Southport, CT Homes for Sale

/24
$1,575,000 Open Sat 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 4,241 Sq Ft
101 Mailands Rd, Fairfield, CT 06824

Move-in ready Colonial with smart upgrades, grand design, and incredible potential-all in Fairfield's coveted University Area. This sun-filled home welcomes you with a dramatic two-story foyer, soaring ceilings, and an open, airy layout ideal for modern family living. Fully automated and equipped with solar panels, it offers energy efficiency and effortless convenience. The spacious eat-in

Eva Preuss William Raveis Real Estate

101 Mailands Rd, Fairfield, CT 06824
/40
$1,698,000 Open Thu 11AM - 1PM
- 4 Beds
- 3 Baths
- 3,077 Sq Ft
10 Dover Rd, Westport, CT 06880

Welcome to 10 Dover Road- Ideally situated on a peaceful cul-de-sac with a beautiful flat backyard, perfect for outdoor living and entertaining. Thoughtfully expanded and renovated for today's lifestyle, with white oak hardwood floors throughout, this home features a sun drenched living room with vaulted ceilings with a striking fireplace, a formal dining room perfect for entertaining, and an

Georgia Wasserman Coldwell Banker Realty

10 Dover Rd, Westport, CT 06880
/32
$1,585,000 Open Sat 12PM - 2PM
- 2 Beds
- 2.5 Baths
- 1,416 Sq Ft
785 Post Rd E Unit 104, Westport, CT 06880

Near Completion: 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, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open

Todd Gibbons Boost Real Estate Group

785 Post Rd E Unit 104, Westport, CT 06880
/31
$459,000 Open Sat 11AM - 2PM
- 3 Beds
- 0.5 Baths
- 1,296 Sq Ft
1411 Black Rock Turnpike, Fairfield, CT 06825

YOUR OPPORTUNITY AWAITS TO EXPAND, RENOVATE AND CREATE YOUR VISION FOR YOUR NEW HOME. SITUATED IN B-RESIDENTIAL ZONE WITH NEWER HEATING, CENTRAL A/C, ELECTRICAL SERVICE, ROOF, SIDING, WINDOWS AND GARAGE WITH A PRIVATE, FENCED YARD CONVENIENTLY LOCATED CLOSE TO SCHOOLS, SHOPPING, RESTAURANTS AND DINING ALL MINUTES TO BEACHES, PARKS/REC, TOWN CENTER, I-95, RT 15 MERRITT PARKWAY AND METRO NORTH

Joanne Rinaldi William Raveis Real Estate

1411 Black Rock Turnpike, Fairfield, CT 06825
/32
$965,000
- 5 Beds
- 3 Baths
- 2,600 Sq Ft
4 Robert Ln, Westport, CT 06880

Nestled on a secluded cul-de-sac just off Hogan Trail, this peaceful residence sits on a spacious 0.45-acre plot. Enjoy the convenience of walking distance access to the train station, downtown shopping, Saugatuck restaurants, and 5 min ride to the beach. The main level features a spacious living room, connected to the kitchen, dining area, and a deck, creating an ideal space for relaxation.

Inna Agujen Coldwell Banker Realty

4 Robert Ln, Westport, CT 06880
/25
$549,900
- 6 Beds
- 3 Baths
- 2,769 Sq Ft
324 Mountain Grove St Unit 326, Bridgeport, CT 06605

Three family house located in the West End of Bridgeport, with 14 rooms, 6 bedrooms, 3 full baths, full basement and driveway. One car garage The exterior has vinyl siding. Occupied by tenants. Evening are better time Great Income

Kurt Jain NextHome Real Estate Services

324 Mountain Grove St Unit 326, Bridgeport, CT 06605
/27
$1,499,000
- 5 Beds
- 3.5 Baths
- 2,930 Sq Ft
183 Pepperidge Cir, Fairfield, CT 06824

Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out. Every detail has been thoughtfully designed to offer modern comfort, timeless style, and low-maintenance living-perfect for young professionals seeking a truly turnkey home. Featuring all-new electrical,

Imke Lohs Compass Connecticut, LLC

183 Pepperidge Cir, Fairfield, CT 06824
/33
$469,000
- 6 Beds
- 4 Baths
- 2,906 Sq Ft
766 Hancock Ave Unit 768, Bridgeport, CT 06605

It is a must see gem with great income potential! This is a huge 2 family unit, side by side. It is a spacious home built on a level land with 2906 sq ft located on the West Side neighborhood. There are 6 rooms on each unit with the kitchen, living room and dining room on the main level and 3 bedrooms on the 2nd level. Convenient access to I95, Rte 8 and Rte 15. Home is sold as is.

