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26 Southport, CT 06890 Houses For Sale

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$1,595,000Est. Payment
4 Beds | 4 Baths | 2,806 Sqft

776 Pequot Avenue, Fairfield, CT 06890

House For Sale

Sited privately off the road, 776 Pequot is a beautifully restored treasure in the heart of Southport Village that rarely becomes available. This home is the definition of easy living with an ideal layout of an expansive first floor master suite, and three bedrooms on the 2nd level. As a bonus, there is bedroom (or the perfect office) and bath above the garage. So many architectural features in this home including a classic curved staircase leading to the second floor, oversized bay window in the living room, a turret housing a cozy second floor bedroom and plenty of charm throughout. Kitchen and bathrooms have been updated throughout so no need to lift a finger! The location is prime being a short stroll to the harbor, Southport Beach, village shops and the train. Village living at its best!

$729,000Est. Payment
3 Beds | 3 Baths | 1,997 Sqft

143 Hulls Highway, Fairfield, CT 06890

House For Sale

Total Renovation in 2017 in sought after Southport neighborhood boasts an Open Floor Plan Kitchen with white Shaker style cabinetry Carrera Marble Island with overhang for stools and Carerra counter tops stainless steel appliances and Gas Range. Sliding Glass doors lead to a fabulous 32' x 20' Patio and fenced backyard. 1st floor bedroom could be used as a Primary bedroom adjacent to newly remodeled Full Bath with Marble. Formal Dining Room with sliding Barn door completes the 1st floor. Full Dormered 2nd floor has hardwood floors in Master bedroom and 3rd bedroom both have New modern Full Bathrooms en suite. For more living space to entertain watch movies or home office there's a huge finished Lower Level with 2 newly finished rooms in the same high end quality as the Upstairs. Newly widened Driveway. New washer dryer extensive tree work done in backyard to allow sunlight in. Walk under 1 mi to Southport Train Southport Harbor Pequot Library Equinox Fitness center. A short 5 min ride to Southport and Sasco Beaches Par 3 Golf or Tennis Bubble. (Taxes based on new assessment may go down in July with new ml rate). Please remove shoes.

$2,595,000Est. Payment
3 Beds | 4 Baths | 3,942 Sqft

240 Harbor Road, Fairfield, CT 06890

House For Sale

Experience the life of luxury and simplicity at 240 Harbor Road. Located on the premier historic street in Southport Village, this home was completed in 2000 offering all of today's amenities that one would look for in a turn-key home; elevator accessing all 3 floors, open concept kitchen into family room, oversized master suite with spa-like bathroom and expansive walk-in closet, 2 car attached garage (not easy to find in the Village), and so much more. The entrance features a grand spiral staircase open to all 3 floors of living space. But, the optionality of the elevator makes life easy! Kitchen and bathrooms are designed with the classic aesthetic with white marble and tiling that today's buyers covet. The expansive bluestone terrace off both the kitchen and sunroom offers the ideal entertaining space surrounded by specimen plantings and greenery, all while offering complete privacy. This unique home in the village is one that rarely becomes available. Don't miss this opportunity!

$715,000Est. Payment
4 Beds | 2 Baths | 2,048 Sqft

464 Mill Hill Road, Fairfield, CT 06890

House For Sale

Charm and timeless elegance are the hallmarks of this updated and pristine colonial home on a private, park-like setting in Southport. Here you'll find the home you've always dreamed of with a welcoming living room anchored by a wood-burning fireplace. Just off the living room is a private office space with a built-in desk and shelves, perfect for working at home. Also, accessed from the living room (and office) is a stunning sunroom which is the perfect place to entertain family and friends, or just sit, read, and relax at home. The eat-in kitchen features a 36" gas range, and a large granite island. The deck, constructed of Trex for easy maintenance, is accessible through the kitchen, perfect for grilling on summer nights. An open staircase leads to a generous upstairs with ample storage. The spacious master bedroom has a walk-in, custom closet. There are 2 additional bedrooms upstairs, plus the 4th bedroom which could be a great second office space. All bathrooms in the home are updated. Plenty of storage in a large attic. In the lower level, there are 2 independent garage spaces as well as a gym/recreation space and laundry with utility sink and extra service bathroom. This home is located on a small private road which is a wonderful place to walk your dog, learn to ride a bike, or simply take in the beauty of the neighborhood. Easy access to town, the beaches, and train station.

