Southport, CT Homes

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  $4,599,999 Open Sat 1PM - 3PM

  • 8 Beds
  • 9 Baths
  • 8,412 Sq Ft

  32 Webb Rd, Westport, CT 06880

  This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled

  Judy Michaelis Coldwell Banker Realty

  32 Webb Rd, Westport, CT 06880
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  $3,750 total monthly price

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

  15 Myrtle Ave Unit 10A, Westport, CT 06880

  Charming 2-Bedroom Apartment Great for live / "work from home" occupancy in the heart of downtown Westport! This spacious two-bedroom apartment was fully renovated in 2019 and offers the perfect blend of convenience and comfort. Located off Myrtle Avenue, you'll be just steps away from the renowned Levitt Pavilion for the Performing Arts, the Westport Library, Bedford Square, The Westport Country

  Matt Murray Higgins Group Bedford Square

  15 Myrtle Ave Unit 10A, Westport, CT 06880
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  $1,800,000 Sold Dec 10, 2025

  10 Twin Falls Ln, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft
  • Built 1934

  Last Sold Summary

  • 20% Below List Price
  • $425/SF
  • 159 Days On Market

  Last Listing Agent Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  Est $2,286,827 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,912 Sq Ft

  4 Country Rd, Westport, CT 06880

  4 Country Rd, Westport, CT 06880
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  $5,499,000 New Construction

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

  36 Maple Ave S, Westport, CT 06880

  This is an exceptional opportunity to collaborate from the early design phase to create your "Dream House" with Redcoat Homes, nestled in the picturesque Greens Farms neighborhood. This five/six-bedroom residence is set on a level .70-acre lot, embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living by the esteemed architect Judith Larson, this

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
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  $2,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • House for Rent

  350 Grovers Ave Unit 1C, Bridgeport, CT 06605

  The Anchorage a Spectacular Resort like Condominium Complex on Black Rock Harbor! This first floor unit with no units above offers a spacious open living/dining area with NuCore Performance vinyl flooring which is also in the bedroom. The kitchen and bathroom have both been updated and there is an assigned parking space in the garage. Relax by the pool or on the sandy beach watching the boats

  John Kleps Berkshire Hathaway NE Prop.

  350 Grovers Ave Unit 1C, Bridgeport, CT 06605
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  $1,150,000 Sold Nov 07, 2025

  11 Oldfield Dr, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 1950

  Last Sold Summary

  • 16% Above List Price
  • $541/SF
  • 6 Days On Market

  Last Listing Agent Wendy Ryan Brown Harris Stevens

  11 Oldfield Dr, Fairfield, CT 06824
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  Est $4,176,822 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,400 Sq Ft

  146 North Ave, Westport, CT 06880

  146 North Ave, Westport, CT 06880
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  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 3,597 Sq Ft

  153 Pease Ave, Southport, CT 06890

  Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

  Basil Amso RE/MAX Right Choice

  153 Pease Ave, Southport, CT 06890
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  $4,100 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 3,182 Sq Ft
  • House for Rent

  61 Villa Ave, Fairfield, CT 06825

  Step into timeless elegance with this beautifully maintained center hall Colonial located in the beautiful Brooklawn neighborhood of Fairfield. Rich in Old World charm, this bright and spacious home welcomes you through a gracious foyer that opens to a sunlit, front-to-back living room featuring a wood-burning fireplace and access to a serene screened-in three-season porch overlooking lush,

  Sarah Harrower Sarah Harrower Realty

  61 Villa Ave, Fairfield, CT 06825
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  $1,250,000 Sold Jun 06, 2025

  68 Grove Point, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,375 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $526/SF
  • 38 Days On Market

  Current Estimated Value $1,286,813

  Last Listing Agent Erica Acheychek Compass Connecticut, LLC

  68 Grove Point, Westport, CT 06880
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  Est $4,865,992 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,821 Sq Ft

  31 Soundview Dr, Westport, CT 06880

  31 Soundview Dr, Westport, CT 06880
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  $1,949,000 Under Contract

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

  345 Reef Rd Unit C9, Fairfield, CT 06824

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

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit C9, Fairfield, CT 06824
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  $725 total monthly price

  • 1 Bed
  • 160 Sq Ft
  • House for Rent

  277 Scofield Ave Unit 15, Bridgeport, CT 06605

  Spacious and comfortable private room available in a well-maintained multi-family home located in a quiet and convenient area of Bridgeport. The room offers plenty of natural light and is ideal for a single tenant seeking a peaceful living environment. Shared access to a clean kitchen and bathroom with other respectful tenants. The property is located near public transportation, grocery stores,

  Anthony Jordan Jordan Realty Co.

