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155 Alexander Road, Monroe
$899,000
4 Beds ⋅ 4 Baths ⋅ 992156 MLS
This property offers the perfect balance of privacy and convenience. The wooded backdrop creates a serene retreat, while the open floor plan and outdoor spaces make it perfect for gatherings. With its cathedral ceilings, formal dining room, and versatile office/den, Pride in ownership is clear in the outside entertainment area. 5,000 sq ft of resort style patio with a beautiful inground pool with a built in jacuzzi. An exquisite outdoor kitchen with an oversized wood Burning brick oven for all your entertainment needs Complete privacy: Long driveway leads to a secluded setting surrounded by nature. Highlights include spacious layout: 4 bedrooms, 3.5 baths, plus a first-floor office/den that can serve as a 5th bedroom. Elegant living room: Cathedral ceilings and large windows framing the wooded landscape. Family room with fireplace: Sliders open to the back deck for seamless indoor-outdoor living. Gourmet kitchen: Granite countertops, stainless steel appliances, solid wood cabinetry, and eat-in area with deck access. Outdoor amenities: Fire pit, hot/cold water outdoor shower, and expansive yard for entertaining. 3-car garage: Ample space for vehicles and storage. Built in 2005: Modern construction with timeless Colonial design.

155 Alexander Road, Monroe

139-145 St Rte 17M, Monroe
$3,600,000
991761 MLS
48 Unit Shovel Ready Multifamily Development Project Harriman Gardens offers a rare opportunity to bring a fully approved 48-unit residential community to life in the heart of the Village of Harriman. Designed to meet the growing demand for high-quality rental housing in Orange County, the project combines thoughtful unit layouts with a location that provides both accessibility and small-town appeal. The development includes a well-balanced mix of one-, two-, and three-bedroom apartments, creating a community that serves a wide range of residents with comfortable, well-located housing. With municipal services in place and a clear path to construction, the project is positioned for efficient delivery and strong market reception. Set along Route 17M, Harriman Gardens benefits from proximity to major transportation routes, shopping, and places of business throughout the Hudson Valley. As demand for rental housing continues to outpace supply in the region, this project represents an opportunity to deliver a product that aligns with current market needs while contributing to the continued growth of the local community. Harriman Gardens is more than a development site—it is a ready-to-build residential community in a market where new housing is both needed and supported. Investment highlights Fully Approved, Shovel-Ready Development – All entitlements secured; immediate path to construction 48-Unit Multifamily Project – Balanced mix: 16 one-bedroom, 16 two-bedroom, 16 three-bedroom units Execution-Stage Opportunity – Eliminate entitlement risk and accelerate timeline to stabilization Infrastructure in Place – Municipal water, sewer, and natural gas available Efficient, Repeatable Design – ~50,000 SF of planned residential product with proven layouts Strong Demand Fundamentals – Undersupplied Orange County rental market with sustained absorption Strategic Location – Direct access to Route 17M with connectivity to major regional corridors Compelling Value-Add Profile – Clear path to create value through development and lease-up Broad Tenant Appeal – Unit mix supports a wide variety of occupancy needs Rare Opportunity – Limited availability of fully approved multifamily sites of this scale in the region

139-145 St Rte 17M, 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

18 Tanyas Court, Monroe
$805,000
4 Beds ⋅ 3 Baths ⋅ 984314 MLS
"THE RIDGE TOP RETREAT" - At the end of a picture-perfect cul-de-sac in the sought-after Ridge Top Estates, located just under an hour from New York City, enveloped by the natural beauty of the Hudson Valley, sits a home that blends modern elegance with warmth and ease. Built in 2012 and lovingly maintained, this stately and striking Colonial still feels like new construction, offering nearly 3,000 square feet of impeccably designed living space that is as functional as it is beautiful. From the moment you arrive, the wide driveway, two-car garage, and charming rocking chair front porch set the tone for a home that welcomes friends, and quiet moments alike, with sweeping mountain vistas. Step inside and be greeted by a dramatic double-height foyer, awash with natural light that streams through tall windows and casts a calming glow across the immaculate hardwood floors. The thoughtful layout unfolds seamlessly, with formal and casual spaces designed for both daily living and entertaining. The living room, anchored by a gas fireplace and tray ceiling, invites cozy evenings by the fire. The chef's eat-in kitchen is the heart of the home, boasting custom cabinetry, stainless steel appliances, granite countertops, and a center island perfect for gathering. A formal dining room offers a stage for holidays and celebrations, while a versatile bonus room - with its own tray ceiling, can transform into a home office, playroom, gym, or even a guest suite. Upstairs, the sense of serenity continues. Three generously sized bedrooms share a full bath, while the primary suite stands as a private retreat with a walk-in closet and spa-like en-suite featuring a soaking tub and double vanity. A large window at the top of the stairs captures sweeping mountain vistas, a reminder that nature's beauty is just outside your door. The possibilities extend even further with a full walk-out basement, soaring ceilings, and space ready to be finished into a media room, recreation area, or guest quarters - whatever your vision requires. Outdoors, the property becomes a true sanctuary. The fully fenced backyard is ideal for four-legged friends and free-spirited play. A dramatic rock wall and meticulous landscaping frame the space, where a fire-pit lounge offers the perfect gathering spot for stargazing, roasting marshmallows, and sharing stories deep into the night. A side deck beckons for summer cookouts, while a garden at the property's edge provides a canvas for anyone with a green thumb. From morning coffee on the porch to evening sunsets over the mountains, this home offers a rhythm of living that is both elevated and effortless. Life beyond your doorstep is just as captivating: explore the quaint village of Warwick with its artisan boutiques, farm-to-table restaurants, and live-music-infused cider bars. Spend weekends wandering apple orchards and family farms like Apple Dave's or Pennings Farm Market-perfect for fresh cider, donuts, and harvest-time fun. Venture into nearby parks and preserved landscapes, where hiking and biking trails weave through breathtaking forests, lakes, and ridge-lines-welcoming both peaceful rambles and adventurous climbs all just an hour from NYC. Turn-key, timeless, and thoughtfully designed, wether you are seeking a weekend retreat or full time residence, 18 Tanyas Court is more than just a home-it's a place to grow, to gather, and to savor life's best moments.

18 Tanyas Court, 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

43 Freeland Street, 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

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

65 Trailside 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

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

360 Garder Rd, 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

30 Harding Way, 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

55 Claire Drive, 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

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

32-55 Claire Drive Unit #32-55, 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

421 Spring Street, 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

168 Prospect Road, 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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