851 houses for sale in Waterside, Stamford town Fairfield County Connecticut

Three-level, 3-bedroom, 2.5-bathroom townhouse at Schooner Cove in Stamford, Connecticut - with a deeded garage, and partial water views from two private balconies.This townhouse at Schooner Cove delivers a rare marina lifestyle with low-maintenance living in one of Stamford's most sought-after waterfront communities. The open-concept main level combines kitchen, dining, and living areas around a wood-burning fireplace, with a private balcony off the living room offering water views. A second balcony off the primary bedroom extends outdoor living to the upper level, where vaulted ceilings enhance two of the three bedrooms.The layout includes 3 bedrooms, 2.5 bathrooms, and smart vertical flow across three floors. Two parking passes plus one visitor pass - three parking options total - supplement the deeded attached garage. HOA membership includes access to the community pool and clubhouse. Schooner Cove in Stamford's Shippan neighborhood sits minutes from West Beach, with convenient acc

INVESTORS and OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a multigenerational living arrangement. Inside, you'll find comfortable room sizes, plenty of natural light and versatile living areas. The inviting covered front porch adds charm and provides the perfect spot to sit and unwind. And don't overlook the generous backyard! There's plenty of outdoor space for entertaining, gardening, barbecues or simply relaxing, with mature landscaping providing a welcome sense of privacy. For investors, the combination of five bedrooms, four full baths, substantial living space and two units creates appealing rental possibilities in the Stamford market. For an owner-occ

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt and Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the sur

Welcome home to this spacious, bright and sunny townhouse offering a wonderful combination of comfort, flexibility, and convenience. The inviting floor plan features two generously sized bedrooms plus a versatile loft-perfect for a home office, guest space, den, or quiet retreat. Hardwood floors throughout most rooms add warmth and character, while abundant natural light creates a bright and welcoming atmosphere. The living and dining areas both feature sliders opening to the stone patio, making it easy to enjoy indoor-outdoor living, entertaining, or simply relaxing outside. Upstairs, the bedrooms each offer sliders to the balcony, bringing in even more natural light and providing additional outdoor space to enjoy. With plenty of storage throughout, this home offers both space and functionality. The well-maintained complex features attractive green spaces, an in-ground pool, and clubhouse-perfect for enjoying the warmer months. All this in a great location close to shopping, dining, t

Owner occupied for the past 50+ years. Front and rear entry for both units. Large eat in kitchens and large living rooms in both units. Kitchens each have access to covered decks with steps to the rear yard. First floor unit is owner occupied and has 2 bedrooms and one bath. Second floor unit has been occupied by the same tenant for 30+ years and has two bedrooms and one bath. Full basement with hatchway door. Baseboard and radiators fueled by oil, one boiler with two zones, one HWH, two electrical meters. Gas line to house for gas stove in first floor unit only. Long driveway and carport for good off street parking in rear of house. Level rear yard

The Ultimate Belltown Retreat Welcome home to 103 Ledge Lane! This stunningly refreshed 5-bedroom residence offers a rare combination of space, privacy, and modern updates in one of Stamford's most desirable pockets. Featuring a separate-entry floor plan ideal for guests or Multigenerational living, plus a beautifully manicured yard that opens to nature. With updated appliances including washer and dryer, New HVAC system, Separate climate controls for upstairs and downstairs, Brand new third floor loft -ideal for home office or Gym. Great set up for joint or extended family living. This home is move-in ready and waiting for its next chapter. Don't miss this unique opportunity for spacious living in a quiet, central location

Set along a quiet, serene in-town street, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick facade, steep gables, and dark-framed windows create a refined yet welcoming presence. Inside, soaring ceilings and abundant natural light fill generous living spaces, including a dramatic kitchen and family room that flow seamlessly to terraces and covered outdoor living overlooking 2.43 level acres, a gracious pool, and tennis court. A spectacular barn with an office, a half basketball court and golf simulator completes the grounds. Multiple finished levels, flexible layout, and impeccable detailing throughout make this a rare opportunity to own a newly built home of true architectural integrity and uncompromising finish

