Recently Sold Southport Homes

CLASSIC PERFECTION IN SOUTHPORT VILLAGE - Circa 1834. With an excellent Southport Village location, this impeccably renovated 4 Bedroom. 3.5 Bath historic house is classic perfection inside and out. Light and airy; stunning interiors are bathed in sunlight, presenting designer lighting & finishes, gorgeous wide plank pine flooring, and thoughtful architectural elements throughout 2650+/- square

Victoria Fingelly Higgins Group Real Estate

Location, charm, and lifestyle-all in one! Step into storybook charm in the heart of Southport Village! Perched gracefully atop a hill, this enchanting c.1884 Farmhouse offers rare privacy just steps from the harbor, beach, village shops, restaurants, and Metro-North train-a true commuter's dream. Thoughtfully updated with a new roof and siding, the home effortlessly blends vintage character with

Nicole Costantino Keller Williams Realty

Wonderful recently updated 2 Bedroom, 2 Bathroom, Upper level Unit tucked away in a quiet corner of complex overlooking beautiful green space. Conveniently located end-unit 1 car garage with private storage. Large and mostly covered deck. Recent updates include beautiful kitchen with quartz countertops, stacked subway tile, newer high-end stainless appliances, cabinetry with deep large pantry and

Ellen Fusco Compass Connecticut, LLC

Ideal location in the heart of Southport! Walk to Southport Village, the Harbor, Pequot Yacht Club, Pequot Library and the Train. This is the lifestyle you've been waiting for! Beautiful End-Unit with abundant natural light and a cheerful disposition. Gorgeous, updated Kitchen with Quartz Countertops and a generous Center Island, stainless steel appliances, crisp white cabinetry and elegant

Lorelei Atwood Higgins Group Real Estate

Storybook Cape in Southport Move right into this delightful Cape nestled in the heart of Southport! Featuring two beautifully renovated full baths, gleaming hardwood floors, classic stone walls, a new driveway, and a new roof, this home exudes warmth and character. The light-filled sun porch leads to an inviting layout, including a cozy den, a family room with a fireplace, and a spacious kitchen

Barbara Sweeney Coldwell Banker Realty

Direct waterfront property with incomparable views across Southport Harbor, the Country Club of Fairfield golf course, and Long Island Sound. Generational opportunity to renovate or create your own vision in this most coveted of locations in historic Southport Village. Set high on a hill, the property faces due South for maximum light and views towards Long Island. Plentiful birdlife and boating

Andrew Whiteley Brown Harris Stevens

Amazing opportunity to live or work in downtown Southport. Users and builders bring your ideas and designs. Interior includes beautiful original trim detail. Potential for expansion. Enclosed porch could easily be converted to living area. Located in the Designed Industrial Zone, which allows for alternative uses (See under commercial listing).

Ellen Balazs-Byington Berkshire Hathaway NE Prop.

Welcome to a Rare Historic Gem in the Heart of Southport. Nestled on a private and serene one-acre lot, this truly unique historic carriage house, built in 1831, offers a rare opportunity to own a piece of Southport's rich architectural heritage. Located on a quiet and less-traveled street, this charming home combines classic elegance with the potential for a modern reimagining, making it ideal

Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

First floor, 2 bedroom, 2 bathroom 1,200 square foot unit with a corner garage in the complex. The apartment is directly across from the clubhouse, pool and paddle tennis court. The garage is the closest unit to the apartment's entrance. All windows and the patio look out to Mill Hill Terrace, offering added privacy. The kitchen was beautifully updated with quartz counters & high quality

Matt Lahey Higgins Group Real Estate

Sunkissed colonial in Southport. This newly reconstructed, picture-perfect colonial is situated in lovely Southport. With 3 floors of living space, the first floor offers an open floor plan with living room, eat-in kitchen and an outdoor deck. Plus gleaming hardwood floors and (top of the line) stainless appliances including a professional Viking gas stove. 2nd floor has two bedrooms, full bath

