Southport CT Real Estate & Homes for Sale

THE APARTMENT: The entrance is quiet and private, One is greeted by a Handsome 18th century door, archway and brick floor that sets the tone for this masterpiece of design, mixing the appointments of today with the grace and elegance of the 18th century. The great room boasts 10ft cathedral ceiling w 18th century arch, mantel & fireplace with fabulous antique wide plank wood floors The space is light and euphoric and wonderful for entertaining. The kitchen has skylights, pantry and laundry as well as convection oven, microwave, 5 gas burners, dishwasher, disposal & instant hot water. The dining room has a let-the-light-in window and and 18 century beautiful fireplace and mantel. There are 3 bedrooms & 3 full baths, including a whirlpool & shower. On the mezzanine, is the loft/library which provides a quiet retreat. Thru the master bedroom or the grand glass french doors in the great room, one can access a 1514 sq ft patio beautifully designed with a superb garden area perfect for living and entertaining in the center of Historic Southport village. Walking distance to the train, restaurants and beach.

Live two blocks from the beach in a charming two bedroom duplex apartment rental within larger home, located in the heart of "The Village" of Southport, CT. Private entrance through garage. Spacious primary bedroom and full bath on the main level. The second floor has a flexible loft space, a large living room/dining room and galley kitchen with new stove and dishwasher, and generous second bedroom. Tasteful renovations throughout with hardwood floors and high end British bathroom features. Single indoor parking space in climate controlled garage, and outdoor garden to enjoy. Steps to the beach, town center and train. Cats allowed, no dogs. Full sized washer and dryer and ample storage. Tenant responsible for $1,500/month to cover utilities, electricity, central A/C, heat, lawn and grounds service, gas, snow removal, water, sewer.

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 activity in all seasons. Property features a circa 1939 Boathouse with bedroom and full bathroom, one of only 24 docks in the harbor, a 2 bedroom guest house and the 3,500 sq. foot main house. Walk to the village, train, and beach. Convenient to town centers of Fairfield and Westport. One hour to Manhattan.

Upon its completion in the Summer of 1869, 658 Pequot Avenue was described in the Southport Chronicle as "an ornament to the street". Patterned in the Second Empire style, this stately Victorian welcomes visitors with a raised front porch that runs the full width of the home. Arched, oversized double doors open to a soaring center hall with 12-foot ceilings and a grand, quarter-turn staircase. 12-foot ceilings continue through the Living Room, Dining Room, En-Suite Guest Bedroom and relocated Eat-In Kitchen. Every level of the home's interior was completely reimagined & renovated in 2022, blending its rich history with today's design aesthetic & a modern family's needs. The Second floor presents a Primary Bedroom Suite with Full Bath and a substantial Dressing Room, all facing South with the breathtaking view of the Trinity Church steeple. Three large guest bedrooms are spread nicely throughout the rest of the Second Floor offer wonderful natural light & privacy. The Third Floor takes full advantage of the home's significant proportions creating a 1,500+ square feet room with vaulted ceilings that rivals any modern barn. All of this sits on a level, professionally landscaped half acre with in-ground pool in the heart of historic Southport Village.

Now, Building 10 is available for rent or both buildings are for sale. 1.5 million Two freestanding office buildings are located in the prime Southport area, situated in the DCD Zone (Designed Commercial District) on John Street, near the Southport Metro-North train station. This property is conveniently within walking distance of all the shops and restaurants in Southport and offers easy access to major roadways, including Route 1 and I-95. #8 John Street, built in 1800, has undergone complete remodeling and is currently occupied by Southport Smiles (a dental office). #10 John Street is a one-story modern building with a partly finished basement, built in 1950. It is currently vacant but was previously set up as a dental office, which underwent remodeling in 2010. This space is ideal for any medical office or owner-occupied professional use. Combined, both buildings offer approximately 4,156 sq.ft. of space on a 0.27-acre lot (11,830 sq.ft.). There is parking available for up to 18 cars along John Street, with some spaces double-spaced.

Walkable to Southport Train Station, shopping on Pequot Ave or the Beautiful Southport Harbor. This 3rd floor walk up in the Forbes Home, has a private entrance. Enter and you find a large open floor plan between the living room and kitchen. The spacious bedrooms are found on each side of the living space. A full bath, Laundry and fabulous storage space complete the apartment. There is off street parking for 1 car. Washing machine and dryer are located in the unit.

