Southport, CT Open Houses

Refined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architecture with over 1,300+ sq ft of new construction. Originally built in 1941 and significantly expanded, the home offers approximately 2,205 sq ft of living space upon completion (anticipated January 2026). The main level features a bright, open layout with remodeled living and dining areas and hardwood flooring

Tatiana Mendoza Coldwell Banker Realty

Location, Location, Location! Bring your architect, designer, builder, and imagination to this character-filled home offered for the first time in generations. Perfectly positioned to enjoy the very best of the neighborhood-morning walks to the beach, peaceful marina sunrises, nearby playgrounds, scenic trails, and easy access to town. Whether you envision thoughtful renovations, modern updates,

Anthony Capalbo Berkshire Hathaway NE Prop.

Stunning move-in-ready NEW construction home in Fairfield's highly desirable University area, thoughtfully built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with lovely outdoor patio offers over 4,100 sqft of beautifully designed living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light,

Melissa Montagno Higgins Group Real Estate

Enchanting countrystyle retreat offering the warmth of a welcoming neighborhood with the luxury of natural privacy, nestled amid professionally landscaped gardens and mature trees. Designed for gracious living and effortless entertaining, 165 Hemlock Hills S blends refined upgrades with modern comfort throughout. Featuring two primary suites, five bedrooms, and four beautifully renovated baths,

Lois Lehman William Raveis Real Estate

Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette,

Melanie LeRoy William Raveis Real Estate

AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

Todd Gibbons Boost Real Estate Group

Set in one of Westport's most sought-after central neighborhoods, this gracious 5+ bedroom custom Colonial with a stunning gunite pool and spa offers the perfect balance of timeless elegance and modern comfort. Sun-filled interiors and thoughtful design create seamless flow for both entertaining and everyday living. The main level features a private office, elegant dining room with butler's

Christine Oleynick Keller Williams Realty

Nestled on a peaceful cul-de-sac in one of Westport's most sought-after WALK TO SCHOOL neighborhoods, this beautifully renovated (2016/2017) 5-bedroom, 4.5-bath home perfectly blends modern luxury with timeless charm. Set on a full acre of manicured grounds, this property offers a serene retreat just minutes from every essential. The open floor plan is designed for effortless entertaining,

Gina Hackett Compass Connecticut, LLC

Westport stunning 5-bedroom, 3.5-bath home offers over 4,000 sq ft. of beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens

Tara Chlupsa Coldwell Banker Realty

This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

Madeline O'Shea Coldwell Banker Realty

Renovated in 2025 this 2 family home features 11 Rooms, 5 Bedrooms, 2 Full & 1 Half Bathrooms. Apartment 1 features 5 Rooms, 2 Bedrooms, 1 Bathroom. Apartment 2 features 2 floors of living with 6 Rooms, 3 Bedrooms, 1 Full & 1 Half Bathroom. You are within a few minutes drive to everything including | 0.45 miles to I-95 | 0.5 miles to all major shopping | 1.1 miles to St Vincent hospital | 1.1

Paul Ferreira RE/MAX Right Choice

AMAZING NEW CONSTRUCTION INCLUDING $25,000 IN EXTRAS! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and

Todd Gibbons Boost Real Estate Group

The rarest of rare opportunities to be in the beach area, very close to town, Pine Creek Beach & the 3-Par! Just imagine being located on a private cul de sac of ONLY 5 homes, NOT IN A FLOOD ZONE. This colonial is flooded with natural light, set on a professionally landscaped lot, with an open floor plan, hardwoods throughout, freshly painted interior, updated kitchen, completely refreshed and

Denise Walsh William Raveis Real Estate

Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and

Stacy Pfannkuch Century 21 AllPoints Realty

Fully-furnished, stylish, sunny 2-bed, 2-bath Black Rock condo delivers the ultimate fun, hassle-free lifestyle in one of Fairfield County's most vibrant seaside communities. Ideal for investors, down-sizers or first-time buyers, this home features in-unit laundry, central air, and efficient natural gas heat-keeping monthly bills manageable and eliminating concerns about rising oil costs. Chic,

Cindy Searight Compass Connecticut, LLC

This pristine Colonial offers timeless Westport elegance and effortless living, set on 1.12 flat, manicured acres framed by classic stone walls in a coveted, quiet neighborhood just one hour from NYC. The five-bedroom home features five full and two half baths, two dedicated offices, two versatile bonus spaces, custom millwork throughout, and abundant storage-perfect for today's work-from-home,

Danna Rogers Higgins Group Bedford Square

Beautifully remodeled in 2024 1,300 SQFT cape cod right on the border of Fairfield. Take a look at the completely new home from the bottom up. New roof, new siding, new windows, new doors, new patio, new kitchen, new appliances, new hardwood floors, new insulation, new sheetrock, new wiring, new plumbing, new furnace, new hot water heater, new central air, new bathrooms. New vinyl fencing

Jose Montilla eXp Realty

LOVE IT TODAY, DREAM YOUR TOMORROW! WOW!!! This snuggly 1800sf bungalow is ready for you to move right in with 3-bedrooms, 2-1/2 baths total on 3 levels (which includes the 1 bedroom/1bath Lower Level legal accessory apartment). Guests feel welcomed the minute they step through the 25 Maplewood front door into the light-filled main level where entertainment feels easy-peasy! The open floor plan

Martha Eidman Coldwell Banker Realty

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the

Laurie Crouse Coldwell Banker Realty

Located in the heart of Black Rock, this home is a fully rented multi-family opportunity in one of Bridgeport's most walkable and desirable neighborhoods. Two units are at or near market rent, with one unit currently below market offering immediate upside potential. Recent improvements include a new kitchen, bathroom, and flooring in the second-floor unit, a finished third-floor living area with

Eric Garces BHGRE Gaetano Marra Homes

Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with

Danna Rogers Higgins Group Bedford Square

Located within the only gated enclave in the heart of Southport Village, this exceptional townhome offers a rare blend of privacy, convenience, and refined design. ELEVATOR READY! Just steps from Southport's charming shops, restaurants, train station, and beach, the setting is as desirable as it is walkable. This home spans three thoughtfully designed levels, each showcasing sophisticated,

Denise Walsh William Raveis Real Estate

Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal

Karen Scott Compass Connecticut, LLC

Not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, and impromptu neighborly conversations. Just moments away, Gould

Jennifer DeLaurentis Compass Connecticut, LLC

Enjoy the resort lifestyle in this beautiful home! Discover unparalleled luxury and privacy at 35 Woody Lane, a meticulously renovated 5-bedroom, 3.5-bath sanctuary on 2.18 acres. Nestled at the end of a serene cul-de-sac in the acclaimed Long Lots neighborhood, this turnkey residence blends timeless elegance with modern sophistication. Step into a chef's dream kitchen featuring a massive island,

Alessandra Divino Compass Connecticut, LLC