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59 Countryside Dr, Monroe
$575,000
3 Beds ⋅ 3 Baths ⋅ 24203686 MLS
Welcome to this well-maintained home, ideally situated near the end of a peaceful cul-de-sac in a highly desirable neighborhood. Enjoy exceptional privacy while remaining conveniently close to major commuting routes, shopping, and local amenities. Inside, the oversized living, dining, and kitchen areas provide plenty of space for everyday living and entertaining. Generously sized bedrooms offer comfort and flexibility, while the inviting family room features a cozy fireplace, perfect for relaxing at the end of the day. Additional highlights include a two-car garage with ample parking and storage, plus city water availability. Offering space, privacy, and a wonderful neighborhood setting, this is a rare opportunity you will not want to miss. Schedule your private showing today!

59 Countryside Dr, Monroe

132 Hammertown Rd, Monroe
$780,000
5 Beds ⋅ 3 Baths ⋅ 24202895 MLS
Set behind classic stone walls on 2 acres in Monroe's Hammertown District, this beautifully sited Colonial offers 5 bedrooms and 3 full baths. Inside, nearly 3,600 square feet unfold over three finished levels, with re-sanded & freshly stained hardwood floors, traditional millwork & a beautiful floor Plan. Two wood-burning fireplaces set the tone - one anchoring the family room for cool fall & winter nights, the other warming the spacious walk-out lower-level family room. The eat-in kitchen serves up granite counters, a center island, breakfast bar, pantry and sliders to the expansive deck overlooking a private yard bordering conservation land - the natural hub for holiday hosting. A rare, town-approved main-floor in-law apartment is a home within the home: a private entrance opens to a beautiful eat-in kitchen (remodeled in 2021), a large bedroom w/2 closets, a full bath & an office/den w/access to a large deck - ideal for extended family or guests. Upstairs, the primary bedroom includes a full bath, hardwood floors & 3 closets. The upper floor is completed by 3 additional bedrooms & a full bath. Central air, thermopane windows, mudroom, 2-car under-house garage & full walk-out finished basement with abundant storage. Spend spring, summer & fall afternoons on your large expansive deck listening to nature (the hummingbirds are regulars) as your perennial gardens bloom. Minutes to Monroe's town center, parks, pool, library, & schools

132 Hammertown Rd, Monroe

6 Juniper Cir Unit 6, Monroe
$349,000
1 Beds ⋅ 2 Baths ⋅ 24203158 MLS ⋅ Northbrook Of Monroe BLDG.
This home comes with a 2% concession toward the buyer's mortgage rate buydown and is priced to sell; all reasonable offers considered! This beautifully maintained, move-in-ready home offers a thoughtful layout with plenty of room to live, work, and unwind. The main level features an inviting eat-in kitchen with stainless steel appliances. The living room is the true heart of the home, with a dramatic vaulted ceiling, two skylights with remote-control shades, a ceiling fan, and a brick gas fireplace that creates a warm and welcoming focal point. Sliding doors lead to the deck overlooking a private, wooded backyard-the perfect setting for morning coffee, outdoor dining, or relaxing at the end of the day. The primary bedroom offers a walk-in closet and private full bath with convenient linen storage. Just outside, a versatile loft currently used as an extra bedroom adds valuable bonus space and can easily adapt as a home office, nursery, reading nook, or additional guest sleeping area. The finished lower level, currently used as an office, provides even more room to spread out, along with additional storage, a separate laundry room, and direct access to the oversized heated one-car garage with extra storage. With a hot water heater replaced in 2018 and a high-efficiency furnace in 2019, this home has been carefully maintained and is ready to enjoy from day one. Average monthly heating costs are $140, and average monthly electric costs are $146.

