463 houses for sale in Boston Post Road Historic District

Experience the heart and soul of Rowayton in this rare coastal compound. A 1929 main house and a 1920 cottage pair historic character with seaside charm. A very rare find in 06853! The main house offers a spacious 3,300SF open floor plan. Beautiful living room with fireplace and built ins; spacious eat in kitchen with updated appliances; den with fireplace overlooks garden; wonderful family room w beamed vaulted ceiling opens to patio and private back yard. Laundry, powered room and mudroom complete the first floor. The upper level has 3 spacious bedrooms, 2 ensuite, ample closets, hall bath and crib room or office, plus 2 decks with water views overlooking the pond. Full basement with wine cellar space, walk up attic and detached 2 car garage, freshly painted inside and out. The cottage has irresistible beachie vibe with vaulted ceiling, living room and sleeping area, complete kitchen, full bath, laundry plus a private patio garden. Prefect income producing or in-law suite. Possible l

Set in sought-after West Norwalk neighborhood, this half-acre property offers a rare opportunity in an established residential neighborhood. Convenient to New Canaan, local amenities, major highways, and Metro-North access to Manhattan. Sold as-is, offering excellent potential for renovation or new construction. Cash or special financing only due to property condition. Sold AS-IS with all belongings. Best and Final by Tuesday 6/23 at 5pm

This beautifully renovated 5,200-square-foot home offers an exceptional blend of timeless elegance and modern luxury in one of Darien's most coveted central locations. Step inside to discover a spacious, light-filled open floor plan designed for both everyday living and effortless entertaining. The inviting family room with fireplace flows seamlessly into the gourmet kitchen and expansive breakfast area, creating the heart of the home, while an additional oversized living space added during the 2019 expansion offers incredible flexibility for relaxing, gathering, or entertaining. A dedicated office provides a quiet workspace, and the beautifully appointed formal dining room is ideal for more elegant occasions. Every bathroom in the home has been thoughtfully redesigned with high-end finishes, and the residence was extensively expanded and renovated in 2019. Upstairs, five generous bedrooms provide plenty of space for family and guests, including a retreat-like primary suite complete wi

Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment

Welcome to 4 Dairy Farm Road, a convenient Norwalk location close to beaches, shopping, dining, and major commute routes. This spacious residence offers the perfect combination of comfort, functionality, and recent updates. With 3 bedrooms, 2 full bathrooms, and 2,556 square feet of living space, the home features a layout designed for everyday living and entertaining. The sun-filled main living areas include the living room with fireplace flowing into the dining room with glass slider to the brand-new patio. The kitchen features granite counters and abundant cabinetry and counter space. A few steps down from the kitchen is a den with glass slider to the enclosed porch creating the perfect setting to relax or entertain year-round overlooking the beautiful property. The spacious primary bedroom offers a comfortable retreat, complemented by two additional bedrooms and updated bathrooms. The fully finished lower level provides additional living space with a spacious playroom plus access t

Nestled in one of Darien's most cherished neighborhoods, this charming Cape Cod home offers the perfect blend of comfort, convenience, and community. Situated on.21 acres, this 4-bedroom, 2 full-bath residence is filled with warmth, character, and endless potential. The main level features a spacious living and dining area, ideal for both everyday living and entertaining, anchored by a cozy wood-burning fireplace. The updated kitchen showcases new countertops, appliances, and backsplash, while two bedrooms and a full bath complete the first floor. Abundant natural light and a functional layout create an inviting atmosphere throughout. Upstairs, two additional bedrooms and renovated full bath provide flexibility for family, guests, or home office space. Step outside to enjoy the level, open backyard perfect for summer barbecues, outdoor entertaining, gardening, or relaxing afternoons with family and friends. This private outdoor space offers plenty of room to play, gather, and unwind. T

