Southport, CT Homes for Sale under $1,500,000

Welcome to 50 Exchange Place, a spacious multifamily property offering 5 bedrooms and 3 full bathrooms. The first unit has been completely renovated, while the second unit is newly constructed and currently occupied by excellent tenants, providing immediate rental income. With its flexible layout and updated living spaces, this property offers a great opportunity to live in one unit while

Jonathan Veliz Whitestone Real Estate Group

Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-owners. This can be a perfect ADU opportunity as part of a new house to be built. Have an office on one level and an

Helen Cusa Brown Harris Stevens

Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings

Amy Swanson William Raveis Real Estate

An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional

Julie Vanderblue Higgins Group Real Estate

Welcome to this charming and completely updated Compo Beach cottage. Ideally located along prestigious Compo Road South, readily accessible to everything Westport has to offer - walk or bike to the train, Longshore Country Club, or Compo Beach. Inside this unexpectedly spacious home, you'll find three finished levels of living space. A vestibule with coat closet welcomes you into the large

James Ward Coldwell Banker Realty

The downtown opportunity you've been waiting for is here! Experience thoughtful design in this stunning townhouse-style Condo with three finished levels. The custom millwork, built-ins with seating and elegant paneling set the tone for this homes sophisticated style. The open-concept main level is filled with natural light from oversized windows and features a spacious dining area, inviting

Tony Salerno RE/MAX Heritage

Welcome to the lovely village of Southport! This beautifully updated Colonial offers a wonderful blend of classic charm, comfortable living, and a prime location. From the moment you enter the inviting foyer, you will appreciate the warmth and character of this lovely home. The living room features gleaming hardwood floors and an abundance of natural light, flowing seamlessly into the formal

Kathleen Blackall William Raveis Real Estate

Enjoy a Country Club life-style in this fully renovated almost 2,000 square foot end-unit townhouse offering Primary & 2nd bedrooms, 2 baths both on the main level. The ante room welcomes you into the light-filled expansive living room w/gleaming floors, vaulted ceiling, custom built-ins & wood-burning fireplace. A separate large dining room, plus den/sun room provides ample space for comfortable

Debbie Fisher William Raveis Real Estate

Completely renovated 4-bedroom, 2-bath home in Fairfield's University area. 1,814 sq ft of finished living space plus an 884 sq ft unfinished basement. Open-concept kitchen with custom cabinetry, waterfall island, quartz counters, and new stainless steel appliances. Updated primary suite and bathrooms, wide-plank flooring, and recessed lighting throughout. Oversized deck, spacious backyard, and

Nijat Binnatov Realty ONE Group Connect

First time on the market in over 25 years! This exceptional Victorian-style townhouse is tucked away on a quiet cul-de-sac in the heart of Downtown Fairfield, offering timeless character, thoughtful updates, and an unbeatable location. A dramatic two-story foyer with a skylight welcomes you into the spacious living and dining rooms featuring wide-plank wood floors, deep crown moldings, and a

Pat Conroy Higgins Group Bedford Square

Fabulous BlackRock Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea. Not available until July of 2027.

Steven Koleno Beycome of Connecticut

Come see this well-maintained 4-bedroom, 2.5-bath ranch set on over 2 acres in Fairfield's Greenfield Hill neighborhood. The spacious corner lot offers a private fenced-in yard along with a meticulously maintained barn. Inside, the home features central air, natural gas heat, a new deck, and multiple fireplaces. The finished lower level adds plenty of additional living space with a second

Louis Gannon William Raveis Real Estate

Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows

Barbara Bross Coldwell Banker Realty

A rare opportunity to own in the heart of historic Southport Village for under $1.5 million. Beautifully redesigned by the renowned Michael Greenberg & Associates of Westport, this sophisticated two-level residence is located within a landmark building overlooking Southport Harbor. Offering one of the few opportunities to own in Southport Village at this price point, it is ideally suited as a

Andrew Whiteley Brown Harris Stevens

An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers convenient access to shopping, dining, parks, tennis courts, beaches, the train, and Westport's award-winning schools. It provides an outstanding foundation for creating a one-of-a-kind estate. At the heart of this property stands

Kelley Long Thrush Berkshire Hathaway NE Prop.

This brand-new construction showcases an elite architectural design that prioritizes complete autonomy. The two separate units share absolutely no living space walls-the only common point is the garage wall,ensuring the noise control and privacy of a fully detached single-family home. NO HOA Each residence features its own distinct, privately sectioned, and fully fenced yard, creating a personal

Denise Daniels-biagi Coldwell Banker Realty

Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a

Michael Ferraro Compass Connecticut, LLC