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$949,000
4 Beds ⋅ 4 Baths ⋅ 24175102 MLS
Thoughtfully maintained and move-in ready, this 4-bedroom Colonial features newly refinished hardwood floors, fresh interior paint, and over 3,200 square feet of living space designed for both comfortable daily living and entertaining. The sun-filled interior includes an eat-in kitchen, formal dining room, private den, spacious family room with fireplace, and flexible upper-level bonus/media space. Outside, the property feels like a private retreat. Mature landscaping, expansive lawn space, and a swimming pool create an ideal setting for summer entertaining, quiet mornings, or evenings spent outdoors. Located just minutes from Wolfe Park, Great Hollow Lake, Monroe's Rail Trail system, shopping, dining, and commuter routes, the home offers rare access to both nature and convenience. Enjoy nearby hiking trails, pickleball, kayaking, biking, and some of Monroe's most loved outdoor recreation amenities-all while coming home to privacy and space. A rare opportunity to enjoy move-in ready living in one of Fairfield County's most nature-connected communities.

104 Cutlers Farm Rd, Monroe
$775,000
4 Beds ⋅ 3 Baths ⋅ 24157651 MLS
If you're looking for a wonderful home with space for everyone, in an incredible area of town, search no further! 3 levels of expanded living offers beautiful details, lots of natural light and spacious rooms. Over 3,400 sq ft with 4 bedrooms and 3 full baths on 1.24 acres. The cook's kitchen is huge with plentiful counter space, 2 wall ovens, an oversized island with seating and room for a causal dining table. Enjoy beautiful formal Living and Dining Rooms, plus an inviting Family Room with vaulted ceiling and wood burning fireplace. Through a set of french doors is the quiet Sunroom - an added plus. On the upper level are 4 bedrooms with lots of storage space and all with hardwood flooring. The Primary Bedroom has a huge WIC and a renovated full bathroom. The walk-out lower level is perfect with the light and bright Rec Room, including a slider that opens to the backyard. There's also a private office if working from home is a necessity. Natural gas, Central AC and public water for the systems. Amazing backyard with plenty of space for everyone to enjoy, and so convenient to schools, shopping and major highways. This home has been lovingly maintained and improved over the years, and ready for the next owner to make it their own.

78 Benedict Rd, Monroe
$649,900
3 Beds ⋅ 3 Baths ⋅ 24174620 MLS
Nestled in a desirable neighborhood in Monroe, this lovely Colonial offers the perfect blend of comfort, functionality, and timeless style. The inviting main level features soaring 9-foot ceilings, gleaming hardwood flooring throughout, and an effortless layout designed for both everyday living and entertaining. The spacious eat-in kitchen flows seamlessly to the rear deck through sliding glass doors, creating the ideal indoor-outdoor connection for gatherings or relaxing evenings overlooking the property. Upstairs, the home offers 3 generously sized bedrooms, including a spacious primary suite complete with a versatile bonus room; perfect for a home office, nursery, sitting room, or private retreat. The finished walk-out lower level provides exceptional additional living space ideal for a media room, playroom, gym, or guest area. Enjoy the convenience of public water and natural gas, all while being centrally located close to parks, shopping, dining, and commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Monroe's most sought-after locations.

3 Stonecroft Way Unit 3, Monroe
$940,000
4 Beds ⋅ 3 Baths ⋅ 24173847 MLS
Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial on 2+ private acres in sought-after Monroe. Soaring high ceilings, hardwood floors and natural light flow throughout. The updated kitchen and living room both open to a wrap-around deck overlooking a private back garden, ideal for entertaining. A wood-burning fireplace, ceiling fans and open floor plan complete the main level. The unfinished walkout daylight basement offers tremendous potential, perfect for an in-law suite or additional living space. This home's upgrades are unmatched. Owned solar panels (2022, SunPower/Maxeon with warranty) with Enphase microinverters, whole-house generator (2020), new roof, furnace, air handlers, condensers and water heater (all 2021), whole-house water softener, under-sink reverse osmosis drinking system, and EV charging station are just some of the highlights. All systems have been recently serviced, nothing to do but unpack. Minutes to top-rated Monroe schools, shopping, dining and commuter routes to Stamford, NYC and Hartford.

332 Hattertown Rd, Monroe
$439,900
1 Beds ⋅ 2 Baths ⋅ 24172654 MLS ⋅ Northbrook Of Monroe BLDG.
Don't miss this completely updated move in ready Townhouse with beautifully updated kitchen offering white shaker cabinets/ quartz countertops and hardwood flooring throughout. The second level boasts two large bedrooms (under IRC - based building code) and an updated full bath. The lower level is nicely finished and is ideal for an office/den. This unit has loads of closet space and storage. The heating and HVAC have been upgraded. This complex offers beautiful walking paths, ponds, tennis courts, pools and a large clubhouse. Truly a lovely setting to enjoy many activities. It is conveniently located to Rt. 25, Rt 59, I95 and I84. The district taxes are paid quarterly.

