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$934,000
4 Beds ⋅ 3 Baths ⋅ 24164385 MLS
Welcome to 170 Whippoorwill Lane In Stratford's desirable Putney neighborhood. This property overlooking the Mill River Country Club golf course is seated well above the road on a rare 3.53 acre lot providing park-like grounds and plenty of privacy. There are 12 rooms, 4100 square feet and 9 foot ceilings throughout. Approaching the home via a long shared driveway, you are welcomed by a parking area for 8 cars and a 4/5-car garage. The garage features RaceDeck flooring, a four-post hydraulic lift (negotiable), two 220 volt outlets, a utility sink, hose bib, 14 foot ceiling, a central-vac connection, compressor with extensions, and a convertible top lift. An in-ground 500-gallon propane tank heats the garage and runs the whole house generator installed in 2025 which can supply power for at least a week or more. Above the garage is a spacious, light-filled studio/office with a separate entrance, a conference area, mini-split heating/cooling system and abundant storage closets - ideal for remote work, creative pursuits, or a private retreat.

170 Whippoorwill Ln, Stratford
$834,000
4 Beds ⋅ 4 Baths ⋅ 24117361 MLS
Highest and Best offers summit by Saturday August 30th Welcome to 450 River Road, Stratford - a rare opportunity to own a waterfront property on the scenic banks of the Housatonic River. This spacious 4-bedroom, 3.5-bath home offers versatile living space ideal for today's lifestyle. The flexible layout includes a possible in-law setup, perfect for multi-generational living or guest accommodations charming home offers breathtaking views, tranquil surroundings, and the perfect blend of comfort and convenience. Enjoy morning coffee or evening sunsets overlooking the water from your private backyard oasis. Inside, you'll find spacious living areas, sun-drenched rooms, and endless potential to make it your own. Located just minutes from parks, marinas, highways, and all that Stratford has to offer, this riverfront gem is ideal for year-round living or a serene weekend retreat. Come experience the beauty and lifestyle of waterfront living!

450 River Rd, Stratford
$800,000
4 Beds ⋅ 4 Baths ⋅ 24137110 MLS
Experience timeless craftsmanship and modern comfort in this stunning Gunther-built custom home in Stratford, CT. Perfectly set on nearly one acre of beautifully landscaped property in one of Stratford's most desirable neighborhoods, this home is just steps from Booth Memorial Park. Inside, you'll find warm, light-filled spaces with classic design touches custom built-ins, exposed beams, and large windows throughout. The spacious dining room opens through French doors to a private patio and backyard, perfect for entertaining or relaxing outdoors. The great room features cathedral ceilings, rich woodwork, built-in bookcases, and a dramatic fireplace centerpiece. A four-season sunroom with wet bar, French doors, and pool table (included) offers the ultimate space for gatherings, game nights, or cozy weekends at home. The kitchen is beautifully updated with solid cherry cabinetry, granite countertops, and terra-cotta tile floors. Upstairs, enjoy three generous bedrooms, including a luxurious primary suite with walk-in closet, Jacuzzi soaking tub, and separate shower. A private one-bedroom, one-bath suite above the garage is ideal for guests or in-laws. This exceptional Stratford home combines timeless craftsmanship, quality finishes, and an unbeatable location-ready for you to move in and make it your own.

160 Old Coach Ln, Stratford
$759,780
3 Beds ⋅ 2 Baths ⋅ 24138347 MLS
Discover timeless colonial elegance in Stratford's highly sought-after Putney neighborhood. This exquisite classic saltbox seamlessly blends historic charm with modern convenience. The home is filled with authentic details such as colonial Williamsburg style chandeliers, wrought iron hardware, and beautiful 12 over 12 windows. Step inside the foyer, featuring a striking leaded glass bullseye transom window. The main level showcases wide plank floors and a cozy living room anchored by a fireplace surrounded by rich wood paneling. Beyond the charm, you'll find modern comfort, perfect for year-round entertaining. Flexible spaces include a finished basement and a studio above the two-car garage-ideal as an artist studio, home gym, and/or office. Outside, enjoy a sophisticated lifestyle with a Har-Tru clay tennis court, a serene stone patio, and mature, lush landscaping. Recent upgrades, including a cedar shingle roof, new HVAC systems, and security enhancements, ensure classic style meets modern ease. Perfectly situated, you're just steps from Boothe Park and minutes from Fairfield beaches, state parks, Metro-North train, and the many quaint coastal towns of the Long Island Sound.

