Monticello Homes with Detached Parking features

Welcome to Monticello, New York—a charming village nestled in the heart of Sullivan County. Known for its picturesque landscapes and vibrant community, Monticello is an ideal place for families looking to settle down in a peaceful yet engaging environment. One of the standout features of this delightful area is its highly regarded school district, which is committed to providing quality education and fostering a nurturing atmosphere for students. The Monticello Central School District offers a variety of programs designed to cater to diverse learning needs, ensuring that every child has the opportunity to thrive academically and socially.

In addition to its educational excellence, Monticello boasts a range of beautiful homes that cater to various lifestyles. Many properties in the area come equipped with detached parking, offering homeowners the convenience and flexibility they desire. Whether you're looking for a cozy single-family home or a spacious residence perfect for entertaining, Monticello’s real estate market has something for everyone.

Imagine coming home to a charming abode with a private driveway, where you can easily park your vehicles and enjoy the freedom of space. With the stunning backdrop of the Catskills and a thriving local culture, Monticello not only provides a comfortable living experience but also a sense of community that is hard to find elsewhere. Explore the possibilities of calling Monticello home, where education, comfort, and charm come together seamlessly. Your dream home awaits!

Newest Monticello Homes with Detached Parking features

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 1027783 MLS

An exceptional opportunity in the heart of the Sullivan Catskills, just 90 miles from New York City. Surrounded by pristine lakes and reservoirs and minutes from renowned destinations including Resorts World Catskills, Bethel Woods Center for the Arts, the exclusive Monticello Motor Club, and a wealth of year-round recreation, this remarkable 413+ acre offering presents an extraordinary investment with tremendous potential. Comprised of 17 contiguous parcels, the property is ideally positioned for a residential development or private estate. Infrastructure is already underway with an access road in place and 12 build-ready lots, allowing construction to begin immediately while plans are developed for future expansion. Also included is a four-bedroom, four-bath home with a detached two-car garage. While the residence requires renovation, it offers tremendous versatility as a contractor's headquarters, hunting lodge, rental property, or private country retreat. The landscape is truly spectacular, featuring dramatic rock outcroppings, a mix of mature hardwoods and evergreens, abundant wildlife, stream, and pond. The wooded terrain provides exceptional privacy and creates an ideal setting for thoughtfully designed homesites immersed in nature. Zoned RR-2 with a minimum two-acre lot size and required setbacks, the property offers significant development flexibility. The zoning table is available in the document section for review. Large, contiguous tracts of this size and quality rarely become available in the Sullivan Catskills. Whether your vision is a thoughtfully planned residential community, a luxury retreat, or a long-term land investment, this is an opportunity with exceptional upside. Buy land - they aren't making any more of it!

118 Hilltop Road, Monticello

$724,900

1 Beds ⋅ 2 Baths ⋅ 1025764 MLS

This is a rare opportunity to own more than 18 acres in the highly desirable Town of Bethel, complete with an absolutely charming post-and-beam rustic cabin and exceptional short-term rental potential. Tucked back off the road at the end of a long private driveway, the setting is peaceful, secluded, and surrounded by expansive lawns and mature woodland. Extensive road frontage adds to the property's privacy and future possibilities. Inside, the cabin is full of warmth and character, featuring exposed timber beams, knotty pine accents, soaring beamed ceilings, a dramatic floor-to-ceiling stone fireplace, and an open-concept living area designed for gathering. The spacious loft serves as an oversized primary bedroom with a half bath and walk-in closets, with ample room to create a second bedroom and expand the bath to a full bathroom if desired. A welcoming covered front porch is the perfect place to relax and enjoy the tranquil surroundings, while the rear deck overlooks an inviting outdoor entertainment area complete with a basketball hoop, playground area, and fire pit. A large barn with an overhead door provides abundant storage for ATVs, recreational equipment, and all the necessities for country living. Whether you're hiking, riding ATVs, horseback riding, or simply exploring your own private retreat, this remarkable property offers so many opportunities to enjoy the outdoors. Conveniently located just minutes from Bethel Woods Center for the Arts, area lakes, Resorts World Catskills Casino, The Kartrite Resort & Indoor Waterpark, and a variety of popular restaurants and attractions, it offers the perfect balance of privacy and accessibility. The cabin has a proven history as a successful short-term rental, making this an outstanding opportunity for both personal enjoyment and investment.

