Southport, CT Homes

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  /40

  $6,000,000

  • 4 Beds
  • 7 Baths
  • 5,567 Sq Ft

  46 Compo Mill Cove, Westport, CT 06880

  It feels like a secret-a place you cross into and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free waterfront enclave, where the tide sets the pace and every day feels like a getaway. Designed by renowned architect Brooke Girty, this custom Nantucket-style home blends refined coastal living with timeless craftsmanship. Inside, 5,567 square feet

  Evangela Brock Douglas Elliman of Connecticut

  46 Compo Mill Cove, Westport, CT 06880
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  /10

  $15,000 total monthly price

  • 6 Beds
  • 7.5 Baths
  • 7,447 Sq Ft
  • House for Rent

  355 Greens Farms Rd, Westport, CT 06880

  In-between homes? Need a short-term fully furnished rental home? Rarely available opportunity to rent a mint-condition home. Refined living in this fully furnished 6-bedroom luxury home available for a short-term lease. The open kitchen and family room create a warm, inviting space ideal for both relaxation and entertaining. Set on 2.25 gated acres, this home offers exceptional privacy and

  Pam Toner Berkshire Hathaway NE Prop.

  355 Greens Farms Rd, Westport, CT 06880
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  $625,000 Sold Oct 15, 2025

  • 1,567 Sq Ft
  • $399/SF
  • 95 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1955

  4 Heather Hill, Westport, CT 06880

  Welcome to 4 Heather Hill in Westport! This charming 4 bedroom, 1.5 bath Cape Cod-style home is ideally located on a private road right in the heart of Central Westport. Nestled on a serene quarter-acre lot that is bordered in the rear by a classic stone wall, this property offers both privacy and promise. This home awaits your personal touches and updates. Several key improvements have already

  Matthew Loverci Coldwell Banker Realty

  4 Heather Hill, Westport, CT 06880
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  Est $2,323,916 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,934 Sq Ft

  181 Long Lots Rd, Westport, CT 06880

  181 Long Lots Rd, 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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  /11

  $4,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft
  • House for Rent

  3 George St, Westport, CT 06880

  FLEXIBLE SHORT-TERM RENTAL UP TO SIX MONTH TERM IN HEART OF GREENS FARMS! Newly painted and recently upgraded cute farmhouse located on a convenient Greens Farms cul-de-sac off Maple Ave South, close to Post Road. Walk to shops and restaurants. A spacious light bright first floor with kitchen, dining area, family room, living room and sun room. 3/4 bedrooms on the second and third floor. Includes

  Todd Gibbons Boost Real Estate Group

  3 George St, Westport, CT 06880
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  $2,125,000 Sold Oct 15, 2025

  • 6,596 Sq Ft
  • $322/SF
  • 59 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1966

  92 Hornbeam Rd, Fairfield, CT 06824

  Perfectly sited on a quiet cul-de-sac in the Greenfield Hill neighborhood, this exquisite farmhouse-style home offers over 5,000 sq ft of elegant living space on a spectacular, level property. The classic character and contemporary elegance defines this home offering 5 bedrooms, 5 baths, custom millwork, refined designer details and exceptional outdoor living. Step into a gracious foyer flanked

  Jennifer Lockwood Coldwell Banker Realty

  92 Hornbeam Rd, Fairfield, CT 06824
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  Est $2,877,943 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,704 Sq Ft

  52 Center St, Westport, CT 06880

  52 Center St, Westport, CT 06880
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  /20

  $2,800,000 New Construction

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

  53 Cross Hwy, Westport, CT 06880

  Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.

