Monticello Homes with Clubhouse Amenities

Welcome to Monticello, NY – a charming town nestled in Sullivan County that boasts a vibrant community and an exceptional school district. Monticello Central School District is committed to providing high-quality education, fostering a supportive environment for students, and preparing them for future success. With a range of academic programs, extracurricular activities, and dedicated staff, families can feel confident that their children are receiving an excellent education in a nurturing atmosphere.

Monticello is not just about education; it’s also a place where lifestyle meets leisure. The area is known for its beautiful homes featuring clubhouse amenities that cater to both relaxation and recreation. Imagine living in a community where you can unwind by the pool, work out in a fully-equipped fitness center, or host gatherings in a stylish clubhouse. These amenities foster a sense of community and encourage residents to connect, making it easy to forge lasting friendships.

The picturesque surroundings of Monticello, combined with the convenience of modern amenities, create a perfect balance for families and individuals alike. Whether you’re enjoying a day at the nearby parks, exploring the local shops, or attending community events, Monticello offers a welcoming atmosphere that feels like home.

If you’re searching for a place that combines educational excellence with a vibrant lifestyle, look no further than Monticello. Explore the homes with clubhouse amenities today and discover the perfect setting for your family’s next chapter!

Newest Monticello Homes with Clubhouse Amenities

$425,000

3 Beds ⋅ 2 Baths ⋅ 1049558 MLS

Three bedrooms two Baths with one having stall shower and washer/ dryer. White oak floors refinished. All windows replaced and have been tinted allowing you to see out and nobody see in. All new shades most are remote. Front door has three panel each is motorized. Custom crown moldings in living and dining area. Two driveways with lots of room for cars. All appliances are included. Kitchen cabinets with pull-out doors for double storage and ceiling done to match cabinets. Generator with cross over panel. The home has 200- amp electric service. Home converted from electric to oil heat. Trek decking front and back. Full dry basement with storm drain. Low Taxes

142 N Emerald Drive, Rock Hill

$749,000

5 Beds ⋅ 3 Baths ⋅ 1049202 MLS

LAKEFRONT LIVING AT IT'S BEST - Come home to exquisite lakefront living in this spacious contemporary retreat in the exclusive Emerald Green community. Designed to showcase its spectacular private lake views, this three-story, 5-bedroom, 3-full-bath home offers an inviting open-concept layout, soaring cathedral ceilings, multiple outdoor spaces, and a generous backyard leading directly to the lakefront. The main level features a bright, open floor plan encompassing the kitchen, dining area, and living room, all oriented toward the breathtaking lake view. The living room features a beautiful stone propane fireplace, creating a warm and inviting gathering space. A bedroom and full bath complete the main level. Upstairs offers two rustic bedrooms and a full bath, all opening onto a beautiful lake-facing landing. The walkout lower level opens directly to the backyard and lakefront and features gorgeous bluestone tile flooring, a spacious game room/family room, a second stone fireplace, two additional bedrooms, a recently renovated full bath, and a convenient laundry/mudroom. The outdoor living area is exceptional, with renovated front and rear decks ideal for entertaining, relaxing, and enjoying the spectacular setting. A recently built large storage shed provides space for all your lake and outdoor gear. Parking is plentiful, with a two-car driveway in front plus a separate side driveway accommodating 6+ additional cars. With lake views from virtually every level and direct access to the peaceful private lakefront, this is a home built for relaxing, entertaining, and creating memories with family and friends. The Emerald Green amenities include a full access fitness center, with indoor and outdoor basketball, tennis, and pickle ball courts, dog park, several pools, community beach front, and much more – providing a premium vacation experience to all community members. Embrace Lakefront Living at its Best. As for some features of the home: 1. New Roof (2022) 2. Rebuilt chimney (2020) (see photo of top) 3. New Shed (2021) 4. New Front deck (2021), new back deck (2018) 5. New basement bathroom (2026) 6. New driveway on side of house (2021) can fit up to 6 cars 7. Stripped and shined bluestone basement level (2026)

74 Lake Shore Drive S, Rock Hill

$169,999

3 Beds ⋅ 2 Baths ⋅ 1047198 MLS

PRICED TO SELL! Why rent when you can own for less! Welcome to 15 Medallion Rd in the Patio Homes HOA community. This highly sought after neighborhood is conveniently located just minutes from all shopping, restaurants, and schools. The property features 3 bedrooms 2 bathrooms and an office space with stainless steel washer and dryer in unit. Newer roof and newer deck. Reach out and schedule your showing today!

