Sullivan Homes with Driveway Parking features

Sullivan Homes with Driveway Parking features

Welcome to Sullivan County, New York—a hidden gem nestled in the heart of the Catskills, where scenic beauty meets a rich tapestry of history and culture. Known for its breathtaking landscapes, Sullivan County is a haven for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life. With its rolling hills, sparkling lakes, and lush forests, this area offers countless opportunities for hiking, fishing, and exploring the great outdoors.

Sullivan County is home to charming towns and vibrant communities, each with its unique character. From the lively atmosphere of Monticello to the quaint streets of Liberty, you'll find a delightful mix of local shops, restaurants, and cultural attractions. The county also boasts a rich history, with landmarks and museums that tell the story of its past, including the famous Bethel Woods Center for the Arts, the site of the original Woodstock Festival.

When it comes to real estate, Sullivan County offers an array of homes that cater to a variety of lifestyles. One of the standout features of many properties in this region is driveway parking. Imagine coming home to a spacious driveway that not only provides convenience but also adds to the overall appeal of your property. Whether you’re entertaining guests or simply enjoying the ease of access, homes with driveway parking are a practical and desirable choice for families and individuals alike.

Discover the charm of Sullivan County, where your dream home awaits amidst nature’s splendor and a welcoming community. Embrace the serenity and convenience that come with living in this idyllic part of New York!

Newest Sullivan Homes with Driveway Parking features

$425,000
3 Beds 1 Baths 1049613 MLS
A charmer of a 1940s cottage, where original timber beams, a stone fireplace, and mature flower gardens are thoughtfully blended with modern comforts. Set on just over an acre atop Shandelee Mountain, the three-bedroom home feels wonderfully tucked away, yet sits just moments from Livingston Manor and the Catskill Park. Inside, a heart-shaped key latch is the first of many characterful details. The entry opens into an intimate living and dining space centered around a stone-surround wood-burning fireplace and cocooned beneath original timber beams. The adjacent kitchen has been renovated from the studs, with newer appliances, botanical wallpaper, and direct access to the garden. Two bedrooms and a freshly renovated full bath occupy the main floor, while an unassuming panelled door reveals a staircase to the unexpected third bedroom upstairs—a vaulted retreat with a reading nook and storage tucked into the eaves. Outside is where the property really comes into its own. Years of thoughtful planting have created mature gardens filled with hydrangeas, dahlias, coneflowers, vegetables, herbs, and seasonal flowers. A large fenced garden sits alongside an almost-secret seating area and outdoor shower, while a wildflower meadow stretches out behind the house toward neighbouring farmland and a pond where cows gather on summer afternoons. A newly built elevated deck makes the most of the view, with space for outdoor dining and a modern hot tub for soaking under the stars. A detached garage has been converted into a home gym/flex space, while the full walk-out basement provides additional utility and storage. It’s the kind of setting that makes you feel far removed from civilization, but the reality is quite different. Livingston Manor, with its lively collection of restaurants, breweries, specialty grocers, shops, and galleries, is just minutes away. The pristine rivers and trails of the Catskill Park are equally close, and NYC is less than two hours away. Whether you’re enjoying a drink beside the fire, tending the garden, or soaking in the hot tub as the sun disappears over the meadow, Shandelee Mountaintop Cottage works just as well as a full-time home as it does a weekend retreat and basecamp for all the mountains have to offer.

61 Shandelee Lake Road, Livingston Manor

$596,500
4 Beds 2 Baths 1050796 MLS
A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course. Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character you want in an old country house, but with modern comforts. Hardwood floors, beamed ceilings and a gas fireplace bring plenty of cozy charm, while an updated kitchen with stainless-steel appliances keeps things decidedly current. The spacious primary suite feels like a retreat of its own, with its own private screened porch overlooking the rolling hills of the Beechwoods. With a first-floor bedroom and full bath, three additional bedrooms and plenty of gathering space, there’s room to comfortably host a full house of family and friends. At the opposite end of the house, a shaded porch overlooks the grounds and pole barn, offering plenty of space for four-wheelers, motorcycles, outdoor toys - or a few four-legged friends. A full walk-out basement provides additional storage and possibilities, while five usable acres offer room to garden, roam, play and take in those big Beechwoods skies. New septic in 2025. Surrounded by rolling countryside, evenings here are measured in sunsets and stars and just how long you can stay on the porch. When civilization calls, the shops, restaurants, farmers markets of the bustling hamlets of Callicoon and Jeffersonville are both just a short drive away. Just down the road, Villa Roma serves up classic Catskills resort life - championship golf, skiing come winter, plus dining, swimming, racquet sports, bowling and plenty more. Approximately 2 hours to New York City. Little Holiday Farm is country living at its best: five beautiful acres, a barn with room for horses and farmstead dreams, all wrapped in the rolling landscape of Callicoon’s Beechwoods.