Jacqueline Wong Keller Williams Realty Prtnrs.

766 Hancock Ave Unit 768, Bridgeport, CT 06605
/40
$4,900,000
- 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

Anissa Paolillo Redfin Corporation

2959 Congress St, Fairfield, CT 06824
/36
$709,999
- 3 Beds
- 3 Baths
- 1,874 Sq Ft
46 Fairway Green, Fairfield, CT 06825

Add this spacious contemporary to your short list. Thoughtfully updated throughout, this home is move-in ready. Situated on a quiet cul-de-sac within walking distance to Warde High School, it features a low-maintenance yard and above-ground swimming pool. The main level offers an open, airy layout with cathedral ceilings, a formal dining room, and a generous kitchen with dining area, pantry,

Ewa Zaniewska William Raveis Real Estate

46 Fairway Green, Fairfield, CT 06825
/29
$1,199,000 Open Thu 10:30AM - 2PM
- 3 Beds
- 2.5 Baths
- 2,908 Sq Ft
95 Brighton View Rd, Fairfield, CT 06824

Nestled in a sought after cul-de-sac, this welcome home is designed for joyful gatherings, vibrant celebrations & ideal everyday living. Perennial gardens surround this stunning property, offering fresh blooms & lush greenery in every season. Perched just high enough to catch both sunrise & sunset, this home is flooded w/ natural light from dawn to dusk-thanks to vaulted ceilings, an open floor

Jackie Davis William Raveis Real Estate

95 Brighton View Rd, Fairfield, CT 06824
/40
$1,250,000 Open Thu 11AM - 2PM
- 6 Beds
- 3.5 Baths
- 2,876 Sq Ft
245 Sailors Ln, Bridgeport, CT 06605

Nestled in the heart of a picturesque, tree-lined neighborhood w/ breathtaking views of St. Mary's by the Sea, this beautiful Colonial blends classic elegance w/ coastal living. Welcome to 245 Sailors Lane! Once inside, you are welcomed into a warm & inviting foyer that leads to the study/family room, featuring a wood burning fireplace & beautiful, refinished hardwood floors. A spacious, sunken

Lisa Mancini William Raveis Real Estate

245 Sailors Ln, Bridgeport, CT 06605
/8
$315,000
- 2 Beds
- 1 Bath
- 900 Sq Ft
2612 North Ave Unit B11, Bridgeport, CT 06604

Two bedroom, one bathroom end unit ranch style condo in the well-maintained gated community of Rivers Edge on the Bridgeport/Fairfield line. There is a walking trail by the brook in the back of the complex for residents to use. The complex is close to shopping, beach, restaurants, and major highways. The condo needs some TLC.

Mark Mermelstein eXp Realty

2612 North Ave Unit B11, Bridgeport, CT 06604
/8
$159,000
- 1 Bath
- 629 Sq Ft
80 Cartright St Unit 8B, Bridgeport, CT 06604

Excellent investment opportunity or be the first to live in this immaculate, updated studio unit in Bridgeport's convenient luxury building complete with a full-time doorman who provides assistance and security to all residents! Cartright Towers boasts on-site laundry, elevators, and plenty of off-street parking in a gated lot on a quiet street right on the Fairfield/Bridgeport line. This fully

Hillary Waite William Raveis Real Estate

80 Cartright St Unit 8B, Bridgeport, CT 06604
/40
$5,500,000
- 8 Beds
- 8 Baths
- 7,974 Sq Ft
83 Easton Rd, Westport, CT 06880

Experience resort-style living at "The Park", an exceptional gated estate on 3 private acres in the heart of Westport. This meticulously renovated home offers 8 bedrooms-including a private 2-bedroom apartment with full kitchen and living space-perfect for guests, staff or extended family. At the heart of the home is a stunning, designer chef's kitchen w/ island, gorgeous built-ins, walls of