6 Juniper Cir Unit 6, Monroe

1344 Monroe Tpke, Monroe
$699,000
4 Beds ⋅ 3 Baths ⋅ 24202605 MLS
Welcome to this beautifully updated four-bedroom Colonial, set well back from the road on 2.21 picturesque acres, offering a wonderful combination of privacy, space and modern updates. A welcoming front porch sets the tone before stepping inside, where a classic, comfortable layout has been enhanced by thoughtful improvements. The beautifully renovated kitchen serves as the heart of the home, featuring soft gray cabinetry, stone countertops, stainless steel appliances and a center island. The kitchen flows naturally into the formal dining room, while lots of new flooring and custom millwork add character throughout. The inviting family room is centered around the fireplace, and a convenient main-level laundry room adds everyday functionality. Upstairs, the spacious primary suite features a vaulted ceiling, private full bath and generous walk-in closet with a custom closet system, accompanied by three additional bedrooms. Outside, the setting truly shines. The home sits privately back from the road surrounded by beautiful grounds, mature landscaping and plenty of usable outdoor space. An expansive rear deck provides a great place to relax, entertain and take in the property, while the enclosed garden area adds another special feature to the 2.21-acre setting. Additional highlights include vinyl siding, public water, C/A, solar panels, EV charger, a walk-out lower level and 2-car garage. Beautifully updated, impeccably maintained and truly move-in ready-welcome home!

1344 Monroe Tpke, Monroe

341 Old Zoar Rd, Monroe
$650,000
4 Beds ⋅ 3 Baths ⋅ 24196510 MLS
Set on just over 2 acres, 341 Old Zoar Road offers a comfortable Colonial layout with generous living space, thoughtful updates and plenty of flexibility. With approximately 2,400 square feet, four bedrooms and two and a half baths, the home blends traditional spaces with an oversized family room that serves as a natural gathering point on the main level. Vaulted ceilings, hardwood floors and a fireplace give the room character, while direct access to the deck creates an easy connection to the outdoor space. The updated kitchen and bathrooms add meaningful improvements while still leaving room for a new owner to make the home their own. The first floor offers flexible space that can be used as a dining room, home office or additional living area depending on your needs. Upstairs, four generously sized bedrooms provide comfortable separation from the main living areas. The walkout basement adds another layer of potential, with the opportunity to create additional finished living space in the future. Outside, the just over 2 acre setting provides plenty of room and privacy. Additional features include a two car under garage, solar panels and a Tesla battery backup system. A well cared for Monroe home with updated living spaces, a flexible layout and room to grow into over time

341 Old Zoar Rd, Monroe

490 Cutlers Farm Rd, Monroe
$985,000
4 Beds ⋅ 3 Baths ⋅ 24202684 MLS
Welcome to this 1990 built Colonial home, tucked back from the road, allowing for ultimate privacy. Offering 3300+ square feet of living space. Set on a level lot of 5+ acres. Stunning yard with a custom built Trellis, large custom built patio (New in 2023), professional landscaping and plantings throughout, stately gardens, bocci court - fabulous for your outdoor entertaining. The main floor offers a Formal Living Room, Formal Dining Room/with additional sitting area, large Family Room with vaulted ceilings, wood burning fireplace, wet bar, built ins with convenient access to the adjacent Sun Room. Main floor Laundry Room. Updated Kitchen features Quartz counters, SS appliances and large center island. Note - TWO Dishwashers. Upper Level offers a spacious Spacious Primary Bedroom Suite offering a Full Bath, Banquette window seat, multiple closets including a spacious custom built Walk-In-Closet. The Primary Full Bath (new 2013) features: radiant heated marble floor, heated towel rack, double marble vanities, marble shower, with several shower heads. THREE well appointed bedrooms and Hall Full Bath. Large, unfinished basement. Two car attached garage. Gunite Salt water heated pool with Jacuzzi Tub. Pool Updates include: pool heater (2021), pump (2022), new plaster. Three Zones-Central air (2017)/Oil Heat. New Oil Tank (2023). Newer boiler (2017). New roof (2025). City water / Septic. Whole house generator (2021). Impeccably maintained and shows beautifully throughout!

