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$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

$2,200,000
1049341 MLS
SALE IS FOR BUILDING ONLY - BUSINESS IS RELOCATING LOCALLY Excellent opportunity to own a substantial, well-built commercial property located directly on Broadway in the heart of the Village of Monticello. Offering approximately 21,000 sq. ft. of versatile commercial space on 2.23 acres, this property is currently utilized as an office supply business, warehouse and offers tremendous potential for a variety of commercial uses. The building features extensive warehouse space with high ceilings, concrete floors, and several overhead doors providing convenient access for deliveries, loading, and distribution. In addition to the warehouse areas, the property includes approximately six to eight private offices, three bathrooms, and ample space that can be configured to accommodate a wide range of business operations. Served by municipal water and sewer, the property also offers a large parking area with plenty of on-site parking for employees, customers, and commercial vehicles. Its combination of office, warehouse, and storage space makes it well suited for distribution, light manufacturing, wholesale operations, contractors, service businesses, retail, storage, or an owner-user looking for a substantial commercial facility. Centrally located on Broadway, the property is within walking distance of restaurants, shopping, public transportation, Village Hall, and other local businesses and services. With approximately 21,000 sq. ft., 2.23 acres, excellent access, and a highly visible Monticello location, this is a unique opportunity for an investor or business owner seeking a large and adaptable commercial property in Sullivan County.

369 E Broadway, 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

$700,000
1045311 MLS
A rare chance to own a 4-building commercial property with 7 rental units in a convenient Monticello location. This property offers investors the chance to see beyond the current condition and into the long-term value — whether you're growing your portfolio or adding your first commercial investment. With seven units already in place, the income potential is built in. The rest is up to your vision: renovate, modernize, and unlock the equity this property has to offer. It's a true value-add opportunity for the buyer ready to put in the work. Conveniently located in Monticello, this property offers easy access to local amenities, major routes, and everything the Catskills region has to offer. For investors looking for upside, location, and room to create value, this one checks all the boxes. Schedule your private tour today and see the potential for yourself.

30 Woodcliff 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

$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

$419,900
3 Beds 2 Baths 1033266 MLS
It is the last week of August and the door has been open since June. The stream is going behind the house the way it has all summer. Everything you own sits within 30 feet of where you are standing, and not one piece of it is asking anything from you tonight. That is what a house this size actually gives you. It takes almost nothing to run and it never turns into the project that eats your years, so your evenings stay yours and so do your Saturdays. Melody Lake is a few minutes down the road, 18 acres of water the woods keep quiet, and the stream that leaves it runs along the back edge of this lot close enough to hear through a screen in April. The road ends just past here, which means the only traffic is the handful of people who live on it. Everything inside happens on one level, and once you have lived that way it is difficult to argue for anything else. The kitchen opens straight into the living and dining space with nothing walled off between them, so wherever you are in the house you are still in the room. 9-foot ceilings run through all of it, which is why 1,200 square feet feels open rather than careful. The pantry keeps the counters clear. The laundry sits on the main floor a few steps from the rooms that fill it. The bedrooms are split, the main one set off on its own side with a full bath, the other two together with the second full bath between them and everything else. That separation is worth more than the square footage suggests. It means quiet on one side of the house while the other side is awake. The covered porch across the front adds 150 square feet you will never pay to heat and will use from the first warm stretch in April until the end of October. It looks out at a quiet lane and a lot of trees, and you will end up out there most nights without ever deciding to. None of it has been built yet, so the floors and the cabinets and the color of the front door are still open questions with your name on them. You get to walk into a finished house and find your own taste already living in it. The county is there whenever you want it. The O and W Rail Trail runs 4.4 miles along the Neversink for a morning that costs nothing. Holiday Mountain puts an afternoon on the hill 12 minutes from the driveway. Bethel Woods is 25 minutes when something worth seeing is on the lawn, and Resorts World and the Kartrite waterpark sit right up the road on the nights you want a crowd instead of crickets. Monticello covers the ordinary errands in under 10 minutes, and Manhattan is under 2 hours when it has to be. Underneath is a full unfinished basement matching the footprint above it, so the extra room you will want in five years is already bought and simply waiting. Town water, town sewer, central air, forced air heat, every system in it new. You will not spend your years here working on this house. You will spend them living in it, which is exactly what it was drawn to let you do.

