Southport, CT Homes

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  /31

  $1,999,000

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

  24 Warnock Dr, Westport, CT 06880

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

  Elaine Schanzenbach William Raveis Real Estate

  24 Warnock Dr, Westport, CT 06880
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  /33

  $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
• 

  $2,300,000 Sold Nov 19, 2025

  • 15,118 Sq Ft
  • $152/SF
  • 182 Days On Market

  • 11 Beds
  • 10 Baths
  • Built 1928

  124 Old Battery Rd, Bridgeport, CT 06605

  A very special Fairfield County Connecticut Gold Coast mansion at St. Mary's-by-the-Sea and Long Island Sound. Experience The Chimneys, an architectural gem designed by Charles Wellington Walker in 1928. This Georgian Revival home won America's Finest Home Award in 2015. The 54-foot Grand Hall features a sweeping staircase with hand-wrought iron balustrades. Eleven artful fireplaces add warmth

  Gail Robinson William Raveis Real Estate

  124 Old Battery Rd, Bridgeport, CT 06605
• 

  Est $2,501,775 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,332 Sq Ft

  561 Penfield Rd, Fairfield, CT 06824

  561 Penfield Rd, Fairfield, CT 06824
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  /40

  $5,200,000

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

  2959 Congress St, Fairfield, CT 06824

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

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /29

  $5,900 - $6,968 total monthly price

  Fairfield Station Lofts

  3 Beds

  78 Unquowa Place, Fairfield, CT 06824

  ++ 3 BED / 2 BATH • LEASE SPECIAL ++Lease now and receive one FREE year of workouts at the gorgeous Southport Fairfield Equinox Club!Experience elevated living in this luxurious 3-bedroom, 2-bath loft with just shy of 2,200 sq. ft. at Fairfield Station Lofts—a boutique residential community designed and developed by Granoff Architects in the heart of Fairfield, Connecticut. This

  78 Unquowa Place, Fairfield, CT 06824
• 

  $670,000 Sold Nov 19, 2025

  • 1,056 Sq Ft
  • $634/SF
  • 80 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1961

  26 Hiawatha Lane Extension, Westport, CT 06880

  **Westport Estate Sale!!** Bring your Design Ideas to Life with this 3 Bedroom, 1.5 Bath Saugatuck Raised Ranch Set on .41 Acres. Light Filled Living Room & Dining Area with Fireplace. Nice Hardwood Floors Throughout! High Ceiling, Dry Basement with a Framed Out Half Bath. Basement is Just Waiting to be Finished for Additional Living Space. 1 Car Attached Garage. Wonderful Location for Commuters!

  Wendy Bardos East Coast Associates, Inc.

  26 Hiawatha Lane Extension, Westport, CT 06880
• 

  Est $477,525 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,011 Sq Ft

  170 Jennings Rd, Fairfield, CT 06825

  170 Jennings Rd, Fairfield, CT 06825
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  /36

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,716 Sq Ft

  15 Cross Hwy, Westport, CT 06880

  *Interior pictures coming soon* This French Country-inspired gem in Westport's sought-after Downtown North neighborhood is a true delight. From the grand entrance to the marble-clad kitchen and beautifully manicured stone patios, every corner reflects thoughtful craftsmanship and timeless elegance. The main level offers an open, sun-filled layout with rich hardwood beams, soaring ceilings,

  Lisa Holler Compass Connecticut, LLC

  15 Cross Hwy, Westport, CT 06880
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  /18

  $2,850 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft
  • Townhouse for Rent

  322 Knapps Hwy, Fairfield, CT 06825

  If you're looking to rent a condo in a great location with comfortable living space, 322 Knapps Highway has it all. This 2 bed, 1.5 bath townhome includes an attached garage with laundry and extra storage. The main level has an open living and kitchen area, perfect for everyday living, plus a deck where you can enjoy your morning coffee. There is also access to the backyard with a stone patio to

  Deborah Merlino William Raveis Real Estate

  322 Knapps Hwy, Fairfield, CT 06825
• 

  $1,333,000 Sold Nov 19, 2025

  • 4,590 Sq Ft
  • $290/SF
  • 70 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2006

  327 Lucille St, Fairfield, CT 06825

  Few things are more inviting than a front porch, and 327 Lucille St delivers that and more in terms of curb appeal, which this home has in spades. This Colonial pairs classic architectural beauty with almost 5,000 sq ft across 4 levels, offering 4 bedrooms, an office, 4.5 baths, 2 car garage, and a fenced-in .46 acre yard. Inside, the foyer is flanked by the dining and living rooms, both with

  Sarah Pritchard William Raveis Real Estate

  327 Lucille St, Fairfield, CT 06825
• 

  Est $2,873,907 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,941 Sq Ft

  20 Bauer Place, Westport, CT 06880

  20 Bauer Place, Westport, CT 06880
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  /39

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  783 Reef Rd, Fairfield, CT 06824

  Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

  Daniel Durante Criterion Real Estate LLC

  783 Reef Rd, Fairfield, CT 06824
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  /35

  $1,650 - $2,150 per month plus fees

  Cypress Apartments

  Studio - 2 Beds

  585 Ellsworth St, Bridgeport, CT 06605

  MOVE IN SPECIAL: Apply the same day as your tour and receive $500 off your first month's rent as well as a waived screening feeMid-Rise Building with Elevator -Beautiful first floor studio apartment in Beautiful Black Rock. Vinyl floors, granite countertops, updated appliances, and intercom system .Heat, hot water, and cooking gas are included. Parking and a storage unit is included.

