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

$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

$345,000

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

$389,000

2 Beds ⋅ 3 Baths ⋅ 1020730 MLS

Welcome to 2 Sylvia Lane, a spacious 3-bedroom, 3-bathroom duplex home located in the desirable Greentree Community of Monticello. This well-maintained property offers comfort, convenience, and low-maintenance living. Enjoy parking right in front of the home, a short walk to the community clubhouse, and easy access to Resorts World Casino, Kartrite Waterpark, and local shopping. The HOA takes care of snow removal, garbage, exterior painting, and even roof replacement, making homeownership simple and worry-free. Community amenities include a pool, clubhouse, and serene lake access perfect for kayaking. Priced to sell and ready for summer enjoyment

2 Sylvia Lane, Monticello

$398,000

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 design 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, 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. 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

$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

$130,000

988112 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.

Chapin Trail, White Lake

$589,000

3 Beds ⋅ 2 Baths ⋅ 986218 MLS

Beautiful Renovated Lake House with Prime Lakefront Location on Treasure Lake & Community Amenities located in Emerald Green. This is great for all year round living or for your weekend gateway! Enjoy the areas amenities such as Resort's Casino, Water Park, Monster golf course Restaurants and many local breweries and fishing lakes and even skiing for the winter! Experience lakeside living at its finest in this beautifully renovated lake house, perfectly situated on serene lake frontage. This charming home offers a modern, updated interior done in 2025 with spacious living areas, stylish finishes, and breathtaking waterfront views. Enjoy direct access to the lake for swimming, kayaking, or fishing right from your backyard. The community features a range of amenities, including a private dock, swimming pool, clubhouse, walking trails, and recreational areas—ideal for relaxing weekends or active outdoor lifestyles. There wasn't a room that hasn't been touched in this home. The basement is fully finished and ready to entertain guests. Whether you're seeking a peaceful retreat or a fun-filled getaway, this lake house combines comfort, convenience, and natural beauty in a sought-after community setting.

119 Lake Shore Drive W, Rock Hill

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