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94 Sheppard St, Stratford
$535,000
3 Beds ⋅ 2 Baths ⋅ 24208965 MLS
Step into timeless elegance and exceptional craftsmanship with this stunning, completely updated Colonial. Celebrated for its remarkable curb appeal, this home proudly won a local beautification award for its professional, exceptional landscaping, complete with a full irrigation system to keep the grounds pristine. Interior features include gleaming Hardwood floor flowing seamlessly throughout the sunlit, completely updated living areas. The formal dining room is perfectly sized for hosting family dinners and special gatherings. Enjoy the modern kitchen with functional island in addition to the clever coffee bar and mudroom combination, outfitted with storage cabinets and shelving. The several versatile living options include a potential 4th bedroom on the main level (complete with a closet) and a potential 5th bedroom downstairs featuring tile floor and its own closet, offering fantastic flexibility for a home office, guest suite, or multi-generational living. It's everyday comfort with central air conditioning, a dedicated lower-level laundry area with a washer and dryer, and abundant basement storage space. The outdoor oasis is an entertainer's backyard as you step out onto the spacious walk-out deck overlooking a beautiful stone patio for the ultimate setting for outdoor dining while taking in the views of the flawless, perfectly manicured lawn. The 2-Car Garage includes convenient additional storage tucked away directly behind the garage for tools or seasonal items.

94 Sheppard St, Stratford

20 Enrica Rita Way Unit 20, Stratford
$549,900
3 Beds ⋅ 4 Baths ⋅ 24211560 MLS
Spacious, beautifully appointed 3-bedroom, 3.5-bath condo offering three levels of comfortable living and a 1-car garage. Hardwood flooring flows throughout the main living areas, including a welcoming living room with a fireplace, formal dining room, and an impressive oversized eat-in kitchen featuring a large center island with seating and sliders to a private deck-perfect for relaxing or entertaining. Upstairs, the bright and spacious primary suite features a cathedral ceiling, ceiling fan, walk-in closet, and private full bath with a Jacuzzi tub and linen closet. Two additional bedrooms provide plenty of flexibility, with the convenience of a washer and dryer located on the second floor. The fully finished lower level adds even more valuable living space and includes a full bath-ideal for a family room, home office, gym or guest space. Additional features include central air, central vacuum, a generator, and an attached 1-car garage. Generous living space, great storage, and a convenient Stratford location close to shopping, restaurants, highways, the train, and everyday amenities make this condo a wonderful place to call home. This is a free-standing condo, and the lot size is a guesstimate, as lot size is in common.

20 Enrica Rita Way Unit 20, Stratford

1680 Main St, Stratford
$550,000
3 Beds ⋅ 2 Baths ⋅ 24209669 MLS
Welcome to easy living in one of Stratford's most convenient locations! This beautifully maintained Ranch offers the perfect combination of comfort, privacy, and accessibility. Enjoy a spacious, nearly double-sized private yard and an oversized patio-perfect for entertaining, summer gatherings, or simply relaxing outdoors. Ideally located just minutes from Short Beach Park and Long Island Sound, with easy access to the Housatonic River, Metro-North train station, I-95, shopping, dining, and everyday conveniences. The home has been lovingly maintained and is ready for its next owner to add their personal touches and make it their own. Whether you're enjoying peaceful days at home, entertaining outdoors, or taking advantage of everything Stratford has to offer, this home delivers the lifestyle and location you've been looking for. Come experience the comfort, convenience, and possibilities of calling Stratford home!

1680 Main St, Stratford

96 Van St, Stratford
$435,000
4 Beds ⋅ 2 Baths ⋅ 24210509 MLS
Welcome home to this well-maintained Cape offering a flexible floor plan, hardwood floors and thoughtful updates throughout. The main level features a comfortable living room with hardwood flooring and an updated kitchen with granite countertops, center island, dishwasher, microwave and refrigerator. A spacious dining room with hardwood floors, ceiling fan and closet is currently used for entertaining but can easily be converted back to a main-level bedroom. The primary bedroom offers hardwood floors, ceiling fan and a private full bath. An additional hall bath features tile flooring, a Bath Fitter tub, new vanity and linen closet. Convenient laundry options are available on either the main level or in the basement. Upstairs you'll find two additional bedrooms, both with hardwood floors and ceiling fans, including an oversized bedroom offering plenty of space and versatility. The basement provides additional storage and features a block foundation, sump pump and radon mitigation system. Additional highlights include oil-fired hot water baseboard heat, a pressure-treated deck, low-maintenance vinyl siding and a roof replaced in 2021. A classic Cape with a versatile layout, important updates and plenty of opportunity to make it your own!