Southport Village waterfront w/dock. Short Term Rental. 4 beds/baths, incredible location and views! Available 12/10.

SOUTHPORT CHIC –Attention Investors... this home has a been rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you’ve been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi quintessential New England charm, this French Provincial prize is perfectly private, buffered from the road on a picturesque 2.79 acres with magnificent heated pool. Timeless and sophisticated, boasting 5200sf, the large and inviting public rooms with French doors unite the indoors with outside patios and entertaining spaces. You’ll adore the high ceilings, elegance, and easy lifestyle in the comfortable sun-drenched spaces: living room with fireplace; oversized dining room; kitchen with large island and breakfast area opening to the family room with fireplace; library with fireplace and bar; office; and mudroom. There is a luxurious guest suite on the main floor along with a smaller bedroom with full bath. Come upstairs to the gracious primary suite with fireplace, balcony overlooking the pool, walk-in closet and marble bath. Three additional bedrooms and two full baths complete the 2nd and 3rd floor. C'est Magnifique!

Premier office space right on Post Rd Southport for lease! You couldn't pick a better location to meet clients and do business! Minutes to I-95, the Fairfield train station and a close drive to downtown Fairfield including all the amenities like the Post Office, banks and restaurants. Tenants can enjoy the benefits of a beautiful, large conference area perfect for meetings and a fully equipped kitchenette complete with an Espresso machine. Plenty of parking spots available as well as a 24- hour camera security system. Low maintenance, quiet office in the perfect location! Don't miss out on this amazing opportunity with tons of exposure for your business!

This magnificent estate was designed by renowned architect Roger Ferris and boasts 5 levels of living with spectacular water vistas of Southport Harbor. Entry to the main level is through an imposing 2 story limestone portico into the embrace of a soaring space that is the Gallery with its mesmerizing marmalade marble floor and stunning floating wrought iron circular staircase. From this point, all major rooms on the floor emanate in a logical clockwise progression: Living Room, Library, Family Room, Eat in Kitchen and Dining Room. Fabulous floor to ceiling windows and French doors open to take full advantage of Southport Village & Harbor, Country Club of Fairfield, Long Island Sound and the Manhattan skyline. The gracious Master Bedroom Suite has a sitting room with fireplace, his & hers full baths, dressing areas and private studies. Below the Master Suite are 6 en-suite bathrooms and media/playroom area. Below the main level is a Cabana Room with kitchenette, elaborate bath complex, sauna, exercise room, office and wine cellar which leads to an outdoor pool and limestone patio. Progressing down, the next level brings you to the indoor sports facility including a squash/basketball court and dance studio. The lowest level of this home has a 75 foot long Italian marble lined indoor pool with a glass skylight roof. Included on this stunning property is an outdoor heated gunite pool with spa. The Guest House has a Living Room, Kitchen, 2 Bedrooms, 2 Full Baths & 2 Bay Garage.

ELEGANT COUNTRY HOUSE ON SASCO HILL - Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot,5 Bedroom, 5.5 Bath, residence features 4 Fireplaces, an expansive Living Room with Music Alcove, banquet size formal Dining Room, Sun Room, Family Room, a luxurious Primary Suite with 2 beautiful Baths, Dressing Room and a Home Office/Sitting Room, in addition to a wonderful a 2 Bedroom Guest Apartment with Kitchen, Living/Dining Room with Fireplace, and Full Bath, and a 3-Car attached Garage. Refined and sophisticated architecture, throughout 16 beautifully proportioned, sun-dappled rooms, is further evidenced by the exquisite Chippendale style balustrade, encasing the sweeping upper story exterior Porch. Charming stone Terraces, a delightful Koi Pond with Fountain, pastoral lawns, and a 20’ x 40’ Grecian style Gunite Pool with granite surround and Terrace in a setting, stunning in its simplicity, combine to provide further complement to the splendor of this extraordinary .95 acre property. Iconic Sasco Hill is immediately accessible to beaches, Southport Village and Harbor, Ye Yacht Yard, superb dining, world-class shopping, excellent educational and cultural venues, as well as train service to and from New York City. First Floor: Gracious Entrance Hall with hardwood flooring, very elegant, gently curving main Staircase, and French Door to Terrace. Please open Addendum for further description.

