Southport, CT Homes

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  /6

  $7,995,000

  • Land
  • 12.3 Acres
  • $650,000 per Acre

  109 Morningside Dr S, Westport, CT 06880

  109 Morningside Drive South is an exceptional and rare offering in the highly sought- after Greens Farms neighborhood in Westport CT. Spanning 12.3 acres, this expansive property presents a unique opportunity to create a one-of-a-kind estate in one of Fairfield county's most desirable locations. Nestled amongst prestigious homes, this property offers endless potential for those seeking to build

  Jenny Bentley The Riverside Realty Group

  109 Morningside Dr S, Westport, CT 06880
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  /20

  $3,200 total monthly price

  • 2 Beds
  • 1 Bath
  • 971 Sq Ft
  • House for Rent

  214 Country Rd, Fairfield, CT 06824

  Welcome to 214 Country Road, a charming two-bedroom duplex tucked away in one of Fairfield's most desirable neighborhoods. This bright and inviting home features 2 spacious bedrooms a full bathroom, an eat-in kitchen and a comfortable living room. The unit offers a full basement that provides additional storage, along with washer/dryer. Enjoy a private fenced in backyard perfect for relaxing,

  Chris Eanniello William Raveis Real Estate

  214 Country Rd, Fairfield, CT 06824
• 

  $3,500,000 Sold Nov 08, 2025

  • 4,921 Sq Ft
  • $711/SF
  • 2 Days On Market

  • 3 Beds
  • 5.5 Baths
  • Built 2021

  69 Armitage Dr, Bridge Port, CT 06605

  Welcome to 69 Armitage Drive - A Coastal Masterpiece in Black Rock. Discover the ultimate in waterfront luxury at this stunning, newer built residence nestled along the scenic shoreline of Long Island Sound. A true coastal paradise, this modern masterpiece offers panoramic water views, vibrant sunrises & a resort-style lifestyle to enjoy year-round. Spanning 3 beautifully designed levels, this

  Jackie Davis William Raveis Real Estate

  69 Armitage Dr, Bridge Port, CT 06605
• 

  Est $3,651,724 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,459 Sq Ft

  318 Greens Farms Rd, Westport, CT 06880

  318 Greens Farms Rd, Westport, CT 06880
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  /12

  $199,000

  • 1 Bed
  • 1 Bath
  • 927 Sq Ft

  80 Cartright St Unit 2F, Bridgeport, CT 06604

  Welcome to 80 Cartright Street, ideally located right on the Fairfield/Bridgeport line! This spacious 1-bedroom, 1-bath condo offers nearly 1,000 sq ft of updated living space with beautiful views from a private balcony. The remodeled kitchen features butcher block countertops, new stainless steel appliances, a white subway tile backsplash, and space for a dining table. The oversized primary

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 2F, Bridgeport, CT 06604
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  /30

  $2,200 total monthly price

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

  43 Nichols Ave Unit 1, Fairfield, CT 06825

  First floor apartment on a quiet street with off street parking, modern kitchen and modern bathroom and hardwood floors though out.

  43 Nichols Ave Unit 1, Fairfield, CT 06825
• 

  $963,000 Sold Nov 07, 2025

  • 1,980 Sq Ft
  • $486/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1959

  109 Green Acre Ln, Fairfield, CT 06824

  Stunning Ranch on nearly a 1/2 acre in a coveted University neighborhood on park like grounds! Over 2000 sq ft of living space including renovated lower level. The updated kitchen has granite counters, stainless steel appliances and a breakfast bar. It open up into the Dining Area and Living Room with outside access to a stunning bluestone terrace with built in firepit and very large open and

  Lynn Dolan William Pitt Sotheby's Int'l

  109 Green Acre Ln, Fairfield, CT 06824
• 

  Est $2,310,551 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,921 Sq Ft

  17 Harborview Rd, Westport, CT 06880

  17 Harborview Rd, Westport, CT 06880
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  /6

  $11,795,000

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Bluewater Home Owenoke Opportunity Knocks Again! Another beach masterpiece is underway and this 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond views and walking distance to Compo Beach will be ready Spring 2026. Enjoy this new beach construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac.

