Sullivan Homes with Oversized Parking features

Welcome to Sullivan County, New York, a hidden gem nestled in the picturesque Catskills, where natural beauty meets a vibrant community spirit. Known for its stunning landscapes, Sullivan County offers a perfect blend of outdoor adventure and serene living, making it an ideal place for families, retirees, and everyone in between. With its rich history, charming small towns, and an abundance of recreational activities, Sullivan County invites you to embrace a lifestyle that celebrates both tranquility and excitement.

One of the standout features of homes in this enchanting county is the availability of oversized parking options. Imagine having ample space for your vehicles, RVs, or even a boat, all within the comfort of your own property. This feature is particularly appealing for those who enjoy outdoor activities, as Sullivan County is renowned for its hiking trails, fishing spots, and lakeside retreats. Whether you’re heading out for a weekend getaway or simply need extra space for guests, oversized parking ensures that your home is as functional as it is beautiful.

In Sullivan County, you can find a diverse range of homes equipped with these convenient parking features, allowing you to live your best life without the hassle of limited space. From cozy cabins to spacious family homes, each property offers a unique charm that reflects the area's rich heritage and natural surroundings. Discover the perfect home in Sullivan County, where oversized parking meets the tranquility of country living, and let your new adventure begin!

Newest Sullivan Homes with Oversized Parking features

$349,000

3 Beds ⋅ 2 Baths ⋅ 1047258 MLS

Tucked away on a quiet cul-de-sac, this inviting 3-bedroom, 2-bath home offers privacy, space, and a peaceful Catskills setting on nearly 6 acres. Inside, central air provides year-round comfort, while a brick fireplace creates a warm and cozy focal point for winter evenings. Multiple heating options include oil heat along with a coal/wood furnace, offering added flexibility through the colder months. Step outside to the composite back deck and take in beautiful sunsets and tranquil nature views, or gather in the gazebo for drinks, dinner, and relaxing outdoors. The home is topped with architectural shingles installed just 3 years ago and offers ample parking for up to 8 vehicles, in addition to a heated 2-car garage and separate storage shed. Despite its private setting, the property is just minutes from Hurleyville’s charming Main Street, the Sullivan O&W Rail Trail, Hurleyville Performing Arts Centre, local restaurants, and more. A wonderful combination of country tranquility, outdoor living, generous acreage, and convenient access to some of Sullivan County’s favorite destinations.

56 Columbia Drive, Hurleyville

$689,000

3 Beds ⋅ 2 Baths ⋅ 1040732 MLS

Set on 103 acres across three separate parcels, this Western Catskills property is for the buyer who wants room to stretch their legs and land that can actually be enjoyed. The three bedroom, two bath mobile home offers a comfortable home base surrounded by woods, open areas, and the kind of privacy that is getting harder to find. Step outside and spend the day hiking your own ground, riding ATVs, exploring the woods, or heading out for a day of hunting. When winter settles into the Catskills, there is plenty of room to enjoy the snow and the possibility of snowmobile recreation. With over 100 acres, there is always another corner of the property to explore. A large outbuilding adds valuable space for equipment, ATVs, tools, hunting and fishing gear, storage, or a workshop. Located close to Roscoe, New York, known as Trout Town USA, you are minutes from some of the Catskills’ best known trout waters, local restaurants and shops. Crystal Lake and additional state land are less than 10 minutes away, opening the door to even more hiking, fishing, hunting and outdoor recreation. Golf is only about five minutes away, giving you another way to spend an afternoon without traveling far. Whether you are looking for a primary residence, recreational getaway, hunting property, or simply a place where you can have some ground around you, this one offers something increasingly difficult to find. 103 acres, three parcels, a comfortable mobile home, a substantial outbuilding, privacy, recreation, and your own piece of the Western Catskills.

624 County Road 93, Roscoe

$339,000

2 Beds ⋅ 1 Baths ⋅ 1041986 MLS

Welcome to your turnkey, modern retreat designed for effortless living. This beautifully reimagined 2-bedroom, 1-bathroom concept bungalow seamlessly combines contemporary design with total peace of mind. High ceilings and clean lines create a bright, airy environment designed to maximize every square foot. The centerpiece of the home features an expansive kitchen island, custom cabinetry and premium finishes. Designer lighting, durable modern flooring and high end electrical upgrades throughout provide both luxury and efficiency. A tranquil bedroom with a sleek, spa inspired full bath boasts heated floors and contemporary design choices. Move in with complete confidence thanks to a new septic system and private well. All permits fully approved and on file. A clean, squared off parcel is designed for easy care, allowing you to spend more time on relaxing and less time on upkeep.