490 Cutlers Farm Rd, Monroe

65 Cottage St, Monroe
$689,900
3 Beds ⋅ 3 Baths ⋅ 24200594 MLS
Custom-built by its current owner, a professional builder, and meticulously maintained since 1988, this exceptional ranch reflects a level of craftsmanship and structural integrity rarely found today. Substantial construction, thoughtful proportions, and enduring materials speak to a home designed with longevity in mind. Framed by beautiful stone walls and impeccably maintained landscaping, the property is bordered by two town trails, creating a remarkable sense of privacy and tranquility. Inside, the open floor plan features vaulted ceilings, refinished hardwood floors, new windows, and a dramatic floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. Abundant natural light fills the home, while a tiled front room offers a peaceful escape for reading, or relaxing. Three generously sized bedrooms offer ample closet space, including a primary bedroom w/ double sinks and a tiled stall shower. A sprawling new deck wraps along the back and side of the home, overlooking the spectacular property that provide privacy, and color throughout the seasons. The heated, walk-out lower level is already plumbed for a kitchen and offers excellent potential for an in-law suite or expanded living space. Built with intention and maintained with exceptional care, this distinctive residence offers timeless craftsmanship, flexible living, and an extraordinarily private setting.The home feels tucked away yet close to Monroe parks, schools and Route 25 conveniences.

65 Cottage St, Monroe

151 Meadows End Rd, Monroe
$1,095,000
4 Beds ⋅ 5 Baths ⋅ 24199494 MLS
Located in the "Wedgewood Estates" subdivision, this spacious 4-bedroom, 3 full and 2 half-bath center hall colonial features a legal accessory apartment with a private lower-level entrance. A covered front porch welcomes you into the dramatic two-story foyer, flanked by formal living and dining rooms. The main level features hardwood floors throughout, with new neutral carpeting in the family room. The expansive country kitchen offers granite countertops, new stainless steel appliances, abundant cabinetry, and a casual dining area. Just off the kitchen, the family room features a wood-burning fireplace and sliders to the rear deck overlooking the in-ground pool. A home office area, powder room, and laundry closet complete the main level. Upstairs, the primary suite includes a private bath and walk-in closet, plus three additional bedrooms and a full hall bath. A third-floor bonus room offers flexible living space. The lower level provides direct access to the two-car garage and features a legal accessory apartment with private entrance, full kitchen, open living/dining/sleeping area, 1.5 baths, two walk-in closets, and separate laundry. Additional highlights include a new roof and skylights, an expansive deck, an in-ground pool, a large driveway (just sealed) with plenty of parking, and a corner lot in a beautiful subdivision. A great place to call home!

151 Meadows End Rd, Monroe

73 Gay Bower Rd, Monroe
$615,000
3 Beds ⋅ 2 Baths ⋅ 24197156 MLS
Welcome to 73 Gay Bower Road, a beautifully renovated home set on over an acre in a desirable Monroe neighborhood. Thoughtfully updated throughout, this property blends quality finishes, modern design, and generous living and entertaining space. Inside, stained oak hardwood floors are complemented by crown molding, upgraded trim, built-in closet systems, and ambient recessed lighting with indirect options. The open-concept kitchen features stainless steel appliances, a gas range, black quartz countertops, and an easy flow into the surrounding living areas. An expansive family/sunroom addition off the rear provides a standout space for entertaining and everyday living, while the finished lower level offers additional flexibility for a recreation room, office, gym, or guest space. Outside, enjoy a beautiful, flat and level lot of over one acre with a partially wooded rear for added privacy and plenty of room for play and outdoor entertaining. Complete with a one-car garage, recent renovations, and quality upgrades throughout, 73 Gay Bower Road offers a move-in-ready opportunity in a sought-after Monroe setting.