Welcome to 19 Crooked Trail, a beautifully maintained ranch nestled on a coveted private.50-acre property in the sought-after Rowayton neighborhood of Norwalk. Offering exceptional one-floor living, this move-in ready home blends comfort, style, and convenience in a truly special setting. The residence features 3 spacious bedrooms and 2 full bathrooms, complemented by sun-filled living spaces designed for both everyday living and effortless entertaining including a spacious living room/dining room with fireplace, eat in kitchen and family room that opens up to a spacious deck and private yard. The finished lower level adds valuable versatility, ideal for a recreation room, home office, fitness area, or additional living space. Set on a serene and private half-acre, the property offers a rare sense of retreat while remaining close to all that Rowayton has to offer. Two oversized garage bays provide ample space for vehicles, storage, or workshop needs. Brand new central AC system. An exc

Set in the premier Newfield neighborhood near local amenities and the Sterling Farms Golf Course, this ranch-style home offers comfortable living on a private 1 acre plus setting. The main level features a large living room with a wood burning fireplace that opens seamlessly to the dining room, creating an inviting layout for everyday living and entertaining. The spacious kitchen offers stainless steel appliances, ample cabinetry, and direct access to the private patio and backyard. The primary bedroom suite includes generous closet space and a full bathroom, while two additional bedrooms and another full bathroom complete the main level. The lower level features a finished living area with a full bathroom, offering flexible use as a guest space, potential bedroom, office, rec room, or possible in-law setup, with additional unfinished space offering future expansion potential. Additional highlights include a 2-car garage, elevator, generous outdoor space, and a highly convenient Newfie

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

HIGHEST AND BEST OFFERS DUE BY TUESDAY 7/21 at 12:00pm.* This 4-bedroom, 1-bath Cape-style home is ready for its next chapter. An estate sale being offered AS IS, this property presents a wonderful opportunity to add your own personal touches. Features include newer windows, newer kitchen cabinetry, and an updated bathroom. The flexible floor plan offers two bedrooms on the main level and two additional bedrooms upstairs, along with a living room, dining room, and eat-in kitchen and basement. Situated on a level, fenced backyard with a one-car garage, this home also includes leased solar panels, which transfer with the property. Hardwood Floors under the carpet in living room. Conveniently located within walking distance to shops and restaurants, with easy access to the Merritt Parkway, this is an excellent opportunity for buyers looking to make a home their own. Don't miss it!

Welcome to 10 Old Field Place, a 4-bedroom split-level on a peaceful cul-de-sac in Rowayton. This spacious home sits on 0.29 acres and offers 2,700+ square feet of living space. A beautiful front deck and large foyer welcome you in. Three large windows pour natural light into the striking two-story living room with built-in shelving, soaring ceilings, and a wood-burning fireplace-with access to one of many decks. Overlooking it is a formal dining room with a bay window. The eat-in kitchen features brand new appliances including a dishwasher, refrigerator, and induction stove, plus a walk-out balcony with awning. The upper level includes 3 beds and 2 full baths, including the spacious primary suite with updated bathroom and a hallway bath with dual sinks. The finished lower level offers flexible space with another bedroom and full bath-ideal for an au pair/in-law space, playroom, or office-plus a new washer/dryer. The basement works as a gym or storage. The home includes central AC, for

A beautiful Stamford move-in ready townhouse condo in Glenbrook neighborhood. The main level offers open living and entertaining with the kitchen, living room and access to the terrace along with a convenient powder room. Upstairs you'll find primary bedroom suite, a spacious 2nd bedroom, full bath plus a versatile loft space that can be used as an office, reading nook or guest area. The lower level is equally functional featuring a walk-out layout with a garage, extra parking and a dedicated workout room/gym space and a separate laundry room. 2023 all new windows and new AC unit on 1st floor. 2nd floor AC is about 3 years old. What truly stands out is the walkability - enjoy walking distance to shops, restaurants, groceries and Metro North making commuting and errands effortless

