Monticello Homes for Sale

Welcome to Monticello, NY – a charming village nestled in the heart of Sullivan County, where picturesque landscapes meet vibrant community spirit. Known for its rich history and welcoming atmosphere, Monticello is not just a place to live, but a place to thrive.

One of the standout features of Monticello is its dedicated school district, which is committed to providing quality education and fostering a nurturing environment for students. The Monticello Central School District prides itself on its diverse curriculum, innovative programs, and supportive staff, ensuring that every child has the opportunity to excel academically and socially. With a range of extracurricular activities, from sports to the arts, students are encouraged to explore their interests and develop their talents. Parents can rest assured knowing their children are receiving an education that prepares them for a successful future.

For those looking to make Monticello their home, the real estate market offers a variety of homes for sale that cater to different lifestyles and budgets. Whether you’re seeking a cozy single-family home, a charming cottage, or a modern townhouse, Monticello has something for everyone. Each property reflects the unique character of the area, often featuring beautiful outdoor spaces and easy access to local amenities.

Living in Monticello means embracing a community that values education, growth, and connection. With its excellent school district and a diverse selection of homes, Monticello is the perfect place to plant your roots and create lasting memories. Discover your dream home in this delightful village today!

Newest Monticello Homes for Sale

$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

$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

$425,000

3 Beds ⋅ 2 Baths ⋅ 1049558 MLS

Three bedrooms two Baths with one having stall shower and washer/ dryer. White oak floors refinished. All windows replaced and have been tinted allowing you to see out and nobody see in. All new shades most are remote. Front door has three panel each is motorized. Custom crown moldings in living and dining area. Two driveways with lots of room for cars. All appliances are included. Kitchen cabinets with pull-out doors for double storage and ceiling done to match cabinets. Generator with cross over panel. The home has 200- amp electric service. Home converted from electric to oil heat. Trek decking front and back. Full dry basement with storm drain. Low Taxes

142 N Emerald Drive, Rock Hill

$229,000

2 Beds ⋅ 1 Baths ⋅ 1049660 MLS

Very nice starter ranch home on just over half acre of land on southwoods drive in town of Thompson. Kitchen features newer stainless appliances, along with new cabinets still in the box waiting to be installed by new owner. Living room off of the kitchen with new carpets, 2 bedrooms with hardwood flooring and a full bathroom all on main level. Screened in porch off of kitchen nice for three season outdoor dining. Oil baseboard heat with updated boiler in basement. Large paved driveway for ample parking. Conveniently located near 17 for commuters along with under 5 miles to holiday mountain ski hill, along with indoor water park.

432 Southwoods Drive, Monticello

$749,000

5 Beds ⋅ 3 Baths ⋅ 1049202 MLS

LAKEFRONT LIVING AT IT'S BEST - Come home to exquisite lakefront living in this spacious contemporary retreat in the exclusive Emerald Green community. Designed to showcase its spectacular private lake views, this three-story, 5-bedroom, 3-full-bath home offers an inviting open-concept layout, soaring cathedral ceilings, multiple outdoor spaces, and a generous backyard leading directly to the lakefront. The main level features a bright, open floor plan encompassing the kitchen, dining area, and living room, all oriented toward the breathtaking lake view. The living room features a beautiful stone propane fireplace, creating a warm and inviting gathering space. A bedroom and full bath complete the main level. Upstairs offers two rustic bedrooms and a full bath, all opening onto a beautiful lake-facing landing. The walkout lower level opens directly to the backyard and lakefront and features gorgeous bluestone tile flooring, a spacious game room/family room, a second stone fireplace, two additional bedrooms, a recently renovated full bath, and a convenient laundry/mudroom. The outdoor living area is exceptional, with renovated front and rear decks ideal for entertaining, relaxing, and enjoying the spectacular setting. A recently built large storage shed provides space for all your lake and outdoor gear. Parking is plentiful, with a two-car driveway in front plus a separate side driveway accommodating 6+ additional cars. With lake views from virtually every level and direct access to the peaceful private lakefront, this is a home built for relaxing, entertaining, and creating memories with family and friends. The Emerald Green amenities include a full access fitness center, with indoor and outdoor basketball, tennis, and pickle ball courts, dog park, several pools, community beach front, and much more – providing a premium vacation experience to all community members. Embrace Lakefront Living at its Best. As for some features of the home: 1. New Roof (2022) 2. Rebuilt chimney (2020) (see photo of top) 3. New Shed (2021) 4. New Front deck (2021), new back deck (2018) 5. New basement bathroom (2026) 6. New driveway on side of house (2021) can fit up to 6 cars 7. Stripped and shined bluestone basement level (2026)

74 Lake Shore Drive S, Rock Hill

$249,900

2 Beds ⋅ 2 Baths ⋅ 1049377 MLS

Welcome to your private retreat in the Town of Mamakating! Set on a beautiful 1.25-acre parcel, this charming 2-bedroom, 1.5-bath home offers the perfect blend of privacy, comfort, and convenience. Enjoy peaceful mornings or relaxing evenings from the inviting wrap-around porch while taking in the natural beauty surrounding the property. Inside, the home offers a comfortable layout with plenty of potential to make it your own. Two sheds provide tons of additional storage for tools, toys, outdoor equipment, and more. Conveniently located with easy access on and off Route 17 and the future I-86 corridor, commuting and exploring all that the Catskills and surrounding area have to offer is a breeze. If you're looking for a private setting without sacrificing accessibility, this Mamakating gem is one you won't want to miss!