62 Airport Road, Mongaup Valley

$230,000

2 Beds ⋅ 2 Baths ⋅ 1023110 MLS

Charming 2 bedroom with 1.5 bathrooms in the village of Monticello, NY. This home features a eat in kitchen and owner added a tv room room onto the home for additional living space. Close to shopping and restaurants. Move in and update at your leisure. Come view and make an offer. Sold AS-IS.

5 High Street, Monticello

$469,000

3 Beds ⋅ 2 Baths ⋅ 1017024 MLS

Nestled on more than 5 private acres in beautiful Sullivan County, this move-in-ready home offers the perfect blend of comfort, space, and convenience. Known for its abundant outdoor recreation, Sullivan County provides endless opportunities for fishing, boating, hiking, and enjoying nature. The home features two first-floor bedrooms, including a spacious primary suite complete with its own fireplace and a luxurious en-suite bath featuring a soaking tub. Hardwood floors flow throughout the main living areas, while the oversized living room showcases a cozy wood-burning fireplace. A formal dining room and a full bathroom with double sinks add both functionality and charm. The well-appointed kitchen offers stainless steel appliances, a breakfast bar, a premium Viking range, and sliding glass doors leading to the fenced backyard and detached two-car garage. Upstairs, you'll find two additional rooms with newer carpeting, offering flexibility for guest rooms, home offices, or hobby spaces. The partially finished full basement provides additional living space ideal for a family room, recreation room, or home gym. Conveniently located just minutes from Highway 17, this property is ideal for commuters while still offering privacy and tranquility. Enjoy easy access to popular destinations including Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Bethel Woods Center for the Arts, and LEGOLAND. Come experience the beauty, privacy, and endless possibilities this exceptional property has to offer!

2643 State Route 209, Wurtsboro

$472,000

3 Beds ⋅ 2 Baths ⋅ 1012054 MLS

Tucked away on 2.4 picturesque acres along a quiet country road, this beautifully maintained ranch-style home offers the perfect blend of privacy, comfort, and convenience in the heart of Rock Hill. Featuring 3 bedrooms and 2 full baths, this inviting residence has been thoughtfully updated and meticulously cared for throughout. The renovated kitchen showcases granite countertops, stainless steel appliances, custom cabinetry, and an open dining area designed for both everyday living and entertaining. A warm and welcoming living room with a wood-burning fireplace creates an ideal gathering space, while the spacious primary suite offers a large closet, updated bath with tiled shower, and a charming three-season sunroom overlooking the peaceful backyard. Featuring soaring cathedral ceilings, rich wood accents throughout the walls and ceiling. Additional highlights include a finished lower level ideal for a recreation room, gym, office, or den, plus ample storage space. Enjoy relaxing on the rear deck surrounded by nature and the soothing sounds of the stream that winds through the property. Also a brand new two car detached garage. A whole-house generator adds comfort and peace of mind year-round. Beautifully immaculate home. Clean, fully updated, stunning home. VERY private property, convenient location. One level living with finished lower level for all your gatherings. Conveniently located just minutes from Resorts World Catskills, Bethel Woods, lakes, hiking, breweries, restaurants, and many of Sullivan County’s most popular destinations — and approximately 90 minutes from NYC. A wonderful opportunity to enjoy serene country living with easy access to modern conveniences.

