Monticello Homes with Snow Removal Amenities

Welcome to Monticello, New York, a charming town nestled in the heart of Sullivan County. Known for its picturesque landscapes and vibrant community, Monticello is not only a wonderful place to live but also home to an exceptional school district that prioritizes education and student success. The Monticello Central School District is dedicated to fostering a nurturing environment where students can thrive academically and socially. With a range of programs and extracurricular activities, families can feel confident that their children are receiving a well-rounded education.

In addition to its educational offerings, Monticello also boasts a variety of homes equipped with snow removal amenities. This feature is particularly appealing for those who appreciate the beauty of a snowy winter landscape without the hassle of shoveling driveways or clearing sidewalks. Imagine waking up to a winter wonderland, knowing that your property is being maintained by professionals, allowing you to enjoy the season to its fullest.

Whether you’re looking for a cozy single-family home or a spacious property for your growing family, Monticello's real estate market offers something for everyone. With its close-knit community, access to nature, and top-notch educational facilities, Monticello is a place where families can create lasting memories. Explore the opportunities that await you in this delightful town, where comfort meets convenience, and every season brings its own charm. Come discover why Monticello is the perfect place to call home!

Newest Monticello Homes with Snow Removal Amenities

$825,000

3 Beds ⋅ 3 Baths ⋅ 1031460 MLS

Verdant Forest Hideaway- Paradise awaits at 111 Deer Meadow Road, a private woodland retreat nestled within the prestigious gated community of Black Lake Estates. Tucked beneath a canopy of mature trees and surrounded by gently meandering streams, this exceptional contemporary home is perfectly positioned on 5.02 secluded acres, offering a rare combination of luxury, tranquility, and natural beauty. Spanning 2,765 square feet, this thoughtfully designed residence features three spacious bedrooms and three full bathrooms, blending modern comforts with a peaceful, nature-inspired setting. Recent renovations include a beautifully updated chef's kitchen and tastefully remodeled bathrooms, while central air conditioning and a whole-house generator provide year-round comfort and peace of mind. The inviting floor plan offers generous living spaces filled with natural light and picturesque views of the surrounding forest. Whether you're entertaining guests or enjoying a quiet evening at home, every room has been designed to embrace the property's serene setting. The finished basement adds valuable flexible space, perfect for a recreation room, home office, fitness area, media room, or guest accommodations. Step outside and immerse yourself in your own private sanctuary, where the soothing sounds of flowing streams and abundant wildlife create an atmosphere of complete tranquility. Beyond the property, residents of Black Lake Estates enjoy exclusive access to Black Lake, a pristine, approximately 225-acre private lake ideal for swimming, fishing, kayaking, canoeing, paddleboarding, and other non-motorized boating activities. Whether you're spending the day on the water or relaxing along the shoreline, the lake offers an exceptional outdoor lifestyle in a peaceful natural setting. While the home feels wonderfully secluded, it is just a short drive from many of the Catskills' most sought-after destinations, including Lake Superior State Park, Bethel Woods Center for the Arts, White Lake, Resorts World Catskills Casino, and The Kartrite Resort & Indoor Waterpark. This remarkable property offers the perfect balance of privacy, recreation, and convenience, making it an ideal year-round residence or luxurious weekend retreat.

111 Deer Meadow Road, White Lake

$175,000

1028197 MLS

Discover the perfect setting for your dream home on this beautiful 10.65+/- acre parcel featuring frontage on Wesserlauf Pond, with land extending on both sides of the pond for a truly unique and private setting. Mostly cleared and level, this property is ready for your custom home, weekend retreat, or peaceful country escape. Enjoy lake rights to Black Lake, a tranquil 250 acre non-motorboat lake ideal for kayaking, canoeing, fishing and relaxing in nature. Conveniently located near shopping, dining, and the renowned Bethel Woods Center for the Arts, you'll have the perfect balance of serenity and accessibility. Best of all, you're just two hours from NYC, making this an ideal getaway or year-round residence. Build your vision in the Sullivan County Catskills, where natural beauty, recreation, and convenience come together.