Gabrielle DiBianco Higgins Group Bedford Square

Experience modern living in this impeccably upgraded 3-bedroom, 2-bath condo, perfectly positioned in a sought-after community. The gourmet kitchen has been fully reimagined with granite counters and classic white shaker cabinets, seamlessly connecting to the living area via a stylish pass-through. Newly refinished hardwood floors, recessed lighting, and detailed crown molding create an inviting,

Shoshana Snyder William Raveis Real Estate

Luxurious turn-key home in desirable Southport location. Built in 2024 by respected local builder, Kardamis Construction, this Colonial style half-duplex offers 3,100 Sq. Ft. of living space across 3 floors. The unique, "staggered" design minimizes the shared wall of the duplex, and truly gives this property the appearance of a single-family home. The staggered layout also enables each side to

Anthony Gigliotti Keller Williams Realty

Prime Southport location at a fantastic price point-welcome to 278 Woodrow Avenue! This move-in ready colonial features 4 bedrooms, 3 full bathrooms, hardwood floors throughout and an abundance of natural light, all spread across 2,016 sq. ft. The entire interior has been freshly painted offering a bright, light and current appearance. The dining room to the right of the front foyer, has recently

David Hilliker William Raveis Real Estate

Welcome to the prestigious "Avenue" in Southport. This stunning custom built home boasts an impeccable design and extraordinary craftsmanship. Ideally situated between Southport Village and the beach, it's the perfect location for a short stroll to the train, Pequot Library, harbor, shopping and restaurants. This 3-4 bedroom, 3.5 bath beauty features soaring ceilings, turret shape rooms, custom

Stacey DiDio Coldwell Banker Realty

Southgate of Southport Condominiums ~ A gracious and lovely complex in historic Southport. Updated, turn-key, fully-furnished unit in one of the most coveted locations in Fairfield. 500ft/one minute walk to the Southport MetroNorth train, 0.5 mile to Pequot Yacht Club and 1 mile to Southport Beach. This end-unit boasts 3 levels of bright and light living with 7 rooms, 3 bedrooms and 3.5

Christi McEldowney William Raveis Real Estate

Coveted Southport waterfront. Builder's own 11,000+ sq. foot custom home on private Rock Point Road off Pequot Avenue and walking distance to Southport Beach and Village. Magnificent 1.9-acre lot with 200 feet directly on Long Island Sound with views towards Westport's Gold Coast of Beachside Avenue and the Manhattan skyline in the distance. A beautiful pool and pool house pull you outside to

Elizabeth Tritschler William Raveis Real Estate

Discover 51 Elmwood Drive-an extraordinary gem nestled in the heart of Southport Village, one of Connecticut's most desirable harbor districts. This luxurious condo on the main level is the perfect blend of elegance and comfort, featuring 9-foot ceilings, gleaming hardwood floors, custom moldings, and a beautiful chef's kitchen. Move-in ready, the home offers the convenience of an attached

Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

Experience luxury living on Connecticut's Gold Coast with this pristine, custom home with a gunite pool and spa on a prime cul-de-sac in Southport Harbor - located a few homes from Southport Beach and a short stroll to the Harbor, Village & Equinox. Completely rebuilt in 2017, 97 Southgate Lane is sited on a level and dry, almost full acre parcel, and is NOT located in a flood zone. This

Veronica Monahan Compass Connecticut, LLC

This elegant 3-bedroom, 3.5-bath townhouse in Southport Green offers 3,336 square feet of refined living in a highly desirable location near Southport Village. The lower level includes a flexible office space, a bedroom, a full bath, a laundry room, and direct access to a two-car attached garage. On the sun-filled main level, you'll find a formal living and dining room with custom moldings and

Brett Lieberman The Riverside Realty Group

HIGHEST and best by 5PM, 11/18/2024. Location, Location!Enjoy this exquisite townhome with ELEVATOR at the private community, Southgate, in sought-after Southport. Around the corner from the train, Delamar Hotel & Restaurant, Gray Goose, and Equinox fitness center. Walk or bike to Pequot beach, Southport Village, Southport Harbor and private clubs like the Pequot Yacht Club and the prestigious