8 Willow Lane, Monticello

$425,000
4 Beds 2 Baths 1032198 MLS
Charming Mediterranean-Style Legal Two-Family Home, nearly 2000 sq ft with Oversized 400 sq ft Garage Welcome to this well-maintained Mediterranean-style stucco legal two-family home, ideally situated on a quaint residential street in the Village of Monticello. Offering excellent versatility for both owner-occupants and investors, this property combines character, functionality, and long-term value. The first-floor apartment features 3 spacious bedrooms, 1 full bath, a large living room, an eat-in kitchen, two welcoming foyers, and beautiful hardwood floors throughout. This unit has been lovingly maintained and is in great condition. The second-floor apartment offers one sizable bedroom, a bright and spacious living room, a kitchen, and a full bath, providing comfortable living. Outside, you'll find beautifully landscaped grounds with colorful flower gardens, a paved driveway, and an oversized one-car deep solid block garage, can fit 2 cars or ample space for a workshop, storage, hobbies, or additional utility needs. Whether you're looking for a primary residence with rental income to help offset expenses or a solid investment property with strong future resale potential, this home is an excellent opportunity. Conveniently located within the Village of Monticello, you'll enjoy easy access to shopping, dining, transportation, schools, parks, and all local amenities. Don't miss this unique opportunity to own a versatile and attractive two-family property in a desirable village location!

31 Cottage Street, Monticello

$1,099,000
4 Beds 1 Baths 1032977 MLS
Exceptional investment and development opportunity in the Town of Thompson, just outside the Village of Monticello! This rare 3-family income-producing property spans approximately 17 acres, including an estimated 11 buildable acres, offering tremendous potential for builders, developers, and savvy investors. Generate immediate rental income while planning for the future, as the property's greatest value lies in its exceptional development possibilities. Ideally positioned adjacent to the Village of Monticello, the property may offer the potential for access to village water, sewer, and other municipal services (buyer to verify). With the area's continued growth and increasing demand for housing, opportunities like this are becoming increasingly scarce. Conveniently located just minutes from shopping, dining, schools, Resorts World Catskills, and major highways, this is a rare chance to secure a high-potential asset with immediate cash flow and outstanding long-term upside.

185 Rock Ridge Avenue, Monticello

$799,000
1021957 MLS
Prime Mixed-Use Investment Opportunity | Owner-Occupant or Investment | Portfolio Offering. An exceptional opportunity to acquire a mixed use commercial building in the heart of the Village of Monticello's Central Business District. This property is being offered as part of a larger investment portfolio consisting of seven mixed-use buildings and one parking lot, providing investors the opportunity of a strategic commercial portfolio. Currently operating as a retail business. The thoughtfully designed floor plan provides an efficient workflow, open retail space. Long term lease in place. The building features: Spacious open-concept retail floor plan, Private office, restroom, Municipal water and sewer. One of the property's most attractive features is its future expansion potential. Subject to municipal approvals, the building offers the opportunity to construct a second floor, creating additional professional office suites, residential apartments, or mixed-use space, providing significant long-term income potential and increased property value. The property is just minutes from NYS Route 17 / Interstate 86, providing convenient access throughout Sullivan County and the greater Hudson Valley region. SBL'S included in this sale - 111-5-16, 111-5-3, 111-7-4, 111-7-3, 111-7-6, 111-5-17, 111-3-17, 111-5-18

