Refine Search
Sort by
94 Moosup Trl, Monroe
$469,900
4 Beds ⋅ 2 Baths ⋅ 24207654 MLS
Welcome to 94 Moosup Trail, a beautifully reimagined 4-bedroom, 2-bath home in highly sought-after Monroe, where quality homes and available inventory are hard to come by. Completely renovated from top to bottom, this turnkey property combines fresh, modern finishes with major high-cost improvements already taken care of, including a brand-new $36,000 septic system and a new furnace-offering peace of mind for years to come. Step inside to a light, bright, and airy interior featuring spacious one-floor living, a warm and inviting fireplace, and thoughtfully selected high-end finishes throughout. The flexible 4-bedroom layout provides plenty of room for everyday living, guests, or a home office, while both the attic and basement offer valuable additional storage. Outside, enjoy a private backyard with a charming creek that creates a peaceful, natural setting. Current flood insurance is just $278 per year. The property offers a wonderful sense of privacy while still being conveniently located near everything Monroe has to offer. Beautifully renovated, move-in ready, and packed with major upgrades, this is one you won't want to miss. Schedule your showing today and make 94 Moosup Trail yours!

94 Moosup Trl, Monroe

30 Cutlers Farm Rd, Monroe
$699,900
3 Beds ⋅ 4 Baths ⋅ 24198527 MLS
*INCLUDES NEW ROOF AND NEW PROPANE BOILER/HOT WATER HEATER* Welcome to 30 Cutlers Farm Road, a truly special property where quintessential New England charm meets thoughtful updates and exceptional versatility. Setback from the street on a beautiful 1.3 acre lot, the home makes an unforgettable first impression with its distinctive tower entry, stone walls, bluestone stairs, walkways & patios, and professional landscaping with irrigation & outdoor lighting. Inside the over 4,000 SF home, you are greeted with a continuance of the remarkable masonry, refinished hardwood floors and fresh paint throughout. The light-filled kitchen features an eat-in kitchen, island, and double oven. The flexible floor plan offers three legal bedrooms with potential for a fourth or more, including one potential bedroom on the main floor with access to a full bathroom. The spacious primary suite features cathedral ceilings, a private ensuite bath, and walk-in closet. There are multiple bonus areas throughout the home, including a finished, waterproofed walkout basement with a half bathroom and fireplace. The property continues to impress outdoors with a versatile detached cottage, perfect for a home office, workshop, studio, gym, etc. Enjoy the outdoor stone firepit and peaceful, private yard with no neighbors in sight. Conveniently located near highways, restaurants, gyms, parks, & more, 30 Cutlers Farm Road offers space, flexibility, character, and convenience-all in one remarkable property.

30 Cutlers Farm Rd, Monroe

18 Arbor Rd, Monroe
$619,900
6 Beds ⋅ 2 Baths ⋅ 24205985 MLS
Exceptional opportunity for multigenerational living! This expansive 6-bedroom, 2-bath split-level home offers a desirable in-law setup with a private, separate entrance, providing flexibility for extended family, guests, or potential rental income. Beautifully situated on a gorgeous, level 1.10-acre lot in a sought-after Monroe neighborhood, this well-maintained home offers an ideal combination of space, versatility, and modern updates. The main level welcomes you with an open floor plan, refinished hardwood floors, and fresh paint throughout. The updated kitchen features granite countertops, a generous center island, and seamless flow into the dining and family room. Sliders lead to an expansive stamped concrete patio overlooking the private backyard, offering exceptional outdoor space and a potential pool site. The upper level features five generously sized bedrooms and a beautifully remodeled full bath. Recent improvements include a new propane heating and central air conditioning system, updated electrical, refinished hardwood floors, new vinyl flooring, and fresh interior paint. A one-car attached garage provides added convenience. A rare opportunity offering a flexible in-law arrangement, substantial living space, and a picturesque property, all conveniently located near shopping, restaurants, highways, and local amenities. Move right in and enjoy all this exceptional home has to offer!

