Monticello Homes with Garage Door Opener Parking features

Welcome to the charming community of Monticello, nestled in the heart of Sullivan County, New York. Known for its rich history and vibrant culture, Monticello offers an inviting atmosphere for families and individuals alike. One of the standout features of this area is its commitment to education, with the Monticello Central School District providing an exceptional learning environment. The district is dedicated to fostering academic excellence and personal growth, offering a wide range of programs and extracurricular activities that cater to students' diverse interests and talents.

Families residing in Monticello benefit from the district's strong emphasis on community involvement and support, ensuring that every child receives the attention and resources they need to thrive. With highly qualified educators and modern facilities, Monticello schools prepare students for success in a rapidly changing world.

In addition to its educational offerings, Monticello boasts a variety of beautiful homes, many of which feature convenient garage door opener parking. Imagine returning home after a long day, effortlessly parking your vehicle in your garage with just the push of a button. This thoughtful amenity not only enhances your daily routine but also provides added security and protection for your vehicle from the elements.

Whether you’re a first-time homebuyer or looking to upgrade, Monticello’s real estate market features a diverse selection of homes that cater to different lifestyles and budgets. Embrace the charm of Monticello, where quality education and comfortable living come together seamlessly, making it the perfect place to call home.

Newest Monticello Homes with Garage Door Opener Parking features

$375,000

2 Beds ⋅ 2 Baths ⋅ 1047643 MLS

Looking for a home with flexible living space and outdoor entertaining areas in Sullivan County? Welcome to this 2-bedroom, 2-bath Raised Ranch in Wurtsboro, located within the Monticello School District. Built in 2004 and offering approximately 1,524 square feet on 0.46 acres, the home features a bright, open living and dining area with hardwood floors, recessed lighting, and a wall of windows bringing natural light into the main living space. The kitchen offers generous wood cabinetry, ample counter space, newer appliances, and an open connection to the dining area. The lower level includes a family room, full bath, dedicated office and an additional room that can serve as space for guests, fitness or hobbies. The outdoor spaces extend the home's living and entertaining options. A spacious elevated back deck provides room for grilling, outdoor dining, and seating while overlooking the surrounding mature trees. The fenced backyard offers lawn space along with a stone patio and fire-pit area, creating another dedicated outdoor gathering space. Established landscaping, mature trees, and a storage shed add to the functionality of the approximately half-acre property. The roof was updated approximately seven years ago, providing another notable improvement. Conveniently located near schools, shopping, parks, transportation options, and major routes, this property offers a combination of indoor flexibility and usable outdoor space. It may be a strong match for buyers searching for a Raised Ranch in Wurtsboro under $400K, a Sullivan County home with hardwood floors and a home office, or a property with a deck, fenced backyard, fire pit, and outdoor entertaining space.

32 Nightingale Trail W, Wurtsboro

$485,000

5 Beds ⋅ 5 Baths ⋅ 1033578 MLS

Builder's Home ! Very Large 5 Bedroom, 4.5 Bath Contemporary home, 2 car garage with extra lot totaling over 2+ acres privately set off the road. The custom build home with a kitchen, dining room, living room. This unique home has many large windows, a first floor master bedroom with ensuite bath, and a sunken Library/Family Room with a wood-burning fireplace. There is a second master bedroom with ensuite bathroom that has a second fireplace. The downstairs area is finished for entertainment with a brand new second kitchen. This home has a unique Electric Energy Storage Heating system that allows you to buy electric when rates are the lowest and with thermostats in every room. There are two central air conditioning systems. Located in the Storybook Charming Hamlet of Smallwood in Bethel, NY where the 1969 Woodstock Festival took place and now is home to Bethel Woods. Smallwood is a lake community with amenities that flexible to the ones lifestyle. The extra vacant lot next to this home is included. Make this your home!

