Monticello Homes with Maintenance Grounds Amenities

Welcome to Monticello, a charming village nestled in the heart of Sullivan County, New York. Known for its picturesque landscapes and vibrant community, Monticello is not just a place to live; it’s a place to thrive. One of the standout features of this area is its excellent school district, which is dedicated to providing a high-quality education for all students. The Monticello Central School District prides itself on fostering a nurturing environment that encourages academic achievement and personal growth. With a range of programs designed to engage young minds, from arts to athletics, families can feel confident that their children will receive an enriching educational experience.

As you explore the real estate options in Monticello, you’ll discover a variety of homes that boast maintenance grounds amenities. These properties offer the perfect blend of comfort and convenience, allowing residents to enjoy their beautifully manicured surroundings without the hassle of upkeep. Imagine coming home to a stunning landscape, where your weekends are free to relax and enjoy the natural beauty that surrounds you.

Living in Monticello means being part of a community that values education, recreation, and the great outdoors. With easy access to local parks, shops, and dining options, this vibrant village is ideal for families and individuals alike. Whether you’re looking for a cozy family home or a charming retreat, Monticello has something to offer everyone. Discover the joy of living in a community that prioritizes both quality of life and educational excellence. Your dream home awaits in Monticello!

Newest Monticello Homes with Maintenance Grounds Amenities

$130,000

1050203 MLS

Distinctly positioned just below the spring-fed source of Black Lake, this iconic woodland homesite stretches along roughly six hundred feet of crystal-clear water. A true four-season stream-side sanctuary, Black Lake Creek is a coveted brook-trout habitat. The property features heritage stone formations, towering oaks, and private woodland seclusion. Set at the headwaters of the Toronto Reservoir and tucked behind the gates of The Chapin Estate, this fully buildable lot is ready for immediate construction. The Chapin Estate encompasses over 2,500 acres of preserved wilderness surrounding approximately 1,750 acres of freshwater lakes. This gated, year-round residential community is renowned for luxury second homes and its close proximity to New York City. Membership to the private, residents-only Lake Club is optional for this homesite. Within the gates, The Chatwal Lodge is located just one mile away, offering dining now and spa services forthcoming. Owners may also obtain a boat slip at the Lake Club, granting access to both Toronto Reservoir and Swinging Bridge Reservoir. Photos and lot lines are provided for marketing purposes only. Buyer to verify all information prior to sale.

Lot 3 Chapin Trail, White Lake

$625,000

4 Beds ⋅ 3 Baths ⋅ 1047015 MLS

Welcome to this meticulously maintained and thoughtfully updated home in the desirable Emerald Green community, where comfort, quality, and resort-style living come together. With 4 bedrooms and 2.5 bathrooms, this pristine property is filled with carefully considered details designed for both everyday living and effortless entertaining. Enjoy a fully matted garage, durable Trex decking, and electric awnings that provide shade and comfort while you relax or entertain outdoors. Inside, the home offers an impressive array of amenities, including an 8-person cedar sauna, a Harman pellet stove insert, a beautifully appointed primary bathroom finished with Carrara marble, and custom wood cabinetry in the kitchen. An energy-efficient geothermal heating and cooling system provides an added benefit, offering the potential for significant savings on heating and cooling costs. Emerald Green offers an exceptional lifestyle centered around three lakes totaling approximately 330 acres. Residents enjoy two in-ground pools overlooking a lakeside sandy beach, a renovated indoor clubhouse with a gym, tennis, pickleball and basketball courts, playgrounds, and a dog run. Whether you're looking for recreation, relaxation, or a welcoming community atmosphere, Emerald Green has something for everyone. With its extensive updates, exceptional amenities, and access to one of the area's most sought-after communities, this home is ready to be enjoyed. Schedule your private showing today and make this beautiful Emerald Green property your own. The seller is also open to and would prefer having all furniture, rugs, Weber grill, crystal, and Lazy Boy furniture convey with the property, providing an opportunity for a truly turnkey experience.