Beautifully updated 2bedroom, 1.5bath unit located in the rear of the complex offering privacy and easy access to visitor parking. This home features an updated kitchen and baths, hardwood floors throughout, and a large living room. Enjoy a new slider door leading to a private deck ideal for entertaining. Both bedrooms offer California Closets and comfortable space. Brand new improvements include refrigerator, appliances, washing machine, hot water heater, front door, and three window A/C units. Crown molding adds a refined touch, and the layout provides excellent storage. Prime location-walking distance to Newfield Shopping Center, minutes to Metro North, downtown Stamford, restaurants, shopping, and major commuter routes. Low HOA makes this a standout value in a highly convenient area. Welcome Home!

Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home gym, or entertaining space. The eat-in kitchen opens to a large deck overlooking a private, fully fenced backyard-perfect for outdoor dining, children, pets, and summer gatherings. Enjoy the convenience of sidewalks leading to Darien's train station, downtown shops, restaurants, parks, beaches, and the Darien YMCA with beach view just across the street, offering competitive swimming and outstanding gymnastic programs, nursery school and activities for all ages. Public transportation is nearby, and quick access to I-95 makes commuting a breeze. Move right in and experience the exceptional conve

Exceptional multi-family with 2 spacious three bed/one bath units a heartbeat away from Stamford's most active beach. The curb appeal of this rare multi-family make it a perfect owner-occupied opportunity where you can live in one unit and potentially halve your mortgage by renting out the other. This well-maintained property also offers additional growth options as an investment property. Both units have the same footprint, which includes three bedrooms, one full bath, separate utilities, spacious eat-in-kitchen, hardwood floors, comfortable dining rooms, and light-filled living rooms with picture windows. The newly painted 2nd floor, accessed from the front door, boasts an updated bathroom, newer kitchen cabinets, ample attic storage and a nice, elevated back deck. Heat and hot water for this unit are supplied by an efficient tankless Navien hot water system. The 1st floor unit includes a washer and dryer in the basement, and an oil fueled boiler providing both heat and tankless hot

Classic Raised Ranch in Desirable Pepper Ridge! This charming, well landscaped 3-bedroom raised ranch offers excellent curb appeal, a traditional floor plan, and plenty of opportunity to make it your own. The main level features three comfortable bedrooms, bright living spaces, an eat-in kitchen, and a dining room with sliders leading to the rear deck-an inviting spot for morning coffee, outdoor dining, or relaxing while enjoying views of the beautifully manicured backyard. The lower level, expands the living space with walkout to a lovely patio, a comfortable family room, adjacent den, and an additional versatile room that could easily serve as a playroom, guest space, home office, or hobby area. A wonderful opportunity to bring your personal vision and design ideas to a conveniently located home with a flexible layout and tremendous potential to create a space that truly reflects your style. A second bathroom is located on the lower level, offering the potential to create a beautiful

Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped.37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting sunroom, preserving the home's warmth and original charm. A detached two-car garage and expansive driveway provide ample parking, while the private backyard offers endless opportunities for outdoor enjoyment. Experience the best of Shippan Point living at the Downs Avenue community beach. Ideally located just 3 minutes from West Beach and Czesiks Marina, and only 5 minutes to Stamford Train Station, I-95, and Chelsea Piers Connecticut, providing convenient access to New York City and local amenities. A rare opportunity to restore, renovate, or simply appreciate a home that has remained in one family

