1,455 properties for sale in Southport, Fairfield town Fairfield County Connecticut

Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake a setting that feels worlds away, yet sits just one hour from Manhattan.Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams a rare marriage of architectural integrity and contemporary refinement. The result is a home that feels both timeless and entirely of the moment.The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house complete with full bath, wet bar, and huge fireplace create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering.Outside, the grounds have been as thoughtfully curated as the interiors:Reference: 3

Fully Renovated and Move-In Ready! Every inch of this exceptional home has just been beautifully renovated, including fresh interior paint throughout, stunning new bathrooms, a luxurious primary bath, and a brand-new finished lower level. Best of all, every bedroom features its own private full bathroom, offering comfort and privacy for family and guests alike. From the moment you step into the picture-perfect entry hall, you'll feel at home. The sun-filled living and dining rooms are anchored by a cozy fireplace, while the charming sunroom with its own fireplace overlooks the stone patio and expansive private backyard with mature plantings, stone walls and exposed rock, the kitchen is warm, inviting, and ideal for everyday living or entertaining. A flexible main-level room, perfect as a home office, den, guest suite, or in-law space, leads to a spacious family room featuring custom oak shelving, abundant storage, a private entrance, and an adjacent bath. A convenient laundry room with

Welcome to River View Terrace. desirable well maintained association in a highly convenient location right on the Stamford/Darien border. This ground floor 2BD condo is an excellent choice for anyone who enjoys easy private and secure access to their home but also seeks the convenience of one car garage, an oversized storage and a beautiful seasonal in ground pool in a nice serene location to enjoy the hot summer days. This is a fully updated unit with a beautiful open floor plan and a luxurious feel. Both bedrooms are spacious and provide excellent closet space. The laundry is in the unit and the washer is new. Beautiful open chef's kitchen with generous size cabinets, quartz countertops, deep farmer's sink and all SS appliances including new refrigerator allows for easy entertaining both indoor and on the lovely recently redone deck right off the living room. In the winter enjoy the cozy wood burning fireplace. Hardwood floors throughout, ceiling fans and beautiful new light fixtures

Set on one of North Stamford's most sought-after lanes, this beautifully refreshed New England Colonial blends timeless elegance with modern functionality, offering an ideal layout for today's lifestyle. A sun-filled, open floor plan welcomes you with a spacious living room that flows seamlessly into the formal dining room-perfect for both everyday living and entertaining. The eat-in kitchen features all new SS appliances, including a washer and dryer, and opens to a warm and inviting family room complete with custom built-ins and a fireplace. A separate sunroom, framed by French doors, leads to a rear deck and private flagstone patio-creating a perfect indoor-outdoor connection. Flexible spaces throughout the home offer endless possibilities for a home office, sitting room, or playroom. Upstairs, the expansive primary suite provides a true retreat, featuring an en-suite bath, a large exercise or sitting room, multiple closets, vaulted ceilings, and oversized windows that flood the spa

Spacious Colonial set on a serene and private 1.5-acre property with breathtaking sunset views. Offering incredible flexibility and endless potential, this expansive home features 5 bedrooms, 3 full baths, and a separate second kitchen ideal for extended family or possible in-law accommodations. A massive walk-out basement provides abundant storage and the opportunity to create additional finished living space. The main level showcases a generously sized eat-in kitchen with center island and stainless steel appliances, a sun-filled living room with hardwood floors and a wood-burning fireplace, plus a charming screened porch perfect for relaxing or entertaining. Also on the first floor are a spacious bedroom with adjoining full bath that can serve as a primary suite, two additional bedrooms with hardwood flooring, and a second full bath. The second level offers its own oversized kitchen, a large primary bedroom, fifth bedroom, and a full bath - creating excellent potential for multi-gen

