Monroe CT Real Estate & Homes for Sale

Tucked away on a peaceful cul-de-sac in one of Monroe's sought-after neighborhoods, this impeccably maintained 4 bedroom, 2.5 bath raised ranch offers a wonderful combination of quality craftsmanship, functional living space, and exceptional outdoor enjoyment. From the moment you arrive, the home's meticulously manicured landscaping and outstanding curb appeal set the tone for what awaits inside.The main level showcases beautiful hardwood flooring throughout, complemented by extensive custom trim, crown molding, and detailed millwork that add warmth and character to nearly every room. The spacious living room flows effortlessly into the dining area, creating an inviting space for everyday living and entertaining. The well-appointed kitchen features rich wood cabinetry, new stainless steel appliances, abundant storage, and direct access to the expansive deck, making indoor and outdoor entertaining seamless. The deck overlooks a large, level backyard that has been lovingly maintained and offers endless possibilities for gatherings, recreation, gardening, or simply relaxing in the privacy of your own outdoor retreat. Whether hosting summer barbecues or enjoying a quiet morning coffee, this backyard is sure to impress. Back inside, The primary bedroom includes its own bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Finished lower level expands the home's living space and provides laundry & garage access! Schedule your showing today!

Nestled on a quiet cul-de-sac in one of Monroe's most desirable neighborhoods, this charming 3 bedroom, 1 bathroom split-level offers the perfect combination of comfort, functionality, and an unbeatable location. From the moment you arrive, you'll appreciate the peaceful setting and welcoming curb appeal that make this home truly special. Step inside to an inviting open-concept main level designed for today's lifestyle. The spacious living room flows seamlessly into the dining area and kitchen, creating an ideal space for everyday living, entertaining family and friends, or simply enjoying time at home. Large windows fill the home with natural light, enhancing the warm and welcoming atmosphere throughout. Outside, you'll find one of the property's standout features-a massive, level backyard offering endless possibilities. Whether you envision hosting summer barbecues, adding a play area, creating beautiful gardens, or simply enjoying wide open green space, this backyard provides the perfect canvas. A spacious rear deck extends your living space outdoors and offers the ideal setting for morning coffee, evening dinners, or relaxing while overlooking the expansive yard. Located within walking distance to the neighborhood elementary school, this home offers exceptional convenience for everyday living. Additional highlights include public water, natural gas, and a prime Monroe location just minutes from shopping, restaurants, parks, hiking trails, and major commuter routes.

Beautifully renovated from top to bottom, this inviting Cape offers the perfect combination of modern finishes and peaceful surroundings. Featuring four generously sized bedrooms and two updated full baths, the home is designed for both comfort and functionality. The stylish eat-in kitchen showcases a center island, new appliances, and an open layout that flows seamlessly into the sun-filled living room, highlighted by a contemporary electric fireplace. The finished lower level provides valuable additional living space, a dedicated laundry area, and convenient walk-out access to the backyard. Step outside to your own private retreat, where a picturesque pond and mature landscaping create a tranquil setting to relax or entertain. Extensive renovations include a new kitchen, bathrooms, windows, roof, siding, electrical system, driveway, and more, offering true move-in-ready convenience. Ideally situated just 10 minutes from I-84 and only minutes from shopping, dining, parks, and schools, this exceptional home delivers the perfect balance of everyday convenience and natural beauty. Simply unpack and start enjoying everything this stunning property has to offer.

Once-in-a-lifetime opportunity to own an iconic modern farmhouse. A dramatic two-story foyer welcomes you, highlighted by a stunning glass modern staircase that sets the tone for the home's sleek yet timeless design. The double doors welcome you into a sun-drenched interior filled with natural light, recessed lighting, & 5-inch white oak hardwood flooring. The heart of the home is the custom kitchen featuring White Thasos quartz countertops, a 9-foot waterfall island, a cooktop, double ovens, a microwave drawer, & a large custom pantry. The living space is elevated by a honed marble fireplace surround, creating a sophisticated yet inviting focal point. Thoughtful details continue throughout, including a mudroom with custom cubbies. Second-floor laundry room with floating custom cabinetry. Large primary suite with his-and-hers closets. The primary bathroom features a porcelain tile shower, double sinks, a soaking tub, & a spa-like feel. A private ensuite bedroom offers a beautifully appointed full bath with porcelain tile and a tub/shower combination-perfect for guests or multigenerational living. 2 additional large bedrooms share a Jack-and-Jill bath with double sinks. Exterior features a blue stone walkway & patio. Hardee Plank Cement Board Siding. Buried 500-gallon propane tank. City Water. Truly a stunning home with high-end finishes, custom details, & modern farmhouse design throughout.