Beautifully renovated and move-in ready. This turnkey 3-bedroom, 2.5-bath home is set in a desirable Cos Cob neighborhood and offers four finished levels of comfortable, flexible living space. Updates include an all-new kitchen, renovated bathrooms, new appliances, and new heating and cooling systems. The home also features a 1-car garage, fenced-in yard, patio, and additional outdoor space for relaxing and entertaining. Conveniently located close to Bible Street Park and Montgomery Pinetum Park, with Cos Cob Elementary School, Central Middle School, and downtown Cos Cob all within walking distance. A thoughtfully updated home offering modern finishes, great outdoor space, and an excellent Cos Cob location

Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full and 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge and a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes and a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train and nature preserve, close to shopping, dining, parks, and nearby schools

Timeless craftsmanship meets everyday comfort in this beautifully maintained Colonial, where rich architectural details set it apart. Exquisite millwork, custom paneling, refined wainscoting, and built-ins showcase the quality and character rarely found today. Sun-filled living and dining spaces, anchored by a wood-burning fireplace and gleaming hardwood floors, create a warm and inviting atmosphere. The thoughtfully updated kitchen blends style and function, while the finished lower level offers flexible living space. Outside, a welcoming front porch, white picket fence, and professionally landscaped grounds complete the home's exceptional curb appeal. All just moments from shopping, dining, Metro-North, and downtown Stamford

Introducing 91 Hope - an exclusive boutique collection of 26 residences in the Glenbrook area of Stamford. Designed for modern living, each home features open layouts, high ceilings, and modern finishes. Gourmet kitchens fit with quartz countertops, bespoke cabinetry, premium stainless-steel appliances and large center islands. Spacious bedrooms with ample closet space, designer baths, and private outdoor spaces complete with a two-car garage. Just a short distance from downtown Stamford, Metro-North, and premier dining and shopping, 91 Hope offers an unparalleled blend of elegance, comfort, and convenience. This project is under construction and all showing is through the listing broker with expected completion this fall. Agents and potential buyers are not permitted on the premises unaccompanied without listing agent. Professional photographs of the completed property will be added as construction progresses and the home becomes photo-ready. Images currently shown are architectural r

Move-In Ready and Effortless Living at Riverturn. Welcome to Riverturn, a sought-after community where comfort, privacy, and convenience come together in this beautifully maintained multi-level townhouse. Light-filled and inviting, the home offers spacious living areas and a layout designed for today's lifestyle. The main level features gleaming hardwood floors, a generous living and dining area with a cozy gas fireplace, and glass sliders opening to a private deck. The updated eat-in kitchen features granite countertops, a bay window, newer stainless steel appliances, and ample cabinetry, while a powder room completes the main floor. Upstairs, the spacious primary suite offers vaulted ceilings, a skylight, two generous closets, and a private ensuite bath. The second bedroom is equally inviting, with direct access to the hall bath. A versatile loft provides space for a home office, gym, or additional living area, plus walk-in storage. The lower level adds flexibility with a large recre

Location, location, location! Welcome to 14 Ayres, a beautifully updated 4-bedroom, 2-bath home nestled on a quiet street in one of Stamford's most desirable neighborhoods. Step inside to find gleaming hardwood floors thru-out, living room with fireplace, Eat-in kitchen, dining room and two bedrooms with a full bath on the first floor. The second floor has two generous bedrooms along with another full bath. Just off the dining room, an enclosed porch with sliding doors opens to a large awning-covered TREX deck overlooking the beautifully landscaped, fenced backyard, perfect for outdoor gatherings and relaxation. The large unfinished basement offers abundant storage and additional potential for future use. Additional highlights include gleaming hardwood floors, freshly painted interiors, central air conditioning, and a shed. Energy-efficient features, including solar panels and a Generac whole-house generator for added peace of mind. Conveniently located near shopping, places of worship

Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction range, double wall ovens, and an oversized eat-at Island. The family room, warmed by a stone gas fireplace, flows to the fenced backyard, now featuring a new outdoor kitchen for al fresco entertaining. A living room with gas fireplace, plus mud room and laundry off the 2-car garage, complete the main level. Upstairs, the primary suite was reworked with a sitting area, new luxe spa bath, dual sinks, soaking tub, steam shower, and expanded closets. The renovation also added a 5th bedroom to this level, for five bedrooms total (one ensuite). The 3rd level offers custom millwork, an office/living area,

