Southport, CT Homes for Sale

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  /15

  $310,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  2612 North Ave Unit E2, Bridgeport, CT 06604

  Welcome to your move-in ready home! This charming 2-bedroom, 1.5-bath residence offers comfort, style, and thoughtful updates throughout. Enjoy brand-new carpet across the entire home, new flooring in the kitchen and first-floor bath, plus a brand-new dishwasher. The first-floor bathroom features a new vanity, shelving, and stylish wallpaper for a fresh, modern look. Upstairs, you'll find newly

  

  Paul Martillo

  Century 21 AllPoints Realty

  (203) 405-9205

  2612 North Ave Unit E2, Bridgeport, CT 06604
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  /13

  $2,575,000

  • Land
  • 0.42 Acre
  • $6,130,952 per Acre

  48 Compo Mill Cove, Westport, CT 06880

  DIRECT WATERFRONT WITH 100' of PRIVATE BEACHFRONT AND RARE OPPORTUNITY TO BUILD A STUNNING HOME ON COMPO MILL COVE WITH A POOL. This is the lifestyle you have been dreaming of. A little slice of Paradise. Come breathe in the saltwater air and see all that this hidden jewel has to offer located on Compo Mill Cove, a gated private waterfront enclave of 19 homes. This property offers the rare

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 256-6465

  48 Compo Mill Cove, Westport, CT 06880
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  /27

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  145 Brentwood Ave, Fairfield, CT 06825

  Welcome to 145 Brentwood. This beautiful Fairfield townhome offers over 1,800 square feet of modern living across three levels. As you walk up to the main level, you're greeted with tons of natural light, 9 foot ceilings, and beautiful hardwood floors. The sleek kitchen features granite countertops and stainless steel appliances. Your private deck opens right off of your dining area- perfect for

  

  Thomas Bepko

  YellowBrick Real Estate LLC

  (475) 242-4693

  145 Brentwood Ave, Fairfield, CT 06825
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  /40

  $2,995,000

  • 5 Beds
  • 5.5 Baths
  • 5,965 Sq Ft

  2015 Redding Rd, Fairfield, CT 06824

  Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 252-9450

  2015 Redding Rd, Fairfield, CT 06824
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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

  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. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier

  

  Jackie Davis

  William Raveis Real Estate

  (475) 323-6395

  68 Figlar Ave, Fairfield, CT 06824
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  /5

  $4,895,000 New Construction

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

  21 Warnock Dr, Westport, CT 06880

  Expected for completion Fall 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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  /40

  $1,849,000

  • 3 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  1001 Hulls Farm Rd, Southport, CT 06890

  Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in

  Ken Banks William Raveis Real Estate

  1001 Hulls Farm Rd, Southport, CT 06890
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  /32

  $799,900

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

  274 High St, Fairfield, CT 06824

  Located in one of Fairfield's most sought-after neighborhoods, this fully renovated, move-in-ready home combines modern design with timeless charm. Just steps from Gould Manor Park and surrounded by tree-lined streets, this property offers exceptional convenience in a community known for top-rated schools. Inside, you'll find a bright and airy open-concept layout with seamless flow throughout the

  Brian Barbosa Barbosa Legacy Private Client Group

  274 High St, Fairfield, CT 06824
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  /9

  $3,750,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /18

  $1,500,000

  • 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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  /24

  $179,900

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  554 Brewster St Unit 4, Bridgeport, CT 06605

  Welcome to this bright and inviting ranch-style 2nd-floor end unit, perfectly situated in the heart of Black Rock. A spacious bay window fills the living area with natural light, while beautifully maintained hardwood floors add warmth and character throughout. Enjoy the expanded living space offered by the enclosed, remodeled sunroom-ideal for a home office, reading nook, or year-round

  Christopher Constand Higgins Group Real Estate

  554 Brewster St Unit 4, Bridgeport, CT 06605
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  /19

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  41 Pepperbush Ln, Fairfield, CT 06824

  Endless possibilities await in this 3-bedroom, 2.5-bath home located in a highly desirable area. Offering a solid foundation and fantastic layout, this property is ready for a full transformation. Whether you're an investor or a homeowner with vision, this is your chance to reimagine every detail, customize it to your style, and build instant value through improvement. With its sought-after

  Danielle Rownin Keller Williams Realty

  41 Pepperbush Ln, Fairfield, CT 06824
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  /39

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  An incredible waterside opportunity awaits! Not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the 2025-'26 & '26-'27

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /29

  $2,750,000 Open Sun 12PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
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  /23

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  9 Crescent Park Rd, Westport, CT 06880

  Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living,

  Karim Douich William Raveis Real Estate

  9 Crescent Park Rd, Westport, CT 06880
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  /3

  $160,000

  • Land
  • 0.22 Acre
  • $727,273 per Acre

  860 Briarwood Ave, Bridgeport, CT 06604

  "Prime development opportunity in Bridgeport! This vacant lot offers flexible possibilities for new construction in a growing area. Close to downtown, parks, local universities, and commuter routes. Ideal for investors seeking strong rental or resale demand. Sold as-is-buyer responsible for verifying zoning and permitting."

