Southport, CT Homes

• 

  

  

  /40

  $849,000

  • 3 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  25 Country Rd, Fairfield, CT 06824

  Welcome to 25 Country Road, an extremely well crafted duplex-townhome in one of Fairfield's most convenient locations. Offering the perfect blend of elegance & modern comfort, this 3 Bedroom & 2.5 Bath w/ a bonus 4th on the lower level. Made up of 2,170 SF across the 1st & 2nd floors w/ an additional 580 finished lower level SF for a total of 2,750 SF of living space set on a.21-acre lot: Built

  Elizabeth Altobelli William Raveis Real Estate

  25 Country Rd, Fairfield, CT 06824
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  /20

  $3,800 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  40 Poe Ct, Fairfield, CT 06825

  Welcome to your new 3-bedroom, 3-bathroom home in Fairfield. This beautifully designed unit features modern finishes throughout, including stainless steel appliances, granite countertops, a wine cooler, garbage disposal, and in-unit washer and dryer. Enjoy central heating and cooling, abundant natural light, basement storage, and a private driveway with parking for two cars. The home is equipped

  Amanda Huntington Higgins Group Real Estate

  40 Poe Ct, Fairfield, CT 06825
• 

  $815,000 Sold Nov 17, 2025

  • 3,362 Sq Ft
  • $242/SF
  • 67 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1960

  200 Joan Dr, Fairfield, CT 06824

  Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

  Kathleen Blackall William Raveis Real Estate

  200 Joan Dr, Fairfield, CT 06824
• 

  Est $1,340,647 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,992 Sq Ft

  5 Terra Nova Cir, Westport, CT 06880

  5 Terra Nova Cir, Westport, CT 06880
• 

  

  

  /40

  $2,498,000

  • 5 Beds
  • 8 Baths
  • 8,136 Sq Ft

  88 Merry Meet Cir, Fairfield, CT 06824

  Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

  Erin Bremen melson The Agency

  88 Merry Meet Cir, Fairfield, CT 06824
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  /35

  $2,194 - $7,718 per month plus fees

  Alto Fairfield Metro

  Studio - 2 Beds

  1401 Kings Hwy, Fairfield, CT 06824

  A unique fusion of convenience and luxuryyoull find the home, amenities, and location youve been dreaming of at ALTO Fairfield Metro. Discover what it feels like to love where you livemodern, spacious open-layout apartments boasting stunning quartz countertops, stainless steel appliances, floor-to-ceiling windows, hardwood-style plank flooring, and full-size washers and dryers. Discover The ALTO

  1401 Kings Hwy, Fairfield, CT 06824
• 

  $975,000 Sold Nov 17, 2025

  • 1,730 Sq Ft
  • $564/SF
  • 52 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  61 Dogwood Ln, Fairfield, CT 06824

  Welcome to 61 Dogwood Lane! Located in the sought-after University neighborhood, this expanded Cape Cod is filled with sunlight, charm, and thoughtful updates. Hardwood floors, French doors, and custom built-ins add warmth and character throughout. The renovated kitchen offers quartz counters, custom cabinetry, an induction range (gas line in place if preferred), new oven, refrigerator, and mini

  Michael Jabick Keller Williams Realty

  61 Dogwood Ln, Fairfield, CT 06824
• 

  Est $1,709,527 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  76 Terra Nova Cir, Westport, CT 06880

  76 Terra Nova Cir, Westport, CT 06880
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  /39

  $2,200,000

  • 6 Beds
  • 2 Baths
  • 2,180 Sq Ft

  2142 Fairfield Beach Rd, Fairfield, CT 06824

  OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

  Michael Menillo Collage Realty

  2142 Fairfield Beach Rd, Fairfield, CT 06824
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  /30

  $14,000 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 academic rental (AVAILABLE 2026-pricing differs), furnished or unfurnished flexible term rental or annual rental-inquire as to flexible options! This home can be available as early as 1/1/25 (possibly sooner). 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

  Jessica Walsh William Raveis Real Estate

  656 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $1,000,000 Sold Nov 14, 2025

  • 2,609 Sq Ft
  • $383/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1947

  74 Westford Dr, Southport, CT 06890

  Enjoy everything that Southport has to offer!!! This beautiful home is situated on a peaceful cul-de-sac just around the corner from the Pequot Library, Southport Beach, the Harbor and of course, the quaint Village. Whether you sail, swim or simply beach, this spot is perfect for you! Enter the front foyer of this beautiful home, hang up your coat and now you can relax. Step into the comfortable

  Lauren Dunne Berkshire Hathaway NE Prop.

  74 Westford Dr, Southport, CT 06890
• 

  Est $3,589,066 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft

  38 Whitney St, Westport, CT 06880

  38 Whitney St, Westport, CT 06880
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  /11

  $1,699,900

  • 3 Beds
  • 2 Baths
  • 3,171 Sq Ft

  40 Maple Ave N, Westport, CT 06880

  Prime location a few houses down from the Hunt Club three bedrooms with two additional bounus rooms and two bathrooms home with a fully finished walkout on a level one acre of land surrounded by multi million dollars homes.