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /14

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  28 Riverside Dr, Fairfield, CT 06824

  Fairfield Beach Area Rental - 2nd Floor Duplex Style Ranch With Separate Entry. Wonderful Spacious Eat in Kitchen, Formal Living and Dining Room, 2 Large Bedrooms and one Spacious Bath. Updated Kitchen W/Granite countertops, Refinished Gleaming Hardwood Floors Thru-Out. Freshly Painted. New Central AC system added, Full Basement Has Storage and W&D Hookup, One car parking in parking lot and

  Aziz Seyal William Raveis Real Estate

  28 Riverside Dr, Fairfield, CT 06824
• 

  $1,150,000 Sold Nov 07, 2025

  • 2,124 Sq Ft
  • $541/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  11 Oldfield Dr, Fairfield, CT 06824

  Seller is asking for best and final offers by tomorrow, Sunday, 9/28 at 7pm. Welcome to 11 Oldfield Drive - a picture-perfect Cape that checks every box. Move-in ready, this charming home offers approximately 2,000 square feet of beautifully finished living space, including a flexible finished lower level available for many uses. With four true bedrooms and two full baths, there's room for

  Wendy Ryan Brown Harris Stevens

  11 Oldfield Dr, Fairfield, CT 06824
• 

  Est $1,266,064 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft

  175 Regents Park, Westport, CT 06880

  175 Regents Park, Westport, CT 06880
• 

  

  /20

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,218 Sq Ft

  468 Colorado Ave, Bridgeport, CT 06605

  Welcome to 468 Colorado Ave - a bright, move-in ready half-duplex in Bridgeport that blends modern updates with comfortable living. This Home offers 3 Bedrooms and 2 1/2 baths, a full finish basement, perfect for family room/office space/gym or even a in-law suite. Paved parking for 2 cars . The Private, nice backyard is ideal for summer barbecues and gardening. Recent updates include fresh

  Ocilene De-Carvalho Century 21 Scala Group

  468 Colorado Ave, Bridgeport, CT 06605
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  /44

  $12,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • House for Rent

  330 Reef Rd, Fairfield, CT 06824

  Betty's Beach House offers easy beachside living close to town. Within walking distance enjoy Fairfield's renowned events and amenities including theatre, restaurants, library, gyms, parks, golf, beaches, and so much more! This property at 330 Reef Rd features 3 bedrooms and 2 bathrooms with 1,250 square feet. The first-floor kitchen is equipped with granite countertops, a (Profile) microwave,

  330 Reef Rd, Fairfield, CT 06824
• 

  $1,400,000 Sold Nov 07, 2025

  • 2,648 Sq Ft
  • $529/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1969

  21 Maplewood Ave, Westport, CT 06880

  Step into a world of moon dances and magic at 21 Maplewood Avenue, Westport, CT. This beautifully renovated home sings with sophistication and modern charm and character, offering a boutique-like living experience that resonates with timeless melodies. Unparalleled workmanship, led by award winning female builder and team who envisioned, created and completed a massive renovation thoughtfully

  Susan Vanech Compass Connecticut, LLC

  21 Maplewood Ave, Westport, CT 06880
• 

  Est $1,333,367 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  16 Vineyard Ln, Westport, CT 06880

  16 Vineyard Ln, Westport, CT 06880
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  /37

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  38 Edge Hill Rd, Fairfield, CT 06824

  Stately Center Hall Colonial full of old-world charm boasts formal living room w/fireplace and formal dining room. Large eat-in kitchen leading to oversized sunroom w/sliders to patio. First floor laundry room and half bath. Sunny Den (or office) just off LR. 2nd floor Primary Bedroom w/full bath, 2 additional bedrooms & hall bath. 2 car attached garage 24x24. Attached storage 8.7x13 with

  Hope Kern Munson Real Estate

  38 Edge Hill Rd, Fairfield, CT 06824
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  /20

  $2,600 total monthly price

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

  46 Riverside Dr, Fairfield, CT 06824

  Location, location, location! Pristine 847 sq.ft. 3rd floor apartment with water views in the beach area of Fairfield. Large, open, living area off main entryway. 2 bedrooms, 1 full bathroom featuring white subway tile shower surround and elegant marble-style ceramic floor tile. Hardwood floors throughout. Great eat-in-kitchen for cooking with granite countertops, subway tile backsplash,

