Southport, CT Homes

/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
/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
$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 $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
$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
/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
$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 $1,709,527 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

/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
/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
$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 $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

/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
/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
$1,000,000 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 $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

/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
/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
$1,750,000 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 $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

/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
/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
$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 $3,582,330 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,643 Sq Ft
10 Tranquility Ln, Westport, CT 06880

10 Tranquility Ln, Westport, CT 06880

/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
/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
$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

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

/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
/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
$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

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

/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
/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
$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

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

/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
/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
$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 $3,147,462 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

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