Refine Search
Map
Sort by
$379,900
3 Beds ⋅ 1 Baths ⋅ 1002078 MLS
Well maintained ranch located in a highly convenient location. Minutes to shopping, public transit and Monroe-Woodbury schools. Just around the corner from several grocery stores, gyms, eateries & major shopping including the Woodbury Common Premium Outlets. 2 miles to the Harriman train station and 3 miles to 17 & 84! This cozy 3 BR, 1 BA home features an updated full bathroom, galley style kitchen with stainless appliances and white cabinetry. Live comfortably with amenities such as hardwood floors throughout, central vacuum, a wood-burning fireplace and central AC. Full basement with laundry and ample storage. Enjoy weekends in the backyard complete with a stamped concrete patio & gazebo, surrounded by perennial gardens consisting of herbs and flowers. Mentionable upgrades include new roof-2019, new furnace & gas line and on demand hot water heater-2016, new sewer line-2016, appliances-2016, central AC-2017, high speed internet 2 gig fiber line by Frontier fiber.

281 Orchard Drive, Monroe
$849,000
4 Beds ⋅ 3 Baths ⋅ 1003703 MLS
Luxury living in the prestigious gated community of Mansion Ridge, ideally located alongside the renowned Mansion Ridge Golf Club — home to a Jack Nicklaus Signature Golf Course and one of Orange County’s most sought-after residential settings. This exceptional home offers the perfect blend of elegance, comfort, and resort-style living, all within approximately one hour of NYC. Set among beautifully landscaped surroundings, Mansion Ridge is known for its private gated entrance, scenic mountain and golf course views, clubhouse amenities, community pool, and meticulously maintained grounds. Residents enjoy an upscale lifestyle with convenient access to shopping, dining, major commuter routes, trains, and the world-famous Woodbury Common Premium Outlets. The home itself showcases spacious living areas, soaring ceilings, abundant natural light, and an ideal layout for both everyday living and entertaining. A dramatic entry welcomes you into thoughtfully designed interiors featuring a large eat-in kitchen with quality cabinetry, stone countertops, and stainless steel appliances, opening seamlessly to inviting gathering spaces. Formal living and dining rooms provide elegance for entertaining, while the expansive family room offers warmth and comfort. The primary suite serves as a luxurious private retreat complete with spa-inspired bath, walk-in closets, and generous proportions. Additional bedrooms offer flexibility for guests, home office space, or multi-generational living. The lower level presents endless possibilities for recreation, fitness, media room, or additional finished living space. Outdoor living is equally impressive with private patio/deck areas perfect for relaxing or entertaining while enjoying the peaceful surroundings of this exclusive golf course community. Whether you are seeking luxury, privacy, lifestyle amenities, or commuter convenience, Mansion Ridge delivers a truly exceptional living experience in the heart of the Hudson Valley. Enjoy gated community living with close proximity to golf, clubhouse dining, recreation, shopping, schools, and transportation — all in one of Monroe’s premier neighborhoods.

84 Mansion Ridge Boulevard, Monroe
$529,000
3 Beds ⋅ 3 Baths ⋅ 898870 MLS
Some lots just have good bones. This one has it's own private nature trail, stocked pond rights, and a cul-de-sac that dead-ends into miles of nature trails anchored by a solid, spacious raised ranch on 1.8 acres. Inside, the home has been partially updated and offers solid bones with room to add your own touch over time. The house delivers where it counts. Three bedrooms, two and a half baths, large kitchen, a two-car garage, and a three-season room and deck that make the most of a property this beautiful. The woodburning stove in the basement helps the winter months stay cozy while saving on fuel oil bills. Multiple outbuildings including a shed and a playhouse that will get more use than you'd expect. The lawn and mature landscaping are genuinely impressive — the kind that takes years to establish and shows the moment you pull in the driveway. Then there's everything else. When not playing on the impeccable lawn, the kids could be kids catching frogs and fish, climbing trees and building forts in the woods.. All without leaving the property. When they do, the trail into Goosepond Mountain State Park is just a few doors down, at the end of the Cul de Sac.. The street itself is unhurried and unpretentious — picture dads teaching kids to ride bikes in the road, strollers, joggers, dogs on leashes and kids swarming ice cream trucks. With easy access to amenities and a realistic commute to NYC, Booth Rd means you don't have to choose between the life you want and the job that funds it. Come feel it. The land speaks for itself.

94 Booth Road, Chester
$895,000
4 Beds ⋅ 4 Baths ⋅ 997814 MLS
Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. The main level features a stunning great room, formal living room, cozy family room, private office, and an expansive eat-in kitchen complete with granite countertops, cherry wood cabinets and flooring, stainless steel appliances, center island, and a convenient butler’s service area. Step outside to your own backyard retreat featuring two decks and a beautiful paver patio — perfect for entertaining or enjoying peaceful outdoor living. Additional highlights include crown molding throughout, a newly renovated finished basement ideal for gatherings or recreation, security system, sprinkler system, two-car garage, and ample street parking. Combining space, comfort, and an unbeatable location, this exceptional home is truly a must-see.