  585 Ellsworth St, Bridgeport, CT 06605
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  $820,000 Sold Nov 19, 2025

  • 1,568 Sq Ft
  • $523/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1940

  42 Green Knolls Ln, Fairfield, CT 06824

  Storybook stone Cape on a quiet cul-de-sac in sought-after Fairfield University area. Set on over one-third of an acre, this inviting home features a step-down front-to-back living room with wood-burning fireplace and French doors leading to an expansive deck overlooking the large backyard. A kitchen with eat-in island, formal dining room, office/den and full bathroom complete the first floor.

  Sharon Henry Harder Higgins Group Real Estate

  42 Green Knolls Ln, Fairfield, CT 06824
• 

  Est $1,642,664 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,416 Sq Ft

  12 Grays Farm Rd, Weston, CT 06883

  12 Grays Farm Rd, Weston, CT 06883
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  /40

  $985,000

  • 3 Beds
  • 3 Baths
  • 2,308 Sq Ft

  97 Field Point Dr, Fairfield, CT 06824

  Discover The Meadows, one of Fairfield Beach's best kept secrets. The homes are sprawled across wide, winding streets lined with mature oak and maple trees, and enveloped by protected salt marsh and bird sanctuaries (enjoy direct access to Pine Creek Marsh Trails). Just a stone's throw from the Carl Dickman Golf Course, Tennis Courts/Bubble, Ball Fields, and quiet South Pine Creek Beach, The

  Denise Walsh William Raveis Real Estate

  97 Field Point Dr, Fairfield, CT 06824
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  /19

  $3,900 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,165 Sq Ft
  • House for Rent

  545 Old Stratfield Rd, Fairfield, CT 06825

  Ideally situated, close to shopping, train, schools and more lies is this adorable 4 bedroom cape. Charming residence with updated kitchen featuring granite counter space and stainless steel appliances. Half of the main level provides plenty of cooking/dining/living space while the other holds to good size bedrooms and a full bathroom. The second level has 2 more bedrooms with solid closest space

  Anthony Capalbo Berkshire Hathaway NE Prop.

  545 Old Stratfield Rd, Fairfield, CT 06825
• 

  $610,000 Sold Nov 19, 2025

  • 3,863 Sq Ft
  • $158/SF
  • 32 Days On Market

  • 9 Beds
  • 3 Baths
  • Built 1900

  870 Hancock Ave Unit 872, Bridgeport, CT 06605

  Investment opportunity, 3 Family home in Bridgeport, CT. Discover this solid investment property located in Bridgeport's West End. This 3 family home features three spacious units, each offering 3 bedrooms and 1 bathroom, perfect for strong rental income potential. Each tenant is month to month and separately metered for gas and electric, keeping expenses streamlined for landlords. The property

  Camilo Ramirez Higgins Group Real Estate

  870 Hancock Ave Unit 872, Bridgeport, CT 06605
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  Est $1,676,946 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,125 Sq Ft

  27 Greenlea Ln, Weston, CT 06883

  27 Greenlea Ln, Weston, CT 06883
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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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  /12

  $1,138 - $1,934 per month plus fees

  Cherry Street Lofts

  Studio - 3 Beds

  437 Howard Ave, Bridgeport, CT 06605

  Dont settle for less when you can have it all at Cherry Street Lofts. Our affordable apartments for rent in Bridgeport, CT, offer you budget-friendly rates, modern amenities, and a convenient location. Whether you want to relax, work out, or explore the surroundings, youll find everything you need and more inside our community. Outside of our welcoming community, youll enjoy easy access to public

  437 Howard Ave, Bridgeport, CT 06605
• 

  $902,000 Sold Nov 18, 2025

  • 1,961 Sq Ft
  • $460/SF
  • 21 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  60 Winnepoge Dr, Fairfield, CT 06825

  Now's the perfect opportunity to own in the idyllic Lake Hills neighborhood-a sought-after enclave offering residents access to five private lakeside beaches! This thoughtfully renovated Cape Cod features a spacious floor plan ideal for entertaining. Its inviting facade & stunning new entryway create a warm welcome the moment you arrive. Inside, the new mudroom showcases high ceilings, stylish

  Andrea Viscuso Compass Connecticut, LLC

  60 Winnepoge Dr, Fairfield, CT 06825
• 

  Est $1,213,550 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  220 Riverside Ave Unit 8, Westport, CT 06880

  220 Riverside Ave Unit 8, Westport, CT 06880
• 

  

  /22

  $690,000

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft

  376 Knapps Hwy, Fairfield, CT 06825

  Discover this impeccably remodeled townhouse, where every detail has been curated with a designer's eye. Wide-plank Brazilian hardwood floors set a sophisticated tone throughout, complemented by custom millwork, abundant natural light, and two balconies. The main living level offers a seamless, open flow. The kitchen blends modern lines with thoughtful craftsmanship, featuring an island, newer

