Academy Hill Real Estate

Welcome to Academy Hill, a charming neighborhood nestled in the heart of Stratford, Connecticut. Known for its picturesque streets and friendly atmosphere, Academy Hill offers a delightful blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Academy Hill is its rich history, reflected in the well-preserved architecture and tree-lined avenues that grace the area. Residents enjoy a strong sense of community, often coming together for local events and gatherings that foster connections and friendships. The neighborhood is characterized by a diverse mix of homes, from classic colonials to modern builds, ensuring there’s something for everyone.

Nature enthusiasts will appreciate the proximity to beautiful parks and recreational areas. Just a short stroll away, you can explore the serene grounds of the nearby Stratford Point or enjoy a leisurely walk along the scenic waterfront. For those who love outdoor activities, Academy Hill provides easy access to hiking trails and sports facilities, making it a great spot for an active lifestyle.

Academy Hill is also conveniently located near vibrant shopping and dining options. With a variety of local boutiques, cafes, and restaurants, residents can indulge in delightful culinary experiences without venturing far from home. Plus, the neighborhood's excellent school system makes it an attractive choice for families looking to provide their children with quality education.

With its welcoming spirit and prime location, Academy Hill is more than just a neighborhood; it’s a community where memories are made and cherished. Discover the charm of Academy Hill and see why so many choose to call this lovely area home!

Newest Listings in Academy Hill

$215,000

1 Beds ⋅ 1 Baths ⋅ 24192879 MLS ⋅ Tide Harbor Towers Condo A BLDG.

Welcome to Tide Harbor, where waterfront views and convenience come together. This 1-bedroom, 1-bath unit offers picturesque views of the Housatonic River from your balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day. Inside, you'll find updated flooring, lighting, and a tile backsplash that complement the bright interior. The kitchen offers room for a rolling island, adding extra prep space and flexibility for entertaining. A designated dining area provides the perfect setting for everyday meals or hosting guests. In addition, the unit features a versatile area that can serve as a home office, hobby room, or additional storage space to fit your lifestyle. Residents enjoy the convenience of laundry facilities on every floor, a private storage unit, designated resident parking, and guest parking. Situated just minutes from major highways and the Stratford train station, this location makes commuting a breeze while keeping you close to everything the shoreline has to offer. Enjoy a short drive or bike ride to Short Beach, explore the restaurants, shops, and waterfront attractions of both Stratford and Milford, or take advantage of nearby walking trails, marinas, and parks. Whether you're looking for your first home, downsizing, or searching for a low-maintenance waterfront lifestyle, Tide Harbor offers the perfect combination of comfort, convenience, and scenic river views.

1460 Elm St Unit 220, Stratford

$399,000

3 Beds ⋅ 2 Baths ⋅ 24191555 MLS

Set along the edge of Selbys Pond, this waterfront ranch is the kind of place that feels like you're worlds away, even though everything Stratford has to offer is just minutes away. The beautiful water view is the first thing you'll notice and the last thing you'll want to leave. Hardwood floors carry you from the living room & dining room into the tiled kitchen. The freshly painted kitchen features granite countertops with warm wood cabinetry, where you can enjoy the gorgeous water view while you cook. From the dining room, French doors swing open to the deck overlooking the water. This is where your morning coffee tastes better, where dinner stretches into the evening, and where you'll catch yourself simply relaxing as the seasons change. Down the hall, three bedrooms and two full bathrooms give everyone a quiet retreat to call their own. The primary suite is its own peaceful corner, with a wall of closets, built-in office nook, full bath, and an octagonal window overlooking the water, another coastal nod. You'll love the mature hydrangeas and seagrass tucked around the home, lending a sense of privacy and beauty. The connection to water and nature is woven in here every day. Located on a quiet street yet close to Stratford's restaurants, shops, schools, train station, marina, and I-95. 699 Selbys Pond Road gives you the calm of the shoreline with the exceptional ease of having everything nearby.