3 Braemar Way, Highland Mills
$739,000
4 Beds ⋅ 3 Baths ⋅ 1001200 MLS
Welcome to 16 Willard Place in Monroe, New York, a stunning Colonial that perfectly blends elegance, comfort, and functionality. Offering approximately 2,200 square feet of beautifully maintained living space, this exceptional 4-bedroom, 2.5-bath home is truly one of a kind. Step inside to discover a warm and inviting interior featuring spacious living areas designed for both entertaining and everyday living. Natural light pours throughout the home, highlighting the thoughtful layout and creating a bright, welcoming atmosphere. At the heart of the home is a gorgeous kitchen complete with modern appliances, abundant cabinetry, and a convenient breakfast bar perfect for casual dining, gatherings, and everyday convenience. The generously sized bedrooms provide comfort and flexibility for family, guests, or home office space, while the primary suite offers a relaxing private retreat with its own ensuite bath. Additional basement space, not included in the gross living area, offers endless possibilities for customization, ideal for a home gym, recreation room, media space, workshop, or additional storage. Enjoy the added bonus of lake access, providing a peaceful outdoor setting and the perfect opportunity to relax and enjoy the surrounding natural beauty just moments from your doorstep. Situated in a desirable Monroe neighborhood, this property offers convenient access to parks, schools, shopping, dining, and commuter routes while still maintaining a quiet residential feel. Conveniently located near Route 17/I-86, I-87 (NYS Thruway), and Route 6, with nearby park-and-ride bus service to Manhattan and regional rail options within a reasonable drive. Enjoy the space and lifestyle of the Hudson Valley while staying connected to NYC. Meticulously cared for and move-in ready, 16 Willard Place is ready to welcome its next owner home. Schedule your private showing today and experience everything this special property has to offer.

16 Willard Place, Monroe
$900,000
4 Beds ⋅ 3 Baths ⋅ 1002536 MLS
Beautifully maintained Colonial set on a picturesque and private property offering the perfect blend of comfort, space, This spacious home features an inviting layout with generously sized rooms, hardwood flooring, elegant moldings, and abundant natural light throughout. The heart of the home is the oversized eat-in kitchen with granite countertops, extensive cabinetry, pantry space, and excellent flow into the warm and welcoming family room with fireplace — ideal for both entertaining and everyday living. Formal living and dining areas provide additional space for gatherings and special occasions. The second level offers a large primary suite with vaulted ceilings, walk-in closet, and spa-style bath, along with spacious additional bedrooms and ample storage throughout the home. Step outside and enjoy the beauty and privacy of the expansive property surrounded by mature trees and peaceful natural scenery. Whether relaxing on the front porch, entertaining on the deck, or simply enjoying the open outdoor space, this property offers a true retreat-like setting. A rare opportunity to own a move-in-ready Colonial offering privacy, charm, and exceptional living space.

60 Whitetail Run, Chester
$599,900
4 Beds ⋅ 3 Baths ⋅ 1002053 MLS
Welcome home to 24 Summit Avenue, a masterfully restored 1931 Colonial that seamlessly blends classic architectural charm with modern, high-end luxury. Situated on a sprawling 0.40-acre lot in a highly desirable Harriman neighborhood, this turnkey residence offers the perfect footprint for modern living within the top-tier Monroe-Woodbury School District. First Floor - Chef's dream and cozy living space! Enter via the picture-perfect rocking-chair front porch, the ultimate spot for enjoying your morning coffee—and into an expansive, sun-drenched main level. High ceilings flow throughout the entire home, creating an immediate feeling of grandeur. Unwind in the inviting living room, featuring a gorgeous wood-burning fireplace that serves as the perfect focal point for cozy evenings. Just steps away, the heart of the home features a spectacular Chef's Kitchen, meticulously designed with a massive center island, gleaming quartz countertops, and premium stainless-steel appliances. The first floor also boasts premium ceramic tile flooring, a convenient powder room, and a dedicated laundry room designed for ultimate functionality. Second Floor - Private, restful sanctuary! Head upstairs to find beautifully configured living quarters featuring 4 generously sized, sunlit bedrooms and 2 full, spa-like bathrooms. The airy, high-ceiling design continues through the upper level, maximizing natural light and space. A full unfinished basement provides excellent storage or the perfect blank canvas to create a future recreation room, home gym, or workshop. At the end of the paved driveway is a detached 2-car garage, offering secure parking and excellent additional utility. Enjoy municipal water and sewer connections alongside an unbeatable location. You are just minutes from the New York State Thruway (I-87), Route 17, commuter transit, local parks, and world-class shopping at Woodbury Common Premium Outlets.