FLEXIBLE SOUTHPORT LEASE AVAILABLE DECEMBER 1ST. 6 MONTH SHORT TERM LEASE OR UP TO AN 18 MONTH LEASE. Simply fabulous! This 2005 townhouse is chic and sophisticated, located in a small and private complex with just four homes. Sunny end unit with freshly painted interior in hues of grey has been beautifully updated with new designer lighting and finishes. From the welcoming front porch to the rear stone patio, complete with dining table, umbrella and chairs plus gas grill, this home offers much. 9' ceilings and hardwood floors upstairs and down, sets the tone, for this impeccable and inviting open concept space. Main level includes dining room, eat in kitchen with peninsula seating, flowing into sunlit family room with access to patio through French doors. Powder room with beadboard wainscoting is off the main hallway. Upstairs the primary bedroom with its own luxurious bathroom includes double sink vanity, whirlpool tub, separate walk in shower and water closet. Custom walk-in closet w/built-ins completes this exceptional main bedroom. Additional two bedrooms share hall bath with tub, each with walk-in closets also with built-ins. Walk up 3rd level offers great storage. Two car attached garage adds to this easy living package! Walk to Southport village, train and library.

Exciting opportunity to lease a two bedroom, two full bath, second floor condo in sought-after Southport Woods. The complex is ideally located close to train, school, beach, shops, and historic Southport Village. Immaculate and move-in ready- the unit has new floors, carpeting and all new stainless steel appliances. Brand new luxury vinyl plank flooring throughout main rooms. Large open living room-dining room leads to a private rear-facing balcony with outdoor dining and storage. Nicely appointed chef's kitchen includes all new stainless Frigidaire appliances including range, refrigerator, dishwasher and microwave. Both bedrooms are generous and have newly installed Berber carpet. Primary has a large walk-in closet and 2nd Bedroom has a double closet and built in shelving- which can function nicely as a home office. Both full baths have updated fixtures and vanities. Condo includes convenient stack washer/dryer. The assigned parking space is #20 with additional space available for visitors. The unit has been freshly painted & electric fireplace with mantle and TV console has been added in the living room- which creates a lovely focal point. Condo is offered unfurnished with the exception of patio furniture - which is included. Large shared storage closet is located across the hall. Lease includes use of heated pool, club house and paddle tennis courts and a small pet will be considered.

Spectacular builder's own custom waterfront home on private Rock Point Road off Pequot Avenue in historic Southport Village. Magnificent views of Long Island Sound from all major rooms in this 11,000+ square foot home. Beautiful pool and pool house look toward Beachside Avenue and the Manhattan skyline in the distance. Walk to the beach, train, restaurants, and shops. Waterfront living at it's very finest. 1 hour to NYC.

Amazing commercial opportunity in downtown Fairfield for an incredible price. 900+ square foot office space available with bright windows close to downtown Fairfield, 95, Metro North and Post Rd. Walk to Starbucks, train station, Sportsplex and so much more. Owners to put flooring in but can work with the tenant to customize the space depending on the final lease value. Incredible space that could easily be made into an office, a doctors office with patient rooms, space for several small offices and/or a conference room. Great raw space opportunity that can be customized depending on your needs. This is the best value in Fairfield in an incredible location.

Welcome to Southport! 2023/2024 New Construction. The latest luxury home to be built by 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 anyone passing by the impression of two single family homes. The staggered layout also enables each side to have an extremely spacious (and fully fenced) back yard. The Main Floor features a Single Car Garage, Powder Room, Mud Room, Oversized Pantry, Office/Study, Den/Playroom, and an Open Living Space w/ Eat-in-Kitchen, Dining Area, and Family Room. The Second Floor offers 4 bedrooms, 3 full bathrooms and a Laundry Room. This includes a Primary Suite w/ a huge walk-in-closet and en suite bath which features a double vanity, oversized shower, free standing tub, and water closet. Partially finished lower level offers an additional 700 sq. ft. of living space. This can be set up as one giant recreation room, or multiple living spaces. At this stage buyers can customize the majority of the home, with numerous upgrade opportunities; included but not limited to: a 4th full bath in the lower level, heated bathroom floors, electric car charger, natural gas fire pit, full home generator, and more! Don't miss out on this chance to customize your brand new home--reaping all the benefits of single family living at townhouse pricing--all at an extremely convenient and desirable Southport location.

