Monticello Homes with Off Street Parking features

Welcome to Monticello, a charming village located in Sullivan County, New York, where community spirit thrives and educational excellence is prioritized. The Monticello School District is renowned for its commitment to providing a well-rounded education, fostering both academic achievement and personal growth. With a diverse curriculum and dedicated educators, students are encouraged to explore their interests and develop their talents, preparing them for a bright future. The district boasts a range of extracurricular activities, from sports to the arts, ensuring that every child has the opportunity to shine.

Living in Monticello means enjoying the balance of small-town charm and modern conveniences. The real estate market here offers a variety of homes, many of which feature the coveted off-street parking. This amenity not only enhances convenience but also adds to the overall appeal of the properties. Imagine coming home to a beautiful house with ample parking space, allowing you to easily host family gatherings or entertain friends without the hassle of street parking.

Whether you're a first-time homebuyer or looking to settle down in a friendly community, Monticello offers a unique blend of tranquility and opportunity. With its picturesque surroundings, vibrant local culture, and a school district that prioritizes the future of its students, Monticello is more than just a place to live—it's a place to thrive. Explore the homes available in this delightful village and discover the perfect blend of comfort, convenience, and community. Welcome home!

Newest Monticello Homes with Off Street Parking features

$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

$747,000

3 Beds ⋅ 3 Baths ⋅ 1044388 MLS

This private retreat is set on just under two acres of land, providing plenty of sun and shade. The lawns, mature trees and landscaping with multiple garden areas provide ample outdoor space. The distinctive cedar wood and stone home features a dramatic, light-filled great room with a soaring stone fireplace, vaulted wood-beamed ceiling, skylights and abundant windows with sliding glass doors. Beautiful oak floors flow throughout the open-concept living, dining, and kitchen areas and down the hall to three bedrooms. A generous wraparound deck overlooks the serene grounds. The primary suite includes a private bath with jacuzzi tub and walk-in closet; two additional bedrooms, full bath and laundry are also on the main floor. The finished lower level offers two versatile rooms, generous storage, a separate workspace with exterior access and an attached garage. The property also includes a separate one-bedroom guest house with its own kitchen, two baths, two decks, garden area and a spacious garage- Ideal for extended family, guests, or rental income. The location, 90 miles from New York City or Binghamton, is convenient to Bethel Woods Performing Arts Center,lakefront dining, and various recreational parks and waterways. A must see to appreciate!

39 Krystyna Road, Bethel

$349,000

3 Beds ⋅ 2 Baths ⋅ 1044731 MLS

Welcome to 227 Rod and Gun Club Road in Forestburgh, a 3-bedroom, 2-bath ranch offering 1,352 square feet of single-level living on 5 private acres. Surrounded by mature trees and open lawn, this property offers a peaceful setting with plenty of privacy and room to enjoy country living. Inside, you'll find a comfortable layout with three bedrooms, two full baths, and a home ready to welcome its new owners. Several meaningful improvements have been completed, including a brand-new roof, fresh paint throughout the house and a recently painted expansive rear deck. The oil-fired boiler was thoroughly cleaned and inspected in April 2026, and a whole-house backup generator is included with the property. The full unfinished basement offers a largely open footprint with plenty of room for storage, hobbies, a workshop, or recreation. Outside, the expansive rear deck provides plenty of space for entertaining, relaxing, or simply enjoying the surrounding property. With 5 private acres and a peaceful wooded setting, there is room to spread out, enjoy the outdoors, and appreciate the privacy this property provides. Offering acreage, privacy, recent improvements, flexible space, and a quiet Forestburgh setting, 227 Rod and Gun Club Road is ready to welcome its next owners. Come experience the property and imagine calling it home.

227 Rod And Gun Club Road, Forestburgh

$239,900

3 Beds ⋅ 2 Baths ⋅ 1043512 MLS

Welcome to this beautifully updated 3-bedroom, 1.5-bath townhouse in the desirable Patio Homes community. Perfect as a full-time residence or weekend getaway, this year-round community is conveniently located just 90 minutes from NYC and offers easy access to shopping, dining, entertainment, and major commuter routes. The home features an updated kitchen with upgraded cabinetry and stainless steel appliances, new windows , wood flooring fresh interior paint. On the first laundry room, half a bath and ample storage. On the second floor 3 bedrooms, newly updated bathroom, main bedroom has a closet and the sink. The location is perfect with a community green belt . private patio deck overlooking a peaceful backyard with grass landscaping. Front yard has a new pavement with the parking for the 2 cars. Residents enjoy exceptional community amenities, including a clubhouse, tennis courts, basketball courts, and a sparkling in-ground pool, all with low HOA fees. Ideally situated near Resorts World Catskills, The Kartrite Indoor Waterpark, Holiday Mountain Ski Resort, Walmart, Home Depot, Walmart and other local attractions, this move-in-ready home offers the perfect blend of comfort, convenience, and recreational opportunities. Don't miss this fantastic opportunity!

