Monticello Homes with Oversized Parking features

Welcome to Monticello, New York—a charming town nestled in the heart of Sullivan County, renowned for its vibrant community and excellent educational opportunities. The Monticello School District is dedicated to fostering a nurturing and stimulating environment for students, making it a top choice for families seeking quality education. The district boasts a range of programs designed to cater to diverse learning needs, from innovative STEM initiatives to arts and athletics, ensuring that every child has the opportunity to thrive.

In addition to its outstanding educational offerings, Monticello is the perfect place to call home, especially for those in need of oversized parking options. Many properties in the area feature spacious parking solutions, accommodating everything from multiple vehicles to recreational toys like boats and RVs. This added convenience allows residents to enjoy the beautiful Sullivan County landscape without the hassle of finding parking space.

Imagine coming home to a lovely residence that not only meets your needs but also offers the luxury of ample parking. Whether you're hosting family gatherings, embarking on weekend adventures, or simply enjoying the serenity of your surroundings, having oversized parking can make all the difference.

Monticello is more than just a place to live; it’s a community where education flourishes, and families can create lasting memories. Explore the homes available in this delightful town, and discover how you can enjoy the perfect blend of comfort, convenience, and community in Monticello, NY!

Newest Monticello Homes with Oversized Parking features

$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

$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

$1,550,000

4 Beds ⋅ 4 Baths ⋅ 967208 MLS

Just 90 minutes from New York City, this custom 4-bedroom, 4-bathroom ranch residence set on 5+ private acres offers a rare balance of craftsmanship, scale, and pastoral beauty. Designed to capture both light and landscape, the home welcomes you with towering windows in the kitchen and main living spaces, where expansive views of open land and sky become part of the daily experience. Inside, the architecture celebrates handcrafted detail and natural materials. Solid wood finishes, artisan carvings, soaring ceiling heights, and a dramatic catwalk overlooking the main living area create warmth and visual impact. A private movie room adds comfort, making the home equally suited for entertaining or quiet evenings. The surrounding acreage invites a slower rhythm of life. Longhorn cattle grazing nearby enhance the authentic ranch setting, while the open land provides space well-suited for equestrian living. Properties offering luxury homes with acreage within 90 minutes of NYC are increasingly rare. Here, buyers can step directly into a completed residence: no construction timelines, no waiting: simply the opportunity to begin living the ranch lifestyle from day one.

55 Chapin Trail, Bethel

$454,900

3 Beds ⋅ 3 Baths ⋅ 938403 MLS

Motivated seller! Get ready to fall in love with this charming New England style farmhouse in a most desirable location. Beautifully arranged with plenty of room for entertainment and relaxation this is a real treat. Well-appointed interior with wood floors and warm original details offers space for everyone to spread out and enjoy. The large eat-in kitchen boasts an island and granite counters with cabinets galore and upscale appliances. French doors open to formal living room with gas fireplace, and the cozy formal dining room is just around the corner. Sitting room/ den leads to the glorious sunroom which overlooks the peaceful meadow view. Upstairs offers three bedrooms and full bath with soaking tub and lots of storage space. Lower level is occupied by the finished flex room, full bath, laundry room plus a one car garage and utility room. Spacious yards in front and rear offer expansive areas for gardening, pets and play. The oversized detached 2-car garage is a huge plus and is heated. This is a terrific set up for all sorts of workshops and a hobbyist’s dream come true. Generac whole house generator completes the package. Active farm across the street and Bethel Woods just down the road makes this an ideal location for year-round living, getaway country retreat or short-term rental income-generating investment.

237 Best Road, Swan Lake

$399,999

3 Beds ⋅ 2 Baths ⋅ 886753 MLS

Adorable Spacious 5.02 acre lot with lots of fruit trees, berry trees and garden area. 3 bedrooms, 1.5 Bath. This gem offers the perfect blend of character and functionality. Enter to a spacious mudroom with windows and sky light to find a light-filled living room, a formal dining area with all window walls and sky light. Home features 1 wood burning fireplace and two wood stoves. A workshop is attached to the rear of the home and also has a wood burning fire stove. Home and property features ample storage, multiple wood and storage sheds on property. Oversized 1 car detached garage. Eat in the kitchen to supplement a generous sized dining room with lots of space and a wood burning stove for perfect relaxed evenings. Plenty of gardening areas, most of the land is leveled and cleared. Fruit trees include Mulberry, Chestnut, Peach, Apple, Cherry, Black berry, Raspberry, Grapes and pear. Located just minutes from schools, shopping, restaurants and major highways, this home offers both comfort and convenience in a central location.

139 Haddock Road, Monticello

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