Welcome to your new nest! Sought after, fully renovated unit in desirable Quincy Complex in Southport. Need a pied-a-terre? Full time residence? This 2 bedroom, 2 bath, first floor unit has just been remodeled.... kitchen, baths, floors, lighting, central air, hot water heater...a turn-key gem. The living room with fireplace opens to the dining area with easy access to the kitchen. The primary bedroom has its own bathroom for exceptional privacy. There are ample closets throughout with a very large storage closet for all those things you want to keep but need to be out of your way. The screened-in porch with views of the courtyard is off of the living room and will be a heavenly retreat for dining or relaxing in warmer months. Your assigned parking space is right by the front door for easy access. The pool in the summer is perfect for hanging with friends or taking a relaxing dip solo. Quincy is convenient to everything...train, shopping, dining...it's all just minutes away. Don't let this fabulous opportunity slip away.

FAIRFIELD DOWNTOWN/SASCO AREA COMMERCIAL OFFICE. This Commercial listing is unique opportunity for medical/office professionals looking to establish or expand their practice. The property is a converted house that has been fully outfitted, providing a warm and welcoming environment for patients. The property features a waiting room and reception area, exam rooms/office spaces and ample storage. The private office space is perfect for administrative work or private consultations. The property also includes 2 bathrooms and a kitchen, adding convenience for both staff and patients. The building is ADA compliant with a wheelchair ramp and accessible restroom. Located in a high traffic area that is easily accessible to patients/clients. There is also a large parking lot to accommodate staff and clients. This is a turn key opportunity for medical/office space. Don't miss this unique opportunity. Viewings will be by appointment only.

WELCOME HOME TO 49 Southfield Road! Such a great location. WALK to TOWN, TRAIN, PLAYGROUND, THEATRES, places of worship, SO many restaurants & all that FAIRFIELD'S DOWNTOWN has to offer. STROLL or BIKE to the BEACH from this cheerful, bright & sunny home! Nice open styled sought after floor plan, great for living comfortably with 2 eat-in areas and 2 living room options. Updated kitchen designed with custom cabinetry, shelving, granite countertops. Wood and granite island doubles as cabinet storage, food prep and additional dining space. Large open dining area fits farm table of 8+ nicely. 2 full bathrooms, 1 on main level and 1 on 2nd level just outside of the bedrooms. Bonus family room also, can be possible main level bedroom w/ it's own entrance/exit or HOME OFFICE. Upstairs, 3 bedrooms await, 1 spacious BR w/room for king sized bedroom w/wall of closets, other 2 Bedrooms have charming built in desk option, great for working remotely, doing homework or a nice place for office equipment. SPACIOUS YARD with full PATIO, great neighborhood for biking & jogging all on flat newly paved contiguous streets. Driveway w/off street parking and attached GARAGE.. Unfinished basement, great for storage and large laundry area, CENTRAL A/C & BRAND NEW HIGH EFFICIENCY HEATING SYSTEM.......Call to see!

Welcome to this charming Colonial nestled in the heart of downtown Fairfield. This home offers the perfect blend of convenience and charm. Step inside to discover a beautifully updated kitchen, the heart of the home, featuring white cabinets, quartz countertops, and ample storage. Adjacent to the kitchen you'll find the Family Room with a fireplace and access to the deck and backyard, a space ideal for both everyday living and entertaining guests, and in the other side of the kitchen, the dining room, formal living room, and powder room. The upper level boasts a spacious primary suite complete with a walk-in closet. Additionally, the convenience of a second-floor laundry room adds to the practicality of daily living. With 4 bedrooms on the upper level and a total of 2.5 baths, this home offers great space for comfortable living. The finished basement provides versatile space for a variety of needs, including a playroom, office, or additional entertainment area. A two-car attached garage with storage space for vehicles and outdoor equipment. The partially fenced backyard with a sprinkler system offers privacy and a canvas for your landscaping ideas, a perfect space for outdoor gatherings and relaxation. Convenience is key here, enjoy a short stroll to the train, downtown shops, and the nearby beach. This location offers the quintessential Fairfield lifestyle with easy access to all amenities, schedule your visit today and make this exquisite property your new home.

