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$245,000
2 Beds ⋅ 2 Baths ⋅ 977511 MLS
Beautiful, bright and recently renovated!! This spacious 2-bedroom, 1.5 Bath unit offers separate living rm. and dining room. Newer Appliance, Floors and freshly painted, ample storage, Low maintenance living!! included in HOA fees, Heat, hot water and cooking gas. Ideally located for commuters, just minutes form the NYC bus and train, and only an hour away from the city. Conveniently close to the Woodbury Common Premium Outlets, Beautiful New Park, walking distance. Restaurants and schools.

19 Tanager Road Unit #1902, Monroe
$650,000
3 Beds ⋅ 1 Baths ⋅ 978245 MLS
"High-Value Property – Exceptional Location, Endless Potential" Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate returns but also long-term growth potential. Don't miss your chance to invest in your future today!!

35 Peddler Hill Road, Monroe
$525,000
3 Beds ⋅ 3 Baths ⋅ 972489 MLS
Welcome to this well-maintained split-level residence ideally situated on a quiet residential street in the Village of Monroe. Set on an approximate 0.26-acre level lot with mature trees and established landscaping, this home offers a desirable combination of comfortable interior living space and practical outdoor usability. The home features three bedrooms, two full baths, and a powder room, providing a functional layout suited to a variety of lifestyle needs. A bright main living area showcases hardwood flooring, recessed lighting, and expansive front windows that create a warm and inviting atmosphere. The adjacent dining area offers seamless flow for everyday living or entertaining. The kitchen is efficiently designed with ample cabinetry, durable flooring, and convenient access to outdoor areas, making it well suited for both daily use and gatherings. A finished lower level with additional living space enhances the home’s versatility—ideal for recreation, a home office, or guest accommodations. Exterior features include a blacktop driveway, attached garage, flagstone patio, and open porch, offering both curb appeal and functional outdoor enjoyment. The property’s generous frontage and depth contribute to privacy while maintaining proximity to local amenities. Located within the Monroe-Woodbury School District, this home provides convenient access to shopping, parks, commuter routes, and village services. With solid construction dating to the 1960s and thoughtful updates over time, this residence represents an attractive opportunity for buyers seeking value, space, and location in a well-established neighborhood.

21 Crescent Place, Monroe
$3,999,999
970668 MLS
Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or organizations seeking a modern facility with multiple possible applications.

43 Freeland Street, Monroe
$3,999,999
15 Beds ⋅ 28 Baths ⋅ 971074 MLS
Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or organizations seeking a modern facility with multiple possible applications.

43 Freeland Street, Monroe
$700,000
4 Beds ⋅ 2 Baths ⋅ 970091 MLS
Get your dream new homes in the HEART OF KIRYAS JOEL. Welcome to this desirable second-floor home, offering privacy, light, The beautiful dining room provides an elegant space for gatherings, while the spacious kitchen offers plenty of room to cook, host, and enjoy everyday living comfortably. last peace in this acers point development.

3 melitz Unit #201, Monroe
$869,000
5 Beds ⋅ 2 Baths ⋅ 970049 MLS
Discover this beautiful colonial in the sought-after Merriewold section of the Village of South Blooming Grove. With 5 bedrooms and 2 bathrooms, this home offers plenty of space for a growing family. The spacious interior features a kitchen breakfast bar, a formal dining room, and an inviting living area. The level, private lot offers plenty of room for outdoor activities. The backyard is highlighted by a multi-level deck and an above-ground, heated pool, perfect for creating lasting memories with friends. Experience the best of village living with convenient access to schools, shops, and parks.

11 Merriewold Lane N, 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
$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
$899,000
5 Beds ⋅ 5 Baths ⋅ 962547 MLS
Stop searching, because you have just found your dream home. Situated on over an acre of land, this gorgeous home has over 2600 sqft. of space to call your own. Living area, kitchen with granite countertops, and finished basement. With less than 15 minutes drive to Woodbury Commons shopping center, this is a gem of a house. Whether it's for you or your family, this is a place you can make your own.

4 Lambros Drive, 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
$70,000
956339 MLS
Discover the perfect place to build your dream home. This peaceful, buildable property consists of three contiguous lots totaling 1.44 acres (Tax Lots: 36-9-20 – 0.44 acres, 36-9-21 – 0.16 acres, 36-9-22 – 0.83 acres). The property offers privacy, natural beauty, and a quiet setting while remaining close to everything. A unique opportunity—schedule your visit today.

Cedar Road, 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
$500,000
950482 MLS
An exceptional opportunity for builders and investors in the highly desirable Town of Chester and Town of Monroe, within the Monroe–Woodbury School District. This offering includes four contiguous lots for the price of one, providing significant development potential. The assemblage consists of 30 Harding Way (0.18 acres; Section 27, Block 3, Lot 11), sold together with the adjoining parcels: Lot 2 (8.2 acres; Section 15, Block 1, Lot 32), Lot 3 (1.19 acres; Section 15, Block 1, Lot 31.2), and Lot 4 (0.21 acres; Section 37, Block 1, Lot 20.2). The property offers subdivision potential with two access points and is located in a sought-after area known for its strong demand. Taxes reflect all four lots combined, making this a compelling and efficient investment opportunity.