  Rosania Melo Century 21 Scala Group

  860 Briarwood Ave, Bridgeport, CT 06604
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  /33

  $2,495,000

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

  IMMEDIATE OCCUPANCY! Only TWO homes remain at The Mill Westport! This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed

  Ashlei De Souza Serhant LLC

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
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  /12

  $630,000

  • 9 Beds
  • 3 Baths
  • 3,047 Sq Ft

  203 Lenox Ave Unit 205, Bridgeport, CT 06605

  Three family mainly occupied as the third floor was recently renovated. Owners are ready to pass the baton to the next owner. Take a look and present your best offer. AS IS SALE.

  Ruth-Ann Mitchell Larracuente & Johnson Realty, LLC

  203 Lenox Ave Unit 205, Bridgeport, CT 06605
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  /40

  $2,639,000

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft

  26 Hitchcock Rd, Westport, CT 06880

  Welcome to Brookside, the amazing new project by GreenDay and Co. Get ready to be captivated by this home's transformation-a breathtaking fusion of classic European charm and modern luxury that will leave you speechless. This isn't just your typical modern farmhouse; it's a beautiful reimagining of a European-style estate, carefully rebuilt from the ground up to inspire and impress. it's a

  Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  /4

  $2,295,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,734 Sq Ft

  96 Clinton St, Fairfield, CT 06824

  Under construction now!!!Enjoy the beach life year round at this perfect walk everywhere location .. just steps to Jennings Beach, Sand Castle Park and the Fairfield Marina. Located on a quiet cul-de-sac with privacy. 2400 sq feet on 3 levels, 3 bedrooms on 2nd level, plus additional bonus room/bedroom on 3rd level and deck. Additional sq footage in the loggia area underneath structure and room

  Bette Gigliotti William Raveis Real Estate

  96 Clinton St, Fairfield, CT 06824
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  /40

  $3,550,000

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft

  111 Sturges Hwy, Westport, CT 06880

  Welcome to 111 Sturges Highway, the pinnacle of refined elegance and timeless design. A circular drive framed by majestic stone walls sets a distinguished tone upon arrival, while a second driveway provides access from a coveted quiet street. Graceful columns evoke the grandeur of a Southern mansion, while sweeping lawns and specimen plantings create a park-like setting that ensures privacy and

  Julie Vanderblue Higgins Group Real Estate

  111 Sturges Hwy, Westport, CT 06880
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  /12

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  412 Dewey St, Bridgeport, CT 06605

  Welcome to this well-maintained single-family home in Bridgeport, CT featuring 4 spacious bedrooms and 2 full bathrooms. Enjoy an open and comfortable layout with central air, a finished basement perfect for additional living space or entertainment, and a nice backyard ideal for gatherings or relaxation. Conveniently located near schools, shopping, and major highways-this move-in-ready home

  Rosania Melo Century 21 Scala Group

  412 Dewey St, Bridgeport, CT 06605
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  /27

  $3,900,000 New Construction

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

  1008 Fairfield Beach Rd, Fairfield, CT 06824

  Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- 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

  Valerie Alvarez Higgins Group Real Estate

  1008 Fairfield Beach Rd, Fairfield, CT 06824
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  /22

  $4,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 5,550 Sq Ft

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
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  /38

  $1,200,000

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

  220 Lansdowne, Westport, CT 06880

  Incredible opportunity to own at Lansdowne, one of Westport's most desirable gated communities. This elegant townhouse offers spacious, sun-filled living with beautiful architectural details and serene outdoor views. The large living room features a cathedral ceiling, hardwood floors, and a fireplace, leading to a bright sunroom with sliding doors to an oversized patio overlooking a picturesque

  Patricia Shea Coldwell Banker Realty

  220 Lansdowne, Westport, CT 06880
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  /10

  $740,000

  • 18 Beds
  • 6 Baths
  • 7,416 Sq Ft

  899 Hancock Ave, Bridgeport, CT 06605

  RARE 6 FAMILY. 3 BEDROOMS EACH UNIT. POSSIBLE GOOD INCOME PRODUCING PROPERTY. PERFECT FOR REHAB OR FLIP. LARGE REAR YARD. REHAB LOAN OR CASH PREFERRED. SUBJECT TO PROBATE COURT APPROVAL. SUBJECT TO RESERVED PROSPECT.

