Southport, CT Homes for Sale

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  /37

  $1,949,000 New Construction

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

  31 High Ridge Rd, Fairfield, CT 06825

  Experience life in a new custom spec home by HOBI award-winning DeLaurentis Developments, a trusted local builder known for quality and craftsmanship. Thoughtfully designed with today's lifestyle in mind, this home offers open, light-filled living spaces that flow effortlessly from the gourmet Thermador kitchen to the great room and spacious backyard with room for a pool-perfect for family

  Jennifer DeLaurentis Compass Connecticut, LLC

  31 High Ridge Rd, Fairfield, CT 06825
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  /40

  $4,300,000

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

  378 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 Preoh, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /32

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  13 Hills Ln, Westport, CT 06880

  Aggressively priced for one of the nicest complexes to live in. NEW APPLIANCES Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for

  Georgia Kornutik Coldwell Banker Realty

  13 Hills Ln, Westport, CT 06880
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  /31

  $1,999,000

  • 3 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  24 Warnock Dr, Westport, CT 06880

  Located in one of Westport's most desirable Coleytown neighborhoods surrounded by multi-million dollar homes 24 Warnock is perfect blend of style comfort & convenience This turnkey 2851sf home on 4 floors offers close proximity to Westport's top rated schools vibrant downtown & beautiful beaches-an exceptional opportunity at this price point Thoughtfully renovated & impeccably maintained this

  Elaine Schanzenbach William Raveis Real Estate

  24 Warnock Dr, Westport, CT 06880
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  /26

  $3,999,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,710 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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  /31

  $2,100,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  From city politics to select suburb - this home offers you the desired change with NYC still within reach. Nestled in Westport's prestigious Greens Farms enclave, this Victorian estate blends timeless character with modern sophistication. Originally built in 1861 and expanded in 2008, it offers over 6,600 sq ft of refined living space on 2.02 serene acres. Enjoy lush lawns, a private pool,

  Frank Zilinyi William Raveis Real Estate

  342 Greens Farms Rd, Westport, CT 06880
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  /40

  $4,995,000

  • 5 Beds
  • 4.5 Baths
  • 4,191 Sq Ft

  2281 Redding Rd, Fairfield, CT 06824

  Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's

  Cindy Raney Coldwell Banker Realty

  2281 Redding Rd, Fairfield, CT 06824
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  /40

  $5,200,000

  • 6 Beds
  • 12 Baths
  • 13,979 Sq Ft

  2959 Congress St, Fairfield, CT 06824

  Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private retreat,

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /27

  $340,000

  • 6 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605

  Ready for its next owner, this versatile multi-family property presents an excellent investment opportunity. The home features two spacious up-and-down units offering just under 2,000 square feet of total living space. Each unit is thoughtfully laid out with three bedrooms and one full bathroom, making the property well suited for strong rental income, owner-occupancy, or multigenerational

  Jonathan Gineo Silver and Oak Realty

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605
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  /14

  $1,169,000

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  14 Northfield Dr, Westport, CT 06880

  Amazing opportunity! Move Right In or Renovate this Spacious 3BR Ranch in wonderful Coleytown neighborhood. Spacious 3BR one floor living with an open floorpan and light filled sunroom (extra 322 sqft not included in total footage) 3 bedrooms, and 2 full baths with pool. Flat yard walking distance to elementary and middle school. Wonderful chance to be in A+ location! House is being sold as is.

  Deirdre Andreoli Compass Connecticut, LLC

  14 Northfield Dr, Westport, CT 06880
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  /4

  $790,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  29 Guyer Rd, Westport, CT 06880

  Located on highly desirable Guyer Road, this 3-bedroom, 2-bath plus bonus room home is being offered for the first time since 1980. Guyer Road is a quiet horseshoe street with limited traffic and a central Westport location offering convenient access to town, beaches, schools, and shopping. Originally part of an onion farm, the neighborhood was developed in the mid-to-late 1950s, and many homes

  Christopher Buckley Brown Harris Stevens

  29 Guyer Rd, Westport, CT 06880
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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
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  /37

  $999,999

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  972 S Pine Creek Rd, Fairfield, CT 06824

  Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

  Harriet Stone William Pitt Sotheby's Int'l

  972 S Pine Creek Rd, Fairfield, CT 06824
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  /38

  $679,900

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  80 Adley Rd, Fairfield, CT 06825