$35,000
Open 1/24
$875,000Est. Payment
4 Beds | 3 Baths | 3,640 Sqft

770 Cedar Brook Road, Fairfield, CT 06890

House For Sale

Welcome to Southport and the home youve waited for. Fabulous private cul de sac of 4 homes off coveted Cedar Road. A classic Colonial maintained to absolute perfection, this home offers formal and casual spaces with gorgeous natural views out every window. A gracious entry foyer leads to wonderful entertaining spaces; front to back formal living room with bay window and fireplace and dining room with matching bay window. Gleaming hardwood floors throughout! The eat in kitchen offers expansive granite countertops, stainless steel appliances, and is open to the spacious family room with vaulted, beamed ceiling, and anchored by a wood burning fireplace with raised hearth. This gathering place moves outside easily with new sliders to the private, scenic backyard deck. Upstairs are 4 generous, sun lit bedrooms with big closets and hardwood floors under carpet. The master suite is front to back, including full bath with double sinks and large walk in closet. The walk out finished basement is a game changer! Super spacious, with high ceilings and sliders to the park like back yard.with tranquil brook. New furnace and AC! Absolutely meticulous and ready for its next chapter. 7 minutes to Southport Metro North,Fairfield Center,where fine and casual dining, shops, and entertainment abounds and I-95. 5 Beaches on Long Island Sound within 15 minutes. Award winning schools. Dont miss it! Subject to owner finding suitable housing.

$2,495,000Est. Payment
3 Beds | 4 Baths | 3,741 Sqft

160 Rose Hill Road, Fairfield, CT 06890

House For Sale

With a most coveted location in the heart of Southport Village, this striking 3-4 bedroom, 3.5-bath Georgian-style home combines the beauty and solitude of a sophisticated getaway with the convenience of living steps to the harbor, train, shops and restaurants. Completely renovated to the highest standards in 2009 and impeccably maintained since, this one-of-a-kind home is the gem of its coastal neighborhood, offering unlimited potential to host and embrace the Southport lifestyle. Inside the entryway, the two-story foyer with an elegant oak staircase is flanked by a formal living room with a beautiful fireplace and a formal dining room currently used as a spacious office. Further down the hall sits a comfortable family room with another fireplace and easy access to the large terrace through a pair of classic French doors. The professional kitchen opens up to a gazebo-like sunroom with views of the professionally landscaped yard, w/ plenty of privacy. A large playroom room with a full bath sits past a butlers pantry and could easily be converted to an in-law suite. Upstairs is a spacious master bedroom with an en-suite bath (with radiant heat floors, steam shower, and views of the Long Island Sound), two guest bedrooms, a full guest bathroom, and a library. The property benefits from an attached climate-controlled three-car garage and full basement. Lutron lights, multi-zoned HVAC, and irrigation systems are all WiFi controlled. Perfection all around!

$100,000
$1,400,000Est. Payment
5 Beds | 4 Baths | 5,985 Sqft

233 High Meadow Road, Fairfield, CT 06890

House For Sale

This classic 5 BR Colonial set back on a private lane in Southport truly has it all! Enjoy 1.5 acres of serenity while being just minutes to train, town, schools and all of Fairfield's finest amenities. This breathtaking home offers a quiet, convenient private oasis. The welcoming 2 story foyer flows into Living Room that is flooded with natural light and complete w/ fireplace & French doors leading to a private Home Office w/ built-ins & lovely views. Entertaining is a breeze in the spacious formal Dining room. A beautiful chef's Kitchen offers every high end appliance, natural stone island w/ seating & a sunny breakfast nook. The best feature of the home is that the Kitchen flows perfectly into the spacious Family Room w/ vaulted ceiling & second fireplace. Glass doors lead to large deck overlooking the pool & breathtaking gardens. The spacious Master Suite with a spa like Master Bath w/soaking tub and 3 walk in closets. The Second Level also boasts gorgeous views of the long island sound, as well as 4 additional spacious bedrooms, one with an private bathroom & a shared hall bath w/ double vanity. Custom shutters on every second level window. Endless possibilities in the walk out lower level: in-law, theater, playroom. In-ground Gunite pool w/cascading spa & exquisite landscaping creates your own private resort including a luxurious outdoor shower. Two car garage & large storage shed. Full house generator, irrigation system. The lifestyle you have always dreamed of awaits!

