Monroe Real Estate

Monroe, CT Homes for Sale

Monroe, CT single-family homes typically list between $425,000 and $750,000, drawing Fairfield County buyers who want more land and a shorter commute than the coastal towns. Dave Jones Realty tracks the Monroe market closely, from colonial-style homes near Stepney to mid-century ranches off Route 111. Set along Route 25 about twenty minutes north of Bridgeport, Monroe combines wooded lots, a well-regarded school district, and easy access to both the shoreline and interior Connecticut employment centers.

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Home Styles and Price Context

Monroe's housing stock is dominated by colonial-style homes built between 1970 and 2005, typically priced from $500,000 to $750,000 on lots of one to two acres. Ranch and split-level homes from the 1960s list between $425,000 and $525,000. Newer construction and larger custom colonials in the northern part of Monroe reach above $850,000. Most Monroe lots run one acre or larger, reflecting the town's low-density zoning.

Neighborhoods

Stepney

Stepney is a historic village district in northern Monroe centered on the intersection of Route 25 and Route 59. Stepney holds a mix of restored older homes and newer colonial subdivisions, with the Stepney Elementary School serving the area.

Upper Stepney and Cutlers Farm

The Cutlers Farm Road area offers some of Monroe's larger properties, with colonial homes on two-acre-plus lots frequently listing between $650,000 and $900,000. This section sits close to Wolfe Park and Great Hollow Lake.

Daily Life

Monroe commuters use Route 25 to reach the Merritt Parkway and Bridgeport in roughly twenty minutes, with New Haven about forty minutes east. Wolfe Park anchors local recreation with Great Hollow Lake, swimming, and trails across more than 300 acres. Monroe students attend Masuk High School, the town's single public high school. Edith Wheeler Memorial Library and the Monroe town green host regular community events throughout the year.

Working With a Local Agent

Dave Jones Realty has represented buyers and sellers across Stepney and the Cutlers Farm area, giving clients direct comparison points between established ranch neighborhoods and Monroe's newer colonial construction.

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Newest Homes for Sale in Monroe, CT

$999,900
1 Baths ⋅ 24182113 MLS
Exceptional mixed-use investment opportunity with tremendous upside potential on Route 25/Main Street. Positioned along a highly traveled corridor with approximately 18,000 vehicles passing daily and 155 feet of road frontage, this property offers outstanding visibility and accessibility for a wide range of commercial and residential uses. The property consists of four buildings, including a retail/office center (approximately 2,300 SF), a legal two-family residence (2 units totaling approximately 5,300 SF), a two-bay automotive garage (approximately 900 SF), and an additional storage building (approximately 500 SF). With parking for over 100 vehicles, the possibilities are endless. Currently underutilized, this is a rare value-add opportunity with the potential to significantly increase income through renovations, repositioning, or redevelopment. Ideal for restaurants, convenience retail, professional offices, automotive shop, specialty retail, mixed-use concepts, or franchise operators seeking maximum exposure. Whether you're an investor looking to expand your portfolio, an entrepreneur seeking a flagship location, or a developer searching for a high-visibility site with multiple revenue streams, this property delivers the frontage, traffic count, parking, and flexibility needed to create exceptional long-term value. Opportunities offering this combination of location, scale, and future potential are increasingly difficult to find.

802 Main St, Monroe
$989,000
4 Beds ⋅ 5 Baths ⋅ 24185087 MLS
Experience comfort, space and style in a great family neighborhood. 4700 SF of total living area includes spacious primary suite and 3 additional bedrooms with second full bath upstairs. First floor bedroom / study with closet and bath, great room with fireplace, large bright living room, private dining room with glass doors and fully appointed kitchen on main level. Hardwood throughout main floor, granite counters in kitchen and most baths. Additional guest bedrooms and play areas in attractively finished basement with full bath. 3 car garage and breezeway with closet. Recently paved driveway with front circle and wonderfully landscaped, level property make for great curb appeal. Full attic with huge storage potential. Furnace, AC, Garage Doors and Roof all recently replaced.

109 Benedict Rd, Monroe
$985,000
4 Beds ⋅ 3 Baths ⋅ 24202684 MLS
Welcome to this 1990 built Colonial home, tucked back from the road, allowing for ultimate privacy. Offering 3300+ square feet of living space. Set on a level lot of 5+ acres. Stunning yard with a custom built Trellis, large custom built patio (New in 2023), professional landscaping and plantings throughout, stately gardens, bocci court - fabulous for your outdoor entertaining. The main floor offers a Formal Living Room, Formal Dining Room/with additional sitting area, large Family Room with vaulted ceilings, wood burning fireplace, wet bar, built ins with convenient access to the adjacent Sun Room. Main floor Laundry Room. Updated Kitchen features Quartz counters, SS appliances and large center island. Note - TWO Dishwashers. Upper Level offers a spacious Spacious Primary Bedroom Suite offering a Full Bath, Banquette window seat, multiple closets including a spacious custom built Walk-In-Closet. The Primary Full Bath (new 2013) features: radiant heated marble floor, heated towel rack, double marble vanities, marble shower, with several shower heads. THREE well appointed bedrooms and Hall Full Bath. Large, unfinished basement. Two car attached garage. Gunite Salt water heated pool with Jacuzzi Tub. Pool Updates include: pool heater (2021), pump (2022), new plaster. Three Zones-Central air (2017)/Oil Heat. New Oil Tank (2023). Newer boiler (2017). New roof (2025). City water / Septic. Whole house generator (2021). Impeccably maintained and shows beautifully throughout!

490 Cutlers Farm Rd, Monroe
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