18 Arbor Rd, Monroe

361 Spring Hill Rd, Monroe
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24206103 MLS
Once-in-a-lifetime opportunity to own an iconic modern farmhouse. A dramatic two-story foyer welcomes you, highlighted by a stunning glass modern staircase that sets the tone for the home's sleek yet timeless design. The double doors welcome you into a sun-drenched interior filled with natural light, recessed lighting, & 5-inch white oak hardwood flooring. The heart of the home is the custom kitchen featuring White Thasos quartz countertops, a 9-foot waterfall island, a cooktop, double ovens, a microwave drawer, & a large custom pantry. The living space is elevated by a honed marble fireplace surround, creating a sophisticated yet inviting focal point. Formal Dining room. Thoughtful details continue throughout, including a mudroom with custom cubbies. Second-floor laundry room with floating custom cabinetry. Large primary suite with his-& -hers closets. The primary bathroom features a porcelain tile shower, double sinks, a soaking tub, & a spa-like feel. A private ensuite bedroom offers a beautifully appointed full bath with porcelain tile & a tub/shower combination-perfect for guests or multigenerational living. 2 additional large bedrooms share a Jack-and-Jill bath with double sinks. Exterior features a blue stone walkway & patio. Hardee Plank Cement Board Siding. Buried 500-gallon propane tank. City Water. Truly a stunning home with high-end finishes, and custom details.

361 Spring Hill Rd, Monroe

30 Birchwood Rd, Monroe
$440,000
3 Beds ⋅ 1 Baths ⋅ 24205313 MLS
Tucked away on a quiet Monroe street, this completely updated split-level offers a clean, modern interior with flexible living space and a natural setting that feels both private and connected to the outdoors. The main level is centered around an open-concept layout that blends the living room and kitchen into one cohesive space. Wide-plank flooring, recessed lighting, and a neutral palette create a bright, contemporary feel, while large windows bring in natural light throughout the day. The kitchen has been thoughtfully updated with white cabinetry, granite countertops, stainless steel appliances, and a center island with seating-ideal for both everyday use and casual entertaining. Upstairs, two well-proportioned bedrooms offer comfortable accommodations along with an updated full bath featuring clean finishes and a classic design.

30 Birchwood Rd, Monroe

178 Church St, Monroe
$525,000
3 Beds ⋅ 1 Baths ⋅ 24204003 MLS
Easy one-level living awaits in this completely remodeled and freshly painted three-bedroom ranch in desirable Monroe. The updated kitchen features quartz countertops, a stylish backsplash, and premium smart stainless-steel appliances, flowing seamlessly into the dining area. The spacious primary bedroom offers a vaulted ceiling with recessed lighting, hardwood floors, two ample closets, and sliding glass doors leading to a private patio. Two additional generously sized bedrooms with hardwood floors are located on the opposite side of the home. The beautifully renovated full bath features a glass shower enclosure, modern vanity, and contemporary mirror. A bright and sunny sunroom provides flexible additional living or dining space and opens to a stone patio-perfect for entertaining or relaxing outdoors. Additional updates include a newer above-ground oil tank, crown molding, recessed lighting, and energy-efficient LED fixtures. An expansive driveway provides ample off-street parking and leads to an oversized detached two-car garage offering abundant storage and workspace. Schedule your private showing before it's gone!

178 Church St, Monroe

7 Hannah Ln, Monroe
$1,149,900
5 Beds ⋅ 5 Baths ⋅ 24203959 MLS
This is the home you've been waiting for! Offering over 5,000 sq ft of living space on 2 acres, this stunning Colonial features an incredibly versatile layout with 2 primary suites, 2 additional bedrooms with a hall bath, plus a main-level bedroom with full bath-ideal for multi-generational living. Designed with both comfort & entertaining in mind, the home features 2 staircases, custom built ins, a spacious Great Room with surround sound theater speakers, a propane fireplace, & access to an oversized deck. A beautiful main-level office is ideal for working from home. The oversized family room offers a cozy pellet stove, beautiful wood beams, a half bath, & pantry closet. A large formal dining room with a wood-burning fireplace provides the perfect setting for gatherings. The gourmet chefs eat-in kitchen is truly impressive, featuring 2 paneled dishwashers, a Sub-Zero refrigerator, a Sub-Zero freezer, a six-burner cooktop, double ovens, & granite countertops. The finished lower level includes a home gym and game room, offering even more space for entertaining. 2nd level laundry room & additional laundry hook-up on main level. Exterior highlights include a heated in-ground pool, a pool house with electricity & audio speakers, a fenced side yard with invisible fence perfect for pet owners, a whole-house generator, a new driveway and 4-car garage. This location is perfect, with schools, shopping & highways minutes away. This home has been designed for every season & is just wa

7 Hannah Ln, Monroe

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, 3 full baths & a rare, town-approved main-floor in-law apartment. 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 features granite counters, a center island, breakfast bar, pantry & sliders to the expansive deck overlooking a private yard bordering conservation land - the natural hub for holiday hosting. The beautifully designed in-law apartment is a home within the home: a private entrance opens to an 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 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
$659,900
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
$674,900
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