6 Deepwood Cir Unit 6, Monroe
$665,000
3 Beds ⋅ 2 Baths ⋅ 24171474 MLS
Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25

148 Cross Hill Rd, Monroe
$999,900
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
$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
$650,000
4 Beds ⋅ 3 Baths ⋅ 24164925 MLS
A completely reimagined New England traditional, this fully renovated 4-bedroom, 2.5-bath residence offers the perfect blend of classic charm and suburban tranquility. Set on a beautifully level one-acre property, the home provides an exceptional setting for both everyday living and entertaining. Inside, an open circular main level layout connects the kitchen seamlessly to the dining area and living room, with a main level primary suite, dedicated office/flex space, a full bathroom and powder room. The second level provides 3 additional bedrooms, full bathroom and laundry room for today's modern conveniences. The home showcases brand-new hardwood floors throughout, beautifully renovated kitchen and bathrooms, and thoughtfully selected finishes that elevate every room. Extensive upgrades ensure peace of mind, including new windows, new roof, new septic system, new water line connection to city, new mechanical systems (including main exterior electrical service), central air, and a newly installed driveway. This home offers the perfect balance of sophistication and the timeless character that defines New England living. Close to shopping, route 25 and local restaurants. Schedule your tour today!

395 Cross Hill Rd, Monroe
$2,200,000
4 Baths ⋅ 24165590 MLS
Positioned in a highly visible and desirable Main Street location in Monroe, this versatile commercial property offers a rare blend of retail presence and functional warehouse space ideal for a wide range of business uses. The building features 3 retail spaces consisting of 1,500, 1,000, and 2,200 square feet along with approximately 4,000 square feet of warehouse space with 18-foot ceilings, providing excellent volume and flexibility for storage, distribution, or other operations. Three drive-in bays, including one at ground level, allow for efficient loading and accessibility. Complementing the warehouse component are three street-facing retail units, two of which are currently leased, offering immediate income with lease details available upon request. The remaining space presents an excellent opportunity for an owner-occupant or additional rental income. The layout also provides potential to further subdivide or reconfigure the retail and warehouse components to suit specific business needs or maximize investment returns. With strong visibility, convenient access, and a flexible configuration, this property is well-suited for investors, owner-users, or businesses seeking a strategic location in one of Monroe's most active commercial corridors. *ALSO AVAILABLE FOR LEASE*

179 Main St, Monroe
$849,900
4 Beds ⋅ 5 Baths ⋅ 24164162 MLS
Owners relocating so just reduced! 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 and dual staircases. First floor features a formal living room, step-down two-story family room with hardwood floors and fireplace, and a first floor primary suite with luxurious bath and walk-in closet. White kitchen with newer appliances, ample counter space, dining area, and French doors to a sun porch overlooking the private yard. Formal dining room and 3-car garage complete the main level. The second floor offers a large balcony overlooking the family room, a possible second primary bedroom with full bath and walk-in closet. Two additional spacious bedrooms with storage and built-in office space. The Walk-out basement has full bath which offers great potential. 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
$624,900
3 Beds ⋅ 4 Baths ⋅ 24161942 MLS
Set on the 5th fairway of the Whitney Farms Golf Course is where you will find this 3 bedroom, 3 1/2 bath colonial. A sunny front entry welcomes you into the home, where the formal living room and dining room are positioned at the front, offering classic entertaining spaces. The eat-in kitchen is located at the back of the home and features white cabinetry, granite countertops, and stainless steel appliances. Just off the kitchen on one side are the laundry area and a convenient guest half bath. On the opposite side, the spacious family room includes a fireplace and provides direct access to the back deck-perfect for relaxing or entertaining while enjoying golf course views. Hardwood floors run throughout the first floor, with the exception of the kitchen. Upstairs, you'll find the primary suite complete with a full bath and walk-in closet, along with two additional bedrooms. Brand new carpeting has been installed throughout the entire second level, and the main hall bathroom has been beautifully renovated. The lower level offers incredible flexibility and is ideal for a guest suite, in-law setup, or home office. This space includes a living area, bedroom or office, and a newly renovated full bathroom. Sliders lead directly to the backyard, and this level also provides interior access to the two car garage. All of this is located in a highly rated school district and close tennis, basketball, hiking and swimming at Wolfe Park and to Webb Mountain Park. Welcome Home!