15 Medallion Road, Kiamesha 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

$449,900

3 Beds ⋅ 2 Baths ⋅ 1041893 MLS

Welcome to a wonderful opportunity in the desirable Emerald Green community, where comfort, space, and a relaxed lake-community lifestyle come together. This spacious 3-bedroom, 2-bath Chalet offers 1,983 square feet of living space surrounded by a peaceful wooded setting, creating the perfect place to enjoy both everyday living and weekend relaxation. Step inside to a bright and inviting home featuring an updated kitchen with stainless steel appliances, generous living spaces, and large windows that bring in plenty of natural light while showcasing the surrounding wooded setting. The flexible two-level layout includes a first-floor bedroom and full bath, along with additional bedrooms, living space, kitchen, and second full bath upstairs. A pellet stove adds warmth and character, while ductless cooling provides added comfort. Outdoor living is a highlight, with multiple decks and a wraparound deck providing plenty of room to relax, entertain, or simply enjoy the peaceful surroundings. The property also features a fenced yard, two-car deep garage, ample driveway parking, and beautiful lake and wooded views. And the lifestyle doesn't stop at your front door. As part of the Emerald Green community, residents enjoy lake privileges along with access to amenities including a clubhouse, swimming pool, fitness center, basketball and tennis courts, playground, and more. Powered boats are also permitted—perfect for making the most of lake living. Come discover the space, comfort, and community lifestyle that make this property a wonderful place to call home.

33 Buckingham Circle, Rock Hill

$1,450,000

5 Beds ⋅ 4 Baths ⋅ 1045781 MLS

This Custom built Adirondack Style estate is privately tucked amongst the mature white pines and deciduous forests of The Chapin Estate. This 3/5 Bedroom sits on 5.75 Wooded Acres with 576' of frontage on the Toronto Reservoir. No expense was spared constructing this masterpiece. Custom woodwork, twigetry, carvings, Hickory hardwood floors, flagstone & fieldstone, 5" wormy maple trim and tongue and groove clear cedar ceilings are the finishes that make this home luxuriously rustic. All modern amenities are also available without compromising the overall appeal of this home. The kitchen boasts Cherry cabinets, Wolf oven and Subzero Refrigerator. Additional unique rooms include a loft, yoga/gym and sauna. Venture outdoors to hot tub overlooking the water, outdoor shower and an extended dock already in place. Within the gates of The Chapin Estate, a gated residential preserve tucked amidst 2500 acres of pristine forests and approx 2,000 acres of lakes for your motor boating enjoyment. Additional Information: ParkingFeatures:2 Car Attached,

47 Sunrise Point, White Lake

$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

$399,900

2 Beds ⋅ 2 Baths ⋅ 1042532 MLS

The lake sets the tone here from the moment you arrive. Tucked along the edge of Forestburgh Pond in scenic Sullivan County, this inviting 2 bedroom, 2 bathroom cottage blends rustic character with everyday comfort in a setting that feels made for slowing down. Whether you are looking for a full time home, a weekend escape, or a potential short term rental opportunity, this property offers a rare chance to enjoy waterfront living in a peaceful, wooded setting. Set directly on the pond, the home offers private water access, wide pond views, and the kind of quiet that makes you want to stay a little longer. Spend your days kayaking, canoeing, fishing, or simply relaxing by the water’s edge. Inside, the open living space is filled with natural light and warm cottage charm, with vaulted ceilings, a stone fireplace, and large picture windows that keep the water in view. The kitchen brings together charm and function with butcher block countertops, open shelving, stainless steel appliances, and a cozy dining nook that feels just right for morning coffee. The primary bedroom features an en suite bath with modern fixtures and a walk in shower, while the second bedroom sits comfortably near the second full bath, making it easy for guests. Hardwood floors, in unit washer and dryer, and ample storage add to the home’s comfort and practicality. Outside, the spacious wraparound deck is made for dining outdoors, stargazing, or simply taking in the stillness of the surroundings. A gently sloping lawn leads to your own private pondside space, and the fire pit area with Adirondack chairs creates the perfect place to end the day. You are also close to some of the area’s favorite destinations, including the Forestburgh Tavern and nearby walking trails, along with the Forestburgh Playhouse, Bethel Woods, and local shops. Just 1.5 hours from NYC, this is the kind of place that works as a primary residence, a weekend retreat, or an income producing getaway, all centered around the simple, timeless pull of the lake.

