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$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

$450,000
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

$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

$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

$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
The Hudson Valley remains one of the New York metropolitan area's most overlooked suburban opportunities—a true hidden gem for buyers seeking more space, privacy, natural beauty, and quality of life without giving up practical access to New York City. While many buyers begin in Westchester, Northern New Jersey, Long Island, or Connecticut, the Hudson Valley offers a compelling alternative: lower-density communities, mountains, parks, orchards, wineries, and dramatically more property for the money. For buyers willing to look beyond the most familiar suburban markets, the difference in lifestyle and value can be substantial. Woodbury is particularly well positioned, with I-87, Harriman train station, Woodbury Common Premium Outlets, Bear Mountain, West Point, and the broader Hudson Valley all easily accessible. The property is in the Monroe-Woodbury Central School District. Monroe-Woodbury High School is rated A- by Niche and ranks relatively high among New York public high schools on SchoolDigger. The district also has a strong athletic tradition, including recent state championship success in cross country and deep Class AA football playoff runs. Against that backdrop, 23 Greenwich Ave stands out as an exceptional Hudson Valley mini estate. Set on 0.76 acre in The Greens of Woodbury, the home offers more than 7,500 square feet of finished living space, a heated pool, true five-car garage, extensive outdoor entertaining areas, and remarkable privacy. The rear borders protected Town of Woodbury land and Falkirk Golf Course, creating a permanent open backdrop with no future residential construction directly behind the home. The residence includes 5,312 square feet above grade plus approximately 2,200 square feet of fully finished lower-level living space, making it the largest home in The Greens of Woodbury. Years of substantial owner investment have transformed the original 2003 structure with hand-forged iron-and-glass entry doors, statement chandeliers, solid hardwood flooring, motorized window treatments, extensive landscaping and hardscaping, and whole-house solar installed in 2024. Inside, generous living and entertaining spaces include a dramatic two-story foyer, glass-wrapped great room, formal dining room, family room, chef's kitchen, and main-floor in-law suite with private balcony access. Upstairs, the expansive primary suite features a dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office or yoga space, along with additional en-suite bedrooms. The finished lower level adds approximately 2,200 square feet of recreation and guest space, including a bar area, billiards and ping pong areas, sauna with adjoining full bath, au pair or guest suite with en-suite bath, and multi-person whirlpool. Outside, a 792-square-foot heated pool with waterfall is surrounded by expansive stone-paver terraces and multiple entertaining areas, including a large grilling station, covered pavilion, and separate fire-pit lounge. Multi-level planted terraces, automated landscape lighting, retaining walls, and ornamental iron fencing complete the private setting. The approximately 1,482-square-foot attached garage provides true five-car capacity plus substantial workspace. There is no HOA. Woodbury Common and I-87 are about five minutes away, Harriman train station about nine minutes, Bear Mountain about 15 minutes, Legoland about 20 minutes, and West Point about 25 minutes. Manhattan is reachable by car in roughly 50 minutes under favorable traffic conditions. With five bedrooms, six full and one half baths, three fireplaces, more than 7,500 square feet of finished space, heated pool, five-car garage, protected rear views, and genuine privacy, 23 Greenwich Ave captures exactly what makes the Hudson Valley such a compelling hidden gem: substantially more home, land, amenities, and lifestyle for the money—within reach of New York City.

23 Greenwich Avenue, Woodbury

$539,000
4 Beds 2 Baths 991537 MLS
Welcome to 333 Oakland Avenue, Monroe, NY! Enjoy the perfect blend of space, privacy, and convenience in this charming 4 bedroom, 2 bathroom Cape Cod style home, offering approximately 1,900 square feet of living space on just over an acre. Inside, you’ll find a comfortable and flexible layout with generously sized rooms and plenty of space to accommodate today’s lifestyle. Whether you need a home office, guest space, playroom, or room to entertain, there’s plenty of opportunity to make this home your own. Step outside and enjoy the privacy of your spacious property while still being conveniently located near shopping, dining, schools, parks, and major commuter routes. Commuter friendly and ideally situated in the beautiful Hudson Valley, this home offers the best of both worlds, space and tranquility without sacrificing convenience. Whether you’re a first time buyer, growing family, or looking for more room to enjoy, 333 Oakland Avenue is a wonderful opportunity to make your next move.