58 Manor Hill Rd, Stratford
$695,000
4 Beds ⋅ 4 Baths ⋅ 24168852 MLS
Lovely 4 BR 3.5 Bath colonial in one of Stratford's most sought after neighborhoods! This incredible home is set on a flat, serene .89 acre lot & boasts over 3,300+ sq. ft. of total living space. As soon as you step foot into the inviting foyer, you'll be greeted by the sun-filled living room w/ beautiful wood burning fireplace. Make holidays & entertaining a breeze in the formal dining room area, which flows nicely into the kitchen, boasting a stainless steel chef's oven/range, dishwasher, & tons of cabinet space! To round out the main level there's also a cozy family room/den, powder room for when guests stop by & a massive bonus room w/ separate entry & bathroom - perfect for use as a home office/business or potential in-law setup. As you make your way upstairs you'll notice the expansive Primary Bedroom which features ample closet space & can easily fit a king bed, along w/ 3 additional spacious bedrooms & main hallway baths! As if that weren't enough, the fully finished basement is sure to please offering flexible space as a media room, home gym, or play/rec. room! This amazing home also comes fully equipped w/ central A/C, attached 2 car garage, oversized back deck, main level laundry & freshly painted walls. Plenty of storage throughout & conveniently connected to public water/sewer. Close proximity to Mill River Country Club, Boothe Park, Sikorsky, Merritt Parkway/I-95, Metro-North Train Station, beaches, shopping & plenty of top notch restaurants! DON'T MISS OUT!!!

60 Rosebrook Dr, Stratford
$680,000
4 Beds ⋅ 4 Baths ⋅ 24149031 MLS
Step back in time and fall in love with a rare and remarkable circa-1720-1790 antique saltbox, beautifully situated along Main Street in the coveted Putney area, directly across from Boothe park-a setting that perfectly complements the home's deep historical roots. Post-and-beam construction, hand-hewn timbers, & wide plank floors anchor the house in its early American origins, while sunlight streams through, illuminating rooms that have borne witness to centuries of life, laughter, and legacy. 11 generously sized rooms & 3.5 baths, the home unfolds gracefully, offering intimate nooks and welcoming gathering spaces alike. At the heart of the home are four fireplaces, each with its own story to tell. One treasured hearth features 2 beehive ovens, a reminder of a time when meals were prepared by fire and family gathered close for warmth. The historic keeping room invites cozy evenings by the fire, while the rare and evocative birthing room stands as a powerful testament to the home's role in nurturing generations. Every room carries a sense of purpose, history, and soul. The residence includes four bedrooms, one thoughtfully repurposed as a charming library or study. The primary bedroom boasts a custom closet, seamlessly blending modern convenience with period authenticity. Above it all, a walk-up attic-once used for smoking meats-now providing space for the recently added central air! Despite its age, the home has been carefully and responsibly updated to meet todays needs

5695 Main St, Stratford
$660,000
3 Beds ⋅ 3 Baths ⋅ 24111323 MLS
This large, split level, sun filled home, offers an open floor plan with 1954 Square foot of finished living space. A kitchen filled with plenty of cabinets and granite counter tops, plus a large kitchen island, opens to a dining area connecting to a beautiful large living room featuring a wood burning stove. Head to the upper level you encounter 3 bedrooms and 2 full bathrooms. The master bedroom has a full bathroom. The lower-level features large, finished room with a full bathroom and walk out to the fenced in yard with a large underground, heated swimming pool. It is ideal for an in-law living space. The full basement offers lots of storage space as well as utilities space. It offers 2 detached garages.