Denise Walsh William Raveis Real Estate

Welcome to 60 Southport Ridge where living is easy! Located on a friendly, cul-de-sac in sought after Southport, Ct-walkable to trains, Southport Village, & shopping.This turnkey colonial is sited on a level, landscaped property with a surprisingly large fenced in backyard, expansive deck, & patio/firepit area. While this home was built in 2013, it has been beautifully renovated so that it reads

Lori Elkins William Raveis Real Estate

For 170 years, "Rose Hill" has graced the crest of Harbor Road, offering breathtaking views considered among the best on the East Coast. This magnificent Italianate landmark boasts 265 feet of direct waterfront access, complete with a private dock. Situated on nearly 2 acres, it stands as one of the largest and most commanding properties in Southport Village, offering unparalleled vistas of the

Andrew Whiteley Brown Harris Stevens

HIGHEST & BEST by 10 am on Monday, Nov. 4th. Southport Woods at its best! Explore this 3-bed, 2-bath, updated end-unit with ample privacy and space. Enjoy the completely & just-renovated kitchen - with new everything - oven/stove, dishwasher, refrigerator/freezer, sink, microwave, granite countertops, cabinets, flooring and lighting! Brand-new washer & dryer as well. The entire unit has been

John Foran Compass Connecticut, LLC

Charming English Cottage located on desirable Pequot Avenue steps from Southport Beach. Private courtyard is the centerpiece of the home with patio and flower beds throughout. First floor primary complete with walk-in closet and updated bath. 3 additional bedrooms, all ensuite. Private property set back from the road with gated pool and waterfall.

Elizabeth Tritschler William Raveis Real Estate

Welcome to your new home in the picturesque community of Southport! This beautiful four-bedroom, 2.5-bath residence perfectly blends comfort and style, boasting hardwood floors throughout.. The spacious layout offers ample room for both relaxation and entertainment.Step outside into your fully fenced backyard, where beautifully landscaped gardens create your own private oasis. The integrated

Amie Belile William Raveis Real Estate

Home Sweet Home! Fabulous Southport location minutes to Westport and Fairfield town center. Super convenient to train, shopping, commuting and Southport Beach! Light, Bright & spacious rooms. Eat in Kitchen with granite counter tops and stainless steel appliances looks in family room with sliders to deck over looking back yard. LR with Oversize windows & FRPL leads to DR. Wide staircase to 2nd

Catherine Calise Settlers & Traders

Discover serene living in this beautifully renovated 3bed, 2bath, 1st floor corner unit, nestled in the desirable Southport Woods community. This condo offers an unmatched blend of modern elegance & peaceful seclusion. Step inside to an open-concept layout featuring a newly updated kitchen with an oversized quartz island, modern stainless-steel appliances, and an abundance of cabinet space

Tara Gleason William Raveis Real Estate

Quite possible the nicest unit at Southport Woods. Completely updated 3 bedroom, 2 bath condo at desirable Southport Woods. You will be wowed by this fabulous unit! Just move right in! New Wide plank hardwood flooring throughout with natural finish! Updated gorgeous marble baths! Side by side laundry Room with ironing board and new washer, dryer. Fireplace with antique surround. Built-ins, custom

Bette Gigliotti William Raveis Real Estate

207 Main Street exemplifies the quintessential Southport village home. This 1804 historic home has been renovated and redesigned by the owner, who owns McGrath II, a Manhattan based decorating firm. Exuding Charm while keeping with its architectural integrity this home is Village living at its best. Here is an opportunity to live in a water community enjoying all it offers just steps away from

Elizabeth Tritschler William Raveis Real Estate

Prime penthouse in Southport Green, the premier condo development located in Southport Village. Built in 2006, this unit has already undergone many remodels bringing it to mint condition. A newly installed elevator allows for ultimate convenience and accessibility, a feature which proves to be a challenge to find in our area. Being on the top floor allows for an abundance of light with both

Wendy Ryan Brown Harris Stevens

Absolutely no stairs in this first floor, 3 Bedroom, 2 Bath, desirable Southport Woods Condominium conveniently located near Town, Train & Shopping. Enjoy this spacious, one level unit with wood burning fireplace and private terrace with access to parking lot. Well maintained grounds feature pool, Paddle Tennis, Club House and lovely plantings. A Rare Find!

