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$569,900
3 Beds 2 Baths 1044317 MLS
RAISE YOUR EXPECTATIONS. THIS IS ANYTHING BUT AN ORDINARY RAISED RANCH! This turnkey home in Greenwood Lake, NY offers three generously sized bedrooms, two full bathrooms, and an impressive amount of finished living space that extends far beyond what you'd expect in a traditional raised ranch. With a highly versatile floor plan, expansive lower level, and backyard retreat designed for relaxation and entertaining, this is a home that truly adapts to your lifestyle. The kitchen is the heart of the home, featuring a large center island perfect for everyday living and entertaining. Enjoy your morning coffee on the deck overlooking the backyard, host outdoor dinners, or simply unwind while taking in the peaceful surroundings. A standout feature of this home is the spacious walk-out lower level, accessed from a convenient no-step side entrance. This level offers a large family room, full bathroom, and two exceptionally large finished rooms that provide endless possibilities. Whether you're looking for guest, multi-generational space, dual home offices, fitness space, hobby rooms, homeschooling areas, or recreational space, these oversized rooms offer the flexibility to fit your needs. Adding even more functionality, the lower level features a generous utility and laundry room with abundant storage, a full-size upright freezer, and a built-in full-size safe that conveys with the home. Sliding glass doors provide direct access to the backyard, creating seamless indoor-outdoor living and making the lower level feel bright and welcoming. Outside, the backyard transforms everyday living into a private retreat. An in-ground pool, fenced yard, raised garden beds, and scenic natural backdrop create the perfect setting for summer gatherings, gardening, entertaining, or simply relaxing on the deck after a long day. Located in the Town of Warwick within the Greenwood Lake School District, this Lower Hudson Valley home offers the ideal balance of commuter convenience and year-round enjoyment. Pride of ownership shines throughout every room. Move right in and discover a home that truly raises expectations, inside and out. * Showings are by appointment only.

193 Old Dutch Hollow Road, Monroe

$1,124,000
4 Beds 4 Baths 1027121 MLS
"MOUNTAIN HOUSE" - Beyond a winding drive & tucked into nearly 2.8 acres of pristine, park-like grounds, this custom-built Colonial offers a lifestyle increasingly difficult to find, where privacy, scale & timeless craftsmanship exist in perfect harmony w/ the natural beauty of the Hudson Valley. Surrounded by mature woodlands, mountain vistas & thoughtfully designed gardens, 141 Old Tuxedo Road is more than a home, it is a private retreat just far enough from the city to feel worlds away, yet close enough to keep every convenience within easy reach. Built in 1999 & spanning 4,839 total square feet including the fully finished lower level, this impeccably maintained residence was designed for both elegant entertaining & everyday living. A dramatic two-story foyer introduces a grand staircase & soaring ceilings, setting the tone for the impressive spaces that follow. 9 ft ceilings, hardwood flooring throughout the main level, oversized windows & multiple French doors create an effortless flow while bathing every room in natural light. At the heart of the home, an expansive chef's kitchen is designed to bring everyone together, offering generous workspace, abundant cabinetry & direct access to an extraordinary 1,000+ square foot deck overlooking the tranquil grounds. Whether hosting summer gatherings, enjoying morning coffee among the treetops, or watching the seasons transform the surrounding landscape, the connection between indoors & out is simply exceptional. The home's impressive layout offers the perfect balance of openness & defined living spaces, featuring a spectacular great room w/ soaring ceilings & fireplace, formal living & dining rooms for memorable occasions, a comfortable family room, private laundry/mudroom & seamless access to the outdoors from multiple points throughout the main level. Upstairs, the primary suite serves as a peaceful sanctuary, complete w/ picturesque views, a spa-inspired bath featuring a jacuzzi & oversized shower that invite relaxation after a day spent exploring the surrounding countryside. 3 additional bedrooms & well-appointed baths provide comfort & flexibility for family and guests alike. The finished lower level dramatically expands the home's versatility, creating nearly 4,900 SF of finished living space ideal for recreation, media, fitness, a home office, guest accommodations, or multi-generational living. Outside, every inch of the property has been curated to celebrate its remarkable setting. Stone walkways wind through mature specimen plantings to an enchanting garden terrace, creating intimate spaces for quiet reflection while expansive lawns provide endless room to play, entertain, or simply enjoy the serenity of being enveloped by nature. Perfectly positioned in the scenic foothills of Orange County, the home offers an exceptional lifestyle. Minutes from the historic villages of Tuxedo & Warwick, enjoy boutique shopping, acclaimed restaurants, wineries, farmers markets & thriving arts/culinary scene. Outdoor enthusiasts will appreciate access to some of the region's finest recreation, including the trail systems of Harriman State Park & Sterling Forest State Park, where hundreds of miles of hiking/biking trails, lakes, fishing, kayaking & year-round outdoor adventures await. Together, these protected landscapes encompass thousands of acres, making this one of the most desirable destinations in the lower Hudson Valley for those seeking an active, nature-focused lifestyle. Despite its sense of seclusion, Manhattan remains just 45 mins away. Commuters take advantage of nearby rail service from Tuxedo or enjoy a convenient drive into NYC, making weekend escapes & full-time country living equally attainable. A rare offering where exceptional privacy & timeless architecture converge w/ one of the Hudson Valley's most incredible settings. Property eligible for short term rental permits per current zoning. Documented B&B rental history avg $270/night per room w/ strong occupancy.