  277 Scofield Ave Unit 15, Bridgeport, CT 06605
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  $289,000 Sold Feb 14, 2025

  3250 Fairfield Ave Unit 225, Bridgeport, CT 06605

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Built 2006

  Last Sold Summary

  • $252/SF
  • 29 Days On Market

  Current Estimated Value $320,551

  Last Listing Agent Lauren Auresto BHGRE Gaetano Marra Homes

  3250 Fairfield Ave Unit 225, Bridgeport, CT 06605
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  Est $2,815,172 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,437 Sq Ft

  28 Spicer Rd, Westport, CT 06880

  28 Spicer Rd, Westport, CT 06880
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  $1,750,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,106 Sq Ft

  6 Lighthouse Point, Fairfield, CT 06824

  Welcome to 6 Lighthouse Point, an exceptional residence in the heart of Fairfield Beach. This 2,106 square foot home offers four spacious bedrooms and three full bathrooms, complemented by two attached garages. The property showcases sweeping water views of Long Island Sound, creating a serene backdrop for everyday living. Fairfield Beach is one of the region's most sought-after coastal

  Ralph Lewis Coldwell Banker Realty

  6 Lighthouse Point, Fairfield, CT 06824
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  $8,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,735 Sq Ft
  • Townhouse for Rent

  124 Fox St, Fairfield, CT 06824

  Exquisite Coastal-Fairfield 4-bedroom, 2735 SF, townhouse-style duplex available end of January for rental occupancy. Walk to Sherman Elementary School, beach(es), downtown gazebo, many restaurants & shops, playgrounds, tennis and bocci courts! 0.9 mi to the Metro North train station (two in town!). Enter this home through the large ground-level two-car garage (equipped with an EV charger) or

  Christi McEldowney William Raveis Real Estate

  124 Fox St, Fairfield, CT 06824
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  $850,000 Sold Jun 07, 2025

  50 Geneva Terrace, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $363/SF
  • 54 Days On Market

  Current Estimated Value $831,097

  Last Listing Agent Jim Troy Independent Realtors

  50 Geneva Terrace, Fairfield, CT 06824
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  Est $1,733,700 Not Listed For Sale

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

  1 Pilgrim Trail, Westport, CT 06880

  1 Pilgrim Trail, Westport, CT 06880
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  $2,599,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,985 Sq Ft

  35 Millard St, Fairfield, CT 06824

  A Rare Opportunity in the Beach Area- Set on an oversized .42-acre lot at the end of a quiet cul-de-sac, this custom-built home offers a rare combination of space, quality, and location. Uniquely positioned with a deep front setback and an expansive backyard-this property stands apart from typical neighborhood lots. Ample room for a pool and more! Thoughtfully designed for both comfort and

  Wendy Ryan Brown Harris Stevens

  35 Millard St, Fairfield, CT 06824
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  $3,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • House for Rent

  70 Renwick Place, Bridgeport, CT 06604

  Renovated Colonial tucked away in the desirable Brooklawn neighborhood of Bridgeport! This charming single-family rental sits on a quiet cul-de-sac, offering a great blend of privacy, comfort, and convenience near the Fairfield line. Step into an ample living room with hardwood floors, perfect for everyday living and relaxing. The formal dining room features sliders leading out to a nice deck,

  Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

  70 Renwick Place, Bridgeport, CT 06604
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  $1,550,000 Sold Jun 30, 2025

  355 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Above List Price
  • $384/SF
  • 11 Days On Market

  Current Estimated Value $1,480,435

  Last Listing Agent Denise Walsh William Raveis Real Estate

  355 Nepas Rd, Fairfield, CT 06825
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  Est $2,070,318 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,092 Sq Ft

  3 Northgate, Westport, CT 06880

  3 Northgate, Westport, CT 06880
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  $1,949,000 Open Sun 1PM - 3PM

  • 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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  $1,995 total monthly price

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  2806 Fairfield Ave Unit 101, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular first floor, one bedroom, one bathroom end unit! The unit has an open living, dining, kitchen area, the appliances are stainless steel and there is also a stackable washer and dryer. This nice and bright end unit with exposed brick is ideally located in the Black Rock restaurant and entertainment district and is convenient to the Black Rock Train

  John Kleps Berkshire Hathaway NE Prop.

