Monroe Real Estate

Welcome to Monroe, Connecticut – a hidden gem nestled in the heart of Fairfield County. This charming town harmoniously blends suburban tranquility with vibrant community life, making it an ideal place to call home. With its picturesque landscapes, Monroe boasts an abundance of green spaces, parks, and nature trails, perfect for outdoor enthusiasts and families alike.

Monroe is known for its strong sense of community, where neighbors become friends and local events bring everyone together. The town hosts a variety of seasonal festivities, including the popular Monroe Town Day and summer concerts in the park, fostering a welcoming atmosphere for residents and visitors. With a population of just over 20,000, Monroe maintains a small-town feel while offering easy access to the bustling cities of Bridgeport and New Haven, just a short drive away.

Education is a cornerstone of Monroe, with a highly-rated school system that prioritizes academic excellence and personal growth. Families appreciate the commitment to nurturing young minds, making this town a desirable location for raising children.

For those who appreciate history, Monroe offers a rich tapestry of historical sites, including the Monroe Historical Society and the iconic Great Hollow Lake. The town's scenic beauty, combined with a strong sense of community and a commitment to education, makes Monroe a truly special place to live.

Whether you’re looking for a peaceful retreat or an active lifestyle, Monroe has something for everyone. Come discover the charm and warmth of this delightful Connecticut town, where you’ll find not just a house, but a place to call home.

Newest Listings in Monroe

$889,000

3 Beds ⋅ 3 Baths ⋅ 24218580 MLS

Welcome to this exceptional 3 bedroom, 3 full bath home, privately situated on 2.23 acres at the end of a highly desirable culdesac in Monroe. Offering a versatile floor plan, generous living spaces, and exceptional garage and storage capacity, this property provides a rare combination of comfort, convenience, and functionality. The main living area features a spacious living room with soaring cathedral ceilings, creating an open and inviting atmosphere. The living room, kitchen, and family room each offer access to an expansive Trex deck, providing an ideal setting for outdoor entertaining and enjoying the surrounding property. The main level also includes a full bathroom and a dedicated office that could serve as a convenient main-level bedroom, with direct access to the full bath. Upstairs, the expansive primary suite features a private ensuite bathroom complete with a walk-in shower, soaking tub, and walk-in closet. Two additional bedrooms, a full bathroom, and a second floor laundry room complete the upper level. The garage accommodations are truly distinctive. The attached garage offers three parking spaces, while the separate detached garage features four additional garage bays, providing exceptional flexibility for vehicles, equipment, hobbies, or storage. The detached garage also includes radiant heat for added comfort and year round usability. 1 of the sellers holds an active Real Estate License.

28 Hannah Ln, Monroe

$260,000

1 Beds ⋅ 1 Baths ⋅ 24218196 MLS ⋅ The Hills Of Monroe BLDG.

Brand new listing in the deirable Hills of Monroe complex! Don't miss this opportunity to own a highly desirable first-floor ranch-style condo in the sought-after Hills of Monroe community! Offering the ease and convenience of true one-level living with no stairs, this inviting home features a bright, spacious floor plan designed for comfortable everyday living. Enjoy relaxing by the cozy remote gas fireplace during the colder months or step outside to your private deck, the perfect spot for morning coffee or unwinding at the end of the day. The home also features an updated bathroom and a newer water heater, adding extra value and peace of mind. Located near the end of the circle a wonderful bonus is the attached one-car garage with oversized storage space, ideal for seasonal belongings, tools, and hobbies. Enjoy the fantastic community amenities, including an in-ground swimming pool and tennis/pickleball courts. Conveniently located near schools, shopping, restaurants, and major commuting routes, this community offers the perfect combination of comfort, convenience, and lifestyle. Come experience all that this wonderful home and community have to offer. This is one you won't want to miss!