  Sayed Ibrahim Nationwide Homes

  40 Maple Ave N, Westport, CT 06880
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  /30

  $2,975 total monthly price

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Condo for Rent

  245 Unquowa Rd Unit 123, Fairfield, CT 06824

  Perfect location and a commuter’s dream!! Views of Downtown Fairfield from your kitchen window!Clean 2 bedroom/1 bathroom unit in the desirable Mosswood Condominium complex overlooking the Fairfield Train Station. Only steps to the Southbound Metro North platform to New York City/Stamford and all the amenities downtown Fairfield has to offer. Restaurants, shopping, public beaches,

  245 Unquowa Rd Unit 123, Fairfield, CT 06824
• 

  $1,750,000 Sold Nov 14, 2025

  • 5,489 Sq Ft
  • $319/SF
  • 130 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1958

  130 Easton Rd, Westport, CT 06880

  Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

  David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
• 

  Est $2,590,154 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,084 Sq Ft

  14 Sandy Hill Terrace, Westport, CT 06880

  14 Sandy Hill Terrace, Westport, CT 06880
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  /40

  $1,695,000

  • 5 Beds
  • 6 Baths
  • 5,136 Sq Ft

  101 Brambley Hedge Cir, Fairfield, CT 06824

  Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury

  Akenmisire Musa The Agency

  101 Brambley Hedge Cir, Fairfield, CT 06824
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  /37

  $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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  $825,000 Sold Nov 14, 2025

  • 1,610 Sq Ft
  • $512/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  2 Drumlin Rd, Westport, CT 06880

  Welcome to 2 Drumlin Road, a rare single-story ranch nestled in the desirable Compo Beach neighborhood of Westport. Set on a .29-acre parcel, this 4-bedroom, 2-full-bath home offers endless possibilities-move right in, renovate, or build your dream home. Lovingly maintained by the same owners since 1973, the home features a cheerful kitchen with stainless steel appliances, a newer roof, siding,

  Jenny Bentley The Riverside Realty Group

  2 Drumlin Rd, Westport, CT 06880
• 

  Est $3,047,188 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,560 Sq Ft

  14 Marion Rd, Westport, CT 06880

  14 Marion Rd, Westport, CT 06880
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  /40

  $2,195,000

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

  17 Clover Ln, Westport, CT 06880

  SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the

  Lisa Hartmann William Pitt Sotheby's Int'l

  17 Clover Ln, Westport, CT 06880
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  /24

  $4,291 - $4,395 total monthly price

  1480 Post

  2 Beds

  1480 Post Rd E, Westport, CT 06880

  Welcome to 1480 Post! One and two bedroom condominium-style apartments and townhouses, located conveniently along the Post Road in the Greens Farms neighborhood of Westport. This multi-building complex features entirely new construction with light filled apartments, state of the art appliance including a washer/dryer in each unit. Pet friendly that is ready for immediate occupancy. Parking is so

  1480 Post Rd E, Westport, CT 06880
• 

  $822,500 Sold Nov 14, 2025

  • 2,200 Sq Ft
  • $374/SF
  • 29 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1931

  363 Lake Ave, Bridgeport, CT 06605

  Welcome to 363 Lake Avenue, where classic charm meets modern updates in the heart of Black Rock's sought-after St. Mary's by the Sea community. This sun-drenched 3-bedroom, 1.5-bath Colonial offers a blend of timeless detail and contemporary comfort-just steps from scenic waterfront paths, kayaking, biking, and the vibrant local dining scene. Beautifully maintained, this home features original

  Geo Crume Keller Williams Prestige Prop.

  363 Lake Ave, Bridgeport, CT 06605
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  Est $3,582,330 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,643 Sq Ft

  10 Tranquility Ln, Westport, CT 06880

  10 Tranquility Ln, Westport, CT 06880
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  /33

  $2,065,000

  • 4 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  158 Coventry Ln, Fairfield, CT 06824

  Discover this Connecticut Colonial nestled on a peaceful cul-de-sac. This gem sits on two acres of meticulously landscaped, flat grounds, free from wetlands, showcasing vibrant gardens, stone walls & bluestone walkways. Indulge in the heated saltwater pool and spa with a waterfall feature, and unwind in the inviting cabana/pool house. A full house generator ensures your peace of mind. Inside, the

  Veronica Monahan Compass Connecticut, LLC

  158 Coventry Ln, Fairfield, CT 06824
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  /19

  $4,900 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft
  • House for Rent

  35 Lindbergh St, Fairfield, CT 06824

  Picture perfect New England classic 3 bedroom colonial. Stunning hardwood floors and millwork throughout the house. On the main floor; large LR w/built in book cases, huge kitchen opens to DR, half bathroom and a bonus office or TV room. Upstairs has 3 good size bedrooms and a roomy full bathroom w/a linen closet. Located in an award-winning school district, this home has the lifestyle & location