PRICE IMPROVEMENT! Nestled on a quiet cul-de-sac in desirable Lower North Stamford, this beautifully maintained 3-bed 2.5-bath Colonial offers the perfect balance of privacy and convenience. Peaceful setting just minutes from shopping, restaurants, and the Stamford Museum and Nature Center. A bright, sun-filled foyer welcomes you into a spacious floor plan designed for comfortable everyday living. The main level features a generous living room, formal dining room, private home office/guest space, and an eat-in kitchen w/granite countertops, stainless steel appliances, and sliding glass doors leading to a spacious deck overlooking the level, fully fenced backyard. Just a few steps up, the impressive 13' x 24' family room is the heart of the home, featuring vaulted ceilings, skylights, a cozy wood-burning fireplace, and a charming Juliet balcony. The finished lower level provides additional living space/guest area, perfect for a recreation room, media room, fitness area, or home office,

Welcome to The Benjamin Weed House, a distinguished and storied estate set across 3.5 exquisite acres-where historic provenance meets refined modern living. Expanded and meticulously curated over time, this exceptional five-bed, four-bath residence offers a rare blend of architectural integrity and contemporary sophistication. Inside, soaring ceilings, wide-plank hardwood floors, and masterful craftsmanship create an atmosphere of understated elegance. The chef's kitchen is both functional and beautiful, appointed with a Sub-Zero refrigerator, Wolf cooktop, granite countertops, and an expansive dining area designed for effortless entertaining. The grounds are nothing short of extraordinary-evoking the romance of an English country garden with fountain, mature specimen plantings, hydrangeas, and peonies woven throughout the landscape. A collection of thoughtfully designed outdoor amenities elevates the estate to a private retreat: a newly constructed post-and-beam barn in pine and cedar

Experience refined luxury living at The Classic, one of downtown Stamford's most prestigious high-rise residences. This fully remodeled 1BR 1BA condominium blends sophisticated design with exceptional convenience, creating the perfect urban retreat. The elegant doorman building welcomes residents with a beautifully appointed lobby. Inside, the sun-drenched unit showcases brand-new designer flooring, crown molding, designer finishes, and an inviting open-concept living and dining area that extends seamlessly to a private balcony. The stunning chef-inspired kitchen has been thoughtfully reimagined with quartz countertops, gray shaker cabinetry, premium stainless steel appliances, a stylish tile backsplash, gas cooking, and breakfast bar seating. The spacious primary bedroom offers private balcony access, a generous walk-in closett, while the beautifully updated bath features a storage vanity and tub/shower combination. Residents enjoy an impressive collection of resort-style amenities, i

Nestled on a quiet cul-de-sac in Stamford's desirable Newfield neighborhood, this well-maintained raised ranch offers space, comfort, and privacy. Featuring 4 bedrooms and 3 full baths, the home boasts hardwood floors throughout much of the main level and two fireplaces that add warmth and character. The spacious layout includes a renovated primary bathroom and generously sized rooms filled with natural light. Step outside to an oversized deck perfect for entertaining, outdoor dining, or simply relaxing in a peaceful setting. A private side yard provides additional outdoor space for recreation and enjoyment. The lower level offers excellent flexibility with a family room and large storage room adjacent to the garage that presents an exciting opportunity for future expansion, home office space, gym, or recreation room. Conveniently located near shopping, restaurants, parks, and commuter routes, this move-in-ready home combines a sought-after neighborhood setting with exceptional potenti

Wonderful Lake front contemporary providing for the ultimate in entertaining with spectacular views from the living room, kitchen and family room. The secluded property provides a private sanctuary for the ultimate in privacy. The primary suite has a full bath with tub and separate shower, two walk-in closets a cathedral ceiling and glass sliders to a private deck overlooking the vast lake. The main level has two additional bedrooms. The lower level features an additional bedroom and office/family room with adjacent full bath. The laundry/utility room provides shelving for ample storage. The oversized 2-car garage accommodates two possibly three smaller cars and much storage. Don't miss this opportunity schedule a viewing today

Welcome to Easy, Open-Concept Living! Discover the perfect blend of comfort and convenience in this bright one-bedroom condo on Crescent Street. Featuring an inviting open floor plan, this unit is ready for you to add your personal touch and make it truly your own. Natural light floods the living room and bedroom through a glass slider that opens to a shared balcony-your ideal spot for morning coffee or evening relaxation. The airy atmosphere creates a welcoming retreat you'll love coming home to. Designated parking spot in the covered carport, plus additional visitor parking. Walking distance to restaurants and parks. Easy access to I95 and a short commute to NYC-perfect for professionals or anyone seeking city accessibility with suburban comfort. This condo offers an excellent opportunity for first-time buyers, downsizers, or investors. Don't miss your chance to own this move-in ready gem in a fantastic location!