141 Old Tuxedo Road, Monroe

$675,000
5 Beds 3 Baths 1032873 MLS
Come see why this sprawling tri-level has never been for sale. It's been family loved and cared for since it was built in the 60's and it is ready for the next loving occupant. Four bedrooms and 2 full bathrooms make up the top floor including the master suite. Driveway is roundabout style for those who prefer easy access or a valet entrance. If you have a large family, love to host gatherings or just want the space, this is your estate! Features 3000 sqft with 5+ bedrooms, 2.5 bathrooms, master suite, family room/den with custom theatre cabinets and wired for sound system, Tesla solar (4454 kWh last year), hardwoods throughout, oversized 2-car garage, new hot water heater, potential in-law suite with separate entrance/heating, and wood burning stone fireplace on a large acre parcel only ten minutes to the train station. The property is peacefully and privately located directly across the street from Greenwood Lake Middle school. Unique and convenient location, mailing address is Monroe, but the house is in the Town of Warwick, only 5 miles to Greenwood Lake Beach and boating. The Warwick eateries, orchards and wineries are only a short ride away for easy access weekends.

1248 Lakes Road, Monroe

$399,000
2 Beds 2 Baths 1021537 MLS
Motivated Seller! Nestled at the end of a quiet road, this move-in ready home offers the perfect blend of privacy, comfort, and year-round recreation. Public records reflect 2 bedrooms and 2 full bathrooms; however, the home also features a versatile bonus room that is currently utilized as a third bedroom and includes access to a private en-suite bathroom, providing additional flexibility for guests, a home office, or extended living. The bonus room also has a door that leads to a small back deck, and the kitchen includes a door that opens to the same small back deck. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity, this property offers exceptional potential. Its desirable location makes it well-suited as a year-round home, vacation retreat, or short-term rental. Enjoy the best of the area just minutes from beautiful Greenwood Lake, where boating, fishing, kayaking, and waterfront dining await. Outdoor enthusiasts will appreciate nearby hiking trails, while winter recreation is just a short drive away at Mount Peter Ski Area. Shopping and dining are conveniently located within approximately 15 minutes, including the renowned Woodbury Common Premium Outlets. Commuters will also appreciate being only about one hour from New York City, making this an ideal escape from city life without sacrificing accessibility. If you're looking for a peaceful setting with easy access to recreation, shopping, and major destinations, this property is one you won't want to miss.