  Jennifer DeLaurentis Compass Connecticut, LLC

  46 Riverside Dr, Fairfield, CT 06824
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  $799,000 Sold Nov 07, 2025

  • 2,213 Sq Ft
  • $361/SF
  • 42 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  430 Nonopoge Rd, Fairfield, CT 06825

  Thoughtfully expanded Cape Cod home in the Lake Hills area, featuring a spacious main-level primary suite and 3 additional bedrooms. This meticulously maintained, sun-filled home offers a living room with a wood-burning fireplace, a dining room with French doors opening to the kitchen, and an expanded kitchen with a breakfast nook and island, plus a cozy den overlooking the back deck. The main

  Carrie Sakey Coldwell Banker Realty

  430 Nonopoge Rd, Fairfield, CT 06825
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  Est $772,311 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  20 Whitney Glen, Westport, CT 06880

  20 Whitney Glen, Westport, CT 06880
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  /40

  $265,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  20 Haddon St Unit 5, Bridgeport, CT 06605

  Fully renovated 750 sqft 2BR unit in sought after Black Rock. Quiet, sun-drenched open floor plan. Unit has insulated floors & walls, new wood flooring, new windows & custom closets. Top-of-the-line kitchen includes stainless steel appliances, quartz countertops with counter seating, custom cabinets, paneled dishwasher, vented stove/oven, deep kitchen sink with disposal and RO water filtration

  Christopher Constand Higgins Group Real Estate

  20 Haddon St Unit 5, Bridgeport, CT 06605
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  /27

  $2,150 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  136 King St Unit 136 King Street, Bridgeport, CT 06605

  Wonderful sunny updated apartment at second floor, with new kitchen appliances and washer and dryer on premises. Comes with large storage space in a dry basement.

  136 King St Unit 136 King Street, Bridgeport, CT 06605
• 

  $1,830,000 Sold Nov 07, 2025

  • 3,200 Sq Ft
  • $572/SF
  • 142 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  242 Valleyview Rd, Fairfield, CT 06824

  This exceptional residence, custom-built by one of Fairfield's premier builders, showcases superior craftsmanship, thoughtful design, and meticulous attention to detail. Step inside to discover 9-foot ceilings on both the first and second floors, creating a spacious and airy ambiance throughout. The main level features a private home office, an elegant dining room, and a stunning custom kitchen

  RACHEL Fowler Coldwell Banker Realty

  242 Valleyview Rd, Fairfield, CT 06824
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  Est $3,926,541 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,560 Sq Ft

  9 Windy Hill Rd, Westport, CT 06880

  9 Windy Hill Rd, Westport, CT 06880
• 

  

  /23

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  26 Crescent Park Rd, Westport, CT 06880

  Beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy convenient access to all the town's amenities-shops, restaurants, beaches, and more-while commuters

  Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
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  /3

  $1,775 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,428 Sq Ft
  • Apartment for Rent

  45 Monroe St Unit A4, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated throughout,

  Tania Pinzon CLS Group

  45 Monroe St Unit A4, Bridgeport, CT 06605
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  $760,000 Sold Nov 07, 2025

  • 1,244 Sq Ft
  • $611/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  276 Carroll Rd, Fairfield, CT 06824

  Discover this beautifully updated 3 BR ranch home featuring one-level living, situated in one of Fairfield University's most desirable neighborhoods. Nestled on a quiet lot just beneath the bells of the university campus, this home offers breathtaking sunset views. It serves as a tranquil retreat while still being conveniently close to downtown Fairfield, the train station, shops, and

  Helene Daly Compass Connecticut, LLC

  276 Carroll Rd, Fairfield, CT 06824
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  Est $1,312,160 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  30 Hogan Trail, Westport, CT 06880