73 Gay Bower Rd, Monroe

24 Purdy Hill Rd, Monroe
$695,900
3 Beds ⋅ 3 Baths ⋅ 24198660 MLS
Welcome to this beautifully maintained Colonial set on a picturesque, park-like level acre. This spacious home has an inviting floor plan with generously sized rooms throughout. The first floor features both a comfortable family room and a wonderful great room with an abundance of windows, creating bright and welcoming spaces for everyday living and entertaining. The kitchen has been updated and windows, siding & roof are newer. A finished lower-level recreation room offers additional living space for a home office, media room, playroom, or gym. Outside, enjoy the beautifully landscaped, level yard with plenty of room for outdoor activities, gardening, and entertaining. Conveniently located close to shopping, restaurants, and everyday amenities.

24 Purdy Hill Rd, Monroe

133 Bug Hill Rd, Monroe
$899,900
4 Beds ⋅ 3 Baths ⋅ 24196390 MLS
An elegant Monroe Colonial awaits gracefully blending classic architecture with thoughtful modern updates. This exceptional home offers more than 4000 square feet of beautifully appointed living space. Designed for both everyday comfort & effortless entertaining. The heart of the home is the updated kitchen, featuring newer quartzite countertops, stainless steel appliances, a center island, and bar area. The well-placed laundry room between kitchen & garage, creates an easy everyday drop zone. From the kitchen, the floor plan flows effortlessly into the formal dining room, private living room, sun-filled sunroom, & inviting family room, where the floor to ceiling fireplace creates a warm gathering space. A highly desirable 1st floor bedroom & full bath add exceptional flexibility for guests, multigenerational living, or private home office. Every space connects seamlessly, making the home as functional for daily living as it is for entertaining. Retreat upstairs to the expansive primary suite, a true private sanctuary, featuring a generously sized ensuite bath, walk-in closet & a walk-in attic offering storage today & potential for future expansion. Two additional nice sized bedrooms & hall bath complete the second level.The spectacular finished LL is a true extension of the home, featuring stylish luxury vinyl plank flooring and expansive, flexible living space. Create the ultimate recreation room, home fitness studio, or media lounge.

133 Bug Hill Rd, Monroe

60 Rowledge Pond Rd, Monroe
$785,000
3 Beds ⋅ 3 Baths ⋅ 24194902 MLS
Welcome to a truly one-of-a-kind opportunity at 60 Rowledge Pond-custom built, meticulously maintained, and offered for sale for the very first time. Nestled within the highly sought-after private Rowledge Pond community, this exceptional property offers exclusive access to the private beach, hatchery, and a lifestyle that is simply unmatched. Set on a beautifully private lot, you're welcomed home by a newly paved wraparound driveway and a charming front porch overlooking peaceful surroundings. Inside, a spacious foyer opens to a thoughtfully designed floor plan featuring a formal Living Room with fireplace, elegant Dining Room, and a well-appointed eat-in Kitchen with quality cabinetry. The stunning Family Room is the heart of the home, showcasing soaring vaulted ceilings, a beautiful fireplace, and abundant natural light. The desirable main-level Primary Suite offers a walk-in closet and private bath, while main-level laundry and direct access to the attached two-car garage provide everyday convenience. Upstairs, you'll find two identical, generously sized bedrooms, each with walk-in closets, a shared full bath, and two charming office nooks-ideal for today's work-from-home lifestyle. The walk-out lower level features a spacious recreation room with endless possibilities for future expansion. Above the attached garage, an unfinished bonus room presents the perfect opportunity for a home office, guest suite, or in-law apartment.

60 Rowledge Pond Rd, Monroe

38 Pastors Walk, 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

137 Guinea Rd, 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

216 Cross Hill Rd, Monroe
$336,000
2 Beds ⋅ 1 Baths ⋅ 24190492 MLS
Exceptional opportunity at 216 Cross Hill Road, Monroe, CT for first time home buyers, builders and investors. 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.

216 Cross Hill Rd, Monroe

41 Grindstone Ln, Monroe
$1,180,000
6 Beds ⋅ 6 Baths ⋅ 24184008 MLS
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!