Builder & Investor Special! Exceptional opportunity at 216 Cross Hill Road, Monroe, CT, located in a B2 Zone offering flexibility for future development. Whether you're planning a residential home, commercial building, or a mixed-use project, this property presents exciting possibilities, subject to local zoning regulations and required approvals. The existing home features 2 bedrooms, 1 full bathroom, a living room, a kitchen, and 2 car garage, providing a starting point for renovation, rental income, or redevelopment. Builders, developers, investors, and owner-users alike will appreciate the versatility this property offers. Ideally situated in the heart of Monroe, the property enjoys convenient access to shopping, restaurants, parks, schools, and major commuter routes, making it a desirable location for both residential and commercial uses. Take advantage of this rare opportunity to invest in a property in one of Fairfield County's most sought-after communities. Buyers are encouraged to conduct their own diligence regarding permitted uses, zoning requirements, and any necessary approvals for future development. Property is being sold as is. Subject to Probate Court Approval.

Look No Further than This Private 7.9 Acre, Secluded Yet Conveniently Close-to-Town, Monroe Colonial Gem. 4-5 Bedrooms, 2 Full, 2 Half Baths, Large Finished Lower Level Living Space. Open Floor Plan Home with a Beautiful Inground Pool and Setting. MAIN Level Consists of Living Room with Vaulted Wood Beam Ceiling, Floor to Ceiling Stone Fireplace with Gas Insert, Dining Room Area w/Door to Balcony Over Looking the Grounds, and French Doors that Open to the Spacious, Walls of Windows, Light Bright Family Room Overlooking the Pool. Kitchen with Granite Counters, SS, Island and Garden Window Which Lead to the Laundry/Mud Room with Tons of Cabinets for Storage or Pantry. MAIN Level Primary En Suite Bedroom with Walk-in-Closet, Primary Bathroom with Tile, Full Shower and Whirlpool Bath. UPPER Level with Additional Primary Bedroom w/Walk-in-Closet, 2 additional Large Bedrooms and Full Bath. Huge Finished LOWER Level (Approx 1100 sq ft) with LR, Kitchen Area, Billard Room, Half Bath, Cedar Closet, and 3 Season Room that Walks Out to the Oversized 18x36 Inground Pool surrounded by Stone Walks and Gardens. 2 Car Garage. Generator Ready. Enjoy Wolfe Park, Great Schools, and All that Monroe has to offer!

Welcome to 41 Grindstone Lane, an exceptional custom colonial offering nearly 6,000 sq ft of beautifully maintained living space, including a legal in-law apartment with private entrance and true single-level living. 6 bedrooms, 4 full and 2 half baths blend elegance, comfort, and flexibility. A grand two-story foyer welcomes you with exquisite millwork, wainscoting, and a dramatic staircase with catwalk. The sun-filled main level suits everyday living and entertaining. The updated kitchen features granite counters, stainless steel appliances, a center island, and pantry, opening to a spectacular family room with a stone fireplace and soaring 30-foot ceiling. French doors lead to an expansive deck over the private, landscaped backyard. Also on this level: a formal dining room with tray ceiling, private office, media room, half bath, and access to the oversized three-car garage. Upstairs, the impressive primary suite offers a walk-in closet and spa-like bath with separate shower, plus three generous bedrooms, one en-suite, as well as a common bathroom. The finished walk-out lower level is a legal in-law apartment with a beautiful kitchen, dining area, two bedrooms, two bathrooms, living room and sitting room opening to a stone patio. Enjoy all Monroe offers: award-winning schools, scenic Great Hollow Lake, and Wolfe Park with swimming, trails, fields, and playgrounds. A rare opportunity to own a truly special home where comfort and lasting memories await!

