540 properties for sale in Boston Post Road Historic District

Tucked along one of Rowayton's sweetest and most peaceful streets, 9 Flicker Lane is a brand-new home designed for real life. Step inside through the front door or slip in through the mudroom off the two-car garage, where daily comings and goings feel effortless. The main level balances refinement with comfort. A proper dining room and living room for when the occasion calls, alongside an easygoing family room that spills into the breakfast area and kitchen, complete with an oversized island and generous pantry. A private study and two powder rooms round out the floor. Upstairs, the primary suite feels like its own retreat, with a sitting area, dual walk-in closets, and a spacious bath designed to unwind in. Three additional bedrooms each enjoy their own en suite. The third floor offers a tucked-away bedroom/bath and play space, while the lower level is thoughtfully laid out to accommodate two separate rooms, ideal for a gym and media room, or whatever suits your needs. Outside, a newl

Nestled on a private 1.4-acre cul-de-sac property in Darien's sought-after Tokeneke school district, this gracious Colonial offers over 5,700 square feet of living space, exceptional privacy, and effortless indoor-outdoor living. Surrounded by landscaping and an expansive lawn, the home is a true retreat complete with a saltwater pool, patio with built-in grill, and greenhouse. Designed for comfortable daily living and memorable gatherings, the main level features a formal living room with fireplace, a dedicated home office, and French doors that open to a charming sunroom. The spacious, updated kitchen serves as the heart of the home, featuring a sunny breakfast room, and opens to a sitting room with a fireplace and dining room. A light-filled great room seamlessly flows to the outdoor entertaining areas overlooking the property. Upstairs, the primary suite features a walk-in closet and private bath, while additional bedrooms and multiple full baths provide ample accommodations for fa

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

ALL OFFERS BY TUESDAY 7/21 AT 10AM* Welcome to 150 Hope Street #10, a spacious three-bed, two-and-a-half-bath townhouse offering the perfect combination of comfort, convenience, and location. As one of the largest residences in the community, this light-filled home features a thoughtfully designed floor plan with generous living spaces across three levels. New luxury vinyl plank flooring flows throughout the main level, where you'll find a welcoming living room with a wood-burning fireplace, a dedicated dining area, and sliding doors leading to a private patio ideal for relaxing or entertaining. The bright kitchen features a charming garden window, granite counter tops, and stainless steel appliances. The refrigerator, dishwasher, range, washer and dryer, and hot water heater were all replaced in 2023. Upstairs, the second level offers two spacious bedrooms and a beautifully updated bathroom. The top floor provides exceptional flexibility and can be configured as a loft-style primary s

The perfect summertime stay-cation featuring a new in-ground pool with huge patio decking and bi-level IPE Brazilian hardwood deck. Plenty of yard space that is fenced in for your pet. Dramatic open floor plan with stunning Great Room featuring a gorgeous stone fireplace And beamed vaulted ceiling. French doors take you right to the deck/pool. Sun drenched large country kitchen with center island and dining area overlooking the back deck/pool. Additional bonus room above the garage offers many options including guest bedroom, office, playroom or gym. Conveniently located in West Norwalk, this home is only moments to New Canaan and Post Road shopping

Offered for the first time in four decades, 33 Club Circle presents a rare opportunity in one of Stamford's most sought-after neighborhoods, nestled at the end of a cul-de-sac within the desirable Club Road community. Lovingly maintained and thoughtfully expanded over 40 years, this distinguished 5-bedroom, 3.5-bath Colonial showcases timeless craftsmanship, classic charm, and enduring quality. Inside, pristine hardwood floors flow through the living and dining rooms, while a stunning fieldstone fireplace anchors the spacious family room, creating a warm and inviting atmosphere. The flexible floor plan offers exceptional versatility, ideal for multigenerational living or hosting guests with ease. The expansive primary suite features a gas fireplace, oversized walk-in closet, and a beautifully appointed bath - double vanity and tiled shower. The eat-in kitchen opens to a deck overlooking a heated in-ground gunite pool with a pool house complete with kitchenette and half bath, all set wi

Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room, family room, rec room, and an open kitchen designed for both everyday living and entertaining. Set on.70 acres, the backyard is a true surprise, featuring an expansive multi-level deck ideal for outdoor dining, entertaining, and relaxing. Beyond the property lies an additional 1.19 acres of protected open space, creating a beautiful natural backdrop and an unexpected sense of space. Timeless curb appeal, abundant living space, and an unbeatable in-town location make this a truly exceptional opportunity. Walk to downtown Darien, the train station, schools, restaurants, and the vibrant new Corbin

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

Welcome to Sheffield Ridge! This 788 sq. ft. one-level unit features a generously sized, open layout with a large living room and a sizable bedroom, offering more square footage than most condos currently available in this price range. Located in an elevator building, the unit includes two unassigned parking spots in a gated lot and in-building laundry facilities. Monthly common charges are inclusive of heat, hot water, and cooking gas. Assessment beginning in May 2026, for both mechanical and cosmetic upgrades, has been paid in full by seller! This investor-friendly building has no rental limitations. Ideally located for convenience, situated across from Norwalk Hospital and within minutes of the SoNo train station, The SoNo Collection, parks, restaurants and the extensive shopping on Connecticut Avenue

Welcome to Unit 5 at 30 Merwin Street, a spacious 1-bedroom, 1-bath residence offering 840 square feet of comfortable living space. This well-proportioned unit features an open and versatile layout with generous room sizes, ideal for both everyday living and entertaining. The large bedroom provides ample space for a full furniture set, while the bathroom is thoughtfully designed for convenience. With abundant natural light and a functional floor plan, this home offers a great opportunity to enjoy easy, low-maintenance living in a convenient Norwalk location close to shopping, dining, and transportation

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

Welcome to 377 Glenbrook Road Unit 5, a beautifully maintained and spacious condominium offering three levels of comfortable living in a convenient Stamford location. Step inside to find a bright and inviting main level featuring gleaming hardwood floors, a cozy wood fireplace, and an open flow between the living and dining areas perfect for both everyday living and entertaining. The dining space opens seamlessly to a private patio, creating an ideal indoor outdoor lifestyle for relaxing or hosting guests. The kitchen is thoughtfully laid out with ample cabinetry and workspace, making meal prep both functional and enjoyable. Upstairs, the primary suite offers a peaceful retreat complete with its own private balcony, full bath, and generous closet space, while additional bedrooms provide flexibility for guests, home office, or additional living needs. The finished lower level adds even more versatility with a spacious family room perfect for movie nights, a home gym, or play area. This

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