41 Grindstone Ln, Monroe

103 Hidden Knolls Cir Unit 103, Monroe
$225,000
1 Beds ⋅ 1 Baths ⋅ 24190109 MLS ⋅ Hidden Knolls BLDG.
**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!

103 Hidden Knolls Cir Unit 103, Monroe

109 Benedict Rd, Monroe
$949,000
4 Beds ⋅ 5 Baths ⋅ 24185087 MLS
Experience comfort, space and style in a great family neighborhood. 4700 SF of total living area includes spacious primary suite and 3 additional bedrooms with second full bath upstairs. First floor bedroom / study with closet and bath, great room with fireplace, large bright living room, private dining room with glass doors and fully appointed kitchen on main level. Hardwood throughout main floor, granite counters in kitchen and most baths. Additional guest bedrooms and play areas in attractively finished basement with full bath. 3 car garage and breezeway with closet. Recently paved driveway with front circle and wonderfully landscaped, level property make for great curb appeal. Full attic with huge storage potential. Furnace, AC, Garage Doors and Roof all recently replaced.

109 Benedict Rd, Monroe

4 Scenic Hill Ln, Monroe
$799,900
4 Beds ⋅ 4 Baths ⋅ 24184382 MLS
If you're looking for soaring ceilings, abundant natural light, and expansive living spaces that feel anything but ordinary, this is one you won't want to miss. Set on a beautifully landscaped corner lot in one of Monroe's most sought-after neighborhoods, this exceptional property offers an incredible blend of comfort, flexibility, and privacy. The dramatic two-story family room is the heart of the home, featuring a floor-to-ceiling stone fireplace, custom wet bar, and walls of windows that make the space feel bright and inviting. The spacious eat-in kitchen offers generous cabinet and counter space, direct access to the garage, and convenient first-floor laundry. Full bathrooms on every level and a thoughtfully designed layout provide exceptional flexibility for today's needs. Upstairs, a spacious bonus room offers endless possibilities, while the impressive primary suite features a beautifully updated spa-inspired bath with heated floors, dual vanities, a freestanding soaking tub, and a separate shower. The finished walk-out lower level adds even more functional living space with a recreation room, exercise area, full bath, and excellent potential for an in-law setup. A large unfinished area provides exceptional storage, workshop space, or future expansion. Outside, multiple decks overlook a peaceful backyard surrounded by mature landscaping, specimen plantings, stone walls, and towering trees, creating a private setting that's perfect for relaxing or entertaining.

4 Scenic Hill Ln, Monroe

210 Windgate Cir Unit A, 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

57 Lovers Ln, 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

30 Castlewood Dr Unit 30, Monroe
$709,900
3 Beds ⋅ 4 Baths ⋅ 24178122 MLS ⋅ Castlewood BLDG.
**REDUCED** Beautifully maintained Colonial in the desirable Castlewood complex offering 3 bedrooms. This spacious home features formal living and dining rooms, along with a gracious oversized family room with fireplace just off the kitchen, creating the perfect flow for everyday living and entertaining. Sliders lead to an expansive deck overlooking the large private backyard and peaceful scenic views. The updated kitchen boasts newer cabinetry and appliances, while the freshly painted interior and gleaming hardwood floors create a bright, inviting atmosphere enhanced by abundant natural light throughout. The impressive primary suite offers two walk-in closets and a beautifully appointed spacious bath. The second floor also includes a large family room, two additional bedrooms, full bath, convenient laundry room, and pull-down access to a very large attic for additional storage. The fully finished walk out basement provides even more living space with an additional room, half bath, and utility room. Completing the home is a 2-car garage and an exceptional location at the end of a quiet cul-de-sac with gorgeous views and a truly serene setting.