22 Downy Trail, Wurtsboro

$440,000

3 Beds ⋅ 1 Baths ⋅ 1035811 MLS

Endless possibilities await with this versatile mixed-use residential/commercial property (buyer to verify permitted uses and zoning). This brand-new construction offers the perfect opportunity to live, work, or invest—all in one location. The thoughtfully designed home features 3 bedrooms, 1 full bathroom, a new well, a new septic system, and an impressive four-bay garage complete with an automotive lift, making it ideal for business owners, hobbyists, or car enthusiasts. Whether you're looking to operate your business from home, enjoy owner occupancy, or create an income-producing rental, this property offers exceptional flexibility. Inside, you'll find modern finishes and an inviting open layout with seamless flow between the living and dining areas. A spacious covered front porch provides the perfect setting for relaxing or entertaining guests. Conveniently located just minutes from Monticello and all the recreation, dining, and year-round attractions the beautiful Catskills have to offer, this property combines convenience with opportunity. Competitively priced and full of potential, this is your chance to turn your vision into reality. Schedule your private showing today.

12 Gandy Lane, Monticello

$450,000

3 Beds ⋅ 2 Baths ⋅ 1027722 MLS

Opportunity Knocks in the Heart of the Catskills! Discover an exceptional opportunity in the charming hamlet of Jeffersonville, New York, where location, lifestyle, and investment potential come together on one remarkable property. This beautifully maintained 3-bedroom, 2-full-bath split-level home offers comfortable living with room to grow, all nestled along the banks of the famed Callicoon Creek. Step inside to find a warm and inviting layout, complemented by a fully finished lower level perfect for a family room, home office, recreation space, or guest quarters. Outside, a spacious deck overlooks an expansive backyard that gently stretches to over 100 feet of pristine Callicoon Creek frontage. Imagine relaxing by the water's edge, casting a fishing line, cooling off with a refreshing splash, or simply enjoying the peaceful sounds of one of Sullivan County's most treasured waterways. Multiple sitting areas along the creek create your own private outdoor retreat. Adding even more value is a separate two-car garage situated on its own deed, offering an extraordinary opportunity. With two separate deeds, the garage parcel is buildable for an additional residence (subject to municipal approvals), making this a rare offering for homeowners, investors, developers, or those seeking a multigenerational compound. Perfectly located, you're just a short stroll to the quaint shops, restaurants, and cafés of downtown Jeffersonville, while world-class entertainment at the Bethel Woods Center for the Arts—the legendary site of the original Woodstock festival—is only minutes away. Whether you're searching for a full-time residence, weekend getaway, investment property, or a chance to build while enjoying an existing home, this unique offering delivers endless possibilities. Live in one. Build on the other. Invest in your future. Properties with this combination of creek frontage, separate buildable parcel, prime location, and limitless potential are incredibly rare. Don't miss this golden opportunity—schedule your private showing today before someone else answers the call!

5089 State Route 52, Jeffersonville

$849,000

4 Beds ⋅ 3 Baths ⋅ 1019802 MLS

This modern farmhouse has it all! Completely renovated down to the studs in 2026, this 4 BR/2.5 bath home has a place for everyone! It sits on 10.5 acres of former farmland/pasture. From the spacious, covered rocking-chair front porch, walk into the living area on the right and you'll see gorgeous gleaming wood floors and a woodstove. The brand new kitchen is fit for the most discriminating chef, with its shining quartz counters to the new stainless steel appliances. You'll never see so much cabinet space! Kitchen continues and melds seamlessly with the laundry area and a bathroom off that. Walk further in to the home and see the extra living area, whether you use it as a dining room (although the kitchen has enough space for a table!) or Family Room. You'll love the wood accents-- the floor and built-in storage. The primary bedroom is also on the main level, spacious with an ensuite full bath and closet space. Upstairs find 3 more bedrooms and a full modern bath with a lovely, inviting soaking tub. There's also a landing off the staircase that could be used as a sitting area, workout space, etc.. Navian On-demand hot water heater. And there are THREE barns and a gorgeous stone "milkhouse/ice house" that sit on this amazing property. Serious space for a collector, artist, hobbyist. The land is lush: think of the gardens you could have here! Terrific to start a small farm; everything is in place for you! The long-range views will keep you mesmerized for years! It's western-facing, and you'll be able to see every sunset, from the mundane to breath-taking! You're away from it all here on Henderson Road, tranquility awaits. But you're just 20 minutes to Roscoe or Callicoon for shopping, terrific eateries, Farmer's markets, banks, Bethel Woods, and river fun.

