Southport, CT Homes

/37
$1,050,000 Open Sat 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
9 Clinton Ave, Westport, CT 06880

Full of character and cottage-style comfort, this farmhouse offers an inviting blend of vintage charm and modern living. The large, welcoming front porch sets the tone-a perfect spot to sip coffee, greet neighbors, or simply unwind. Inside, the main level features an open country kitchen-perfect for gathering with family and friends-while natural sunlight fills every corner. The cozy living room

Linda Dunsmore

Keller Williams Realty

(475) 252-5464

9 Clinton Ave, Westport, CT 06880
/2
$2,050 per month
- 2 Beds
- 1 Bath
- 5,824 Sq Ft
- Apartment for Rent
31 Whittier St Unit 2B, Bridge Port, CT 06605

This amazing renovated 2-bedroom apartment is now available for occupancy. The unit has been updated throughout, offering a clean, modern and spacious living space.

Lisa Nussbaum

Top Tier Realty Group, LLC

(475) 405-1950

31 Whittier St Unit 2B, Bridge Port, CT 06605
$1,601,000 Sold Sep 18, 2025
- 4,335 Sq Ft
- $369/SF
- 118 Days On Market
- 4 Beds
- 3 Baths
- Built 1974
80 Armitage Dr, Bridgeport, CT 06605

Incredible opportunity to experience a coastal lifestyle w/ spectacular unobstructed water views. Set on a quiet cul-de-sac in a sought after Black Rock enclave! Stunning views of LI Sound from almost every room. As you step inside, you'll find an open flow floorplan & walls of french doors that bring the outside in. Enjoy the bright & inviting eat-in kitchen w/ peninsula island & dining area.

Ann Roach Compass Connecticut, LLC

80 Armitage Dr, Bridgeport, CT 06605

Est $164,093 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,033 Sq Ft
80 Cartright St Unit 2M, Bridgeport, CT 06604

80 Cartright St Unit 2M, Bridgeport, CT 06604

/40
$2,995,000 Open Sun 1PM - 3PM
- 5 Beds
- 5.5 Baths
- 5,965 Sq Ft
2015 Redding Rd, Fairfield, CT 06824

Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to

Susan Lieberman

The Riverside Realty Group

(475) 252-9450

2015 Redding Rd, Fairfield, CT 06824
/13
$2,050 per month
- 3 Beds
- 1 Bath
- 3,342 Sq Ft
- Apartment for Rent
133 Ash St Unit 2, Bridgeport, CT 06605

A modern, clean, and recently remodeled 3-bedroom apartment featuring a private balcony, eat in kitchen, walk in pantry, and a spacious backyard. Perfect for relaxation and entertaining!

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 583-4078

133 Ash St Unit 2, Bridgeport, CT 06605
$1,200,000 Sold Sep 18, 2025
- 4,249 Sq Ft
- $282/SF
- 61 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1939
131 Sasco Hill Rd, Fairfield, CT 06824

Classic home in Sasco Hill, Southport. Fairfield living at its best! Walk to Sasco Beach, Southport Village, and Southport Harbor. This four-bedroom colonial home offers endless possibilities. Vaulted ceilings with natural light and sun. Limited water views from second floor bedrooms. Kitchen equipped with 6 burner Viking range and wet bar. Formal dining room with fireplace. Finished lower level,

Ed Pinto The Pinto Group R. E. Services

131 Sasco Hill Rd, Fairfield, CT 06824

Est $437,990 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,437 Sq Ft
142 Arthur St, Bridgeport, CT 06605

142 Arthur St, Bridgeport, CT 06605

/13
$2,575,000
- Land
- 0.42 Acre
- $6,130,952 per Acre
48 Compo Mill Cove, Westport, CT 06880

DIRECT WATERFRONT WITH 100' of PRIVATE BEACHFRONT AND RARE OPPORTUNITY TO BUILD A STUNNING HOME ON COMPO MILL COVE WITH A POOL. This is the lifestyle you have been dreaming of. A little slice of Paradise. Come breathe in the saltwater air and see all that this hidden jewel has to offer located on Compo Mill Cove, a gated private waterfront enclave of 19 homes. This property offers the rare

Susan Lieberman

The Riverside Realty Group

(475) 256-6465

48 Compo Mill Cove, Westport, CT 06880
/6
$1,850 per month
- 2 Beds
- 1 Bath
- 22,736 Sq Ft
- Apartment for Rent
785 Hancock Ave Unit 8, Bridgeport, CT 06605

Check out this clean and bright 2-bedroom apartment heat and hot water included! available now! Perfect for your new home.

