Newest Homes for Sale in Southport, CT

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  /25

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  119 Kings Hwy N, Westport, CT 06880

  Welcome to 119 Kings Highway North, located in the beautiful Old Hill section of Westport. This single-family home was converted into two apartments in the 1930s by its then-owners. Walk to town from this generous 0.87 acre lot in a desirable, single-family AA zone, the land is rolling, elevated, and ideally positioned high off Kings Highway. There are distant views of the river and town through

  Helen Cusa Brown Harris Stevens

  119 Kings Hwy N, Westport, CT 06880
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  /24

  $519,000 Open Sat 12PM - 4PM

  • 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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  /39

  $2,700,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,179 Sq Ft

  114 Cross Hwy, Westport, CT 06880

  Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or

  Robert Appell Coldwell Banker Realty

  114 Cross Hwy, Westport, CT 06880
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  /30

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft

  245 Sunnyridge Ave Unit 1, Fairfield, CT 06824

  Invest in a seamless, income-generating asset with this exceptional end-unit townhouse. Located on the highest level of the complex, this home truly defines the name Sunnyridge, offering immediate cash flow with a tenant already in place. This provides a turnkey transition for any investor looking to avoid vacancy periods and marketing costs. The interior features an open layout with gleaming

  Sang Jee Eagle Eye Realty PLLC

  245 Sunnyridge Ave Unit 1, Fairfield, CT 06824
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  /38

  $2,095,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 4 Baths
  • 3,328 Sq Ft

  32 Berndale Dr, Westport, CT 06880

  In the heart of Westport, where charm meets modern living, the expanded cape at 32 Berndale Drive delivers the perfect blend of space, style, and location. Nestled on a quiet, sought-after street just moments from Bedford Middle School and Staples High School, this 5-bedroom, 4-bath residence offers exceptional versatility for today's lifestyle. A welcoming foyer leads into inviting living

  Kim Harizman Compass Connecticut, LLC

  32 Berndale Dr, Westport, CT 06880
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  /20

  $1,174,900 Open Sat 1PM - 4PM

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

  27 Suzanne Cir, Fairfield, CT 06825

  Gorgeous Nearly Finished New Build in the University Area - Unmatched Value from a Premier Local Builder! This stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of

  

  Jackie Davis

  William Raveis Real Estate

  (475) 267-6655

  27 Suzanne Cir, Fairfield, CT 06825
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  /40

  $550,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft

  148 Crane St, Fairfield, CT 06825

  Discover charm galore in this sweet vintage cape! From the plaster walls with an arch & wall niche to the brass & glass doorknobs, knee high radiators & the cool retro bathroom; this home has special touches wherever you look. The primary suite encompasses the entire 2nd floor. Watch the stars dance across the night sky through the romantic skylights above. The exposed brick chimney adds even

  Maryann Levanti Higgins Group Bedford Square

  148 Crane St, Fairfield, CT 06825
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  /12

  $1,999,999 New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,012 Sq Ft

  631 Reid St, Fairfield, CT 06824

  Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living

  Jim Stobie Berkshire Hathaway NE Prop.

  631 Reid St, Fairfield, CT 06824
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  /38

  $925,000 Coming Soon

  • 6 Beds
  • 4 Baths
  • 2,319 Sq Ft

  352 Marlborough Terrace, Fairfield, CT 06825

  Opportunity knocks! Large, meticulously maintained two-family duplex in prime, high-appreciation Fairfield location. Ideal for investors or owner-occupants seeking strong income potential & long-term value. Rent both units or live in one while offsetting costs with the other. Fully renovated in 2023, this 2,319SF property offers exceptional flexibility with 6BRs and 2 full & 2 half baths split

  Kathleen Gibbon Brown Harris Stevens

  352 Marlborough Terrace, Fairfield, CT 06825
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  /25

  $1,495,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  494 Pequot Ct, Fairfield, CT 06890

