Hilltop Homes for Sale

Welcome to Hilltop, a serene and picturesque neighborhood nestled in the heart of New Haven County, Connecticut. This charming community is renowned for its friendly atmosphere, tree-lined streets, and a strong sense of belonging among residents. Hilltop offers a unique blend of suburban tranquility and easy access to urban amenities, making it an ideal place for families, young professionals, and retirees alike.

The neighborhood boasts an array of beautiful homes for sale, each exuding character and charm. From classic colonial-style houses to modern ranches, Hilltop’s real estate market presents options that cater to diverse tastes and budgets. Many homes feature spacious yards, perfect for outdoor gatherings or simply enjoying the beauty of nature. The community is also known for its well-maintained parks and recreational areas, providing ample opportunities for outdoor activities, picnics, and leisurely strolls.

Residents of Hilltop enjoy convenient access to top-notch schools, shopping centers, and dining options, ensuring that all your daily needs are just a stone's throw away. The vibrant local culture is reflected in the numerous community events held throughout the year, fostering connections among neighbors and celebrating the spirit of Hilltop.

Whether you're looking to purchase your first home or seeking a peaceful retreat, Hilltop is a neighborhood that promises both comfort and community. Explore the homes for sale in this delightful area and discover the perfect place to call your own. Experience the warmth and charm of Hilltop, where every day feels like a breath of fresh air!

Newest Hilltop Homes for Sale

$598,000

4 Beds ⋅ 4 Baths ⋅ 24210788 MLS

Modern Colonial home located in the Hilltop area of Derby; tailor made for a family of any size. One of Derby's most sought-after locations, wake up each morning to a stunning view from your bedrooms, enjoy lazy afternoons on your deck overlooking the pool. Natural light fills each room during the day and quiet of evenings for a restful night. Hard wood floor throughout the main level, fireplace adorns the living/dining room, granite counter in kitchen with stainless steel appliances. Bonus room above the garage used for game and entertainment. Upstairs is carpeted, it has large master suite, walk-in closet, bathroom with jetted soaking tub to unwind from a long day, two additional bedrooms, and bathroom. Finished lower level with an ensuite for in laws, guest, or young adult children. or just additional finished space. Must see to appreciate.

17 General Wooster Rd, Derby

$292,000

2 Beds ⋅ 1 Baths ⋅ 24214783 MLS

Make yourself at home in this two-bedroom ranch in Ansonia, offering single-level living, hardwood floors, and a fully fenced backyard on approximately 0.32 acre. The living room and both bedrooms feature hardwood flooring, while the kitchen includes an electric range and refrigerator. An attached one-car garage adds convenience, and the full unfinished basement provides storage and room for future possibilities. Solid house with furnace (2019) and roof (2016) The backyard offers space to garden, relax, or enjoy the outdoors, with a lightly wooded setting. Located across from the historic David Humphreys House, with convenient access to shopping, parks, Routes 8 and 34, and the Merritt Parkway. Bring your ideas and personal touches to make this home your own.

34 Elm St, Ansonia

$434,900

4 Beds ⋅ 3 Baths ⋅ 24214939 MLS

Tucked away in a desirable hilltop area, 23 Mountain View Road offers a perfect blend of classic character and thoughtful modern updates. The heart of the home is the beautifully renovated kitchen, featuring granite countertops, newer appliances, and a stylish tiled backsplash. The interior has been freshly painted, and you'll find hardwood flooring running through most of the home. Designed for easy living, the main level includes a bedroom with a sliding glass door that leads directly out to an expansive Trex deck level, fenced yard. The upper level is spacious, featuring a primary bedroom with updated private bath, two additional bedrooms, and a fourth room that serves perfectly as a home office or an extra bedroom. You'll find great closet and storage space throughout every level of the home. Modern efficiency is a standout feature here. A solar panel system provides the benefit of low electric bills, while major upgrades like newer windows, updated electrical, central air and a natural gas heating and hot water system. The lower level provides even more versatile space with a partially finished area and a convenient half bath.The exterior is designed for low maintenance with vinyl siding and new oversized shed for all your storage needs. From the desirable hilltop location, refreshed interior to the functional outdoor spaces, this home is ready for its next chapter. View the floor plans and 3D virtual walkthrough to see everything this property has to offer.