  2806 Fairfield Ave Unit 101, Bridgeport, CT 06605
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  $790,000 Sold May 21, 2025

  185 Woodrow Ave, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1935

  Last Sold Summary

  • 7% Above List Price
  • $624/SF
  • 10 Days On Market

  Current Estimated Value $796,618

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  185 Woodrow Ave, Southport, CT 06890
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  Est $1,895,592 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,018 Sq Ft

  7 Drumlin Rd, Westport, CT 06880

  7 Drumlin Rd, Westport, CT 06880
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  $470,000 Pending

  • 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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  $16,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • House for Rent

  656 Fairfield Beach Rd, Fairfield, CT 06824

  Introducing "The Reeds," Fairfield Beach's newest furnished rental. AVAILABLE 2027 ACADEMIC (POTENTIALLY 2028), JULY 2026 SUMMER AND FLEX TERM/SHORT-TERM STARTING 2/1/26. Inquire for pricing, many flexible options! Totally renovated, 4 bedroom, 2.5 bath with amazing views from nearly every room. The best of both worlds, with front-facing views of the water from every level and rear-facing views

  Jessica Walsh William Raveis Real Estate

  656 Fairfield Beach Rd, Fairfield, CT 06824
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  $645,000 Sold Oct 10, 2025

  34 Hanford Ave, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 2,215 Sq Ft
  • Built 1907

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 34 Days On Market

  Current Estimated Value $634,702

  Last Listing Agent Valerie Alvarez Higgins Group Real Estate

  34 Hanford Ave, Bridgeport, CT 06605
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  Est $2,324,002 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,129 Sq Ft

  3 Sterling Dr, Westport, CT 06880

  3 Sterling Dr, Westport, CT 06880
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  $4,150,000 New Construction

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

  102 Compo Rd S, Westport, CT 06880

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

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  $15,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft
  • House for Rent

  1810 Fairfield Beach Rd, Fairfield, CT 06824

  Welcome to 1810 Fairfield Beach Road, now available as a yearly unfurnished rental. This exquisite 4-bedroom colonial home boasts sweeping water views from every window, offering a truly stunning coastal getaway. With a private dock, you can fully embrace the coastal lifestyle. Upon entering, you're greeted by a double-height foyer that leads to a spacious living room, featuring front-to-back

  Karen Hagen Compass Connecticut, LLC

  1810 Fairfield Beach Rd, Fairfield, CT 06824
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  $851,000 Sold Mar 19, 2025

  552 Knapps Hwy, Fairfield, CT 06825

  • 5 Beds
  • 4.5 Baths
  • 2,602 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 125 Days On Market

  Current Estimated Value $890,759

  Last Listing Agent Sofia Olexovitch William Raveis Real Estate

  552 Knapps Hwy, Fairfield, CT 06825
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  Est $1,009,324 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,041 Sq Ft

  82 Saugatuck Ave, Westport, CT 06880

  82 Saugatuck Ave, Westport, CT 06880
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  $8,995,000 Pending

  • 7 Beds
  • 8.5 Baths
  • 9,415 Sq Ft

  11 Manitou Ct, Westport, CT 06880

  Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a lifestyle of unparalleled sophistication, effortless elegance, cutting edge innovation, and tranquil opulence. Imagine

  Jaclyn Picarillo Higgins Group Bedford Square

  11 Manitou Ct, Westport, CT 06880
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  $4,356 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft
  • Apartment for Rent

  109 Churchill St Unit 1st Floor, Fairfield, CT 06824

  Spacious and Bright 1st Floor, 3 Bedroom Apartment in Fairfield - Fully Renovated and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated apartment, located in a charming 3-family home. This spacious and bright apartment is now available for occupancy, offering a modern living experience with all the amenities you need. Step into the open floor plan

  Ellen Garcia Brown Harris Stevens

  109 Churchill St Unit 1st Floor, Fairfield, CT 06824
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  $2,199,000 Sold Nov 12, 2025

  60 Sylvan Rd N, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,430 Sq Ft
  • Built 1963

  Last Sold Summary

  • $641/SF
  • 56 Days On Market

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  60 Sylvan Rd N, Westport, CT 06880
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  Est $3,515,078 Not Listed For Sale

  • 8 Beds
  • 6.5 Baths
  • 6,057 Sq Ft

  2 Whippoorwill Ln, Westport, CT 06880

  2 Whippoorwill Ln, Westport, CT 06880

Showing Results 481 - 520, Page 13 of 18