Julie Vanderblue Higgins Group Real Estate

83 Easton Rd, Westport, CT 06880
/27
$399,000
- 3 Beds
- 1.5 Baths
- 1,280 Sq Ft
409 Brewster St, Bridgeport, CT 06605

Welcome to 409 Brewster St. This is your opportunity to live in the thriving community of Black Rock. This charming & well-maintained duplex is located in the heart of Black Rock within walking distance to the Fairfield/Black Rock Metro Train-Station, Harborview Market, St Mary's By The Sea, Captain's Cove, Seabright Beach, Restaurants, shops, live music and more-offering a unique blend of urban

Jennifer Capozziello Coldwell Banker Realty

409 Brewster St, Bridgeport, CT 06605
/13
$2,000,000
- 2 Beds
- 2 Baths
- 1,530 Sq Ft
41 Richmondville Ave Unit 206, Westport, CT 06880

The Mill Westport is ready for IMMEDIATE OCCUPANCY and ONLY A FEW HOMES REMAIN! Showing daily by appointment.Residence 206 is a beautiful 2 bedroom corner home with dual exposure, beautiful stone walls, hemlock beams, and a gas fireplace. The primary bed has 2 walk through closets leading to the luxurious bathroom with soaking tub, dual sinks & rain shower. Originally a candlewick mill from the

Ashlei De Souza Serhant LLC

41 Richmondville Ave Unit 206, Westport, CT 06880
/27
$1,850,000
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
41 Richmondville Ave Unit 304, Westport, CT 06880

IMMEDIATE OCCUPANCY! Only a few residences remain! Models open daily by appointment. Welcome to this 1 bed+den with 2-baths at The Mill! Cooking will be a delight with the high-end appliances and custom cabinetry completes the space. The primary bedroom has 2 closets & a luxurious bathroom with heated floors. The living room has a gas fireplace, and this vintage home features historic details.

Ashlei De Souza Serhant LLC

41 Richmondville Ave Unit 304, Westport, CT 06880
/8
$3,975,000
- 5 Beds
- 4.5 Baths
- 5,056 Sq Ft
16 Burr School Rd, Westport, CT 06880

A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

Danna Rogers Higgins Group Bedford Square

16 Burr School Rd, Westport, CT 06880
/23
$799,900
- 5 Beds
- 3 Baths
- 1,918 Sq Ft
112 Sunset Ave, Fairfield, CT 06824

Welcome to this expansive 6-bedroom, 3-full-bathroom tri-level home in the heart of Fairfield, Connecticut-one of Fairfield County's most desirable towns. This versatile residence features a dedicated in-law suite with a private bedroom, full bathroom, and potential for a kitchen conversion, ideal for extended family, guests, or a home office. The living room boasts a cozy fireplace, perfect for

Karina Martinez eRealty Advisors, Inc.

112 Sunset Ave, Fairfield, CT 06824
/40
$1,399,000
- 5 Beds
- 3.5 Baths
- 3,824 Sq Ft
385 Brookside Dr, Fairfield, CT 06824

Magnificent University Circa 1784 colonial farmhouse w updates & renovations galore filled to the brim with charm & character! Original details impeccably preserved, modern updates abound. Gorgeous EIK w over-sized island, gas stove, newer appliances, apron sink, wet bar, butler's pantry & large eating area opens to family room w show-stopping original fireplace, beams & stunning mill work.

Lara Hoey William Raveis Real Estate

385 Brookside Dr, Fairfield, CT 06824
/39
$1,250,000
- 4 Beds
- 2.5 Baths
- 2,913 Sq Ft
1115 Galloping Hill Rd, Fairfield, CT 06824

Charming Colonial located in the highly desirable Lower Greenfield Hill area.The welcoming living room features newly refinished hardwood floors and a wood burning fireplace, creating a warm and inviting space. A light bright kitchen is the centerpiece of the home, boasting high end stainless steel appliances, a spacious island with seating, and a custom built breakfast nook. The formal dining

Margaret McCannon Higgins Group Real Estate

1115 Galloping Hill Rd, Fairfield, CT 06824
/35
$1,125,000
- 3 Beds
- 2 Baths
- 1,742 Sq Ft
32 Valley Rd, Westport, CT 06880

Located just 1 mile from Compo Beach, 32 Valley Road is a serene and secluded oasis in one of Westport's most desirable neighborhoods. This beautifully restored 1900 Colonial farmhouse seamlessly blends historic charm with modern upgrades, including a new HVAC system with central AC, city water and sewer. The sun drenched 3-bedroom, 2-bathroom home spans 1500 square feet on a .79 acre lot. A