A true GEM! Don't miss this truly beautiful 5 bedroom/3.1 bath home on a flat, dry half acre of lush landscape on one of Darien's premiere streets! This special home seamlessly blends generous proportions with a long list of new renovations including: roof, hvac/natural gas, and primary bath to name just a few.Step inside to over 3600sf of living space perfect for modern living and large-scale entertaining. The first floor offers an oversized eat-in kitchen with banquette and 4 additional oversized rooms for living and dining that accomodate everyone's needs and offers great flow to the gorgeous outdoor areas. The sprawling primary suite serves as a private sanctuary, complete with 2 walk-in closets and a newly transformed, spa-like bathroom. Generously sized secondary bedrooms offer ultimate flexibility for family, guests, or a dedicated home office. Outside, the property features a beautifully manicured flat yard (.51 acres), 2 tier composite deck with built-in grill to truly enjoy a

Welcome to this charming 2-bedroom, 1-bath home located at 1 Phillips St, Apt 4 in Norwalk. This property offers a fully finished basement that provides additional versatile space-perfect for a home office, guest room, playroom, gym, or whatever best fits your lifestyle needs. Conveniently located close to major highways, making commuting easy, and just minutes from shopping centers, grocery stores, restaurants, and other everyday amenities. Enjoy the comfort of a well-maintained home with flexible living space in a desirable and accessible location. A great opportunity for buyers looking for convenience, functionality, and extra space in Norwalk. Sellers finding suitable housing

Spectacular home completely rebuilt from the ground up into a stunning brand new Colonial, offering the perfect blend of modern design and quality craftsmanship. Featuring a bright open floor plan with wide plank hardwood floors throughout, this home is designed for today's lifestyle. The gorgeous custom kitchen boasts a large center island, ample cabinetry, and flows seamlessly into the main living areas. The first floor also offers a versatile office/guest room/bonus room to fit your needs. Upstairs, the luxurious primary suite features a beautiful spa-like bath and walk-in closet. Two additional bedrooms are serviced by another stylish modern full bath. The finished lower level adds approximately 740sf of additional living space and includes a stunning full bath with a large walk-in shower, perfect for extra room for the family or as a potential in-law set up. Situated on a beautiful lot in a highly desirable and convenient location close to shopping, restaurants, beach, schools, tr

Tucked into a picturesque 1.28-acre setting in West Norwalk, this spacious 2,912 sqft split-level ranch offers versatility, natural beauty and endless potential. The home features a large kitchen with center island, dining area and direct access to a deck overlooking the backyard. A formal dining room flows seemlessly into the living room where a fireplace and oversized skylight create a bright, light-filled space ideal for everyday living and entertaining. The home offers 3 bedrooms and 2.5 baths. The third bedroom includes its own bath and sitting area, offering excellent potential for an in-law setup, guest accommodations, or private home office space. The lower level expands the living space with a family room featuring a fireplace, adding even more room to gather. The outdoor setting is what truly makes this property special. A large fenced backyard provides ample space for entertaining, recreation, pets, or gardening, while the scenic stream, tranquil pond, and charming wooden br

Opportunity knocks! If you've been searching for a home with solid bones and room to build equity, this 3 bedroom ranch deserves a look. While the interior could benefit from cosmetic updates, many of the big-ticket mechanical systems are already in good shape, allowing you to focus on making the home your own rather than tackling major infrastructure. The easy, one-level floor plan offers approximately 1,158 square feet of living space, plus a full basement that provides excellent storage or future finishing potential. Situated on a manageable lot, the convenient Norwalk location puts shopping, restaurants, parks, schools, and major commuting routes just minutes away. Bring your vision and unlock the potential this home has to offer. With some sweat equity, you'll have a wonderful place to call home for years to come