$1,350,000Est. Payment
5 Beds | 4 Baths | 3,544 Sqft

169 Carriage Drive, Fairfield, CT 06890

House For Sale

Nestled at the end of this highly coveted Southport cul-de-sac sits a charming, farm house style colonial with stunning in-ground pool. The very smartly designed, open kitchen/family room with large center island also features vaulted ceilings. abundant cabinetry and a beautiful natural stone fireplace truly an amazing space! Main level playroom could alternatively be a home office that includes a fireplace for those winter work days. Living room, dining room and perfectly placed mudroom/laundry room finish out this beautifully flowing floor plan. Head upstairs to the 5 bedrooms - some with distant views of Long Island Sound. The en-suite master bedroom is light, bright and spacious with plenty of room for a sitting area. Step out back into your own very private oasis with a yard that is large, flat and also abuts protected open space offering additional privacy to enjoy the in-ground/lighted pool. Bonus - newly built outdoor shower with dressing area! This home, this location, this opportunity is unrivaled. Nestled at the end of this highly coveted Southport cul-de-sac sits a charming, farm house style colonial with stunning in-ground pool. The very smartly designed, open kitchen/family room with large center island also features vaulted ceilings. abundant cabinetry and a beautiful natural stone fireplace truly an amazing space! Main level playroom could alternatively be a home office that includes a fireplace for those winter work days. Living room, dining room and perfectly placed mudroom/laundry room finish out this beautifully flowing floor plan. Head upstairs to the 5 bedrooms - some with distant views of Long Island Sound. The en-suite master bedroom is light, bright and spacious with plenty of room for a sitting area. Step out back into your own very private oasis with a yard that is large, flat and also abuts protected open space offering additional privacy to enjoy the in-ground/lighted pool. Bonus - newly built outdoor shower with dressing area! This ho

$16,000
$799,000Est. Payment
3 Beds | 3 Baths | 2,872 Sqft

155 Woodrow Avenue, Fairfield, CT 06890

House For Sale

Turn key home in the heart of Southport! Unbeatable location with quick access to highways, train, beaches, and downtown. Beautiful 2019 built colonial on quiet residential street with 3 bedrooms (possibly fourth) and 2.5 baths. Amazing detail with hardwood floors throughout, open concept floor plan, high ceilings, Bosch appliances, Nest thermostats, tankless hot water system, and security system. Inviting front porch leads into open foyer and mud room with built ins. Downstairs powder room, open living room with gas fireplace and custom built mantle. Gourmet kitchen with island, new cabinets and stone countertops is open to a dining room area and french doors leading to a stone patio with built in gas grill. Easy to maintain yard with fire pit and natural rock wall feature, nicely landscaped grass area with boxwoods and a variety of flower beds. Master bedroom suite has a modern luxury bath and large his and her closets. 2 additional bedrooms have great storage and share a full hall bath with double vanity. Upstairs dedicated laundry room with Electrolux washer and dryer. Lower level has unlimited possibilities, fully finished with luxury vinyl tile floors, and a separate office/play room/fourth bedroom along with plenty of storage. Less than a mile to I-95 and Southport train station, short ride to downtown Post Rd Fairfield and Fairfield train station. Award winning Mill Hill school and just 50 miles to NYC. Anything you may be looking for this house has it!

$2,289,000Est. Payment
5 Beds | 6 Baths | 4,500 Sqft

108 Southport Terrace, Fairfield, CT 06890

House For Sale

Distinctive New Construction with YOUR HEALTH IN MIND in Southport's PRIVATE Community. Views of Long Island Sound. Close to Train, Beaches, Southport Village and Fairfield Center.Custom designed plans with 5 or 6 bedrooms, 5 baths, 9' ceilings, substantial trim work, high end appliances, marble baths, and built-ins. Open floor plan with formal dining room, Living room, Library, expansive kitchen open to family room, butlers pantry.Gorgeous layout leading to the private and serene 1.12 acre backyard. Master bedroom with balcony, fireplace, his & her walk-in closets. Impeccable fit and finishes throughout. Leveled 1.12acre property with premium views. One of a kind home which offers Multi Generation Living by respected local builders.OPTIONAL Finished lower level, 3rd floor, pool and healthy alternatives. Use our many plans or design your own with the guidance of our designers at NO COST. PHOTOS DEPICTS BUILDER'S PRIOR PROJECTS.