24 Summit Avenue, Harriman
$960,000
4 Beds ⋅ 5 Baths ⋅ 1001095 MLS
Welcome to 27 DeAngelis Drive, a spectacular 4-bedroom, 3.5-bath colonial nestled in the prestigious Estates of Briarcliff, a sought-after community masterfully crafted by renowned builder Lennar. Offering over 4,000 sq ft of elegantly appointed living space on nearly half an acre, this meticulously maintained home impresses from the moment you arrive with beautiful exterior soffit lighting and a stunning 3-car garage featuring epoxy floors. Inside, you’ll find an open and flowing layout adorned with crown molding throughout, creating a refined and polished atmosphere in every room. The chef’s kitchen is a true showstopper, boasting granite countertops, stainless steel appliances, a center island, and a bright eat-in area, perfect for casual mornings or entertaining. The formal living and dining rooms provide elevated spaces for memorable gatherings. Retreat to the luxurious primary suite complete with a spa-like bath featuring a soaking tub, walk-in shower, and dual sinks. The fully finished basement offers an additional bedroom, full bath, and abundant storage space, ideal for guests, extended family, or a private retreat. Energy-conscious buyers will love the solar panels, delivering significant savings year-round. Central air keeps the entire home comfortable in every season. Perfectly situated just minutes from shopping, dining, major commuter routes, houses of worship, parks, and recreation, truly close to everything the Hudson Valley has to offer. Zoned for the highly regarded Monroe-Woodbury Central School District. This is the one you’ve been waiting for, schedule your private showing today!

27 DeAngelis Drive, Monroe
$699,000
1001274 MLS
Discover the perfect canvas for your dream home with this exceptional 1-acre lot, nestled directly behind the highly sought-after and fully established community of Woodbury Junction. This rare offering provides a unique blend of privacy and accessibility, making it an ideal setting. With approved permits already in place, you can begin building your custom home without delay. Surrounded by mature trees and natural landscape, the lot offers a serene and secluded atmosphere, ensuring peace and tranquility while being just steps away from modern conveniences. Enjoy effortless access to the renowned Woodbury Commons Premium Outlets, offering world-class shopping and dining options right at your doorstep. The property is also conveniently located near major highways, local parks, and an array of everyday amenities, making daily living both comfortable and convenient. Whether you envision a spacious retreat or a contemporary residence that embraces the natural beauty of its surroundings, this property delivers endless possibilities. Experience the best of both worlds—seclusion and connection—all in one desirable location.

14 Julien Court, Monroe
$629,000
4 Beds ⋅ 3 Baths ⋅ 997183 MLS
Beyond a long 150-foot driveway, tucked quietly behind mature landscaping and surrounded by the natural beauty of Tuxedo Park, 80 Clinton Road offers the kind of privacy and tranquility that has become increasingly rare. From the moment you arrive, the property evokes a sense of calm and understated elegance, where nature, architecture, and comfort exist in perfect harmony. This impeccably maintained split-level residence features 4 bedrooms, 2 full bathrooms, and 1 half bath, with sunlit interiors, expansive windows, and thoughtfully designed living spaces that feel both refined and welcoming. The home offers a gracious living room, inviting family room, 2 wood-burning fireplaces, and a dedicated laundry room with a slop sink, adding everyday comfort and practicality. Throughout the home, soft natural light and peaceful views create an atmosphere that changes beautifully with every season. The solarium serves as the soul of the residence, a serene year-round retreat where mornings begin slowly with coffee and sunlight filtering through the glass, and evenings are spent immersed in the quiet beauty of the surrounding landscape. Every detail of the home has been curated to encourage a lifestyle centered around privacy, comfort, and effortless living, equally suited for intimate gatherings or quiet moments away from the pace of everyday life. Surrounded by winding roads, preserved landscapes, golf courses, and equestrian estates, 80 Clinton Road captures the timeless appeal of Hudson Valley living while remaining within convenient reach of Manhattan. Properties offering this level of seclusion, character, and setting in Tuxedo Park are seldom available. Schedule your private showing and experience the quiet sophistication and enduring charm of this exceptional residence firsthand.

80 Clinton Road, Tuxedo Park
$799,000
4 Beds ⋅ 3 Baths ⋅ 1000989 MLS
Beautiful paver walkway to front door sets the stage for this unique location home on privacy seekers 6 Acres backing up to Lake Mombasha on the Tuxedo border. Custom built spacious Cape Cod Style home boasting 4102 sq. ft. which includes the 900 sq. ft. in the finished walkout Basement. New granite counters and oversized stainless steel sink in Kitchen along with stainless steel appliances. New main level en suite Primary Bath features whirlpool tub, double shower and double sinks. Family Room with cathedral wood ceilings with wood burning fireplace and sliders to huge wrap around decking sets the stage for huge family/friend gatherings in the seasonable weather. Two primary sized bedrooms and an additional Full Bath are on the second level. The partially finished Basement has an additional 900 sq. ft. of finished living area with egress windows. The huge 2+ car garage offers plenty of storage area in addition to the utility room. Roof just 15 years old. NEW indirect water heater. In the sought after Monroe Woodbury School District. Great location on the Tuxedo border just a stones throw to shopping, recreation, main roads and modes of transportation. Great commuter location. Sure to go quick, get your showing appointment in.