96 Van St, Stratford

10 Prospect Dr, Stratford
$449,000
4 Beds ⋅ 2 Baths ⋅ 24211003 MLS
Welcome to 10 Prospect Drive, a charming Stratford home offering character, flexibility, and a convenient location. Set in an established neighborhood, this home features a versatile layout with comfortable living spaces and plenty of opportunity to make it your own. A standout feature is the flexible first-floor room, previously used by the seller as a primary bedroom and by past owners as a formal dining room. Whether you need a main-level bedroom, dining room, home office, or additional living space, this room can easily adapt to your needs. Adding to the home's character is its connection to Stratford's local history. Per the seller, homes in the neighborhood were originally built for GE workers who traveled by train to the nearby GE factory, giving the area an interesting tie to Stratford's industrial past. Conveniently located near shopping, dining, major commuting routes, train access, and area amenities, 10 Prospect Drive is a great opportunity for buyers looking for charm, versatility, and potential in a well-established Stratford neighborhood.

10 Prospect Dr, Stratford

162 Anson St, Stratford
$500,000
4 Beds ⋅ 2 Baths ⋅ 24211139 MLS
Set in Stratford's sought-after North End, this 4-bedroom Colonial offers a warm, functional layout with an open flow designed for everyday living and entertaining. The heart of the home is the spacious kitchen with granite countertops, stainless steel appliances, abundant cabinetry and hardwood floors, opening seamlessly to the dining area and inviting living room with a wood-burning fireplace. Step through the back door onto the deck overlooking a flat, usable yard-perfect for outdoor dining, entertaining or simply enjoying the space. At the front of the home, a separate room offers flexibility as a home office, den or sitting room, while a convenient mudroom adds everyday function. A first-floor half bath is already plumbed for a corner shower, offering future potential. Upstairs are four well-proportioned bedrooms and a beautifully renovated full bath with modern finishes. Additional highlights include hardwood flooring throughout much of the home, a detached one-car garage, natural gas heat, 200-amp electrical service and public water and sewer. Enjoy a convenient North End location near Paradise Green, local shops and restaurants, parks and recreation, Metro-North and major commuter routes, with Stratford's shoreline, beaches and waterfront amenities just a short drive away. A wonderful opportunity to enjoy space, character and convenience in one of Stratford's most sought-after areas.

162 Anson St, Stratford

110 Ruby Ln, Stratford
$469,000
3 Beds ⋅ 2 Baths ⋅ 24211165 MLS
Step inside 110 Ruby Lane, a spacious and inviting 3 bedroom, 1.5 bath home nestled in a desirable Stratford neighborhood. Designed with comfortable living in mind, the home offers generous living areas, a finished lower level that can be used as a family room, home office, gym, or playroom, and an attached two car garage. The covered breezeway connecting the main living area to the garage adds a versatile space filled with natural light. Whether used as a sunroom, reading nook, sitting room, hobby space, or relaxing retreat, this unique area also overlooks the backyard. Outside, the beautifully private backyard offers plenty of room for entertaining, gardening, or unwinding in a peaceful outdoor setting. With parks, schools, shopping, restaurants, and major commuter routes nearby, this home offers the space, comfort, and convenience you're looking for. Don't miss the opportunity to make 110 Ruby Lane your next home!