66 Sunset Hill 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
$1,295,000
24156392 MLS
A rare opportunity to bring an entirely new cul-de-sac neighborhood to market in Monroe, Sun Valley Glen is a fully approved 8-lot subdivision set on 31 acres. Approximately 14 (of the 31) acres designated as protected town-owned open space that enhances privacy and preserves the natural character of the setting. Each approved lot is a minimum of 1.5 acres and designed to accommodate four-bedroom homes, with several offering walk-out basement potential, and septic feasibility testing indicates no ledge with documentation available. The subdivision is approved for a 28-foot wide curb-to-curb road to be town maintained upon completion, and the overall layout creates a cohesive neighborhood setting with estate-sized homesites. Located within Monroe's nationally recognized Blue Ribbon School District, the property offers beautiful westerly sunset views and a setting aligned with the expectations of today's new construction buyer. Opportunities to introduce a fully approved subdivision of this scale in Monroe are increasingly limited, positioning Sun Valley Glen as a compelling offering for a developer seeking to deliver eight building lots / new homes within a thoughtfully designed neighborhood in a market where demand for quality new construction continues to exceed available inventory. Inquire for road cost estimates, perc testing, surveys and additional documents. With approvals complete and due diligence finalized, Sun Valley Glen is a turnkey development opportunity!

1536 & 1564 Monroe Tpke, Monroe
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 24155657 MLS
13 Surrey Lane * 5 Bedrooms * 3,283 Sq Ft * 1.57 Acres * Cul-de-Sac Setting * Main-Level Bedroom * Quartz Kitchen * Wood-Burning Fireplace * City Water & Septic * Set on 1.57 private acres at the end of a cul-de-sac in Monroe, Connecticut, 13 Surrey Lane offers 3,283 square feet of refined living space across three finished levels. Built in 2000, this five-bedroom colonial blends classic architecture with a flexible layout designed for toady's lifestyle. Hardwood floors and elevated ceiling heights define the main living areas, anchored by a wood-burning fireplace that creates a warm focal point. The updated kitchen features quartz countertops, stainless steel appliances, and an open flow into both formal and casual spaces suited for entertaining or daily living. A main-level bedroom provides versatility for guests, workspace, or extended stays. Upstairs, four additional bedrooms include a spacious primary suite with an adjoining sitting room ideal for a private office, fitness area, or reading retreat. The finished lower level adds valuable space for recreation, media, or wellness. Outdoor living overlooks a level section of lawn that transitions into a gently wooded backdrop, offering privacy and natural views throughout the seasons. Oil heat, central air, a two-car garage, city water, city sewer, complete this property.

13 Surrey Ln, 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
$100,000
24137670 MLS
Corner of Rte 25 (Main St) and Rte 59 prime Upper Stepney location. Classic ice cream shop business for sale. 20000 cars/ day. High traffic, great visibility, plenty of parking, and red light to get in/out of parking lot providing great ease for customers. 50+ years as ice cream shop. Owner retiring. Lease renewable Oct 2026. Busy all day. Great profits here. Shared parking lot. Fixtures/inventory all convey. Be open 7.5-8 months per year - go to FL all winter! No need to advertise: people know it - strong, loyal, local customer base. No lockbox. Potential buyers/realtors visiting: Be discreet. Do not ask questions or talk about this sale in front of customers. Visit 12.30-2.30 Monday - Friday ONLY. Owner is the only employee. No financials will be disclosed without NDA, POF and LOI; no exceptions, so don't ask the owner over the counter.

444 Main St, 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
$399,500
1 Baths ⋅ 24149432 MLS
Prime commercial site located on Route 25 (Main Street) in Monroe's B-2 Business District-an area designated for retail, office, restaurant, and general business uses. This parcel offers approximately 1.0 acre of land with 53 feet of frontage along Main Street and excellent visibility to steady commuter traffic. The B-2 zone supports a range of commercial uses such as retail, professional offices, medical, and service businesses, with certain uses like contractor operations, auto-related services, and mixed-use development subject to special permit approval. The lot extends over 250 feet in depth toward the West Branch of the Pequonnock River, providing a natural buffer at the rear. While the site does not meet current frontage requirements (125 ft minimum), it is considered legally nonconforming, allowing continued commercial use or potential redevelopment subject to Planning & Zoning Commission review and State DOT driveway approval for access on Route 25. Buyers are responsible for conducting their own due diligence with the Town of Monroe and applicable agencies to confirm permitted uses, zoning compliance, and any site improvement or redevelopment approvals.

176 Main St, Monroe
$499,000
1 Baths ⋅ 24139473 MLS
This is a rare 1.68 acre mix use parcel. Retail, commercial, residential develop site. Old house and small building on property have little value. House is livable and will be good as a construction office during development. Great price! Possible some short term partial owner financing.

715 Main 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
$1,500,000
3 Baths ⋅ 24113590 MLS
A TOTAL OF 4 ACRES COMMERCIAL/INDUSTRIAL PROPERTY WITH RF-2 ZONING ALLOWING FOR RESIDENTIAL USE 1480 MONROE TPK HAS A 12,500 SQUARE FOOT BRICK BUILDING ON 2 ACRES WITH OFFICES AND LARGE ADAPTABLE ROOMS 1488 MONROE TPK IS AN ADJACENT 2 ACRES OF LEVEL LAND WITH IN PLACE SEPTIC SEVICING THE 2 HALF BATHS OF THE BUILDING ON 1480 MONROE TURNPIKE

1480 Monroe Tpke, 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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