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Southport is a coastal enclave in Fairfield and has an identity all its own. It is one of the more affluent and desirable neighborhoods in Fairfield. Located along a beautiful stretch of Long Island Sound coastline and bordering Westport in the southwest part of town, Southport boasts a rich New England history that spans time since its settlement in 1639. Designated a local historic district, the neighborhood is protected by strict zoning laws designed to preserve its history for future generations. Southport homes, especially in the coastline area, display period architectural styles from the 18th and 19th century, including grand Federal and Greek Revival.

The seaport area, with its breath-taking views, is home to the private Pequot Yacht Club which offers a wide array of sailing programs. There is also access to Ye Yacht Yard a public marina on Harbor Road that accommodates 65 small boats, provides boat launch services to residents and access to moorings. Additionally, 20 kayak racks are available. Southport also has its own beach, two churches, boutique shops and antique stores, restaurants, and The Delmar Hotel – a luxury boutique hotel. The privately run Pequot Library hosts concerts and lectures throughout the year including the Southport garden stroll and summer book sale, one of the largest book sales in New England. Southport Congregational Church annual fundraiser “Rooms with a View” celebrates art and architecture raising money for the church, its missions, and charities within the greater Bridgeport area. Trinity Episcopal Church is also located in Southport.

Southport is home to the private Southport School, providing transformative educational experiences for students in kindergarten through 8th grade with language-based learning differences, such as dyslexia and ADHD/ADD. In addition, Southport is home to Mill Hill Elementary School. Some neighborhood areas in Southport that are outside the census tract attend Timothy Dwight Elementary School in Greenfield Hill. Both Mill Hill and Timothy Dwight primary schools feed into Roger Ludlowe Middle School and Tomlinson Middle School — both of which feed into Fairfield Ludlowe High School.

Smaller homes on streets closest to Interstate 95, which cuts through the heart of Southport, are attracting younger buyers. In addition to providing easy access to the interstate, Southport has its own train stop on Metro North railroad that offers one of the most convenient commutes into NYC.

With incredible views of Long Island Sound, historic architecture, charming town center, and a serene harbor area, Southport is one of the most sought-after neighborhoods in Fairfield.

Go to my Fairfield page to view other neighborhoods in Fairfield.
Neighborhoods in Fairfield

Southport Links:
The Pequot Yacht Club
Ye Yacht Yard
Pequot Library
Southport Congregational Church
Rooms with a View
Trinity Episcopal Church
The Southport School



Excellent opportunity to create a beautiful home in the coveted Southport neighborhood of Fairfield!

Location is key with this property that is nestled right in between Fairfield and Westport!  Close to two train stations, beaches, restaurants, shops, and more! 

This house needs some TLC but with great bones to start off with and a little imagination it can turn into your dream home!  This home features a great floorplan, with large rooms, a fireplace, and a wonderful 3 season sunroom that can be converted to use all year long!  All the bedrooms are very large with great closet space.  There are hardwood floors under the carpets on the main level of the home.  

A builder has looked at the home and if you are interested in speaking with him about quotes for work to be done, this can be arranged. 
Don't miss this great opportunity! 

This house is sold "as is" and is not subject to probate.  Please note that the agent is close to the seller's family. $699,900 Active

61 Cedar Road Fairfield, Connecticut

3 Beds 1 Baths 1,943 SqFt 0.700 Acres

Charming Cape Colonial! 3 BDs 2 BA + Bonus Office/Den or Other. Location Location Location... set yourself up in one of the most quaint villages of the Gold Coast. Stroll to the harbor, a variety of village shops & enjoy all 06890 has to offer! Gleaming hardwoods; wainscotting with the finest mahogany trim and custom crown molding. Renovated kitchen with Wolf Range- cobalt blue, pull out pantry, marble countertops.  Recently renovated second floor bath with all glass shower, river rock flooring, skylight installed 2020. ElfA systems walk in closet. Exterior renovation in 2017. Old siding replaced in 2017 with cedar shingle siding. New Roof in 2020; architectural shingles and copper flashing! Red brick patio with perfectly landscaped shrubs.  Upgraded electric in 2017. New washer and dryer 2018. Lower level finished for recreational bonus space. Quotes for high efficiency ductless AC units $ estimate 8,000-11,000. Central Air $18,000 +. Driveway is getting repaved and leveled in May. $699,000 Show

214 Hulls Highway Fairfield, Connecticut

3 Beds 2 Baths 1,485 SqFt 0.220 Acres

Step inside this spacious 4 bedroom Cape, located in a highly desirable neighborhood in Southport,  convenient to all amenities; shopping, Mill Hill Elementary School, Southport Village, beaches and walk to train. This charming house offers an expanded eat-in kitchen with walk-out deck and fully fenced in yard, a spacious dining room and living room and a full bath and bedroom or potential home office - located on the main floor. Upstairs you'll find an oversized master bedroom with dormer window, plus two additional bedrooms and a full bath. A bonus family room is located in the finished lower level with electric fireplace, as well as laundry and ample storage.  Don't miss out on this incredible opportunity! Lower level offers an additional 166 sq foot of finished living space. Owners have done several updates/improvements since they moved in including new roof (2016), second floor hardwood and dormers (2016), new dishwasher (2016) , new hot water heater (2015), radon system (2014). $525,000 Active

19 Arbor Drive Fairfield, Connecticut

4 Beds 2 Baths 1,470 SqFt 0.150 Acres

PRICED to SELL! This is in move-in condition offering incredible Value appraised for higher than list price.  This Southport Charmer situated in an unbeatable location awaits... Walk or bike ride to Southport Beach/Long Island Sound... Stroll to enjoy your morning coffee/pastries, small plates/lunchbox or special dinner, JUST 1/2 mile to the train + houseware shops, salons and various delicious take-out spots! All the work has been done-newer windows, flooring (wood and laminate), baths and recently painted throughout!  Step inside and find bright space ideal for your formal dining room or living room area.  Eat-in kitchen with custom cabinets, newer appliances and door leading to yard/deck & driveway.  Great family room/sitting area with easy access to large deck... perfect for outside marshmallow roasting and movie nights.  Convenient first floor bedroom/office & full bath.  Upper level provides master bedrooms with built-ins + walk-in closet, 3rd bedroom and Full Bath.  Discover loads of storage closets professionally customized to store with ease + full basement with laundry and plenty of additional storage.  Experience all the amenities of 3 towns: Southport, Fairfield & Westport! $499,999 Active

65 Hulls Highway Fairfield, Connecticut

3 Beds 2 Baths 1,235 SqFt 0.160 Acres

Move in ready and conveniently located in Southport, this updated classic colonial has a lot to offer. Hardwood floors, high ceilings, updated windows and a stone patio are just a few of the features you’ll find here at 217 Bronson. The kitchen offers a center island with great flow throughout the first floor. The family room has vaulted ceilings, custom carpentry, and could easily be used as a first floor bedroom, workout room, or an office space with its own entrance. The bright and clean partially finished lower level complete with custom shelving offers approximately 250 sq. ft. of additional flexible living space. This is a home you won’t want to pass by! $474,000 Show

217 Bronson Road Fairfield, Connecticut

3 Beds 2 Baths 1,632 SqFt 0.260 Acres