Prince Street, Monticello

$499,900
5 Beds 2 Baths 1027386 MLS
Every other place you have looked at came with a list. This one came finished. You turn off the road, the driveway pulls you back through the trees, and 6.98 acres of quiet open up in front of you. The pavement, the noise, the running list in your head, all of it stays behind at the road. Nothing here is waiting on you. Not a permit, not a paint color, not a single weekend you were hoping to keep for yourself. Out back the land rolls open, wide and green and completely yours, edged by a treeline that flares in October and disappears under the first real snow. There is a pool for the stretch of summer when the days refuse to end, a covered porch for the mornings the sky cannot make up its mind, and a deck that stays ready without ever asking to be sanded or stained. Enough open ground sits around all of it that you could walk for an hour and still be home. Out here the loudest thing you hear is weather. Inside, the feeling holds. The living space opens around a freestanding fireplace, the kind you light on the first cold night and forget to let go out, its glow carrying into the kitchen where an island gives everyone somewhere to land on the Sundays that turn into long, slow cooking. Five bedrooms mean no one has to give anything up, an office, a studio, a room that stays made up for whoever drives up. Downstairs the full basement is already finished, already warm, more house rather than storage. Everything you touch has been kept and cared for and left ready, so the move is exactly that. You arrive. You unpack. You start living the same afternoon. And then there is the part that turns this from a beautiful place to sit into a genuinely smart one to own. The garage comes with approved permits and plans to convert it into a full one-bedroom home of its own. The hard part, the drawings, the approvals, the waiting, is already behind you. Whether you ever build it is entirely up to you. It can stay a garage. It can become the rental that quietly pays you back, the studio with its own door, the private quarters for guests who never quite want to leave. The upside is sitting right there, permitted and ready, and it asks nothing of you until the day you decide you want it. The setting is the Sullivan County Catskills at their easiest. Bethel Woods puts a full summer of lawn concerts about 15 minutes from your door, on the same ground where Woodstock happened. Holiday Mountain keeps the winters short on excuses, and Lake Superior State Park hands you a swim and a paddle when the heat climbs. Resorts World and the Kartrite waterpark sit close enough for the days you want a little noise on purpose, and then you drive home to none of it. The city is about 2 hours south when the road runs clear, close enough that it stays in reach, far enough that it stops reaching you. What sells you in the end will not be any single feature. It will be the absence of the thing you have come to expect from every other listing, the catch, the compromise, the project hiding just behind the nice photos. There is no catch here. The work is done, the land is yours, the future is already permitted, and all this place has ever asked is that you show up and let it hand you the quiet. Some evening soon you will be standing on that deck as the last light leaves the trees, nothing at all left to fix, and you will understand that this was the whole point.

463 Rose Valley 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

$3,950,000
4 Beds 4 Baths 1027783 MLS
An exceptional opportunity in the heart of the Sullivan Catskills, just 90 miles from New York City. Surrounded by pristine lakes and reservoirs and minutes from renowned destinations including Resorts World Catskills, Bethel Woods Center for the Arts, the exclusive Monticello Motor Club, and a wealth of year-round recreation, this remarkable 413+ acre offering presents an extraordinary investment with tremendous potential. Comprised of 17 contiguous parcels, the property is ideally positioned for a residential development or private estate. Infrastructure is already underway with an access road in place and 12 build-ready lots, allowing construction to begin immediately while plans are developed for future expansion. Also included is a four-bedroom, four-bath home with a detached two-car garage. While the residence requires renovation, it offers tremendous versatility as a contractor's headquarters, hunting lodge, rental property, or private country retreat. The landscape is truly spectacular, featuring dramatic rock outcroppings, a mix of mature hardwoods and evergreens, abundant wildlife, stream, and pond. The wooded terrain provides exceptional privacy and creates an ideal setting for thoughtfully designed homesites immersed in nature. Zoned RR-2 with a minimum two-acre lot size and required setbacks, the property offers significant development flexibility. The zoning table is available in the document section for review. Large, contiguous tracts of this size and quality rarely become available in the Sullivan Catskills. Whether your vision is a thoughtfully planned residential community, a luxury retreat, or a long-term land investment, this is an opportunity with exceptional upside. Buy land - they aren't making any more of it!

118 Hilltop Road, Monticello

$399,000
6 Beds 2 Baths 1026401 MLS
Beautifully totally recently renovated home with new roof, new electric with two separate circuit boxes for every floor (possibly for Mother & Daughter), new plumbing, new water heater, new windows and doors, new siding, new spray foam insulation and much more, located in the Village of Monticello,very close to Resorts World Catskills Casino. Two floors to explore! On the first floor kitchen with new stainless steel appliances, granite countertop, living room, dining room with hardwood floors, full bath, and a master bedroom plus another 2 additional bedrooms. On the second floor, you will find three bedrooms and a full bathroom, walk-in closet. A lovely front landscape yard with mature trees in the back on a generous 4 acres lot, additionally an unfinished walkout basement fully insulated with spray foam insulation, VERY LOW PROPERTY TAXES! Bethel Woods, Casino, within driving distances. Come see all this great home has to offer before its gone. Additional Information: HeatingFuel:Oil Above Ground,