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 204-8808

785 Hancock Ave Unit 8, Bridgeport, CT 06605
$1,000,000 Sold Sep 18, 2025
- Land
- 0.24 Acre
- $4,166,667 per Acre
- 61 Days On Market
24 Tide Mill Terrace, Fairfield, CT 06824

Newly approved Southport building lot, prestigious Sasco Hill area. Fairfield living at its best! Walk to Southport Village, Sasco Beach, and Southport Harbor. Conveniently located close to commuting access, via car or train. This building lot is .24 acre and is not in a flood zone, the location offers gas/sewer/water. Ready for a 4,000+ sq. ft home! This building lot includes a pre-existing

Ed Pinto The Pinto Group R. E. Services

24 Tide Mill Terrace, Fairfield, CT 06824

Not Listed For Sale
- 1 Bed
- 1 Bath
- 755 Sq Ft
20 Haddon St Unit 6, Bridgeport, CT 06605

20 Haddon St Unit 6, Bridgeport, CT 06605

/25
$3,999,000
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
57 Evergreen Ave, Westport, CT 06880

Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

Hyleri Katzenberg

Compass Connecticut, LLC

(475) 253-3404

57 Evergreen Ave, Westport, CT 06880
/8
$1,800 per month
- 2 Beds
- 1 Bath
- 2,451 Sq Ft
- House for Rent
115 Harborview Ave Unit 3rd, Bridgeport, CT 06605

Welcome to this completely renovated two bedrooms apartment. Locater in a prime are of Block Rock neighborhood. This unit is equipped with bran new appliances, modern kitchen and bathroom. just walking distance for dining and shopping. Off street parking available. Don't miss out the opportunity to live in one of the best area of Bridgeport.

Katheryn Peralta

YellowBrick Real Estate LLC

(203) 599-0471

115 Harborview Ave Unit 3rd, Bridgeport, CT 06605
$706,000 Sold Sep 17, 2025
- 3,219 Sq Ft
- $219/SF
- 10 Days On Market
- 6 Beds
- 2 Baths
- Built 1956
592 Courtland Ave Unit 594, Bridgeport, CT 06605

Welcome to this exceptional and fully renovated two-family home in the heart of Black Rock. Ideally situated just moments from St. Mary's by the Sea, local restaurants, shops, I-95, and the Metro North train station, this property offers charm, convenience and incredible versatility. Each spacious unit features three full bedrooms. The living rooms in both units are anchored by functioning

Hillary Waite William Raveis Real Estate

592 Courtland Ave Unit 594, Bridgeport, CT 06605

Est $2,141,983 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 5,000 Sq Ft
177 High Meadow Rd, Southport, CT 06890

177 High Meadow Rd, Southport, CT 06890

/23
$199,900 Pending
- 1 Bed
- 1 Bath
- 1,093 Sq Ft
80 Cartright St Unit GC, Bridgeport, CT 06604

Exceptional Condo Living at 80 Cartright Street, Bridgeport Where Historic Charm Meets Modern Convenience in the Brooklawn-St. Vincent Neighborhood Located in the sought-after Brooklawn-St. Vincent section of Bridgeport, 80 Cartright Street offers the perfect combination of comfort, convenience, and timeless appeal. Set within the well-maintained Cartright Towers condominium complex, this

Alan Stewart Jr.

ASJ Realty Partners

(203) 871-0948

80 Cartright St Unit GC, Bridgeport, CT 06604
/39
$8,500 per month
- 4 Beds
- 2.5 Baths
- 2,478 Sq Ft
- House for Rent
16 Mortar Rock Rd, Westport, CT 06880

Set at the end of a cul-de-sac in the desirable Compo South neighborhood, this lovely colonial home offers an ideal Westport location. Enjoy the view of the lush 0.57-acre lot from the charming screened-in porch. The perimeter is lined with spectacular mature perennials creating a private back yard oasis. Additional highlights include the trifecta of city water, city sewer, and natural gas.