214 W Mombasha Road, Monroe
$649,990
4 Beds ⋅ 3 Baths ⋅ 1000710 MLS
Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private backyard oasis complete with an inground pool. Conveniently located close to shopping, major highways including I-87, and just minutes to Woodbury Common Premium Outlets, this home is perfect for commuters and anyone looking to enjoy all the Hudson Valley has to offer. Don’t miss this opportunity to own a beautiful home in a prime location.

95 Pine Hill Road, Highland Mills
$849,900
4 Beds ⋅ 3 Baths ⋅ 934733 MLS
You will fall in love with this beautiful new construction Colonial offering the perfect blend of modern design and urban farmhouse charm, all set on a stunning private 2+ acre lot. One of several available homesites, with additional locations also available, this home is expected to be completed in time for you and your family to enjoy this summer. The home is thoughtfully designed with entertaining in mind, the open main level features a seamless flow between the living spaces, with the kitchen island and fireplace serving as the focal points for gatherings and everyday living. The custom-designed kitchen will feature 36-inch cabinetry, quartz or granite countertops, an oversized island, farmhouse sink with gooseneck faucet, stainless steel appliances, and an abundance of cabinet and counter space. Adjacent to the kitchen is a warm and inviting family room with a fireplace, along with a formal dining room perfect for entertaining and creating lasting memories. The second floor offers four generously sized bedrooms, including a spacious primary suite with a walk-in closet and a beautifully appointed bathroom featuring tiled flooring, a soaking tub, and a large walk-in shower for a relaxing, spa-like feel. The additional bedrooms offer ample closet space and comfortable layouts. You can enjoy nature and your privacy on a beautiful covered front porch or your back deck! Full unfinished basement provides endless possibilities for future expansion, storage, or recreation space. Conveniently located near schools, restaurants, shopping, wineries, parks, and other local amenities. Falls within the Monroe-Woodbury School District. Fantastic commuter location just minutes to Routes 84, 87, and 17, Metro-North, NJ Transit, buses to NYC, Stewart Airport, and West Point, while still enjoying the charm of nearby boutiques, farmers markets, and outdoor recreation. Approximately 50 miles to NYC. There is still time to make all selections for the home and personalize it to your liking - it is currently slated to have white siding with black siding accents. Schedule an appointment today.

Lot 3 - 62 Camp Monroe Road, Monroe
$894,000
3 Beds ⋅ 4 Baths ⋅ 000137 MLS
220 Oxford Road is a Truly Impressive Property! Offering over 3,500 sq ft of beautifully maintained living space, this home features 3 bedrooms plus an additional upper-level room, 3 full baths, and 1 half bath. Spacious living room, stunning family room, and a practical, well-designed kitchen. The home showcases elegant finishes throughout along with brand new flooring that adds a fresh modern touch. Full basement provides excellent storage space. Additional features include Central AC, original Andersen custom windows, and an attached 2-car garage. Step outside to a massive deck, spacious shed, and gorgeous landscaping set on a nice-sized lot. Conveniently located close to all amenities, this property offers privacy, space, and everything you could want in a home and more!

220 Oxford Road, Chester
$950,000
4 Beds ⋅ 2 Baths ⋅ 993277 MLS
Prime location top floor 8 room apartment with great potential, available for sale on Sasev Ct, House includes Specious foyer, Huge dining room, Nice size kitchen with dinning area, Passover kitchen, Office-Study, Play room, Laundry room, Deck with awning, Master bedroom with full private bath & walking closet, 3 additional bedrooms with a main bath. ***Walk up to the huge unfinished attic which could be added to a full floor as several neighboring homes have done.*** This apartment is on the 3th floor from the front which is second floor from the back. It has a breathtaking view with no buildings facing the front. Enough parking plus a Room in the basement is included in the sale.

5 Sasev Court Unit #302, Monroe
$825,000
4 Beds ⋅ 3 Baths ⋅ 999741 MLS
Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely find. From the moment you enter, soaring ceilings, natural woodwork, and an open-concept layout create a warm yet sophisticated atmosphere. The heart of the home is the stunning chef’s kitchen featuring granite countertops, a leathered granite kitchen island with storage, breakfast bar, 2 pantry's, and seamless flow into the dining and living spaces; perfect for entertaining or everyday living. A dramatic wood-burning fireplace anchors the living room, while oversized UV tinted windows frame peaceful mountain and wooded views in every direction. The flexible floor plan includes a highly sought-after first-floor bedroom with tray ceilings, spa-like finishes in the bath, whirlpool tub, double vanity, oversized walk-in closets, laundry and balcony. That kind of retreat style feel that makes home hard to leave. Outside, the property truly shines. Enjoy morning coffee on the covered porch, host summer gatherings on the expansive deck and patio, or unwind beneath the pergola surrounded by nature and professionally maintained grounds and gardens. The 10.9-acre setting provides exceptional privacy while still keeping you close to shopping, dining, schools, and commuter access. Additional highlights include central air, smart thermostat, walk-out basement with endless potential, oversized two-car garage, new windows, security system, drilled well, septic, propane heat, and multiple outdoor structures for storage or hobby use. A property like this doesn’t just offer a home, it offers space, serenity, and a lifestyle upgrade. Welcome home to 45 Whitetail Run.