106 Pine Grove Road Tr 127, Smallwood

$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

$1,450,000

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

$1,295,000

2 Beds ⋅ 2 Baths ⋅ 1045159 MLS

For those who believe the garage is the most important room in the house, welcome to Motor Club Estates. Set within the exclusive Monticello Motor Club community, this beautifully appointed two-bedroom, two-bath condo offers a rare combination of sleek and modern comfort, serious car storage, and a front-row seat to the Catskills’ most distinctive lifestyle destination. Offered fully furnished and move-in ready, the residence makes an effortless weekend escape or full-time home base. However the real showstopper may be right outside: a private garage with two installed lifts and capacity to accommodate up to eight cars - an exceptional setup for the car collector, enthusiast, or anyone whose idea of a well-appointed upstate escape includes ample for the collection. To keep your driving physique in tip-top shape, a fully equipped gym and indoor pool are right outside the condo’s front door. The Monticello Motor Club brings the country-club concept into decidedly higher gear. Its professionally designed circuit features 4.1 miles of race-grade asphalt, with a 3.6-mile Full Course offering 20 turns and 450 feet of elevation change. Club offerings include professional driving instruction, access to a high-performance fleet featuring BMW, Porsche, and Mazda race cars, karting, off-road experiences, vehicle maintenance and storage, and concierge services. Beyond the track, Monticello Motor Club offers the polish of a private club, with a member clubhouse overlooking the start/finish area, farm to table dining featuring seasonal Hudson Valley and Catskills specialities, private locker rooms, trackside viewing areas, event spaces, and a 16,000-square-foot Collector Car Gallery. Whether you're chasing lap times, collecting cars, or simply looking for an exceptionally fun Catskills escape, this is upstate living with a little more horsepower. Arrive, unpack, garage the toys, and enjoy. Vroom vroom!

11 Serenity Lane Unit #1A, Monticello

$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

$3,595,000

4 Beds ⋅ 8 Baths ⋅ 1037747 MLS

Discover the Mayfly Inn at The Chapin Estate, an Adirondack-inspired lakefront sanctuary where rustic elegance meets refined leisure. Tucked within a private natural setting, this exceptional compound has been thoughtfully curated for those who value craftsmanship, comfort, and the timeless allure of waterfront living. From the moment you arrive, Mayfly Inn reveals itself in layers. Warm wood tones, lodge-style architecture, and bespoke details create an atmosphere that feels both elevated and effortless. The main living spaces are designed for gathering—grand yet inviting, with a natural flow that encourages conversation, connection, and quiet moments by the fire. Beyond the traditional bedrooms, the home offers additional bunkrooms and flexible recreational spaces, ideal for hosting extended family and accommodating guests with ease and sophistication. Curated furnishings ensure the home is ready to enjoy from the very first day. Exceptional features of this home include a full dog wash station, billiard's corner, full bar in lower den with lake view and a stone archway leading to an artfully designed wine cellar. Outdoors, the property is truly a private resort. An oversized connecting breezeway serves as a covered deck for outdoor dining and fireside chats. In the distance, a dock extends into the waters of the Toronto Reservoir, offering a front-row seat to sunrise paddles, afternoon swims, and evenings when the lake turns to glass. The grounds are enriched with thoughtful amenities, including a charming putting green perfect for leisurely practice or friendly competition. A 4-seater ATV makes navigating these 5 acres a breeze. Every corner of Mayfly Inn is designed to elevate the experience of being here—whether it’s a summer weekend filled with laughter, a crisp autumn escape, or a winter retreat where the world feels wonderfully still. This is more than a lake house; it’s a place where memories gather, traditions deepen, and the beauty of the Catskills becomes part of your everyday rhythm. Mayfly Inn invites you to live luxuriously while being connected to the water, the land, and the people that matter most. Located at the Chapin Estate, a 4-season gated residential preserve on 2,500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of freshwater lakes and trout streams; 9+ miles of hiking, biking and snowshoe 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.