  Charles Scott Tri-State Realty

  899 Hancock Ave, Bridgeport, CT 06605
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  /2

  $5,485,686 New Construction

  • 7 Beds
  • 9 Baths
  • 7,243 Sq Ft

  25 Ellery Ln, Westport, CT 06880

  Coming Spring 2026 - Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool site. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for today's lifestyle. Windows are

  Jaclyn Picarillo Higgins Group Bedford Square

  25 Ellery Ln, Westport, CT 06880
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  /30

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  2660 North Ave Unit 217, Bridgeport, CT 06604

  Welcome home to 2660 North, unit 217, this bright and inviting two-story condo offers a comfortable blend of space and convenience. The main level features an open kitchen with an electric stove, over the range microwave, dishwasher, generous cabinet storage, a pantry/utility closet, and room for stools along the counter. A spacious, sunlit living room and a convenient half bath. Upstairs, you'll

  Michael Barbaro Huntsman,Meade & Partners Comp

  2660 North Ave Unit 217, Bridgeport, CT 06604
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  /33

  $1,900,000

  • 16 Beds
  • 8 Baths
  • 5,824 Sq Ft

  25 Whittier St, Bridge Port, CT 06605

  Exceptional investment opportunity in Bridgeport's desirable Black Rock neighborhood. This 8-unit multifamily property features eight 2-bedroom, 1-bathroom units, each with spacious layouts ideal for tenants seeking comfort and convenience. The building is well-maintained, with separate utilities and strong rental history, making it a turnkey addition to any portfolio. Located just minutes from

  Zach Pinto Alpha Capital Realty, LLC

  25 Whittier St, Bridge Port, CT 06605
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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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  /17

  $4,400,000

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

  2117 Fairfield Beach Rd, Fairfield, CT 06824

  Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side-to-side sweeping views the Gold Coast has to offer. This very special beachfront site will offer Connecticut Home's latest architectural masterpiece. A 4000sf state of the art custom build with ultra high-end finishes which will no doubt be one of CT's most remarkable coastline

  Basil Amso RE/MAX Right Choice

  2117 Fairfield Beach Rd, Fairfield, CT 06824
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  /35

  $3,295,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  /10

  $2,299,000 New Construction

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

  360 Duck Farm Rd, Fairfield, CT 06824

  Cast one's eyes upon this special setting and you're instantly reminded of Mark Twain's quote... "Buy land, they're not making it anymore!" Picture perfect, sanctuary view, expansive level lawn, located in the heart of Fairfield. Magnificent new home built by one of the towns most prominent tradesman. Architecturally stunning turreted and stone enhanced Colonial design. Gracious open floor plan

  Tom Preston Keller Williams Realty

  360 Duck Farm Rd, Fairfield, CT 06824
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  /15

  $5,400,700 New Construction

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft

  1 Sturges Hwy Unit Lot 1, 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 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs 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, architectural

  Annie Klyver Higgins Group Real Estate

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

  $1,545,000 New Construction

  • 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

  $3,895,000

  • 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 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

  Julie Vanderblue Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /24

  $225,000

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit 5D, Bridgeport, CT 06604

  This larger one-bedroom, one-bath unit is perfectly situated at the end of the hall for added privacy. The open floor plan features a generous living and dining area, highlighted by a newer sliding door that leads to a private deck. Natural light pours into the space, creating a warm and inviting atmosphere. The bedroom offers ample space and multiple closets for convenient storage. Located close

  Theresa Goulet Century 21 AllPoints Realty

  80 Cartright St Unit 5D, Bridgeport, CT 06604
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /37

  $639,900

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  130 Brentwood Ave, Fairfield, CT 06825

  Beautiful 3-bedroom 2.5 bath townhouse with a bonus room, perfect for extra living space or a home office. This home features central air, a gas stove, black stainless steel appliances, a tankless water heater, and beautiful hardwood floors throughout. Enjoy the convenience of a spacious 3-car garage and the benefit of no HOA fees - a fantastic opportunity for comfortable and affordable living!

  Cristina Lu YellowBrick Real Estate LLC

  130 Brentwood Ave, Fairfield, CT 06825

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