Hilltop Homes under $400,000

Welcome to Hilltop, a charming neighborhood nestled in the heart of New Haven County, Connecticut. Known for its picturesque landscapes and welcoming community, Hilltop offers a perfect blend of suburban tranquility and urban convenience. With tree-lined streets and well-maintained parks, this neighborhood is an ideal setting for families, young professionals, and retirees alike.

One of the standout features of Hilltop is its diverse range of homes, many of which are affordably priced under $400,000. This makes it an attractive option for first-time homebuyers or those looking to downsize without compromising on comfort and style. The homes in Hilltop often showcase classic New England architecture, with cozy bungalows, charming colonials, and contemporary designs that cater to various tastes and preferences.

Residents of Hilltop enjoy easy access to local amenities, including shopping centers, restaurants, and schools, all within a short drive or pleasant stroll. The neighborhood is also conveniently located near major highways, making commutes to nearby cities a breeze. For outdoor enthusiasts, Hilltop boasts several parks and recreational areas, perfect for weekend picnics, jogging, or simply soaking in the scenic views.

Community spirit thrives here, with local events and gatherings fostering connections among neighbors. Whether you’re exploring the local farmer’s market or participating in seasonal festivals, you’ll find that Hilltop is a place where friendships flourish.

If you’re seeking a vibrant community with affordable housing options and a strong sense of belonging, Hilltop is the perfect place to call home. Experience the charm of this delightful neighborhood and discover why so many are choosing to settle in Hilltop, CT.

Newest Hilltop Homes under $400,000

$319,900

3 Beds ⋅ 1 Baths ⋅ 24209259 MLS

Welcome home to 15 Belleview Terrace! Perched in a highly desirable hilltop neighborhood in Ansonia, this home has been cherished and meticulously cared for by the same owners for over 20 years. From the moment you arrive, you will feel the warmth and pride of ownership throughout. Step inside to discover beautifully maintained hardwood floors in great shape and an effortless single-level layout built on a solid slab foundation. The kitchen comes equipped with 5-year-old appliances, while major peace of mind comes built-in with a roof that is only 3 years old. The true centerpiece of the property awaits out back: step onto your private patio and take in breathtaking, panoramic views of the Naugatuck Valley. Whether you're sipping morning coffee or unwinding at sunset, this setting is simply unforgettable. Two outdoor storage sheds provide fantastic extra storage and organization. Whether you are looking for your very first home or searching for the perfect low-maintenance space to downsize, this turnkey hilltop treasure is ready to welcome its next chapter. Schedule your private tour today and fall in love with the view!

15 Belleview Ter, Ansonia

$365,000

3 Beds ⋅ 1 Baths ⋅ 24212598 MLS

Welcome to 23 Alan Drive, a move-in-ready ranch set on a quiet hilltop street in Ansonia. Well maintained and thoughtfully cared for, this home offers comfortable one-level living with three bedrooms conveniently located on the main floor. The freshly painted interior features new flooring, vinyl replacement windows, and an inviting open-concept kitchen and living area. The eat-in kitchen is appointed with granite countertops and newer appliances, creating a bright and functional space for everyday living. A window-filled three-season porch provides additional living and entertaining space while overlooking the generously sized backyard. Outside, you'll also find a rear porch, carport, and exterior ramp access. The lower level is accessible by both stairs and an existing chairlift and offers even more versatility, including a finished den with a separate walkout entrance. A large unfinished storage and mechanical area provides abundant storage along with potential for additional finished space in the future. Central air adds to the home's year-round comfort. With its convenient single-level layout, flexible lower-level space, numerous updates, and peaceful neighborhood setting, 23 Alan Drive is ready for its next owner to move right in and make it home.

23 Alan Dr, Ansonia

$349,000

3 Beds ⋅ 2 Baths ⋅ 24210763 MLS ⋅ Brookside Commons BLDG.

Welcome to this spacious and well appointed two bedroom, two bathroom townhouse featuring a versatile loft that can easily serve as an additional bedroom, home office, or guest space. The home offers a bright and functional layout with generously sized bedrooms and comfortable living spaces throughout. The dining area provides direct access to a walk-out porch, creating a seamless extension of the living space and the perfect spot to relax or enjoy the outdoors. Additional highlights include central air conditioning, two bathrooms, and the added flexibility of the loft. Combining comfort, functionality, and plenty of usable space, this townhome is a wonderful opportunity for anyone looking for a home that can adapt to their lifestyle.

3 E Court, Unit 3, Derby

$379,917

3 Beds ⋅ 2 Baths ⋅ 24209648 MLS

This house has personality, privacy, and some surprisingly great features. With 3 bedrooms, 2 full baths, an updated upstairs bathroom, attached garage, plenty of parking, and a fully finished lower-level setup with separate entrance that offers some serious possibilities for the meddling mother-in-law. We're not saying it'll improve family relations...but it can't hurt. Let's just say what happens on the deck... stays on the deck. Your only audience back there is Mother Nature - and she's seen worse. Just enough yard to keep the lawn mower from developing abandonment issues, but not nearly enough to use yard work as your excuse to skip the next family gathering. Sorry! This gem also comes equipped with a laundry chute - because the fewer trips' downstairs to see your not so distant family member the better. We're kidding, of course. Mostly. Are the doors hollow? Yep. Have the windows seen a few decades? Also, yep. At this price, we're calling it character and moving right along.