  Vacation home or condo alternative in Connecticut's alluring Southport Village! Whether you're looking for a permanent residence or your home away from home, welcome to the ultimate pied-a-terre. Leave without a care or immerse yourself in this historic maritime enclave. A rare find in the heart of the Village, this home is steps from eateries, shops, metro, pub, bakery, post office, the Equinox,

  Linda Raymond William Raveis Real Estate

  494 Pequot Ct, Fairfield, CT 06890
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  /17

  $950,000

  • 6 Beds
  • 3 Baths
  • 2,822 Sq Ft

  252 Villa Ave, Fairfield, CT 06825

  Well-maintained rare find - large 3-family home in Fairfield! This property is ideally located in a highly convenient area with easy access to shopping, dining, and major highways. All three units have been completely renovated and are in excellent condition. Each unit features its own laundry hookup. Long-term, reliable tenants are already in place, making this an excellent investment

  Shan Guan Coraland Realty

  252 Villa Ave, Fairfield, CT 06825
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  /27

  $599,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  3 Hills Ln, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condominiums, where low-maintenance living meets exceptional convenience. Ideally located on the Westport-Norwalk border, this sun-filled 3-bedroom, 2-bath residence offers a rare combination of privacy, natural beauty, and walkable access to everyday essentials, including Whole Foods just across the street. Set at the top of Hills Lane in a peaceful,

  Mary Ann Lindwall The Riverside Realty Group

  3 Hills Ln, Westport, CT 06880
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  /36

  $819,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,430 Sq Ft

  70 Allen Rd, Fairfield, CT 06824

  Tucked away on a quiet cul-de-sac in Fairfield's highly sought after University area, this meticulously maintained home offers an exceptional blend of privacy, prime location, and everyday comfort. From the moment you arrive, the home's striking curb appeal and inviting front porch welcomes you. Designed to capture seamless indoor-outdoor living, the main level features a sun drenched living room

  Jennifer Lockwood Coldwell Banker Realty

  70 Allen Rd, Fairfield, CT 06824
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  /36

  $839,500 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,192 Sq Ft

  50 Berkeley Rd, Fairfield, CT 06825

  Picture-perfect, updated Colonial in the Tunxis Hill neighborhood, presented in mint condition! Freshly painted with recessed lighting and oak hardwood floors throughout, this light-filled spacious home offers an inviting foyer and an open, seamless layout. Airy formal living room with abundant natural light flows to a spacious family room featuring French doors that open to expansive decks and a

  Gloria Dillard Keller Williams Realty

  50 Berkeley Rd, Fairfield, CT 06825
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  /39

  $2,699,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,628 Sq Ft

  1 Angora Rd, Westport, CT 06880

  One of Westport's premiere CUL-DE-SACS, WALKING DISTANCE TO ALL 3 SCHOOLS (Long Lots, Bedford, Staples), and 2.3 MILES TO GREENS FARMS TRAIN STATION, this beautifully renovated (2016/2017) 5-bedroom, 4.5-bath home perfectly blends modern luxury with timeless charm. Set on a full acre of manicured grounds, this property offers a serene retreat just minutes from every essential. The open floor plan

  Gina Hackett Compass Connecticut, LLC

  1 Angora Rd, Westport, CT 06880
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  /39

  $2,299,000 Open Sun 12PM - 3PM

  • 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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  /40

  $5,549,000

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
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  /3

  $450,000

  • Land
  • 0.16 Acre
  • $2,812,500 per Acre

  37 Bartram Ave, Bridgeport, CT 06605

  St Mary's by the Sea flat and cleared building lot. Single family and multifamily possible at this location. Beautiful tree lined street close to the water.