44 Cooper Road, Monroe

$789,000
5 Beds 4 Baths 1009971 MLS
Welcome to 181 Penaluna Road, a stunning center hall Colonial nestled on 10 picturesque acres in the heart of the Town of Warwick, just over an hour from New York City. Surrounded by beautiful natural scenery, mature trees, and peaceful woodlands, this private retreat offers the perfect blend of country living and everyday convenience. Step inside to discover a bright and spacious interior featuring a grand central staircase, and an open, airy layout designed for comfortable living and entertaining. The expansive eat-in kitchen showcases granite countertops, stainless steel appliances, hardwood flooring, and abundant space for gathering with family and friends. A large great room provides the perfect setting for hosting guests, while the cozy living room and formal dining room add warmth and charm throughout the home. Offering four nice sized bedrooms with ceiling fans, multiple bathrooms, and generous living spaces, this home is designed to accommodate a variety of lifestyles. Outside, the lush lawn and serene wooded backdrop create a true country paradise with endless opportunities to enjoy nature and privacy. Ideally located near major commuter routes including Route 17, the NYS Thruway, and nearby train service, this exceptional property is also close to outdoor destinations such as the Heritage and Appalachian Trails, Harriman State Park, and Greenwood Lake. A rare opportunity to own a private Warwick retreat with space, beauty, and convenience all in one remarkable property.

181 Penaluna Road, Monroe

$499,000
3 Beds 2 Baths 995734 MLS
Welcome to your newly updated home that encompasses both an ideal location and supreme functionality. Set back off the road for added privacy, this inviting home combines comfort, convenience, and modern updates throughout. Enjoy the peace of mind of a whole home generator and brand new furnace! Step inside to discover an open floor plan filled with sun-drenched living spaces, creating a warm and welcoming atmosphere ideal for both everyday living and entertaining. The updated kitchen with island provides stainless appliances along with ample cabinet and counter space. The kitchen also flows seamlessly into the main living and dining areas, while sliding glass doors lead out to a rear deck perfect for relaxing, grilling, or enjoying the peaceful surroundings. Heading down the hall on the main level you will find three generous sized bedrooms and a renovated full bath. The lower level of the home provides modern conveniences that begin with the full walk-in access adjacent to the functional one car garage. This level also includes a renovated full bath, dedicated laundry area, additional living room with space for a home office or gym, as well as additional storage options and closets. Ideally located near Greenwood Lake Middle School, local shops, restaurants, hiking trails, Woodbury Commons and Greenwood Lake itself for boating, beach days, and year-round recreation. This truly turn-key home provides all of the modern updates and amenities. Whether you're looking for outdoor adventure, easy commutability or working from home, your new home offers the perfect balance of lifestyle and location. Choice of Warwick or Chester high school.

1168 Lakes Road, Monroe

$975,000
4 Beds 4 Baths 975059 MLS
Tucked away on over 20 private acres in Monroe, NY, this rare Hudson Valley property offers the space, privacy, and natural setting that buyers searching outside the city have been waiting for. The property features a private pond, open lawn areas, mature trees, and a long setback from the road, creating a peaceful setting while still being within convenient distance to major highways, shopping, wineries, orchards, and year-round recreation. The home is a classic 4-bedroom, 3-bath Colonial with approximately 2,372 square feet of living space, offering a flexible layout with multiple living areas, a country kitchen with eat-in space, formal dining room, and a covered front porch overlooking the water. The finished basement provides additional usable space for recreation, office, or storage. Outside, the land offers a unique combination of open and wooded acreage, private pond frontage, garden space, fruit trees, and outbuildings, making the property ideal for those looking for a country retreat, full-time residence, or potential multi-use estate setting. Located approximately one hour from NYC, this property offers a rare opportunity to own a large parcel with water, privacy, and usable land in Orange County. Shown by appointment only.

1285 Lakes Road, Monroe

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