60 Haddock Road, Monticello

$1,100,000
3 Beds 4 Baths 1022193 MLS
Privately set on 1.3 acre as the last house on a dead end road sits fully renovated Brick Ranch home with 2 car attached garage, featuring its own private indoor pool /pool house. Main house has new hardwood flooring in the living area and kitchen along with marble counter tops, stainless appliances and views out to the private courtyard area with fire pit and tanning area. Three bedrooms all with new hardwood floors and 2 full bathrooms both featuring marble flooring and marble tiled showers, are on the main living level along with access to 2 car garage and heated walkway to the pool. Spiral staircase in living room leads to full finished basement that features marble flooring, wood fireplace, two additional bedrooms with egress windows along with a full bathroom utility room and laundry room. Door that leads to garage from basement as well, home features baseboard heat along with central ac. What truly separates the home is the 2600 sqft indoor pool building. This building has its own heating unit along with full bathroom changing room, 800 sqft in ground pool with cover, speakers for surround sound gaming tables and sliders leading out to courtyard area. Enjoy year round swimming, with easy access to all of the counties amenities. 2 min drive to holiday mountain for both skiing and fun park in summer, 2 mins to monster golf course and casino along with kart rite indoor water park. Would make a great str property with unmatched amenities.

35 Kroeger Road, Monticello

$170,000
3 Beds 2 Baths 1018292 MLS
Spacious 3-bedroom home with close to 1,900 square feet located in the desirable Kinnebrook Estates Community. Home features an upgraded gourmet kitchen with tons of cabinets, glass kitchen cabinets, counter space, new stainless steel farm sink, prep sink, pull out spice racks and the focal point of the room is the oversized island with storage. Upgraded Hearth kitchen cabinetry over the gas range is perfect to showcase your special collection. The breakfast nook area is bright and airy. In addition to your main living room you also have a large family room with a cozy and efficient fire place. Primary bedroom with an on suite bath featuring a walk in closet, oversized jettied soaking tub and walk in shower. You have two additional bedrooms and a full guest bathroom on the opposite side of the home offering privacy. New vinyl flooring throughout, You have an updated front deck with solar light accents, sliders off the living room lead to your private back deck, high ceilings, laundry room, central AC, large shed. The home has a ton of space and is situated on a nice level lot that backs up to the woods offering privacy. You also have access to the community pool, dog park and Community room! You also have access to all that the Hudson valley offers wineries, farmers markets, hiking trails, Casino, Kartrite, RV parks, state parks and so much more! Seller may be willing to sell the home furnished if desired less a few items. The possibilities are endless great for your round living or use it as a vacation home. Schedule time to tour this beautiful home today!

13 Gardenia Drive, Monticello

$299,000
4 Beds 2 Baths 1020587 MLS
Incredible Investment Opportunity in the Heart of Monticello! Bring your vision to this classic 4-bedroom Colonial-style home, boasting timeless character, original hardwood flooring, and unmatched versatility. Nestled right in the Village of Monticello, this property features a rare, detached 2-car garage along with a legal 3-bedroom accessory apartment. While the accessory property needs updating it represents the ultimate blank canvas for an investor looking for strong rental income or an owner-occupant wanting a massive space with a built-in mortgage helper. The main home welcomes you with traditional colonial charm and a spacious layout, while the accessory apartment offers fantastic potential to generate immediate cash flow. Location is everything! Enjoy the ultimate convenience of being within walking distance to local schools, public parks, dining, and village shops, with quick access to Route 17 for commuting. Opportunities with this much space, character, and income potential do not come along often. Schedule your tour today and unlock the possibilities!

62 Clinton Avenue, Monticello

$325,900
2 Beds 2 Baths 1020601 MLS
PRICE IMPROVED FOR IMMEDIATE SALE!!Welcome to this charming 2-bedroom, 2-bath ranch offering comfortable one-level living in a desirable gated community. This inviting home features a spacious living room, formal dining room, and a bright kitchen with a stunning cathedral ceiling that creates an open, airy feel. Step outside to the screened-in porch, the perfect place to relax and enjoy beautiful summer evenings while taking in the peaceful surroundings. Nestled on a quiet country road, this community offers the perfect balance of privacy and convenience. Enjoy a tranquil setting while remaining just minutes from shopping, dining, healthcare, and all the amenities you need. Whether you're looking for a full-time residence or a low-maintenance retreat, this home combines comfort, charm, and an ideal location.

