Stepney Real Estate

Welcome to Stepney, a picturesque neighborhood nestled in the heart of Monroe, Connecticut, within the scenic Fairfield County. This charming area is known for its tranquil suburban atmosphere, making it an ideal place for families, professionals, and retirees alike. Stepney offers a unique blend of rural charm and modern amenities, providing residents with a high quality of life.

As you stroll through the tree-lined streets of Stepney, you'll be greeted by beautifully maintained homes, many boasting spacious yards and stunning gardens. The community is characterized by a strong sense of camaraderie, with friendly neighbors who take pride in their surroundings. Local parks, such as the nearby Great Hollow Lake, offer opportunities for outdoor recreation, from picnicking to hiking, ensuring that nature is never far from your doorstep.

Education is a cornerstone of Stepney’s appeal, with highly-rated schools that cater to the needs of young learners. Families in the area benefit from Monroe's commitment to quality education, making it a sought-after destination for those with children.

For those who enjoy dining and shopping, Stepney is conveniently located near Monroe's vibrant town center, which features a variety of local eateries, boutiques, and essential services. Additionally, the neighborhood's proximity to major highways ensures easy access to nearby cities and attractions, allowing residents to enjoy both the serenity of suburban life and the excitement of urban amenities.

Stepney is not just a place to live; it’s a community where you can truly thrive. Come discover the charm of Stepney, where every day feels like a retreat!

Newest Listings in Stepney

$729,900

4 Beds ⋅ 3 Baths ⋅ 24215587 MLS

Welcome to your dream home! This stunning, oversized raised ranch offers 3,009 sq. ft. of pristine, light-filled living space featuring 4 main-level bedrooms, 3 full bathrooms, and a spacious 3-car garage. Completely renovated from top to bottom in 2023, the home boasts peace of mind with a newer roof, siding, windows, HVAC system, central AC, tankless hot water heater, and an upgraded 200-amp electrical panel. Step inside to seamless open-concept living accented by rich hardwood floors and sleek recessed lighting throughout. The heart of the home is a chef-inspired kitchen complete with quartz countertops, custom white cabinetry, stainless steel appliances, and a massive center island perfect for hosting. The expansive primary suite serves as your private retreat, offering direct access to its own private deck, a generous walk-in closet, and a spa-like bath featuring double sinks, a custom tiled walk-in shower, and a separate soaking tub. Downstairs, the fully finished lower level offers infinite flexibility with a family room, recreation room, full bath, and in-law potential-plus laundry hookups conveniently located on both the main and lower levels. Step outdoors onto a second deck off the dining area to take in the serene, level 1.12-acre lot. Enjoy public water, efficient propane heat, and unbeatable direct access to the scenic Pequonnock River Trail right along Pepper Street. A true turn-key gem-schedule your showing today!

307 Pepper St, Monroe

$579,900

3 Beds ⋅ 2 Baths ⋅ 24216034 MLS

A lovely 3-bedroom, 1, 1/2 baths raised ranch offering 1,936 sq ft of comfortable living space on one of Monroe's most beloved residential streets. The raised ranch layout delivers exactly what it promises - a well-proportioned main level with natural separation between living and sleeping spaces, and a fully utilized lower level featuring both a family room and a bonus room - flexible, functional space that most homes at this price point simply don't offer. Use it as a home office, gym, playroom, or guest space - the lower level gives you options. A whole-house generator means you're never caught off guard - storm season or otherwise. An EV charger in the garage rounds out a home that's quietly but thoughtfully future-proofed. The real showstopper is out back - a massive backyard that delivers the kind of outdoor space Monroe buyers come looking for and rarely find at this scale. Built in 1974 with solid mid-century bones on a quiet, established corridor. Warm, welcoming, and ready for its next chapter. Updated in 2026: Full Bathroom on the first floor, brand new refrigerator, new water heater, septic pumped summer 2026, boiler serviced 2026.

57 Bart Rd, Monroe

$789,000

4 Beds ⋅ 3 Baths ⋅ 24207262 MLS

Beautifully positioned on a gentle knoll in a desirable double cul-de-sac setting in Heritage Ridge Estates, this spacious four-bedroom Colonial offers an inviting floor plan with wonderful natural flow. Step inside to a dramatic two-story foyer that sets the tone for the bright and open interior. The heart of the home is the impressive family room, featuring a soaring vaulted ceiling and stone fireplace, opening seamlessly to the well-appointed eat-in kitchen with a large center island and butler's pantry-perfect for everyday living and entertaining. French doors add character to the living room, which easily transitions into a private main-level home office. The open staircase leads to four generously sized bedrooms, including an expansive primary suite with a walk-in closet and private bath with soaking tub. The unfinished walk-out lower level offers tremendous potential to create additional living space tailored to your lifestyle. With direct access to the outdoors, envision a spacious recreation room, home gym, media room, office or guest space-the possibilities are endless. Spacious, comfortable and thoughtfully designed, this welcoming home combines a versatile floor plan, exciting expansion potential and the privacy and tranquility of a beautiful cul-de-sac setting.

