Monticello Homes for Sale

Welcome to Monticello, New York—a hidden gem nestled in the heart of Sullivan County. Known for its rich history and vibrant community, Monticello combines small-town charm with modern conveniences, making it an ideal place to call home. Surrounded by the scenic beauty of the Catskill Mountains, residents enjoy a plethora of outdoor activities including hiking, fishing, and skiing. The town is also steeped in culture, with local events, art galleries, and unique dining experiences that reflect the diverse community.

As you explore the homes for sale in Monticello, you’ll discover a variety of options that cater to different lifestyles and budgets. From quaint single-family homes with lovely yards to contemporary townhouses, the real estate market here offers something for everyone. Many properties boast stunning views of the mountains and easy access to local parks, perfect for families and outdoor enthusiasts alike.

Monticello is also conveniently located near major highways, making it an accessible retreat for city dwellers looking to escape the hustle and bustle of urban life. With its close-knit community and an array of amenities, including shopping centers, schools, and healthcare facilities, Monticello is not just a place to live—it’s a place to thrive.

Whether you’re a first-time homebuyer or looking for a vacation getaway, Monticello’s real estate market is brimming with potential. Come and experience the charm of Monticello, where your dream home awaits!

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

$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

$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

$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

$460,000

3 Beds ⋅ 3 Baths ⋅ 1046848 MLS

Set within the desirable Greentree community, this inviting three-bedroom, three-bath home offers an easy, low-maintenance lifestyle surrounded by the natural beauty of the Catskills. Comfortable and well-proportioned living spaces are complemented by abundant natural light and peaceful views of the community’s landscaped grounds and wooded surroundings. A full basement adds valuable additional space and flexibility, whether used for storage, recreation, a home gym, office, or future finished living area. The home’s layout works equally well for everyday living, entertaining, or weekends away from the city. Greentree is a private lakeside community known for its beautifully maintained grounds and impressive array of amenities, including a clubhouse, heated swimming pool, tennis, pickleball and basketball courts, playground, and a full calendar of community activities. The homeowners association also provides exterior maintenance, roof care, snow removal, trash service, and upkeep of the common areas, making ownership refreshingly simple. Ideal as either a full-time residence or a Catskills retreat, this home combines comfort, convenience, community, and a relaxed setting close to everything the area has to offer.

6 Water Lilly Lane, Monticello

$7,999,000

12 Beds ⋅ 11 Baths ⋅ 1044572 MLS

Welcome to the most spectacular home in Sullivan County. Located on a 30-acre hill overlooking the Swinging Bridge reservoir the largest lake in Sullivan County. This estate is built with the finest of everything. All top-quality materials built and crafted with amazing details. This mansion comes with a four-bedroom guest house, and a caretaker’s apartment over the barn. The grounds are spectacular and have paved roads leading to the house, guest house, barn, and the Tennis & Basketball courts as well as the the concrete boat ramp.at the lake. Floor-plans have been uploaded to the MLS. Additional Information: Amenities:Guest Quarters,HeatingFuel:Oil Below Ground,ParkingFeatures:3 Car Attached,

941 Starlight Road, Monticello

$260,000

2 Beds ⋅ 2 Baths ⋅ 1042517 MLS

5 Roosa Ave offers a beautifully maintained 2 bedroom home with spacious grounds in sought-after neighborhood. Includes bright living area, convenient dinette, a finished basement with two full baths and extra space that works for whatever you need. Everything well kept and in excellent condition, ready for its next owner. Currently tenant occupied with a lease till March 2027 and $2100 monthly income . Book your tour today! Make this yours!

5 Roosa Avenue, Monticello

$399,900

2 Beds ⋅ 2 Baths ⋅ 1042561 MLS

History, character, and simplicity come together here. Welcome to 370 Starlight Rd. Set on two well-maintained acres, this former schoolhouse offers charm you can feel the moment you walk in. The setting is quiet and peaceful, yet close to everything the area has to offer. Inside, the home has been thoughtfully updated. A new kitchen with stainless steel appliances and a renovated bathroom bring modern comfort into a space filled with original character. Hardwood floors and detailed woodwork remind you of the home’s history, while an electric fireplace adds warmth to the main living area. Electrical upgrades and a new heating system provide peace of mind, and the roof is only 8 years old. Outside, the lifestyle opens up. Large decks give you space to gather, relax, and entertain. A circular blacktop driveway makes access simple, and the open yard gives you room to enjoy the property your way. The size and layout of the property also open the door to future potential. With proper approvals, there may be an opportunity to explore subdivision or the addition of a second home, making this not just a place to live, but a property you can grow into over time. Directly across the street, you have access to Swinging Bridge Reservoir, a motorboat lake with a marina, adding another layer to the lifestyle this home offers. Location matters here. You are within 4 miles of The Arnold House, a well-known local spot for dining. For outdoor time, the Walnut Mountain Park offers walking trails, open space, and scenic views. You are also close to Bethel Woods, Resorts World Catskills, The Kartrite Water Park, and Holiday Mountain. This is a home with a story, updated for today, and set in a location that gives you both access and quiet. Come see it and feel the character for yourself.

