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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

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

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

802 Main St, Monroe
$999,900
1 Baths ⋅ 24182113 MLS
Exceptional mixed-use investment opportunity with tremendous upside potential on Route 25/Main Street. Positioned along a highly traveled corridor with approximately 18,000 vehicles passing daily and 155 feet of road frontage, this property offers outstanding visibility and accessibility for a wide range of commercial and residential uses. The property consists of four buildings, including a retail/office center (approximately 2,300 SF), a legal two-family residence (2 units totaling approximately 5,300 SF), a two-bay automotive garage (approximately 900 SF), and an additional storage building (approximately 500 SF). With parking for over 100 vehicles, the possibilities are endless. Currently underutilized, this is a rare value-add opportunity with the potential to significantly increase income through renovations, repositioning, or redevelopment. Ideal for restaurants, convenience retail, professional offices, automotive shop, specialty retail, mixed-use concepts, or franchise operators seeking maximum exposure. Whether you're an investor looking to expand your portfolio, an entrepreneur seeking a flagship location, or a developer searching for a high-visibility site with multiple revenue streams, this property delivers the frontage, traffic count, parking, and flexibility needed to create exceptional long-term value. Opportunities offering this combination of location, scale, and future potential are increasingly difficult to find.

802 Main St, 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

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

261 Moose Hill Rd, Monroe

1427 Monroe Tpke, Monroe
$949,900
4 Beds ⋅ 4 Baths ⋅ 24208729 MLS
COMPLETED AND READY TO MOVE IN! Luxury new construction set on a scenic 3.25-acre homesite. This 4BR, 3.5BA home offers 3,674 sq ft of beautifully finished living space including a walkout lower level. The exterior features board-and-batten siding and a covered front porch with composite decking. Inside, a bright open floor plan with hardwood floors throughout the main level includes a dedicated office, formal dining room, and a stunning kitchen with stone countertops, high-end stainless appliances including a double oven, a large island with sink, and a spacious walk-in pantry with custom shelving. The kitchen flows seamlessly into the family room with a gas fireplace & shiplap feature wall. A mudroom area just off the garage adds everyday convenience. Upstairs, the primary suite offers a walk-in closet and spa-like bath with double vanity, tiled shower, and heated marble floors. Three additional bedrooms provide generous space, including one with a large adjoining bonus room ideal for storage/future finished flex space such as a playroom or hangout area. A convenient second-floor laundry room adds practicality. The finished walkout lower level includes a full bath and flexible space for a gym, media room, or possible in-law setup. Composite rear deck w/ hose spigot overlooks the natural landscape. Oversized 24x34 garage offers room for a workshop, or even a golf simulator. Spray-foam insulated envelope along w/ Ring doorbell & two security cameras. Don't miss this ONE!

1427 Monroe Tpke, 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

195 Webb Cir, Monroe
$920,000
4 Beds ⋅ 3 Baths ⋅ 24208554 MLS
Once in a blue moon does a home like this become available! Nestled in the Webb Mountain region of Monroe, this 7.5-acre property features a 4 BD, 2.5 BTH Cape-style home with all the comforts and updates for today's living, while preserving the peaceful, serene charm of yesteryear. Step back in time & enjoy bucolic open fields, a gardener's paradise with raspberry bushes & homegrown vegetables of every kind & plenty of land where pets can roam freely! A lovely custom cabana, fully fenced I/G pool & patio create the perfect setting for entertaining. With 3,074 SQFT plus a finished LL with a second FPL, this spacious home boasts numerous upgrades & improvements within the last 2 years. Features include spacious BDS, gleaming refinished H/W floors, C/A, elegant built-ins, remodeled BTH, recessed lighting, fresh interior paint, walkin closets, cedar closet, mudroom with pantry, and all new: boiler, oil tank, hot water heater, interior French drain system, gutters, updated electrical, flooring, pool pump/filter, washer/dryer & so much more (see attached list)! Work from home in the remodeled, heated/cooled home office above the garage while overlooking naturally beautiful conservation land. An addl 3rd garage, outbuildings/sheds, walkin attic & full basement offer even more storage. Hiking trails from the property, Webb Mtn Discovery Zone nearby, minutes to everything! From the moment you enter this lovingly maintained home with a true homestead feel, life just seems to simplify!