519 Route 164, Callicoon

$524,000
4 Beds 3 Baths 1049763 MLS
Experience the best of both worlds with this furnished 2500 sq ft country home. You'll wake up in the mornings with deer in the backyard, yet you're only 15 minute drive from grocery stores and attractions. In the Rec Room, you'll find ballet barres and mirrors for a variety of home fitness activities. After your workout the sauna and hot tub will be your favorite place to recover. The wood burning fireplace is wonderful for those cold Catskills nights. Two decks and a patio to enjoy the mountain breezes, sunsets, and stars here in the Catskills. This home has a seven year track record as a successful short term rental. The existing management team is excited and willing to work with a new owner, and will convey with hundreds of positive reviews. Home can be purchased furnished if you desire to continue it as a STR/second home. For those wishing to purchase the home as primary residence, the home can be delivered empty and unencumbered by rentals. Full financials are available. Main Level Rooms: Open concept living area with large kitchen, bar seating, dining area and wood burning fireplace. The principal bedroom accommodates a king bed and has an ensuite full bathroom with shower. Bedroom 2 is queen size, and bedroom three will accommodate a full bed. There is an additional full bath on the main level with a shower/tub combo. Lower Level Rooms: The massive recreation room has ballet barres and a wall of mirrors. The media room opens out to a covered patio. The flex room is currently set up as bedroom four that accommodates a queen bed. The full bath with shower also includes an indoor infrared sauna. A full laundry room and multiple storage closets provide plenty of room for all your belongings or supplies for your short term rental. Outdoors: You will find multiple decks and a patio at the home. There is a fire pit in the backyard.

140 Starlight Drive, Monticello

$299,000
4 Beds 2 Baths 1049419 MLS
Nestled along the banks of the famed Willowemoc Creek in the heart of Roscoe, New York—widely known as “Trout Town USA”—this charming American Foursquare home offers the perfect blend of historic character and exceptional riverfront living. With 4 bedrooms, 2 bathrooms, and approximately 1,524 square feet, this beautifully maintained property sits on a peaceful stretch of the creek with private river frontage and direct access to some of the region’s most celebrated trout waters. Inside, the home was painted within the last 2.5 years, both bathrooms are updated, most of the house has new flooring, while the kitchen/dining area and downstairs bathroom feature radiant heated floors for year-round comfort. The living room includes preparation and venting for a pellet stove, offering an easy option for additional warmth and cozy ambiance. Both the front and back porches have been rebuilt, one finished with durable Trex decking, creating ideal spaces to relax while overlooking the property and listening to the river. Downstairs, a restaurant-grade water filtration system enhances water quality throughout the home. The water heater and boiler are both under 10 years old, and a new furnace was installed in 2017. Additional improvements include replacement windows, a roof installed in 2010, and professional excavation around the home 2.5 years ago to optimize drainage. A full walk-up attic provides exciting possibilities—perfect for creating a third-floor guest suite, studio, or private retreat. Outside, the property feels like a small riverside sanctuary. Concord grapes and rhubarb grow naturally on the land, complemented by fruit trees, flower gardens, and a lush lawn stretching toward the river beneath the sweeping branches of mature willows. Set on a quiet private dead-end road that is paved and maintained by the town, the home offers both privacy and convenience. Beyond the property, Roscoe and the surrounding Catskills provide endless recreation. Spend your nights at Catskill Resort Casino and your days fly fishing on Willowemoc Creek and the nearby Beaver Kill, hiking in Catskill Park, exploring local breweries, or skiing at Holiday Mountain Ski and Fun Park. With charming shops, farm markets, and restaurants, Roscoe perfectly balances small-town charm with world-class outdoor adventure. Rich with character, this classic American Foursquare riverfront home offers Catskills living at its finest—historic charm, thoughtful improvements, and legendary trout fishing right outside your door. Tax Map #36.A-1-11.2

53 Yorktown Road, Roscoe

$550,000
1044741 MLS
Truly one of a kind! Set on a beautiful acre along the Little Beaverkill Brook, this completely renovated and exceptionally versatile property combines distinctive architectural character, generous living space and remarkable flexibility. Mediterranean-inspired porches, multiple French doors and graceful archways give the home a warmth and personality rarely found today. Inside, high ceilings create an airy sense of space, while a beautiful fireplace anchors the main living area. The renovated kitchen is equally impressive with quartz countertops and a generous center island designed for gathering and entertaining. Currently configured as a legal duplex, the property offers tremendous versatility. The beautifully finished separate apartment features 2 bedrooms, a full bath, kitchen, living room and its own private entrance, yet can be opened to the main residence to create one expansive home. A third distinct space with its own private access offers even more possibilities - home office, gym, studio, recreation room or creative workspace. A full-length walkout basement provides additional space and potential. Outside, enjoy the peaceful sights and sounds of the Little Beaverkill as it winds along the property, with ownership extending across the creek to the opposite bank. Whether you envision one impressive residence, separate living spaces, a live/work arrangement or the opportunity to generate rental income, this property adapts beautifully to the way you want to live. Distinctive, renovated and filled with possibilities, 23 Cooley