  Phil Pedros Philips Real Estate

  53 Cross Hwy, Westport, CT 06880
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  /36

  $2,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,479 Sq Ft
  • House for Rent

  133 Poplar St, Bridgeport, CT 06605

  Spacious and beautifully maintained 3-bedroom apartment on the 2nd floor. Featuring a formal dining room, front and back enclosed porches, and washer/dryer hookups. Step into an open, inviting foyer that leads to a comfortable living room and a formal dining area with custom built-in shelving. The eat-in kitchen boasts new stainless-steel appliances, including a 5-burner gas stove, plus a pantry

  Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

  133 Poplar St, Bridgeport, CT 06605
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  $5,499,000 Sold Oct 15, 2025

  • 9,550 Sq Ft
  • $576/SF
  • 112 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2025

  11 Tierney Ln, Westport, CT 06880

  Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the

  Laurie Crouse Coldwell Banker Realty

  11 Tierney Ln, Westport, CT 06880
• 

  Est $822,698 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  17 Richmondville Ave, Westport, CT 06880

  17 Richmondville Ave, Westport, CT 06880
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  /16

  $6,785,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,888 Sq Ft

  14 Burr School Rd, Westport, CT 06880

  RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

  Jennifer Tanner The Riverside Realty Group

  14 Burr School Rd, Westport, CT 06880
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  /36

  $18,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,482 Sq Ft
  • House for Rent

  28 Norwalk Ave, Westport, CT 06880

  Experience luxury coastal living in this designer-renovated residence, perfectly situated just one block to Compo Beach and tucked away on a private cul-de-sac in Westport's most coveted beach neighborhood. Bathed in natural light, this sun-drenched home blends relaxed elegance with sophisticated design, offering 4 bedrooms and 3.5 bathrooms. The heart of the home is a newly remodeled gourmet

  Suzanne Fitzmaurice Sholes The Riverside Realty Group

  28 Norwalk Ave, Westport, CT 06880
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  $1,829,700 Sold Oct 15, 2025

  • 4,710 Sq Ft
  • $388/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2006

  297 Romanock Rd, Fairfield, CT 06825

  A spectacular custom Colonial combining timeless elegance and modern comfort, set on a beautifully landscaped and fully fenced 0.6-acre lot in Fairfield's coveted Lake Hills community. With over 4,700 sqft of refined living space, this 4bedroom, 3.5bath home offers the perfect mix of classic charm, thoughtful updates, and exceptional functionality. Step into a grand entry foyer and light-filled

  Robin Righter Houlihan Lawrence

  297 Romanock Rd, Fairfield, CT 06825
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  Est $4,614,574 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,032 Sq Ft

  6 James Ln, Westport, CT 06880

  6 James Ln, Westport, CT 06880
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  /40

  $1,950,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,239 Sq Ft

  309 Hunyadi Ave, Fairfield, CT 06824

  Welcome to 309 Hunyadi Avenue, a spectacular 5-bedroom, 6-bath custom Colonial on a quiet cul-de-sac road. Built as the builder's personal home, it showcases extraordinary commitment to quality materials, thoughtful craftsmanship, & exceptional lighting design. Primary suite is like nothing else-featuring 18ft white oak backlit cathedral ceilings, stunning 11ft custom window, 9ft crystal

  Julie Vanderblue Higgins Group Real Estate

  309 Hunyadi Ave, Fairfield, CT 06824
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  $2,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  898 Hancock Ave Unit 1, Bridgeport, CT 06605

  This beautifully updated FIRST FLOOR! apartment featuring an open-concept kitchen, living, and dining area. Perfect for modern living and entertaining. Enjoy a bright, airy layout with stylish finishes throughout. This unit offers nice-sized bedrooms, ample natural light, and plenty of comfort. The recent renovations bring a fresh, contemporary feel to every room. Conveniently includes one

  Vanessa Cabrera US Asset Realty

  898 Hancock Ave Unit 1, Bridgeport, CT 06605
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  $680,000 Sold Oct 15, 2025

  • 1,460 Sq Ft
  • $466/SF
  • 98 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1922

  23 Harborview Place, Bridgeport, CT 06605

  Charming Colonial in a Coveted Coastal Community. Situated in the heart of a highly sought-after waterfront neighborhood just steps from St. Mary's by the Sea, this inviting three-bedroom, 1.5-bath Colonial offers an abundance of classic charm. Situated on a beautifully level, professionally landscaped lot, this home welcomes you with a front porch-ideal for sipping your morning coffee or

  Anthony Fabrizio Coldwell Banker Realty

  23 Harborview Place, Bridgeport, CT 06605
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  Est $2,688,102 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,534 Sq Ft