249 Wilbrook Rd, Stratford
$600,000
4 Beds ⋅ 3 Baths ⋅ 24166467 MLS
*** Highest & Best Offer Due by Sunday, April 19th by 7pm** Beautifully maintained 2-Family, Side-by-Side Townhouse-Style Duplex offering the perfect blend of comfort, style, and functionality, featuring a newer roof and vinyl siding, along with an extra-large insulated two-car detached garage with a side-door entrance and an additional rear storage room, plus a long paved driveway. The left (owner's) unit welcomes you with a bright, inviting living room and a dining area with sliding doors that open to a relaxing private deck overlooking a spacious, beautifully landscaped backyard with a therapeutic view, filled with a lush and vibrant variety of beautifully established perennial plantings. The kitchen is tastefully appointed with solid wood cabinetry, granite countertops, and stainless steel appliances, complemented by a convenient half bath on the main level. Upstairs features a primary bedroom with a custom-built closet and an oversized cedar closet, a second bedroom, a full bath, and a linen closet. The right unit offers a similar layout, enhanced by a larger dining area in place of the half bath. Both units include a private full basement with washer and dryer hookups, beautifully maintained hardwood flooring throughout, and ceramic tile in the kitchens and baths. The owner's unit is further elevated by two split-system A/C units, exquisite light fixtures that add warmth & elegance throughout, and a private deck. Ideally located near the train station & major highways.

424 Rockwell Ave, Stratford
$550,000
3 Beds ⋅ 3 Baths ⋅ 24187126 MLS
INVESTORS TAKE NOTE! Exceptional opportunity to own a Cape-style home in one of Stratford's most desirable locations, directly adjacent to Boothe Memorial Park. Situated on a sprawling 1.2-acre lot, and on a cul de sac road, this property offers tremendous potential for investors, builders, renovators, or buyers looking to create their dream home in a prime setting.The home features 3 bedrooms, 3bathrooms, a 2-car attached garage, central air conditioning, and hardwood flooring in many areas. With generous living space and a versatile floor plan, there is ample opportunity to update, expand, or reimagine the property to suit your needs. Whether you are seeking a renovation project, a long-term investment, or a home with room to grow, the possibilities here are endless. The finished lower level adds additional living space to serve a multitude of purposes. Outside, the expansive lot provides a rare combination of privacy and usable outdoor space. The private backyard offers a peaceful setting for entertaining, gardening, recreation, or future enhancements. City water service adds convenience and value, while the property's size and location create a unique opportunity that is increasingly difficult to find. The barn is in pristine condition and can suit a variety of needs for the next owner. Enjoy the benefits of living next to Boothe Memorial Park, with easy access to walking trails, open green space, and recreational amenities. Make your appointment today!

65 Manor Hill Rd, Stratford
$530,000
3 Beds ⋅ 2 Baths ⋅ 24085140 MLS
WELCOME TO 145 RIVER VALLEY RD, STRATFORD, AN OVERSIZE CAPE ON A DEAD END STREET IN A QUIET NEIGHBORHOOD, THIS HOME FEATURES ALL NEW WINDOWS, HARDWOOD FLOOR, SOLAR PANELS, 2 WOOD-BURNING FIRE PLACES, PARTIAL FINISHED BASEMENT, FULL BASEMENT, THERE'S AN ADDITIONAL ROOM ON THE MAIN FLOOR THAT CAN BE USE AS A FOURTH BEDROOM OR AS A GUESS ROOM. A LOT OF CLOSET SPACES THROUGHOUT THE HOUSE. SOLAR PANELS LEASE HAS TO BE ASSUMED BY THE NEW OWNER'(S). FAMILY ROOM ON THE FIRST FLOOR, FORMAL DINNING ROOM, EAT IN KITCHEN, AN EXTRA FULL BATH IN THE BASEMENT.

145 River Valley Rd, Stratford
$50,000
24158234 MLS
Landlocked with easement. Abuts Eversource property. .82 acre parcel, be creative, buyer advised to perform their own due diligence with Town officials.

Chapel St Unit LOT 4, Stratford

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