27 Little Road, Wurtsboro

$299,999

3 Beds ⋅ 3 Baths ⋅ 1049204 MLS

This inviting 3-bedroom, 2-bathroom home is a great fit for an end user looking for comfort, space, and opportunity. Situated on a generous 100 x 95 lot, the property offers a spacious feel both inside and out. It features a garage, along with well-maintained grass in the front and back yard, creating a pleasant and welcoming curb appeal. The home also includes a basement with strong potential to be nicely finished, offering extra living space, a recreation area, home office, or storage options. With its solid layout and desirable lot size, this property presents an excellent opportunity to make it your own. The basement offers exciting possibilities, with plumbing already in place for an additional bathroom and space for another legal bedroom, making it ideal for future expansion. Whether you’re looking to finish the basement for extra living space, a recreation area, or added functionality, this home provides a strong foundation to build on.

6 Thomas Street, Monticello

$375,000

2 Beds ⋅ 2 Baths ⋅ 1047643 MLS

Looking for a home with flexible living space and outdoor entertaining areas in Sullivan County? Welcome to this 2-bedroom, 2-bath Raised Ranch in Wurtsboro, located within the Monticello School District. Built in 2004 and offering approximately 1,524 square feet on 0.46 acres, the home features a bright, open living and dining area with hardwood floors, recessed lighting, and a wall of windows bringing natural light into the main living space. The kitchen offers generous wood cabinetry, ample counter space, newer appliances, and an open connection to the dining area. The lower level includes a family room, full bath, dedicated office and an additional room that can serve as space for guests, fitness or hobbies. The outdoor spaces extend the home's living and entertaining options. A spacious elevated back deck provides room for grilling, outdoor dining, and seating while overlooking the surrounding mature trees. The fenced backyard offers lawn space along with a stone patio and fire-pit area, creating another dedicated outdoor gathering space. Established landscaping, mature trees, and a storage shed add to the functionality of the approximately half-acre property. The roof was updated approximately seven years ago, providing another notable improvement. Conveniently located near schools, shopping, parks, transportation options, and major routes, this property offers a combination of indoor flexibility and usable outdoor space. It may be a strong match for buyers searching for a Raised Ranch in Wurtsboro under $400K, a Sullivan County home with hardwood floors and a home office, or a property with a deck, fenced backyard, fire pit, and outdoor entertaining space.

32 Nightingale Trail W, Wurtsboro

$169,999

3 Beds ⋅ 2 Baths ⋅ 1047198 MLS

PRICED TO SELL! Why rent when you can own for less! Welcome to 15 Medallion Rd in the Patio Homes HOA community. This highly sought after neighborhood is conveniently located just minutes from all shopping, restaurants, and schools. The property features 3 bedrooms 2 bathrooms and an office space with stainless steel washer and dryer in unit. Newer roof and newer deck. Reach out and schedule your showing today!

15 Medallion Road, Kiamesha Lake

$485,000

5 Beds ⋅ 5 Baths ⋅ 1033578 MLS

Builder's Home ! Very Large 5 Bedroom, 4.5 Bath Contemporary home, 2 car garage with extra lot totaling over 2+ acres privately set off the road. The custom build home with a kitchen, dining room, living room. This unique home has many large windows, a first floor master bedroom with ensuite bath, and a sunken Library/Family Room with a wood-burning fireplace. There is a second master bedroom with ensuite bathroom that has a second fireplace. The downstairs area is finished for entertainment with a brand new second kitchen. This home has a unique Electric Energy Storage Heating system that allows you to buy electric when rates are the lowest and with thermostats in every room. There are two central air conditioning systems. Located in the Storybook Charming Hamlet of Smallwood in Bethel, NY where the 1969 Woodstock Festival took place and now is home to Bethel Woods. Smallwood is a lake community with amenities that flexible to the ones lifestyle. The extra vacant lot next to this home is included. Make this your home!

106 Pine Grove Road Tr 127, Smallwood

$749,000

4 Beds ⋅ 4 Baths ⋅ 1048684 MLS

This sprawling ranch sits on a spacious corner lot of just over 1.5 acres, surrounded by mature trees and professional landscaping that gives the property a peaceful, tucked-away feel. With 4 bedrooms, 3 full baths, and more than 2,700 sq ft all on one level, the home offers plenty of room to settle in and enjoy comfortable everyday living. Inside, the recently updated kitchen brings a fresh, modern touch to the heart of the home. The partially finished basement gives you extra room for additional living space, workouts, hobbies, or casual hangouts. A wood stove adds cozy warmth, and solar panels (2022) help keep energy costs down. Out back, the property truly shines. The heated pool features a heat pump, auto vac system, and a half bath and bar right by the pool, perfect for easy summer entertaining. The yard includes a premium swing set, a trampoline, and wide-open lawn space for play, gatherings, or simply relaxing outdoors. With a private well and septic, an attached 714 sq ft garage, and both covered and open porch areas, the home blends comfort, convenience, and great outdoor living. The neighborhood is quiet, friendly, and easy to walk, with nearby community spots and everyday essentials close enough to reach without getting in the car. A warm, updated ranch on a beautiful corner lot with a standout pool setup and an incredible yard is ideal for full-time living, a summer home, or a weekend escape. This home is in the perfect location and will not last long. Make your appointment today. Additional photos will be added shortly.

3 Jacob Drive, 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

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