Highwood Real Estate

Welcome to Highwood, a vibrant and inviting neighborhood nestled in the charming town of Hamden, Connecticut. Known for its lush landscapes and friendly community, Highwood offers residents a perfect blend of suburban tranquility and urban convenience.

One of the standout features of Highwood is its picturesque setting. Tree-lined streets and well-maintained parks create a serene environment ideal for families and outdoor enthusiasts alike. The neighborhood boasts several green spaces, including the nearby Brooksvale Park, where you can enjoy hiking trails, picnic areas, and seasonal events that bring the community together.

Highwood is also conveniently located just a short drive from downtown New Haven, allowing residents to easily access a wealth of cultural attractions, dining options, and shopping experiences. Whether you’re craving world-class pizza or looking to explore art galleries and museums, New Haven's vibrant scene is just minutes away.

For families, Highwood is served by excellent schools, providing a strong foundation for children’s education. The neighborhood prides itself on its close-knit community, where neighbors become friends and local events foster a sense of belonging. From summer block parties to winter holiday celebrations, there’s always something happening in Highwood.

With its combination of natural beauty, community spirit, and proximity to urban amenities, Highwood is more than just a place to live; it’s a place to thrive. Come discover the charm of Highwood, where every day feels like a retreat in your own backyard!

Newest Listings in Highwood

$275,000

2 Beds ⋅ 2 Baths ⋅ 24188985 MLS

Welcome to 121 4th Street, Hamden! This charming Cape Cod offers a warm and inviting layout with 2 bedrooms and 1.5 baths. Hardwood floors add character throughout the main living areas, while the living room features a cozy fireplace and built-in shelving. The eat-in kitchen offers ample cabinet space and room for everyday dining. The partially finished, heated basement provides valuable additional living space that can be used as a family room, home office, playroom, home gym, or hobby area. A convenient half bath with laundry adds to the home's functionality. Step outside to enjoy the fully fenced backyard, offering space for entertaining, pets, gardening, or simply relaxing. A detached one-car garage and pull-down attic provide additional storage while the solar panels provide potential energy savings! Conveniently located near shopping, restaurants, parks, downtown New Haven, Yale, and major commuter routes, this home is a wonderful opportunity for first-time buyers, downsizers, or anyone looking to make this home their own. Don't miss your chance to see all that 121 4th Street has to offer!

121 Fourth St, Hamden

$124,500

1 Beds ⋅ 1 Baths ⋅ 24188654 MLS ⋅ Parkside Manor BLDG.

LARGE 1 BR NEAR DOWNTOWN NEW HAVEN AND YALE.. MUST SHOW POF BEFORE SHOWING . BROKER OWNED

1730 State St Unit 106, Hamden

$299,500

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

$325,000

4 Beds ⋅ 2 Baths ⋅ 24185120 MLS

Beautifully renovated inside and out, this charming 4 Bedroom Cape-style home at 131 Chester St offers a perfect blend of modern updates and timeless character. The home features fully owned solar panels, newly painted interior and exterior, beautiful hardwood floors throughout the living room and bedrooms, and thoughtful finishes throughout. The spacious sunroom/dining area is filled with natural light from surrounding windows, creating a warm and inviting atmosphere just off the kitchen. From there, step out onto the newly built oversized rear porch overlooking the large backyard - perfect for relaxing or entertaining. The home also offers a full bathroom on the main/lower level, a half bath upstairs, washer and dryer hookups in the basement, and a new hot water heater. Conveniently located near shopping, restaurants, parks, and major routes. Move-in ready with extensive updates already completed. *Solar is PAID OFF and owned outright*

131 Chester St, Hamden

$289,000

3 Beds ⋅ 2 Baths ⋅ 24185062 MLS

Charming 3-bedroom Colonial filled with character and timeless appeal! This well-maintained home features beautiful hardwood floors, stunning original woodwork, high ceilings, and an abundance of natural light throughout. The freshly painted interior and remodeled bathroom blend modern updates with classic charm. Major improvements include a brand-new oil tank, while the roof and heating system are approximately 10 years old, providing added peace of mind. Most appliances are approximately 3 years old. Outside, you'll find a sweet backyard that feels like a private secret garden-perfect for relaxing, gardening, or entertaining. Conveniently located and full of warmth and character, this home offers a wonderful opportunity for buyers seeking classic New England charm. Please note that peeling exterior paint may limit certain financing options, including CHFA. A truly special home that must be seen to be appreciated!

15 Homestead Ave, Hamden

$515,000

3 Beds ⋅ 3 Baths ⋅ 24181909 MLS

This oversized fully remodeled Cape-style home features a charming and expanded design with modern updates including freshly painted interior, refinished hardwood flooring, brand new appliances, newly remodeled kitchen and bathrooms. Inside, it offers 3 spacious bedrooms with the primary bedroom on the main level and 2.5 bathrooms, providing plenty of comfort and privacy. A fully finished basement is a great space for storage or additional space for entertainment. The flat fenced yard creates an ideal outdoor space for activities, gardening, or entertaining. The highlight is the oversized two-car garage, perfect for ample parking and storage. The home's architecture combines classic Cape elements with contemporary touches, offering a stylish and functional living space.

20 Rosina Rd, Hamden

$440,000

5 Beds ⋅ 2 Baths ⋅ 24162453 MLS

Welcome to 49 3rd Street in Hamden! A beautifully fully renovated two-family home with a finished basement located in a good neighborhood. This turnkey property offers the perfect opportunity for both owner-occupants or investors. The first-floor unit features 2 spacious bedrooms and 1 full bathroom, highlighted by gleaming hardwood floors and a brand-new modern kitchen with updated finishes. The second-floor unit offers 3 generously sized bedrooms and has been fully remodeled, providing a fresh and comfortable living space. Adding even more value, the home includes a fully finished and renovated basement, ideal for additional living space, recreation, or storage. The property is equipped with a high-efficiency heating system, helping to keep utility costs down. Whether you're looking to live in one unit while generating rental income or expand your investment portfolio with a move-in-ready property, this is an opportunity you don't want to miss. Schedule a showing today!

49-51 Third St, Hamden

$390,000

5 Beds ⋅ 2 Baths ⋅ 24148501 MLS

This 5-bedroom, 2-bathroom home is an ideal opportunity for large families. It has been well-maintained and is ready to be cherished and loved. The spacious yard is perfect for entertaining. CHFA, FHA, and VA are welcome. Please note that the town taxes are in a 4-year phase-in.

48 Alling St, Hamden

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