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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

68 E Village Rd, Monroe
$825,000
4 Beds ⋅ 3 Baths ⋅ 24200839 MLS
Welcome to 68 E Village Road, a private Monroe retreat on approximately 5.36 acres offering space, privacy, versatility and future potential. Built in 1999, this spacious Colonial features 4 bedrooms, multiple baths, hardwood floors and generous living areas. The main level offers a bright kitchen with breakfast area and deck access, living room with fireplace, and heated enclosed breezeway/atrium with skylights connecting to the oversized 3-car garage. A finished lower level provides flexible office, recreation or guest space, while a walk-up attic offers additional storage. Above the garage is approximately 900+ sq ft of unfinished studio/in-law space with full bath, electrical, plumbing, washer/dryer hookups and kitchen rough-ins in place. The 5.36 acres are a standout feature. Located in a farm-zoned area, the property offers potential for agricultural, hobby, storage, workshop and accessory-building uses, subject to town approvals. Preliminary plans were started for an oversized barn or steel garage, with an existing road opening providing access toward the proposed area. Additional features include a detached lower garage/workshop, expansive grounds, updated roofing, newer front walkway and numerous recent improvements. Enjoy exceptional privacy, acreage and possibilities rarely found in one location, convenient to shopping, major routes and area amenities. A rare opportunity for buyers seeking country living, extensive storage, workspace and room to make it their own.

68 E Village Rd, Monroe

595 Wheeler Rd, Monroe
$629,900
3 Beds ⋅ 2 Baths ⋅ 24199707 MLS
There's much more to this charming & distinctive home than first meets the eye! Originally built in 1927 & thoughtfully expanded in 2007, it blends timeless character, modern updates & an unexpectedly spacious floor plan. Set on .86 level acres framed by mature trees & perennial gardens, the home feels warm & inviting from the moment you arrive. Hardwood floors flow throughout the light-filled main level. The recently updated kitchen features white cabinetry w/crown molding, quartz counters, stainless appliances, gas range, new refrigerator & breakfast bar, opening to both the living & dining rooms for an easy, everyday living & entertaining. French doors from the dining room lead to deck & side yard. A private office, full bath & mudroom/laundry complete this level. Upstairs are 3 generously sized bedrooms, including a spacious primary w/nook & double closets, plus an updated full bath. The partially finished walk-out lower level offers flexible living space & storage. Outside, enjoy an expansive level lawn, perennial gardens, large paver patio & plenty of room to play, garden, entertain or simply relax. Oversized 2 car garage w/rear double-door access adds exceptional functionality. Central air, propane heat, newer main-level furnace, gutters & Azek decking on all 3 porches. Convenient to award winning schools, parks, trails, shopping, dining & commuter routes. Thoughtfully updated, beautifully maintained & filled with character-you'll want to experience in person!

595 Wheeler Rd, 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
$629,000
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

302 Firmount Dr Unit A, Monroe
$292,609
1 Beds ⋅ 1 Baths ⋅ 24198986 MLS ⋅ The Hills Of Monroe BLDG.
"This Condo's Got It All (Yes, Even a Jacuzzi Shower) - Come See!" Move-in ready and full of charm - this first-floor ranch-style condo is the kind of place that makes you want to kick off your shoes and stay awhile. One-level living means no stairs, no hassle, just easy, breezy comfort from day one. Freshly painted from top to bottom, the whole place feels bright, clean, and ready for you to make it your own. The crisp white kitchen is a total charmer, with stainless steel appliances and just the right amount of space to whip up breakfast or pour a glass of wine while dinner's on the stove. Cozy up by the fireplace under a gorgeous new chandelier, with peaceful nature views right outside your window setting the mood for quiet nights in. Grab your coffee (or your favorite cozy blanket) and head out to your own private deck - the perfect little escape as summer eases into fall. And that bathroom? Pure spa vibes. Think brand-new walk-in Jacuzzi shower, sleek black fixtures, a fresh vanity, and new flooring - basically a permanent staycation. Your own private garage and extra storage make everyday life easier, and the resort-style perks don't stop there - think pool days, pickleball matches, and tennis court rallies right outside your door. Furry friends welcome too, per HOA rules! Freshly painted, move-in ready, and bursting with cozy charm - this one's ready when you are. Come see it for yourself!