This immaculate, well maintained Colonial features brand new Central AC, Whole House Generator, Newer Boiler, City Water and is located on a quiet, unique lot in the perfect North Stamford neighborhood. The Main level boasts a generously sized living room, family room, eat-in kitchen with walk out deck, formal dining room, powder room, and sunroom. With 5 bedrooms on the upper level there is room for family, guests and office space. Finished lower level offers many possibilities with a large open space for play area, game room or second family room, a separate room for office, and plenty of storage. Backyard has potential for a 30' x 80' cleared yard or tiered, multi-level yard- inquire with agent. Convenient to transportation, the Merritt Parkway, shopping, parks, Pound Ridge, Scotts Corners, and Bedford. Don't miss this opportunity to own a rare gem!

Beautiful European inspired colonial close to shopping, Merritt and easy commute to NYC, yet on quiet cul-de-sac with feel of back country. Entire home completely renovated and expanded 2004-2010. Large bright eat-in kitchen with top-of-the-line appliances. Living room with stone fireplace. Primary suite has vaulted ceiling, fireplace and spa-like bath. Room above garage with separate entrance, full bath and kitchenette perfect for in-law, nanny suite, home office. Finished family room in walk-out basement with wet bar and half bath adds 700 sq, ft. Efficient radiant heat system with separate zone for each room, extends to patio and front stairs. Modern smart home technology throughout home including unified multi-room audio/video theater system. High speed fiber internet and Cat5e/Cat6 ethernet connection in every room. Hardwired whole house alarm system with radio back-up. Professional grade surveillance system with secure remote access. Beautiful landscaping and extensive stonework

HIGHEST AND BEST REQUESTED BY 8PM ON TUESDAY 6/30. THANK YOU! Just in time for SUMMER, there is a SPARKLING POOL and communal grills on the beautiful grounds of Candlelight Terrace. COMPLETELY UPDATED 3 bed, 2 bath condo in Candlelight Terrace. Centrally located in the heart of Stamford and within walking distance to Bull's Head, Ridgeway Shopping Center, and Scalzi Park. Not only has the condo been completely updated with a NEW KITCHEN, NEW BATHS, and FRESHLY PAINTED throughout with laminate flooring; it is nice and bright with great views of the park-like property and the adjacent river. The primary bedroom has an ensuite bath and walk-in closet. The other two bedrooms share the second full bath with a tub. There is also in-unit laundry and a storage unit in the building. Heat and hot water included in the HOA. Plus, access to the deck is right off the main living area allowing for enjoyment of the beautiful grounds. This condo in Candlelight Terrace is a beautiful place to live!

Tucked into a serene, nature-filled setting, this beautifully updated contemporary ranch offers the ease of true one level living paired with an open, airy layout designed for today's lifestyle. Sunlight pours through newer windows, illuminating the expansive living spaces and creating a warm, inviting atmosphere throughout. At the heart of the home, the stylish kitchen seamlessly connects to the surrounding oversized living, dining, and family rooms, offering the perfect flow for both everyday living and effortless entertaining. Walls of glass and easy access to the spacious deck invite the outdoors in, overlooking beautifully landscaped grounds framed by mature trees and natural beauty. The private primary suite w/ large walk in closet and en-suite bath feels like a peaceful retreat, surrounded by tranquil views and abundant natural light. Two additional bedrooms complete the main level. The thoughtfully finished lower level expands the home's versatility w/ a full bath w/heated floo