23 Cooley Road, Parksville

$550,000
5 Beds 6 Baths 1044739 MLS
Truly one of a kind! Set on a beautiful acre along the Little Beaverkill Brook, this completely renovated and exceptionally versatile property combines distinctive architectural character, generous living space and remarkable flexibility. Mediterranean-inspired porches, multiple French doors and graceful archways give the home a warmth and personality rarely found today. Inside, high ceilings create an airy sense of space, while a beautiful fireplace anchors the main living area. The renovated kitchen is equally impressive with quartz countertops and a generous center island designed for gathering and entertaining. Currently configured as a legal duplex, the property offers tremendous versatility. The beautifully finished separate apartment features 2 bedrooms, a full bath, kitchen, living room and its own private entrance, yet can be opened to the main residence to create one expansive home. A third distinct space with its own private access offers even more possibilities - home office, gym, studio, recreation room or creative workspace. A full-length walkout basement provides additional space and potential. Outside, enjoy the peaceful sights and sounds of the Little Beaverkill as it winds along the property, with ownership extending across the creek to the opposite bank. Whether you envision one impressive residence, separate living spaces, a live/work arrangement or the opportunity to generate rental income, this property adapts beautifully to the way you want to live. Distinctive, renovated and filled with possibilities.

23-29 Cooley Road, Parksville

$2,495,000
5 Beds 5 Baths 1049043 MLS
Welcome to 129 Starlight Road - a new 5,500-square-foot modern lake home combining breathtaking views, architectural design, and the grandeur of true lakefront living. Anchored by 78 feet of private, pristine beach and your own dock, the estate commands unobstructed west-facing views across miles of shimmering water to a forever-protected, rugged forest shoreline. All year long, your day ends with marbled sunsets over the water. Three thirty-foot glass atriums capture the golden-hour light, framing panoramic sunsets. Spanning 4,000 square feet across two main levels - complemented by a 1,500-square-foot windowed recreational attic - the layout balances grand open-concept gathering with serene retreats. Five generously proportioned bedrooms include two dedicated primary suites and three en-suite baths. In total, four full bathrooms and one powder room are meticulously appointed. At the heart of the main floor, the expansive great room anchors the residence, framed by a 55-inch Superior linear gas fireplace and a soaring glass facade. European tilt-turn windows capture the vistas, while massive lift-and-slide glass doors extend living onto the outdoor deck. Extra-long engineered white-oak flooring stretches in 7.7-inch-wide planks across social areas, transitioning to 5-inch planks in bedrooms. The chef’s kitchen includes a windowed breakfast nook and an 8.5-by-4.5-foot island with honed quartz countertops with waterfall edges. Custom solid-wood cabinetry in a pencil-trim shaker profile pairs with a full-height quartz backsplash and integrated display shelf. A double-sized pantry, wet bar, white fireclay sink with black Kohler faucet, and integrated recycling make this space both functional and refined. The 48-inch induction range with exterior-vented hood, counter-depth smart refrigerator, Emerald Series dishwasher, Sharp microwave drawer, and dedicated Summit wine refrigerator provide power, precision, and style. Bathrooms are crafted as spa retreats. Both primary baths feature double-head Lentz thermostatic showers in brushed gold (the upper primary suite also includes a luxurious 69-inch freestanding soaking tub) and 60-inch double vanities. The detached 825 sq ft garage is built to custom marine specs: 28 feet deep with 10-foot ceilings and twin 12-by-10-foot doors to accommodate trailered boats with swim platforms attached and towers raised. Life on the water unfolds across 78 feet of private beachfront, a dock, and a dedicated boat ramp. Steps from the shore, three lake-level bays provide dry, climate-ready storage for skis, surfboards, kayaks, canoes, and life jackets. Spanning 889 acres, nine miles in length, Swinging Bridge Reservoir is an uncrowded haven for waterskiing, wakeboarding, surfing, and jet skiing. Two full-service marinas provide dock maintenance, fuel, and storage. At dawn and dusk, glass-like waters invite paddleboarding and kayaking into secluded coves. Prime fishing awaits offering exceptional seasonal angling and fine ice fishing. Outdoor living spaces include four balconies, two bluestone decks with glass railings, stone-capped foundation walls, a hot tub, outdoor hot-and-cold shower, kitchen hookups, a circular driveway, and landscaped grounds. Engineered for efficiency, radiant heating warms the entire ground-floor slab, backed by dual-fuel, dual-zone furnaces and heat-pump air conditioning. Dual ERV systems circulate filtered fresh air. The exterior pairs thermally modified pine and custom steel-panel cladding beneath a Budmat Iron Click steel roof. Equipped with 300-amp electrical service, Starlink internet, smart-home wiring, five security cameras, biometric Wi-Fi entry, and EV-charger readiness. Just 90 miles from the George Washington Bridge, this estate offers immediate proximity to Bethel Woods Center for the Arts, Resorts World Catskills, The Eldred Preserve, and much more.

129 Starlight Road, Monticello

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