Stepney Real Estate

Welcome to Stepney, a charming neighborhood nestled in the heart of Monroe, Connecticut, within the picturesque Fairfield County. Renowned for its friendly atmosphere and scenic beauty, Stepney offers a perfect blend of suburban tranquility and easy access to urban conveniences.

Stepney is characterized by its tree-lined streets, well-maintained parks, and a strong sense of community. The neighborhood is ideal for families, young professionals, and retirees alike, boasting a diverse array of housing options from quaint single-family homes to spacious estates. The local architecture reflects the rich history of the area, providing a warm and inviting ambiance.

Residents of Stepney enjoy a plethora of outdoor activities, with nearby parks and recreational facilities offering trails for hiking, biking, and picnicking. The local community center frequently hosts events and activities, fostering connections among neighbors and creating an engaging social environment.

For those seeking educational opportunities, Stepney is served by Monroe’s highly-rated school district, ensuring that children receive a quality education in a supportive setting. The neighborhood's close-knit community is also enriched by local shops, cozy cafes, and family-owned restaurants that add to its charm.

Conveniently located near major highways, Stepney provides easy access to nearby cities and attractions, making it an ideal spot for those commuting to work or exploring the vibrant culture of Connecticut. Whether you’re looking for a peaceful retreat or an active lifestyle, Stepney is a neighborhood that truly has it all. Come discover the warmth and allure of Stepney, where community and comfort harmoniously intertwine.

Newest Listings in Stepney

$292,609

1 Beds ⋅ 1 Baths ⋅ 24198986 MLS ⋅ The Hills Of Monroe BLDG.

Welcome home to one of the best first-floor condos on the market - a beautifully updated ranch-style retreat where effortless one-level living meets everyday comfort. Freshly painted throughout, the space feels warm and inviting from the moment you walk in. The newly designed white kitchen offers stainless steel appliances and a charming, functional layout - perfect for slow mornings or gathering with loved ones. Curl up by the fireplace, softly lit by a beautiful new chandelier, and let the peaceful nature views outside set the tone for quiet evenings in. Step out onto your own private deck, the perfect spot to unwind with a cup of coffee or a glass of wine as you watch the days drift gently into autumn. The spa-like bath feels like a personal retreat, with a brand-new walk-in Jacuzzi, sleek black fixtures, a new vanity, and new flooring - a little luxury for everyday life. A private garage and extra storage add ease to daily living, while resort-style amenities - including a pool, pickleball court, and tennis court - offer even more room to relax and enjoy. Pets welcome per HOA rules. Freshly painted, thoughtfully updated, and ready to welcome you home - this is comfort, warmth, and easy living, all wrapped into one.

302 Firmount Dr Unit A, Monroe

$419,000

1 Beds ⋅ 2 Baths ⋅ 24187929 MLS ⋅ Northbrook Of Monroe BLDG.

This impeccably stunning townhouse offers a combination of modern, convenience and exceptional comfort. Experience the ease of move-in ready living in this beautiful home, situated on the highly desirable and peaceful park-like complex of Northbrook, which meets super tranquility. The house is freshly painted w/new dishwasher, C/A, 4yr old furnace and hot water heater. This three-story residence is thoughtfully designed to deliver spacious living areas, everyday functionality, timeless marvelous views. The main floor features a beautifully designed open-concept layout, highlighted by an eat in kitchen with granite countertops and abundant cabinetry. The adjacent dining area flows seamlessly into a generously sized living room, enhanced by the sliders opening to a spacious wood deck and level backyard. The upper floor features a spacious primary bedroom, complete with double walk-in closets plus a large Jack and Jill bathroom with double vanities, a tub with shower. An additional generous size room completed the floor. The ground level offers a spacious flexible space with carpet floor which is ideal for a home office, playroom or a personal home gym plus an attached one-car garage. Residence in Northbrook enjoy exceptional amenities: club house, 2 in-ground pools, tennis and pickleball court, scenic trails, ponds with water fountains, a meticulous gazebo and charming little bridges. Minutes away from major highways, shopping, restaurants, cafes and all the vibrant activities.