6 Horizon Ct, Monroe

$615,000

4 Beds ⋅ 2 Baths ⋅ 24212718 MLS

At 110 Bart Road, distinct living spaces offer room to gather, work, host, and unwind. This renovated contemporary split-level has 4 bedrooms and 2 full baths across several levels, set on a quiet cul-de-sac in Monroe's Stepney neighborhood. As you enter, the fourth bedroom occupies its own level, offering a flexible space for guests, an office, or a hobby room. Head up the first flight of stairs to the main living level, the updated kitchen opens to a bright living room with hardwood floors, abundant natural light, and a wood-burning stove. Sliding doors lead to an expansive deck overlooking the landscaped yard. Located on the top floor, three bedrooms share a beautifully renovated bath with a tiled walk-in shower and soaking tub. The primary bedroom has a distinctive spiral staircase leading down to its spacious walk-down closet. On a separate lower level, the family room and full bath provide another place to relax, entertain, or spread out. Outside, enjoy the deck, a stone patio with a built-in fire pit, and a one-acre property with a newer shed and chicken coop. Improvements completed between 2018 and 2026 include updates to the kitchen and baths, boiler, appliances, vinyl siding, and many windows. With its multi-level design, 110 Bart Road offers something different: defined spaces that can adapt to the way you live. Make sure to review the attached floor plans.

110 Bart Rd, Monroe

$585,000

3 Beds ⋅ 2 Baths ⋅ 24208839 MLS

THE UPDATES ARE IMPRESSIVE - AND THE BIG-TICKET ITEMS ARE ALREADY DONE! Completely remodeled just three years ago, this home features a new roof, thermo-pane windows, furnace, tankless on-demand hot water heater, central air conditioning, 200-amp electrical service, updated plumbing throughout, and a septic system. Nothing was overlooked! Need more space? The oversized attached two-car garage and an impressive 1,328-square-foot basement with high ceilings offer endless possibilities for future living space, a home gym, recreation room, or whatever your lifestyle demands. Step outside onto the large deck and let the peaceful setting take over. Set on just under an acre, this property offers a private, nature-filled escape where you can unwind, entertain, and enjoy the feeling of getting away from it all - without sacrificing convenience. Ideally located near shopping, farms, breweries, wineries, and hiking trails, with easy access to Route 25, this home offers an excellent commuter location and access to Monroe's nationally recognized school system.

85 Walnut St, Monroe

$434,900

2 Beds ⋅ 2 Baths ⋅ 24207899 MLS ⋅ Northbrook Of Monroe BLDG.

Welcome to this move-in-ready, townhouse-style corner condo surrounded by the wooded beauty of Monroe's Northbrook community. This 2-bedroom, 2-full-bath home features an under-house garage, high ceilings, skylights, and plenty of natural light. The primary bedroom offers a walk-in closet and an indoor balcony overlooking the living space. An updated kitchen, bathroom updates, and fresh paint throughout add to the home's move-in-ready feel. Set among mature trees, open green spaces, lakes, and walking trails, Northbrook offers a peaceful setting with plenty of room to enjoy the outdoors. Community amenities include two pools, tennis courts, and gazebos, bringing together nature, privacy, and low-maintenance living.

10 Edgehill Cir Unit 10, Monroe

$699,900

3 Beds ⋅ 4 Baths ⋅ 24198527 MLS

*INCLUDES NEW ROOF AND NEW PROPANE BOILER/HOT WATER HEATER* Welcome to 30 Cutlers Farm Road, a truly special property where quintessential New England charm meets thoughtful updates and exceptional versatility. Setback from the street on a beautiful 1.3 acre lot, the home makes an unforgettable first impression with its distinctive tower entry, stone walls, bluestone stairs, walkways & patios, and professional landscaping with irrigation & outdoor lighting. Inside the over 4,000 SF home, you are greeted with a continuance of the remarkable masonry, refinished hardwood floors and fresh paint throughout. The light-filled kitchen features an eat-in kitchen, island, and double oven. The flexible floor plan offers three legal bedrooms with potential for a fourth or more, including one potential bedroom on the main floor with access to a full bathroom. The spacious primary suite features cathedral ceilings, a private ensuite bath, and walk-in closet. There are multiple bonus areas throughout the home, including a finished, waterproofed walkout basement with a half bathroom and fireplace. The property continues to impress outdoors with a versatile detached cottage, perfect for a home office, workshop, studio, gym, etc. Enjoy the outdoor stone firepit and peaceful, private yard with no neighbors in sight. Conveniently located near highways, restaurants, gyms, parks, & more, 30 Cutlers Farm Road offers space, flexibility, character, and convenience-all in one remarkable property.