Welcome to this spacious 3,150+-square-foot raised ranch nestled in one of the most desirable neighborhoods in Monroe. This well-maintained home offers the perfect blend of comfort, functionality, and versatility, featuring a fully legal in-law apartment ideal for extended family, guests, or potential rental income. The main living area boasts generous room sizes, abundant natural light, and an inviting floor plan designed for both everyday living and entertaining. The expansive kitchen opens to comfortable living and dining spaces, with a bonus 4 season sun room. The generously sized primary bedroom offers a jack and Jill bath, ample closet space and a beautiful view of the grounds. The remaining main level bedrooms all boast hardwood floors, some being preserved with carpets, and large closets. The legal in-law suite offers privacy and independence with its own living space, and entrance making it a rare and valuable feature. Whether you're seeking a multigenerational living arrangement or additional income potential, this flexible setup adds tremendous value. Situated on a beautifully maintained property in a highly sought-after neighborhood, this home enjoys a peaceful setting while remaining conveniently close to schools, shopping, dining, parks, and major commuting routes. This is a rare opportunity to own a spacious home with a legal in-law apartment in an exceptional location.

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!

**Welcome to easy, comfortable living in this beautifully maintained condominium in desirable Monroe.** Nestled within a peaceful 55+ community, this inviting home overlooks a tranquil, grassy setting that offers both privacy and a relaxing atmosphere. Start your day with a cup of coffee on the charming front porch or unwind on the private rear deck surrounded by nature. Inside, abundant natural light fills the home, creating a bright, warm, and welcoming environment. The thoughtfully designed floor plan features spacious living areas, a generous walk-in closet, and ample storage throughout. Ideally located just minutes from the town center, you'll enjoy convenient access to shopping, restaurants, parks, and scenic walking trails. Combining low-maintenance living with a friendly community setting, this desirable end-unit condominium offers the perfect blend of comfort, convenience, and tranquility. Don't miss this wonderful opportunity!

Welcome to this exceptional 5 BR, 2.5 bath custom-built colonial tucked away on a desirable cul-de-sac in one of Monroe's most sought-after neighborhoods. Offering an ideal blend of elegance, functionality, and modern updates, this spacious home is designed for today's lifestyle. A grand two-story foyer welcomes you inside with a stunning herringbone entryway and a double staircase that makes an unforgettable first impression. The impressive two-story living room is filled with natural light, while 9-foot ceilings and beautiful wide plank white oak flooring throughout the main level create an open, sophisticated atmosphere. The updated kitchen serves as the heart of the home and flows seamlessly into the surrounding living space. A versatile main level room offers the potential for a 6th BR, den, office / playroom. Upstairs, retreat to the expansive primary suite featuring a cathedral ceiling, generous WIC, & private bath. 4 additional oversized bedrooms provide plenty of room for family / guests. The finished LL offers additional living space with turf flooring, a dedicated gym area, and a rec / playroom, creating possibilities for fitness, entertaining, or relaxing. Step outside to your private backyard featuring a large deck overlooking the above ground pool, perfect for summer gatherings. Extensively updated with 36 replacement windows (2020) new oil tank. Conveniently located close to award winning schools, Wolfe Park & major commuter routes.

A beautifully maintained 2-bedroom, 2-bath nestled in The Hills of Monroe - a quiet, wooded cul-de-sac community that delivers the feel of a private retreat while keeping you connected to everything Monroe has to offer. A fireplace in the living room, and sliders leading out to a private patio with stunning wooded views define the main living space. The spacious eat-in kitchen features updated stainless steel appliances, with a bow window framing beautiful natural views. Generous bedrooms with walk-in closets, in-unit washer/dryer on the main floor, and central air complete this move-in ready package. Low-maintenance living at its finest - in one of Fairfield County's most sought-after condo communities. Brand new windows installed last month!

