Stratford Real Estate

Welcome to Stratford, Connecticut – a hidden gem nestled in the heart of Fairfield County. This charming coastal town, with its rich history and vibrant community spirit, offers a perfect blend of suburban tranquility and urban convenience. Just a stone's throw away from New York City, Stratford is an ideal location for those seeking a balanced lifestyle.

Stratford is steeped in history, with roots dating back to 1639. The town boasts a variety of historical landmarks, including the iconic Boothe Memorial Park, which features beautifully landscaped gardens and a fascinating museum showcasing local history. Nature lovers can enjoy the scenic beauty of the Housatonic River and the picturesque beaches along Long Island Sound, perfect for leisurely strolls, picnics, and water activities.

The community here is warm and welcoming, with a plethora of local events that foster a strong sense of belonging. From farmers' markets to seasonal festivals, there's always something happening in Stratford. The town is also home to excellent schools, making it an attractive destination for families.

For those who appreciate the arts, Stratford offers a vibrant cultural scene, highlighted by the renowned Shakespeare Festival and various local theaters that host a range of performances throughout the year. With a diverse selection of restaurants, shops, and recreational facilities, residents have everything they need right at their fingertips.

Whether you’re looking to settle down or invest in a thriving community, Stratford, CT, is a place where dreams come home. Discover the charm and opportunities that await in this beautiful town!

Newest Listings in Stratford

$499,000

5 Beds ⋅ 2 Baths ⋅ 24219852 MLS

An exceptional opportunity for restoration enthusiasts and buyers with vision! Dating to approximately 1890, 1034 East Main Street is a substantial Colonial-style residence with a reported connection to the descendants of Moses Wheeler, one of Stratford's earliest and most prominent settlers. This substantial residence offers approximately 2,822 square feet of living space. The property features a main level with an entry foyer, coat closet, living room, separate dining room, study/den, table-sized kitchen, half bath, laundry room, oversized sun porch and up a flight of stairs from the kitchen to a large great room with a fireplace (over the garage) as well as doors to the deck at the rear of the house. On the second level are three bedrooms and a hallway bath. The 3rd level has two more bedrooms. This home is close to I-95, the Merritt Parkway, Metro North at the Stratford train station and public bus service. Enjoy Stratford's beaches, Booth Memorial Park and the town-owned Roosevelt Forest with hiking and biking trails. Stratford's cafes, shops and restaurants are nearby. This home conveys in AS IS condition.

1034 E Main St, Stratford

$699,900

7 Beds ⋅ 5 Baths ⋅ 24219560 MLS

an approved 6 Unit apartment conversion from an office building into 6 units. Fully approved by zoning , you will need to obtain a building permit based on plans.

2083 Main St, Stratford

$577,740

3 Beds ⋅ 2 Baths ⋅ 24219357 MLS

Location Location Location! Refreshed and ready to go is this 7 room expanded McNeil colonial. Nothing to do but move in! Walk to schools park and Paradise Green. You won't be disappointed make an appointment today. Upper level office can be bedroom too! additional photos on the way. Seller prefers all offer be placed on 4 page SmartMLS Contract.

262 Roger Dr, Stratford

$575,000

2 Beds ⋅ 3 Baths ⋅ 24219240 MLS ⋅ Oronoque Village BLDG.

Welcome to easy, elegant living in sought-after Oronoque Village in Stratford, CT! Beautifully renovated in 2019, this modified Thoreau unit combines style, comfort, and convenience with a thoughtful floor plan and abundant natural light. The open-concept kitchen, living, and dining area features white cabinetry, granite countertops, an island with seating, large windows, and a cozy gas fireplace. Sliding doors lead to the deck, while a private patio offers a peaceful setting overlooking a lovely courtyard. The main level offers two generously sized bedrooms, including a spacious primary suite with multiple walk-in closets and a full bath, plus an additional full bathroom and convenient laundry. The finished lower level offers exceptional flexibility with a large family room, dedicated office or gym, third full bathroom, workshop, storage, walk-out access, and direct entry to an oversized, pristine one-car garage. Newer central air and water heater are additional features. Enjoy all that Oronoque Village has to offer, including three swimming pools, tennis and pickleball courts, clubhouses, and a wide variety of social activities and clubs. Whether you're looking to simplify, stay active, or spend more time doing what you love, discover the lifestyle that makes 55+ community so special!