30 Cutlers Farm Rd, Monroe

$624,900

3 Beds ⋅ 1 Baths ⋅ 24191984 MLS

Welcome to this charming and surprisingly spacious split-level home, ideally located in one of Monroe's most desirable neighborhoods. This well-maintained home features an open-concept layout with beautiful hardwood floors, recessed lighting, and a welcoming living room with a cozy fireplace. The dining room flows seamlessly into a well-designed kitchen with access to a deck, making it perfect for everyday living and entertaining. The upper level offers three comfortable bedrooms and a full bathroom. On the lower level, you'll find a spacious family room, along with a dry bar that's ideal for hosting family gatherings and special occasions. The finished basement provides even more versatile living space, including bonus rooms, a guest bedroom with a private bathroom, a gym, and a combined laundry and mechanical room. The home has been lovingly cared for and updated throughout the years. Outside, enjoy beautifully landscaped grounds featuring a bluestone patio, gazebo, hot tub, and a lovely backyard designed for entertaining, relaxing, and play. A swimming pool adds the perfect touch for summer enjoyment. Recent improvements include a new furnace and central air conditioning, offering added comfort and peace of mind. This home truly has everything you could need, combining space, comfort, and exceptional outdoor amenities in a sought-after Monroe location. Property is being sold as-is.

38 Pastors Walk, Monroe

$749,000

4 Beds ⋅ 4 Baths ⋅ 24114367 MLS

** REDUCED 9/24**This Private 7.9-acre Monroe Colonial offers the Perfect Blend of Seclusion and Convenience, just Minutes from Town. Featuring 4-5 Bedrooms, 2 Full and 2 Half baths, and a Spacious Finished Lower Level. This Open Floor Plan Home Boasts a Beautiful Inground Pool and Stunning Setting. The Main Level Includes a Living Room with Vaulted Wood Beam Ceiling, Floor-to-Ceiling Stone Fireplace with Gas Insert, Dining Area with Balcony Views of the Grounds, and French Doors leading to a Light, Bright Family Room with Walls of Windows Overlooking the Pool. HW Floors. The Kitchen features Granite Counters, Stainless Steel Appliances, Island, and a Cute Garden Window, while the Laundry/Mud Room offers Abundant Cabinetry for Storage or Pantry use. The Main-Level has the No Stairs Primary En Suite Bedroom with Walk-in Closet and a Beautifully Tiled Bathroom w/Full Shower & Whirlpool Tub. Upstairs, there's a Second Primary Bedroom with Walk-in Closet, 2 Additional Large Bedrooms, and a Full bath. The Expansive Lower Level (approx. 1100 sq ft) is Ideal for Guests, Extended family, or Entertaining, with a Living area, Kitchen Space, Billiard Room, Cedar Closet, and a Glass Three-Season Room Opening to the Oversized 18x36 Inground Pool Surrounded by Stone Paths, Gardens, and Nearly Eight Acres of Privacy. Two-car Garage, Generator-Ready.

137 Guinea Rd, Monroe

$249,900

1 Beds ⋅ 1 Baths ⋅ 24165641 MLS ⋅ The Hills Of Monroe BLDG.

Welcome home to this highly desirable, first-floor ranch unit in the sought-after Hills of Monroe complex! Enjoy the ultimate convenience of one-level living with zero stairs to navigate. The bright and spacious floor plan flows seamlessly, leading out to your own private deck-the perfect tranquil spot for your morning coffee or evening relaxation and a fireplace for indoor relaxation during colder weather! A standout feature of this property is the attached one-car garage complete with oversized storage, offering space for seasonal items, tools, or hobbies. Move right in and take advantage of fantastic community amenities, including a refreshing in-ground swimming pool and tennis/pickle ball courts. Conveniently located near local schools, shopping, dining, and major commuting routes, this home offers the perfect blend of comfort and community!

210 Windgate Cir Unit A, Monroe

$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

$564,000

3 Beds ⋅ 3 Baths ⋅ 24178863 MLS

Step into the beauty of an open concept living. Gorgeous new kitchen with quartz counters and an island effortlessly flows into the dining and living area. Two bedrooms with Jack & Jill bath, and another powder room with laundry hook up complete the first floor. Second floor offers astonishing master suite with his and hers walk-in closets. Rinse off all of your daily worries in expansive master bath with stand up shower, stand alone tub and double vanity. All of the systems are new, including propane gas, central air, septic and more. Catch a sunset on your new stone patio, surrounded by generous flat yard and peaceful nature views. Convenient location for commuting, close to schools, highways and numerous shopping options. Also for lease.

57 Lovers Ln, Monroe

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Stepney Real Estate

Newest Listings in Stepney

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