Sarah Keenan William Pitt Sotheby's Int'l

Luxurious & Impeccably Maintained Southport Townhouse, walk to charming Southport Village & Southport Harbor, stroll to the Grey Goose & Artisan for lunch or dinner, walk to Equinox for your workout. 3 Bedrooms, 3 Full, 1 Half Baths, 3 Fully Finished Levels, +-3000 sq ft, gleaming hardwood floors, 9 foot tall ceilings on 3 levels. This home is fully Elevator Ready! End unit flooded with sunlight,

Joelle Malec William Raveis Real Estate

Hidden oasis in Southport CT! Main house, barn with garage, workshop, finished loft & pool nestled on lovely private nearly 1/2 acre property. Wonderful opportunity to live beautifully, within WALKING DISTANCE OF SCENIC SOUTHPORT VILLAGE, HARBOR AND TRAIN. Thoughtfully renovated home with clean lines, modern aesthetic and airy open concept living. Kitchen with vaulted ceilings, high-end

Katie O'Grady Compass Connecticut, LLC

This spacious corner, 3-bedroom & 2-bathroom unit in the highly sought-after coastal Southport Woods community is a must-see! As you enter, you're welcomed by a freshly painted interior featuring vaulted ceilings and floor-to-ceiling glass sliders that open to a private balcony overlooking private lush green space. The open floor plan includes a cozy corner fireplace and built-in wall cabinets,

Nancy Vare William Raveis Real Estate

Please submit highest and best by 6-24-24 at 12pm. This 4-bedroom, 2-full bath residence offers the perfect blend of classic New England architecture and modern comforts. Nestled on a picturesque street, this home boasts curb appeal with its beautifully landscaped front yard and exterior. As you step inside, you are greeted by a light-filled living room featuring hardwood floors perfect for

Jodi Boxer Keller Williams Prestige Prop.

Nestled in the serene enclave of Quincy Condominiums in Southport, this extensively renovated two-bedroom, two-bathroom condominium offers a perfect blend of tranquility and convenience. Located just minutes from Southport Village, Westport shopping, and Fairfield Center, it promises an ideal lifestyle. Set amidst meticulously manicured grounds with an inviting in-ground pool, this boutique

James Millington William Raveis Real Estate

A rare opportunity to experience luxurious living in one of Connecticut's most coveted neighborhoods: Southport Harbor. This extraordinary, custom, 5 bed, 5.5 bath Nantucket shingle & stone home features exceptional living spaces & timeless sophistication throughout. The elegant decor melds impeccable craftsmanship, modern design & high-quality construction features. Every detail has been

Leslie Clarke Compass Connecticut, LLC

EXCEPTIONAL MILLION DOLLAR PRICE ADJUSTMENT! This home is the most spectacular custom built waterfront estate on the Eastern shoreline coupled with the best value for direct waterfront homes! Private and gated entry welcome you to this coastal home that was selected amongst all mansions nationally & highlighted on an episode of Fox Business Mansion Global for its brilliance & beauty. Set on a

Jackie Davis William Raveis Real Estate

Charming Southport Victorian with Versatile Two-Family Layout Located just steps from the Southport train station and within walking distance of Southport Harbor and the Pequot Library, 62 Spruce Street offers a rare opportunity in the heart of the Southport Historic District. This elegant Victorian, originally built as a single-family home, was thoughtfully converted into a two-family residence

Elizabeth Tritschler William Raveis Real Estate

Spectacular Pequot Avenue property that never made it to the market. Built in 1999, this Connecticut coastal home was recently transformed and appeared in several design magazines. Wonderful views over Southport Beach, the Sea Lodge and Long Island Sound. The property features a guest house, pool and pool house. Southport living at its very best. Comparable Sale Only: List Agent - Andrew

Andrew Whiteley Brown Harris Stevens