Upper Stepney Homes for Sale

Welcome to Upper Stepney, a charming neighborhood nestled in the heart of Monroe, Connecticut, within the picturesque Fairfield County. Known for its serene atmosphere and family-friendly environment, Upper Stepney offers the perfect blend of suburban tranquility and modern conveniences. Here, tree-lined streets and well-maintained properties create a warm and inviting community that beckons families, young professionals, and retirees alike.

Residents of Upper Stepney enjoy easy access to some of the area's finest amenities. The neighborhood is just a stone's throw away from local parks, walking trails, and recreational facilities, making it a haven for outdoor enthusiasts. Families will appreciate the highly-rated Monroe school district, which is renowned for its commitment to academic excellence and community involvement. Additionally, the proximity to shopping centers, dining options, and cultural attractions in Monroe ensures that everything you need is just a short drive away.

For those seeking a new home, Upper Stepney boasts a diverse selection of real estate options. From charming single-family homes with spacious yards to modern townhouses that offer low-maintenance living, there is something for everyone in this delightful neighborhood. With homes for sale that cater to various tastes and budgets, Upper Stepney presents an excellent opportunity for buyers looking to invest in a thriving community.

Discover the beauty and warmth of Upper Stepney, where a vibrant neighborhood awaits you, along with the perfect place to call home. Explore the available homes for sale today and take the first step toward your new beginning in this lovely corner of Connecticut!

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

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