Amanda Thaw The Riverside Realty Group

32 Valley Rd, Westport, CT 06880
/29
$999,000
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
5 Edge Hill Trail, Westport, CT 06880

Walk. To. Everything. This lovely home is in a catbird seat location! Walking distance to the best Westport has to offer...Main Street shops & restaurants, the library, the Levitt Pavilion, the farmers' market or the Playhouse. A quick bike ride to Longshore Park or Compo beach, this home sits in the heart of Westport. Newly painted and refreshed, this home is so easy to enjoy. A lovely, sunlit

Susan Herrmann William Raveis Real Estate

5 Edge Hill Trail, Westport, CT 06880
/22
$442,000
- 3 Beds
- 1 Bath
1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825

This is a well kept Second Floor Ranch Style Unit that was Rebuilt In 2004.It has an Open Style Living Room With a Vault Ceiling And French Doors To Large Deck With Built-In Gas Grill.It consists of three bedrooms, one living-room, one Kitchen and one full bath. Hard wood floor throughout the unit except for the kitchen and bathroom with titles. The following appliances are included: Microwave,

Hoffman Jean-Louis HJL Realty, LLC

1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825
/38
$5,450,000 Open Mon 11AM - 1PM
- 4 Beds
- 5 Baths
- 4,333 Sq Ft
190 Hillspoint Rd, Westport, CT 06880

Extraordinary Compo Beach turn-key retreat with 130 feet of unobstructed water views across all three levels. Rebuilt, expanded, and better than new, the home features a Chef's kitchen that opens to a sun-filled living room/ dining room with 10ft ceilings framed by floor-to-ceiling windows. The home is ideal for entertaining. The oversized private yard with water views-exceptionally rare for

Cynthia Brestovan William Raveis Real Estate

190 Hillspoint Rd, Westport, CT 06880
/40
$4,500,000 Open Sat 2PM - 4PM
- 7 Beds
- 8 Baths
- 6,981 Sq Ft
102 Compo Rd S, Westport, CT 06880

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This home begins

Doug Bross Coldwell Banker Realty

102 Compo Rd S, Westport, CT 06880
/40
$849,000
- 3 Beds
- 1.5 Baths
- 1,307 Sq Ft
1004 Oldfield Rd, Fairfield, CT 06824

HIGHEST &N BEST OFFERS BUY 1PM MY 6TH PLEASE. This beautifully renovated three bedroom cape is located in the heart of the sought-after beach area, walking distance to everything - town, beach, train, shopping, restaurants and parks. Cook up a storm in the brand new, fabulous eat-in chef's kitchen featuring all custom cabinets, a huge island, quartz countertops and top of the line stainless

Jessica Brookbanks Coldwell Banker Realty

1004 Oldfield Rd, Fairfield, CT 06824
/40
$4,800,000 Open Sat 2PM - 4PM
- 7 Beds
- 8 Baths
- 7,259 Sq Ft
104 Compo Rd S, Westport, CT 06880

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern

Doug Bross Coldwell Banker Realty

104 Compo Rd S, Westport, CT 06880
/38
$3,750,000 Open Sat 1PM - 3PM
- 5 Beds
- 6 Baths
- 4,668 Sq Ft
91 Turkey Hill Rd S, Westport, CT 06880

Welcome to 91 Turkey Hill Rd S a beautifully upgraded 5 bed 4 full and 2 half bath home blending classic charm with modern luxury. Every inch of this residence reflects thoughtful design and top tier craftsmanship. Step inside to discover 6 brand-new, spa-inspired bathrooms, meticulously renovated with the finest materials for a truly indulgent experience. HW floors and soaring ceilings thruout

Robert Appell Coldwell Banker Realty

91 Turkey Hill Rd S, Westport, CT 06880
/34
$1,395,000
- 4 Beds
- 2 Baths
- 2,134 Sq Ft
4 Turtleback Ln, Westport, CT 06880

A 2-story Entry invites you into this welcoming home, located on a quiet cul-de-sac in the center of Westport. The open floor plan features modern accents in the updated Kitchen with breakfast bar and stainless appliances, that opens to a fantastic deck overlooking the pretty .50 acre property, the sunny Living Room with stone fireplace and oversized bay window, and the adjoining Dining Area with