10 Stag Forest Road, Forestburgh

$299,000

3 Beds ⋅ 3 Baths ⋅ 1039031 MLS

Do you hear that? That's opportunity knocking on the door of this single-family ranch featuring an inviting deck, 3 bedrooms, 3 full baths, a den with a cozy fireplace, central air, and a partially finished basement. Situated on a desirable corner lot, this home offers easy access to community amenities in the private Emerald Green association. Enjoy exclusive access to pristine lakes for non-motorized boating/swimming, a clubhouse, tennis courts, and sparkling community pools. This home is also just minutes away from local outdoor recreation, shopping, and regional attractions like Resorts World Catskills. Schedule that showing now! Buyers to perform due diligence. Measurements are estimated or from public record.

40 Crescent View, Rock Hill

$599,900

3 Beds ⋅ 2 Baths ⋅ 1032890 MLS

Set above Wolf Lake on a wooded hillside, 109 Canal Road offers something increasingly difficult to find: a home with genuine character, beautiful lake views, remarkable outdoor spaces, and an unusually substantial connection to the water. Across the road, 85 feet of deeded lake access is shared with the immediate neighbors and includes a beach, sun deck, dock, seating area, and storage racks for canoes and kayaks. The longtime home of a respected local contractor and craftsman, the property has been refined over decades with an unmistakably personal hand. Knotty pine walls and ceilings, skylights, cherry-toned hardwood floors, arched openings, and lake-facing bay windows in both the dining area and living room give the interior the warmth of a true woodland retreat. Two full baths, including a soaking tub, add comfort without losing the home's rustic character. The grounds may be the property's most memorable feature. Just over half an acre has been shaped into a series of intimate outdoor spaces with dry-stacked stone walls, bluestone steps and patios, mature plantings, a waterfall pond, a second lily pond, landscape lighting, and paths winding through the wooded hillside. Water moves through a small brook created by the seller, where birds gather to bathe and the sound of running water turns an ordinary afternoon into something special. It is the kind of place where you can lose the stress of the week and, perhaps, find a little of yourself again. This is not a conventional lake house, nor is it direct waterfront, yet it offers many of the experiences people seek in one. It is something more individual: a home shaped and refined over decades with a craftsman's skill and an artist's eye, overlooking Wolf Lake, with an exceptional place at the water and grounds that would take years to imagine, let alone recreate. Located within Wolf Lake, one of Sullivan County's most sought-after private lake communities, the property offers access to approximately 1,800 acres of member-owned protected forestland, three spring-fed lakes, a community beach, clubhouse, basketball court, playground, and additional recreational facilities. All approximately 90 minutes from the George Washington Bridge. Annual association dues are $1,350, with a one-time new-member fee of $5,250.