  30 Hogan Trail, Westport, CT 06880
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  /40

  $9,495,000

  • 6 Beds
  • 11 Baths
  • 11,445 Sq Ft

  5 Hidden Hill Rd, Westport, CT 06880

  Stunning, one-of-one custom home on a private Compo Beach hilltop with sweeping views of Long Island Sound. This Lucien Vita estate was comprehensively refurbished in 2024 to include designer paint treatments, wall coverings, all new lighting and custom window treatments. Luxurious spaces merge impeccable architectural detail and craftsmanship to create distinctive indoor and outdoor living on 4

  Cyd Hamer William Pitt Sotheby's Int'l

  5 Hidden Hill Rd, Westport, CT 06880
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  /34

  $2,400 - $2,900 total monthly price

  • 1 - 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,1 bath units. Or 1 bedroom 1 bath open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

  528 Black Rock Turnpike, Fairfield, CT 06825
• 

  $811,000 Sold Nov 07, 2025

  • 1,440 Sq Ft
  • $563/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1943

  46 Middlebrook Dr, Fairfield, CT 06824

  Welcome to the University Area of Fairfiled, CT! This well-maintained three-bedroom, two-bath Colonial is perfectly situated in one of the most sought-after neighborhoods in town. Step inside to find a spacious front-to-back living room, dining room, and updated kitchen with quartz countertops, solid wood cabinets and stainless steel appliances. The large primary bedroom offers ample comfort,

  Tina Ciufo William Raveis Real Estate

  46 Middlebrook Dr, Fairfield, CT 06824
• 

  Est $5,236,630 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,387 Sq Ft

  34 High Point Rd, Westport, CT 06880

  34 High Point Rd, Westport, CT 06880
• 

  

  /40

  $2,850,000

  • 4 Beds
  • 5 Baths
  • 5,207 Sq Ft

  123 Greens Farms Rd, Westport, CT 06880

  Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides

  Shalini Madaras Silver Pine Real Estate

  123 Greens Farms Rd, Westport, CT 06880
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  /32

  $2,700 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Apartment for Rent

  2660 North Ave Unit 238, Bridgeport, CT 06604

  (PICTURES WILL BE AVAILABLE SOON) This freshly painted, move-in-ready condo in Bridgeport's desirable North End features 2 full bathrooms and a bright, open-concept layout. The first-floor living room boasts beautiful hardwood floors, while the updated kitchen and spacious bedrooms offer comfort and style. One bedroom includes a bonus 3rd-floor loft-perfect as a home office, playroom, or extra

  Rafael Suarez Yellowbrick Real Estate LLC

  2660 North Ave Unit 238, Bridgeport, CT 06604
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  $1,940,000 Sold Nov 06, 2025

  • 4,440 Sq Ft
  • $437/SF
  • 34 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2025

  93 Millspaugh Dr, Fairfield, CT 06824

  **Open house 10/11-10/12 CANCELLED** Absolutely GORGEOUS new construction, /elegantly crafted, that blends modern sophistication with coastal -charm in this 5-BDR, 5 Full Bath home. The main level offers a -balance of open-concept living and defined spaces, featuring 9' ceilings, white oak floors, custom millwork, and curated designer fixtures. The gourmet kitchen is a showstopper, featuring

  Ken Betza Higgins Group Real Estate

  93 Millspaugh Dr, Fairfield, CT 06824
• 

  Est $5,042,345 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 8,957 Sq Ft

  6 Stonybrook Rd, Westport, CT 06880

  6 Stonybrook Rd, Westport, CT 06880
• 

  

  /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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  /15

  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  159 Seabright Ave Unit Seabright Ave, Bridgeport, CT 06605

  Recently updated first floor apartment with water views, beach access, garage, front porch, small back yard and walking distance to shops on Fairfield Avenue, 1 mile from Fairfield Metro train station.

  159 Seabright Ave Unit Seabright Ave, Bridgeport, CT 06605
• 

  $3,100,000 Sold Nov 06, 2025

  • 8,110 Sq Ft
  • $382/SF
  • 63 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2007

  4 Jennings Ct, Westport, CT 06880

  Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat,

  Linda Skolnick Coldwell Banker Realty

  4 Jennings Ct, Westport, CT 06880
• 

  Est $1,098,087 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  179 Bayberry Ln, Westport, CT 06880

  179 Bayberry Ln, Westport, CT 06880

Showing Results 241 - 280, Page 7 of 18