Welcome to Northbrook, one of Monroe's most desirable condominium communities. This move in ready townhouse offers the perfect combination of updated living, flexible space, and low maintenance ownership in one of Fairfield County's most sought after towns. The main level features hardwood flooring, an updated kitchen with modern finishes, and an open dining and living area designed for comfortable everyday living and entertaining. Upstairs, the spacious primary bedroom is complemented by an additional finished room that offers exceptional flexibility as a guest room, home office, nursery, or potential second bedroom to accommodate your changing needs. The finished lower level adds valuable living space that is ideal for a family room, media room, home gym, playroom, or remote workspace, while the unfinished portion provides excellent storage. An attached one car garage and nearby guest parking add to the home's convenience. Northbrook residents enjoy beautifully maintained grounds and exceptional community amenities, including two swimming pools, tennis courts, pickleball courts, and a clubhouse. Conveniently located in Monroe, Connecticut, just minutes from shopping, restaurants, parks, and major commuting routes, this move in ready townhouse offers an updated kitchen, flexible living space, a finished lower level, attached garage, and access to Monroe's highly regarded public schools.

Nestled on 3.79 acres in Monroe's desirable Stepney neighborhood, this unique property features two separate residential buildings. The main home (Building 1) is a 2,124 sq ft Colonial offering 3 bedrooms, 2 full baths, 9 rooms, hardwood floors, a full basement, fireplace, and open porch. A second detached 692 sq ft Cape provides 2 bedrooms, 2 full baths, basement, central air, wood stove, unfinished attic, and deck. Private well and septic. A rare opportunity with endless possibilities for extended living, guests, or additional space.

Beautiful ranch home offering the ease and comfort of one-level living at its best. Designed for effortless everyday living, this inviting home features a functional layout, comfortable living spaces, and the convenience of having everything on one floor. Whether you're looking to simplify your lifestyle or enjoy easy accessibility, this home is the perfect place to call your own.

Welcome to the highly sought-after High Meadows, Monroe's premier 55+ community! Perfectly situated just minutes from all Monroe has to offer and with easy access to major highways, this fantastic end unit checks every box. Boasting 1-2 bedrooms and 2.5 bathrooms, the ideal open floor plan delivers effortless main-level living with a spacious primary bedroom and en-suite bath. All living and laundry are conveniently located on the main floor with no steps, making this the perfect home for easy, comfortable living. The home flows beautifully from the grand family room with soaring cathedral ceilings to the formal dining room and generous eat-in kitchen, with a convenient half bath rounding out the main level. Head upstairs to a stunning loft/second bedroom bathed in natural light from skylights above and offering abundant closet space. Enjoy your morning coffee on the front patio or unwind on the back deck, two wonderful outdoor spaces to soak in the fresh air and serene surroundings. The fully renovated lower level is a true bonus, featuring soaring high ceilings, a kitchenette, a full bath, a bedroom/office with closet space, dedicated storage, and a walkout to the patio, perfect for guests, extended family, or a private retreat. The attached one-car garage adds even more convenience to this incredible offering. Book your private showing today before this one is gone!

Discover the home you've been searching for in a peaceful cul-de-sac within a highly desired community. Offering easy access to all major commutes, this private, well-cared-for residence is ideally positioned as the next-to-last house on the street-providing exceptional privacy and a true neighborhood feel. Step inside to find an oversized living, dining, and kitchen area perfect for everyday living and entertaining. The spacious bedrooms offer comfort and flexibility, while the versatile family room with a cozy fireplace creates the ideal space to relax and unwind. Additional highlights include a two-car garage for convenient parking and storage. City water is available. This is the home that meets your needs today and will continue to serve you beautifully into the future. Don't miss this rare opportunity-schedule your private showing today!

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!

Welcome home to Great Oak Farm! This immaculate classic colonial is sited perfectly in a quiet area overlooking a small Green. Within the past 5 years, the owners have had a new roof and hardwood floors installed. The washer/dryer and hot water heater are 2 years old. Painting and carpeting have been done recently. Enjoy this low maintenance home in a neighborhood known for it's friendly atmosphere. Participate as much or as little as you desire in the many events in the GOF community. Monroe is proud of it's award-winning schools, fabulous library, weekly farmer's market, great commuter location and easy access to stores and restaurants. In addition, you'll love the access to Rails to Trails biking and hiking paths, the gorgeous Great Hollow Lake and Wolfe Park. Yes, you can make Great Oak Farm your home! A dream come true!