61 Lake Shore Drive S, Rock Hill

$1,250,000

4 Beds ⋅ 4 Baths ⋅ 1034443 MLS

PRICE DROP! A magnificent legacy home in the Catskills’ most exclusive gated preserve. Discretely tucked beneath a canopy of mature oaks on five enchanting acres, Whispering Oak Landing is a custom, owner-built retreat within The Chapin Estate - a prestigious 2,500-acre gated wilderness preserve in the Western Catskills, surrounded by 14,000 acres of protected conservation land. Upon arrival, the rhythm of nature sets the pace: birdsong at first light, afternoons spent hiking or horseback riding along the preserve’s trails, and evenings that end with an indoor or outdoor fire crackling in your private sanctuary. Intentionally oriented to follow the suns path, morning light rises over the vaulted timber living room, while evening light settles beyond the foyer, where a crystal chandelier captures the last rays and scatters them in soft rainbows throughout the house. Inside, a soaring vaulted foyer opens onto expansive, sunlit gathering spaces. Just off the entrance, a convenient powder room sits opposite a bright, oversized laundry room complete with utility sink, exterior access, and direct entry to the two-car garage. The main level centers on a warm, vaulted living room anchored by a stone wood-burning fireplace, a professionally appointed kitchen with double sinks, and a seamless indoor-outdoor dining areas that include a propane grill. The vaulted, east-facing primary suite occupies this primary level for effortless single-floor living. An oversized picture window frames tranquil wooded lake views, while the en-suite bath offers a private sanctuary of indulgence: a windowed soaking tub, dual vanities, walk-in shower, and refined finishes. A stately walk-in closet, discreetly reached via a private hallway, completes the suite with both elegance and practicality. Upstairs, two well-proportioned bedrooms sit at opposite ends of the home, linked by an open corridor with railings that overlook the living spaces below. A naturally lit shared bathroom serves both. One bedroom opens onto a charming Juliet balcony; the other includes a spacious, unfinished dormer room above the garage, ready for future expansion. The lower level provides a cozy, versatile space for relaxation, featuring a fourth full bedroom and an additional flexible room ideal as a fitness studio, reading lounge, or fifth bedroom. Designed for comfort and entertaining, this level also includes a full wet bar, cedar sauna, full bath, and an expansive secondary living room that opens directly onto a graceful flagstone terrace, perfect for indoor-outdoor living. Architectural details throughout include soaring ceilings with exposed pine beams, wide-plank hardwood floors, granite countertops, and central air conditioning, all thoughtfully integrated for true year-round enjoyment. Life at The Chapin Estate unfolds across 2,000 acres of freshwater reservoirs and trout streams, with membership options that include a private Lake Club, tennis and pickleball courts, and a network of trails that winding through the preserve in every season. The property borders the 900 acre Toronto Reservoir, offering panoramic water views from the home itself. Minutes away you'll find the Eldred Preserve and its Homestead Restaurant for farm-to-table dining (with a large spa expansion coming soon), the Bethel Woods Center for the Arts, and the Monticello Motor Club. While homes within The Chapin Estate rarely change hands, and many are still held by their original owners, this is a unique opportunity to acquire a legacy property on the coveted Peninsula at a compelling price. Just two hours from Manhattan by car and fifteen minutes from the newly renovated Sullivan County International Airport, Whispering Oak Landing offers a rare seclusion that never feels remote.

51 Homestead Trail, White Lake

$399,000

3 Beds ⋅ 3 Baths ⋅ 1033705 MLS

Move right into this beautifully updated 3-bedroom, 3-bath home in the desirable Greentree Village community. Extensively renovated in 2023, this home offers modern style, comfort, and exceptional indoor/outdoor living. The inviting front entry welcomes you with a covered porch, creating a warm first impression and a pleasant place to relax while enjoying the beautifully maintained surroundings. Throughout the home, thoughtful improvements and quality finishes provide a seamless blend of comfort, convenience, and contemporary style. The remodeled kitchen opens to a spacious living area with abundant natural light. The kitchen was updated with new LG stainless steel appliances, including the refrigerator, stove, dishwasher, and microwave (2023) and features custom built-in cabinetry with deep storage, beautiful quartz counters and a striking Sputnik chandelier. Additional upgrades include a new LG air conditioning system that efficiently cools the entire home, new ceiling fans in the living room and upstairs for added comfort, and operable skylights that provide natural light and refreshing cross breezes. An upstairs side attic offers convenient additional storage. Enjoy seamless access to the outdoors through three new Andersen sliding glass doors with remote-controlled wood blinds. A rare feature in Greentree Village, this home boasts an oversized Trex deck with two stairways and a separate outdoor storage shed—perfect for entertaining, relaxing, or enjoying the peaceful surroundings. From the beautifully renovated kitchen and spacious outdoor living area to the extensive storage and numerous recent upgrades, this home is truly move-in ready. Located in the sought-after Greentree Village community, residents can enjoy access to a clubhouse, swimming pool, tennis courts, fitness center, and beautifully maintained common areas along with convenient access to shopping, dining, entertainment, and all that Sullivan County has to offer. Bethel Woods, Resorts World Catskills, charming small towns and the Metro North are all less than 30 minutes away. This move-in-ready home combines tasteful updates with unique features rarely available in the community. Don't miss this exceptional opportunity! Motivated seller—bring all reasonable offers!