Set atop a long, private drive, this stunning contemporary home offers tranquility in bucolic North Stamford. Featuring a dramatic two-story entry and zen-like ambience, this home is designed for both everyday comfort and memorable entertaining. The sunken living room and great room sit side-by-side, each with soaring vaulted ceilings, striking stone fireplaces, and sliders opening to an oversized deck-perfect for easy indoor-outdoor living. The formal dining room easily accommodates large gatherings, while the spacious eat-in kitchen includes a breakfast bar, another slider to the deck, and convenient access to the laundry room and two-car garage. The main level boasts a generous primary suite with views of the landscaped grounds and a marble-appointed bath with soaking tub and separate shower. Also on the main level are two additional bedrooms with hardwood floors, a full hall bath, and two half baths. Upstairs, you'll find a large fourth bedroom with a walk-in closet, a skylit bonus

One of the largest and most desirable floor plans at The Metropolitan, this impressive 1,530 sq ft residence offers exceptional space, flexibility, and value. Common charges include delivery of heat and central air, hot water, cooking gas, concierge service, fitness center, and building amenities. The building has recently completed significant improvements, all fully paid with no current assessments. This sophisticated 2-bedroom plus oversized den/home office features an expansive layout ideal for everyday living and entertaining, including a sun-filled living room, spacious dining area, and large bonus room perfect for a home office, guest space, or media room. Soaring 10'10 ceilings and dramatic walls of windows create an open, airy feel while showcasing beautiful city views and spectacular sunsets. The chef's kitchen features granite countertops and premium appliances including a Sub-Zero refrigerator, Wolf gas range, and Bosch dishwasher. The spacious primary suite offers a walk-i

Your first impression! A long dramatic driveway welcomes you to an entrance framed by professionally designed landscaping. The peaceful and impressive setting, with an expanded driveway area, provides abundant parking for family and guests. Originally enhanced with thoughtful additions, the home now features a spacious layout, designed for modern living. A bright first-floor office provides ideal work-from-home flexibility, while the enlarged kitchen offers improved flow and functionality for everyday living. Above the garage, a stunning primary suite addition creates a private retreat. This spacious sanctuary includes a beautiful bathroom, generous sleeping area and exceptional closet space-delivering the comfort and style today's buyers seek. Throughout the home, an abundance of skylight fills the interior with natural light, creating a bright and airy atmosphere rarely found in colonial-style homes. The current owners chose to use the original living room as their dining room, but o

Tucked away on a quiet, tree-lined street in North Stamford, this charming split-level home sits on a private 1.29-acre lot with mature landscaping that provides exceptional beauty and seclusion. Offering approximately 3,088+ square feet of living space, the home features four bedrooms and three bathrooms with a flexible layout perfect for today's lifestyles. The upper level includes a spacious primary bedroom suite with sitting area and two additional bedrooms. The main level offers a bright living room, formal dining room, large eat-in kitchen, and oversized family room with fireplace and wet bar that opens to a generous deck. The finished lower level adds a versatile suite and extra bedroom, ideal as a guest space or second primary option, along with a two-car garage and laundry area. Outside, enjoy the outdoor kitchen, gunite in-ground pool surrounded by a spacious bluestone patio, and a whimsical hidden treehouse tucked in the wooded backyard. This private oasis combines resort-st

Quiet oasis with Mid-City convenience! Welcome to this spacious, airy 2-bedroom, 2.5-bath townhome in the coveted, gated Chesterfield II community-where comfort, convenience, and lifestyle meet seamlessly. Designed for everyday living and entertaining, the open-concept layout features a dining room and living room with a cozy fireplace and sliders to a private deck surrounded by mature trees - both rooms showcase beautiful hardwood floors. The refreshed kitchen, is complete with granite countertops, great storage, and updated stainless steel appliances. Upstairs, the primary bedroom is a true standout, boasting a dramatic vaulted ceiling with a skylight and ceiling fan, plus a private en-suite bath with marble tile, a jetted tub, a separate shower, and a double granite vanity. The second spacious bedroom offers 2 deep closets and convenient dual entry to the full bath from both the bedroom and hallway. Just above, a versatile, freshly carpeted loft offers the flexibility to serve as a