284 Bowers Road, Rock Hill

$849,900

3 Beds ⋅ 2 Baths ⋅ 999825 MLS

On any lake, the lot is everything and this property delivers the kind of waterfront that is increasingly difficult to find: level to gently sloping, just three steps down from the deck to the waterfront, a natural pebble-and-sand swimming area, and a private dock, all without the steep grades or soft bottoms that define so many lakefront parcels in the region. The lake-facing wall of windows fills nearly every main living space with water views, while lakeside deck, newly built in 2025, extends the living area directly toward the shoreline. This well-maintained chalet offers 3 bedrooms and 2 full baths across 1,767 square feet, with an open layout that provides genuine first-floor flexibility. Two bedrooms and a full bath are located on the main level, allowing comfortable single-level living if desired. Upstairs, the nearly 24x17 primary suite occupies the entire second floor, complete with its own bath and an open loft-style overlook toward the great room and lake below. Major infrastructure improvements are already in place, including a new house roof (2020), new deck (2025), new garage roof (2025), exterior painting (2021), propane hot water baseboard heat, drilled well, septic, and a detached oversized two-car garage with approximately 600 square feet of space plus a large stand-up storage loft accessible by a legitimate staircase. Located within Wolf Lake, one of Sullivan County’s most sought-after private lake communities, members enjoy access to approximately 1,800 acres of protected forestland, 3 spring-fed lakes, community beach, clubhouse, basketball court, playground, and recreational facilities, all approximately 90 minutes from the George Washington Bridge. Annual HOA: $1,350. One-time new-member fee of $5,250.

382 S Shore Drive, Rock Hill

$995,900

2 Beds ⋅ 2 Baths ⋅ 999813 MLS

Positioned on a southwest-facing Lakefront lot, 178 Canal Road delivers what most Wolf Lake buyers spend years searching for and rarely find: a property where the original character has been honored, the modern systems are already done, and the lake views are among the finest. The 1940 stone exterior (uncommon in this community) sets the tone from the first impression, and that same stone carries inside, becoming a living design element in the primary suite, the formal dining room, and the lower-level living room, each with an elevated view. The southwest orientation and point position create the light effect of "diamonds on the water" that is difficult to describe and impossible to forget. The finished lower level, with a wall of glass, opens directly to a custom stone patio, a built-in stone grill, and an outdoor dining area where the craftsmanship is unmatched. The infrastructure behind this home is equally resolved: Whole-home generator, central air, a detached two-car heated garage, a finished walkout basement. A small fenced kitchen herb garden sits just off the entry patio area; the garage placement creates privacy from the street while the lake side remains entirely open to the water and the evening sky. Wolf Lake is one of Sullivan County's most sought-after private lake communities; 1,800 acres of protected forestland, three spring-fed lakes, a community beach, miles of hiking trails, a clubhouse, and a full calendar of events. 90 minutes from the George Washington Bridge. One-time membership fee: $5,250. Annual dues: $1,350. A property where the rustic and the resolved exist in the same moment, a version of lake life that does not require compromise, 178 Canal Road.