Laurie Crouse Coldwell Banker Realty

4 Turtleback Ln, Westport, CT 06880
/32
$679,000
- 4 Beds
- 3 Baths
- 2,650 Sq Ft
131 Vesper St, Fairfield, CT 06825

The moment you pull up to 131 Vesper Street with its Charming curb appeal to the instant you enter, you will feel at HOME. Situated on a lovely tree lined street with exceptionally convenient location, this 4 bedroom Colonial checks off many boxes. Upon entering you will be delighted with the large windows that spill a abundance of natural light into the living room/dining combination that flow

Denise Daniels-biagi Coldwell Banker Realty

131 Vesper St, Fairfield, CT 06825
/40
$5,950,000
- 6 Beds
- 9 Baths
- 12,139 Sq Ft
29 Sturges Commons, Westport, CT 06880

Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

Doug Bross Coldwell Banker Realty

29 Sturges Commons, Westport, CT 06880
/40
$550,000
- 6 Beds
- 3 Baths
- 2,559 Sq Ft
40-42 Hansen Ave, Bridgeport, CT 06605

Introducing this fantastic investment opportunity property-a three-family multi-unit property offering both stability and potential for growth. This well-maintained triplex, built in 1917, features three spacious units, each with two bedrooms and one bathroom, providing comfortable living spaces for tenants. Two of the units are currently leased until early 2026, ensuring immediate rental income

Vanessa Martinez eXp Realty

40-42 Hansen Ave, Bridgeport, CT 06605
/35
$3,300,000 Open Thu 11AM - 2PM
- 5 Beds
- 6 Baths
- 6,944 Sq Ft
4 Silver Brook Rd, Westport, CT 06880

Welcome to 4 Silver Brook Rd- a gem in the heart of Westport, built by the highly regarded Bluewater Homes. Situated in a true neighborhood (which is rare in Westport); this home was designed and then updated for easy indoor/outdoor entertaining and everyday living. The backyard oasis has mature plantings that create privacy and a peaceful setting as well as 3 different large flat areas for

Meredith Cohen Serhant Connecticut, LLC

4 Silver Brook Rd, Westport, CT 06880
/25
$599,000
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
61 Longview Ave, Fairfield, CT 06824

Welcome to this charming, historic, brick townhouse located in the Holland Hill School district and close to Metro North Station, Black Rock, downtown Fairfield, beaches and shops. You will find the property to be in "turnkey" condition with fresh paint, refinished hardwood floors throughout, updated kitchen with brand new appliances and newer central air. The first floor consists of kitchen,

Timothy Dailey Higgins Group Real Estate

61 Longview Ave, Fairfield, CT 06824
/40
$1,498,000
- 3 Beds
- 2.5 Baths
- 2,503 Sq Ft
40 Ermine St, Fairfield, CT 06824

Find your oasis at the last house down a private road on a quiet cul-de-sac in one of the most desirable neighborhoods in Fairfield. This colonial style home on a 1.11-acre lot offers you a serene escape from city life yet is moments away from the vibrant town center, beaches and train to NYC. Designed with aesthetic attention for both relaxation and entertaining, this completely renovated home

Karena Piedmont Real Estate Eight

40 Ermine St, Fairfield, CT 06824
/8
$429,900
- 4 Beds
- 2 Baths
- 1,628 Sq Ft
84-86 Dewey St, Bridgeport, CT 06605

Great opportunity for first time home buyers and investors! 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
/33
$619,500
- 4 Beds
- 2 Baths
- 1,782 Sq Ft
43 Bibbins Ave, Fairfield, CT 06825

Beautifully Renovated and Expanded Cape with Endless Possibilities. Welcome to this beautifully expanded and fully renovated Cape-style home, nestled on a spacious, fully fenced in, level yard that offers endless opportunities for outdoor enjoyment, entertaining, or future expansion. This charming home features a brand new second floor completed in 2023, offering two spacious bedrooms and a new

Beth Saunders Berkshire Hathaway NE Prop.

43 Bibbins Ave, Fairfield, CT 06825
/37
$789,000
- 6 Beds
- 3 Baths
- 2,935 Sq Ft
525 Courtland Ave Unit 527, Bridgeport, CT 06605

Don't miss this exceptional opportunity to own a multi-family property on one of Black Rock's most desirable streets. This property is truly an investor's dream. With nearly 3,000 square feet of living space, it offers a total of six bedrooms and three bathrooms across three levels, each featuring beautiful hardwood floors and updated HVAC systems. This spacious home features a two-bedroom,

Hillary Waite William Raveis Real Estate

525 Courtland Ave Unit 527, Bridgeport, CT 06605

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