Southport, CT Homes for Sale

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  /24

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,122 Sq Ft

  368 Knapps Hwy, Fairfield, CT 06825

  RARE 3-bedroom, end-unit townhouse in Evergreen Park in the Stratfield neighborhood of Fairfield! Perfectly located to maximize privacy and backyard views, this lovingly maintained home has been freshly painted and is move-in ready. Enter through your private front door to access the attached garage, which features abundant storage and a laundry room. A private staircase leads to the main living

  Carrie Sakey Coldwell Banker Realty

  368 Knapps Hwy, Fairfield, CT 06825
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  /5

  $2,050,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 2,509 Sq Ft

  79 Fairfield Place, Fairfield, CT 06824

  Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage,

  Phyllis Doonan William Raveis Real Estate

  79 Fairfield Place, Fairfield, CT 06824
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  /40

  $15,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
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  /35

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  280 Mill Hill Rd, Southport, CT 06890

  THANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TODAY, MONDAY MAY 11TH AT 5PM. Picture perfect 1920s Colonial in the location we all covet. Welcome to 280 Mill Hill Road, a beautiful center hall colonial that blends timeless character with modern updates-all in an exceptional in-town location. Just a short stroll to Southport

  Wendy Ryan Brown Harris Stevens

  280 Mill Hill Rd, Southport, CT 06890
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  /40

  $7,495,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  16 Westport Ave, Westport, CT 06880

  Introducing The Westport Project, a stunning new construction by The O'Dell Group, located at the iconic Compo Beach in Westport. This just-completed home masterfully combines sustainability, smart living + cutting-edge design, all while offering breathtaking views of Long Island Sound. Step inside this modern masterpiece and experience a seamless blend of luxury + comfort. The open-concept

  Karen Scott Compass Connecticut, LLC

  16 Westport Ave, Westport, CT 06880
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  /34

  $520,000

  • 5 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  839 Laurel Ave, Bridgeport, CT 06604

  Must see this big unique home in person to really appreciate it. First floor consists of Formal dining room, kitchen and living room. Also has a sunroom/mudroom leading to a huge backyard. Upstairs you will find 4 large bedrooms and nook in hallway. Walk upstairs to attic for more recreational space. Full basement.

  Ishwar Rameshar Besmatch Real Estate

  839 Laurel Ave, Bridgeport, CT 06604
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  /39

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  120 S Pine Creek Rd, Fairfield, CT 06824

  This partially renovated Colonial-style Cape is ideally situated on a level, fully fenced lot just shy of a quarter acre in Fairfield's highly desirable Sasco neighborhood. Offering a perfect blend of charm, space, & modern updates, this move-in ready home is designed for both comfortable living and easy entertaining. The main level features a spacious eat-in kitchen w/ sliders that open to a

  Bob Travers Coldwell Banker Realty

  120 S Pine Creek Rd, Fairfield, CT 06824
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  /40

  $800,000

  • 5 Beds
  • 2.5 Baths
  • 3,528 Sq Ft

  20 Lynnbrook Rd, Fairfield, CT 06825

  Welcome to this stunning 5 Bedroom updated colonial, boasting 3,528 sq. ft. of elegant living space. As you approach the home, the circular driveway invites you in, leading to a charming front door. Step inside to discover a beautifully designed Living Room, featuring an impressive stone fireplace with shiplap accents that create a warm, inviting atmosphere. Hardwood floors flow throughout the

  Colleen Murray Higgins Group Real Estate

  20 Lynnbrook Rd, Fairfield, CT 06825
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  /6

  $1,250,000

  • Land
  • 6,534 Sq Ft
  • $8,333,333 per Acre

  15 Gorham Ave, Westport, CT 06880

  Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the

  Peter Lane Ogents, LLC

  15 Gorham Ave, Westport, CT 06880
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  /5

  $999,900

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  231 Veres St, Fairfield, CT 06824

  Exceptional opportunity in one of Fairfield's most desirable locations! Situated on a rare and level .52-acre lot, 231 Veres Street offers endless potential for builders, contractors, or buyers looking to create their dream home from the ground up. The true value is in the land and premium location. Set on a quiet street surrounded by established homes and new construction, this property provides

  Jennifer Artman Preston Gray Real Estate

  231 Veres St, Fairfield, CT 06824
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  /34

  $1,675,000

  • 5 Beds
  • 4 Baths
  • 3,156 Sq Ft

  30 Pequot Trail, Westport, CT 06880

  Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

  Lynn Fraund William Pitt Sotheby's Int'l

  30 Pequot Trail, Westport, CT 06880
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  /40

  $4,990,000

  • 5 Beds
  • 4 Baths
  • 5,779 Sq Ft

  1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824

  Toes in the sand! Welcome to 1149 & 1148 Fairfield Beach Rd where the best beach memories are made&every day feels like summer....2 wonderful homes:Main Home ~1149 w/direct waterfront & private sandy beach AND 1148 ~ A fun updated guest home just steps across the street. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio where you can enjoy friends and

  Christine Magliocco Higgins Group Real Estate

  1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824
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  /40

  $3,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /2

  $4,300,000

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

  394 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  394 Penfield Rd, Fairfield, CT 06824
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  /14

  $3,450,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 5,844 Sq Ft

  3 Bowling Ln, Westport, CT 06880

  Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

  Julie Haroun Westport Residential, LLC.