45 Whitetail Run, Chester
$999,999
5 Beds ⋅ 3 Baths ⋅ 999261 MLS
A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5 bedrooms and 3.5 full baths. Luxury begins at the illuminated pillars lining the paver driveway, leading to a stone-accented front entry. Inside, sun-filled interiors highlight quality craftsmanship throughout. The two-story foyer features tray ceilings and expansive windows, while recessed lighting, built-in surround sound, and pre-wiring for a security system add comfort and functionality. The chef’s kitchen is a true centerpiece, featuring floor-to-ceiling custom cabinetry, granite countertops, a large center island with seating, and a premium Sub-Zero stainless-steel refrigerator. Adjacent casual dinette provides effortless flow for hosting, with sliding doors opening to the outdoor living areas which provide direct access to a deck & patio area. The oversized family room becomes the center of the home surrounded by windows and comforted by the fireplace. Upstairs, the primary suite offers a private retreat with two custom walk-in closets, a sitting area, and alcove. The en-suite bath features dual vanities, a walk-in shower with multiple shower heads, and a jetted soaking tub overlooking serene sunset views. Three additional bedrooms and one full bathroom are generously sized and thoughtfully arranged on the same level. Outdoors, the property delivers a resort-style experience, expansive open grounds framed by mature landscaping and stunning sunset views. The setting offers exceptional privacy and room to relax, entertain, or expand. Additional highlights include a three-car garage and a setting that perfectly balances tranquility with accessibility. This is a rare opportunity to enjoy luxury suburban living—where space, serenity, and elegance meet effortless access to New York City.

2 Garnett Hill Road, Chester
$697,000
4 Beds ⋅ 3 Baths ⋅ 998546 MLS
Welcome to this beautiful raised ranch nestled in the highly sought-after Village Gate community within the award-winning Monroe-Woodbury School District. Built in 2010, this spacious home offers generously sized rooms, an inviting open-concept layout, and an abundance of natural light throughout. The warm and welcoming living spaces are perfect for both everyday living and entertaining, highlighted by a cozy gas fireplace and an open kitchen designed for gathering with friends. The flexible floor plan provides endless possibilities for today’s lifestyle needs, while the expansive property offers privacy and room to enjoy the outdoors. Step outside to a beautifully landscaped yard featuring a nectarine tree, peach tree, two apple trees, two black currant bushes, and strawberries — creating your very own backyard oasis. Ideally located near shopping, restaurants, parks, schools, local houses of worship and major commuter routes, this home also offers convenient access to Route 17, making commuting a breeze. A wonderful opportunity to own a spacious home in one of Monroe’s most desirable neighborhoods

10 Village Gate Way, Monroe
$760,000
4 Beds ⋅ 3 Baths ⋅ 999285 MLS
Prestwick Estates! Prime location, elegance, and quality come together in this beautiful home. Featuring large, open, spacious, and sun-filled rooms, this property offers a warm and inviting feel throughout. The gorgeous kitchen includes granite countertops, and the rich solid oak floors add timeless character and charm. With plenty of windows bringing in an abundance of natural light, every space feels bright and airy. The full walkout basement is unfinished and full of potential for future living space or customization. Outside, you’ll enjoy beautiful landscaping and exceptional privacy all around the property. Come see it for yourself — this home truly has it all.

15 Prestwick Drive, Monroe
$475,000
4 Beds ⋅ 3 Baths ⋅ 974484 MLS
From the inviting front porch to the flexible upper-level loft, this 4-bedroom, 3-bathroom home in Monroe offers a layout full of warmth, character, and space to make your own. Originally built in 1935, the home was thoughtfully expanded and updated in 2004, blending timeless charm with modern functionality. Step through the front door into the open living and dining area, where hardwood floors and distinctive wood-plank ceilings create a cozy yet inviting atmosphere. Sliding glass doors at the rear of the space fill the room with natural light and lead directly into the enclosed sunroom, complete with a hot tub for year-round relaxation. Just off the living area, the first bedroom features a walk-in closet and private full bathroom, offering comfort and convenience. French doors off the dining area lead into the kitchen, complete with a charming breakfast nook and direct access to the spacious back deck — the perfect setup for summer barbecues and outdoor entertaining. Connected to the kitchen is a second dining area, designed to make everyday meals and hosting seamless. Beyond the second dining room are two additional bedrooms, another full bathroom, and a laundry room equipped with an AI-powered washer and dryer for added modern convenience. Upstairs, the loft area provides endless possibilities for a home office, creative studio, playroom, or additional lounge space. The upper-level bedroom includes its own full bathroom and closet, creating a private retreat tucked away from the main living areas. Located just 2 minutes from Crane Park. Property is being sold as-is. Flood insurance is required. Some images are virtually staged. This home is registered with the 100% Money Back Guarantee. Sold AS IS