Welcome to this charming Colonial nestled in the heart of downtown Fairfield. This home offers the perfect blend of convenience and charm. Step inside to discover a beautifully updated kitchen, the heart of the home, featuring white cabinets, quartz countertops, and ample storage. Adjacent to the kitchen you'll find the Family Room with a fireplace and access to the deck and backyard, a space ideal for both everyday living and entertaining guests, and in the other side of the kitchen, the dining room, formal living room, and powder room. The upper level boasts a spacious primary suite complete with a walk-in closet. Additionally, the convenience of a second-floor laundry room adds to the practicality of daily living. With 4 bedrooms on the upper level and a total of 2.5 baths, this home offers great space for comfortable living. The finished basement provides versatile space for a variety of needs, including a playroom, office, or additional entertainment area. A two-car attached garage with storage space for vehicles and outdoor equipment. The partially fenced backyard with a sprinkler system offers privacy and a canvas for your landscaping ideas, a perfect space for outdoor gatherings and relaxation. Convenience is key here, enjoy a short stroll to the train, downtown shops, and the nearby beach. This location offers the quintessential Fairfield lifestyle with easy access to all amenities, schedule your visit today and make this exquisite property your new home.

Southport stunner awaits at 969 Mill Hill Terrace. This custom home, with brilliant architecture, was rebuilt to perfection from the foundation up in 2018 and offers so much. Amazing features that make this home a stand-out include three levels of spacious and thoughtfully designed living, designer finishes and lighting throughout, open staircase with over size window and peekaboo opening into the eat-in kitchen, 3 spacious bedrooms (with the potential to make an easy fourth) all with great natural sunlight and tons of closet space, 2.5 new custom bathrooms (with heated floors in the primary bath and a soaking tub), a new chef's dream eat-in kitchen with high-end state of the art appliances and custom cabinetry, 2 fireplaces, hardwood white oak flooring throughout, 3 car garage, temperature-controlled wine cellare that holds 1500 bottles, generator and the list goes on. The half-acre lot features a professionally landscaped yard and a fantastic deck and patio that are ideal for outdoor entertainment. Close to train, school, parks, Southport shopping, dining and beaches. This home is the perfect blend of elegance, warmth and tranquility, coupled with its Southport location make this a must see at the top of your list!

Discover the charm of 332 South Street, Fairfield's hidden gem! This meticulously crafted home offers modern elegance and timeless appeal. With spacious interiors, top-notch amenities, and a prime location, it's the perfect blend of luxury and convenience. Make 332 South Street your sanctuary - where comfort meets sophistication. Your dream home awaits! Fabulous location close to town, beach, train, par 3 golf course, the best of Fairfield dining and shopping.

Fairfield beach area cozy retreat. Bright and breezy beach cottage, walk to South Pine Creek beach, golf course or Fairfield indoor/outdoor tennis club. Newly renovated, cozy home in a friendly, quiet residential neighborhood. Relax on the fenced back yard, on the lounge chairs or take a walk outside under the stars. Furnished. Lease term is from September 1st to May 31st. Yearly lease amount will be increased to 8,000 per month for months of June, July and August. Also available furnished to Fairfield University students for 2023-2024 or 2024-2025 school year. 6 individual bedrooms and 2 full baths. September 1st to May 31st rental term.

One of four units for sale at the most unique development in Fairfield; Pine Creek Beach Tonwnhomes! The complex sits on over 1.1 acres of land, all of which backs up to beautiful and seemingly endless marshland. Over a 1/4 acre of backyard space per back unit, unheard of for new-construction in the Beach Area at this price!. Lower level offers a 2/3 car garage with Loggia and a flex space (parking, storage, ping-pong, TV). Loggia opens up to the back patio with natural gas fire-pit. Garage pre-wired for 2 electric car chargers. Heated mudroom walks up to main level which features a massive Eat-In-Kitchen. Thermidor Pro Appliance package, pantry, pot filler, giant island and more. The kitchen flows into the Family room with gas fireplace. Two extra rooms most likely to be used as a Dining Room and Den/Playroom. Family Room opens up to massive 250 sq. ft. covered porch with endless Marsh views. Second level has 4 bedrooms, 3 bathrooms, a Laundry Room and potential study nook. Primary w/ walk in closet and en suite bath including soaking tub with tiled walls and unbelievable sightlines. Guest bedroom w/ en-suite and 2 additional bedrooms serviced by a J&J bath. 3rd floor offers over 625 SF of additional living space. The Wet Bar & Full Bath make it great for entertaining, or as a guest suite for visiting friends and family. Optional 5th bedroom can be made on this floor. Walk to beach, walk to town. Walk the marsh! A truly one of a kind opportunity. Call for more information!