161 Bison Ln Unit A, Stratford

$160,000

24219133 MLS

Large garage in mixed use neighborhood. Electric and wall unit for heat. Sewer in the street. Unfinished second floor for storage.

41 Harding Ave, Stratford

$310,000

2 Beds ⋅ 2 Baths ⋅ 24217103 MLS ⋅ Far Mill River BLDG.

Welcome to Far Mill River, one of Stratford's most sought after communities! Nestled amidst beautifully maintained park-like grounds and surrounded by tranquil woodland views, this charming 2 bedroom, 1.5 bath townhome offers comfort, convenience and low maintenance. The community is known for its beauty, the exceptionally low HOA fees and outstanding amenities, including an inground pool, tennis courts, clubhouse, fitness center, basketball court and tot playground. Step inside to a welcoming foyer that leads to a spacious, sunlit living room featuring sliders to a large private deck, perfect for relaxing and entertaining. The dining area flows seamlessly into the kitchen, creating an open and functional layout for everyday living and hosting. The kitchen with desirable white cabinets and ceramic tile floor and backsplash offers ample cabinetry and workspace for all your cooking needs. For added convenience, a half bath on the main floor. Upstairs, you'll find 2 generously sized bedrooms, including the primary bedroom, with a large walk-in closet, a full bathroom with tub, large white vanity and ceramic tile floor. The partially finished lower level offers valuable additional living space, ideal for a family room, home office or recreation room, along with a dedicated storage and laundry area. Perfectly located near shopping, dining, parks, major highways, Stratford's beautiful shoreline and a short ride to Sikorsky, this move in ready condo is one not to miss!

45 Powder Mill Rd Unit B, Stratford

$309,000

3 Beds ⋅ 1 Baths ⋅ 24218976 MLS

Investors or homeowners looking to build equity should not miss the opportunity to purchase this solid home, in a prime North Stratford location, at an unbeatable price. Directly across from Wooster Park and school, recreational opportunities abound throughout every season of the year. Enjoy tennis and pickleball courts, multi-use fields, basketball courts and a playground, or simply relax by the tranquil pond. Renovations are needed, but worth the investment, with beautiful hardwood floors on both levels, and a center stairway layout that would support further expansion of the second floor. An unfinished basement offers more space and possibilities. In addition to having a park at your doorstep, enjoy the convenience of nearby shopping and dining. Commuters can take advantage of a location which is central to several major highways and Metro North train, while all Stratford residents can access the towns local beaches.

630 Freeman Ave, Stratford

$679,000

4 Beds ⋅ 3 Baths ⋅ 24218592 MLS

A backyard that feels like a private getaway, with 1.82 acres to make it your own. At 95 Wildwood Drive in Stratford's North End, this four-bedroom, 2.5-bath Colonial pairs an in-ground pool, patio, gazebo, outdoor bar, and shower with a wooded setting near Roosevelt Forest. Inside, the family room with a fireplace opens the way to spacious living and dining rooms, a kitchen with a breakfast area, and a deck overlooking the grounds. Upstairs, the primary bedroom has its own bath and walk-in closet, with three additional bedrooms offering space for guests, work, or hobbies. The walk-out lower level adds approximately 500 square feet of finished recreation space, plus workshop and storage areas and access to the attached two-car garage. With convenient access to Route 8 and the Merritt Parkway, this is a home you can enjoy every day and a setting worth coming home to. Schedule your private tour.