  David Krasnoff Compass Connecticut, LLC

  37 Bartram Ave, Bridgeport, CT 06605
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  /36

  $2,495,000

  • 6 Beds
  • 5.5 Baths
  • 2,940 Sq Ft

  40 Richmondville Ave, Westport, CT 06880

  Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 244-9410

  40 Richmondville Ave, Westport, CT 06880
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  /40

  $4,990,000 Open Sun 10AM - 1PM

  • 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

  $535,000 Open Sat 1:30PM - 4:30PM

  • 4 Beds
  • 1.5 Baths
  • 1,599 Sq Ft

  133 Marlborough Terrace, Fairfield, CT 06825

  Welcome to this bright and beautifully expanded Cape Cod home, where natural light pours through generous windows and skylights, and gleaming hardwood and tile floors create an inviting flow throughout. The back of the house features an open floor plan, and an atrium door lets you step outside to the spacious two-tiered deck which overlooks a fully fenced backyard-ideal for pets, play, gardening

  Sherri Steeneck Higgins Group Real Estate

  133 Marlborough Terrace, Fairfield, CT 06825
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  /38

  $2,399,000

  • 5 Beds
  • 6 Baths
  • 5,739 Sq Ft

  2 Ledgemoor Ln, Westport, CT 06880

  Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance

  Alex Chingas Coldwell Banker Realty

  2 Ledgemoor Ln, Westport, CT 06880
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  /40

  $5,599,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 7,387 Sq Ft

  36 Maple Ave S, Westport, CT 06880

  Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
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  /40

  $3,799,000 Open Sat 1PM - 3PM

  • 6 Beds
  • 7 Baths
  • 5,227 Sq Ft

  42 Easton Rd, Westport, CT 06880

  Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At

  Linda Skolnick Coldwell Banker Realty

  42 Easton Rd, Westport, CT 06880
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  /25

  $1,500,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Tasteful turn-key townhome with main level primary suite, open plan and two private outdoor areas to enjoy. Fully renovated with quality materials and a neutral palette that will appeal to all. One of the largest 2 bedroom models with bonus loft/office and vaulted ceilings throughout, plus a finished lower level for your home theater or gym. Every detail has been considered for comfort and peace

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
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  /37

  $499,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  111 Elmwood Place, Bridgeport, CT 06605

  Welcome to this beautiful spacious 5 bedroom Colonial offering over 2,500+ sq ft of beautifully laid-out living space in the heart of Bridgeport. This 5 bedroom home blends classic charm with modern comfort, featuring a warm and welcoming living area with fireplace and a stunning dinning space highlighted by large windows overlooking the backyard perfect for gatherings and everyday enjoyment.

  Sara Barnaba Century 21 Scala Group

  111 Elmwood Place, Bridgeport, CT 06605
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  /38

  $5,925,000

  • 6 Beds
  • 9 Baths
  • 6,561 Sq Ft

  3 Stony Point Rd, Westport, CT 06880

  Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

  Debra Shaughnessy Coldwell Banker Realty

  3 Stony Point Rd, Westport, CT 06880
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  /31

  $999,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  67 Sigwin Dr, Fairfield, CT 06824

  Step inside this inviting home, where a sense of warmth and tranquility is felt from the moment you enter. Lovingly renovated and maintained by the same family for 30 years, this residence offers a wonderful blend of comfort, functionality, and ease of living. The spacious living room flows seamlessly into a bright dining room, perfect for both everyday living and entertaining. The updated eat-in

  Veronica Monahan Compass Connecticut, LLC

  67 Sigwin Dr, Fairfield, CT 06824
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  /32

  $795,000

  • 2 Beds
  • 3.5 Baths
  • 1,600 Sq Ft

  3 Ocean Reef Dr Unit 3, Fairfield, CT 06824

  OCEAN REEF - Perfectly positioned on a cul de sac within an impeccably maintained 11-unit Townhouse community in the coveted Fairfield Beach area, 3 Ocean Reef Drive offers refined coastal living at its best. Beautifully updated and filled with natural light, this exceptional residence features two to three bedrooms and three-and-a-half baths, thoughtfully designed for both comfort and style.