$519,000Est. Payment
3 Beds | 2 Baths | 1,414 Sqft

592 Center Street, Fairfield, CT 06890

House For Sale

All fixed up & ready to transfer this sweet Colonial Cape has been lovingly fixed up by a young couple during their first 5 years of marriage!! Set on an oversized village lot of .26 acre with a white picket fence added last year & window boxes to further adorn the landscape there is also the plus of a 2 car garage!! As you enter through a handsome front door a traditional layout greets you with sparkling hardwood floors. The classic Living Room features a wood burning fireplace with handsome mantel & surround centered on the outside wall. Newish windows let an abundance of natural light stream throughout. The Family Room/Den is adjacent & has a full bath with large stall shower. The traditional Dining Room is on the other side of the entrance with built-in corner cabinet. The owners have opened one wall from the adjacent new kitchen allowing for an open welcoming hospitable feeling! The kitchen has its own side door entrance from the yard & driveway areas just steps from the large garage. The appliances include a natural gas stove top range/oven large double door refrigerator/freezer microwave dishwasher & the so very clean look of quartz counter tops! From the kitchen a flight of stairs goes to the full basement with steps out to the patio & fenced yard. The second floor has an ample sized Master Bedroom with 3 closets stairs up to a floored attic; 2 additional bedrooms & a Hall Bathroom with tub/shower. It truly is a happy house to call "home sweet home"!!

$2,250,000Est. Payment
5 Beds | 4 Baths | 3,498 Sqft

350 Harbor Road, Fairfield, CT 06890

House For Sale

Come home to a classic 1930s colonial by celebrated architect Cameron Clark, completely renovated in 2020 to create a modern oasis. A fresh, open floor plan includes a new gourmet kitchen and bright and light living spaces. Relax on the bluestone terrace or three-season sun porch overlooking just under two beautifully-landscaped, park-like acres. Poised in the heart of Southport Village, discover life in one of Connecticut's most desirable coastal neighborhoods, steps from charming shops, restaurants, train and harbor. Room for a pool, tennis court, guest house or expansion to complete your retreat!Antique barn on the property "as is".

$2,500,000Est. Payment
5 Beds | 6 Baths | 5,605 Sqft

1160 Pequot Avenue, Fairfield, CT 06890

House For Sale

A light-filled home in scenic, coastal Southport designed for generations to share. A classic California design in New England. French doors open to four plant filled terraces for outdoor enjoyment. Secluded grotto with stone pool and spa nestles into a romantic garden accessed from both living room and master wing. The original core a barn steeped with historical provenance. The architecture has been enhanced over time to include five fireplaces, five bedrooms, 5.5 baths. Two gas fireplaces in the Living room present a glamorous ambiance for entertaining, dining and open flow to the intimate pool patio. Eat in kitchen connects with a relaxed family sunroom adjoining a front terrace for casual meals. The first-floor wing hosts a private suite with Master Bedroom, dual walk-in closets, marble bath with jacuzzi, sitting room/office, each with gas fireplace. The master hallway continues to a large library/family room with wet bar and full bath, exterior entrance plus separate door to pool. Bright bedroom space above offers potential for inclusive use as an in-law suite. Other special features include a sparkling 3rd level tower with windows on all four walls. Experience as a meditative yoga room or artistic retreat with views of the sound. Two first floor stairways lead to Family, Guest bedrooms and baths. Steps to Southport Beach and a casual stroll to Pequot Library, Metro North and Southport Harbor.