95 Wildwood Dr, Stratford

$429,000

2 Beds ⋅ 2 Baths ⋅ 24218547 MLS ⋅ Far Mill River BLDG.

Welcome to the sought-after Far Mill River community in Stratford's North End, where this top-to-bottom, fully remodeled townhouse sets a new benchmark for turn-key luxury. No expense was spared in transforming every inch of this home. Step inside to fresh custom paint, upgraded lighting fixtures throughout, and gleaming engineered hardwood floors spanning the main level. The centerpiece of the home is a fully redesigned kitchen boasting brand-new cabinetry, sleek quartz countertops, and brand-new stainless-steel appliances. The open-concept living and dining area provides an effortless layout for daily living and entertaining, anchored by sliding glass doors that open to your private rear deck. A beautifully crafted new staircase leads to the upper level, where plush, brand-new carpeting warms the spacious bedrooms with generous closet space. Both bathrooms feature clean, modern updates that complement the home's contemporary aesthetic. Beyond the interior, enjoy Far Mill River's resort-style amenities, including an in-ground pool, clubhouse, exercise room, tennis courts, basketball court, playground, and dedicated parking. Conveniently situated with easy access to Route 8, the Merritt Parkway, I-95, the Stratford Train Station, local shopping, and town beaches. Unpack, unwind, and celebrate-make this turnkey Far Mill River gem your home for the holidays!

74 River Bend Rd Unit C, Stratford

$749,900

3 Beds ⋅ 3 Baths ⋅ 24218781 MLS

Nicely updated 3 bed/3 full bath spacious ranch located in the highly sought-after Lordship neighborhood! This desirable coastal community home offers a nicely updated kitchen with Fabuwood all wood cabinets, quartz countertops, new stainless steel appliances, and an island open to the living room. Upstairs features another family room space and a dining room area, a primary bedroom with its own full bath, and 2 more bedrooms and a 2nd full bath. Downstairs you have another 600 sq feet of finished basement area with another full bath, full kitchen, and several finished rooms. Other features include a new roof, new windows, a new driveway, a new propane furnace, updated 200 amp electrical, and new central air. Enjoy a short walk to the beach, a nearby golf course, and easy access to i-95 and the train station. Come and see this one today!

115 Prospect Dr, Stratford

$479,000

2 Beds ⋅ 2 Baths ⋅ 24215324 MLS

This charming home offers classic New England character in Stratford's desirable Paradise Green neighborhood, directly across from Brewster Pond at Longbrook Park. Longbrook Park is a 30-plus-acre park that combines natural scenery with recreational facilities including including playground/tot lot, walking trails, ponds and historic stonework. The main level features an entry foyer with coat closet, living room with wood-burning fireplace, a den with ceiling fan, separate dining room with doors to the deck, an updated kitchen with a cozy breakfast nook and a half bath. On the upper level are two generous-sized bedrooms, ample closets and a full bath. The third level features an unfinished, floored 650' attic accessed through the primary bedroom. On the lower level is the washer, dryer and utilities as well as a separate entrance to the deck and rear garden. Outside is a private, fenced rear garden, brick patio, deck and a one-car detached garage...parking for an additional 3-4 cars in the driveway. The property has and underground sprinkler system in the front, side, the garden beds and window box. Walk to the shops and cafes in Paradise Green as well as the farmers market which runs from June-October. This property is conveniently located between I-95, the Merritt Parkway, Metro North at the Stratford train station and public bus service on Main Street. Enjoy Stratford's beaches on Long Island Sound and the town-owned Roosevelt Forest for hiking and biking trails.

169 Brightwood Ave, Stratford

$199,900

2 Beds ⋅ 1 Baths ⋅ 24218083 MLS

Exceptional opportunity for builders, contractors, or investors. This Cape Cod home requires total renovation or is ideal for redevelopment. The property sits on a .21 acre (50x190 Ft Approx.) flat lot offering a great footprint for new construction and abuts Bruce Brook at the rear of the lot. This is an extreme hoarding situation. Sold as-is with all contents left in place. Interior access is not permitted due to the amount of debris and hazards. Structure, systems, and mechanicals are all in unknown or failing condition, however a new furnace was installed in 2025. Current condition unknown. This is a CASH ONLY SALE as the property will not qualify for financing. Offers/Sale subject to Probate Court approval. Buyer is responsible for conducting any and all due diligence they deem necessary using information available from exterior observation, public records, and inspections permitted outside the structure. Buyer acknowledges the inability to inspect the interior is a material condition of the sale. Submission of an offer constitutes acceptance of these conditions. Seller is requesting highest best and final offers by 11/9/2026 5PM EST..

Stratford

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Stratford Real Estate

Newest Listings in Stratford

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