  Welcome to this spacious ranch/colonial in Fairfield's sought-after Lake Mohegan neighborhood! This home features a stunning second-level primary suite with vaulted ceilings, a walk-in closet, an ensuite bath, and a private walkout balcony. 80 Adley includes 3 bedrooms, 2 full bathrooms, and a spacious one car garage. A surround sound audio system enhances the living experience, and a working hot

  Matthew Loverci Coldwell Banker Realty

  80 Adley Rd, Fairfield, CT 06825
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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

  $2,195,000

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  17 Clover Ln, Westport, CT 06880

  SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the

  Lisa Hartmann William Pitt Sotheby's Int'l

  17 Clover Ln, Westport, CT 06880
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  /2

  $4,999,000

  • 6 Beds
  • 8 Baths
  • 8,988 Sq Ft

  22 Morningside Dr S, Westport, CT 06880

  This 9000+ SQFT timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a

  John Schiaroli Coldwell Banker Realty

  22 Morningside Dr S, Westport, CT 06880
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  /28

  $19,800,000

  • 8 Beds
  • 8.5 Baths
  • 9,995 Sq Ft

  92 Beachside Ave, Westport, CT 06880

  Once-in-a-Generation Historic Estate set on a most coveted stretch of Fairfield County's Gold Coast, with a remarkable provenance as a former Bedford family estate. This extraordinary property is a rare offering that blends timeless architecture with iconic waterfront living. With sweeping views of Long Island Sound, the home's stately presence is matched only by its stunning 3.55 acres of

  Cyd Hamer William Pitt Sotheby's Int'l

  92 Beachside Ave, Westport, CT 06880
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  /17

  $1,450,000

  • 3 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  113 Kings Hwy N, Westport, CT 06880

  Amazing Opportunity! Charming 1920"s colonial with wonderful 1416 sq ft legal rental cottage. Bright sunny front house freshly painted and beautifully maintained. Hardwood floors throughout, newer kitchen, delightful sun room, perfect for home office. MBR w/charming dressing room and w/i closet plus 2 additional brs and hall bath. Cottage features a great 2 bedroom apartment with vaulted ceiling

  Regina Kendig William Raveis Real Estate

  113 Kings Hwy N, Westport, CT 06880
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  /39

  $2,200,000

  • 6 Beds
  • 2 Baths
  • 2,180 Sq Ft

  2142 Fairfield Beach Rd, Fairfield, CT 06824

  OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

  Michael Menillo Collage Realty

  2142 Fairfield Beach Rd, Fairfield, CT 06824
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  /37

  $375,000

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft

  2612 North Ave Unit C1, Bridgeport, CT 06604

  Welcome home to this fabulous tri-level townhouse in Brooklawn's River's Edge gated community near the Fairfield town line. The main level features an updated kitchen with quartz countertops and stainless steel appliances. The open concept dining room and living room feature hardwood floors, a beautiful bay window, a gas log fireplace, vaulted ceilings, and sliders to a private deck. The updated

  Tina Gamboian Preston Gray Real Estate

  2612 North Ave Unit C1, Bridgeport, CT 06604
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  /18

  $9,995,000 New Construction

  • 7 Beds
  • 10 Baths
  • 10,800 Sq Ft

  688 Hulls Farm Rd, Southport, CT 06890

  This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

  Jaclyn Picarillo Higgins Group Bedford Square

  688 Hulls Farm Rd, Southport, CT 06890
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  /14

  $149,900

  • 1 Bath
  • 629 Sq Ft

  80 Cartright St Unit 8B, Bridgeport, CT 06604

  Discover a rare opportunity to own a beautifully updated studio unit in Cartright Towers, a well-maintained building on the Fairfield/Bridgeport line. Whether you're an investor seeking strong rental potential or a buyer looking for a move-in ready home, this immaculate unit checks every box. Enjoy the convenience and security of full-time doorman service, plus amenities including elevators,

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 8B, Bridgeport, CT 06604
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  /15

  $5,472,860 New Construction

  • 7 Beds
  • 8 Baths
  • 6,120 Sq Ft

  1 Sturges Hwy Unit 2, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,100 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit 2, Westport, CT 06880
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  /40

  $4,899,000 New Construction

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

  10 Tierney Ln, Westport, CT 06880

  This is the second of 2 custom homes, 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 throughout, flowing from the

  Laurie Crouse Coldwell Banker Realty

  10 Tierney Ln, Westport, CT 06880
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  /21

  $795,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  197 Vesper St, Fairfield, CT 06825

  Welcome to your brand-new home in this beautifully crafted half duplex, where modern design meets everyday comfort. Enjoy an open-concept layout featuring a stunning 8-foot quartz island, 9-foot ceilings, and wide plank white oak hardwood floors that fill the space with warmth and light-perfect for gatherings and entertaining. The second level offers three generous bedrooms, two full baths, and a