22 Center Hill Road, Monroe
$785,000
5 Beds ⋅ 6 Baths ⋅ 995223 MLS
Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the expansive setting, inviting curb appeal, and peaceful surroundings that make this property truly special. Inside, the home features bright sun-filled living spaces, spacious entertaining areas, hardwood flooring, and a beautifully designed kitchen with abundant cabinetry, generous counter space, and an ideal layout for both everyday living and hosting guests. The warm and inviting family room with fireplace creates the perfect gathering space, while multiple spacious bedrooms and well-appointed baths provide comfort and flexibility for today’s lifestyle. Unique rustic-inspired bonus spaces add warmth, charm, and character throughout the home. Step outside to your own private outdoor oasis featuring expansive lawn space, pool area, multiple entertaining spaces, and scenic wooded surroundings offering year-round enjoyment and tranquility. A rare opportunity to own a property that offers privacy, character, and endless possibilities in one of the area’s most desirable locations. See it today and experience everything this exceptional home has to offer.

4 Debbie Court, Chester
$799,000
989400 MLS
Excellent investment or owner-user opportunity in the heart of the busy Village of Monroe business district. This versatile 2,650 SF commercial property offers multiple income and use possibilities. The first floor features approximately 1,247 SF and is currently operating as a gift shop with storefront exposure and private bathroom — ideal for retail, boutique, office, or service-based business use. The second floor offers approximately 1,050 SF of office space with three private rooms and an additional bathroom, providing excellent rental income potential or expanded business space. The approximately 372 SF basement offers additional storage or operational space. Perfect for an owner-occupant looking to operate a business while generating rental income from the upstairs offices, or for investors seeking a fully rentable mixed-use commercial asset. Conveniently located near the Mill Pond walkway with ample Village parking nearby and strong foot traffic in a desirable downtown location.

8 Stage Road, Monroe
$349,900
3 Beds ⋅ 2 Baths ⋅ 997661 MLS
Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the outdoors—perfect for summer gatherings or relaxing evenings. The primary bedroom suite provides a peaceful retreat with its own full bath, and two additional bedrooms offer flexibility for guests, a home office, or hobby space. Situated on a corner lot, the home enjoys extra yard space and added privacy. Located in a prime area of Woodbury, you’ll have access to the Woodbury Recreation facilities, Monroe-Woodbury schools, and an easy commute via major highways, shopping, and restaurants just minutes away. Don’t miss this opportunity to own a beautiful, well-maintained townhome in one of Orange County’s most sought-after communities!

30 Sycamore Court, Highland Mills
$150,000
997053 MLS
Discover the perfect opportunity to build your dream home on Walton Terrace in Monroe! Nestled in a quiet, already-developed residential area, this beautiful property sits on approximately 1/4 acre and offers exclusive lake rights. Located within the highly desirable Monroe-Woodbury Central School District, this rare find perfectly combines tranquility, natural beauty, and everyday convenience. This commuter-friendly location provides easy access to major highways and nearby transportation, making it ideal for those traveling throughout the Hudson Valley or into NYC. Monroe’s charming downtown offers quaint shops, restaurants, a beautiful lake setting, and fun, friendly community events throughout the year that truly make this town special. This property is a rare opportunity to create the custom home you’ve always envisioned while enjoying lake living in one of the area’s most sought-after communities. Act now and make your dream a reality!

Walton Terr/Lakes Terrace, Monroe
$789,000
4 Beds ⋅ 3 Baths ⋅ 996350 MLS
FIRST FLOOR - WITH SEMI-PRIVATE ENTRANCE. THIS NEW CONSTRUCTION WILL BE DONE SOON. A rare opportunity in Kiryas Joel. Beautiful new condo offering an open layout with a semi-private entrance. This home will feature 9-ft ceilings, wood floors in the bedrooms and dining room, ceramic tile in the kitchen and entry, and central air for year-round comfort. It includes an additional kitchen with two sinks and gas appliances, soundproofing between units, and a full sprinkler system. The annual tax amount is approximately $3,205, consistent with similar apartments in the area. Square footage should be verified by the broker. A great opportunity to own a brand-new home with modern features and plenty of space.

