Prospect Real Estate

Prospect, CT Homes for Sale

Prospect, CT is a small residential town in New Haven County where single-family homes typically list between $325,000 and $575,000. Dave Jones Realty has worked this market for decades and knows how Prospect's mix of mid-century ranches and newer colonials fits different budgets. Located along Route 69 and Route 68, Prospect offers commuters access to Waterbury in roughly fifteen minutes and Cheshire in ten. The town's quiet streets, low turnover, and consistent home values draw buyers looking for stability within easy reach of larger employment centers.

Be the First to Know About New Prospect Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Prospect Real Estate Map Search

Search by Lifestyle
Search by Price
Search by Bedrooms
Search by Bathrooms

Home Styles and Price Context

Prospect's housing stock is dominated by ranch and raised-ranch homes built between 1960 and 1985, most listing between $325,000 and $450,000. Colonial-style homes built after 1995 typically range from $475,000 to $625,000. Lot sizes across Prospect commonly run from half an acre to a full acre, larger than neighboring Waterbury. Homes in Prospect average 1,600 to 2,600 square feet depending on style and build era.

Neighborhoods

Cheshire Road Area

The Cheshire Road corridor holds some of Prospect's larger colonials on wooded lots, with homes averaging 2,200 to 2,800 square feet and prices between $500,000 and $625,000. The area sits close to the Cheshire town line and its shopping along Route 68.

Straitsville and Center Street

Streets near the town center around Center Street and Union City Road contain Prospect's original ranch and cape homes, priced between $325,000 and $425,000 with smaller footprints from the 1960s and 1970s.

Daily Life

Prospect students attend Community School and Algonquin School, then continue to Long River Middle School and Woodland Regional High School within Regional School District 16, which Prospect shares with Beacon Falls. Hotchkiss Field and the town green host youth sports and seasonal events. Commuters use Route 69 to reach Waterbury employers including Saint Mary's Hospital in about fifteen minutes, and Interstate 84 is accessible within twenty minutes.

Working With a Local Agent

Dave Jones Realty has closed transactions across Prospect's ranch-heavy center and its newer colonial pockets near Cheshire Road, giving buyers a direct reference point when comparing older and newer construction.

  Advanced Search   Market Reports   Home Value   Connect

Newest Homes for Sale in Prospect, CT

$559,000
5 Beds ⋅ 3 Baths ⋅ 24186398 MLS
DUAL-ZONE AREA WITH COMMERCIAL PROPERTY POTENTIAL - 20 Hydelor Ave offers a unique opportunity with over 2,700 sq. ft. of beautifully renovated, flexible space situated on 1.69 acres. Located in a dual-zone area, the property may offer potential for a variety of professional or business uses, subject to applicable zoning regulations and approvals. Buyers and their agents should perform their own due diligence with the Town of Prospect regarding zoning, permitted uses, commercial vehicle parking, licensing, and any approvals required for their intended use. The property features approximately 4 exterior parking spaces plus a renovated 2-car garage with new doors and an epoxy-coated floor. Extensive improvements include a brand-new roof, vinyl siding and insulation, gutters, 28 replacement windows, new furnace, three energy-efficient mini-splits, updated electrical and lighting, refinished hardwood floors, remodeled kitchen, updated bathrooms, new appliances, and washer/dryer. The flexible interior offers multiple private rooms suitable for a variety of configurations, along with spacious common areas. Professionally landscaped grounds, a level backyard, new entry steps, Trex side porch, mature trees, and stone walls complete the property. Conveniently located near shopping and major commuter routes. A turnkey property offering exceptional flexibility and potential for residential, professional, or business use. Buyer and buyer's agent to verify all information and intend

20 Hydelor Ave, Prospect
$550,000
2 Beds ⋅ 3 Baths ⋅ 24204172 MLS ⋅ Regency At Prospect BLDG.
Welcome to this stunning Tamarack model in the highly sought-after Regency at Prospect. Meticulously maintained and thoughtfully upgraded, this move-in-ready townhouse offers approximately 1,850 square feet of elegant living space with 2 bedrooms, 2.5 bathrooms, and an open, light-filled floor plan. The main level features soaring vaulted ceilings, gleaming hardwood floors, and a spacious living and dining area perfect for both everyday living and entertaining. The chef's kitchen is appointed with quartz countertops, upgraded cabinetry, and stainless steel appliances. A convenient first-floor laundry room adds to the home's functionality. Step outside to a beautiful private deck overlooking the professionally maintained grounds, providing the perfect setting for relaxation or outdoor dining. The spacious primary suite features a walk-in closet, dual-sink vanity, soaking tub, and separate shower. The upper level offers a versatile loft space, a generous guest bedroom, and a full bath. Additional highlights include wall-to-wall carpeting on the upper level, abundant natural light, and an airy, open atmosphere throughout. Residents of Regency at Prospect enjoy exceptional resort-style amenities, including a clubhouse, heated outdoor pool, fitness center, bocce and tennis courts, a putting green, and the security of a gated 55+ community. The property also includes a two-car garage and low-maintenance living. This exceptional home is a must-see opportunity in Prospect.

133 Sycamore Dr, Prospect
$524,900
5 Beds ⋅ 3 Baths ⋅ 24204766 MLS
Unique Opportunity! First time on the market in 64 years! This exceptional property offers a rare opportunity for homeowners, investors, or those looking for great income potential. Lovingly maintained by the same owners for 64 years, this home in now ready for its next chapter. The main home features 3 bedrooms,1 1/2 baths, a spacious living room and a formal dining room. Enjoy additional living and entertaining space with a 3 season porch and Trex deck, perfect for relaxing or hosting guests. Outdoor amenities include a 12 x 24 inground pool, providing a wonderful setting for summer enjoyment. A separate large garage with storage loft offers plenty of room for vehicles, hobbies, equipment, and additional storage. With its duplex configuration, generous amenities, and excellent potential for rental income, this property is a truly one-of -a kind opportunity that should not be missed. Property being sold as is. Inspections for buyers purposes only.

12 Rozum Cir, 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.