178 Canal Road, Wurtsboro

$849,000

3 Beds ⋅ 2 Baths ⋅ 990790 MLS

What is most impressive are the water views every day - every season. Waterfront living on Division Pond, one of 3 lakes in the legendary Wolf Lake community. An impeccable 3-bedroom, 2 bath lake house that has been fully remodeled throughout. 2600+ sq ft across 3 levels. Enjoy exceptional lake views from nearly every window. Breathtaking sunsets that make every evening unforgettable. Enter the home from an expansive deck that overlooks this glorious lake where you can soak in the natural surroundings — an ideal spot to add a hot tub! You enter into a foyer with a closet for storage. The home then invites you into a well-appointed living room to gather around a fireplace that warms the room with solid wood floors. But the true focal point is the breathtaking view framed by expansive Anderson windows. The first floor also offers a bedroom, an office or flex room and a full bath; with a walk-in tiled shower, Wood-Mode cabinetry, granite countertops, and tiled flooring. The living area flows into a lovely dining room overlooking the lake. The kitchen shines with stainless steel Whirlpool appliances, propane gas stove, Cambria engineered quartz countertops, tiled backsplash, a farmhouse-style sink, custom Wood-Mode cabinetry, wine cooler, compactor and tiled wood floor. From the kitchen, step out to a spacious screened-in porch overlooking the yard and lake for extra seasonal dining. The upper level features a spacious primary bedroom with a stunning lake view framed with a custom picture window, perfect for stargazing. Closets feature a walk-in closet, plus an additional three-door closet. A guest bedroom and shared full bathroom complete this level. The bath features double sinks with granite countertops, Wood Pro cabinetry, tiled floors, and a tiled soaking tub with shower. A finished walk-out basement leads you to a spacious green lawn that backs up to Forever Wild land. This is the last home on Division Road, affording exceptional privacy. The lower level includes a recreation area and a laundry room. Year-round comfort is assured with baseboard hot water oil-fired heat, a gas fireplace, water filtration, and window A/C. In all, 2660 sq ft across 3 levels. Completing this unique property is a fully insulated 2-car garage with electric charging station — perfect for vehicles, boat storage, or a workshop. A brand-new septic system has already been installed to Wolf Lake's standards valued at $62,000. May come completed furnished! Immaculately kept and freshly painted - move right in! Wolf Lake is unlike any other lake community. Residents are not just homeowners — they are shareholders in a 2,000-acre preserve encompassing a chain of three pristine lakes and protected woodland. Guided by a "Forever Wild" creed, the community is committed to preserving the natural integrity of its waters, forests, and watershed for generations. Community amenities are exceptional: hiking trails, 4-wheel terrain access, a shooting range, hunting grounds, and outstanding fishing. The community amenities include a sandy beach, clubhouse, volleyball, pickleball and basketball courts, and ball field for year-round recreation. In winter, enjoy ice skating and fishing on Bass Pond. You may also dock your electric pontoon or sailboat with private direct access to Wolf Lake just across Division Road — a magnificent 350-acre lake. While this property is not a direct lakefront it provides unobstructive lakefront views with shared access to Division Pond by just 2 homeowners. Whether you're seeking a full-time residence or the perfect second home retreat, this community warmly welcomes both. Except no rentals. This is your opportunity to own a permanent piece of Wolf Lake's natural legacy. Located 90 minutes to NYC and close proximity to Crystal Run Health Care, Center for Discovery, Bethel Woods Performing Arts Center, casino, water park, skiing, world-class golf, breweries, quaint towns, eateries.

8 Division Road, Wurtsboro

$645,000

3 Beds ⋅ 2 Baths ⋅ 994619 MLS

ATTENTION!!!! Calling All Animal Lovers and Homesteaders!!! Now being offered for sale. This lovingly lived in and cared for, Beautiful Gentleman's Farm! Be the first to come and inspect this 7-plus acre, 1890 farmhouse and property located in the quaint and thriving rural community of Forestburg, NY. The present owner was working this Farmette for several years as a successful Christmas Tree farm. Alas, it is time to move on and allow the new owners the opportunity to envision and realize their own dreams for this amazing property and home. This property also envelopes a lovely portion of the Black Brook, a 6.6-mile-long tributary to the Mongaup River in the town of Forestburg. The Black brook is home to brown and brook trout and your own private swimming hole for those hot and lazy days of summer! This property is also just a stone's throw to the Forestburg Playhouse where you can take in a show or 2 at New Yorks oldest continuously operating professional summer theater. Or take a short walk to the Mongaup Valley Wildlife Management Area where you can spend the day hiking before sitting at the blind for eagle watching at feeding time. Having a weekend soiree or July 4th shebang?! Then, put out the new sheets in the adjacent, 3-season recreational-cabin with beautifully appointed tiled bathroom! Whether it's fileting your freshly caught trout, frying up some freshly picked eggs, grilling some freshly harvested vegetables or selling some fresh goats milk, produce or wares, you won't be disappointed with what you are able to experience, realize and most importantly, how you can live your life to its fullest on this, "Slice of Heaven" mini-estate. With very little work, you can create your own vision for this beautiful property. Add desire and intention with the voice and dream that's been inside of you for years and come out to see this gentleman's farm. Make your appointment today, bring the horses and don't forget your checkbook.