30 Harding Way, Monroe
$8,249,000
944367 MLS
Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless development opportunities are available here or leave it as-is...the property is maintained and turn-key. Possible subdivision or private use. Each building has it's own Septic system and natural gas goes to each individual building. There is a shared well with plenty of water for the existing homes and enough water for many more. Swimmable lake is spring-fed and is 22' deep in the middle, additional acreage is mostly forest. It's fairly level based on topography map. Located practically walking distance to shopping and restaurants. Easy Commute to NYC by bus or train. 1hr drive to Manhattan. 10 minutes to Woodbury Shopping outlets and more. Do not enter property without an appointment.

55 Claire Drive, Monroe
$474,900
2 Beds ⋅ 2 Baths ⋅ 927414 MLS
Village living at 157 Stage Road delivers charm, walkability, and carefully preserved character paired with thoughtful, modern upgrades. Located in the heart of the Village of Monroe, this sidewalk neighborhood home features updated vinyl siding and has been meticulously and masterfully renovated while maintaining its warm historic appeal. Inside, beautiful pine floors, exposed brickwork, and hand-hewn beams set a timeless tone. The main level offers a welcoming layout, featuring a bright kitchen with an electric stove, a cozy sunroom ideal for morning coffee or quiet evenings, and a beautifully updated bathroom with refined finishes. The upper level showcases two inviting bedrooms, each featuring vaulted ceilings, hand-hewn beams, and a cozy yet open feel that blends rustic charm with modern comfort. A true Village rarity, this home includes a two-car detached garage with its own private driveway, offering convenience and ease that is seldom found in this location. Step outside to a large, backyard—perfect for barbecues, ballgames, and gatherings with friends and family. Or sit on the rocking-chair front porch and enjoy the relaxed community feel as neighbors stroll by. From this prime Village location, you can walk to dining, local shops, the two ponds, and the brand-new Airplane Park, all just minutes from your front door. With a meticulously updated electric system (with proper COs), an upgraded bath, vinyl exterior, original character elements, and modern improvements, this home offers a seamless lifestyle of comfort, charm, and convenience. If you're seeking a Village home that blends history with thoughtful renovation, 157 Stage Road is a must-see.

157 Stage Road, 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
$8,249,000
915977 MLS
Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless development opportunities are available here or leave it as-is...the property is maintained and turn-key. Possible subdivision or private use. Each building has it's own Septic system and natural gas goes to each individual building. There is a shared well with plenty of water for the existing homes and enough water for many more. Swimmable lake is spring-fed and is 22' deep in the middle, additional acreage is mostly forest. It's fairly level based on topography map. Located practically walking distance to shopping and restaurants. Easy Commute to NYC by bus or train. 1hr drive to Manhattan. 10 minutes to Woodbury Shopping outlets and more. Do not enter property without an appointment.

32-55 Claire Drive Unit #32-55, Monroe
$210,000
2 Beds ⋅ 1 Baths ⋅ 885960 MLS
Welcome to 10 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. Please follow these instructions to get to the house. 1.Enter Glenwood Rd as the destination 2.From Clove Rd, turn onto Glenwood Rd until the end 3.At the parking lot, turn left onto Mountain Lodge Rd 4.After one block (250ft), turn right onto Sylvan Trail 5.After about 2000ft, turn left onto Sunset Trail. Pioneer Trial is on the right of Sunset.

10 Pioneer Trail, Monroe
$1,485,000
4 Beds ⋅ 3 Baths ⋅ 855380 MLS
Introducing The Spring Hill House, a rare gem in the heart of Monroe, .04 mile stroll to Kiryas Joel Gate. Shopping & conveniences. 200 yards from the Shul and Women's Yeshiva. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room, den, a raised hearth stone fireplace, & a tranquil screened-in porch. The second floor unveils 4 beautifully appointed bedrooms, a newly renovated 2.5-bath layout, & a stunning all-season sunroom. The 3rd floor office suite features granite finishes & bespoke wood cabinetry (easily converted to family room, bedroom, theater, library) Experience year-round comfort w/ geothermal energy, reducing heating & cooling costs up to 70%. Atop Spring Hill, the 1,400 sq. ft. Carriage House awaits transformation into an additional guest residence. Enjoy gatherings by the private pool & stone patio, seamlessly blending historic charm w/ modern luxury. Zoned SR20 for subdivision potential. The newly elected Village Board has demonstrated a willingness to consider real estate and development-related requests, including zoning amendments, variances, special use permits, and other land use matters. The Board appears to be receptive to proposals that support responsible development while addressing the needs of property owners, investors, and the community. Income Property, Subdivision Investment, Perfect Family or Vacation Home. Buyer's contingent home fell out of contract So 421 Spring is now fully available again!

421 Spring Street, Monroe
$999,000
3 Beds ⋅ 1 Baths ⋅ 838115 MLS
Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot. Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality. Enjoy seamless indoor-outdoor living with a spacious deck overlooking the serene backyard, an ideal setting for entertaining or quiet moments in nature. Conveniently located just minutes from grocery stores and the renowned Woodbury Commons outlets, this home offers both tranquility and accessibility. Don’t miss your chance to make this delightful retreat your own!

168 Prospect Road, Monroe

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