333 Oakland Avenue, Monroe

$850,000
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

$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

$849,900
4 Beds 3 Baths 991517 MLS
Welcome to this stunning Colonial, perfectly blending comfort, style, and functionality. Offering 2,370 sq ft plus full walkout basement, this beautifully designed home features 4 spacious bedrooms and 3 full bathrooms, creating an inviting layout ideal for everyday living and entertaining. Step inside to a grand, sun-filled foyer with soaring ceilings that set the tone for the home’s warm and elegant feel. The thoughtfully designed kitchen is perfect for cooking, gathering, and hosting. Outdoors, enjoy your own private retreat with an above-ground pool, play area, and a beautiful, wooded setting. With over 18 acres, the land offers exceptional privacy, natural beauty, and a peaceful buffer around the home. A rare opportunity to own a spacious Colonial with room to live, relax, and entertain—inside and out. Schedule your private showing today!

2 Primrose Lane, Chester

$599,000
4 Beds 3 Baths 989752 MLS
Where Timeless Character Meets Modern Comfort. There are homes that simply provide space, and there are homes that tell a story. Set on just over one beautifully landscaped acre in the heart of Central Valley, this remarkable turn-of-the-century residence offers a rare opportunity to own a home rich in character while enjoying the comforts of modern living. From the moment you arrive, you'll appreciate the architectural details and craftsmanship that have stood the test of time. Inside, generous living spaces are filled with natural light, creating an inviting atmosphere that is equally suited for everyday living and memorable gatherings. With four spacious bedrooms, three full bathrooms, and nearly 2,500 square feet of living space, the home offers flexibility for today's lifestyle while preserving the warmth and charm that only a historic home can provide. The expansive one-acre property offers exceptional privacy and room to enjoy the outdoors, whether you're entertaining guests, gardening, or simply relaxing in a peaceful setting. Mature landscaping and the home's timeless presence create a setting that feels worlds away while remaining just minutes from shopping, dining, parks, major commuter routes, and the highly regarded Monroe-Woodbury School District. Unlike today's newer construction, this home offers the craftsmanship, personality, and enduring appeal that cannot be replicated. Every room reflects the quality and character of an earlier era while providing the space and functionality today's buyers expect. Whether you're drawn to historic architecture, searching for a home with soul, or simply looking for something truly distinctive, 66 Summit Avenue is more than a residence—it's an opportunity to own a piece of Hudson Valley history. Schedule your private tour today and experience the character, craftsmanship, and timeless beauty that make this exceptional property unlike any other.

66 Summit Avenue, Central Valley

$599,000
4 Beds 3 Baths 989071 MLS
Beautifully maintained and thoughtfully updated Colonial set in a prime location close to shopping, restaurants, parks, and major commuter routes. This spacious home offers bright sun-filled living areas, gleaming hardwood floors, and an inviting open layout perfect for everyday living and entertaining. The expansive kitchen features abundant cabinetry, generous counter space, and a seamless flow into the dining and living areas. Multiple oversized gathering spaces provide flexibility for entertaining, relaxing, or working from home. The stunning fireplace living room adds warmth and character, while the large upstairs landing offers additional bonus space ideal for a reading area, office, or lounge. The spacious bedrooms include a beautifully sized primary suite with soaring ceilings and ample closet space. Well-maintained bathrooms, large windows, and natural sunlight throughout create a warm and welcoming feel in every room. Outside, enjoy exceptional curb appeal with mature landscaping, manicured grounds, and a private backyard setting. The property is surrounded by lush greenery while still being conveniently located close to shopping, dining, schools, and everyday conveniences. A rare combination of space, location, and charm — this is a home you do not want to miss. Virtually staged for your imagination.