30 Castlewood Dr Unit 30, Monroe

81 Georges Ln, Monroe
$970,000
5 Beds ⋅ 4 Baths ⋅ 24170285 MLS
Tucked away at the top of a private Monroe cul-de-sac, this one-of-a-kind custom contemporary is the definition of elevated living. From the moment you arrive, the lighted driveway, lush landscaping, and striking architectural design, featuring chalet-style windows, stone accents, and multiple balconies, set a tone of privacy, prestige, and escape. Step inside and experience soaring vaulted ceilings, dramatic natural light, and a seamless open layout designed to impress. The show-stopping great room flows effortlessly into a dining space anchored by a floor-to-ceiling stone fireplace and access to a raised cedar deck, perfect for unforgettable entertaining or quiet luxury evenings. The updated eat-in kitchen, along with a main-level bedroom, full bath, and additional living space, offers both style and flexibility. Upstairs, retreat to a stunning primary suite with vaulted ceilings, a walk-in closet, private balcony, and a spa-inspired marble bath featuring radiant heated floors, an oversized shower, jetted tub, and dual vanity. Additional bedrooms are spacious and thoughtfully designed, complemented by an updated bath and convenient second-floor laundry. The finished lower level completes the lifestyle with a wet bar, fireplace, full bath, and custom wine cellar, ideal for hosting, relaxing, and enjoying every moment at home. All of this, just minutes from Monroe's green, golf course, shopping, and dining, yet perfectly tucked away in your own private setting.

81 Georges Ln, Monroe

30 Stonewall Ln, Monroe
$844,900
4 Beds ⋅ 5 Baths ⋅ 24164162 MLS
This Unique Colonial/Contemporary home is set on a beautiful acre lot in a highly desirable neighborhood. Open floor plan with dramatic two-story entry & dual staircases. First floor features a formal living room, 2 story family room w/hardwood floors and fireplace recently painted, and a 1st floor primary suite w/ luxurious bath & huge walk-in closet. White kitchen w/newer appliances, ample counter space, dining area, & French doors to a sun porch overlooking the private yard. Formal dining room & 3-car garage complete the main level. The 2nd level offers a large balcony overlooking the family room, a possible second primary bedroom w/full bath & walk-in closet. Two additional spacious bedrooms w/storage and built-in office space. The Walk-out basement has full bath, & 2 new finished rooms for potential kitchen set/or space desired. Enjoy outdoor entertaining with an in-ground pool, fenced yard, and also, fenced around the pool for safety, as well as a newer driveway. Home originally owned by developer in town. Many special features. Read addendum for new improvements.

30 Stonewall Ln, Monroe

65 Trailside Dr, Monroe
$1,174,900
5 Beds ⋅ 5 Baths ⋅ 24156537 MLS
Located on a desirable cul de sac in one of Monroe's most sought after neighborhoods, this exceptional Colonial is set on two beautifully usable acres and offers an impressive blend of scale, sophistication, and versatility. Thoughtfully designed for today's lifestyle, the residence features five spacious bedrooms and four full and one half baths, delivering both comfort and refined living in a premier setting. A full main level in law apartment provides private, self contained living ideal for multigenerational households, extended guests, or long term flexibility without compromise. The main level is enhanced by gleaming hardwood flooring throughout and offers a seamless flow between formal and informal spaces, creating an inviting environment for both everyday living and elegant entertaining. Upstairs, the primary suite serves as a true retreat. The brand new primary bath has been beautifully renovated with elevated finishes and a sophisticated, spa inspired design. Three additional bedrooms, including one with en suite bath, complete the upper level with style and functionality. The finished lower level is designed for entertainment, featuring a dedicated movie room and an impressive bar area perfect for hosting gatherings or enjoying relaxed evenings at home. A three car garage offers generous storage and convenience, while a large deck overlooks the expansive, level backyard, providing privacy and endless possibilities for outdoor living. Schedule your showing today!

