Highwood Homes for Sale

Highwood Homes for Sale

Welcome to Highwood, a charming neighborhood nestled in the heart of Hamden, Connecticut, within the picturesque New Haven County. Highwood is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

As you stroll through the tree-lined streets of Highwood, you'll be greeted by an array of beautifully maintained homes that reflect the neighborhood's unique character. From classic colonials to cozy ranch-style houses, the homes for sale in Highwood cater to a variety of tastes and budgets. Many properties boast spacious yards, perfect for outdoor gatherings and gardening, while others feature modern amenities that make everyday living a breeze.

Highwood is not just about beautiful homes; it’s also about community. Residents enjoy easy access to local parks, where children can play and families can enjoy picnics. The neighborhood is conveniently located near shopping centers, restaurants, and top-rated schools, ensuring that everything you need is just a short drive away.

For those who appreciate the outdoors, the nearby Sleeping Giant State Park offers stunning hiking trails and breathtaking views, making it a favorite among nature enthusiasts.

With homes for sale in Highwood, you can embrace a lifestyle that balances comfort, community, and convenience. Come discover why Highwood is the perfect place to call home! Whether you are looking to settle down or invest, this delightful neighborhood has something for everyone.

Newest Highwood Homes for Sale

683 Woodin St, Hamden
$360,000
3 Beds ⋅ 3 Baths ⋅ 24219578 MLS
Welcome Home to 683 Woodin Street This beautifully maintained 3-bedroom, 3 full bathroom home offers the perfect combination of space, comfort, and functionality. Step inside to an updated kitchen featuring stainless steel appliances, a gas stove, and plenty of cabinet space, flowing into warm and inviting living areas complete with a working gas fireplace. The flexible floor plan includes two bedrooms and a full bath on the main level, while the entire second floor is dedicated to a private primary suite featuring its own full bathroom and an adjoining den perfect for a home office, nursery, reading room, or private retreat. The finished lower level adds even more living space with tile floors, a full bathroom, and endless possibilities for a recreation room, guest suite, home gym, or media room. Outside, you'll enjoy a fenced backyard, a spacious deck for entertaining, and a long driveway providing plenty of off-street parking. A detached two-car garage with loft storage offers additional space for vehicles, hobbies, or a workshop. Additional features include: * Security system included * Roof approximately 8 years old * Well water with city sewer * Gas heat, gas fireplace, and gas cooking Whether you're looking for extra living space, room to entertain, or a home with versatile living options, 683 Woodin Street is ready to welcome you home.

683 Woodin St, Hamden
74 Thomas St, Hamden
$349,900
3 Beds ⋅ 2 Baths ⋅ 24219791 MLS
A fully renovated 3-bedroom, 2-full-bath Cape in Hamden where all the work has been done for you! Updated from top to bottom, this beautiful home features a new roof, new windows, & a brand-new oversized rear deck overlooking an exceptionally spacious, level, fully fenced backyard. The expansive yard offers plenty of room for outdoor activities, entertaining, & enjoying time w/ family & friends. The oversized deck is the perfect setting for large gatherings, summer barbecues, or simply relaxing outdoors. Inside, an inviting open floor plan w/ warm neutral tones & hdwd floors flows seamlessly into an EIK w/ a cozy breakfast nook. The 1st floor offers a bedroom & family room for added flexibility, with 2 additional bdrms upstairs. Stay comfortable year-round w/ central air, efficient heating, & a tankless water heater designed to help keep utility costs down. The finished lower level provides valuable additional living space with a full bathroom, making it ideal for a recreation room, home office, gym, or playroom. The layout also lends itself nicely to a potential teen suite or private guest area, offering added flexibility and privacy. (Lower-level finished space is not included in the home's square footage.) A large attached one-car garage adds convenience and extra storage. Ideally located near Dixwell Avenue shopping and dining, schools, highways, and commuter routes. With extensive updates, generous outdoor space, and nothing left to do but move in and enjoy.