51 Peter Way, Kiamesha Lake

$600,000

1039659 MLS

Prime commercial opportunity in Rock Hill, NY featuring two separate buildings on one property. One building is currently operating as a restaurant and is leased to an established tenant, providing an immediate income-producing opportunity for an investor. A second building offers additional space and flexibility for a variety of commercial uses, subject to zoning and approvals. Conveniently located in the heart of Rock Hill with excellent visibility and accessibility. Whether you’re looking for an investment property, an owner-user opportunity, or additional commercial space, this property offers versatility and potential in a desirable Sullivan County location. Property being sold with existing restaurant lease.

249 Rock Hill Drive, Rock Hill

$239,900

2 Beds ⋅ 2 Baths ⋅ 1041104 MLS

Light the fire on the first cold night and you will not want to leave the living room. It runs up to a pine cathedral ceiling, and the firelight goes right up the walls with it. There is a blower on the insert, so the heat gets pushed out into the rest of the house. Keep a fire going through the winter and your oil bill drops. When it warms up you will live outside. Just over half an acre running along the side of the house and around the back, fenced the whole way and level the whole way, with room for whatever you want to put in it. The dog can be out all afternoon and you never have to think about it. Put the garden where the sun is best. This is where the birthdays happen, and the cookouts, and the Fourth of July that runs until dark. In October the tree line turns and the whole yard goes gold. After the first real snow there is a snowman out there by noon. Come March you will be watching for the first green to come up. The dining room has glass doors straight out to the yard, and from June on they are open more than they are shut. The kitchen is open and bright with windows on two sides, and there is a walk-in pantry, so nothing has to live on the counter. Off the living room there is an alcove of its own, and it makes a real office. It is quiet, it is out of the way, and nobody has any reason to walk through it. When the day is done, the work stays in there. Everything is on one floor. Two bedrooms, two full baths. Anyone who stays the weekend gets their own room and their own bathroom. Enjoy peace of mind with a whole-house generator that provides uninterrupted essentials during a power outage, including lights, heat, water and more - keeping you comfortable and connected when you need it most. Manhattan is 85 miles away, straight down Route 17. If you would rather take the train, Middletown is 25 minutes east and the Port Jervis line runs from there. Wurtsboro is a two block village, and that turns out to be plenty. Sullivan Street has shops worth stopping in, Canal Towne Emporium among them, and dinner is Pasta D'oro or the Red Dot, both good enough that you will stop cooking on Fridays. The Bashakill is a few minutes away, thousands of acres of water and trails, and people are out there in kayaks before the sun is up. On a clear afternoon the gliders go up from the airport and circle over the whole valley without making a sound. From June to late September there is a farmers market in Veterans Park on 3rd Street every Thursday evening. A band starts at 6 and people stay on the grass until it gets dark. Once a year Founders Day takes over Sullivan Street. None of what you will like about this house is an accident. The woodwork around the windows. The shelves built into the wall. The skylights. Someone chose all of it, and lived here long enough to know they got it right.

49 Maple Trail, Wurtsboro

$750,000

3 Beds ⋅ 1 Baths ⋅ 1036851 MLS

Outstanding commercial opportunity in the highly desirable Rock Hill area! Perfectly positioned directly off the NYS Route 17/I-86 exit ramp, this exceptional 4-acre property offers outstanding visibility and accessibility for a wide range of commercial or residential ventures. Zoned HC-1 Highway Commercial, the property provides numerous possible uses in one of Sullivan County's fastest-growing corridors. Boasting more than 800 feet of frontage on both Katrina Falls Road and Holiday Mountain Trail, this prominent corner location is surrounded by established businesses, thriving residential neighborhoods, and major area attractions. The mostly level parcel is open with scattered woods, creating an ideal setting for redevelopment. Several existing residences are located on the property and are being offered strictly as-is, with no representations made regarding their condition or habitability, making this an outstanding redevelopment opportunity. Just minutes from Resorts World Catskills, Holiday Mountain Ski Park, shopping, dining, area lakes, hiking trails, and only 20 minutes to Orange County, this is a rare chance to secure a highly visible commercial site in the heart of the Sullivan Catskills.

