Upper Stepney Homes for Sale

Welcome to Upper Stepney, a hidden gem nestled in the charming town of Monroe, Connecticut. Known for its picturesque landscapes and tight-knit community, Upper Stepney offers a tranquil suburban lifestyle that is perfect for families, young professionals, and retirees alike.

This delightful neighborhood is characterized by its tree-lined streets, spacious lots, and a mix of classic New England charm with modern conveniences. Residents enjoy easy access to local parks, scenic walking trails, and recreational facilities, making it an ideal place for outdoor enthusiasts. The area boasts a strong sense of community, where neighbors know each other and local events foster connections among families and friends.

Upper Stepney is conveniently located near Monroe's top-rated schools, ensuring quality education for children. With a variety of shopping, dining, and entertainment options just a short drive away, residents have everything they need at their fingertips. The nearby highways provide easy access to surrounding towns and cities, making commuting a breeze.

For those looking to call Upper Stepney home, there are a variety of homes for sale that cater to different tastes and budgets. From charming single-family residences to modern townhouses, you’ll find properties that suit your lifestyle needs. Many homes feature spacious backyards, updated interiors, and inviting outdoor spaces, perfect for entertaining or enjoying a peaceful evening under the stars.

Discover the warmth and welcoming spirit of Upper Stepney, where your dream home awaits. Explore the available homes for sale today and take the first step towards your new life in this idyllic neighborhood!

Newest Upper Stepney Homes for Sale

$999,900

4 Beds ⋅ 4 Baths ⋅ 24190320 MLS

COMPLETED AND READY TO MOVE IN! Luxury new construction set on a scenic 3.25-acre homesite. This 4BR, 3.5BA home offers 3,674 sq ft of beautifully finished living space including a walkout lower level. The exterior features board-and-batten siding and a covered front porch with composite decking. Inside, a bright open floor plan with hardwood floors throughout the main level includes a dedicated office, formal dining room, and a stunning kitchen with stone countertops, high-end stainless appliances including a double oven, a large island with sink, and a spacious walk-in pantry with custom shelving. The kitchen flows seamlessly into the family room with a gas fireplace & shiplap feature wall. A mudroom area just off the garage adds everyday convenience. Upstairs, the primary suite offers a walk-in closet and spa-like bath with double vanity, tiled shower, and heated marble floors. Three additional bedrooms provide generous space, including one with a large adjoining bonus room ideal for storage/future finished flex space such as a playroom or hangout area. A convenient second-floor laundry room adds practicality. The finished walkout lower level includes a full bath and flexible space for a gym, media room, or possible in-law setup. Composite rear deck w/ hose spigot overlooks the natural landscape. Oversized 24x34 garage offers room for a workshop, or even a golf simulator. Spray-foam insulated envelope along w/ Ring doorbell & two security cameras. Don't miss this ONE!

1427 Monroe Tpke, Monroe

$549,000

3 Beds ⋅ 1 Baths ⋅ 24187034 MLS

A move-in ready ranch offering comfortable living in a convenient Monroe location. This 3-bedroom, 1-bath home features a bright living room with a fireplace, an updated kitchen with stainless steel appliances, and a dining area ideal for everyday living and entertaining. Hardwood floors and central air add to the home's appeal. The partially finished lower level provides additional flexible living space perfect for a home office, recreation room, or gym. An attached two-car garage offers added convenience and storage. Situated on a level 0.46-acre lot with a deck overlooking the backyard, this property provides plenty of outdoor space for relaxing, gardening, or entertaining. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect combination of comfort and accessibility. Recent Updates Include: Central AC unit 2025, Refrigerator, Dishwasher, Oven, Microwave all new 2025, Water softener, Water heater, pH system, Well tank 2026, Well brought up to code 2026, Septic pumped May 2026, Kitchen sink & piping 2026, Shower faucet/showerhead replaced 2026, Pipes replaced from house to septic 2024. Schedule your showing today!

104 Bart Rd, Monroe

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.