195 Webb Cir, 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

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

40 Walnut St, Monroe

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

30 Stonewall Ln, Monroe

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

6 Horizon Ct, Monroe
$789,000
4 Beds ⋅ 3 Baths ⋅ 24207262 MLS
Beautifully positioned on a gentle knoll in a desirable double cul-de-sac setting in Heritage Ridge Estates, this spacious four-bedroom Colonial offers an inviting floor plan with wonderful natural flow. Step inside to a dramatic two-story foyer that sets the tone for the bright and open interior. The heart of the home is the impressive family room, featuring a soaring vaulted ceiling and stone fireplace, opening seamlessly to the well-appointed eat-in kitchen with a large center island and butler's pantry-perfect for everyday living and entertaining. French doors add character to the living room, which easily transitions into a private main-level home office. The open staircase leads to four generously sized bedrooms, including an expansive primary suite with a walk-in closet and private bath with soaking tub. The unfinished walk-out lower level offers tremendous potential to create additional living space tailored to your lifestyle. With direct access to the outdoors, envision a spacious recreation room, home gym, media room, office or guest space-the possibilities are endless. Spacious, comfortable and thoughtfully designed, this welcoming home combines a versatile floor plan, exciting expansion potential and the privacy and tranquility of a beautiful cul-de-sac setting.

6 Horizon Ct, Monroe

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

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

132 Hammertown Rd, Monroe

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

307 Pepper St, Monroe
$729,900
4 Beds ⋅ 3 Baths ⋅ 24215587 MLS
Welcome to your dream home! This stunning, oversized raised ranch offers 3,009 sq. ft. of pristine, light-filled living space featuring 4 main-level bedrooms, 3 full bathrooms, and a spacious 3-car garage. Completely renovated from top to bottom in 2023, the home boasts peace of mind with a newer roof, siding, windows, HVAC system, central AC, tankless hot water heater, and an upgraded 200-amp electrical panel. Step inside to seamless open-concept living accented by rich hardwood floors and sleek recessed lighting throughout. The heart of the home is a chef-inspired kitchen complete with quartz countertops, custom white cabinetry, stainless steel appliances, and a massive center island perfect for hosting. The expansive primary suite serves as your private retreat, offering direct access to its own private deck, a generous walk-in closet, and a spa-like bath featuring double sinks, a custom tiled walk-in shower, and a separate soaking tub. Downstairs, the fully finished lower level offers infinite flexibility with a family room, recreation room, full bath, and in-law potential-plus laundry hookups conveniently located on both the main and lower levels. Step outdoors onto a second deck off the dining area to take in the serene, level 1.12-acre lot. Enjoy public water, efficient propane heat, and unbeatable direct access to the scenic Pequonnock River Trail right along Pepper Street. A true turn-key gem-schedule your showing today!

307 Pepper St, Monroe

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

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

5 Pequot Ct Unit 5, Monroe
$699,900
3 Beds ⋅ 3 Baths ⋅ 24205890 MLS
Set on a quiet cul-de-sac in Monroe's Great Oak Farm community, 5 Pequot Ct offers the space of a traditional Colonial with even more room to spread out in the finished lower level. The two-story foyer makes a welcoming first impression and opens to a comfortable main level designed for everyday living. The eat-in kitchen connects easily to the attached two-car garage, while the nearby dining area opens directly to the deck and fully fenced backyard. A spacious living room provides another place to gather and unwind. Upstairs are three bedrooms, including a generous primary suite with a vaulted ceiling and two closets, one of which is a walk-in. The private primary bath includes double sinks, a soaking tub and a separate walk-in shower. The huge finished lower level adds valuable space for a family room, home office, gym, playroom or any combination that works for you. Additional highlights include a generator, brand new water heater, new driveway and new central air condenser installed in 2025. All of this is close to Wolfe Park, the Pequonnock River Trail, Monroe schools, shopping and convenient commuter routes.

