605 houses for sale in Tokeneke

Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by VandA Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout. Imported European windows and doors not only add a beautiful architectural element, but make the home feel exceptionally quiet and comfortable. A welcoming foyer opens to living and dining rooms, a private home office and a designer kitchen with breakfast nook, premium appliances and a fully equipped butler's pantry. The kitchen flows directly into a spacious family room with a wood-burning fireplace, creating an easy, open layout for everyday living and entertaining. The expansive mudroom offers generous storage, connects to a back staircase and leads to a spacious lower level that can accom

Set within Darien's coveted private Tokeneke Association, 5 Cross Road is a quintessential stone Colonial gracefully positioned on a private.70 acre property. Timeless architectural character, exceptional privacy, and inviting living spaces define this distinctive residence in one of the town's most sought-after coastal neighborhoods.The thoughtfully updated kitchen serves as the heart of the home, while an extraordinary family room with soaring ceilings and abundant natural light offers a dramatic yet welcoming setting for everyday living and entertaining. A desirable first-floor primary suite provides comfort and convenience, creating an ideal layout for modern living. Classic details and generous rooms throughout complement the home's enduring stone facade and beautifully secluded grounds. Enjoy the rare combination of a tranquil residential setting, private association lifestyle, and convenient access to Darien's village, schools, train, beaches, and waterfront. A special Tokeneke

In the prestigious Tokeneke Association, this elegant 8300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006 the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. Serene and private. The best of Darien

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protec

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protec

In the prestigious Tokeneke Association, this elegant 8300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006 the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. Serene and private. The best of Darien

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to 63 Maple Tree Avenue, a meticulously updated 3-bedroom, 1.5-bath townhouse offering over 1,716 square feet in Stamford's quiet Maple Plaza West. Step inside to discover an open layout, with a tastefully designed living room open to the dining room and kitchen. The kitchen has newer quartz countertops, a breakfast bar, and all-new appliances (2022). Refinished hardwood floors flow through these rooms, and a half bath with custom wainscoting completes the first level. Upstairs, three bedrooms feature hardwood floors, and a spacious bathroom with large tub. The primary bedroom is to die for, complete with a spacious closet. The finished and heated basement provides flexible space ideal for an in-law suite, office, or playroom, plus a dedicated laundry room with new washer and dryer. Recent upgrades include recessed lighting throughout all three floors, electric baseboard heat (2021), new light fixtures, stair railings, window treatments, and AC wall units (May 2025). Enjoy your

Welcome to 44 Toms Road, a rare opportunity to own a home that seamlessly blends generous living space, exceptional versatility, and an unbeatable Stamford location. Offering 5 bedrooms, 3 bathrooms and 1 half bath, and a thoughtfully designed floor plan, this home is built for both comfortable everyday living and effortless entertaining. Bright, inviting living spaces flow seamlessly into a spacious kitchen, creating a warm and functional layout ideal for gathering with family and friends. The desirable first-floor primary bedroom adds both convenience and flexibility. Beyond the main living areas, the property offers an abundance of finished space that can easily adapt to your lifestyle-ideal for home offices, recreation, fitness, hobbies, or other flexible uses. Buyers are encouraged to conduct their own diligence regarding the legal status and permitted uses of all finished spaces. Ideally located directly across from Dolan Middle School, and just minutes from downtown Stamford, Me

A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five bedrooms and three full baths, including a luxurious primary suite with spa-like bath, expansive walk-in closet, and private deck overlooking the grounds. Gracious formal living and dining rooms complement a chef's kitchen opening to the family room and breakfast area. A finished lower level provides additional living and entertaining space. The poolside barn is a destination unto itself, with a dramatic Great room, wet bar and kitchenette, private gym, home office, full bath, and outdoor shower. Expansive lawns, perennial gardens, multiple outdoor fireplaces, a spectacular swimming pool, and gracious

Exceptional investment opportunity in a highly convenient Stamford location! This unique mixed use property features three residential units plus a commercial space, offering multiple streams of income and outstanding flexibility for investors and owner-occupants alike. The residential units include a spacious 2 bedroom apartment, a 1 bedroom apartment, and a studio, providing strong rental potential and a variety of occupancy options. The commercial space adds additional income producing opportunities, making this an attractive addition to any investment portfolio. Whether you're a seasoned investor looking to maximize cash flow or a buyer seeking to offset your mortgage through rental income, this property presents the perfect house hacking opportunity. Off street parking is available for all units, a valuable amenity for both residential and commercial tenants. Conveniently located near shopping, dining, transportation, and major commuter routes, this versatile property combines loc