302 Firmount Dr Unit A, 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

692 Elm St, Monroe
$649,900
3 Beds ⋅ 2 Baths ⋅ 24187944 MLS
Welcome to your own private retreat in the heart of Monroe! Set on a picturesque 1.4-acre lot, this 2,139-square-foot home offers the perfect combination of comfort, charm, and exceptional outdoor living. Featuring three bedrooms, two on the main level, one and a half baths, gleaming hardwood floors, and a spacious family room, there's plenty of room for everyday living and entertaining. Relax in the beautiful screened-in porch with its stunning flagstone floor. Step out onto the rear trex deck overlooking the private backyard. Spend summer days enjoying the in-ground Gunite, pool, all surrounded by a peaceful, private setting. The three-car garage with a loft/studio above provides great space for vehicles, storage, hobbies, or a workshop. While the home will benefit from some updating, it has been well cared for and offers an exceptional opportunity to add your personal touches and build instant equity. Situated on 1.4 acres in one of Monroe's most desirable locations, this property combines privacy with convenience to award-winning schools, shopping, parks, and commuter routes. Move in in time for the school year! Being sold as is! It has a whole house generator and 2 gas fireplaces. Don't miss the chance to make this wonderful property your own! Builders take note!

692 Elm St, Monroe

23 Eagle Rock Cir Unit 23, Monroe
$409,000
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

11 Sprucebrook Trail Unit 11, Monroe
$468,000
2 Beds ⋅ 3 Baths ⋅ 24197171 MLS ⋅ Northbrook Of Monroe BLDG.
Welcome to 11 Sprucebrook Trail in the desirable Northbrook Condominium Complex. This beautifully maintained Barclay end-unit sits at the end of a quiet cul-de-sac, offering privacy, comfort, and low-maintenance living. The main level features gleaming hardwood floors, a spacious sun-lit kitchen with Stainless Steel appliances and Corian countertops, plus a bright three-season room with skylights and a ceiling fan. The private deck is perfect for relaxing or outdoor dining. Upstairs, two oversized bedrooms feature new LVT flooring, en-suite full baths, and ample closet space. The primary bedroom includes custom built-ins, while convenient second-floor laundry features a newer GE washer and dryer. The finished lower level offers flexible space for a family room, home office, or recreation area, with tile flooring, recessed lighting, and custom built-ins, plus an attached oversized one-car garage with a newer garage door opener. Enjoy easy access to the main pool and clubhouse, additional pool, tennis courts, gazebo, and scenic ponds. Conveniently located near shopping, restaurants, parks, and major commuter routes, this move-in ready home offers style, comfort, and convenience. Just unpack and move right in!

11 Sprucebrook Trail Unit 11, 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

556 Pepper St, Monroe
$558,000
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

49 Georges Ln, Monroe
$875,000
4 Beds ⋅ 3 Baths ⋅ 24195537 MLS
Room to grow, space to gather, & a neighborhood made for lasting memories--Welcome to 49 Georges Ln. Where your next chapter can unfold w/ the perfect balance of space, community, & everyday comfort. Nestled within a charming neighborhood, this spacious 4 BR, 2.5 BA home offers the perfect blend of comfort, flexibility, & endless possibilities. The main level is thoughtfully designed for both everyday living & entertaining, featuring a large LR, DR, eat-in kitchen, family rm, & sun porch that invites relaxed mornings, casual gatherings, & year-round enjoyment. Whether hosting holidays, game nights, or summer get-togethers, this home was made to bring people together. Upstairs, the primary suite offers a private retreat w/ vaulted ceilings, beams, WIC, & full updated bathroom w/ skylight. 3 additional BRs & a full BA provide plenty of space for family, guests, home offices, or changing lifestyle needs. The LL includes a large Rec Rm featuring a built-in bar, gym, pantry, & cedar closet, creating endless possibilities for entertaining, fitness, or movie nights. Above the 2-car garage, a spacious Bonus Rm currently used as a game rm adds even more flexibility for today's lifestyles. Outside, the property truly shines. The yard offers space to play, entertain, & unwind, w/ a large side yard that has hosted countless football games, gatherings, & outdoor memories over the years. Quiet suburban living with easy access to Fairfield County parks, dining & shopping.