  2 Florian Ct, Westport, CT 06880

  2 Florian Ct, Westport, CT 06880
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  /40

  $1,898,000 New Construction

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

  359 Reid St, Fairfield, CT 06824

  Brand new construction in highly desired Fairfield University area. Move in tomorrow. 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

  Robert Richter Coldwell Banker Realty

  359 Reid St, Fairfield, CT 06824
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  /33

  $3,995 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 905 Sq Ft
  • Apartment for Rent

  1990 Bronson Rd Unit 2, Fairfield, CT 06824

  Welcome to Bronson House, Greenfield Hill's best new luxury rental opportunity! Enjoy easy living in this new in 2021, efficient and well-appointed apartment building. For the discerning tenant who prefers privacy and a more serene setting, tucked in away from the hustle and bustle of the downtown area. With the finest state-of-the-art SMART home systems, you can let go of the home maintenance

  Lis Reed Berkshire Hathaway NE Prop.

  1990 Bronson Rd Unit 2, Fairfield, CT 06824
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  $500,000 Sold Oct 15, 2025

  • 2,334 Sq Ft
  • $214/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1918

  27 Longview Ave, Fairfield, CT 06824

  --- HIGHEST & BEST DUE IN ON FRIDAY 7/11 AT 12:00PM---- Fabulous opportunity to own a 2 family home in a convenient location, in a sought-after school district! Brick exterior & slate roof. 2334 sqft total. 3 levels; ranch style apartment on upper floors; both with 2 beds, kitchen, dining room & a full bath plus. Full basement. Hardwood floors. 2 Fireplaces. Enclosed porch & open porch. Great

  Heidi Cinder William Raveis Real Estate

  27 Longview Ave, Fairfield, CT 06824
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  Est $934,066 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,291 Sq Ft

  20 Rumpenmile Ave, Westport, CT 06880

  20 Rumpenmile Ave, Westport, CT 06880
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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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  /7

  $2,200 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  181 Fox St Unit 2, Bridgeport, CT 06605

  Discover this newly renovated second-floor unit nestled in the coveted Black Rock neighborhood of Bridgeport. This spacious and beautifully maintained 2-bed, 1-bath residence is part of a classic three-family home built in 1948, offering hardwood floors, high ceilings and generous living spaces. Step into a welcoming formal living room with elevated ceilings and an elegant archway leading into

  James Tomaselli Higgins Group Bedford Square

  181 Fox St Unit 2, Bridgeport, CT 06605
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  $2,025,000 Sold Oct 15, 2025

  • 4,606 Sq Ft
  • $440/SF
  • 112 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1994

  1615 Cross Hwy, Fairfield, CT 06824

  Welcome to your prestigious estate in Fairfield's coveted Greenfield Hill. Set back from the road, with fresh paint and new roof, this meticulously maintained elegant residence merges timeless design with modern luxury across 4,606SF of refined living space on a sprawling 2.1AC. Professional gardens and lawns provide privacy. Enjoy music from the sound system as you find hardwood floors sweeping

  James Barone Compass Connecticut, LLC

  1615 Cross Hwy, Fairfield, CT 06824
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  Est $3,718,788 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,885 Sq Ft

  4 Willow Walk, Westport, CT 06880

  4 Willow Walk, Westport, CT 06880
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  /21

  $815,000 New Construction

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

  183 Vesper St, Fairfield, CT 06825

  Welcome home to this stunning brand-new construction half duplex offering modern elegance and exceptional craftsmanship throughout. Step inside to an open floor plan featuring a sprawling 8-foot quartz island, soaring 9-foot ceilings, and wide plank white oak hardwood floors that create a bright, airy, and inviting space-perfect for entertaining. The second floor boasts three spacious bedrooms,

  Sofia Olexovitch William Raveis Real Estate

  183 Vesper St, Fairfield, CT 06825
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  /22

  $6,750 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,494 Sq Ft
  • House for Rent

  63 Kings Hwy N, Westport, CT 06880

  An inviting front porch welcomes you home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and a large dining room is great for entertaining family and guests. The renovated kitchen will delight the cook in the family. Spend time on the back patio overlooking a