4 Mack Place, Monroe

$640,000
3 Beds 3 Baths 987346 MLS
Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and walk-in closet. Lower level includes an additional living room/playroom, and partially finished basement adds 322 sqft of living space. Enjoy the fenced backyard and maintained landscaped property with plenty of space to entertain. Near all Conveniences, Public Transportation, Major Highways, Woodbury Commons and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

35 Depalma Drive, Highland Mills

$554,999
4 Beds 3 Baths 986327 MLS
Tucked away on a quiet residential road yet conveniently close to major highways and public transportation to NYC, this charming home seamlessly blends original character with extensive modern updates completed over the years. Custom kitchen is the heart of the home, featuring an expansive island, wall of windows, soft-close cabinetry, stainless steel appliances, pantry, and dedicated coffee bar...perfect for both everyday living and entertaining. The main level offers a warm and inviting living room with a fieldstone fireplace, hardwood floors, and recessed lighting, along with a spacious dining room accented by built-in corner shelving. A welcoming brick driveway, inviting front porch, and striking front door create strong curb appeal from the moment you arrive. Additional main-level highlights include access to the two-car garage, mudroom, updated half bath, and full basement. Upstairs, a beautiful stained-glass window adds charm to the landing, along with convenient bedroom-level laundry. The primary suite features a classic black-and-white bath with oversized custom shower, walk-in closet, and a flexible adjoining space ideal for a home office, library, or additional bedroom. The second bedroom impresses with vaulted ceilings, skylights, built-ins, and generous storage. Two additional bedrooms offer custom trim work, one with a cozy storage nook, while the hall bath feels like a retreat with an arched window, skylight, subway-tiled shower, and built-in shelving. Outside, enjoy a true “secret garden” setting with a brick patio, built-in firepit and grill, mature landscaping, small pond, screened porch, and charming shed...creating a private outdoor escape. Located in the Monroe-Woodbury School District and set in a peaceful neighborhood with nearby amenities, this home offers a rare combination of character, space, and thoughtful updates throughout. Located in the Town of Woodbury where residents get exclusive access to a sandy beach with lake swimming, boating & diving platforms at "The Rez", or the chance to cool off at the Town Pool which offers splashpad zone, diving board, grills and recreational amenities.

69 Edgewood Drive, Central Valley

$174,000
977309 MLS
RARE 5.5-ACRE OPPORTUNITY in the highly sought-after Monroe-Woodbury School District! Build your dream home or private estate on this expansive, private parcel offering the perfect balance of seclusion and convenience. Zoned SR-15, with public sewer available, electric nearby, and located on a privately maintained road. The property is already well advanced in the zoning and planning board approval process. The property features a beautiful wooded setting with ample space for a custom home and outdoor amenities. Survey and building plans are available upon request Ideally situated just minutes from major highways, shopping, and parks—enjoy a peaceful, tucked-away setting without sacrificing accessibility. Large parcels like this are hard to find—don’t miss your chance to bring your vision to life!

37 Dry Hill Lake Road, Monroe

$1,100,000
5 Beds 4 Baths 986225 MLS
Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene landscape, creating a truly one-of-a-kind backdrop. A dramatic entry introduces the home with soaring ceilings and heated marble floors, setting the tone for the refined interiors throughout. The layout flows effortlessly into expansive formal living and dining spaces, ideal for both everyday living and entertaining. At the heart of the home is a thoughtfully designed chef’s kitchen featuring premium appliances, custom stone and tile finishes, a gas range with griddle, double ovens, and an oversized two-tier island with prep sink. A walk-in pantry and elegant butler’s area provide both function and style. The family room is a standout space, offering scale, natural light, and architectural character, making it the perfect gathering area. Designed with entertaining in mind, the outdoor living experience is just as impressive, complete with a full stone kitchen and bar, a spacious stamped concrete patio, and a private hot tub retreat, all surrounded by custom masonry. Upstairs, the primary suite serves as a private sanctuary with its own balcony and spa-inspired bath featuring a soaking tub, custom shower setup with steam capability, and refined finishes throughout. Additional bedrooms are generously sized, offering comfort and flexibility for guests or extended living. The fully finished lower level expands the living space with a recreational area, full gym, and wet bar, perfect for hosting or unwinding. Throughout the home, hardwood flooring, an integrated sound system, and high-efficiency construction with spray foam insulation and multiple heating zones enhance both comfort and performance. Completing the property is a spacious three-car garage, a beautifully maintained yard with room to enjoy, and infrastructure already in place for a future gated entrance. A truly exceptional offering where design, privacy, and lifestyle come together seamlessly.