9/13 OPEN HOUSE CANCELLED BECAUSE OF RAIN! Welcome to this spacious three-bedroom townhouse located in Stamford's Glenbrook neighborhood. The recently painted interior features a generously sized living room with hardwood floors and a fireplace, a dining area, a functional kitchen, and a convenient half bathroom on the main level. Upstairs are three well-proportioned bedrooms, a full bathroom, and ample closet space. The partially finished basement provides flexible additional space suitable for a home office, recreation room, gym, or other uses. The unfinished utility area includes a private in-unit washer and dryer. Additional features include a private outdoor deck and assigned parking. The property is conveniently located near the Glenbrook Metro-North station, providing easy train access to New York City. It also offers convenient access to downtown Stamford, I-95, grocery stores, restaurants, shopping, and Stamford's waterfront parks and beaches, including Cove Island Park, Cummi

Not a drive by! Welcome to this bright, spacious 4-5 bedroom, 4.5-bathroom home offering endless possibilities on 1.11 private acres in the highly desirable Newfield area. Featuring hardwood floors throughout, the main level boasts a stunning gourmet granite eat-in kitchen complete with a gas stove, double ovens, and an extra-large center island with seating-perfect for entertaining. The open-concept flow leads through sliders to a spacious deck overlooking a beautiful, private backyard and a sparkling in-ground pool. The expansive dining room is built for grand entertaining, while the living room features a cozy fireplace and its own deck access. A private main-level bedroom with an en-suite bath offers the perfect setup for a second primary suite, home office, or guest quarters. The walkout lower level adds incredible value, featuring a large family room with a fireplace that opens into a full in-law apartment. Complete with a bedroom, a dedicated kitchen area ideal for hosting pool

Terrific income-generating potential meets massive equity upside in a highly desirable commuter location. Located at 355 Hope Street, nearby the Glenbrook train station, this 2-family home offers two large 3-bedroom units featuring separate utilities and strong rental potential ($2,000/mo first floor, $2,500/mo second floor). The crown jewel of this property is the oversized lot boasting abundant parking and a detached 3-car garage with a full walk-up loft-ideal for renting out as premium contractor storage or keeping for personal use. The house needs interior updates, offering a blank canvas to renovate, maximize market rents, and build serious equity in a fantastic neighborhood

Highest and Best Tuesday Nov 10@5pm! 1455 Newfield Ave, a beautiful estate situated on two lovely park like acres in one of North Stamford's most desirable residential settings. Offered by the estate of the late Nicola Tarzia, this spacious home presents a wonderful buying opportunity for buyers seeking privacy, generous living space, and the charm of an established New England setting. The home is directly across from the prestigious, Kings private school, Featuring four bedrooms, three full baths, four half baths, three fireplaces, and a three-car garage with workshop. This residence offers an exceptional combination of comfort and functionality, features a large updated kitchen, renovated bathrooms, newer windows, three welcoming fireplaces that add warmth and character. Generously proportioned living areas provide an inviting setting for everyday living as well as entertaining family and friends, including a bar area and wine cellar. Set on two acres the park like grounds offer roo

Ideally positioned just moments from downtown Darien and the train station, 11 Highland Avenue offers an exceptional blend of timeless New England architecture, classic sophistication, and effortless everyday comfort. Set on a tranquil street in a coveted neighborhood, this immaculate, light-filled residence presents a rare turn-key opportunity in one of Fairfield County's most desirable coastal enclaves. Thoughtfully reimagined for modern living, the main level unfolds with intuitive flow. Beautiful new hardwood floors sweep throughout, leading from the warm formal living room centered around a classic wood-burning fireplace to the heart of the home: a magnificent open-concept gourmet kitchen. Complete with quartz countertops and sleek stainless steel appliances, the kitchen seamlessly integrates with the dining and family rooms-creating the ultimate layout for both casual family gatherings and large-scale entertaining. The upper levels host four sun-drenched bedrooms, including a pri

Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites crea

Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for

Fantastic investment or owner-occupy opportunity in heart of Glenbrook. This versatile 2 family offers the ideal setup for buyers looking to offset their mortgage with rental income to expand their portfolio. Unit 1: 3 bed 1.5 bath, unit 2: cozy 1 bed and 1 bath. Both able to generate steady income and renovated 2023. Outdoor space boasts of private backyard grilling, gardening, and relaxing. Commuters dream, close to I-95, merritt 15, train, and minutes from downtown Stamford. Must see!