291 Hammertown Rd, Monroe
$1,500,000
24197510 MLS
Builders, Developers & Investors - Exceptional Land Opportunity! Rare opportunity to purchase 275 & 291 Hammertown Road together, offering approximately 65.8 acres of contiguous land in a highly desirable Monroe location. This expansive property presents an outstanding opportunity for future residential development, a private estate, equestrian property, or family compound. With substantial acreage, attractive topography, and generous road frontage, the property may lend itself to subdivision into approximately 3.5-acre homesites, subject to all zoning regulations, wetlands, health department requirements, engineering, surveys, and all applicable municipal approvals. Buyers are encouraged to perform their own diligence regarding development potential, subdivision feasibility, and permitted uses. Surrounded by quality homes and offering a peaceful, wooded setting with convenient access to major commuter routes, shopping, schools, and area amenities, this property combines privacy with an exceptional location. The size and configuration of the combined parcels provide flexibility for a variety of potential development concepts, while preserving the natural beauty of the land. Whether you're a builder seeking your next signature project, a developer looking for a long-term investment, or someone envisioning a remarkable private estate, this is a rare opportunity to acquire a substantial landholding in one of Fairfield County's most sought-after communities.

291 Hammertown 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

355 Spring Hill Rd, Monroe
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24189729 MLS
***BONUS $10,000 Credit Offered to Buyers toward either Rate Buy Down Program or Closing Costs!!! Once-in-a-lifetime opportunity to own an iconic modern farmhouse. A dramatic two-story foyer welcomes you, highlighted by a stunning glass modern staircase that sets the tone for the home's sleek yet timeless design. The double doors welcome you into a sun-drenched interior filled with natural light, recessed lighting, & 5-inch white oak hardwood flooring. The heart of the home is the custom kitchen featuring White Thasos quartz countertops, a 9-foot waterfall island, a cooktop, double ovens, a microwave drawer, & a large custom pantry. The living space is elevated by a honed marble fireplace surround, creating a sophisticated yet inviting focal point. Thoughtful details continue throughout, including a mudroom with custom cubbies. Second-floor laundry room with floating custom cabinetry. Large primary suite with his-&-hers closets. The primary bathroom features a porcelain tile shower, double sinks, a soaking tub, & a spa-like feel. A private ensuite bedroom offers a beautifully appointed full bath with porcelain tile and a tub/shower combination-perfect for guests or multigenerational living. 2 additional large bedrooms share a Jack-and-Jill bath with double sinks. Exterior features a blue stone walkway & patio. Hardee Plank Cement Board Siding. Buried 500-gallon propane tank. City Water. Truly a stunning home with high-end finishes, custom details, & modern farmhouse design.

355 Spring Hill Rd, Monroe

137 Guinea Rd, Monroe
$695,000
4 Beds ⋅ 4 Baths ⋅ 24114367 MLS
NEW PRICE 11/3! NEARLY 8 PRIVATE ACRES WITH AN INGROUND POOL! A Rare Opportunity to Enjoy Space, Privacy, and Endless Possibilities in Monroe! Tucked Away on 7.9 Beautiful Acres, this Spacious Colonial Offers a Peaceful, Retreat-Like Setting Just Minutes from Town, Shopping, Parks, and Everyday Conveniences. With 4-5 Bedrooms, 2 Full and 2 Half Baths, and Multiple Living and Entertaining Spaces, this Home Offers Incredible Flexibility for Today's Lifestyle. Step Inside to Discover a Dramatic Living Room with Vaulted Wood-Beam Ceiling, Floor-to-Ceiling Stone Fireplace with Gas Insert, Hardwood Floors, and an Inviting Dining Area with Balcony Access. French Doors Open to a Sun-Filled Family Room Featuring Walls of Windows and Picturesque Views of the Pool and Grounds. The Kitchen Offers Granite Countertops, Stainless Steel Appliances, Center Island, and Charming Garden Window. A Generously Sized Laundry/Mudroom Provides Exceptional Storage and Pantry Space. Convenient Main-Level Primary Suite! Enjoy the Ease of First-Floor Living with a Spacious Bedroom, Walk-In Closet, and Private Bath Featuring a Tiled Shower and Whirlpool Tub. Upstairs, You'll Find a Second Generously Sized Bedroom with Walk-In Closet, Two Additional Bedrooms, and a Full Bath.

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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!