370 Starlight Road, Monticello

$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

$435,000

3 Beds ⋅ 3 Baths ⋅ 1040127 MLS

Located in the desirable Greentree Community, this spacious three-bedroom, three-bath home offers an easygoing Catskills lifestyle with plenty of room to gather, relax, and enjoy the surrounding natural beauty. The main living area is filled with light, and features a dramatic vaulted ceiling, skylights, and a wood-burning fireplace that gives the space a warm, inviting focal point. Anderson sliding glass doors open directly to a generous deck overlooking the wooded surroundings, creating a seamless connection between indoor and outdoor living. The flexible layout includes three bedrooms and three full baths, with one of the bedrooms configured as an open loft space that works beautifully as a guest area, home office, den, or additional sleeping quarters. An open kitchen and dining area flow into the main living space, while parking directly in front of the home makes everyday living especially convenient. Greentree is a private lakeside community known for its well-maintained grounds and extensive amenities, including a clubhouse, heated swimming pool, tennis and basketball courts, playground, and a variety of community activities. The homeowners’ association also handles exterior maintenance, roof care, snow removal, trash service, and upkeep of the common areas. Ideal as either a full-time residence or a Catskills getaway, this home combines generous living space, outdoor access, community amenities, and a low-maintenance lifestyle in one of Sullivan County’s most established communities.

3 Water Lilly Lane, Monticello

$425,000

3 Beds ⋅ 3 Baths ⋅ 1033270 MLS

By the second summer you'll stop noticing that you're doing it, the walk down to Melody Lake after dinner with the light going gold across the water. It becomes ordinary the way the best things eventually do. The lake runs 18 acres, set back in the woods and quiet enough that it never fills with strangers, and the stream that runs out of it comes down past the back of this lot, so on the nights you leave the windows open you fall asleep to moving water. The road ends a few houses past this one, so the engines you hear belong to people who are already home. The lake keeps the calendar. April announces itself with peepers loud enough to hear through a closed window, and you'll open it anyway just to let them in. Through July the water stays warm and unbothered. September lights the ridge and the lake holds every bit of that color upside down for a month. Then the snow comes and everything goes so still that the quiet stops feeling like an absence and turns into the thing you spend all week looking forward to. The house that sits behind that life hasn't been built yet, which is the part worth slowing down for. Somewhere in the next several months you're going to walk through a finished front door and recognize everything on the other side of it, because the floors and the cabinets and the color that door ended up being were all yours to choose. Nobody else's taste to work around. Nothing to inherit and quietly resent for the next 20 years. What's already decided is the plan, and it's a smart one. The living space runs the full width of the house under 9-foot ceilings and carries straight through to the kitchen and the dining area with nothing standing in between, so whoever is cooking stays in the conversation happening across the counter. A breakfast nook takes the weeknight version of dinner. A walk-in pantry keeps the counters clear and the kitchen looking the way you pictured it. All three bedrooms sit upstairs, the main one with its own bath and closet space that holds a full season at a time, and the laundry is up there too, on the same floor as the beds, which you'll be grateful for roughly once a week for as long as you live there. Across the front runs a covered porch, and it will end up being the room you use most and never counted. Rain sounds better underneath it, layered over the stream running behind the house. October stretches an extra three weeks from a chair on it, and by the following June you'll be eating out there more nights than inside. The county gives you plenty whenever you want it. Rock Hill is 10 minutes out for dinner at Kevin's or a beer at Brew, Holiday Mountain is close enough for a winter afternoon on the hill and home before dark, Bethel Woods puts a lawn concert 25 minutes from the driveway with no planning required, and Resorts World and the Kartrite waterpark sit just up the road for the nights you want volume instead of stillness. Manhattan is under 2 hours when you need it and a long way off when you don't. Everything underneath is new. Town water, town sewer, central air, and a full basement sitting patient until you decide what it becomes. Nothing on a countdown, nothing to brace for. You'll be the first one to live here, and every good thing this house ever holds will start with you.

14 Willow Lane, Monticello

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