Prospect Homes under $400,000

Welcome to Prospect, Connecticut—a charming town nestled in the heart of New Haven County, where small-town warmth meets modern convenience. With its picturesque landscapes, friendly community, and rich history, Prospect offers a delightful escape from the hustle and bustle of city life while still being within easy reach of urban amenities.

This idyllic town is known for its beautiful parks, scenic walking trails, and a strong sense of community. Residents of Prospect enjoy a range of recreational activities, from outdoor sports to community events that bring neighbors together. The town's excellent school system and family-friendly atmosphere make it a perfect place for those looking to settle down and raise a family.

For homebuyers seeking affordability without compromising on quality, Prospect presents an enticing opportunity. With a selection of homes available for under $400,000, you can find your dream residence in this charming locale. Whether you’re looking for a cozy single-family home with a spacious backyard or a modern townhouse with contemporary finishes, Prospect has something to offer for everyone.

Imagine sipping your morning coffee on a sunlit porch or hosting weekend barbecues in your backyard oasis. With the competitive real estate market in Connecticut, now is the perfect time to explore the homes that Prospect has to offer. Discover the perfect blend of comfort, community, and affordability in this hidden gem of New Haven County. Your dream home awaits in Prospect!

Newest Prospect Homes under $400,000

$379,000

4 Beds ⋅ 1 Baths ⋅ 24207607 MLS

Welcome to 152 Summit Rd in Prospect, Connecticut-recently recognized as one of the best small towns in Connecticut! This recently renovated 4-bedroom, 1-bath home offers the perfect blend of modern updates and small-town charm. Features include an updated interior, stainless steel appliances, and a roof that is only a few years old, providing peace of mind for years to come. The home's functional layout offers plenty of living space, while the private backyard provides the perfect setting for relaxing, entertaining, or enjoying outdoor activities. Conveniently located close to major highways, this property offers an easy commute while still allowing you to enjoy the quiet atmosphere and community feel that Prospect is known for. Don't miss this opportunity to own a move-in-ready home in one of Connecticut's most desirable small-town communities.

152 Summit Rd, Prospect

$338,903

3 Beds ⋅ 2 Baths ⋅ 24206362 MLS ⋅ Regency At Prospect BLDG.

Affordable Daley Unit on corner lot. Bright unit with hardwood flooring and access to large deck. Master bedroom on main level with wall to wall and bathroom access. Kitchen has granite countertops with gas stove. Two additional bedrooms and full bath in upper level. Income limits for buyer cannot exceed $94,848.

112 Cherry Cir Unit 112, Prospect

$379,900

3 Beds ⋅ 1 Baths ⋅ 24201850 MLS

Welcome to 11 Cheshire Road in Prospect - a beautifully remodeled 3-bedroom, 2-bath home offering modern updates and flexible living space throughout. Step inside to find a completely refreshed interior featuring stunning quartz countertops, brand-new bathrooms, and stylish finishes in every room. The spacious kitchen flows seamlessly into the main living areas, creating the perfect setup for everyday living and entertaining. Downstairs, the finished basement provides additional living space ideal for a family room, home office, gym, or playroom. Step outside to enjoy the large, beautiful deck overlooking the backyard - perfect for relaxing, hosting gatherings, or enjoying warm summer evenings. Move-in ready and thoughtfully updated from top to bottom, this home combines comfort, style, and functionality in a desirable Prospect location.

11 Cheshire Rd, Prospect

$314,900

3 Beds ⋅ 1 Baths ⋅ 24196253 MLS

Nestled in a neighborhood in the middle of Prospect, this 3 bedroom, 1 bath home offers a wonderful opportunity for buyers looking to add their own personal touch. Featuring a nice open layout, flat, private backyard and plenty of potential, the property is ideal for renovation and customization to make this your own. This property has endless possibilities for the right owner or investor. Enjoy the surrounding community while being conveniently located near schools, parks, major roadways. Whether you're searching for your next project or a place to create your dream home, this property is full of promise and waiting for your vision. Property being sold as-is. Subject to probate tax clearance. Cash or conventional loans only. Highest and Best Offers Due by Sunday 9/13/26 at 5pm.

2 Wilkens Ln, Prospect

$385,900

3 Beds ⋅ 1 Baths ⋅ 24191784 MLS

Welcome home to this inviting 3-bedroom Ranch featuring timeless hardwood floors and comfortable living spaces throughout. The eat-in kitchen opens to a bright sunroom and a trex deck, creating an ideal setting for morning coffee, entertaining, or relaxing while overlooking beautifully manicured grounds filled with flowering plants. The spacious living room features bookcases, adding warmth and character. Additional highlights include central air conditioning, a newer furnace, roof and vinyl siding, a finished walk-out lower level complete with a wood stove-perfect for a family room, home office, hobby space, or additional living area. A versatile bonus room can also serve as a darkroom or wine cellar. Conveniently located close to town, parks, and shopping, this home combines charm, comfort, and an excellent location. A wonderful opportunity to enjoy both inviting indoor spaces and beautifully landscaped outdoor living

6 Colonial Dr, Prospect

$379,900

5 Beds ⋅ 2 Baths ⋅ 24177690 MLS

HIGHLY MOTIVATED SELLER! - Don't Miss This Rare Opportunity! Step into timeless New England charm at 89 Clark Hill Rd, where historic character meets thoughtful modern updates. Lovingly maintained, this inviting home showcases original architectural details-including wide king board floors, beautiful wood trim, vintage doors, and classic hardware-blended seamlessly with an updated kitchen and energy-efficient windows. The spacious first floor offers a flexible layout featuring an open-concept living and dining area, a generously sized room currently used as the primary bedroom, a full bath, a dedicated home office, and a bright, functional kitchen. Just beyond the kitchen, a charming original wooden door leads to the unforgettable "barn room"-a unique space with soaring ceilings, a rustic brick floor, and preserved historic elements that tell the story of the home's past. Whether used for entertaining, relaxing, or pursuing hobbies, it's a one-of-a-kind extension of the home. Upstairs, two separate staircases lead to a versatile second level featuring a large bedroom, three additional rooms perfect for bedrooms, guests, hobbies, or office space, a second full bath, and walk-up attic access with abundant storage potential. The full basement, complete with a durable concrete floor, provides even more room for storage or workshop space.

89 Clark Hill Rd, Prospect

$100,000

2 Beds ⋅ 1 Baths ⋅ 24165990 MLS

Prospect's affordable living!! Built in 2024 this mobile home is practically brand new. Featuring an open floor plan, two bedrooms, laundry with storage cabinets, luxury vinyl tile flooring, plenty of large windows throughout the home to let in lots of natural light, propane heat, great level yard. Paved driveway. Located on a dead end street. Land lease $510 monthly which includes the well and septic maintenance, recycling and trash pickup and road maintenance. Subject to park rules and regulations (application and credit check is required for the land lease, must be owner occupied, if financed 20% down is required). Available immediately!! Guest parking is available next to 112 Englewood Ave.

120 Englewood Ave, Prospect

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.