  Darlene Letersky Coldwell Banker Realty

  63 Kings Hwy N, Westport, CT 06880
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  $1,925,000 Sold Oct 15, 2025

  • 4,770 Sq Ft
  • $404/SF
  • 32 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2011

  561 Winnepoge Dr, Fairfield, CT 06825

  This impeccably designed lakefront home offers a rare opportunity to own one of the most beautifully positioned properties directly on the water in Lake Hills. With 142 feet of direct frontage (deeded water rights) and tranquil water views from nearly every room. Built in 2011 with energy-efficient geothermal heating and cooling, this home seamlessly blends modern comfort, natural beauty, and

  Alan Hamilton William Raveis Real Estate

  561 Winnepoge Dr, Fairfield, CT 06825
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  Est $5,226,717 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 8,080 Sq Ft

  39 Maple Ave S, Westport, CT 06880

  39 Maple Ave S, 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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  /25

  $4,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Townhouse for Rent

  391 S Pine Creek Rd, Fairfield, CT 06824

  Filled with natural light and charm, this 3-bedroom, 2.5-bath home offers over 2,000 sq. ft. of beautifully designed living space in one of Fairfield's most sought-after neighborhoods. The spacious primary suite feels like a private retreat with its spa-inspired bath, soaking tub, glass shower, generous walk-in closet, and cozy nook-perfect for reading or a home office. Enjoy newly refinished

  Colleen Gennari William Raveis Real Estate

  391 S Pine Creek Rd, Fairfield, CT 06824
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  $599,000 Sold Oct 14, 2025

  • 1,768 Sq Ft
  • $339/SF
  • 61 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  48 Bywater Ln Unit 48, Bridgeport, CT 06605

  Rare opportunity to own an exquisite townhouse in the Historic Black Rock. Completely interior has been freshly painted. One of the most coveted condominium complexes Bywatyr Town Homes, a small complex o 24 units located on the cut-de-sac across from Fayerweather Yacht Club and Black Rock Harbor. This unit was the original model unit with many upgrades throughout. Year round water views from all

  Cristy Schnauffer Coldwell Banker Realty

  48 Bywater Ln Unit 48, Bridgeport, CT 06605
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  Est $1,955,163 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,800 Sq Ft

  12 Rocky Ridge Rd, Westport, CT 06880

  12 Rocky Ridge Rd, Westport, CT 06880
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  /40

  $1,800,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  NEW Custom built home boasting sophisticated & unique design in the coveted University area of Fairfield is ready for your story to begin! Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout that is as versatile as it is

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
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  /24

  $3,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  115 Wilton Rd Unit 2, Westport, CT 06880

  Enjoy renting this fully renovated two-bedroom, one full bathroom apartment just a short walk from downtown Main Street and the scenic Saugatuck River. The spacious upper-level unit offers glimpses of the river and features thoughtfully chosen, energy-efficient and home automation appliances for modern comfort and convenience. A bright sunroom provides a relaxing sitting area or a perfect home

  Julie Walsh Coldwell Banker Realty

  115 Wilton Rd Unit 2, Westport, CT 06880
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  $1,299,000 Sold Oct 14, 2025

  • 3,004 Sq Ft
  • $432/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1949

  285 Old Black Rock Turnpike, Fairfield, CT 06824

  Waterfront waterfront waterfront! This classic Colonial offers the rare chance to live directly on the water in Fairfield's coveted Lake Hills Association. With 4/5 bedrooms, 3 full baths, a two-car garage, and 2,188 sq. ft. above grade plus 812 heated sq. ft. below, this home sits on a generous .71-acre waterfront lot with a private dock. Swim, kayak, paddleboard, or even sail off in your

  Alan Hamilton William Raveis Real Estate

  285 Old Black Rock Turnpike, Fairfield, CT 06824
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  Est $3,013,573 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,516 Sq Ft

  2 Smokey Ln, Westport, CT 06880

  2 Smokey Ln, Westport, CT 06880

Showing Results 561 - 600, Page 15 of 18