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.

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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.

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Newest Homes for Sale in Prospect, CT

5 Sherwood Dr, Prospect
$599,500
3 Beds ⋅ 3 Baths ⋅ 24204195 MLS
Welcome to 5 Sherwood Drive, a well-maintained and cared for house, professionally landscaped, beautiful curb appeal, located on flat lot on a quiet street close to everything, with quick access to I-84. Upon entering you will notice a paved walkway and nice steps and beautiful flowers along the way to the main entrance. Main level you will find living room with a fireplace covered with stone facing all way up to the high ceilings, followed by dining room with skylight. Kitchen is being updated with granite countertops, backsplash tiles, new hardware and Stanley steel appliances. Primary bedroom with its own full bath, 2 bedrooms and another full bath with tub completing this level, which has beautiful hardwood floors throughout. The lower level is tiled throughout and has a nice family room with a fireplace and inserted woodstove; part of this living area is used as an additional guest bedroom. Another bathroom with stand-up shower is located next to the utilities room

5 Sherwood Dr, Prospect
10 Lombard Dr, Prospect
$598,000
3 Beds ⋅ 4 Baths ⋅ 24194830 MLS
First time on the market. A true mid-century modern updated oasis tucked away on a private road with 2.19 acres and conveniently located off of Route 69, Waterbury Road. As you enter this beautiful home the marble-tiled floors with soaring 10-foot ceilings lead to the floor to ceiling white brick fireplace with a gas heater insert and a bay window overlooking the private back yard. The kitchen and family room offer an open concept flow with a pellet stove that keeps it cozy and warm on those cold winter days. Adjacent to the family room there is a three-season sunroom with a sloping pine ceiling with doors leading to the patio and back yard. Four steps up from the main living area are three bedrooms with the main bedroom suite offering a washer and dryer in addition to a large cedar closet outside the entrance. The other two bedrooms share a shower/tub combo in the hall. Both bathrooms have been recently renovated. The walk out basement offers a second kitchen with full bath and two added rooms including the second gas fireplace. This level is conducive for an in-law suite. There is plenty of storage on this level that also offers the second washer and dryer. A whole house generator, C/A, hardwood floors, EV hookup and two 330-gallon oil tanks are located in the garage. Two recently repaved driveways also add to its desirability. There is 2,580 sq ft on the main level and 800 sq ft in the finished walk-out. Terrific location close to elementary and middle schools.

10 Lombard Dr, Prospect
52 Smoke Rise Cir, Prospect
$565,000
3 Beds ⋅ 4 Baths ⋅ 24215847 MLS
**HIGHEST & BEST by Tuesday 12NOON** Welcome to your quintessential New England Colonial, tucked away on a private interior lot in a desirable neighborhood with all the charm of a storybook setting. With its inviting covered front porch, timeless character, and warm, welcoming feel, this home brings a little Stars Hollow magic to everyday living. Picture slow mornings with coffee on the porch, crisp autumn afternoons surrounded by foliage, and cozy evenings gathered around the fireplace in your backyard! Step inside to a two-story foyer that opens to a flowing main level living with wood-plank flooring throughout. The eat-in kitchen offers abundant cabinetry and countertop space, a pantry, and a charming breakfast nook with built-in bench seating. The dining area with a wood burning fireplace (2025) creates a cozy backdrop for holiday dinners and gatherings. An adjacent family room, library sitting room, and convenient half bath with laundry completes the main level. Upstairs, a charming landing overlooks the foyer & leads to a spacious primary suite featuring cathedral ceilings, a walk-in closet, and a full bath. Two additional generously sized bedrooms with crown molding share a beautifully remodeled full bath (2020), with subway-tile shower/tub and granite vanity. The lower level offers abundant space with finished heated space (2023), along with an additional half bath. Come visit this charming colonial today!

52 Smoke Rise Cir, Prospect
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