5 Pequot Ct Unit 5, Monroe

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

1344 Monroe Tpke, Monroe

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

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

30 E Maiden Ln, Monroe
$659,000
4 Beds ⋅ 2 Baths ⋅ 24213966 MLS
Welcome home to easy, single-level living in this beautifully renovated, 4 bedroom, 2 full bath ranch style home. An ideal option for a first time home-buyer or those looking to downsize. Step inside to freshly finished hardwood floors and a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, stainless steel appliances and crown molding. The kitchen flows nicely into an inviting living room with wood burning fireplace. Three generously sized bedrooms share a spacious, updated full bathroom. Also on the same floor, the large primary suite offers a comfortable sense of privacy, feauturing a vaulted ceiling, walk-in closet, tastefully updated full bathroom with a stall shower and its own exterior entrance. First-floor laundry and an attached two-car garage add everyday convenience, while the full, dry basement offers potential for future finished space. Extensive improvements include new heating and air-conditioning systems, new windows, new plumbing, new electrical, new septic system, new well and new roof! Close to highways, restaurants, shopping, Farmer's Market and Whitney Farms Golf Course. Take advantage of all the town of Monroe has to offer, including award-winning schools, Great Hollow Lake and Wolfe Park, where you can enjoy, swimming, hiking/biking trails, playgrounds, picnic tables, athletic fields and more. Don't miss this opportunity to make this home your own and create lifelong memories in a wonderful community

30 E Maiden Ln, Monroe

370 Pepper St, Monroe
$650,000
5 Beds ⋅ 2 Baths ⋅ 24206851 MLS
Step back in time with this charming 1947 fieldstone expanded cape, where Old World character meets modern amenities and remarkably solid construction. Built with genuine fieldstone-not stone veneer and a steel I-beam for added structural strength, this home was built to last. Inside, period details including arched entryways, hardwood floors and impressive fieldstone fireplaces create a warmth and character rarely found in newer homes. A true 5 bedroom home on a flat acre of land with a large fenced in area perfect for pets. Two bedrooms are situated on the main level and three bedrooms on the second level. Each floor offers access to a full bath. New paint throughout the majority of the interior. For the home cook the eat-in-kitchen features a 6-burner professional propane fueled range with hood, two-year-old refrigerator and antiqued style cabinetry with pull out drawers. The formal dining room is currently being used as a den. Gracious three season porch is perfect for leaf peeping this fall. The 1,500 gallon septic tank is less than 20 years old and accommodates 5 bedrooms. City water, so no need to worry about maintaining a well.

370 Pepper St, 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

85 Pepper St, Monroe
$649,900
24216963 MLS
Discover the possibilities with this unique land offering in a desirable Monroe location, featuring abundant privacy and tremendous potential. When combined with the contiguous property at 83 Pepper Street, the total acreage expands to 6.83 acres, creating an exceptional opportunity for buyers seeking space, flexibility, and future possibilities. A preliminary drawing illustrates the potential for two additional building lots toward the rear of the property. Whether you envision creating your dream home surrounded by nature, exploring potential subdivision opportunities, or investing in future development, this property offers plenty of options to consider. This nonconforming lot is to be added to 83 Pepper Street and must be purchased as part of the package. All subdivision, building, zoning, and development possibilities are subject to buyer verification and approval. Buyer to perform all due diligence.Don't miss this opportunity to own a substantial parcel of land in a sought-after Monroe location with privacy, acreage, and potential!

85 Pepper St, Monroe

83 Pepper St, Monroe
$649,900
3 Beds ⋅ 3 Baths ⋅ 24209460 MLS
Welcome to 83 Pepper Street, a charming Farmhouse/Cape-style home built in 1850 and set on 6.39 beautiful acres. Blending historic character with thoughtful updates, this 3-bedroom, 3-bath home offers warmth, flexibility, and plenty of space to enjoy the privacy of the property. Hardwood flooring and two active fireplaces with wood stoves create inviting spaces throughout the home. An in-law apartment provides additional living space, guest accommodations, or potential rental income.Recent improvements include new Pella windows installed in 2023, a new well pump, and an automatic generator for added peace of mind. Outside, an oversized mahogany deck is perfect for entertaining, complemented by a beautiful bluestone patio, raised garden beds, fenced dog-pen area, cedar garden shed, and mature landscaping and plantings throughout the property.The expansive grounds offer endless possibilities for gardening, recreation, entertaining, or simply enjoying the tranquility of your own private retreat. With approximately 6 acres, this property provides exceptional privacy and the potential opportunity for subdivision of the land. A rare combination of character, acreage, flexibility, and opportunity. Make your appointment today!

83 Pepper St, Monroe

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