23 Eagle Rock Cir Unit 23, Monroe

$585,000

4 Beds ⋅ 3 Baths ⋅ 24196379 MLS

Don't let the exterior fool you, this home offers much more space than meets the eye! Welcome to this versatile 4-bedroom, 3-bath single-family home with over 3,100 sq. ft. of living space on 1.33 private acres. Featuring 2 kitchens and 2 spacious living rooms, the flexible layout is ideal for multigenerational living, a potential private in-law suite, or the potential for rental income. Recent updates include beautifully renovated kitchens and bathrooms with modern cabinetry and stainless steel appliances, a new roof (2025), and AireForce heat pump systems (2021 & 2025). Move right in and enjoy the comfort, space, and flexibility this home has to offer. Outside, you'll find an expansive lot with abundant parking for multiple vehicles, RVs, boats, trailers, or work equipment. The property also backs up to the Pequonnock Valley Trail, providing direct access to miles of scenic hiking and biking. As a legal non-conforming single-family residence located in Monroe's I-2 Industrial Zone, this property offers a rare combination of home, lifestyle, and opportunity! Whether you're dreaming of a home-based business, need space for commercial vehicles or equipment, or simply want the flexibility that few properties can offer, this home delivers. Opportunities like this are hard to find, don't miss your chance to own a truly one-of-a-kind property with endless possibilities!

556 Pepper St, Monroe

$460,000

2 Beds ⋅ 3 Baths ⋅ 24195198 MLS ⋅ Northbrook Of Monroe BLDG.

Welcome to Northbrook, one of Monroe's most desirable condominium communities. This exceptionally well-maintained, move-in ready townhouse offers a spacious open floor plan with vaulted ceilings, beautiful hardwood floors, and an updated kitchen. The inviting living room features a cozy fireplace and nearly floor-to-ceiling windows that showcase peaceful views of the pond and stream beyond. The adjacent screened porch provides another comfortable space to relax while enjoying the same scenic setting. The main-level primary bedroom suite offers convenience and privacy with a full bath, while the upper level features a second bedroom suite with its own full bathroom, making it ideal for guests or additional living space. The partially finished lower level provides flexible space for recreation, a home office, fitness area, or hobbies, along with a spacious storage room, utility room, and an attached one-car garage. Northbrook offers a park-like setting with beautifully maintained grounds, walking paths, gazebos, two in-ground swimming pools, tennis courts, and a clubhouse. Conveniently located near shopping, restaurants, parks, and major commuting routes, this home also benefits from Monroe's highly regarded public school system. A wonderful opportunity to enjoy low-maintenance living in a scenic community.

12 Wrabel Cir Unit 12, Monroe

$529,000

4 Beds ⋅ 3 Baths ⋅ 24195196 MLS

Welcome to 87 Jockey Hollow Road, a wonderful opportunity to own a charming home in one of Monroe's most desirable neighborhoods. Lovingly cared for over the years, this home reflects true pride of ownership and offers the perfect canvas for its next owner to make it their own. While some cosmetic updates and TLC will enhance its full potential, the home features a functional layout, generous living spaces, and a warm, welcoming atmosphere that has been enjoyed for years. Set on a beautiful property with plenty of outdoor space, the yard offers endless possibilities for gardening, entertaining, or simply relaxing in a peaceful setting. Owner is deeded member of the lake association. You'll enjoy access to the lake and the unique lifestyle it offers, including swimming, kayaking, fishing, and enjoying the natural beauty of the community. Located in the award-winning Monroe school district and just minutes from shopping, restaurants, parks, and major commuter routes, this home combines everyday convenience with the tranquility of suburban living. Whether you're looking to personalize your forever home or invest in a property with tremendous potential, this is an exceptional opportunity to build equity in a highly desirable location. Don't miss your chance to bring your vision and make this special property your own. Property SOLD AS-IS.

87 Jockey Hollow 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

$759,000

4 Beds ⋅ 4 Baths ⋅ 24114367 MLS

** REDUCED 8/17**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

$619,900

4 Beds ⋅ 3 Baths ⋅ 24185267 MLS

Welcome to 37 Country Ridge Drive, one of the best neighborhoods in Monroe. Located on a private one acre lot, this home features 4 bedrooms and 2.5 baths and over 2300 sq feet of living space. The main level has a welcoming layout with ample room for entertaining and a cozy feel with a pellet stove in the family room and a gas stove in the kitchen. The upstairs you'll find the four bedrooms including a primary suite with private bathroom. The home also offers central air, an attached garage and a partially finished lower level that can be converted to either a home office, gym or playroom. This property is conveniently located near Monroe's award winning schools, parks, shopping, restaurants and commuter routes. This home is located in a great neighborhood but also has the convenience for your everday life. Don't miss this opportunity to make this house your home! *Rarely loses power during storms*

