bike

  John Hackett William Raveis Real Estate

  10 Crescent Park Rd, Westport, CT 06880
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  /28

  $918,000

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  107 Valley Rd, Westport, CT 06880

  Proven positive cash flow investment opportunity or move in year round or just for summer to enjoy the completely updated three-bedroom classic cape offering ideal proximity to train, beach and Saugatuck shopping. Sophisticated finishes throughout include glass, stone, Waterwork's ceramics, metals and woods that draw the discerning eye of today's aesthetic from top to bottom. Distinct details set

  Susan Vanech Compass Connecticut, LLC

  107 Valley Rd, Westport, CT 06880
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  /34

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,847 Sq Ft

  3A Iris Ln, Westport, CT 06880

  Nestled on 2 private acres in a prime, convenient location, this impeccably maintained 5BR, 4.5 BA colonial offers a timeless elegance with modern comfort. Soaring 9-foot ceilings and an open floor plan create an airy, inviting atmosphere, while French doors lead to a stone terrace, cocktail pool and romantic perennial gardens-perfect for entertaining or peaceful relaxation. Inside, hardwood

  Emily Gordon Coldwell Banker Realty

  3A Iris Ln, Westport, CT 06880
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  /34

  $1,399,000

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

  109 Greens Farms Rd, Westport, CT 06880

  Located in sought-after Greens Farms, this wonderful and renovated Colonial-style Farmhouse, perfectly blends classic charm + modern updates. Nestled on a serene + picturesque flat acre, the residence offers a central location just moments from beaches, shopping, dining + two convenient train stations. Step inside to a sunlit first floor designed for effortless entertaining. The open floor plan

  Karen Scott Compass Connecticut, LLC

  109 Greens Farms Rd, Westport, CT 06880
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  /37

  $1,885,000

  • 4 Beds
  • 3.5 Baths
  • 2,882 Sq Ft

  18 Bridge St, Westport, CT 06880

  A rare gem - step into the timeless charm of this Rufus Wakeman home, a quintessential c.1884 home nestled in Westport, CT. Set on a beautiful, level, professionally landscaped, and private 0.82-acre lot, this cherished residence seamlessly blends historic character with modern-day comfort. High ceilings, intricate moldings, and wide plank floors showcase the craftsmanship of a bygone era, while

  Barbara Sweeney Coldwell Banker Realty

  18 Bridge St, Westport, CT 06880
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  /36

  $899,000

  • 2 Beds
  • 1 Bath
  • 1,195 Sq Ft

  112 Newtown Turnpike, Westport, CT 06880

  Tucked away on a picturesque 1.18-level lot acre, this updated 2-bedroom, 1-bath ranch offers a rare blend of privacy, character, and location in one of Westport's most coveted pockets of Old Hill neighborhood. Step inside to find original hardwood floors and a bright, open-concept kitchen with modern appliances, marble countertops, and high ceilings. The heart of the home centers around a

  Penny Pampoukidis William Raveis Real Estate

  112 Newtown Turnpike, Westport, CT 06880
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  /26

  $785,000

  • 4 Beds
  • 1.5 Baths
  • 1,853 Sq Ft

  4 Heather Hill, Westport, CT 06880

  Discover the potential of this charming 4-bedroom, 1.5-bath Cape Cod-style home, ideally located on a private dead end road in the heart of Central Westport. Nestled on a serene quarter-acre lot with a stone wall at the rear, this property offers both privacy and promise. While the home awaits your personal touch and updates, several key improvements have already been made, including a 200-amp

  Matthew Loverci Coldwell Banker Realty

  4 Heather Hill, Westport, CT 06880
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  /25

  $1,199,000

  • 5 Beds
  • 3.5 Baths
  • 2,312 Sq Ft

  46 Park Ln, Westport, CT 06880

  Located on a great street, close to town, the train,Winslow Park, the library, stores, Longshore and Compo Beach, the home at 46 Park Lane offers a wonderful opportunity for those wanting to renovate or build new. The 0.60 acre has a beautiful ,level back yard. There are no wetlands and the house is serviced by city water, natural gas and city sewers. The house offers an eat in kitchen, living

  Jillian Klaff Coldwell Banker Realty

  46 Park Ln, Westport, CT 06880
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  /40

  $2,465,000

  • 4 Beds
  • 3 Baths
  • 4,412 Sq Ft

  8 Northfield Dr, Westport, CT 06880

  This is the perfect house in the perfect location-just minutes from top-rated schools, playgrounds, ballfields, and houses of worship. Set on a picture-perfect acre of lush, manicured lawn, this Colonial style home offers serene views of a large pond while overlooking 8+ acres of private, protected meadowland. A gas-fired, whole-house generator provides seamless backup power for year-round peace

  Helen Cusa Brown Harris Stevens

  8 Northfield Dr, Westport, CT 06880

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