983 Plank Road, Forestburgh

$524,900

3 Beds ⋅ 3 Baths ⋅ 987355 MLS

Occasionally, an exceptional property comes to market in the desirable Smallwood Lake community, and this is one of them. Set on over two acres of beautifully maintained private land on a quiet dead-end road, this meticulously updated home checks all the boxes, including a detached three-car garage. The home features an open-concept living and dining area anchored by a wood-burning fireplace, flowing seamlessly into a stunning sunroom overlooking the expansive deck and picturesque grounds. The kitchen offers space for a cozy dining area and enjoys views of the landscaped side yard. The primary suite includes a full ensuite bath and glass doors leading to a peaceful, private covered porch. Two additional bedrooms feature oversized windows that flood the rooms with natural light and showcase the surrounding scenery. The lower level includes a one-car garage, a roughed-in half bath, a utility room with workspace, and three additional finished rooms offering flexible storage or use options. The setting is truly special, with frequent wildlife sightings and thoughtfully designed outdoor spaces, including a fire pit, gazebo, hot tub and gardens. Smallwood residents enjoy access to Mountain Lake for swimming, fishing, and boating, as well as sports courts and a clubhouse (membership required). Heated pool at the Smallwood Club is also available. The nearby 100-acre Smallwood Preserve offers hiking trails, outdoor exercise equipment, and a scenic waterfall. Bethel’s state-of-the-art dog park is just around the corner, and Bethel Woods Center for the Arts, along with waterfront dining and motorboat lakes, is only a 10-minute drive away. A full list of upgrades is available upon request.

8 W Delaware Place Extension, Smallwood

$349,900

4 Beds ⋅ 2 Baths ⋅ 934822 MLS

Follow a stone-lined walkway and enter this wonderful cottage retreat near beautiful Yankee Lake in Wurtsboro. This charming four-bedroom home offers lake rights to a serene 410-acre lake, with lake access just a three-minute walk away at McClay’s Landing. A generous covered porch welcomes you into a dramatic cathedral-ceiling living room featuring a wood stove with stone hearth, creating the perfect gathering space for relaxing year-round. An open staircase leads to a loft overlooking the main living area, while two upstairs bedrooms provide comfortable accommodations for family and guests. The renovated kitchen flows into a distinctive dining room highlighted by unique curved walls and warm cottage character. Numerous recent upgrades have enhanced both comfort and efficiency, including mini-split systems for heating and cooling, updated plumbing and electrical, and the addition of a beautifully designed backyard sitting area ideal for outdoor entertaining and quiet evenings under the stars. The property also includes valuable storage space and a detached two-car garage. Located just 90 minutes from NYC, this home offers the perfect balance of peaceful lake living and convenient access to year-round Catskills recreation. The Yankee Lake clubhouse and basketball court are nearby, and residents enjoy fishing, sailing, kayaking, and swimming on this quiet hidden gem of a lake. Outdoor enthusiasts will appreciate the endless nearby activities including hiking, snowmobiling, ATV trails, skiing at Holiday Mountain, and exploring the natural beauty of the Catskills. Shopping, restaurants, and services are close by in Wurtsboro and Rock Hill, while popular destinations such as Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, LEGOLAND New York Resort, and Bethel Woods Center for the Arts are all within easy reach. Whether you are looking for a full-time residence, weekend escape, or Catskills getaway, this special Yankee Lake home offers comfort, charm, and an exceptional lifestyle opportunity.

184 Yankee Lake Road, Wurtsboro

$375,000

2 Beds ⋅ 1 Baths ⋅ 985206 MLS

Newly rebuilt from the ground up in 2022 with quality in mind, this turn-key ranch blends modern aesthetics with country charm and the ease of true single-level living. The bright, open-concept floor plan welcomes you with airy spaces, gleaming hardwood floors, and a modern kitchen featuring quartz countertops, an oversized island with seating, and stainless steel appliances. The centerpiece of the main living area is a newly installed pellet stove, providing both a cozy ambiance and efficient warmth throughout the home. Both bedrooms offer ample space and double closets for maximum storage, while a laundry room is conveniently located just off the kitchen and provides additional pantry storage. Situated on a level, cleared corner lot, the exterior boasts a classic covered front porch and a large wrap-around deck perfect for entertaining. The property also includes a detached garage equipped with electric, a separate workshop/storage space, and an additional garden shed. Ideally located for commuters just off Highway 17, you are only minutes away from the shops and dining in the quaint Village of Wurtsboro. Everything here has already been done for you - nothing left to do but move right in!

46 Fern Trail, Wurtsboro

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