$5,600,000Est. Payment
6 Beds | 7 Baths | 5,044 Sqft

1252 Pequot Avenue, Fairfield, CT 06890

House For Sale

Rare opportunity to live in historic Southport on 2 very private acres overlooking Long Island Sound, just steps to the beach. A circular carriage driveway leads to a quintessential 1929 colonial set majestically on the broad lawn. This gracious home was designed and built for relaxed beachside living and entertaining; featuring a classic layout with many updates including a live-in kitchen where the family will hang out and enjoy more than meals together. There are Long Island Sound views from nearly every room including the master bedroom with a private, awning covered deck - where you can escape your busy household and take in the view, sunshine and lovely ocean breezes. A great covered porch looks out to the pool that is tucked into a one of the beautiful gardens with equally spectacular views. A short stroll to historic Southport Village and Harbor, this property sits among Southport's most elegant estate homes. If a vintage home is not your preference, this 2 acre property offers an unusual opportunity to build your dream coastal CT home.

$2,895,000Est. Payment
6 Beds | 6 Baths | 5,457 Sqft

14 Willow Street, Fairfield, CT 06890

House For Sale

Village living at its best! The Lot Bulkley House is one of Southports most iconic homes. This charming circa 1830 Captainshouse has undergone a recent extensive renovation and addition which includes a new guest suite, family room, office and mudroom. The entire first floor renovation included a new kitchen, and opening walls to create an adjoining family room. Aplay room was also added to the lower level. The house now has 6 bedrooms, 4 full baths and 2 half baths. There is a wonderful private yard with room for a pool. Stroll to the harbor, village shops, beach and train.

$701,000
$7,999,000Est. Payment
4 Beds | 6 Baths | 7,255 Sqft

297 Harbor Road, Fairfield, CT 06890

House For Sale

Incomparably set on nearly an acre of uniquely curved direct waterfront property with 188+/- feet of frontage with a dock, this magnificent home has breathtaking vistas of Southport Harbor, Long Island Sound & the Country Club of Fairfield. Masterful landscaping & siting afford rare privacy. The refined, timeless design of this seaside treasure bridges the historical character for which Southport is reknown, with the comfort, advanced engineering & abundant luxury of recent construction. Custom built for Jack Welch, late CEO of General Electric, crafted by the Tallman Building Co., with published interiors resulting in an iconic expression of modern splendor. Uninterrupted water views await upon entry. The expansive gallery passes by a plush library/screening rm w/fpl, extensive built-ins & private bar, leading to an incredible Great Room, w/ tall French doors to the first of several waterside terraces. Recently remodeled, the kitchen is a showpiece w/fine stone, Sub Zero & Wolf appliances, abundant pantry space. The adjacent DR has full water views. The entire 2nd lvl is a spectacular master suite w/panoramic vistas from the office, sitting rm w/fpl, BR w/balcony, magnificent bath & plush dressing areas. The remaining 5-star BR suites are each set privately. Above-grade garden level has a large wine cellar, gym/recreation space w/full water views, French doors to terrace w/gunite spa. Full house generator, Crestron controls. Walk to dining, Equinox, shops, yacht club & more.

$259,000
$4,200,000Est. Payment
4 Beds | 5 Baths | 5,699 Sqft

98 Banks Place, Fairfield, CT 06890

House For Sale

Banks Place Farm a rare find in the heart of Southport Village. This 1835 Greek Revival home has been meticulously restored renovated and expanded is a study in refined craftsmanship bespoke elegance and modern amenities. Private 5.4 acres with a classic red barn is home to native gardens an apple orchard and natural stone walkways. Multiple living spaces offer flexibility for today's needs. Cooking and design work in tandem and is celebrated in the kitchen and dining room addition. Custom cabinetry multiple workspaces and top of the line appliances complement this ultimate gourmet kitchen. The great room with soaring ceilings provides room for everyone to relax share and connect. An ultimate Work-From-Home office is easily converted to a guest room with custom hidden Murphy beds. New master suite has a quiet simplicity with tall ceilings a dressing suite and master bath that blends up to date luxury with historic charm. Bedrooms one and two share a large new hall bath. New third bedroom suite has sweeping views of property. A hinged bookcase in the second floor hallway hides hidden stairs to the third floor. Extensive renovations include the use of the latest technologies for all new electrical and plumbing geothermal wells for heat/ac and heated stone flooring. Historic details were lovingly restored and copied and considered in the choices for new siding roof flooring windows and doors. Close to beach village center harbor library and train station!

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