37 Country Ridge Dr, Monroe

$610,000

3 Beds ⋅ 2 Baths ⋅ 24186406 MLS

1.5 story house. 1939 Cape with 1,649 s.f. of living area. 2.14 AC lot. Wooded. Large level backyard. County: Fairfield Neighborhood: Stepney Wood frame construction Foundation: Stone Asphalt shingle roof. Replaced about 2017. Oak floors Heat fuel: Oil. New burner about 2017 Heat type: Steam radiators Hot Water: Supplied by furnace to Storage Tank Electrical Service: 200A Insulated windows Kitchen: All new 2017 Central A/C: No. Window units Bedrooms: 3 Living Room with fireplace & stove Dining Room Bathrooms: All new 2017. 2 full-(1) up (1) down Basement: 1/2 basement Washer/Dryer: Yes. Entire interior painted March 2026 Rear: Terrace with roof Garage: Heated (2) car, detached, w/full attic above w/separate entrance Storage shed next to garage Driveway: Asphalt (repaved about 2017) Water: Private well. New well being dug June 2026 Septic: Private. New tank installed June 2026. Flow test performed April 2026-passed. Sewer line video inspection April 2026-passed R.E. Taxes: $8,484 As of July 2025 Book & Page: 1906 / 0111 Map-Lot: 046-037-00 Zoned RF2 Property abuts forest lands Price: $620,000. Appraised in June/2026 for $591K before improvements. * All information herein has been obtained from Town Assessor records and other sources. Complete accuracy of all of the information in this Listing is not guaranteed. * Property sold as-is.

113 Pepper St, Monroe

$474,900

3 Beds ⋅ 2 Baths ⋅ 24185884 MLS

A rare opportunity to own a ranch-style home that combines comfortable one-level living with versatile finished lower-level space. This 3-bedroom, 1.5-bath home features a bright and inviting living room with a cozy pellet stove that flows seamlessly into the dining area, creating an ideal setting for both everyday living and entertaining. The main level is completed by three bedrooms, a full bathroom, and a convenient half bathroom. The kitchen offers convenient access to the attached 2-car garage. The lower level provides an additional finished room that can serve as an extra bedroom or many other possibilities and a finished walk out area that adds valuable living space. The large patio sits in an open space with the backyard including a large wooden shed that provides ample storage for tools, lawn equipment, and outdoor gear. Don't miss this opportunity and schedule your showing today!

293 Guinea Rd, Monroe

$329,000

1 Beds ⋅ 2 Baths ⋅ 24184761 MLS ⋅ The Hills Of Monroe BLDG.

Welcome to The Hills of Monroe! This spacious and versatile one-level ranch-style condo offers the ease of low-maintenance living in one of Monroe's most desirable condominium communities. Featuring 1 bedroom plus a potential second bedroom, home office, or den, and 2 full bathrooms, this home provides flexibility to fit your lifestyle. The inviting living room is the heart of the home, complete with a cozy fireplace and plenty of space for relaxing or entertaining. The adjoining dining room flows seamlessly into the eat-in kitchen, creating a comfortable and functional layout. The generous primary bedroom features a large walk-in closet and easy access to a full bath, while the additional room is ideal for guests, a home office, or a second bedroom. Enjoy the convenience of in-unit laundry, a one-car garage, and additional basement storage for all your seasonal and household needs. Step outside to your private covered balcony overlooking a peaceful wooded setting, offering the perfect spot to enjoy your morning coffee or unwind at the end of the day. Residents of The Hills of Monroe enjoy beautifully maintained grounds, a clubhouse, pool, tennis/pickleball courts, and a convenient location close to shopping, dining, and major commuting routes. This rare one-level living opportunity combines comfort, privacy, and convenience in a sought-after community. Perfect for downsizers, first-time buyers, or anyone seeking maintenance-free living in a tranquil Monroe setting.

211 Windgate Cir Unit B, Monroe

$650,000

4 Beds ⋅ 2 Baths ⋅ 24183917 MLS

Not your average split-level! This beautifully renovated contemporary home offers 4 bedrooms, 2 full baths, and a flexible layout designed for today's lifestyle, all set on a quiet cul de sac in Monroe's desirable Stepney neighborhood. Step inside to a bright, open concept interior filled with natural light and warm hardwood floors throughout. The updated kitchen flows seamlessly into the spacious living area, creating an inviting setting for everyday living and entertaining. Sliding glass doors open to an expansive deck overlooking the beautifully landscaped yard, extending the living space outdoors. Upstairs, you'll find three generously sized bedrooms and a beautifully renovated spa-inspired bath featuring a tiled walk-in shower and soaking tub. The primary bedroom offers a truly distinctive feature, a walk down closet accessed by a spiral staircase, providing exceptional storage and a unique architectural detail rarely found in homes of this style. The lower level adds even more versatility with a comfortable family room featuring a wood-burning stove, a fourth bedroom, and a full bath. Whether used for guests, a home office, gym, media room, or additional living space, this level easily adapts to your needs. Outside, enjoy multiple spaces for relaxing and entertaining, including a spacious deck and a beautiful stone patio with a built-in fire pit.

110 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.