Welcome to this beautifully maintained end-unit townhouse in the desirable Chesterfield community. Offering approximately 1,550 sq. ft. above grade plus a finished lower level, this home combines comfort, flexibility, and an unbeatable location. The open-concept living and dining area features hardwood floors, a cozy fireplace, and sliding doors leading to a private deck with peaceful, wooded views. The end-unit location provides added privacy and abundant natural light. Upstairs you'll find a spacious primary suite, a generous second bedroom, and a versatile loft with two large closets-ideal for a home office, guest area, or flex space. The finished lower level offers additional living space perfect for a recreation room, playroom, gym, office, or storage. Recent updates include newer refrigerator, dishwasher, washer and dryer, updated HVAC components, a new garage door with Genie opener, and a new garbage disposal. Enjoy an attached one-car garage, private driveway, additional parkin

To give all interested parties an opportunity to submit an offer, the sellers have established an offer deadline of Monday, July 13 at 2:00 p.m. Please submit all offers by the deadline. Situated on lush level property in one of North Stamford's most picturesque neighborhoods, this spacious Colonial offers a flexible layout with generous living spaces throughout. The home features four bedrooms and two and a half baths. A welcoming eat-in kitchen with center island and breakfast nook opens directly to a bright family room, where walls of windows surround the French doors leading to the covered deck with Brazilian cherry flooring and skylights, creating an inviting space for everyday living and entertaining. The dining room opens to the covered deck through French doors, creating a seamless indoor-outdoor flow. The living room with fireplace features oversized windows overlooking the backyard, providing an additional gathering space with beautiful views. The upper-level primary suite in

Tucked away on a private, serene wooded setting in sought-after South Wilton, this beautifully updated home offers the perfect blend of tranquility and convenience. Enjoy the peaceful sounds of a babbling brook while being just minutes to the train to NYC, major highways, top-rated schools, Wilton Center shopping, and dining. Set on just shy of an acre, the home features a brand-new renovated kitchen, updated bathrooms, hardwood floors, new stainless steel appliances, a spacious primary suite with walk-in closet, and a huge two-car garage. A rare opportunity to enjoy blissful privacy surrounded by nature without sacrificing commuter convenience. Location, location, location.Reference: 36112 HHT2759139Key Features3 Bathroom(s)2076 SqFt.0.91 Acres2-Car GarageBuilt in 1965Adult Community: NoWaterfront: YesPool: NoView: No Ref: 36112-HHT2759139

Welcome to an exceptional Newfield residence set on 1.57 level acres in a quiet, desirable setting. Fully renovated to the studs in 2014, with continued upgrades through 2025, this home showcases superb craftsmanship, refined millwork, and a no-expense-spared approach throughout. In 2021, a newly constructed two-car garage was added, featuring Penntek flooring and custom cabinetry. A temperature-controlled wine room with a mahogany glass door is seamlessly integrated into the home. The home is filled with natural light and offers a well-designed layout with seamless indoor-outdoor flow. A spacious Azek deck, accessible from both the kitchen and dining room, extends the living space outdoors. The primary suite features a tray ceiling, a well-designed bath, walk-in closet, and French doors opening to a private balcony. The lower level includes a versatile entertainment space, additional bedroom, and full bath, with direct access to the backyard. A whole-house generator provides year-rouR

Vintage Charm Meets Modern Living! This sunny Glenbrook Colonial blends classic character with today's updates and is ready to impress. The bright main level features hardwood floors, custom moldings, a cozy living room with wood-burning fireplace, formal dining room with bay window, and a modern kitchen with stainless steel appliances and pass-through window. A stylish half bath and heated front porch offer great year-round bonus space or a home office. Upstairs includes 3 spacious bedrooms, an updated full bath, and a walk-up attic with potential to finish. The large finished basement adds flexible living space with a kitchenette, laundry area, and room for a gym, office, or playroom. Outside, enjoy a low-maintenance patio, private backyard with mature plantings, privacy hedge, garden space, vinyl siding, efficient gas heat, and detached 1-car garage. Set on a quiet dead-end street and prime corner lot in desirable Glenbrook, just a short walk to the train, Hope Street shops/restaura