Welcome Investors, First-Time Homebuyers and Owner-Occupants! Don't miss this incredible opportunity to own a well-maintained 2-family home in the heart of Stamford. Whether you're looking to build wealth through real estate, offset your mortgage with rental income, or expand your investment portfolio, this property offers exceptional versatility and immediate cash flow. Unit 2 is currently rented month-to-month for $2,500/month, providing instant income with the flexibility to continue leasing or occupy in the future. Live in one unit while the rental income helps your mortgage, or rent both units to maximize your return. Ideally located just minutes from Downtown Stamford, Metro-North, shopping, restaurants, parks, healthcare, major commuter routes, and numerous local amenities, this property offers outstanding convenience for both homeowners and tenants. Its desirable location continues to attract strong rental demand, making it an excellent long-term investment. Whether you're a se

HIGHEST AND BEST OFFERS DEADLINE IS SUNDAY at 3PM! Opportunity Knocks! Offered for the first time in over 50 years, this charming property presents a rare opportunity in the heart of Downtown Stamford. Ideally located within walking distance to shopping, restaurants, entertainment, and all that vibrant downtown living has to offer, the home is tucked away on a quiet dead-end street for a peaceful residential setting. Zoned for multifamily use, the property offers exciting possibilities for investors, developers, or buyers looking to create a unique single-family residence. Vintage character and period details remain throughout, including hardwood floors, while natural gas and a flat, deep lot add to the property's potential. The home is in need of TLC and offers a wonderful canvas for bringing your vision into the 21st century. Whether you're looking to restore its original charm, create a beautiful single-family home, or explore its investment potential, this is an opportunity not to

Located in a cul de sac near schools, shopping and downtown Stamford, the expansive and flexible floor plan of this 3216 sf ranch home boasts 4-5 bedrooms, 4 full baths, and wood floors on the main level. The heart of the home is an updated chef's kitchen featuring quartz countertops and SS appliances with French doors out to the deck and a large family room. A highly flexible floor plan easily accommodates extended family or guests with convenient in-law suite options on the main or lower floors. Downstairs, the finished walk-out lower level expands your living space significantly offering a massive playroom, a dedicated workout area, an office/den (or potential 5th bedroom), a workshop and a separate storage room. Step outside to your private retreat, complete with a fenced-in area. Boasting solar panels and an EV charger, this turnkey gem is ready for you to create a lifetime of memories!

Holbrook Estates! Immaculate 3 bedroom cape in one of Stamford's most coveted neighborhoods. Central air, newer eat-in kitchen and 2 full baths, (both with heated flooring to keep toes toasty in winter) living room with hardwood floors and fireplace, sunny dining room, two car tandem garage, finishable basement and a lovely yard. Walk to bus, houses of worship, bakery and ice cream shop

Offered by its original owners for the first time, this well maintained raised ranch sits on a.23-acre lot with a fenced, private backyard with deck and patio in the sought after Norton section of Darien. Built by it's owners and well cared for ever since, the home offers over 3,000 square feet of living space across three functional levels - 4 bedrooms, 2 full baths, large living and family rooms, eat-in kitchen, separate dining room, ample storage areas and oversized 1-car garage. The versatile floor plan flows easily between entertaining spaces and everyday living. Centrally located near Darien's top-rated schools, Long Island Sound, beach access, town parks, award-winning Darien Library, shopping, RR stations, YMCA and numerous restaurants choices. A great opportunity to make this great space your own place to call home