49 Georges Ln, 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

215 Windgat Cir Unit E, Monroe
$249,999
1 Beds ⋅ 1 Baths ⋅ 24193446 MLS ⋅ The Hills Of Monroe BLDG.
Welcome to Monroe CT living and an easy, convenient lifestyle for sure! The Hills of Monroe is a private, secluded condominium complex that is set back off of Route 25. So you've got peacefulness and a serene park-like setting with wooded views, yet the convenience and ease of access to stores, restaurants, shopping and commuting at the same time. This one bedroom, second floor unit features a large living room with built ins, a fireplace and access to your own personal and private balcony for a glass of something cold to quiet the soul and worries or a beautiful cup of coffee to start the day enjoying a natural setting! Both are soul-filling ideas. The living room features wall to wall carpeting as floor covering. The dining room has a ceiling fan and parquet flooring and is large enough to host a dinner party for 8! The eat in kitchen has built-ins and features stainless appliances...oven, dishwasher and fridge. The flooring in the kitchen is tile. The laundry is in a hall closet and has just been freshly painted! The primary bedroom features a walk in closet and wall to wall carpeting. There is plenty of space, closets, and a storage area additionally, in a different building. You've got a one car garage that is attached to the building for easy access during inclement weather! The common charges cover everything except gas, electricity and water. Life and living in the Hills of Monroe is just perfect all around!

215 Windgat Cir Unit E, 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

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

6 Rolling Ridge Rd Unit 6, Monroe
$398,000
2 Beds ⋅ 2 Baths ⋅ 24189083 MLS ⋅ Northbrook Of Monroe BLDG.
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.

6 Rolling Ridge Rd Unit 6, Monroe

33 Shawnee Ln, Monroe
$799,900
4 Beds ⋅ 3 Baths ⋅ 24185926 MLS
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.

33 Shawnee Ln, 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
$270,000
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

359 Hammertown Rd, Monroe
$825,000
5 Beds ⋅ 4 Baths ⋅ 24169839 MLS
This is the one you've been waiting for! Step into this stunning 4,000+ square foot Colonial built in 2021, filled with abundant natural light and gleaming hardwood floors. The expansive main floor features an open floorplan with soaring ceilings, a generous dining area and a living area anchored by a gas fireplace. The gorgeous kitchen has a bright breakfast nook that opens to the backyard and patio through elegant French doors. There is a formal sitting room off the front foyer that could be utilized as a quiet study or home office. There is also a main-floor bedroom and full bath that add flexibility for guests or multigenerational living. Upstairs you'll find four additional bedrooms, including a luxurious primary suite with a spa-like bath-large tile shower, freestanding tub, double sink vanity, and a spacious walk-in closet. An additional full bathroom and a dedicated laundry room complete the second level for everyday ease. The lower level delivers over 1,000 square feet of finished space with its own full bathroom, extra storage, and direct access to the oversized three-car garage. Thoughtful storage and practical layout make this basement ideal for recreation, a home gym, or media room. Located just minutes from shopping, parks, walking trails, and with easy highway access, this turn-key home is move-in ready and waiting for you. Schedule your showing today and experience modern Colonial living at its best.

359 Hammertown Rd, Monroe

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