217 Windgate Cir Unit A, Monroe

$769,000

4 Beds ⋅ 3 Baths ⋅ 24217712 MLS

Opportunity Knocks! A much loved & well maintained home in a wonderful Monroe neighborhood ready for the next buyer to make it their own. A spacious first floor offers a formal living room, dining room, amazing sun drenched 4-season room, family room with beautiful fieldstone fireplace and large kitchen with granite countertops. 4 oversized bedrooms, 2.5 baths and 850sf finished lower level provide space for all. Deck with pergola overlooking a very private, landscaped yard on a perfect cul-de-sac complete this perfect home.

164 Flint Ridge Rd, Monroe

$689,000

3 Beds ⋅ 3 Baths ⋅ 24217863 MLS

Welcome to 139 Cutlers Farm Road,a classic Colonial set on beautiful. 1.23 Ac lot in a prime Monroe location.The main level features a spacious living room and formal dining room,providing a great space for friends and family to gather.Hardwood flooring runs throughout most of the home.The eat-in kitchen is the heart of the home,features stainless steel appliances,pantry,tile flooring,and direct access to an expansive deck overlooking the level,private backyard.The family room features a wood-burning fireplace and exposed beams,the perfect spot to relax on chilly evenings.A laundry room and half bath complete the main level. The upper level you will find the master suite with a private bath and walk-in closet.Two additional generous sized bedrooms and full hall bath complete this level.The bedrooms feature carpeting with hardwood flooring underneath.Storage is plentiful with a walk-up attic and ample closet and storage spaces throughout.The finished lower level provides flexible space for a playroom,home gym,or media room and offers direct access to the garage.Recent exterior updates include a new driveway,front walkway,steps,chimney liner and privacy fence. Solar panels have also been added to provide modern energy efficiency. Situated within Monroe's award-winning school district, this home is just a short walk to Wolfe Park,offering recreational activities for all ages, and only minutes from Great Hollow Lake,scenic walking and biking trails,dining and shopping.

139 Cutlers Farm Rd, Monroe

$649,900

24216963 MLS

Discover the possibilities with this unique land offering in a desirable Monroe location, featuring abundant privacy and tremendous potential. When combined with the contiguous property at 83 Pepper Street, the total acreage expands to 6.83 acres, creating an exceptional opportunity for buyers seeking space, flexibility, and future possibilities. A preliminary drawing illustrates the potential for two additional building lots toward the rear of the property. Whether you envision creating your dream home surrounded by nature, exploring potential subdivision opportunities, or investing in future development, this property offers plenty of options to consider. This nonconforming lot is to be added to 83 Pepper Street and must be purchased as part of the package. All subdivision, building, zoning, and development possibilities are subject to buyer verification and approval. Buyer to perform all due diligence.Don't miss this opportunity to own a substantial parcel of land in a sought-after Monroe location with privacy, acreage, and potential!

85 Pepper St, Monroe

$619,900

3 Beds ⋅ 3 Baths ⋅ 24211163 MLS

Welcome to 86 Purdy Hill Road-a beautifully maintained home situated on a picturesque, level 1.03-acre corner lot. Offering 3 bedrooms and exceptional versatility, this property seamlessly blends classic comfort with modern updates. The main level features a bright, open-concept living space anchored by a renovated kitchen equipped with stainless steel appliances, granite countertops, and an oversized center island perfect for entertaining. Step through sliding glass doors directly onto your private rear deck-the perfect spot to relax while taking in views of the expansive, level backyard. Upstairs, the generous primary suite serves as a true retreat, complete with three closets and an en-suite full bath. Two additional guest bedrooms, a second full bath, and a dedicated home office complete this level. The lower level provides tremendous flexible living space with its own private entrance, featuring a cozy family room with a grand gas fireplace, a half bath, and a large laundry room. The converted 2-car garage currently functions as ideal bonus office/storage space but can easily be restored to a full 2 car garage to suit your needs. This home offers central A/C, propane heating, public water and septic. The HVAC system and roof are all just 10 years young. Great location minutes from Monroe's top shopping, dining, parks, and major commuter highways. Turn-key and ready for its next owner-welcome home!