110 Ruby Ln, Stratford

1425 James Farm Rd, Stratford
$679,900
4 Beds ⋅ 3 Baths ⋅ 24211162 MLS
***Home Qualifies for a $25,000 Down Payment Grant*** An amazing property that simply feels like "home"! Located on the ultra-exclusive James Farm Road, you'll fall in love with this hidden gem. Find yourself tucked away in your own private oasis (surrounded by nature)...yet still within minutes to every amenity you can imagine. This newer home has been fully remodeled, and is now ready for immediate occupancy. Boasting an updated kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances. Updated bathrooms with designer fixtures, beautiful tile work, and a modern touch. A master suite with vaulted ceilings, its own private bathroom, and walk in closet. From the hardwood floors, to the recessed lighting, to the fully finished (walkout) basement...this house has it all. Your 1.96 acres of private property is adjacent to Roosevelt forest...where you'll find walking trails, bird watching, a local dog park, and a expansive lake (where community members ice skate in the winter). Whether you are looking for the tranquility of the quieter side of town...or the convenience of getting around... this house is the one. 5 minutes to the Bridgeport Avenue Corridor for all your shopping, banking, dining, and entertainment needs. 4 minutes to the Merritt Parkway for a quick commute. 5 minutes to Sikorsky and 2 minutes to the Blackhawk Country Club and golf course. Close proximity to schools and medical facilities. Schedule your showing today!

1425 James Farm Rd, Stratford

88 S Tril Unit A, Stratford
$356,000
1 Beds ⋅ 2 Baths ⋅ 24208274 MLS ⋅ Oronoque Village BLDG.
This lovely Emerson model ranch features a sun-drenched, open layout boasting 1,175 square feet of main-level living space. Step inside to find a welcoming living area anchored by a cozy fireplace, perfectly transitioning into the dining and kitchen spaces for effortless entertaining. The primary suite offers a peaceful retreat complemented by 1.5 baths. Enjoy additional flex space with the partially finished lower level-perfect for a home office, den, or guest area. A convenient basement garage provides easy parking and extra storage. Step outside to your private deck to enjoy the peaceful, tree-lined surroundings that make this neighborhood so special. As an Oronoque Village resident, you'll gain access to world-class amenities including renovated clubhouses, three swimming pools, tennis and pickleball courts, and social membership access to the golf course. SELLER TO PAY SPECIAL ASSESSMENT FOR NEW ROOF.

88 S Tril Unit A, Stratford

1149 Warner Hill Rd, Stratford
$649,000
4 Beds ⋅ 2 Baths ⋅ 24203648 MLS
Discover a unique combination of space, privacy and versatility in this 4-bedroom, 2-full-bath Colonial offering approximately 2,782 square feet of living space on just over an acre. Recent improvements include a newly renovated second-floor bathroom and a new deck, adding to the appeal of this spacious Stratford home. Hardwood floors complement the main level, where a generous living room with fireplace and bay window creates a warm gathering space. A versatile den provides additional room to relax and offers direct access to the new deck, perfect for extending your living space outdoors. The light-filled dining area features vaulted ceilings and access to the outdoors. Three bedrooms and a full bath are conveniently located on the main level. Upstairs, the expansive primary bedroom features vaulted beamed ceilings, skylights and a walk-in closet, along with the newly renovated full bathroom. The full walk-out basement provides substantial storage and additional possibilities, with direct garage access. Central air on the main level and ductless cooling upstairs add to the home's comfort. Set on approximately 1.04 acres, the property offers plenty of outdoor space and privacy. With generous living space, an adaptable floor plan, new deck and renovated second-floor bath, this home is ready for its next chapter.

1149 Warner Hill Rd, Stratford

13 Algonquin Ln Unit B, Stratford
$389,000
1 Beds ⋅ 2 Baths ⋅ 24210848 MLS ⋅ Oronoque Village BLDG.
Welcome to Oronoque Village, one of Fairfield County's premier 55+ communities, nestled among the scenic fairways of Blackhawk Country Club. This beautifully maintained townhouse offers the perfect balance of comfort, convenience, and an exceptional lifestyle. Filled with natural light, the spacious floor plan features dramatic 20-foot vaulted ceilings, hardwood floors, and an open living and dining area designed for both everyday living and effortless entertaining. A versatile bonus room with French doors offers the flexibility of a guest bedroom, home office, or den, while the generously sized primary suite provides a peaceful retreat with ample closet space and an en-suite bath. Enjoy the convenience of a private garage, in-unit laundry, abundant storage, and a secluded outdoor space perfect for morning coffee or relaxing evenings. A spacious private landing at the top of the staircase creates a gracious entry to the home while offering a rare bonus flex space-ideal for a cozy sitting area, reading nook, hobby space, home office, or beautifully displayed seasonal decor.