Lot 33 Black Lake Road, White Lake

$337,500

3 Beds ⋅ 2 Baths ⋅ 1011589 MLS

Move right into this beautifully renovated home in the desirable Rock Hill community, where modern updates and a vibrant lifestyle come together. Completely refreshed from top to bottom, this turn-key property features new flooring, fresh paint, and stylish finishes throughout, creating a bright and welcoming atmosphere. Whether you're searching for a full-time residence, a vacation getaway, or an investment opportunity, this home offers exceptional value and worry-free living. The heart of the home is the brand-new kitchen, thoughtfully designed with modern cabinetry, attractive countertops, and a full suite of new appliances. The renovated bathroom showcases contemporary fixtures and elegant finishes, while a new water heater provides added efficiency and peace of mind. Every detail has been carefully updated so you can enjoy the comfort of a fully modernized home without the expense or hassle of future renovations. Beyond the home itself, you'll enjoy access to wonderful community amenities that make everyday living feel like a vacation. Spend your summers relaxing by the beautiful lake, enjoy boating and fishing, stay active in the community gym, or take advantage of the playground and recreational areas for children. With a newly constructed storage shed and a community rich in outdoor activities and family-friendly amenities, this Rock Hill gem offers the perfect combination of comfort, convenience, and lifestyle.

44 Straight Path, Rock Hill

$375,000

3 Beds ⋅ 3 Baths ⋅ 995033 MLS

Located in the sought-after Emerald Green community, this 3-bedroom, 2.5-bath home offers a great opportunity to create your ideal Catskills retreat or full-time residence. Featuring a spacious layout and a fully finished basement for additional living or recreation space, this home has endless potential. Enjoy community amenities including lakes, beaches, pool, clubhouse, and recreational activities, all just minutes from shopping, dining, Resorts World Catskills, The Kartrite Resort, Bethel Woods, and major commuter routes. Property is being sold as-is, and the price reflects the updates needed—perfect for buyers looking to add their personal touch and build equity. Make your move before summer and enjoy everything Emerald Green has to offer!

17 Chester Street, Rock Hill

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 989403 MLS

Anchored gracefully along four hundred feet of shoreline on the Peninsula at the Chapin Estate, Whispering Oak Landing is a country retreat like no other. This custom-built legacy lakefront home constructed by the current owner, is nestled beneath majestic oaks and surrounded by five enchanting acres of untouched woodland. Discretely tucked within an exclusive 2,500-acre gated wilderness preserve, the property offers the perfect blend of privacy and security, just two hours from Manhattan and fifteen minutes from the new Sullivan County International Airport. Once inside, a vaulted foyer crowned by a crystal chandelier opens to expansive, sunlit gathering spaces. Adjacent to the front entrance, a convenient powder room sits across from a bright, oversized laundry room with a utility sink, exterior door, and interior access to the two-car garage. The main level is composed of a warm and inviting living room with a classic wood-burning fireplace, a professionally appointed kitchen with dual sinks, and seamless indoor-outdoor dining areas complete with a built-in grill. The vaulted, east-facing primary suite, a standout feature, is also located on this level for effortless single-floor living, and features tranquil wooded lake views from an oversized picture window. The en-suite bath is a sanctuary of indulgence, complete with a windowed soaking tub, dual vanities, walk-in shower, and refined finishes. A stately walk-in closet, discreetly accessed from the private hallway, completes this restful retreat with both elegance and practicality. Upstairs, two well-proportioned bedrooms are positioned at either end of the home and connected by an open corridor with railings that overlook the main living area below. A naturally lit shared bathroom serves both rooms. One bedroom features a charming Juliette balcony, while the other includes a spacious, unfinished dormer room above the garage, offering excellent potential for future expansion. Downstairs, the lower level provides a cozy and versatile relaxation space, including a fourth full bedroom and an additional room ideal for fitness, a reading lounge, or a fifth bedroom. Designed with comfort and entertainment in mind, this level is also outfitted with a full wet bar, a cedar sauna, full bath, and an expansive secondary living room that opens to a graceful flagstone terrace, perfect for indoor-outdoor relaxation. Architectural highlights include soaring ceilings with exposed pine beams, wide-plank hardwood floors, granite countertops, and central air conditioning, thoughtfully designed to enhance a true year-round living experience. Sunlight pours into the home from dawn to dusk, creating an inviting atmosphere throughout the day. Additional practical features such as insulated windows and a central alarm system ensure ease of ownership and lasting peace of mind. Surrounding the home, the Chapin Estate spans 2,500 acres of pristine forest and borders 14,000 acres of protected conservation land. Community amenities include 2,000 acres of freshwater reservoirs and trout streams, and over nine miles of hiking and riding trails. With panoramic views of the 900 acre Toronto Reservoir and its untouched wilderness borders, the home is perfectly positioned for serene mornings on the water and adventurous days of boating, swimming, and paddling. Enjoy close proximity to the Eldred Preserve, an upscale boutique hotel featuring the Homestead Restaurant, a local farm to table dining experience. Minutes from the Bethel Woods Center for the Arts and the Monticello Motor Club, Whispering Oak Landing offers a rare lifestyle of timeless design, seamless connection to nature, and effortless access to the best of the Catskills, one that few will ever experience, and even fewer will be fortunate enough to call home.