47 Rockwood Ave, Ansonia

$399,900

4 Beds ⋅ 2 Baths ⋅ 24209097 MLS

Welcome to 19 Upland Avenue located in Ansonia's sought after Hilltop neighborhood. This beautifully renovated ranch style home offers modern updates, flexible living spaces, and plenty of room to enjoy inside and out. The main level features an updated eat-in kitchen showcasing a fresh, contemporary design, a living room, 3 bedrooms and a full bath. The spacious finished lower level significantly expands the home's possibilities. It features an additional bedroom with an attached full bath ideal for a primary bedroom, an addittional flex room that can be used as a family room, rec room or office, and a private rear entrance with its own stone patio area-an ideal setup for multigenerational living or guest space. Outside, two generous patio areas are perfect for outdoor dining and gatherings, overlooking a spacious level backyard with plenty of room to relax, play, or garden. A newly paved driveway and detached one-car garage provide ample parking and additional storage. The home has a new roof, new vinyl siding, and all new HVAC. It is connected to public water/sewer, fueled by natural gas and has central AC. This thoughtfully renovated home is move-in ready and offers the space, versatility, and updates today's buyers are looking for.

19 Upland Ter, Ansonia

$349,900

3 Beds ⋅ 2 Baths ⋅ 24208916 MLS

Ranch for sale, 3 bedroom 1.5 bath on corner lot. Hardwood floors throughout home with natural gas for heat and hot water, and public water and sewer. The primary bedroom has a half bath and a large double closet. Second bedroom has a cedar closet and additional closet. Basement has high ceilings and I-beam, great for finishing into living space. Come see this great opportunity! Sold AS-IS.

21 7th St, Ansonia

$314,900

3 Beds ⋅ 3 Baths ⋅ 24208832 MLS ⋅ Orangewood East Condo (#1-10) BLDG.

Orangewood East Essex style unit, the largest style in the complex, Three full sized bedrooms, the primary bedroom has a private bath and a private balcony to decompress on! This unit has many updates, flooring, windows, HVAC, baths and kitchen with additional cabinets. The living room/dining room combination is over 30 feet long, walk in the front door and follow it to the slider to the private, fenced deck. Construction was done to minimize any sound from side to side and the block walls run from basement to roof line, reducing insurance costs as well. This unit is located minutes from anything, you can even walk to stores, brewery and restaurants. Located close to the highways going North or South is just another convenience. The unit is priced to reflect new flooring need on the second level. Property taxes are in year one of a 5 year phase in.

230 Shagbark Dr Unit 230, Derby

$374,900

3 Beds ⋅ 2 Baths ⋅ 24207490 MLS

Welcome to 16 Holbrook Court! Tucked away on a quiet cul-de-sac with just three homes, this property offers 3 bedrooms, 1.5 bathrooms, hardwood floors, and additional flexible space that can be used for extra storage, a home office, or whatever best suits your needs. Outside, enjoy a fenced backyard with an above-ground pool, storage shed, and recently updated porch perfect for relaxing, entertaining, or enjoying the warmer months. The property also offers parking for at least two vehicles. Additional highlights include a newer roof, less than eight years old, and the added privacy of a small cul-de-sac setting. The Hubbard clause has been removed, and the home will be vacant at closing. Schedule your showing and come see all that 16 Holbrook Court has to offer!

16 Holbrook Ct, Ansonia

$292,900

2 Beds ⋅ 1 Baths ⋅ 24202452 MLS

Great opportunity for buyers looking to make the home their own, while building equity. Convenient 1 level living in this ranch style home. Solid house with new furnace in 2019 and a new roof in 2016. Large fenced in back yard, unfinished basement with bonus room ready to be finished. Minutes from Rt8, 34 and Merrit Parkway. Close to shopping, restaurants, and parks. If you enjoy walking, the Derby and Ansonia River Walk are steps away. For your enjoyment, the Ansonia Nature Center, Warsaw Park, and Abe Stone Park are nearby. There are 2 dogs so please do not walk on property without an appointment.

34 Elm St, Ansonia

$385,000

3 Beds ⋅ 2 Baths ⋅ 24202132 MLS

Welcome to this spacious 3-bedroom, 1.5-bath raised ranch situated on a level corner lot in a desirable residential neighborhood. Offering a solid foundation for your vision, this home is ready for updates and improvements to make it truly your own. The main living area features beautiful hardwood floors and a comfortable layout filled with natural light. The eat-in kitchen overlooks the level backyard and is equipped with newer stainless steel appliances. Three bedrooms and a full bath complete the main level. The finished lower level provides valuable additional living space with a family room, plus a convenient half bath and plenty of storage. A spacious two-car garage adds even more storage. Enjoy the convenience of a residential setting close to shopping, dining, Routes 34 and the Merritt Parkway, while still offering a generous yard and room to enjoy the outdoors. With its desirable location, this home is an excellent opportunity to add your personal touches and create a home that fits your lifestyle. *City sewer possibly available. Contact the town of Derby for verification.

34 Belleview Dr, Derby

$289,900

2 Beds ⋅ 2 Baths ⋅ 24200870 MLS ⋅ Orangewood East Condo (#1-10) BLDG.

Welcome home to this turn-key, move-in ready 2-bedroom, 1.5-bath condo offering comfortable, low-maintenance living. As a prime end unit, this home is flooded with abundant natural light from extra windows, creating a warm and welcoming atmosphere from the moment you step inside. Featuring a spacious, well-thought-out layout, updated finishes, and generous living space, there is nothing left to do but unpack! Enjoy quiet outdoor relaxation on the private porch, beautifully screened by mature greenery, or grilling on the patio, all located off of the kitchen area.

138 Shagbark Dr Unit 138, Derby

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