463 houses for sale in Boston Post Road Historic District

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

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

Designed by Beinfield Architecture and built in 2013, this exceptional modern colonial blends timeless craftsmanship with the ease and sophistication of in-town Rowayton living. The home offers the quality of new construction enhanced by warm, custom details and a fresh, inviting aesthetic throughout. Perfectly situated moments from the Five Mile River, train, village shops, and local beaches, the location captures the very best of coastal convenience and charm. Inside, sun-drenched living spaces, 9-foot ceilings, and an effortless open layout create an atmosphere that is both elegant and comfortable. At the heart of the home, a stunning chef's kitchen with a dramatic 12-foot marble island opens seamlessly to the family and dining areas, while a separate sitting room offers a more intimate retreat. French doors lead to a beautifully landscaped, fully fenced backyard, featuring a covered bluestone patio, mahogany deck, mature plantings, and a newly added built-in outdoor kitchen. Upstai

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

HIGHEST AND BEST BY 7/27 AT 5PM. UPDATED TAX CARD. 2745 SQFT! Beautifully sited on a professionally landscaped corner lot, this turnkey home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed floor plan features four bedrooms and three updated full baths, including two spacious bedrooms and a renovated bath on the main level, plus two additional bedrooms upstairs with a large shared bath and a convenient second-floor laundry room. The exceptional fully permitted finished lower level expands the living space with a spa-inspired bath featuring heated floors, plus flexible areas for a home office, gym, playroom, media room, abundant storage, and a second laundry with oversized smart washer and dryer. Outside, mature landscaping, privacy fencing, irrigation, and a custom stone seating area create a private backyard retreat. Spend summer evenings gathered around the fire pit as professionally designed landscape lighting casts a warm glow across the

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

Enjoy comfortable, low-maintenance living in this well-maintained home featuring a new HVAC heat pump (2024) and a freshly painted interior. The open-concept living and dining area is highlighted by a wood-burning fireplace and sliding glass doors leading to a large, private Trex deck overlooking one of the community pools and a peaceful wooded setting. Outdoor furniture may remain for the buyer's enjoyment. The eat-in kitchen offers stainless steel appliances, new flooring, and a functional layout. The freshly cleaned carpeting adds to the home's move-in-ready appeal. Upstairs, you'll find two spacious bedrooms, a convenient stackable washer and dryer, and a pull-down attic providing valuable additional storage. The complex is beautifully maintained with mature trees, attractive landscaping, and excellent amenities. (Every homeowner I talked with, loves it there). The special assessment has been paid in full, which included the paving of the driveways. Residents enjoy access to two sw

Step into a home that feels like a private resort-where wellness, comfort, and style come together in one unforgettable space. Perfectly positioned in prime West Norwalk, near the New Canaan and Darien borders, this Contemporary Ranch offers a seamless blend of luxury and ease. Inside, the open layout features a beautiful living room with fireplace, an oversized family room, a dedicated office, main level laundry, casual dining areas, and a dramatic dining room ready for dinner parties and celebrations. The thoughtfully designed floor plan includes 2 primary suites, a sunroom, a poolside lounge with an extra refrigerator for effortless indoor-outdoor entertaining, and an oversized 3-car garage. A full basement offers exceptional versatility with a partially finished area, a private sauna retreat, and abundant space for storage, a workshop, or hobbies. Outside, your private backyard oasis awaits: a heated saltwater pool, hot tub, and an enclosed herb and vegetable garden. Just 5 minutes

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

Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, the association's private beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, parks, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. Light-filled living spaces, comfortable indoor-outdoor flow, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck

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!

Storybook Cape nestled in one of Darien's most sought-after in-town neighborhoods. From the moment you step through the front door, this home captivates with its warmth, charm, and thoughtfully updated interiors. The heart of the home is the beautifully renovated kitchen featuring new gourmet appliances, Quartz countertops, and an open flow into the dramatic family room with soaring ceilings, fireplace, and custom built-ins. The stunning primary suite offers a true retreat with a renovated spa-like bath, walk-in closet, and French doors that open to a private secret patio. A gracious living room with an additional fireplace, formal dining room, and sun-filled sunroom complete the main level. Upstairs are three additional bedrooms and two full baths. Tucked away off a separate staircase is an impressive great room with custom built-ins and abundant natural light, offering the perfect flexible space for a playroom, office, or media room. Ideally located just moments from downtown DarieRe

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

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

Beautifully updated 2-bedroom and rare two FULL-bath townhouse offers comfort, convenience and tranquility. Freshly painted throughout. New flooring on main level and stairs. Updated full bathroom on each floor. Large, eat-in kitchen opens to patio overlooking perennial garden and completely fenced-in back yard. The second floor features two spacious bedrooms with ample closet space. The basement provides additional storage and laundry area leading to the garage. The location is convenient and commuter-friendly-just minutes to public transportation, schools, and shopping. This pet friendly community offers delightful amenities including two tennis courts, two playgrounds, and a pool, making it easy to enjoy an active yet low-maintenance lifestyle. Sold as-is. Inspections for informational purposes

Designed by Beinfield Architecture and built in 2013, this exceptional modern colonial blends timeless craftsmanship with the ease and sophistication of in-town Rowayton living. The home offers the quality of new construction enhanced by warm, custom details and a fresh, inviting aesthetic throughout. Perfectly situated moments from the Five Mile River, train, village shops, and local beaches, the location captures the very best of coastal convenience and charm. Inside, sun-drenched living spaces, 9-foot ceilings, and an effortless open layout create an atmosphere that is both elegant and comfortable. At the heart of the home, a stunning chef's kitchen with a dramatic 12-foot marble island opens seamlessly to the family and dining areas, while a separate sitting room offers a more intimate retreat. French doors lead to a beautifully landscaped, fully fenced backyard, featuring a covered bluestone patio, mahogany deck, mature plantings, and a newly added built-in outdoor kitchen. Upstai

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

A city oasis awaits the next owner. 3 bedroom, 2 full bath, and study or office, single family home in the heart of Glenbrook. Open floor plan for easy living. Lovely kitchen renovation sparkles with soft white cabinets, granite counter tops and newer appliances. Newly painted throughout. Wood floors have just been refinished. The Living room dining room combination features a wood burning fireplace and sliders that lead to a generous deck covered by and arbor with trailing Wisteria and built in benches. Leading to a lovely flat welcoming yard. One car garage just off the partial basement/laundry/ storage area. Plenty of natural light in every room. Close to Stamford High School, Tully Health Center, transportation, shopping, restaurants, movies

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