  Donna Lumsden Realtor Keller Williams Realty

  35 Lindbergh St, Fairfield, CT 06824
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  $740,000 Sold Nov 14, 2025

  • 1,382 Sq Ft
  • $535/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  271 Jeniford Rd, Fairfield, CT 06824

  Set in Fairfield's sought-after University neighborhood, this 3-bedroom, 2-bath home combines timeless style with modern updates. A circular drive, cedar clapboard siding, and a striking mahogany entry door contribute to its exceptional curb appeal. Inside, hardwood floors span the main level, where oversized windows brighten the living and dining rooms. The eat-in kitchen features granite

  Thaddea Sheridan William Raveis Real Estate

  271 Jeniford Rd, Fairfield, CT 06824
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  Est $3,525,531 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 6,225 Sq Ft

  8 Tranquility Ln, Westport, CT 06880

  8 Tranquility Ln, Westport, CT 06880
• 

  

  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /27

  $4,978 - $6,985 total monthly price

  The Anchorage

  Studio - 2 Beds

  333 Unquowa Rd, Fairfield, CT 06824

  The Anchorage was created to bring a new kind of living to Fairfield?one where you can kick back on a column-lined porch, host an outdoor dinner party, or take a quick drive to a sandy dune-lined beach. Every apartment at The Anchorage was built to be your own personal haven. Minimal contemporary design touches, paired with high-end finishes and light-filled layouts provide the perfect

  333 Unquowa Rd, Fairfield, CT 06824
• 

  $1,390,000 Sold Nov 14, 2025

  • 1,416 Sq Ft
  • $982/SF
  • 73 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2025

  785 Post Rd E Unit 202, Westport, CT 06880

  Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 202, Westport, CT 06880
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  Est $1,892,198 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,549 Sq Ft

  44 Bridge St, Westport, CT 06880

  44 Bridge St, Westport, CT 06880
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  /40

  $875,000

  • 3 Beds
  • 3 Baths
  • 1,709 Sq Ft

  2180 Kings Hwy Unit 1, Fairfield, CT 06824

  Welcome to this like-new, end-unit townhouse offering a blend of timeless elegance and modern comfort, all within walking distance to downtown Fairfield, the train, and beautiful Jennings Beach. This 3 bedroom, 3 full bathroom home is filled with natural light and thoughtfully designed with custom high-end finishes throughout, including shiplap accents, designer lighting and plantation shutters.

  Audrey Ayers William Raveis Real Estate

  2180 Kings Hwy Unit 1, Fairfield, CT 06824
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  /14

  $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
• 

  $3,100,000 Sold Nov 14, 2025

  • 4,000 Sq Ft
  • $775/SF
  • 15 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  450 Penfield Rd, Fairfield, CT 06824

  New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury, just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, train, & top rated schools. With 5 bedrooms, 4.5 baths, and 3 finished levels, this elevator ready home offers exceptional design, flow, and comfort. The open concept custom kitchen is both functional and

  Chrissie Rodriguez Higgins Group Real Estate

  450 Penfield Rd, Fairfield, CT 06824
• 

  Est $3,943,406 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,928 Sq Ft

  19 Woody Ln, Westport, CT 06880

  19 Woody Ln, Westport, CT 06880
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  /36

  $1,695,000

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  212 Fence Row Dr, Fairfield, CT 06824

  Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

  Adele Higgins Higgins Group Real Estate

  212 Fence Row Dr, Fairfield, CT 06824
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  /15

  $1,900 per month plus fees

  The Siena Building

  1 Bed

  2340 North Ave, Bridgeport, CT 06604

  Bridgeport's Hidden Gem! Steps away from the Fairfield Town Line, you will find The Siena! The Siena is a mid-rise, 7 story elevator building adjacent to Brooklawn park in the Brooklawn section of Bridgeport. Close to shopping, supermarkets (Stop & Stop, Aldi), and plenty of restaurants in Fairfield and Black Rock. You are close to it all! LARGE and Newly remodeled units boast modern touches such

  2340 North Ave, Bridgeport, CT 06604
• 

  $635,000 Sold Nov 14, 2025

  • 1,816 Sq Ft
  • $350/SF
  • 28 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1927

  27 Bradley St, Fairfield, CT 06824

  Charming 1927 Colonial in the heart of downtown Fairfield! This 3-bedroom, 1.5-bath home combines classic character with modern updates and a highly desirable location-just a short walk to the train, restaurants, shops, and all that downtown has to offer. The updated kitchen features granite countertops, a center island, stainless steel appliances, and a gas stove. A welcoming dining room opens

  Sandra Macauda Coldwell Banker Realty

  27 Bradley St, Fairfield, CT 06824
• 

  Est $3,147,462 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,424 Sq Ft

  5 Windrush Ln, Westport, CT 06880

  5 Windrush Ln, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 18