5 Lakeview Terrace, Monticello

$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

$330,000

3 Beds ⋅ 3 Baths ⋅ 1026528 MLS

Welcome to your Catskills retreat in the highly sought-after Emerald Green community! Perfectly situated on a quiet cul-de-sac just steps from beautiful Lake Louise Marie, this well-maintained 3-bedroom, 2.5-bath townhouse offers the ideal combination of comfort, convenience, and year-round recreation. From the moment you enter, you'll appreciate the bright, inviting living space featuring a cozy fireplace and an open layout designed for both everyday living and entertaining. The spacious primary suite, along with the living room, enjoys picturesque views of Lake Louise Marie, creating a peaceful backdrop in every season. Additional highlights include central air conditioning, a walk-out basement with endless possibilities, an attached one-car garage, and a private driveway. As a resident of Emerald Green, you'll enjoy an exceptional lifestyle with access to three pristine lakes for swimming, fishing, kayaking, and non-motorized boating, two swimming pools, tennis and pickleball courts, a clubhouse with fitness center, playgrounds, and a dog park. Conveniently located just minutes from shopping, restaurants, Resorts World Catskills, The Kartrite Indoor Waterpark, Bethel Woods Center for the Arts, hiking trails, and only a short drive to Legoland and Woodbury Common Premium Outlets, this home is perfectly suited as a full-time residence, weekend getaway, or investment opportunity. Don't miss your chance to enjoy lake community living in the heart of the beautiful Catskills!

2 Deerfield Court, Rock Hill

$59,000

1025579 MLS

Welcome to Emerald Green; a premier community in Sullivan County, NY. Build the home of your dreams and be part of a wonderful community. Enjoy the best of Catskills living with nearby lakes, hiking trails, golf courses, Bethel Woods Center for the Arts, Resorts World Catskills, local restaurants, breweries, and year-round outdoor recreation and convenient access to area attractions, shopping, and major roadways. Conveniently located while still offering the country living experience, this property is an excellent opportunity for those looking to build in one of Sullivan County's most desirable areas.

Club Lane, Rock Hill

$369,900

3 Beds ⋅ 2 Baths ⋅ 1017125 MLS

Welcome to your private Catskills retreat in the highly sought-after Emerald Green community! This beautifully renovated 3-bedroom, 1.5-bath corner home is perfectly situated within one of Sullivan County’s premier 1,400-acre lake communities, offering an exceptional blend of comfort, style, privacy, and year-round recreation. From the moment you arrive, you’ll appreciate the home’s inviting curb appeal, mature landscaping, and expansive wraparound porch—perfect for enjoying your morning coffee, entertaining guests, or simply relaxing while surrounded by nature. Located just a short walk to the lake, this property offers plenty of outdoor living space and a peaceful, private setting. Inside, the home has been completely renovated with a sophisticated modern flair. Tastefully designed and freshly painted throughout, with all-new flooring spanning three levels, every detail has been thoughtfully updated. The spacious and sun-filled living room serves as the heart of the home, featuring a dramatic floor-to-ceiling stone fireplace with a propane insert that creates a warm and inviting ambiance during the cooler months. The formal dining room is ideal for gatherings and offers French doors leading to a private side yard, while a stylish barn door opens to the beautifully updated kitchen. The kitchen features stainless steel appliances, granite countertops, a glass mosaic backsplash, maple cabinetry with under-cabinet lighting, and direct access to the front porch for seamless indoor-outdoor living. A tastefully renovated half bath completes the main level. Upstairs, you’ll find three bedrooms and a stunning full bathroom that has been completely renovated with designer finishes. The finished lower level offers a spacious family room with a cozy wood-burning stove, laundry area, and flexible space for recreation, a home office, or additional entertaining. The basement is also already plumbed for an additional full bathroom, offering an excellent opportunity for a future owner to easily expand the home’s functionality. See photo for a side-by-side view of the existing space and a conceptual rendering illustrating what the completed full bathroom could look like. Living in Emerald Green means enjoying an unparalleled resort-style lifestyle. Residents have access to three private lakes—Lake Louise Marie, Treasure Lake, and Davis Lake—with more than 250 acres of pristine water for swimming, fishing, kayaking, paddleboarding, and electric boating. Community amenities include an Olympic-size pool with lap lanes and walking current, children’s splash pool, sandy beaches, fitness center, tennis and pickleball courts, basketball courts, playgrounds, dog park, and a vibrant calendar of social activities including yoga, aqua aerobics, book clubs, potlucks, and live entertainment. Conveniently located near Bethel Woods Center for the Arts, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Holiday Mountain Ski & Fun Park, local wineries, hiking trails, farmers markets, and endless outdoor recreation, this exceptional home offers the perfect opportunity to enjoy the very best of Catskills living in every season.