16 Chevron Road Unit #103, Monroe
$614,900
4 Beds ⋅ 3 Baths ⋅ 994429 MLS
Welcome to this spacious and beautifully maintained Cape Cod-style home offering comfort, functionality, and timeless appeal. Gleaming hardwood floors and an abundance of windows fill the home with natural light, creating a warm and inviting atmosphere throughout. The main level features a thoughtfully designed layout, including a formal living room and formal dining room—perfect for entertaining—alongside a gourmet-style kitchen that opens seamlessly to the family room for everyday living. Sliders lead out to a large deck with beautiful views, providing the ideal setting for outdoor dining and relaxation. A first-floor bedroom with a full bath adds flexibility for guests or multi-generational living. Upstairs, the primary bedroom offers its own private bath, while two additional spacious bedrooms and a full hall bath complete the second floor. The finished basement expands your living space with sliders leading to a patio and backyard, perfect for indoor-outdoor enjoyment. Ideally located in a great commuting area, close to schools, shopping, and everything the Hudson Valley has to offer. Don’t miss this exceptional opportunity!

10 Sunset Heights, Monroe
$1,999,000
995987 MLS
Rare Nearly-Approved Trophy Development Opportunity in the Heart of Orange County’s Premier Commercial District. Exceptional offering at 442 Route 17M, Monroe, NY, ideally positioned in the center of one of the region’s busiest shopping and retail corridors, directly adjacent to major shopping destinations and national retailers. This state-of-the-art modern glass building design totals approximately 44,460 SF, featuring 35,568 SF above grade plus 8,892 SF lower level, ideal for premium amenities, conference space, ballroom, wellness/spa, executive suites, storage, parking adaptation, or expanded commercial use. Located directly on Route 17M with approximately 30,000–40,000 vehicles per day, offering exceptional frontage, visibility, and branding exposure. Strategically situated just minutes from New York State Thruway and Woodbury Common Premium Outlets, and surrounded by a powerful concentration of national retailers and daily traffic drivers including: **Woodbury Common Premium Outlets** Stop & Shop ShopRite of Monroe Walmart Supercenter The Home Depot Target Burlington TJ Maxx Aldi Harriman Commons Walgreens Planet Fitness McDonald’s Chase Bank TD Bank Project is nearly fully approved, creating a rare opportunity for developers and investors to accelerate timelines while minimizing entitlement risk. Ideal for: Luxury / Select-Service / Extended-Stay Hotel Corporate Headquarters / Executive Office Building Medical / Wellness / Specialty Commercial Facility Mixed-Use Hospitality / Business Concept Flagship Commercial / Institutional Development Very few opportunities offer this combination of approvals, scale, visibility, surrounding retail synergy, and prime positioning in the center of a dominant shopping district. exceptional value for a nearly approved institutional-quality development site in one of the Hudson Valley’s fastest-growing commercial markets.

445 State Route 17M, Monroe
$11,000,000
16 Beds ⋅ 16 Baths ⋅ 974021 MLS
R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acres MAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and renovated in 2005, radiant heat. Main house has generator with auto transfer switch, 2 zones heat (1 zone radiant in kitchen) 4 zones central air and oil heat. BALLROOM - 4 bedrooms all with en-suite bathrooms, 2 half baths, 5 fireplaces, full kitchen with dishwasher, refrigerator and washer/dryer. Gilded age ballroom with plaster ceiling, 6 zones AC and heat (all new) each room has its own thermostat. GUEST HOUSE - 2 bedrooms, 1 full bathroom, original wood burning stove in kitchen. Guest house has 3 car-garage with a Tiffany clocktower clad in glazed ceramic. Guest house has 275 gallon oil heat, forced air, central air. Home has oil heat, 1 septic for main house & guest house. Separate septic for ballroom. Water is municipal, but there is also a well on site. Welcome to Rushmore estate. Set across over 39 acres of pristine woodland in the lower Hudson Valley. It is a rare offering of historic elegance and complete privacy. Originally commissioned in 1908 by financier/attorney Charles E. Rushmore, this Spanish Colonial-style mansion was designed as a secluded retreat. A long tree-lined 1/4 mile brick pavers driveway opens to a breathtaking estate centered around a grand Gilded-Age ballroom, vaulted hand-plastered ceilings, French doors, Palladian windows and an oversized fireplace creating an iconic setting. The home has incredible historic details throughout. The grounds are equally compelling with rolling lawns, a private lake with beachfront, a 60-foot infinity pool overlooking the water and a network of wooded trails that wind through the untouched landscapes of abundant wildlife. The trails connect to Shawangunk mountains. A romantic original gazebo, waterfall and multiple outdoor entertaining spaces create a true estate experience rarely found this close to Manhattan. This is a destination property equally suited as a private compound, legacy estate or event-driven retreat that offers a level of privacy, beauty and history that is increasingly rare in the Hudson Valley. Rushmore Estate is not just a home, it is a gilded-age masterpiece completely and historically in tact. Home is approved and zoned for event venue, house of worship, school, horses, cemetery, among others.