  3 Bowling Ln, Westport, CT 06880
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  /16

  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
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  /26

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft

  21 Ardmore St, Fairfield, CT 06824

  Fairfield Three-Family | Prime Location, Steady Income A well positioned income producing property in one of Fairfield's most convenient pockets. All three units are currently occupied, offering an investor immediate cash flow from day one. The first and second floor units each offer two bedrooms, 5 rooms total, and over 1,100 square feet of living space, solid footprints that attract long term

  Jennifer Lockwood Coldwell Banker Realty

  21 Ardmore St, Fairfield, CT 06824
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  /32

  $2,200,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car

  Wendy Ryan Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
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  /25

  $635,000

  • 2 Beds
  • 1 Bath
  • 979 Sq Ft

  245 Unquowa Rd Unit 27, Fairfield, CT 06824

  Welcome to this beautifully updated first-floor residence in the sought-after Mosswood Condominiums. Set within a manicured, park-like setting, the property offers a sense of calm and charm just moments from the heart of town. Ideally located, you can enjoy an easy walk to the train, restaurants, shops, and schools, with beaches, parks, open space, the library, and I-95 all just minutes away.

  Andrea Morelli Higgins Group Real Estate

  245 Unquowa Rd Unit 27, Fairfield, CT 06824
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  /34

  $3,990,000

  • 5 Beds
  • 7 Baths
  • 7,409 Sq Ft

  13 Rockyfield Rd, Westport, CT 06880

  This pristine Colonial offers timeless Westport elegance and effortless living, set on 1.12 flat, manicured acres framed by classic stone walls in a coveted, quiet neighborhood just one hour from NYC. The five-bedroom home features five full and two half baths, two dedicated offices, two versatile bonus spaces, custom millwork throughout, and abundant storage-perfect for today's work-from-home,

  Danna Rogers Higgins Group Bedford Square

  13 Rockyfield Rd, Westport, CT 06880
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  /36

  $999,000

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft

  63 Henry St, Fairfield, CT 06824

  .Wonderful opportunity in Fairfield's highly sought-after University neighborhood where charm, convenience, and lifestyle come together. Just a short stroll to the train and vibrant town center, this location is truly hard to beat. This thoughtfully renovated and expanded home blends timeless character with modern updates, offering a warm and inviting feel throughout. The sun-filled kitchen

  Katie O'Grady Compass Connecticut, LLC

  63 Henry St, Fairfield, CT 06824
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  /19

  $3,900,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  1008 Fairfield Beach Rd, Fairfield, CT 06824

  1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the

  Valerie Alvarez Serhant Connecticut, LLC

  1008 Fairfield Beach Rd, Fairfield, CT 06824
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  /40

  $3,495,000

  • 6 Beds
  • 8.5 Baths
  • 7,787 Sq Ft

  5 Michele Ln, Westport, CT 06880

  Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the

  Kyle Neumann Houlihan Lawrence

  5 Michele Ln, Westport, CT 06880
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  /34

  $925,000

  • 3 Beds
  • 1.5 Baths
  • 1,906 Sq Ft

  2465 Mill Plain Rd, Fairfield, CT 06824

  Move in, unpack, relax at your Mill River waterside retreat (NO FLOOD INSURANCE REQUIRED). This carefully renovated open concept home features an entry foyer with custom built-ins. Gleaming hardwood floors grace the main level and a new HVAC system provides year-round comfort. The living room, with recessed lighting and gas fireplace (trimmed in marble, shiplap with decorative oak mantle) provide

  Paulette Cuozzo William Raveis Real Estate

  2465 Mill Plain Rd, Fairfield, CT 06824
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  /29

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 1,406 Sq Ft

  97 Fayerweather Terrace, Bridgeport, CT 06605

  Fabulous Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea.

