Southport, CT Homes for Sale

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  /40

  $1,545,000 Open Sun 12PM - 3PM

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

  785 Post Rd E Unit 201, 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

  785 Post Rd E Unit 201, Westport, CT 06880
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  /40

  $4,249,000

  • 5 Beds
  • 5 Baths
  • 3,390 Sq Ft

  179 Compo Rd S, Westport, CT 06880

  179 Compo Road South - where timeless Tudor heritage meets modern Westport living. This meticulously restored Tudor offers 3,390 sq ft of living space on 2.05 acres in Westport, CT. The residence blends historic charm with modern upgrades, featuring century-old hardwood floors, an updated kitchen with premium appliances, and an upgraded HVAC system. Five bedrooms and five bathrooms accommodate

  Judy Michaelis Coldwell Banker Realty

  179 Compo Rd S, Westport, CT 06880
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  /40

  $1,585,000 Open Sun 12PM - 3PM

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

  785 Post Rd E Unit 104, 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

  785 Post Rd E Unit 104, Westport, CT 06880
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  /24

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

  Kathleen Blackall William Raveis Real Estate

  200 Joan Dr, Fairfield, CT 06824
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  /14

  $749,000

  • Land
  • 1.02 Acres
  • $734,314 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
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  /40

  $1,899,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,079 Sq Ft

  68 Figlar Ave, Fairfield, CT 06824

  A rare find in today's market & a stunning example of high-end new construction in the sought-after University area awaits - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident.

  Jackie Davis William Raveis Real Estate

  68 Figlar Ave, Fairfield, CT 06824
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  /38

  $1,899,000

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, & comfort meets elegance. From quiet mornings on the sun-drenched porch to lively evenings around the large kitchen island, this home offers beauty, privacy, & seamless indoor-outdoor living. This newly finished, meticulously custom crafted, all new

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /39

  $1,949,000

  • 5 Beds
  • 4.5 Baths
  • 4,474 Sq Ft

  31 High Ridge Rd, Fairfield, CT 06825

  This new construction home is brought to you by reputable, local, HOBI award-winning builder DeLaurentis Developments. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 5-6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi enabled doors & EV charging outlet, mudroom, dining room, living

  Jennifer DeLaurentis Compass Connecticut, LLC

  31 High Ridge Rd, Fairfield, CT 06825
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  /18

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
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  /38

  $4,350,000

  • 7 Beds
  • 7.5 Baths
  • 6,679 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /33

  $2,495,000

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

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two stand-alone residences in this 24-unit enclave, this townhouse lives like a private home with the ease of condominium living. Featuring 3 bedrooms, 3 full and 1 half baths, and a coveted attached 2-car garage, the residence spans three floors of refined living. Thoughtfully

  Andrew Whiteley Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
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  /26

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 1,437 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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  /38

  $3,752,000

  • 5 Beds
  • 4 Baths
  • 4,060 Sq Ft

  353 Old Dam Rd, Fairfield, CT 06824

  Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

  Katie O'Grady Compass Connecticut, LLC

  353 Old Dam Rd, Fairfield, CT 06824
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  /20

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
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  /39

  $1,949,000

  • 4 Beds
  • 5 Baths
  • 4,400 Sq Ft

  345 Reef Rd Unit C9, Fairfield, CT 06824

  This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit C9, Fairfield, CT 06824
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  /14

  $3,485,000

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
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  /40

  $1,898,500

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  359 Reid St, Fairfield, CT 06824

  Brand new construction in highly desired Fairfield University area. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a

  Robert Richter Coldwell Banker Realty

  359 Reid St, Fairfield, CT 06824
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  /31

  $2,100,000

  • 5 Beds
  • 4 Baths
  • 2,457 Sq Ft

  43 Burr Farms Rd, Westport, CT 06880

  Nestled on a level one-acre lot within a coveted cul-de-sac and surrounded by higher-end homes, this beautifully updated residence offers five spacious bedrooms and four well-appointed baths. The expansive front porch provides inviting outdoor spaces for relaxation and entertaining. Inside, the oversized primary suite features a luxurious bath, while the lovely kitchen impresses with its modern

  Barbara Bross Coldwell Banker Realty

  43 Burr Farms Rd, Westport, CT 06880
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  $450,000

  • 5 Beds
  • 1.5 Baths
  • 2,507 Sq Ft

  47 Lenox Ave, Bridgeport, CT 06605

  Welcome to 47 Lenox Avenue, a generously sized Colonial full of charm and character. This home offers 5 bedrooms, with the flexibility to use the 5th as a private office or den. The first floor features a living room with a classic fireplace, a kitchen, a half bath, and a dining room currently being used as a bedroom-but easily converted back for traditional dining. Upstairs, you'll find four

  Lucy Billini-Artis BHGRE Gaetano Marra Homes

  47 Lenox Ave, Bridgeport, CT 06605
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  /40

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial captures the timeless romance of the countryside in a coveted Westport location. Enter through private gates into a tranquil sanctuary, where meadow views & the soft outline of the home's romantic arched windows set a tone of understated elegance. The warm and inviting interiors offer flexibility & ideal flow, with a formal

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /4

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  135 Whittier St, Bridgeport, CT 06605

  Versatile 3-Family Home in Vibrant Black Rock! Discover an exceptional investment opportunity or owner-occupied gem in the heart of Black Rock! This well-maintained 3-family property offers a flexible layout and unbeatable location just steps from the bus line, shopping, restaurants, and major highways. This home offers a nice size two-bedroom unit with a den and two large one-bedroom apartments.