60 Top Ridge Trail, White Lake

$450,000

4 Beds ⋅ 3 Baths ⋅ 1000774 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial located in the highly sought-after Emerald Green community in Rock Hill. Combining spacious living, thoughtful upgrades, and exceptional community amenities, this home offers the perfect blend of comfort, functionality, and lifestyle. A charming covered front porch stretches across the front of the home, offering the perfect spot to enjoy morning coffee, unwind outdoors, or take in the peaceful surroundings. inside Come inside through the welcoming foyer featuring soaring open-to-second-floor ceilings, a stunning chandelier, and an oversized half-moon window that fills the entryway with natural light and creates an elegant first impression. The first floor offers an inviting open-concept layout ideal for both everyday living and entertaining, featuring hardwood flooring throughout the main living areas and hardwood stairs that add warmth and timeless character to the home. The spacious kitchen features tiled flooring, newer stainless steel appliances, a flexible double oven gas range, stainless steel range hood, ample cabinetry, and room for casual dining, while also connecting seamlessly to a separate formal dining area. Flowing directly from the kitchen is the expansive main living room centered around a cozy propane fireplace and opening into an additional flex space perfect for a home office, sitting room, playroom, or den. Central air conditioning provides year-round comfort throughout the home. Upstairs, all four bedrooms are generously sized, including a spacious primary suite with semi-vaulted ceilings, a walk-in closet, and a private ensuite bath complete with double sinks, a Jacuzzi tub, and separate stand-up shower. The second-floor hallway also features hardwood flooring, while carpeting is limited to the bedrooms for added comfort. A conveniently located second-floor laundry room, pull-down attic access, and abundant storage throughout add to the home’s everyday convenience. The unfinished walk-out basement provides exceptional future potential with sliding glass doors leading directly to a newly installed stamped concrete patio—creating endless possibilities for additional living space, a home gym, recreation room, entertainment area, or guest suite. Outdoor living is a standout feature of this property, with both an upper deck featuring exterior staircase access and a peaceful year-round stream directly behind the home, creating a relaxing natural setting ideal for entertaining or unwinding. Additional highlights include an attached two-car garage for easy everyday access offering excellent space for outdoor equipment, tools, hobbies, or additional storage needs. Located within the Emerald Green community, residents enjoy access to three lakes, including a private beachfront area with lake access, seating, and recreational space. The recently updated community amenities offer a true resort-style experience featuring multiple pools including, swimming lanes, and relaxing lazy river area, along with poolside seating and covered picnic areas. Additional amenities include boat launches, tennis and basketball courts, indoor recreational facilities with basketball court and exercise equipment, outdoor handball courts, pickleball courts, clubhouse access, fitness center, and much more. Whether relaxing in summer days by the lake, enjoying the community amenities, entertaining on the patio and deck, or relaxing to the sounds of the nearby stream, this home offers the lifestyle buyers have been waiting for. Move-in ready with modern features, generous living space, and endless potential to make it your own, the possibilities are endless in this exceptional commuter friendly location.

16 Plymouth Lane, Rock Hill

$360,000

3 Beds ⋅ 3 Baths ⋅ 997747 MLS

Welcome to your turnkey oasis in the heart of the Catskills! This spacious split-level home combines modern structural peace of mind with a prime location just 90 minutes from NYC and 30 minutes from Middletown. Brand new roof (2020), a modern septic system (2022), and a high-efficiency boiler (2025). Thoughtful split-level layout featuring a bright main-floor living room and a spacious downstairs family room—perfect for kids, guests, or entertainment. Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage. Enjoy unparalleled access to world-class entertainment, local amenities, and regional transportation. Minutes away from Bethel Woods Center for the Arts, premier area casinos, and thrilling water parks. and accessible transportation links for an easy commute. Move right in and start enjoying the perfect blend of modern maintenance-free living and a resort-style local lifestyle! Accommodations: Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage.

2 Sunset Drive, Monticello

$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

$1,395,000

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

$359,000

4 Beds ⋅ 2 Baths ⋅ 974422 MLS

Large spacious Renovated 2 story Ready to move in - house is on a quiet residential block in heart of Monticello. Featuring 4 Bedrooms, 2 Bathrooms - Each floor has 2 bedrooms and 1 bathroom - total of 4 bedrooms. Brand new kitchen with Quartz countertop with 2 separate sinks, Electric oven Range - Refrigerator2 bedrooms, family room, dining room, 1 bath on first floor - 2 bedrooms, 1/2 bath on 2nd floor - All rooms have lots of windows, All bedrooms have walk in closets , High ceilings - Very nice big yard - All wood Floors, large clean u unfinished basement with 7 windows with about 1200 square feet that could be made into rooms - Brand new deck, New Electrical Upgrade 200Amps, New sump pump close to the Town, schools, Banks, Restaurants, Aldi`s, Walgreen's, Walmart, Home Depot, Shoprite, Mountain Mall.

105 Wood Avenue, Monticello

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