  Steven Koleno Beycome of Connecticut

  97 Fayerweather Terrace, Bridgeport, CT 06605
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  /21

  $795,000

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft

  35 Knapps Hwy, Fairfield, CT 06825

  Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and new, efficient mechanicals that keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of parking in the attached

  Thomas Chanaca Chanaca Real Estate

  35 Knapps Hwy, Fairfield, CT 06825
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  /12

  $329,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  969 Maplewood Ave, Bridgeport, CT 06605

  Welcome Home! This charming, "move-in ready" fully updated 3-Bedroom, 1-bathroom single-family residence is a premier opportunity for a first-timer or investor. The 1st floor open floor plan allows everyone to share the same space. Some of the recent updates include a new roof, hot water heater, bathroom and new flooring through-out the home. The new fenced level-yard is perfect for pets,

  Ortiz Jes Carrena Property Mgmt & Realty

  969 Maplewood Ave, Bridgeport, CT 06605
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  /36

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,383 Sq Ft

  289 Old Mill Rd, Fairfield, CT 06824

  Classic colonial meets charming, convenient location! Make this vintage home your own. Quality craftsmanship abounds in the home - from the detailed moldings to the large windows to the hardwood floors that run throughout the entire home! 9' ceilings in all first floor rooms but one. Relax and unwind on the inviting front porch. Recline in the private backyard with large patio and inviting deck

  John Foran Compass Connecticut, LLC

  289 Old Mill Rd, Fairfield, CT 06824
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  /38

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  127 Spruce St, Southport, CT 06890

  Enjoy stylish and easy living in this spectacular townhome on Southport's storybook Spruce Street. Move in and enjoy or purchase as a reliable rental option, easy to manage with low HOA fees. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining

  Ellen Fusco Compass Connecticut, LLC

  127 Spruce St, Southport, CT 06890
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  /11

  $599,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,578 Sq Ft

  11 Hale St, Westport, CT 06880

  Bring your vision to life in Westport. Set on .23 acres and ideally located less than 2 miles from the beach, just 1 mile to the train & I-95 and minutes to downtown, this property presents an opportunity to build new or completely reimagine. The existing structure is being sold strictly "As Is". An ideal offering for builders, investors or end users looking to customize to their own

  Allison Santopietro William Raveis Real Estate

  11 Hale St, Westport, CT 06880
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  /24

  $399,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  220 Melville Dr, Fairfield, CT 06825

  Welcome to 220 Melville Drive in Fairfield, a charming brick half duplex. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two

  Lauren Iraeta KW Legacy Partners

  220 Melville Dr, Fairfield, CT 06825
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  /36

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

  Pamela Williams Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  /4

  $1,850,000

  • Land
  • 8,712 Sq Ft
  • $9,250,000 per Acre

  31 Franklin St, Westport, CT 06880

  This transformative site is located on quaint street lined with early 1900s properties in the Historic Saugatuck area of Westport. One block away from train station I-95. Adjacent to the recently developed Saugatuck Center and Saugatuck River with restaurants, Cafes and luxury residential. Potential to acquire adjacent 19 Ketchum that is fully occupied as well as 31 Franklin. Please do not walk

  Peter Lane Ogents, LLC

  31 Franklin St, Westport, CT 06880
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  /32

  $1,329,000

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /29

  $630,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  195 Southport Woods Dr Unit 195, Southport, CT 06890

  Rare to find - a renovated & sun filled end unit. 2brs 2bths, exceptional deck & large garage with storage. Engineered open floor plan from living room to kitchen and dining area - perfect for entertaining & bright. All NEW windows, GE SS appliances, quartz counters, hardwood floors & new 2025 water heater, quiet on 2nd floor. Kitchen boasts convection oven/air fryer, microwave, roll out

  Derek Greene Derek Greene

  195 Southport Woods Dr Unit 195, Southport, CT 06890
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  /40

  $2,099,000

  • 5 Beds
  • 4.5 Baths
  • 3,988 Sq Ft

  5 Farnham Ct, Westport, CT 06880

  Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westport's most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is filled with architectural detail and storybook charm at every turn. Graceful arched doorways, a curved staircase, detailed

  Dee Cohen Compass Connecticut, LLC

  5 Farnham Ct, Westport, CT 06880
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  /31

  $1,399,000

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  107 Compo Rd N, Westport, CT 06880

  All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effortless entertaining. Sunlight fills the interiors, complemented by a long list of thoughtful updates and improvements

  Taylor Tait Houlihan Lawrence

  107 Compo Rd N, Westport, CT 06880
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  /40

  $1,575,000 New Construction

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

  783 Post Rd E Unit 204, 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

  783 Post Rd E Unit 204, Westport, CT 06880
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  /2

  $3,995,000 Coming Soon

  • Land
  • 2.02 Acres
  • $1,977,723 per Acre

  817 Sasco Hill Rd, Fairfield, CT 06824

  BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive

  Victoria Fingelly Higgins Group Real Estate

  817 Sasco Hill Rd, Fairfield, CT 06824
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  /36

  $1,749,000

  • 2 Beds
  • 2.5 Baths
  • 2,998 Sq Ft

  55 Compo Rd N, Westport, CT 06880

  There is a quality of light that artists seek-the kind that pours through the soaring atelier window of the great room in this updated vintage home. Once the studio of Norman Mason, each aspect of its design was in service to his art. Set on 1.26 acres overlooking Winslow Park, this charming home carries its history lightly and beautifully. The dramatic great room is anchored by an oversized

  Emily Gordon Coldwell Banker Realty

  55 Compo Rd N, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 5