53 Gibson Hill Road, Chester

$849,000
6 Beds 5 Baths 976525 MLS
This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style. The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a spacious primary suite and 3 additional bedrooms. Step outside to a large patio, covered porch, and beautifully landscaped grounds with a scenic brook—ideal for relaxing or entertaining. A rare combination of luxury, space, and setting—don’t miss this one. *Appliances shown are included. If the buyer is interested in purchasing any furnishings, we’re happy to discuss available options.

155 Roselawn Road, Highland Mills

$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

$650,000
5 Beds 3 Baths 960068 MLS
Welcome to this beautifully updated Colonial nestled in the highly sought-after community of Highland Mills, within the coveted Woodbury Recreation District. Built in 1995 and set in a picturesque, well-established development, this spacious home offers 4 generously sized bedrooms and 2.5 bathrooms—perfect for comfortable everyday living and entertaining alike. Step inside to find a freshly painted interior that feels bright, clean, and move-in ready. The second floor features brand-new flooring, adding a modern touch and enhancing the home’s overall appeal. The layout offers a seamless flow with ample living space designed to suit today’s lifestyle. A full finished basement provides incredible versatility—ideal for a home theater, gym, playroom, or additional living area. Enjoy the added benefit of lake access, along with all the amenities that come with being part of the Woodbury Recreation District, making this location as desirable as the home itself. With its combination of updates, new updated retaining wall and stairs that leads to backyard. Hot water heater and much more, Home in prime location in a beautiful neighborhood. Don’t miss your opportunity to own in one of Highland Mills’ most desirable communities!

3 Emory Road, Highland Mills

$625,000
3 Beds 3 Baths 968339 MLS
Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite bathroom. Pretty hardwood floors throughout the living areas on the first floor and all the big bedrooms have new laminate flooring. The backyard has a big screened in deck and a brand new deck around the pool with a new liner and pump/filter. Downstairs you will find three more rooms that can be used as a den/family room, office, playroom or whatever your heart desires and the laundry room. Plenty of parking and a one car garage. Great commuter location and walking distance to restaurants, deli and other local shops. Close to major highways, schools, Woodbury Common outlets and many other shopping areas and join the Woodbury parks and recreation and town pool!

41 Rutledge Avenue, Highland Mills

$775,000
5 Beds 3 Baths 976052 MLS
Welcome to this meticulously maintained 2,180 sq. ft. Colonial-style home, perfectly situated on over an acre of lush, private land on a quiet cul-de-sac. The main level boasts a bright and airy floor plan, highlighted by a spacious dining room with oversized windows that flood the space with natural light. The large kitchen offers ample wood cabinetry and a separate dining area, ideal for both everyday living and hosting. ?This home features a flexible layout with four total bedrooms and three full bathrooms. The primary suite serves as a true retreat, featuring an en-suite bath with a custom 4x4x3 whirlpool soaking tub. The first floor includes a dedicated guest wing with its own private entrance, closet space, and a second whirlpool tub, offering an excellent solution for multi-generational living or a quiet professional study. ?Significant high-value upgrades provide peace of mind, including new parquet flooring throughout the first floor reinforced with 3/4" plywood, a fully reconstructed fireplace and chimney, a modern propane boiler, and an updated electrical panel. Additional features include an insulated attic for energy efficiency, a large exterior awning, and a one-car attached garage. Residents benefit from the highly-rated Monroe-Woodbury School District and exclusive access to Woodbury Recreation amenities, including the Earl Reservoir and Central Valley Pool.

41 Serpi Road, Highland Mills

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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.