180 Henderson Road, Hankins

$420,000

3 Beds ⋅ 1 Baths ⋅ 1020034 MLS

Tucked on a peaceful, private 4-acre lot on a quiet, dead-end road with no neighbors in sight, this beautifully maintained colonial home offers both serenity and privacy, surrounded by nature. Inside, the home has been lovingly updated – on the main floor, a spacious living room invites you in with rich hardwood floors and the comforting glow of a wood-burning stove. There is a formal dining room and a bedroom on the first floor. The open kitchen is the true heart of the home – featuring an island, perfect for casual dining or entertaining and a bright, inviting eat-in area. The kitchen is a warm gathering spot where cooking and connection come together naturally. Upstairs there’s an additional living room/family room and two bedrooms with plenty of closet and storage space and a full bathroom. A dedicated laundry area with full-size washer/dryer and a work-out gym can be found downstairs. Outside, the level yard is a blend of lush lawn and mature trees – apple, pear and peach along with blueberry bushes – creating a peaceful orchard-like escape. There’s a detached 2-car garage plus a 1-car garage below, and a large shed, all ideal for both vehicles and storage. Just a short 15-minute drive to Callicoon or Roscoe, you’ll have easy access to shopping, dining, and endless outdoor adventures. This is your chance to embrace the beauty, tranquility and excitement of the Catskills!

10 Hoffman Road, Fremont Center

$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

$799,900

3 Beds ⋅ 2 Baths ⋅ 1000304 MLS

Excellent opportunity for commercial development with prime frontage (over 1000 feet) on NYS Route 17B in the Town of Thompson. This property offers exceptional potential with a versatile layout and multiple existing structures. The 3-bedroom, 2-bath manufactured home on a full foundation needs work but could serve as a rental investment or unique live/work solution. A large two-bay garage with workshop space sits adjacent to the home, while a second oversized garage with additional storage is positioned separately on the property with its own driveway access from Route 17B. The land is open, fairly level, and gently tiered, with wooded sections adding privacy and character. Two existing permitted billboards provide additional income potential ($3840 annually). Route 17B continues to grow as a thriving commercial corridor, surrounded by expanding development and established businesses including service companies, auto dealerships, restaurants, gas stations, and professional offices. As the main gateway to the Town of Bethel and its many recreational lakes, including Swinging Bridge Reservoir and White Lake, this highly traveled route benefits from steady year-round traffic. The area is further enhanced by the nearby Bethel Woods Center for the Arts, located on the historic site of the 1969 Music Festival, drawing significant seasonal tourism and event traffic. Favorable HC-2 Highway Commercial zoning allows for a wide range of potential uses with Town approval. This is a rare opportunity to invest in a high-visibility location with exceptional long-term growth potential.

832 State Route 17B, Monticello

$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

$299,000

3 Beds ⋅ 1 Baths ⋅ 987715 MLS

Beautifully preserved and thoughtfully updated, this original 1930 Smallwood cabin offers the perfect balance of rustic charm and modern comfort. Immaculately maintained, the home features restored original wood floors, a bright and airy interior, and an inviting layout designed to bring the outdoors in. The sun-filled living space is complemented by a stone fireplace with insert, providing both ambiance and efficiency, along with a highly effective heating system for year-round comfort and central air for warmer months. Additional features include a renovated bathroom, partial basement with laundry, well and a brand-new septic system, and paved driveway. Ideally located within walking distance to the lake, mini falls and scenic hiking trails, this property also offers optional membership to the Smallwood Civic Association ($350 annually per household), granting access to the community beach, lake, and amenities including boating. Enjoy close proximity to lakeside dining, Golf Course, Bethel Woods Center for the Arts, with Resorts World Catskills casino just a short drive away. Short-term rentals are permitted in the area, offering excellent investment potential. All of this, just under two hours from New York City.

64 Cumberland Trail, Smallwood

$774,900

977670 MLS

Strategic redevelopment opportunity in the southern part of the Town of Thompson offers favorable Commercial Industrial zoning and unlimited potential. This amazing corner property boasts extreme high visibility and a high traffic count. Directly facing NYS Rt 17/ Interstate 86 delivers the exposure that will surely make your business flourish. Large frontage of 850+/- feet on two roads makes this level land a perfect choice for development and offers terrific access for all types of vehicles, machines and parking. Located between highway exits 106 and 107, this prime spot offers added appeal. Active businesses in the immediate vicinity include tractor, truck and auto rentals and dealerships, professional offices and utility companies. Listing consists of two lots totaling 2.24+/- acres. One lot fronts on Bridgeville Road (Old Rt 17) and has a mixed-use building currently rented and used for storage. Total square footage is 3250+ not including a spacious breezeway that connects the two buildings which are a 3 BR house plus a small warehouse with overhead door. Front parcel is already cleared, and the back vacant lot which fronts on Southwoods Drive is wooded. Combine the two for your project or develop them both separately. Near to Crystal Run Healthcare, Resorts World Casino, Shopping, restaurants, big box stores, Village of Monticello, Holiday Mountain Fun Park and many other area attractions, services and bustling communities. Zoning chart is attached in docs.

740 Southwoods Drive, Monticello

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