13 Algonquin Ln Unit B, Stratford

501 Bridgeview Pl, Stratford
$579,000
3 Beds ⋅ 2 Baths ⋅ 24208112 MLS
Stunning 3 Bed 1.5 Bath cape in highly sought after North End neighborhood! From the moment you walk through the front door of this immaculate home, you'll notice the attention to detail & countless upgrades! Gorgeous white kitchen features quartz countertops, stainless steel appliances, tile backsplash, dishwasher, & tons of cabinet space. Sun-filled living room offers a beautiful wood-burning fireplace, built-in shelving, & bay windows w/ views of the Housatonic River. Make hosting holidays a breeze in the open dining room area & enjoy the cozy mudroom/sun porch providing access to the fully fenced in flat backyard - perfect for BBQing or entertaining guests! As you make your way upstairs, you will be greeted by the expansive Primary BR, 2 additional spacious bedrooms, & lovely updated main bath which is sure to please! Lower level can easily be finished and provides ample storage space along with newer high-end Samsung washer/dryer. This incredible home also comes fully equipped w/ an attached 2 car garage, recessed lighting, gleaming hardwood floors, newer roof & freshly paved driveway. As if that weren't enough...you'll also be delighted with the energy efficient solar panels, Mitsubishi mini-splits, & electric car charger. Close proximity to Mill River CC, Boothe Memorial Park, Metro-North Train Station, Merritt Parkway, I-95, beaches, shopping, restaurants, & all that Stratford has to offer! A TRUE MUST SEE!!!

501 Bridgeview Pl, Stratford

135 Plymouth St, Stratford
$565,000
3 Beds ⋅ 2 Baths ⋅ 24206242 MLS
Charming and thoughtfully updated 3-bedroom, 2-bath Colonial in desirable Paradise Green. This inviting home blends classic character with modern updates and offers two living spaces, eat-in kitchen, wood-burning stove, a versatile office/sunroom and original French doors. The kitchen and bath have been totally renovated. Brand-new, 100% owned solar panels provide added energy efficiency and are currently generating a utility credit with UI. Enjoy outdoor living with a private, fenced backyard featuring a spacious deck, lush lawn, raised garden beds, and garden shed. The oversized detached garage provides excellent storage and potential for a workshop, studio, gym, or additional flex space. Ideally located within easy walking distance of Paradise Green's farmers market, shops, restaurants, seasonal events, playground, splash pad, and Brewster's Pond. Enjoy fishing in warmer months and ice skating in winter. Conveniently located less than one mile from Metro-North for an easy commute. A well-maintained Colonial offering character, updates, outdoor space, and an exceptional neighborhood setting.

135 Plymouth St, Stratford

11 Cardinal Pl, Stratford
$367,000
3 Beds ⋅ 1 Baths ⋅ 24205833 MLS
Opportunity awaits! Ideally located in the heart of Stratford, this 3-bedroom, 1-bathroom Cape offers over 1,200 square feet of living space and is ready for its next chapter. The home features a functional floor plan with a spacious living room, formal dining room, hardwood floors, and an oversized driveway. Situated on a level corner lot close to shopping, restaurants, parks, major highways, and key public transport corridors, this property presents an exceptional opportunity for investors, flippers, or contractors. Key capital infrastructure updates are already in place, including a complete main sewer line replacement ($20k capital expense cleared) and a brand-new hot water heater (Jan 2026). Bring your vision and unlock the massive equity potential this home has to offer! Terms of Sale: Sold strictly 100% AS-IS with tenant in place through November. Cash or Hard Money preferred. DO NOT DISTURB TENANT.