  Victoria Fingelly Higgins Group Real Estate

  3 Ocean Reef Dr Unit 3, Fairfield, CT 06824
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  /40

  $2,850,000

  • 5 Beds
  • 5 Baths
  • 4,922 Sq Ft

  55 Center St, Westport, CT 06880

  Located in Westport's coveted Greens Farms neighborhood, this light-filled home is perfectly sited high and dry on a private park-like acre with room for a pool and pool house. A renovated kitchen with top-of-the-line appliances and sunny breakfast nook opens to a spacious great room with stone fireplace and expansive deck overlooking the property, ideal for indoor-outdoor living. The flexible

  Mary Ann Lindwall The Riverside Realty Group

  55 Center St, Westport, CT 06880
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  /15

  $1,625,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  190 North Ave, Westport, CT 06880

  First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four

  Kim Harizman Compass Connecticut, LLC

  190 North Ave, Westport, CT 06880
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  /31

  $1,299,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  19 Half Mile Common, Westport, CT 06880

  Beautifully renovated split level situated on a centrally located cul-de-sac. This sun-filled residence offers an open floor plan with a bright living room featuring a cozy fireplace, an updated kitchen, and an adjoining dining area. The property includes 4 bedrooms and 3 1/2 renovated baths, highlighted by an oversized primary suite with a spa-like bathroom. The finished lower level provides

  Mary Kate Klemish-Boehm Brown Harris Stevens

  19 Half Mile Common, 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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  /40

  $899,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  81 Old Stratfield Rd, Fairfield, CT 06825

  Located in the heart of Tunxis Hill-one of Fairfield's most convenient neighborhoods-this beautifully maintained Colonial blends classic design with modern living. Featuring 3 bedrooms and 2.1 bathrooms, the home has been freshly painted throughout and is truly move-in ready. Just minutes from shopping, dining, and everyday essentials, 81 Old Stratfield Road offers the perfect balance of comfort

  Young Lee Houlihan Lawrence WD

  81 Old Stratfield Rd, Fairfield, CT 06825
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  /23

  $3,785,000 New Construction

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

  3 Laurel Ln, Westport, CT 06880

  Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /37

  $1,099,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 1,439 Sq Ft

  87 James St, Fairfield, CT 06824

  Welcome to 87 James Street, a beautifully renovated Cape Cod nestled on one of the most sought-after streets in Fairfield's coveted beach/town neighborhood. James St. is one of the "gems" of this community, where lifestyle & location come together effortlessly. Enjoy the convenience of walking to vibrant downtown Fairfield, the train station & the beach. Spend evenings strolling to the Town Green

  Heidi Cinder William Raveis Real Estate

  87 James St, Fairfield, CT 06824
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  /25

  $500,000

  • 7 Beds
  • 3 Baths
  • 2,784 Sq Ft

  36 Lee Ave Unit 38, Bridgeport, CT 06605

  This well-maintained two-family home features two spacious units, each with three bedrooms, offering ample living space and comfortable layouts. In excellent condition, the property presents a versatile opportunity for owner-occupants seeking rental income or investors pursuing a strong, income-producing asset. Located in a highly desirable area with solid appreciation and future growth

  Angel Mora eXp Realty

  36 Lee Ave Unit 38, Bridgeport, CT 06605
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  /34

  $3,550,000

  • 5 Beds
  • 4.5 Baths
  • 4,602 Sq Ft

  10 Winding Ln, Westport, CT 06880

  Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 255-2758

  10 Winding Ln, Westport, CT 06880
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  /27

  $680,000

  • 6 Beds
  • 4 Baths
  • 2,860 Sq Ft

  5 Durando Place, Bridgeport, CT 06605

  Exceptional Black Rock Two-Family | Bridgeport, CT A rare opportunity in one of Bridgeport's most sought-after neighborhoods Welcome to this beautifully expanded two-family home nestled in the heart of Black Rock - a charming 1936 residence that masterfully blends timeless period character with thoughtful modern updates. First Floor Unit offers 2 spacious bedrooms and 2 full baths, plus a

  Shelly Olivadoti Berkshire Hathaway NE Prop.

  5 Durando Place, Bridgeport, CT 06605
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  /34

  $550,000 Open Sat 10AM - 12PM

  • 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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