4 Scarborough Circle, Rock Hill

$499,990

2 Beds ⋅ 2 Baths ⋅ 999731 MLS

Set directly on the shores of Treasure Lake within the highly sought-after Emerald Green community, this beautifully reimagined waterfront retreat offers approximately 100 feet of lake frontage and breathtaking sunset views looking west across the water. Nestled within a premier 1,400-acre private community featuring Lake Louise Marie, Treasure Lake, and Davis Lake, residents enjoy access to over 250 acres of water ideal for swimming, fishing, kayaking, paddleboarding, and electric boating. Completely renovated down to the studs, this move-in-ready home was thoughtfully designed to capture its incredible lakefront setting. The open-concept main living area is highlighted by dramatic floor-to-ceiling windows that flood the home with natural light while showcasing panoramic lake views from nearly every angle. A wood-burning fireplace adds warmth and charm, while sliding glass doors lead to an expansive deck and screened-in porch — the perfect places to relax and take in the spectacular evening sunsets over Treasure Lake. The updated kitchen features stone countertops and stainless steel appliances, seamlessly connecting to the dining and living spaces for effortless entertaining. The home offers two generously sized bedrooms, including a private primary suite with its own full bath, plus an additional full bathroom and convenient laundry area. Individual heating zones throughout the home provide comfort and efficiency, complemented by a newer ductless heating and cooling system. Beneath the home, a spacious crawlspace offers ideal storage for kayaks, paddleboards, floats, life jackets, and all your waterfront gear. Outside, the level backyard leads directly to the lake and creates the ultimate outdoor setting with a private dock, sandy beach area, firepit, and endless opportunities to enjoy the waterfront lifestyle. Emerald Green residents enjoy an impressive collection of amenities including indoor and outdoor pools, fitness center, indoor walking track, tennis and pickleball courts, basketball courts, dog park, clubhouse, sandy beach, and a vibrant social calendar featuring live entertainment, community gatherings, fitness classes, fireworks, and more. Conveniently located near destinations like Bethel Woods Center for the Arts, Resorts World Catskills, and The Kartrite Resort & Indoor Waterpark, along with skiing, hiking trails, wineries, and countless outdoor attractions, this is a rare opportunity to own a fully updated lakefront home with stunning western sunset exposure in one of the region’s most desirable private lake communities.