51 Homestead Trail, White Lake

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 988041 MLS

35 Serenity Lane, Monticello, NY | The Ultimate Automotive Enthusiast’s Retreat Experience the perfect fusion of secluded luxury and high-octane convenience at 35 Serenity Lane. This 2,483-square-foot contemporary masterpiece, built in 2014, sits on 2.06 private, wooded acres, offering a serene sanctuary designed for those who live life in the fast lane. A Collector’s Dream Garage The centerpiece for any enthusiast is the expansive 4-car garage capacity, featuring two professional-grade lifts. Whether you are maintaining a private collection or prepping for a track day, this climate-controlled space provides the professional setup required for high-performance vehicles. Elite Location & Lifestyle Positioned in the heart of Sullivan County’s entertainment hub, you are minutes from: Monticello Motor Club: Located just a stone's throw away, enjoy effortless access to "The World’s Premier Automotive Playground" and its 4.1 miles of race-grade asphalt. Resorts World Catskills: Proximity to world-class gaming, fine dining, and luxury spa services for a complete resort lifestyle. Modern Luxury & Comfort Inside, the home offers a sophisticated open-concept layout with 4 bedrooms and 4 bathrooms. Experience the pinnacle of comfort with high-efficiency radiant floor heating, providing silent, uniform warmth throughout the home. This is complemented by central cooling and forced-air systems for year-round climate precision. Property Highlights: Contemporary Design: Sleek wood exterior and architectural lines that blend into the natural landscape. Expansive Lot: Over 2 acres of land offering total privacy and room for further custom outdoor amenities. Turn-Key Ready: Nearly 2,500 sq. ft. of livable space with premium finishes and an attached, hobbyist-ready garage. Whether you are looking for a primary residence or the ultimate weekend "pit stop" near the track, 35 Serenity Lane offers a rare combination of luxury, privacy, and utility.

35 Serenity Lane, Monticello

$429,000

2 Beds ⋅ 2 Baths ⋅ 979575 MLS

Some homes are where you live. Others are where you finally exhale. Set along the peaceful shoreline of Forestburgh Pond, this two-bedroom, two-bathroom waterfront cabin offers something that's becoming increasingly difficult to find: privacy, water access, and a slower pace of life just 90 minutes from New York City. Whether you're searching for a full-time residence, a weekend retreat, or a property with short-term rental potential, this home is designed to make every season feel like a getaway. The open living space welcomes you with vaulted ceilings, a floor-to-ceiling stone fireplace, warm hardwood floors, and oversized windows that keep the water in view. The kitchen blends style and function with quartz countertops, stainless steel appliances, open shelving, and a cozy dining area overlooking the pond. The primary bedroom features its own updated en suite bathroom with a walk-in shower, while the second bedroom and additional full bath provide comfortable space for guests. Outside is where this property truly shines. Launch a kayak from your own shoreline, spend the afternoon fishing or canoeing, unwind around the fire pit beneath the stars, or simply enjoy the peaceful views from the wraparound deck. Every part of the property invites you to slow down and enjoy the setting. Beyond the water, you'll appreciate being just minutes from local favorites including the Forestburgh Tavern, Forestburgh Playhouse, scenic walking trails, Bethel Woods Center for the Arts, and charming local shops. It's a location that feels tucked away while still keeping some of Sullivan County's best destinations close by. If you've been waiting for a waterfront property that offers both everyday comfort and the kind of lifestyle people travel to experience, this is one worth seeing.

10 Stag Forest Road, Forestburgh

$115,000

966241 MLS

Here is surely the best opportunity to build your dream home on 5.26 private acres within the elegant sanctuary of Chapin Estates — a premier gated residential preserve celebrated for some of the East Coast’s most breathtaking natural beauty. Residents enjoy exceptional amenities, including a private lake club, sparkling lakes, trout streams, fishing, and miles of scenic hiking trails. Imagine yourself surrounded by distinguished estates valued from $1 million to over $10 million. This property offers an exclusive lifestyle in a peaceful yet convenient location. The Chatwal Lodge is also located within the community, adding an extraordinary touch of hospitality close to home. Not sure where to begin? This engineered lot is offered with custom house plans designed by Chapin Estates founder Steve Dubrovsky. For $844,900, Steve and his team are prepared to build the lodge depicted in the plans, creating a seamless path from vision to completion. Call today for more details and experience the luxury and serenity of living at The Chapin Estate.