699 Selbys Pond Rd, Stratford

$220,000

1 Beds ⋅ 1 Baths ⋅ 24191161 MLS ⋅ Tide Harbor Towers Condo A BLDG.

This delightful top (4th) floor, 1,100+/- sqft, 1-bedroom, 1-bathroom ranch-style home offers beautiful manufactured hardwood plank flooring throughout; an open-concept, spacious Living & Dining Room combination w/ sliders opening to a very large private terrace, great for quiet morning coffee w/ peaceful water views or evenings entertaining. A well-equipped eat-in Kitchen features a brand new refrigerator plus matching electric range/ hood vent, & dishwasher plus granite breakfast bar. The large Primary Bedroom Suite offers double closets, a full Bathroom w/ walk-in shower & double-sink vanity plus a walk-in storage closet big enough to fit a bed! Residents enjoy the convenience of a common laundry room just steps down the hall plus and a bright, neatly decorated lounge area. There's a large (9x8ish) private storage room (#20), a party room with kitchen & bath and plenty of parking for residents & guests. Join the Tide Harbor community on the beautiful Housatonic today!

50 Birdseye St Unit 407, Stratford

$599,900

3 Beds ⋅ 2 Baths ⋅ 24156369 MLS

Discover the perfect blend of timeless character and modern updates in this stunning Tudor/Colonial, offering exceptional curb appeal and classic architectural charm. Rich in period details, the home showcases custom wood beams, intricate millwork, and beautifully preserved craftsmanship throughout. Thoughtful updates include an impressive remodeled kitchen featuring quartz countertops, professional-grade appliances, updated lighting, architectural shingle roofing, and elegant metal roof accents that complement the home's original design. Step inside to an inviting living room highlighted by exposed natural wood beams and fireplace. The main level also features a versatile room ideal for a home office, an additional room that can be a study or a possible dining room with access to an outdoor porch, a beautifully updated kitchen, a convenient half bath and a mudroom complete with a wet bar. Upstairs you'll find three generously sized bedrooms, including a primary bedroom with its own private porch, along with a full hallway bathroom to cap off the upper level. Outside, the fully fenced backyard offers exceptional privacy and a great space for entertaining, family gatherings, or simply relaxing. Completing this exceptional property is a detached two-car garage, perfect for vehicles, hobbies, or additional storage. A rare opportunity to own a home that seamlessly combines historic elegance with today's modern conveniences.

1770 Main St, Stratford

$699,900

24182109 MLS

Located in the heart of Stratford in the academy hill area on Main st. Building built in 1888. Zoned for 6 apartment units, please see preliminary plans that were used for zoning. A great investment and development apartment building. The unit makeup as follows, Unit 1, (Work Force Deed restricted 80% of area mean) 449 SQ FT ADA Compliant, 1 BR, Unit 2,677 SQFT 1 BR, Unit 3 efficiency 327 SQ Ft (Work Force Deed restricted 80% of area mean) Unit 4, 524 SQFT 1 BR, Unit 5, 763 SQFT 1 BR, Unit 6, 1000 SQFT. Don't miss this opportunity !

2083 Main St, Stratford

$289,900

2 Beds ⋅ 2 Baths ⋅ 24107898 MLS ⋅ Tide Harbor Towers Condo A BLDG.

Bright and sunny spacious end unit 2 bedroom condo with an open floor plan. Living room dining combo has luxury plank vinyl floor and sliders to covered balcony with some water views. Eat in kitchen has stainless steel appliances and granite counters with opening to dining room. Master bedroom has a remodeled full bath and lots of closet space. Second bedroom and half bath in hallway. Utility closet with rented water heater. One floor living at its best. Easy access from parking lot. Elevator and laundry room on same floor in building. Large party room and storage unit in basement.

50 Birdseye St Unit 104, Stratford

Start Your Search

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.