11 Cardinal Pl, Stratford

50 Vine St, Stratford
$479,000
3 Beds ⋅ 2 Baths ⋅ 24210369 MLS
Classic North Stratford Colonial on Quiet Cul-de-Sac | Renovated Kitchen & Bath | Large Level Lot.Welcome to this impeccably maintained 3 Bedroom, 1.5 Bath Center Hall Colonial, perfectly situated on a quiet, tree-lined cul-de-sac in North Stratford. Offering 1,857 square feet of comfortable living space, this classic home combines timeless charm with thoughtful updates and endless potential. The inviting main level features a spacious front-to-back Living Room accented by a fireplace and glass doors leading to a sunny Sunroom/Home Office. A perfectly proportioned Dining Room is ready to host holidays and special occasions, while the beautifully renovated Kitchen showcases granite countertops, stainless steel appliances, custom built-ins, and abundant workspace for everyday living and entertaining. Completing the first floor are a convenient Pantry/Laundry Room, Powder Room, and direct access to the new maintenance-free composite deck overlooking the expansive level backyard. Upstairs, you'll find three generously sized Bedrooms, including a spacious Primary Bedroom, along with a tastefully renovated Full Bath. Beautiful hardwood flooring enhances much of the home. The unfinished lower level offers excellent storage and exciting possibilities for future living space. Newer roof and a large detached two-car garage. A short walk to the shops and restaurants of Paradise Green and a short ride to Metro-North/New York City train. Customize and create your dream home!

50 Vine St, Stratford

85 River Bend Rd Unit D, Stratford
$425,000
2 Beds ⋅ 3 Baths ⋅ 24210022 MLS ⋅ Far Mill River BLDG.
If you've been waiting for a home to become available at Far Mill River this may be the one worth waiting for. Beautifully updated this 3-level townhouse has undergone an impressive transformation & is truly move-in ready. The kitchen has been completely refreshed with new cabinetry, granite countertops and a full suite of GE Cafe appliances, creating a space that feels polished and current. Original hardwood floors bring warmth and character throughout, while updated baths, ceiling fans in every room and a custom California Closet in the foyer add both style and function. The living room is anchored by a beautifully redone wood-burning fireplace & opens to a wonderfully private deck-an ideal spot to relax or entertain End Unit. The finished & remodeled lower level adds 2 additional rooms of flexible living space, perfect for a family room, home office, exercise room, hobbies or guests. The improvements go well beyond what you can see, with a new central A/C system, new 40-gallon hot water heater & new washer & dryer already in place. Two dedicated parking spaces are conveniently located directly outside the front door. Far Mill River is a professionally managed community offering an in-ground pool, pool house, tennis and basketball courts, playground & guest parking. HOA fee is just $186/month with a $600 quarterly tax district payment. With so much already updated, this is an opportunity to unpack, settle in & simply enjoy your new home.

85 River Bend Rd Unit D, Stratford

471 Housatonic Ave, Stratford
$579,000
3 Beds ⋅ 2 Baths ⋅ 24209407 MLS
Set just off the Housatonic River in Stratford, this 1916 Dutch Colonial blends a century of character with thoughtful modern updates. Five ductless A/C units keep every level comfortable through the summer, and two Velux skylights with solar powered shades fill the home with natural light. An Amazon smart thermostat makes the main level easy to manage, and under cabinet lighting adds warmth to the kitchen. Behind the garage, a storage shed offers extra space for tools, bikes, and seasonal gear. Life in Stratford means riverside dining and marinas close by, summer days at Short Beach, walks through Boothe Memorial Park, and the shops and restaurants of downtown. Commuting is simple with I-95, the Merritt Parkway, and the Metro-North station all just minutes away. A classic home in a well connected shoreline town, ready for its next chapter.

471 Housatonic Ave, Stratford

105 Washington Pkwy, Stratford
$685,000
4 Beds ⋅ 2 Baths ⋅ 24209939 MLS
Rare Sighting!!! Two family in Lordship? This true rare one of a kind two family is just a step from the beach. opportunities like this one do not just fall out of the sky in today's market. This two-unit property has an absolutely massive yard with a huge for gorgeous summer luaus, paved off street parking driveway that can accommodate up to 6 cars. This is the perfect mix of beach home for those looking for a bit more of income and investment opportunities or just leasing out right you just cannot go wrong. Both units are equipped with 2 beds in total 4 beds 1 bathroom in every unit, and the second has a laundry/office flex space a gorgeous deck to overlook your own personal "kingdom" so to speak, a Bar setup and just a great layout overall. The first-floor unit has 2 big bedrooms and a huge living room. With some TLC this property will be the envy of the neighborhood. The most desirable neighborhood in Stratford is just one showing away! Do not miss out on this one.