109 Canal Road, Wurtsboro

$695,000

6 Beds ⋅ 3 Baths ⋅ 1034438 MLS

Occupying the eastern point of Treasure Lake, facing due west, this spacious 6 bedroom duplex boasts the most magnificent sunsets in the Catskills, cascading behind a scenic island, mirroring water and sky. Designed and built by a builder as his personal home, this sturdy retreat features an intuitive interior and elevated exterior landscape rarely found in lakefront homes. Built in 2009, This comfortable home offers year-round lakefront living with plenty of room to spread out, entertain, and take in the views. Upon entering the foyer, the home opens into two living levels with three bedrooms on the ground level, and three upstairs. A vaulted great room with dramatic ceiling height features a propane fireplace, built in entertainment center, and wide picture windows framing the lake. The open kitchen features granite countertops, a large center island, stainless refrigerator, and sliding glass doors leading to a covered deck, perfect for outdoor grilling & dining, lounging, and watching the light dance across the water. An additional indoor sitting room can easily convert into a formal dining room. A gallery hallway leads to a spacious primary suite, two sumptuous bedrooms and a recently updated hallway bathroom. Spreading behind its double doors, the primary suite spans the entire northern wing of the upper level. The bedroom itself offers vaulted ceilings and peaceful lake views, leading seamlessly into a generous windowed en-suite bath with a whirlpool soaking tub, standing shower, and dual sinks. Beyond the bath, the suite expands into a large formal dressing room and a sun-filled lake-facing bonus room, accessible through French doors, and can function beautifully as a private sitting room, office, nursery, or additional bedroom. The lower level offers an additional living zone with three more bedrooms, a third full bath, a second propane fireplace, and a walk-out family room with a second expansive deck, a perfect level for guests, multi-generational living, or a dedicated recreation floor. Additional interior features of the home include central heat and air conditioning, an oversized 2-car garage, and double entry door. Exterior highlights include a paved circular driveway, leveled lawns leading to the shoreline, a high-yielding vegetable garden with imported soil, and a garden shed. An adjacent vacant lot is also available for sale, ideal for privacy, future expansion, or an additional homesite. Affectionately considered the crown jewel of the Catskills, Emerald Green is a desirable lake community comprised of three pristine mountain lakes. World class amenities include a newly installed olympic-size pool, splash pool, beach, marina, tennis, pickleball, basketball, fitness center, clubhouse, dog park, and year-round events. Dues are $850/year plus a temporary $725/year assessment for newly upgraded facilities. Dock slips are available at the marina for pontoon boat owners. Short-term rentals are not permitted, and long-term rentals are allowed only after two years of ownership. Centrally located near Rock Hill and Monticello, the region offers a diverse selection of shopping and dining, healthcare facilities, the Bethel Woods performing arts center, Kartrite waterpark, Resorts World casino, a championship golf course, breweries, and charming towns such as Narrowsburg and Livingston Manor. Minutes from a grocery store and acclaimed dining such as Cellio Steakhouse, Lotus, and Dos Gatos. Other nearby attractions include the Monticello Motor Club (currently developing a boutique hotel), the Eldred Preserve (resort and wedding venue), and the premium Chatwal Lodge at the Chapin Estate. Just 90 minutes from Manhattan by car, this home offers the perfect blend of year-round living, weekend escape energy, and lakefront serenity, cradled within one of the Catskills’ most amenity-rich communities.

61 Lake Shore Drive W, Rock Hill

$649,900

3 Beds ⋅ 2 Baths ⋅ 1033374 MLS

This distinctive Wolf Lake home was built in the 1960s by a respected local builder as his own year-round residence, with materials and craftsmanship that set it apart. Wide-plank solid white oak flooring runs throughout the first floor, while knot-free Georgia pine floors the upstairs bedrooms. A full-height brick fireplace with a cast-iron wood-burning insert anchors the living room, with partial lake views from the first and second floors. The kitchen pairs original oak cabinetry with a new soapstone countertop and sink. Both full baths have been thoughtfully renovated with finishes selected to complement the character of the home, including subway tile, hexagonal marble floors, beadboard wainscoting, restored vintage fixtures, and an Italian marble shower. A slate-floored sunroom with skylights and two sets of French doors provides approximately 200 square feet of additional three-season space beyond the home's 1,500 square feet of living area. A flexible first-floor room is well suited as an office, den, or recreation space, and high-efficiency Miele laundry is conveniently located on the first floor. Outside, cedar-shake siding, copper gutters, Pella windows, extensive stonework, fern beds, and a stone fire pit create an established and private setting. The detached two-car garage includes a separate rear workshop and provides the kind of storage that matters at the lake, with room for vehicles, kayaks, outdoor equipment, tools, and more. A long driveway provides generous additional parking. Deeded lake access is a short walk away, opening onto a broad sandy shoreline. Additional features include 200-amp electric service, a generator transfer panel, a whole-house water treatment system, oil-fired hydronic heat, a twelve-year-old roof with 30-year shingles, and a wooded 0.61-acre lot backing up to forever-wild land. Located within Wolf Lake, one of Sullivan County's most sought-after private lake communities, the property offers access to approximately 1,800 acres of member-owned protected forestland, three spring-fed lakes, a community beach, clubhouse, basketball court, playground, and additional recreational facilities, all approximately 90 minutes from the George Washington Bridge. Annual association dues are $1,350, with a one-time new-member fee of $5,250.

159 S Shore Drive, Wurtsboro

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