65 Trailside Dr, Monroe

261 Moose Hill Rd, Monroe
$969,000
4 Beds ⋅ 3 Baths ⋅ 24153850 MLS
Welcome to this stunning new construction modern Colonial offering approx. 2,800 sq ft of thoughtfully designed living space. Set on a private 2+ acre lot bordered by protected open space, this home delivers privacy, comfort, and contemporary style. The open floor plan is ideal for today's lifestyle and features hardwood floors throughout, central air, and abundant natural light. The main level includes a dedicated home office, perfect for remote work or flex use, along with generous living and dining areas ideal for entertaining. Upstairs, the spacious primary suite offers a spa-like bath and a large walk-in closet. Three additional bedrooms, well-appointed baths, and a convenient walk-up attic provide excellent storage and future expansion potential. The walkout basement adds flexibility for future finished space. Enjoy award-winning schools, outstanding recreational facilities, and easy access to shopping, dining, and major commuting routes. Built by a reputable local builder-quality craftsmanship and modern living at its best.

261 Moose Hill Rd, Monroe

360 Garder Rd, Monroe
$575,000
3 Beds ⋅ 1 Baths ⋅ 24151805 MLS
Bring your vision to this unique property nestled on almost 4 picturesque acres in desirable Monroe, CT. Set back from the road and surrounded by nature, this home offers a rare chance to create something truly special in a location that's increasingly hard to find. The existing house needs renovation but provides a solid footprint and endless potential whether you're looking to restore, expand, or reimagine entirely. The real star of the property is the land: rolling acreage, mature trees, and a serene private pond that creates a peaceful, storybook setting perfect for outdoor living, gardening, or simply enjoying the quiet beauty of the surroundings. With plenty of space for a dream home, workshop, or additional outdoor amenities, this property is ideal for contractors, investors, or buyers ready to customize a home to their exact taste. Enjoy the best of both worlds-privacy and nature, yet convenient access to Monroe's schools, town amenities, and commuter routes. Property selling as is and some items might be left behind after sale. Come book your appointment today!!!

360 Garder Rd, Monroe

40 Walnut St, Monroe
$899,000
5 Beds ⋅ 6 Baths ⋅ 24110750 MLS
Welcome to this magnificent custom-built raised ranch known as 40 Walnut Street located in Fairfield County in the Town of Monroe. Monroe is a beautiful community that offers a balanced blend of suburban amenities, many opportunities for recreation, scenic beauty and rural character. Whitney Farms Golf Course is a three-minute drive and features a clubhouse, pro-shop and catering facility for all of your festive gatherings. This 5,189+- square foot home is situated on an expansive 1.77-acre lot which has a massive, relatively level rear yard for recreation. It also features a pond with custom stone embankments. The house is serviced by public water, a septic system and natural gas. The asphalt driveway leads to a 3-car attached garage with one bay presently used as a gym. You enter through a double front door into the foyer that has a vaulted ceiling, marble flooring and a large arched window. The first level consists of a living room with marble flooring, custom overhead lights and a gas fireplace. The kitchen has attractive wood cabinets, marble flooring and window views of the rear yard. Appliances include an inset electric oven in the island for your relaxing cup of coffee. There is also a stainless-steel double oven, microwave, and dishwasher. Adjacent to the kitchen is an informal dining area. One of the most spectacular rooms in the home is the formal dining room with a 2+ story ceiling, oak flooring with inlay, four large arched windows and a custom chandelier

40 Walnut St, Monroe

491 Hammertown Rd, Monroe
$779,900
4 Beds ⋅ 3 Baths ⋅ 24127389 MLS
This custom-built Colonial offers 4 bedrooms and 4 bathrooms, nestled on 3 serene, private acres with stunning pond views. The spacious layout features a primary bedroom with an en-suite bathroom and walk-in closet, plus a potential 5th bedroom on the main level, conveniently located steps from a full bathroom. The expansive family/great room is perfect for relaxation equipped with a beautiful wood burning fireplace, while the large eat-in kitchen provides access to a deck ideal for outdoor entertaining. Formal living and dining rooms showcase elegant hardwood floors. The walkout lower level offers additional living space, including another family room, a home office, a full bathroom, and direct access to the three-car garage. With meticulously maintained grounds, this home embodies pride of ownership and offers the perfect private retreat for peace and tranquility.

491 Hammertown Rd, Monroe

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