117 Lake Shore Drive W, Rock Hill

$235,000

2 Beds ⋅ 2 Baths ⋅ 1000676 MLS

Welcome to Camelot Woods, a premier homeowners association in Sullivan County, idyllically situated on the shores of Sackett Lake, a private motorboat lake. If you’ve been searching for a move-in ready home in a vibrant lake community with abundant amenities, look no further. 4 Ivanhoe Court offers easy one-level living in this well-maintained 1,080sf ranch, featuring two bedrooms, two full bathrooms, and a bonus den/guest room. Additional highlights include central air conditioning, a laundry closet, and a wraparound deck ideal for outdoor enjoyment. The bright and airy interior is filled with natural light, enhanced by expansive windows, glass doors, and multiple skylights. The spacious kitchen offers rustic charm with original wood cabinetry, abundant counter space, and a breakfast bar for casual dining. Just off the dining area, a large deck provides seamless indoor/outdoor living and entertaining. The generously sized living room offers ample space for gathering and relaxation. A versatile den provides flexible use as a guest room, home office, or additional living space. The spacious primary suite features a walk-in closet and an en-suite full bathroom with a shower. The well-proportioned second bedroom offers generous closet space. Camelot Woods offers residents the convenience of low-maintenance living, with HOA services including lawn care, snow removal, trash service, and scheduled maintenance of roofing and siding. Community amenities include the largest pool in Sullivan County, weekly entertainment and dining options, and access to Sackett Lake. The private lakefront features a sandy beach, dock with boat storage, and ample space for recreation and relaxation. Additional amenities include a baseball field, a basketball court, shuffleboard, tennis, and multiple pickleball courts, as well as a fenced playground and kiddie pool. The spacious clubhouse offers a large upper-level gathering hall with a stage and DJ booth, while the lower level features a fitness center, game and recreation area, lounge, library, and kitchen. Camelot Woods is more than a community—it’s a lifestyle. Opportunities to purchase here are rare; come experience why this is one of the area’s most sought-after communities. Local attractions include Resorts World Catskills, The Kartrite Indoor Water Park, Monster Golf Club, YO1 Spa, and Bethel Woods Center for the Arts. Convenient shopping and everyday essentials are just minutes away including Walmart, Shoprite, Old Navy, Marshalls, Starbucks, Home Depot, and wide variety of dining options.

4 Ivanhoe Court, Monticello

$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

$479,000

3 Beds ⋅ 3 Baths ⋅ 987303 MLS

Crisp mountain air, pristine lakes, spacious pools, and numerous activities await you at Emerald Green in the Sullivan County Catskills. Welcome home to 20 Bristol Circle, a charming colonial situated on a serene and spacious lot. The house is move-in ready and offers central heating and air conditioning, three bedrooms, two and a half bathrooms, a finished basement, and a two-car garage. Enjoy your morning coffee on the covered front porch, on the massive back deck, or in the Zen garden in the backyard. This house is situated on one of the nicest lots in Emerald Green, come see it today! Upon entering the foyer, you are greeted by double height ceilings and an airy interior. The first floor features a large, eat-in kitchen with ample cabinet space, an island breakfast bar, and a pantry closet. A slider in the kitchen leads to a massive deck which faces the woods, the perfect spot for grilling or entertaining. There is a formal dining room, a spacious living room with a propane fireplace, and a bonus den/family room that can be used as a home office or first floor guest room. This level has a half bathroom and coat closet in the foyer. The second floor has a spacious landing with a linen closet, a full bathroom with a bathtub, and three good-sized bedrooms. The primary bedroom is massive and offers cathedral ceilings, a walk-in closet, and an over-sized bathroom with a jacuzzi tub, walk-in shower, and double vanity. The finished basement offers another large and flexible space, which could be used as a playroom or home office, and it has a laundry area as well. The over-sized two-car garage can accommodate two large vehicles, as well as plenty of storage. It’s hard not to fall in love with the peaceful setting upon which the house is located. The front and rear yards are beautifully landscaped and offer plenty of space to enjoy. There are no houses behind this one, so the woods create a tranquil oasis with vibrant wildlife. There is a serene Zen garden in the backyard, a little slice of Catskill mountain paradise. The house is located right near the Entertanium, outdoor sports courts, dog run, and clubhouse. Emerald Green is Sullivan County’s premier private community. It offers two brand new pools that are located at the lakeside sand beach. There are three lakes for boating (non-gas boats only) fishing, and swimming. Boat slips are available for rent. There are also communal playgrounds, basketball courts, tennis courts, pickleball courts, a dog run, and an indoor clubhouse with a gym. Emerald Green offers community events such as holiday celebrations, seasonal fireworks, activities for all ages, exercise classes, game nights, etc. It is the perfect way to experience the quiet of country living in a friendly and serene neighborhood setting. This property offers the benefits of municipal water and sewer, as well as road maintenance and snowplowing provided by the town. Rock Hill is the perfect place for a country getaway or full-time home. With its small-town charm, convenient shopping options and proximity to the city, this is the place to be in Sullivan County!

20 Bristol Circle, Rock Hill

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