  Sofia Olexovitch William Raveis Real Estate

  197 Vesper St, Fairfield, CT 06825
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  /40

  $900,000

  • 5 Beds
  • 4 Baths
  • 2,192 Sq Ft

  489 Main St, Westport, CT 06880

  Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
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  /40

  $2,795,000

  • 4 Beds
  • 5 Baths
  • 5,207 Sq Ft

  123 Greens Farms Rd, Westport, CT 06880

  Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides

  Shalini Madaras Silver Pine Real Estate

  123 Greens Farms Rd, Westport, CT 06880
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  /40

  $4,435,000

  • 4 Beds
  • 4 Baths
  • 4,446 Sq Ft

  11 Sterling Dr, Westport, CT 06880

  Nestled in privacy by nearly 100 arborvitaes, this ultimate retreat on a rare double lot is just steps from Old Mill Beach & Compo Beach. The home distinguishes itself by offering water views from nearly every room & from the expansive decks located on multiple levels. Fully remodeled & expanded in 2018, this thoughtfully designed home features oversized windows to enjoy spectacular sunrises &

  Janice McGrath O'Brien William Raveis Real Estate

  11 Sterling Dr, Westport, CT 06880
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  /36

  $319,000 Open Sun 3PM - 5PM

  • 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

  Samuel Ham Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  /16

  $4,299,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,879 Sq Ft

  5 Franklin Ave, Westport, CT 06880

  Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

  James Lanzaro Compass Connecticut, LLC

  5 Franklin Ave, Westport, CT 06880
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  /40

  $4,300,000

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

  394 Penfield Rd, Fairfield, CT 06824

  PICTURES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE app 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 Preoh, LLC

  394 Penfield Rd, Fairfield, CT 06824
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  /4

  $2,149,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,250 Sq Ft

  2 Mellow St, Fairfield, CT 06824

  New Construction! Beautiful Beach area home to be built on a double cul de sac by one of Fairfield's premier builders. Just over 3000 sq ft on three levels with 4 bedrooms, 4.5 bathrooms and a finished 3rd floor. Open concept kitchen and family room as well as a formal dining room and living room to finish off the first floor. Exceptional finishes and fine craftsmanship throughout the house.

  Dawn Gitman William Raveis Real Estate

  2 Mellow St, Fairfield, CT 06824
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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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  /40

  $1,625,000 New Construction

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

  785 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

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

  $519,000

  • 6 Beds
  • 3 Baths
  • 3,826 Sq Ft

  697 Laurel Ave, Bridgeport, CT 06604

  REO Occupied - no interior photos. Please DO NOT DISTURB the occupant. Built in 1916, this 2-unit duplex style home offers a total of approximately 3826 finished square feet, total of six bedrooms and three full baths, unfinished basement, covered front porch and detached one car garage. This property sits on an approximate 6084 sqft lot. "As is" cash only sale with no contingencies or

  Sherry Price Realhome Services & Solutions

  697 Laurel Ave, Bridgeport, CT 06604
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  /17

  $194,900

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  37 Rowsley St Unit 6, Bridgeport, CT 06605

  Welcome to 37 Rowsley Street #6, a charming co-op unit in historic 1918 Black Rock Gardens Co-op complex. Overlooking the beautifully landscaped courtyard and gardens, this four-room spacious cooperative features one bedroom, dining room/office (that could be converted into a second bedroom with French doors), living room, one full bath, eat-in-kitchen with Miele stainless steel dishwasher,

  Gail Robinson William Raveis Real Estate

  37 Rowsley St Unit 6, Bridgeport, CT 06605
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  /25

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  2370 North Ave Unit 3F, Bridgeport, CT 06604

  Enjoy modern comfort and style fully renovated spacious 2-bedroom, 2-bath condominium in desirable Brooklawn at The Regency offers the perfect blend of comfort, style, and convenience, all on one level with elevator access. The open concept living and dining area features high ceilings, an island kitchen with premium appliances, and sliding doors to a large private balcony. Both bedrooms are

  Pilar Camacho Keller Williams Realty Prtnrs.

  2370 North Ave Unit 3F, Bridgeport, CT 06604
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  /36

  $1,695,000

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  212 Fence Row Dr, Fairfield, CT 06824

  Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

  Adele Higgins Higgins Group Real Estate

  212 Fence Row Dr, Fairfield, CT 06824

Showing Results 81 - 120, Page 3 of 4