14 Castleton Drive, Highland Mills
$1,980,000
5 Beds ⋅ 7 Baths ⋅ 994262 MLS
A HUDSON VALLEY MINI ESTATE WITH 7,500+ SQFT | BACKING ONTO PROTECTED LAND AND FALKIRK GOLF COURSE | 50 MIN TO MANHATTAN === WHAT SETS THIS HOME APART — THE LARGEST HOME IN THE GREENS OF WOODBURY: 5,312 sqft above grade plus 2,200 sqft fully finished lower level. Only home in the community at this scale. — A PERMANENT VIEW: 0.76-acre lot backs onto Town of Woodbury preserve land and Falkirk golf course. No new construction possible behind the property. — 50 MIN TO MANHATTAN: 9 min to Harriman train (NJ Transit direct to Penn Station in ~1 hour). 50 min via I-87 to GWB. Commutable daily or hybrid. — YEARS OF RELENTLESS INVESTMENT: 2003 shell is original. Most of what defines the home today—iron-and-glass doors, chandeliers, hardwoods, the 2,200 sqft lower level, entire backyard—is the owner's work. — NO HOA: Unusual at this caliber. True ownership, no recurring fees. === WHAT THE OWNER HAS BUILT The 2003 shell was built by The Greens of Woodbury's original developer. Almost everything visible today reflects the current owner's continuous investment. Inside: hand-forged iron-and-glass entry doors with smart fingerprint access. Three new chandeliers, anchored by the signature five-tier jade-based crystal piece. New solid hardwood throughout second floor. Motorized window treatments. 2,200 sqft finished lower level with new AC—wood flooring, bar area, billiards and ping pong, sauna with en-suite bath, au pair suite with en-suite bath, multi-person whirlpool. Outside: 792 sqft heated pool with waterfall (2020). Extensive stone paver patio at entertaining scale. Three distinct outdoor entertaining zones: banquet-scale grilling station in the main yard, covered pavilion on its own balcony, propane fire pit lounge on a separate balcony. Multi-level planted terraces with retaining walls and integrated automated lighting. Ornamental iron fenced rear yard. Whole-house solar (2024). Every visible system reflects 2020s standards. The next owner inherits a finished asset, not a project. === THE HOME 5 bedrooms. Six full and one half baths. Three fireplaces. Solid hardwood throughout all three levels. Circular stone paver driveway lined with Bradford Pear trees. Hand-forged iron-and-glass double entry doors open to a two-story foyer—a prelude to a five-tier jade-based crystal chandelier in the glass-wrapped great room. Generously scaled dining room, family room, chef's kitchen flow seamlessly across the main level. Six-burner range with built-in indoor grill, granite counters, custom cabinetry, island, walk-in pantry. Main-floor in-law suite with private balcony access offers single-level living. Upstairs, expansive primary suite anchors the second floor with dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office/yoga room. Two additional en-suite bedrooms; one with a home office that converts back to a bedroom. Attached 1,482 sqft garage—one of the home's most useful features—offers true five-car capacity with substantial workspace. === SCHOOLS & LOCATION Monroe-Woodbury Central School District — strong athletic tradition with cross country state championships (2022-2024) and Class AA football finals appearances. School bus stop at the front. 5 min to Woodbury Common Premium Outlets (world's largest luxury designer outlet, 250+ stores) and I-87. 9 min to Harriman train (direct to Penn Station in ~1 hour). West Point 25 min, Bear Mountain 15, Legoland 20. Orange County orchards, wineries, and farm-to-table restaurants throughout the area. A commuter location with the lifestyle of a country estate.

23 Greenwich Avenue, Woodbury
$339,000
2 Beds ⋅ 1 Baths ⋅ 980324 MLS
Welcome to your new sanctuary in the sought-after Lake Sapphire subdivision of Monroe, New York. This charming two-bedroom, one-bathroom home serves as an ideal entry point for first-time buyers or a serene getaway for those seeking a vacation retreat within the prestigious Monroe-Woodbury School District. The interior boasts a vibrant open-concept design that centers around a stunning eat-in kitchen. This culinary space is anchored by a functional center island and finished with premium granite countertops and modern stainless steel appliances. For those cozy winter nights, the living area features a high-efficiency fireplace insert capable of heating the entire home, while central air conditioning keeps the space crisp and cool throughout the summer. Privacy is a hallmark of this property, offering a quiet escape from the hustle and bustle of daily life. While the home is tucked away in a private setting, residents enjoy deeded lake access maintained by the association, providing a wonderful way to enjoy the water just a short stroll away. The home is also equipped with a convenient washer and dryer setup to ensure a seamless living experience. Location is everything for the modern professional, and this property delivers by being situated just moments away from major highways. This proximity makes it a premier choice for commuters who want to enjoy the natural beauty of the Hudson Valley while maintaining an easy drive to work. Whether you are starting your homeownership journey or looking for a peaceful home base with community lake perks, this property offers an unbeatable combination of style, comfort, and convenience.

797 Forest Glen Road, Monroe
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.