52/60 Katrina Falls Road, Rock Hill

$549,000

5 Beds ⋅ 4 Baths ⋅ 1040521 MLS

Experience modern living in this stunning new construction single-family home located in Monticello, NY. Spanning approximately 3,200 square feet, this spacious residence features 5 well-appointed bedrooms and 3.5 contemporary bathrooms—perfect for comfortable living and entertaining. Enjoy thoughtfully designed open-concept living spaces, high-end finishes, and abundant natural light throughout. With ample room for relaxation and gatherings, this home offers the perfect blend of style, functionality, and comfort in a desirable Monticello neighborhood.

111 Forestburgh, Monticello

$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

$92,500

3 Beds ⋅ 1 Baths ⋅ 1035958 MLS

Investor, contractor, or renovation enthusiast—this is the opportunity you've been waiting for. Offered for the first time in nearly 90 years, this longtime family-owned property in Wurtsboro Hills is ready for its next chapter. This is a substantial renovation project and is not suited for buyers seeking a move-in-ready home. Bring your vision, experience, and resources to transform this property into something special. Whether you're looking for your next investment, a complete rehabilitation project, or the chance to create a custom retreat, the possibilities are here. Properties with this kind of potential are becoming increasingly difficult to find. If you have the skills, time, and budget to take on a major renovation, don't miss this chance to unlock the value and write the next chapter of this Wurtsboro Hills property.

20 Maple Trail, Wurtsboro

$2,800,000

5 Beds ⋅ 3 Baths ⋅ 1031473 MLS

Charming Farmhouse on 47.44 Acres. Nestled in the foothills of the Catskills mountains in Sullivan County, this timeless farmhouse offers the kind of peaceful rural life that is hard to find, while remaining only five miles from restaurants, shopping, and banking. Set on a peaceful road, the main farmhouse features 5 bedrooms and 2.5 bathrooms, beautifully blending vintage character with practical country living. A detached 3-bay garage with electricity adds excellent flexibility for a workshop. The property also features an additional, separate single-family Ranch-style home complete with: - 3 bedrooms, 2 full bathrooms, and 2 half bathrooms - A spacious living room with a fireplace - A dedicated chef's kitchen and formal dining room - An inground pool - Security Alarm system and Central Air. Each home is fully independent with its own well and septic system. Located just a short drive from the Village of Monticello and Bethel, this breathtaking estate offers stunning sunsets, making it ideal whether you dream of raising animals, gardening, or simply spreading out to breathe the fresh air. Outdoor Recreation & Convenience: - Skiing at Holiday Mountain and nearby golf courses - Water sports & hiking: Kayaking, fishing in nearby waterways, and extensive hiking throughout the Catskill Parks - Proximity: Approximately 90 minutes from New York City, offering the perfect combination of outdoor adventure and easy weekend living. - Includes 5 Parcels: SBL#28.-1-34.2; #28.-1-34.1; #28.-1-33.2; #28.-1-36 & #28.-1-35 Total acres 47.44+/-

196 & 203 Rubin Road, Monticello

$315,000

4 Beds ⋅ 1 Baths ⋅ 1029195 MLS

Welcome to 13 Moss Lane, a renovated legal 4-bedroom split-level home currently featuring 3 finished bedrooms and thoughtfully redesigned with today’s buyer in mind. Modern finishes, an open-concept layout, and quality craftsmanship create a move-in-ready living space. Step inside to a bright, open-concept layout featuring luxury vinyl plank flooring, recessed lighting, and abundant natural light. The beautifully appointed kitchen showcases quartz countertops, two-tone cabinetry, stainless steel appliances, a tile backsplash, and a breakfast bar that flows seamlessly into the living and dining areas. Sliding glass doors lead to a brand-new rear deck overlooking the backyard, creating the perfect space for entertaining or relaxing. The renovated full bathroom features a double vanity, LED mirror, and floor-to-ceiling marble-look tile, complementing the home’s clean, contemporary design. The lower level provides the opportunity to complete the legal fourth bedroom and create additional finished living space to fit your lifestyle. Final finishing touches to the renovation are currently being completed. This home offers a peaceful setting while remaining conveniently located near shopping, dining, schools, Resorts World Catskills, Bethel Woods Center for the Arts, and the many recreational opportunities the Catskills have to offer.

13 Moss Lane, Monticello

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