74 Thomas St, Hamden
115 Third St, Hamden
$380,000
4 Beds ⋅ 2 Baths ⋅ 24213604 MLS
Welcome to 115 Third Street in Hamden-a spacious home offering 4 bedrooms and 2 full baths. Enjoy a comfortable layout with a bright living area, an attached 1-car garage, and a partially finished basement that offers flexible space for a home office, gym, or playroom-all within minutes of local shops, restaurants, and commuter routes. Move-in ready and easy to love!

115 Third St, Hamden
24 Beacon St, Hamden
$299,000
3 Beds ⋅ 2 Baths ⋅ 24199120 MLS
Welcome to 24 Beacon Street in Hamden! This charming 3-bedroom Colonial offers a wonderful blend of character, space and flexibility. Step inside to a bright and inviting living room that flows nicely into the dining area and spacious kitchen, featuring white cabinetry, stainless steel appliances, a subway tile backsplash and butcher-block countertops. Just off the kitchen, a sun-filled enclosed porch provides the perfect flexible space for a home office, playroom, sitting area or whatever best suits your lifestyle. Upstairs, the primary bedroom offers a spacious walk-in closet, while 2 additional generously sized bedrooms and a full bath complete the second floor. The walk-up attic provides plenty of storage and offers the potential to be finished for even more living space. The full unfinished basement offers abundance of storage and possibilities. Outside, you'll find a level yard, private driveway and detached garage with additional storage space. Conveniently located near shopping, dining, transportation, New Haven and major commuting routes. 24 Beacon Street is move-in ready and has plenty to offer, with the room to make it your own. Tax Improvement in progress! Inquire for details.

24 Beacon St, Hamden
68 Whiting St, Hamden
$270,000
3 Beds ⋅ 1 Baths ⋅ 24195698 MLS
Welcome to 68 Whiting Street in Hamden-a charming and move-in-ready 3-bedroom, 1-bath home that blends classic character with thoughtful updates. Step onto the inviting front porch, perfect for morning coffee or relaxing evenings, and into a bright, freshly updated interior. The home features a clean, modern bathroom with stylish tilework and a full tub, offering a sleek and comfortable space. The kitchen provides ample cabinet storage, durable tile flooring, and a functional layout, ready for everyday living or entertaining. Natural light fills the home, highlighting the neutral color palette and creating a warm, welcoming atmosphere throughout. The three bedrooms offer flexibility for family, guests, or a home office setup. Outside, you'll find a private driveway and manageable yard space, ideal for low-maintenance living. Conveniently located near local shops, restaurants, and major routes, this home offers both comfort and accessibility. Perfect for first-time buyers or investors alike-don't miss the opportunity to make this well-maintained Hamden home your own!

68 Whiting St, Hamden
849 Wintergreen Ave, Hamden
$289,500
3 Beds ⋅ 1 Baths ⋅ 24186469 MLS
Charming Ranch with Spacious Yard and Endless Potential Welcome home to this well-maintained 1,468-square-foot ranch offering comfortable one-level living in a desirable setting. This inviting home features 3 generously sized bedrooms, a dedicated dining room perfect for family gatherings, and a cozy living room highlighted by a beautiful fireplace. The detached garage provides convenience and additional storage, while the expansive yard offers plenty of space for entertaining, gardening, recreation, or future outdoor enhancements. A large unfinished basement presents endless possibilities-create a workshop, home gym, recreation room, or simply enjoy the abundant storage space. Whether you're looking for your first home, downsizing, or seeking a property with room to grow, this ranch combines comfort, functionality, and potential in one attractive package. Property to be conveyed in as is condition. Features Include: - 1,468 sq. ft. ranch-style home - 3 bedrooms - Dedicated dining room - Cozy fireplace - Garage - Large yard - Spacious unfinished basement with expansion potential - Convenient one-floor living

849 Wintergreen Ave, Hamden
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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.

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