  Richard Wilson Coldwell Banker Realty

  135 Whittier St, Bridgeport, CT 06605
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  /21

  $174,900

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  2370 North Ave Unit 4C, Bridgeport, CT 06604

  Spacious, bright one-bedroom condo at The Regency, located in Bridgeport's desirable Brooklawn/St. Vincent's district. This well-maintained high-rise, with 24-hour doorman service, secure lobby and on-site laundry, offers modern urban living in a historic setting. Inside, find an open layout with abundant natural light, full-size bedroom with large closet, and generous living/dining area. The

  Sandy Chang Century 21 Scala Group

  2370 North Ave Unit 4C, Bridgeport, CT 06604
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  $795,000

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
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  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880
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  /25

  $503,300

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft

  1335 Black Rock Turnpike, Fairfield, CT 06825

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a SFR (CAPE) built in 1947. It has a GLA of approx. 1822 and has 4 bedrooms and 2baths,

  Sherry Price Realhome Services & Solutions

  1335 Black Rock Turnpike, Fairfield, CT 06825
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  /14

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  863 Briarwood Ave, Bridgeport, CT 06604

  EXPANSIVE BACKYARD - PERFECT FOR CONTRACTORS, LANDSCAPERS, OR EXTRA PARKING! Located in the highly desirable Brooklawn neighborhood, this charming home beautifully blends classic character with modern comfort. The spacious backyard offers endless potential, ideal for storing equipment, parking multiple vehicles, or enjoying the outdoors.

  Andrew Cevasco Las Americas Real Estate

  863 Briarwood Ave, Bridgeport, CT 06604
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  /4

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /40

  $4,250,000

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft

  1084 Sturges Hwy, Westport, CT 06880

  Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

  Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
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  /39

  $520,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  155 Moody Ave, Fairfield, CT 06825

  WELCOME HOME! Step inside and feel the warmth of family life in the eat-in kitchen, where meals and laughter come together. Curl up by the crackling fireplace, soak in sunlight in the cozy den, or gather in the spacious dining room. Escape to the serene storybook garden-breathe deeply, feel the sun, and let the calm envelop you. Sunlit rooms, spacious bedrooms, and a walk-up attic await. The

  Joy Serafin-Cehovsky Higgins Group Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /21

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  67 Campfield Dr, Fairfield, CT 06825

  Recently updated Spacious half-duplex in the heart of Fairfield where you'll enjoy the privacy and feel of single-family living. It has 3 bedrooms and 1.5 baths, with open floor plan concept on first floor. ideal for comfortable living. Recent updates include a new roof, fresh paint inside and out, and remodeled 1/2 bathroom. Central air ensures comfort during hot summer nights, while the cozy

  Aziz Seyal William Raveis Real Estate

  67 Campfield Dr, Fairfield, CT 06825
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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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  /40

  $2,398,000

  • 10 Beds
  • 7.5 Baths
  • 4,403 Sq Ft

  465 Edward St, Fairfield, CT 06824

  Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

  Jessica Walsh William Raveis Real Estate

  465 Edward St, Fairfield, CT 06824
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  /20

  $1,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
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  /2

  $199,000

  • Land
  • 0.06 Acre
  • $3,316,667 per Acre

  150 Clinton Ave, Bridge Port, CT 06605

  Opportunity knocks at 150 Clinton Avenue! This level and cleared lot is ideally situated in Bridgeport's West End, offering excellent proximity to the vibrant Black Rock neighborhood, Bridgeport Hospital, Seaside Park, and major transportation routes including I-95 and the Metro-North station. Public utilities available at the street. Whether you're an investor, developer, or owner-occupant, this

  Melanie Billie BHGRE Gaetano Marra Homes

  150 Clinton Ave, Bridge Port, CT 06605
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  /2

  $149,000

  • Land
  • 0.09 Acre
  • $1,655,556 per Acre

  90 Lee Ave, Bridgeport, CT 06605

  Build your next project in Bridgeport's West End! 90 Lee Avenue is a level lot located on a residential street just minutes from Black Rock, Seaside Park, the Metro-North station, and University of Bridgeport. This parcel offers a fantastic opportunity for development in a growing area with strong rental demand. All public utilities are available at the street. Excellent potential for investors,

  Melanie Billie BHGRE Gaetano Marra Homes

  90 Lee Ave, Bridgeport, CT 06605
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  /40

  $12,000,000

  • 7 Beds
  • 6.5 Baths
  • 8,119 Sq Ft

  260 Willow St, Southport, CT 06890

  Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

  Elizabeth Tritschler William Raveis Real Estate

  260 Willow St, Southport, CT 06890
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  /40

  $1,799,999

  • 6 Beds
  • 3.5 Baths
  • 4,318 Sq Ft

  312 Towne House Rd, Fairfield, CT 06824

  A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in

  Paulette Cuozzo William Raveis Real Estate

  312 Towne House Rd, 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

  Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
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  /40

  $3,300,000

  • 5 Beds
  • 8 Baths
  • 6,414 Sq Ft

  750 Burr St, Fairfield, CT 06824

  Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /40

  $5,500,000

  • 5 Beds
  • 7 Baths
  • 5,198 Sq Ft

  1410 S Pine Creek Rd, Fairfield, CT 06824

  Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

  Melissa Montagno Higgins Group Real Estate

  1410 S Pine Creek Rd, Fairfield, CT 06824

Showing Results 121 - 160, Page 4 of 6