  Dominika Wojciechowski Houlihan Lawrence

  376 Knapps Hwy, Fairfield, CT 06825
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  /2

  $4,500 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
• 

  $2,495,000 Sold Nov 18, 2025

  • 3,003 Sq Ft
  • $831/SF
  • 17 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2014

  109 Smith St, Fairfield, CT 06824

  The beach house that truly has it all - light, luxury & location. Set on a nearly 1/4 acre lot on one of Fairfield Beach's most coveted, low-traffic streets where neighbors still host block parties & bike to the shore, this 4-5 BR, 4 1/2 BA home captures the spirit of coastal living w/timeless Nantucket style & effortless sophistication. Inside 9-ft ceilings & natural light define the main level.

  Kate Cacciatore William Raveis Real Estate

  109 Smith St, Fairfield, CT 06824
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  Est $1,176,356 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  220 Riverside Ave Unit 7, Westport, CT 06880

  220 Riverside Ave Unit 7, Westport, CT 06880
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  /24

  $1,699,000

  • 4 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic floor-to-ceiling stone fireplace. The gourmet chef's kitchen impresses with custom cabinetry, Viking appliances, quartz countertops, and a spacious eat-in area. Designed for effortless

  Dannel Malloy NestSeekers International

  42 Kings Hwy S, Westport, CT 06880
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  /35

  $2,800 - $3,350 total monthly price

  The Westporter

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Westporter resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
• 

  $2,515,000 Sold Nov 18, 2025

  • 3,726 Sq Ft
  • $675/SF
  • 16 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2007

  634 S Benson Rd, Fairfield, CT 06824

  From the moment you arrive, you are captivated w/ blooming gardens & privacy trees that create an inviting curb appeal that welcomes you in. Architecturally gorgeous w/ brilliant craftmanship, this coastal home is a rare find in the Beach neighborhood. Featuring 4 spacious en-suite bedrooms, 12 rooms, 3 levels & an elevator servicing all floors, this home sets a new standard for exceptional

  Jackie Davis William Raveis Real Estate

  634 S Benson Rd, Fairfield, CT 06824
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  Est $2,852,909 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,733 Sq Ft

  4A Woodhill Rd, Westport, CT 06880

  4A Woodhill Rd, Westport, CT 06880
• 

  

  /40

  $3,950,000

  • 5 Beds
  • 7 Baths
  • 5,771 Sq Ft

  116 Roseville Rd, Westport, CT 06880

  Tucked away on a picturesque property with a peaceful pond and complete privacy, this custom-built home is truly exceptional. From the moment you step onto the welcoming front porch, you'll feel the warmth and quality throughout. The sunlit kitchen is beautifully appointed with top-of-the-line appliances and a built-in banquette by the cozy fireplace, opening seamlessly to the inviting family

  Julie Vanderblue Higgins Group Real Estate

  116 Roseville Rd, Westport, CT 06880
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  /25

  $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
• 

  $3,135,000 Sold Nov 18, 2025

  • 4,204 Sq Ft
  • $746/SF
  • 2 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1940

  34 Sasco Creek Rd, Westport, CT 06880

  Walk to the beach! Rare opportunity to own 2 flat acres encompassing a renovated beach house and a remarkable modern barn designed with walls of glass. All uniquely located in the Greens Farm community of Westport, boasting LI Sound beach access and abutting the Connecticut Audubon trails. An updated 3-bedroom Cape offers one level living with a primary suite on the main floor and two bedrooms on

  Brian Milton Compass Connecticut, LLC

  34 Sasco Creek Rd, Westport, CT 06880
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  Est $4,948,934 Not Listed For Sale

  • 5 Beds
  • 7.5 Baths
  • 6,404 Sq Ft

  25 Flower Farm Cir, Westport, CT 06880

  25 Flower Farm Cir, 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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  /20

  $2,885 - $4,255 per month plus fees

  Trademark Fairfield

  Studio - 2 Beds

  665 Commerce Dr, Fairfield, CT 06825

  Trademark living is quintessentially connected; adjacent to the Fairfield Metro station,atop a curated collection of shops, and moments from downtown Fairfields restaurant-lined main street.

  665 Commerce Dr, Fairfield, CT 06825
• 

  $665,000 Sold Nov 17, 2025

  • 2,184 Sq Ft
  • $304/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  621 Courtland Ave, Bridgeport, CT 06605

  Exceptional Investment Opportunity in the Heart of Black Rock. Located just a short walk from St. Mary's by the Sea, this beautifully maintained two-family home offers the perfect combination of lifestyle and investment potential. Enjoy the walkable charm of Black Rock-just minutes to Harborview Market, local parks, and the waterfront-while being only a quick drive to downtown Fairfield and the

  Matthew Nuzie RE/MAX Right Choice

  621 Courtland Ave, Bridgeport, CT 06605
• 

  Est $6,067,859 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 9,657 Sq Ft

  3 Flower Farm Ln, Westport, CT 06880

  3 Flower Farm Ln, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 18