Linda Dunsmore

Keller Williams Realty

(475) 255-2935

16 Mortar Rock Rd, Westport, CT 06880
$2,575,000 Sold Sep 17, 2025
- 3,510 Sq Ft
- $734/SF
- 42 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2008
81 Birch Rd, Fairfield, CT 06824

Live the ultimate coastal lifestyle in this sensational 5-6 bedroom, 4.5 bathroom Nantucket-style Colonial w/brand new Gunite pool. Set on an oversized, wide lot, this home was recently reimagined by one of Fairfield County's most acclaimed interior designers. Sun-flooded w/9' ceilings & a breezy beach-inspired layout, every detail feels custom & elevated: coffered ceilings, transom doorways,

Kate Cacciatore William Raveis Real Estate

81 Birch Rd, Fairfield, CT 06824

Est $1,839,049 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,975 Sq Ft
170 Windsor Rd, Fairfield, CT 06824

170 Windsor Rd, Fairfield, CT 06824

/22
$625,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,567 Sq Ft
58 Post Rd, Fairfield, CT 06824

Fabulous opportunity to own this mixed-use, high profile corner residential/business property in bustling commuter friendly neighborhood of restaurants, shops, businesses and boutiques. This sidewalk and tree lined hot spot location is just mere minutes to the train station and steps to the commuter bus line. Admire tranquil water views from across the Post Road as you gaze out of the expansive

Tammy Edwards

Coldwell Banker Realty

(203) 813-4826

58 Post Rd, Fairfield, CT 06824
/6
$2,025 per month
- 4 Beds
- 1 Bath
- 6,356 Sq Ft
- Apartment for Rent
1018 Hancock Ave Unit 3, Bridgeport, CT 06605

4 Bedroom Apartment with - Available Now! Welcome to this beautifully maintained third-floor apartment featuring three generously sized bedrooms, a great layout, and a versatile bonus room perfect for a home office, playroom, or guest space. This bright and inviting unit offers ample natural light, move in ready

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 424-2426

1018 Hancock Ave Unit 3, Bridgeport, CT 06605
$3,399,999 Sold Sep 17, 2025
- 4,854 Sq Ft
- $700/SF
- 47 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2025
12 Bauer Place, Westport, CT 06880

Expected for completion summer 2025, this new construction by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's

Brett Lieberman The Riverside Realty Group

12 Bauer Place, Westport, CT 06880

Est $333,398 Not Listed For Sale
- 2 Beds
- 1 Bath
- 910 Sq Ft
90 Silliman St Unit 4B, Fairfield, CT 06824

90 Silliman St Unit 4B, Fairfield, CT 06824

/24
$599,999 Under Contract
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
449 High St, Fairfield, CT 06824

Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

Gary Crawford

RE/MAX RISE

(475) 252-5285

449 High St, Fairfield, CT 06824
/2
$1,900 per month
- 2 Beds
- 1 Bath
- 3,360 Sq Ft
- House for Rent
303 Poplar St Unit 1st, Bridgeport, CT 06605

A charming two-bedroom apartment is available for immediate occupancy. This move-in ready residence offers a comfortable and inviting living space, The apartment features modern amenities and a well-maintained interior. Don't miss the opportunity to make this delightful apartment your new home.

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 457-6694

303 Poplar St Unit 1st, Bridgeport, CT 06605
$415,000 Sold Sep 17, 2025
- 1,628 Sq Ft
- $255/SF
- 103 Days On Market
- 4 Beds
- 2 Baths
- Built 1918
84-86 Dewey St, Bridgeport, CT 06605

BACK ON MARKET 7/24! Great opportunity for first time home buyers and investors! Solid, well kept two-family located in the West end of Bridgeport. Both units have Central air conditioning. Short walk to bus line, close access to Metro North, and I-95. Newer mechanicals, 100 AMP service for each floor.

Robert Ganim RE/MAX Heritage

84-86 Dewey St, Bridgeport, CT 06605

Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 930 Sq Ft
318 Knapps Hwy Unit 318, Fairfield, CT 06825

318 Knapps Hwy Unit 318, Fairfield, CT 06825

/40
$899,000 Open Sat 1PM - 3PM
- 4 Beds
- 2 Baths
- 1,704 Sq Ft
7 High Gate Rd, Westport, CT 06880

A Greens Farms Opportunity with Character and Possibility Set in the heart of sought-after Greens Farms, this charming home offers both comfort today and exciting possibilities for tomorrow. With its Cape-to-Colonial design, the home combines character with a flexible layout-featuring two bedrooms on the main level and two upstairs. One of the spacious second-floor bedrooms could easily serve as

Toni Mickiewicz

William Pitt Sotheby's Int'l

(203) 457-8947

7 High Gate Rd, Westport, CT 06880
/3
$2,300 per month
- 3 Beds
- 1 Bath
- 22,736 Sq Ft
- Apartment for Rent
1589 Fairfield Ave Unit 7, Bridgeport, CT 06605

Bright, clean and freshly Painted 3 bedroom apartment, available now!