23 Mountain View Rd, Ansonia

$435,000

3 Beds ⋅ 2 Baths ⋅ 24213280 MLS

Step inside this move-in-ready raised ranch near the Woodbridge-Ansonia line, where thoughtful updates, flexible living space, and exceptional energy savings come together (SOLAR PANEL LOAN WILL BE PAID OFF BY THE SELLER AT CLOSING), keeping your electricity bill minimal. The bright, open-concept main level welcomes you with a spacious living room and recessed lighting, an attractive beam that creates a natural transition to the sun-filled kitchen and dining area. Down the hall, you'll find a beautifully renovated full bathroom and three comfortable bedrooms, all complemented by stylish new plank flooring throughout the main floor. Sliding glass doors off the kitchen leads to a three-season sunroom, the perfect retreat for taking in the foliage, sipping morning coffee or evening wine, and simply unwinding. The finished, heated and cooled lower level offers additional living space with a walkout to the driveway creating an ideal layout for an in-law suite. The lower level includes a wood-burning fireplace with an electric insert, a dining area with ample cabinetry, a sink, space for your own appliances, a full bathroom, and a generous laundry, storage, and mechanical room. Outside, the fully fenced, level backyard provides both privacy and room to enjoy. With a three-year-old roof, well-maintained mechanicals, and a terrific neighborhood, this standout home offers comfort, flexibility, and peace of mind! Make your move!!

7 Glenridge Dr, Ansonia

$499,900

3 Beds ⋅ 3 Baths ⋅ 24212394 MLS

Welcome to this spacious raised ranch located in Ansonia's desirable Hilltop area. Offering a comfortable and functional layout with plenty of space for everyday living and entertaining, this home is ready to welcome its next owners. The main level features soaring ceilings and an open-concept design that seamlessly connects the kitchen, dining area, and living room. Sliding doors open to the deck, creating an ideal spot for outdoor dining, relaxing, or entertaining. This level also offers three bedrooms, including a spacious primary suite with its own private full bathroom. A second full bathroom completes the main level. The lower level provides even more living space with a comfortable family room featuring a walkout to the backyard, along with a third full bathroom and convenient laundry area. The attached two-car garage offers plenty of room for parking and additional storage. With three bedrooms, three full bathrooms, soaring ceilings, and multiple living spaces, this home offers plenty of room to live, relax, and entertain.

26-R Hoinski Way, Ansonia

$317,700

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

$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. AGENT/OWNER

47 Rockwood Ave, 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

$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

$579,900

3 Beds ⋅ 3 Baths ⋅ 24206433 MLS

A truly impressive single-family home that stops you in your tracks - from the moment you walk in, this property communicates quality, care and lifestyle. The kitchen is the heart of the home and an absolute showstopper - designed for those who cook, entertain, and appreciate craftsmanship in every detail. Three generous sized bedrooms, including primary bedroom complete with a large walk-in closet and beautiful full bath. Hardwood floors flow throughout the home, adding warmth and character. The inviting living room features a cozy gas fireplace and dining area, creating the perfect space for everyday living and entertaining. Sliders from the kitchen lead to a truly retreat-like backyard designed for relaxing and entertaining. Step outside to a large patio and beautiful new, spacious gazebo-the perfect spot to enjoy outdoor dining or relax in the shade. Spend summer days by the above-ground pool, all within a fully fenced-in yard offering plenty of privacy. Two sheds, including one brand-new shed, provide an abundance of additional storage. Additional features include a new roof, central air and an attached one-car garage. With its desirable one-level layout, spacious rooms and wonderful indoor and outdoor living spaces, this charming ranch has so much to offer. Don't miss the opportunity to make this beautiful home your own!

3 Marshall Ln, Ansonia

$569,000

5 Beds ⋅ 4 Baths ⋅ 24204727 MLS

This 6 bedroom beautiful home in the Hilltop section of Ansonia features a large In-law apartment setup that is very private from the main house. Main house consists of single-story living. In-law apartment is completely separate from main house and above garages. Hardwood floors, Granite counter tops, Stainless steel appliances, Hot Tub, recently painted.

32 Benz St, Ansonia

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.

Hilltop Homes for Sale

Newest Hilltop Homes for Sale

How much is your home worth?

How much is your home worth?