Rare opportunity in Monroe! Ideal for investors, builders, contractors, or buyers looking to create their dream home, this 1,512-square-foot ranch is set on a level 0.52-acre lot along the Monroe/Newtown/Oxford border, just minutes from Lake Zoar. Offering the ease of one-level living, the home features four bedrooms, two full baths, a covered front porch, and a full unfinished walk-out basement with excellent potential for future living space. Recent improvements include a newer well and hot water heater. Whether you're looking to restore its original charm or renovate with today's finishes, this property offers endless possibilities and exceptional value. Enjoy all that Monroe has to offer, including Wolfe Park with walking, hiking and biking trails, the town pool, Great Hollow Lake, Web Mountain Park, award-winning schools, the local farmers market, shopping, restaurants, and convenient access to major highways. Excellent value for the right price. Don't miss this chance to transform this property into something truly special at a great price!

Location, Location, Location! Welcome to your dream home at 33 Shawnee Lane in beautiful Monroe! Nestled on a quiet cul-de-sac in one of Monroe's most sought-after neighborhoods, this exceptional 4-bedroom, 3-bathroom home sits on a meticulously landscaped 1-acre lot, offering the perfect blend of privacy, comfort, and convenience. Step inside to discover gleaming hardwood floors and a spacious family room featuring a cozy fireplace. The formal dining room provides an elegant setting for holiday gatherings and special occasions, while the updated eat-in kitchen boasts granite countertops, stainless steel appliances, and seamless access to the expansive Trex deck. Outdoor living is just as impressive, with a private backyard retreat ideal for relaxing, dining, or entertaining while surrounded by mature landscaping. Plenty of potential for an in-ground pool. Thoughtful upgrades throughout the home include: Central air conditioning with supplemental split systems for enhanced comfort , Smart thermostats, Irrigation system - 5 zones, Updated windows, Main-level laundry, Home security system, High-efficiency Weil-McLain boiler, Generator-Ready Hookup, and Spacious unfinished basement offering abundant storage and future expansion potential. Conveniently located just minutes from major commuter routes including I-84, Route 15, Route 8, and Route 25. 33 Shawnee Lane is more than a house-it's the lifestyle you've been waiting for. Welcome home.

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*

Welcome to Monroe, Connecticut, as you ascend the paved, picturesque treed and private paved driveway, you will observe stone walls and additional parking. Upon reaching the front of the house via the paver walkway, you will notice the recently updated front porch, ideal for morning coffee and relaxation. As you enter the home, you will find the formal dining room to your left and the Den/Office to your right. As you traverse the hallway, you will discover the sliders leading to the rear patio and the spacious island in the newly renovated kitchen. The kitchen underwent a comprehensive update and remodel in 2021, incorporating ample storage and counter space, making it a true chef's kitchen. The great room, situated adjacent to the kitchen and dining room, boasts high vaulted ceilings adorned with beams and a corner fireplace with a propane insert, complemented by abundant natural light, creating an inviting atmosphere for entertaining. The upper level comprises three bedrooms, a hall-full bathroom, and the Masterbedroom suite, which features a walk-in closet and an updated bathroom. The lower level encompasses over 1,000 square feet, offering a family room with numerous storage closets, and a utility room. The patio and fire pit adjacent to the kitchen provide an excellent setting for entertaining and family gatherings. If you are seeking one of the finest school systems in the state, complemented by a plethora of outdoor activities and youth sports this home is for you.

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.

Tucked into one of Monroe's established, tree-lined neighborhoods, 3-bedroom, 1.5 bathrooms approximately 1,696 square feet of comfortable living space on a spacious lot. Built in 1967 and lovingly maintained, it blends timeless New England character with room to make it your own. Inside, you'll find a sun-filled living room, an eat-in kitchen, and comfortable spaces throughout. The bedrooms offer generous closet space, and both full baths retain classic charm. Step outside to a private yard - ideal for entertaining, gardening, or simply enjoying the outdoors. Beyond the home itself, the location is a standout. Monroe offers a top-rated public school system, abundant outdoor recreation at Wolfe Park, Webb Mountain, and miles of nearby trails, plus convenient access to Bridgeport, Danbury, and New Haven, with New York City within reach. Don't miss the opportunity to own in this sought-after community. Schedule your private showing today.