Lisa Nussbaum

Top Tier Realty Group, LLC

(475) 303-5791

1589 Fairfield Ave Unit 7, Bridgeport, CT 06605
$755,000 Sold Sep 16, 2025
- 1,942 Sq Ft
- $389/SF
- 38 Days On Market
- 4 Beds
- 2 Baths
- Built 1958
214 Country Rd, Fairfield, CT 06824

A unique side-by-side two-family home situated on a quiet cul-de-sac in a sought-after neighborhood. This property is a fantastic opportunity for both investors and owner-occupants alike, offering significant cash flow potential. Each of the two units boasts two large bedrooms, one full bathroom, a sunny eat-in-kitchen, and living room. Spanning 1,942 heated square feet between the two units, the

Jennifer DeLaurentis Compass Connecticut, LLC

214 Country Rd, Fairfield, CT 06824

Est $860,556 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,197 Sq Ft
64 Sterling St, Fairfield, CT 06825

64 Sterling St, Fairfield, CT 06825

/5
$4,895,000 New Construction
- 6 Beds
- 9 Baths
- 9,224 Sq Ft
21 Warnock Dr, Westport, CT 06880

Expected for completion Fall 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

Brett Lieberman

The Riverside Realty Group

(475) 255-6647

21 Warnock Dr, Westport, CT 06880
/2
$1,950 per month
- 2 Beds
- 1 Bath
- 22,736 Sq Ft
- Apartment for Rent
1599 Fairfield Ave Unit 785 Hancock 3, Bridgeport, CT 06605

Bright, modern 2 bedroom apartment

Lisa Nussbaum

Top Tier Realty Group, LLC

(475) 264-6618

1599 Fairfield Ave Unit 785 Hancock 3, Bridgeport, CT 06605
$1,325,000 Sold Sep 15, 2025
- 2,044 Sq Ft
- $648/SF
- 37 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1933
35 Rayfield Rd, Westport, CT 06880

Charming 3-bed/2.5 bath Cape on centrally-located Westport cul de sac with separate, legal one-bedroom, 534 sqft cottage. Vaulted great room with beams and fireplace flow into a sunny living room/dining room. Rustle up lunch in the country kitchen with its gas range, marble counters and breakfast nook. Separate home office plus half bath on the main level. Upstairs, the ensuite primary, with its

Amy Swanson William Raveis Real Estate

35 Rayfield Rd, Westport, CT 06880

Est $1,066,619 Not Listed For Sale
1120 Hulls Hwy, Southport, CT 06890

1120 Hulls Hwy, Southport, CT 06890

/33
$799,900
- 3 Beds
- 2 Baths
- 1,665 Sq Ft
274 High St, Fairfield, CT 06824

Welcome to 274 High Street, Fairfield, CT-where timeless elegance meets modern convenience. This beautifully renovated home boasts a fresh and inviting open-concept design, with a stunning new Trex deck just off the kitchen, perfect for relaxing or entertaining. The spacious kitchen features a large island with extra seating, complemented by a stylish design table for additional dining space.

Karly Worth Call It Closed Realty

274 High St, Fairfield, CT 06824
/2
$3,000 per month
- 3 Beds
- 1 Bath
- 6,693 Sq Ft
- Apartment for Rent
2886 Fairfield Ave Unit 2, Bridgeport, CT 06605

charming, bright 3 bedroom apartment

Lisa Nussbaum

Top Tier Realty Group, LLC

(203) 286-5276

2886 Fairfield Ave Unit 2, Bridgeport, CT 06605
$5,000,000 Sold Sep 15, 2025
- 7,663 Sq Ft
- $652/SF
- 23 Days On Market
- 6 Beds
- 8 Baths
- Built 1780
129 Long Lots Rd, Westport, CT 06880

One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining

Alex Chingas Coldwell Banker Realty

129 Long Lots Rd, Westport, CT 06880

Est $1,313,866 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,072 Sq Ft
41 Reynolds Dr, Fairfield, CT 06824

41 Reynolds Dr, Fairfield, CT 06824

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