105 Washington Pkwy, Stratford

77 Ridge Rd, Stratford
$625,000
4 Beds ⋅ 3 Baths ⋅ 24209050 MLS
Welcome to 77 Ridge Rd, offered for the first time in 65 years. This beautiful, turn-key classic center hall Colonial is nestled on a quiet, tree-lined street in Stratford's coveted Paradise Green neighborhood. Offering approximately 2,700 sq ft of flexible living space, the home is designed for both everyday comfort and effortless entertaining. New LVP flooring creates a fresh, cohesive look throughout the main level, fresh paint thruout, while abundant natural light pours through newer energy-efficient windows, this home is truly move-in ready. The expansive remodeled eat-in kitchen is the heart of the home, featuring granite countertops, white cabinetry, custom shiplap and a skylight and flows seamlessly into the grand family room with a cozy stone fireplace. A formal dining room, gracious living room with wood-burning fireplace and built-ins and a private home office provide additional living space. French doors lead to a four-season room with access to the rear deck and flat, private yard. Upstairs, hardwood floors continue throughout, a spacious primary suite with an updated bath and generous closets, plus three additional bedrooms that share the updated hall bath. A partially finished lower level offers flexible space for a gym, playroom or recreation room. New roof, Central air, public water and sewer complete the home. Enjoy the convenience of walking to Paradise Green shops, restaurants, parks and neighborhood amenities. Natural gas in street

77 Ridge Rd, Stratford

20 Enrica Rita Way Unit 20, Stratford
$549,900
3 Beds ⋅ 4 Baths ⋅ 24207103 MLS ⋅ Cutspring Village BLDG.
Spacious, beautifully appointed 3-bedroom, 3.5-bath condo offering three levels of comfortable living and a 1-car garage. Hardwood flooring flows throughout the main living areas, including a welcoming living room with a fireplace, formal dining room, and an impressive oversized eat-in kitchen featuring a large center island with seating and sliders to a private deck-perfect for relaxing or entertaining. Upstairs, the bright and spacious primary suite features a cathedral ceiling, ceiling fan, walk-in closet, and private full bath with a Jacuzzi tub and linen closet. Two additional bedrooms provide plenty of flexibility, with the convenience of a washer and dryer located on the second floor. The fully finished lower level adds even more valuable living space and includes a full bath-ideal for a family room, home office, gym or guest space. Additional features include central air, central vacuum, a generator, and an attached 1-car garage. Generous living space, great storage, and a convenient Stratford location close to shopping, restaurants, highways, the train, and everyday amenities make this condo a wonderful place to call home. This is a free-standing condo.

20 Enrica Rita Way Unit 20, Stratford

55 Blackhawk Ln Unit B, Stratford
$639,000
2 Beds ⋅ 3 Baths ⋅ 24209592 MLS ⋅ Oronoque Village BLDG.
**Welcome to Your Newly Renovated Home** This stunning unit overlooks the 8th fairway on Blackhawk Golf Course! It has just completed a redesign and renovation from top to bottom, ensuring a fresh and modern living experience. As you step inside, you'll be greeted by a spacious open-concept layout that seamlessly connects the kitchen, dining room, and living room. The inviting living area features a cozy fireplace and sliding doors that lead to a generously sized deck, perfect for outdoor relaxation and entertaining. The large kitchen is a chef's dream, boasting a beautiful island with quartz countertops that offers ample storage and an overhanging island for additional dining options, all while leaving plenty of space for a dining table. Retreat to the primary suite, a spacious haven complete with two large closets-one of which is a walk-in. The en-suite bathroom features a double sink vanity and a luxurious walk-in shower, providing a perfect escape at the end of the day. Conveniently located on the main level, you'll find the laundry area adjacent to a full guest bath and a comfortable guest bedroom, making it ideal for visitors. The lower level is a fantastic addition, featuring a new door that opens to the driveway and a cozy family room. This level also includes a brand new full bathroom, along with plenty of storage space to meet all your needs. Buyer pays a one time buy-in fee of $2020.00. Roof assessment of approx $8300.00 or $117.16 for 7 years.

55 Blackhawk Ln Unit B, Stratford

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