Welcome to 36 Dairy Farm Road! A picture perfect 4/5 BR, 2.5 bath colonial, situated on a level.32-acre landscaped lot in a desirable yet conveniently located neighborhood. 2966 SF of inviting, well thought-out living space make this home a perfect blend of charm and function for modern living and effortless entertaining. A commuter's delight,close to train and highways. Walk to schools and just minutes from the lovely beaches of this shoreline CT town. The foyer enters to a warm 1st floor family rm with fireplace.The open,large EIK is uniquely equipped with 2 gas ranges and sinks to handle large holiday gatherings and meal prep with ease. It also offers direct access to the outdoor deck, seamlessly blending indoor and outdoor dining. Host unforgettable gatherings in the large formal dining room, which overlooks a grand, sunken living room. This sophisticated WOW room boasts elegant crown molding and 2nd beautiful marble fireplace that serves as a stunning focal point. Gleaming hardwoo

Built in 1918, this timeless Dutch Colonial in Stamford's Glenbrook neighborhood blends New England character with thoughtful updates, set on a level 0.40-acre lot with genuine curb appeal. Inside, nearly 2,000 square feet of sunlit living space includes four bedrooms, two and a half bathrooms, hardwood floors throughout, and a living room anchored by a gas fireplace. The home has been meticulously maintained, balancing its historic character with today's conveniences. The kitchen is the heart of the house, with marble countertops, a breakfast nook, and an adjoining mudroom that opens directly to the backyard, ideal for everyday life and entertaining alike. Upstairs, the renovated primary suite includes a custom closet system and a spa-inspired bath. Recent improvements include roof, central air conditioning, and a hydro-air heating system that replaced the original steam radiators. Outside, a deck with pergola overlooks a fully fenced, tree-lined yard with established perennial garden

The best of Rowayton comes together at 60 Crooked Trail-timeless architecture, resort-style outdoor amenities, exceptional living spaces offering the ideal coastal lifestyle. Privately set on over an acre at the end of one of Rowayton's most coveted cul-de-sacs, this beautifully updated five-bedroom home offers soaring cathedral ceilings, exposed wood beams, abundant natural light, rich millwork, and a dramatic floor-to-ceiling stone fireplace. The chef's kitchen, complete with premium appliances and custom cabinetry, is designed for both everyday living and effortless entertaining. French doors open to a wraparound covered porch and spectacular outdoor living spaces featuring a sparkling gunite pool, renovated pool house, outdoor kitchen, fireplace, bocce court, outdoor shower, expansive stone terraces, and beautifully landscaped level lawns-creating a private backyard retreat that lives like a luxury resort.The first-floor primary suite is a peaceful sanctuary with cathedral ceilings

Fully Renovated 1-Bedroom in Prime Norwalk Location Move right into this beautifully renovated one-bedroom townhouse style home, updated from top to bottom with modern finishes and brand-new stainless-steel appliances. The property also includes a private garage located at the rear of the building. Move-in ready and conveniently situated near shopping, dining, transportation, and local amenities. Schedule your showing today!

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

Welcome to 193 Eden Road in Stamford, a spacious 4 bedroom, 3 bathroom home filled with opportunity and potential! This wonderful property offers generous living space, including an additional room on the lower level that can easily be used as a fifth bedroom, home office, gym, or flex space to fit your needs. Featuring two beautiful fireplaces, this home provides warmth, charm, and the perfect setting for relaxing or entertaining. A desirable layout, and endless possibilities to customize and add your personal touch, this is the perfect opportunity to create your dream home. Located in a sought-after Stamford neighborhood, this property offers space, character, and tremendous value. Don't miss the chance to make this amazing property your own!

Welcome to this charming Cape in a convenient Norwalk location. This inviting home features a renovated kitchen with granite countertops and stainless steel appliances, hardwood floors on the main level, and a flexible layout with two bedrooms upstairs and two on the main level. Enjoy a fenced backyard with a patio and room to grow, plus easy access to shopping, dining, parks, schools, and major commuter routes. Book your showing today!

One bedroom condo in highly desirable Winnipauk Village! One of Norwalks best condo complexes with low common charges. Lower level unit opens to a spacious living room, dining area and open kitchen. One full bath with washer/dryer. Large bedroom with sliders to private deck overlooking the pool. Beautiful grounds, 2 pools, kiddie pool, clubhouse, gym and pickleball courts. Pet friendly complex