86 Purdy Hill Rd, Monroe

$715,000

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

$985,000

4 Beds ⋅ 3 Baths ⋅ 24215728 MLS

*BEST & FINAL OFFERS DUE BY MONDAY(10/26) 4PM* Welcome to this exceptional 4-bedroom, 2.5-bath Colonial, perfectly situated on a desirable cul-de-sac in Monroe. Meticulously maintained and thoughtfully updated throughout, this stunning home offers the perfect blend of timeless elegance, modern amenities, and resort-style outdoor living. Beautiful hardwood flooring flows throughout the home, complemented by a spacious and inviting layout designed for both everyday comfort and effortless entertaining. The updated kitchen offers style and functionality, while the expansive great room with cathedral ceilings provides an impressive gathering space filled with natural light. Upstairs, discover four generously sized bedrooms, including a beautiful primary suite with a newly remodeled bathroom and custom California Closets. Step outside to your own private backyard oasis featuring a heated saltwater inground pool, expansive patio, and beautifully finished pool house complete with electricity, creating the ultimate setting for summer entertaining and relaxation. Extensive improvements include a newer roof, siding, windows, front porch, updated propane HVAC system, irrigation, outdoor lighting, and fencing. Additional highlights include an on-demand generator, tankless hot water heater, upgraded insulation, and beautifully maintained grounds. With exceptional attention to detail, this truly turnkey property offers an outstanding opportunity to enjoy luxury living.

12 Glen Hollow Dr, 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

$439,999

2 Beds ⋅ 3 Baths ⋅ 24210007 MLS ⋅ Northbrook Of Monroe BLDG.

Discover move-in ready perfection in this beautifully-maintained Barclay model in the highly sought-after Northbrook community of Monroe. As a coveted end-unit, this home is bathed in natural light, offering a bright and airy atmosphere throughout the spacious main level. Start your day on the cozy screened-in porch-the perfect retreat for your morning coffee. Upstairs, the home features plush, brand-new carpeting (installed August) across the staircase and both generously sized bedrooms. Each bedroom includes a private full bathroom, and the convenient laundry room is located right between them. Need extra space? The fully finished lower level is ideal for a dedicated home office, gym, or recreation room. The oversized garage features a unique "bump-out" extension and heating, creating the ultimate workshop or hobby space. One of the few units with a front yard and very few steps to enter. This is a rare find with endless potential-schedule your showing today!

3 Rockview Cir Unit 3, Monroe

$659,000

4 Beds ⋅ 2 Baths ⋅ 24213966 MLS

Welcome home to easy, single-level living in this beautifully renovated, 4 bedroom, 2 full bath ranch style home. An ideal option for a first time home-buyer or those looking to downsize. Step inside to freshly finished hardwood floors and a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, stainless steel appliances and crown molding. The kitchen flows nicely into an inviting living room with wood burning fireplace. Three generously sized bedrooms share a spacious, updated full bathroom. Also on the same floor, the large primary suite offers a comfortable sense of privacy, feauturing a vaulted ceiling, walk-in closet, tastefully updated full bathroom with a stall shower and its own exterior entrance. First-floor laundry and an attached two-car garage add everyday convenience, while the full, dry basement offers potential for future finished space. Extensive improvements include new heating and air-conditioning systems, new windows, new plumbing, new electrical, new septic system, new well and new roof! Close to highways, restaurants, shopping, Farmer's Market and Whitney Farms Golf Course. Take advantage of all the town of Monroe has to offer, including award-winning schools, Great Hollow Lake and Wolfe Park, where you can enjoy, swimming, hiking/biking trails, playgrounds, picnic tables, athletic fields and more. Don't miss this opportunity to make this home your own and create lifelong memories in a wonderful community

30 E Maiden Ln, 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

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Monroe Real Estate

Newest Listings in Monroe

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