Owner occupied for the past 50+ years. Front and rear entry for both units. Large eat in kitchens and large living rooms in both units. Kitchens each have access to covered decks with steps to the rear yard. First floor unit is owner occupied and has 2 bedrooms and one bath. Second floor unit has been occupied by the same tenant for 30+ years and has two bedrooms and one bath. Full basement with hatchway door. Baseboard and radiators fueled by oil, one boiler with two zones, one HWH, two electrical meters. Gas line to house for gas stove in first floor unit only. Long driveway and carport for good off street parking in rear of house. Level rear yard

Exceptional opportunity to own a spacious two-family offering impressive layouts, outdoor living and tremendous future potential. The 1st-floor unit spans approximately 1,365 sq. ft. with 3 bedrooms, 1 full bath, hardwood floors, a large living room with fireplace, formal dining room and well-sized kitchen. A huge screened-in porch and adjoining deck extend the living space and overlook the yard. Upstairs, the expansive 2-bedroom, 1-bath unit features hardwood floors, an oversized eat-in kitchen with pantry, remarkably large bedrooms, excellent closet space and a flexible living room offering potential as a 3rd bedroom. Adding significant value is the 1,300+ sq. ft. walkout lower level with multiple rooms, storage, laundry for both units and direct exterior access-ideal for future finished living space or a potential in-law setup. Separate gas and electric utilities and ample off-street parking add convenience for owners and tenants alike. Ideally located near the Glenbrook train stati

Charming 1925 character home with beautiful wood floors throughout. Striking arched entry-way and a gracious, wide central stairwell. Nicely maintained and updated with fresh paint throughout. move-in ready! A generous composite deck overlooks the level back yard. Surprisingly large master suite with two additional nicely-sized bedrooms. Plenty of storage, partially finished basement and two half baths! Popular, quiet Springdale street, easy walk to the train and.7 miles to Springdale Elementary School

Opportunity awaits at 17 Cary Road in Riverside! Currently the only single-family home offered under $1 million in the Cos Cob school district and eastern side of Greenwich, this spacious 3-bedroom, 2-bath home offers over 2,000 square feet of living space, plus a versatile main-level flex space ideal for a 4th bedroom or home office. Enjoy winter water views and a convenient Riverside location close to the train. With generous room sizes and a flexible floor plan, the possibilities are plentiful. Renovate, reimagine and make it your own, or explore the potential to create something entirely new. Property is being sold as-is

Welcome to this well-maintained and updated townhouse style 2-family in Stamford's desirable Glenbrook neighborhood, offering an excellent opportunity for owner-occupants and investors. Both units offer bright, comfortable layouts with hardwood floors throughout the main living areas. Living rooms flow into open dining and kitchen spaces featuring white shaker cabinetry, granite countertops, and stainless steel appliances. Central air, washer/dryer in unit and separate utilities add convenience to each residence. Finished lower with 3rd bedroom, home office, recreation room, or flexible space. Outside, enjoy separate entrances, a large level front lawn, and ample off-street parking with a wide driveway and additional rear parking. Ideally located within walking distance to the Glenbrook Metro-North station and the restaurants, cafes, and conveniences along Hope Street, with downtown Stamford, shopping, and major highways just minutes away. A versatile 2-family offering updated living s

B and F DUE BY MON.8-17-26 BY 4 PM.With vision, drive, investment, and masterful execution, these owners transformed this house into the turnkey dream home it was meant to be. Every improvement reflects thoughtful planning, exceptional craftsmanship, and a commitment to quality-a soulful transformation worthy of a before-and-after photo album. Now, you have the opportunity to enjoy their vision and make this remarkable home your own. Perfectly sited at the end of a cul-de-sac in bucolic North Stamford, 24 Smoke Hill Drive offers beauty, privacy, and a commanding presence on a 1+ acre property. Inside, abundant natural light, elevated ceilings, and all-new Andersen windows highlight the craftsmanship throughout. The open layout features a renovated kitchen with quartz countertops, island seating, stainless steel appliances, glass-front cabinetry, and subway tile backsplash with marble mosaic accents. The kitchen flows into an expansive dining room and sun-drenched great room with wood-b