Welcome to this well-maintained and updated townhouse style 2-family in Stamford's desirable Glenbrook neighborhood, offering an excellent opportunity for investors with monthly rents totaling $7,550.00! 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 offerin

Great Investor Opportunity in as-is sale by Out -of-State Seller with Option of Owner backed financing at 4.5%-5% range w/25%-30% down. Owner inherited multi-family property and lives out-of- state will provide seller backed financing at lower than market mortgage rates. Home is updated to a move-in-ready condition. New Total Interior Fresh Paint, New Kitchens with Quartz countertops and LVP Flooring, New Bathrooms, both have Tubs and Shower combo w/Glass Sliding Doors, both units have New Appliances:2 Gas Ranges,2 Fridges, 2W/D, Newly refinished hardwood flooring, New Roof on home and on 2-car Garage, Garage also has New Vinyl Siding and New Garage doors, New Asphalt Driveway with New adjacent gravel parking for additional cars. Newly Floored Walk up attic for additional storage, 2 New Window unit A/C for each floor, Newly refurbished Windows, New Wood plank Blinds Throughout, New lighting fixtures. Everything has been refreshed so the new owner can step in with minimal work. The layo

Welcome to this charming three-bedroom, two-bath Cape-style home located on a peaceful, tree-lined street in Stamford's coveted Glenbrook neighborhood, just minutes from Cove Island Beach, Metro-North, downtown Stamford, shopping, dining, and more. Filled with natural sunlight, this inviting home features a recently renovated kitchen that opens seamlessly to the family room, creating a bright, comfortable space ideal for both everyday living and entertaining. The flexible floor plan includes two bedrooms upstairs, a bedroom on the main level, and a separate home office-perfect for today's work-from-home lifestyle. Step outside to enjoy the rear deck overlooking a fully fenced backyard with a classic white picket fence, offering plenty of space for relaxing, entertaining, or outdoor play. Additional highlights include a heated two-car garage with convenient overhead storage and a newer roof, replaced approximately a year and a half ago. With its sun-filled rooms, inviting layout, though

Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, and private access to the ALC association's private park, beach, and playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast bar, and a large island with double-sided seating, all overlooking expansive water vistas. Enjoy unparalleled front-row seats to Stamford's Fourth of July Fireworks, and year-round sunrises from your living room and patio. The primary suite provides a luxurious bath and an expansive deck overlooking Long Island Sound. Additionally, a first-floor suite with separate access is complemented by a full wet bar and en suite bathroom. Upstairs, enjoy a water-facing bedroom with bay window views, a full hallway bathroom, and a third-floor retreat with another water-facing bedroom, full bath, sittin

Newly built spacious townhome in the heart of East Norwalk. Beautifully landscaped grounds welcome you. The eat-in-kitchen with large island has high-end stainless appliances and beautiful white cabinetry with quartz counters. Cook your favorite meal on the gas range while friends gather at the island or watch TV in the open family room. Serve dinner in your comfortable dining room open to the balcony. The living room and dining room have high-end built-ins, which add a lot of storage and boost the upscale feel. Upstairs, there's a luxurious primary suite with ample closet space and beautiful modern bath. The other two bedrooms are both en-suite with luxurious baths as well. The third floor also has room for a quiet, tucked-away office. Work from home and bike to the beach for sunset and a glass of wine! There's a two-car garage that enters the home through the basement. Set at the end of a quiet road in a convenient location. Walk home from the train and relax in no time. You will lov

Location, opportunity, and endless potential in the heart of Shippan Point. Just a short stroll from Long Island Sound, this 2,600 square foot home sits on a 0.36 acre lot and is ready for its next chapter. Featuring a welcoming front porch, hardwood floors, and a detached two car garage, this is a wonderful opportunity to renovate and create the home you have always wanted in one of Stamford's most sought after waterfront neighborhoods. Enjoy the best of Shippan Point while remaining just minutes from the train station, downtown Stamford, and local shopping. Bring your vision and make it your own. Home is an estate sale and is being sold as is. Please submit highest and best offers by noon on Tuesday the 22nd