Lot 32 Woodstone Trail, Bethel

$150,000

951393 MLS

This beautifully wooded and pastured lot is just within the main gates of The Chapin Estate. Just over 5 acres with 584' of stream frontage on Black Lake Creek. Homesite must be 50' from property line. This site requires a septic system, drilled well and underground electric to homesite. This is an approved building lot with electric and cable at road. Driveway cut was made to the most desirable home site. The lot borders Black Lake Creek which feeds into the 900+/- acre Toronto Reservoir. The Toronto Reservoir is known for its fishing, kayaking, paddle boarding, water skiing and swimming. Gasoline engines are permitted with a 20' maximum vessel length. This is a 4 season, gated, residential community that consists of 2500 acres of preserved lands that border 2000 acres of freshwater lakes. This prestigious community is known for its luxury vacation homes and its close proximity to NYC. The member's only Lake Club within the gates is optional or this particular homesite. The Chatwal Lodge is a luxury boutique hotel located a mile from this property within the gates of The Chapin Estate. The hotel is open for business and amenities to be offered to residents in the future. Floor plans for a 4-bedroom New England Style home are included with the purchase of this lot. *Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year. **All appointments requests need 24 Hour notice; the HOA does not permit drive up showings or grant access through the gates without a confirmed appointment for the security of our residents. Owner Financing is Available.

Lot 4 Chapin Trail, Bethel

$625,000

903335 MLS

This stunning home site, adjacent to Lot 1, consists of lush forests full of evergreens and hardwoods. However, the change in elevation allows for 2 home sites. The first site is close to the 413’ of Lake Frontage that is facing north to the mountains and surrounded by mature trees. The second site, much higher, allows for longer views with a gravel driveway to the water below. An old carriage trail runs along the shoreline here and there is a high cliff on one end of the lot and a more gradual access on the other for access to Swinging Bridge Reservoir. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams; 9+ miles of hiking, biking and snow shoe trails; Members only Lake Club; Security patrolled and Concierge Services. Also located within our gates is The Chatwal Lodge - a wonderful amenity for the residents and guests. Book a weekend to see what the Chapin lifestyle has to offer. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Bring your own builder or use on of the recommended craftsmen from our area. Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility. Located at Captivating lake front view at the Chapin Estate, Lumberland, New York 12737, this Land is for Sale with a price of $625,000. This listing encompasses a lot of 5.65 Acre(s). See all Homes for Sale in Lumberland.

Lot 2 Woodstone Trail, Lumberland

$600,000

903323 MLS

This gorgeous home site has a most dramatic elevation change on over 5+ acres with build site facing the northern mountain range. This lot consists of lush forests full of evergreens and hardwoods. The improved gravel driveway leads to the elevated home site and then to 336’ of frontage on the shores of the Swinging Bridge Reservoir. The opposite shoreline has building restrictions which limit the private residents to building 300' from their shoreline. This essentially offers forever wild views from this property and it's shoreline. Also located within our gates is The Chatwal Lodge - a wonderful amenity for the residents and guests. Book a weekend to see what the Chapin lifestyle has to offer. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams, 9+ miles of hiking, biking and snow shoe trails; Members only Lake Club; Security patrolled and Concierge Services. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Building your dream home: bring your own builder or use a reputable builder that is familiar with the guidelines in the community. The area: Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility. Located at Homesite With Forever Wild Views at The Chapin Estate, Lumberland, New York 12737, this Land is for Sale with a price of $600,000. This listing encompasses a lot of 5.67 Acre(s). See all Homes for Sale in Lumberland.

Lot 1 Woodstone Trail, Lumberland

$550,000

903318 MLS

This beautiful lot is on the water with a quiet cove for privacy. This property also features a small fishing pond with a natural spring-fed stream running close to the homesite. The lot is one of the widest available properties on the Swinging Bridge Reservoir with 535' of frontage. Hardwood and pine forests are thick and lush for a natural barrier between you and the neighboring homes. The water activities include waterskiing, kayaking, paddle boarding, fishing, canoeing and sailing. This lot is a short drive to our member’s only lake club. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams, 9+ miles of hiking, biking and snow shoe trails, Members only Lake Club and Security patrolled. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Building your dream home: bring your own builder or use a reputable builder that is familiar with the guidelines in the community. The area: Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility.

Lot 23 Woodstone Trail, White Lake

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