6 Racine Court, Monticello

$1,420,000
7 Beds 5 Baths 1019474 MLS
Beautiful custom home on 25 acres of land. Three residential buildings on the property, two of which are rental income. Main house is two stories with 4 bedrooms two and a half bathrooms. There are two kitchens in this main house. A JACUZZI ROOM A bar room a wine cellar 2 pellet stoves one wood stove Second building has approximately 1400 sq feet, 2 bedrooms, one bathroom kitchen, living room and sun room. Third building is approximately 1000 sq feet, 1 bedroom, living room and a kitchen. The main house has roughly three acres fenced in with two stocked ponds. There are 2 smoke house one for cold one for hot , a vegetable garden, an outdoor refrigeration unit, custom built shed, and a large garage that can house a boat a truck and landscaping machinery. An additional structure that can be renovated for additional income on the property. This beautiful home is very unique and a must see! Please inquire with your questions and schedule your viewing appointment! Here's a polished luxury listing description suitable for a $1.5 million property: Nestled on an extraordinary 25-acre private estate, this one-of-a-kind custom-built property offers an exceptional blend of luxury, recreation, and income-producing potential. Featuring three residential buildings, including two established rental residences, this remarkable estate presents a rare opportunity for homeowners, investors, or those seeking a multigenerational retreat. The impressive main residence showcases 4 spacious bedrooms and 2.5 bathrooms, thoughtfully designed with two full kitchens for effortless entertaining or extended family living. Distinctive features include a private Jacuzzi room, an elegant wine cellar, a custom bar and entertainment room, two pellet stoves, and a wood-burning stove, creating a warm and inviting atmosphere throughout. Beyond the main home, the estate includes a beautifully appointed approximately 1,400-square-foot guest residence offering 2 bedrooms, 1 bathroom, a full kitchen, living room, and a bright sunroom. A third residence of approximately 1,000 square feet features 1 bedroom, a full kitchen, and comfortable living space, providing additional rental income or accommodations for guests. The grounds are equally impressive. Approximately three fenced acres surrounding the main residence feature two stocked ponds, creating a peaceful, park-like setting. Outdoor amenities include hot and cold smokehouses, a thriving vegetable garden, an outdoor refrigeration unit, a custom-built storage shed, and an oversized garage with ample space for a boat, truck, landscaping equipment, and recreational vehicles. Thereis an office space as well. Lots of closets and lots of storage space. You must see to believe. Adding even greater value, the property includes an additional structure with renovation potential, offering exciting possibilities for expanded guest accommodations, a workshop, studio, or additional income-producing space. Whether you're searching for a private country estate, an equestrian or recreational retreat, or a property with exceptional investment potential, this extraordinary offering delivers a lifestyle unlike any other. Opportunities like this are rarely available. Schedule your private tour today and experience everything this exceptional estate has to offer.

143 S Maplewood Road, Monticello

$325,000
3 Beds 2 Baths 1012831 MLS
Charming Tudor-Style Home in Prime Central Location! This inviting stucco Tudor-style home offers classic character and everyday convenience, ideally located in the heart of Sullivan County and just minutes to shopping, public transportation, the government center, and area attractions. The home features 3 bedrooms and 1.5 baths with a flexible and functional layout. The main level includes a spacious living room, formal dining room, kitchen, a convenient first-floor bedroom, and a half bath. The second floor offers a primary bedroom with a large closet and an additional room perfect for a nursery or home office, plus a second bedroom and a full bathroom. Additional highlights include a full basement, one-car garage located under the back porch, and a welcoming front porch. The property is currently rented, making it an income-producing

1 Hammond Street, Monticello

$200,000
2 Beds 1 Baths 1014425 MLS
An affordable Ranch home in the country. This lovely property and the home features two bedrooms, one full bathroom, a spacious living room, a kitchen, and convenient main-floor laundry, hot air heat and and additional mini split for the heating and cooling. One of the highlights of this home is the beautiful sunroom, located just off the kitchen, perfect for relaxation or enjoying a cool summer breeze. The property also includes an attached one-car garage, currently used for storage, and an additional detached garage or barn. While there is a full unfinished basement, it currently lacks direct access from the main floor; however, this layout could be reversed. The home sits on a nice, level lot. Located just outside Monticello, the property offers easy access to local amenities and convenient commuting.

565 Cold Spring Road, Monticello

$299,000
2 Beds 1 Baths 1005778 MLS
Welcome to this charming 2-bedroom, 1.5-bath ranch home nestled on 1.42 beautiful acres located right on the Monticello–Forestburgh border. Inside, you’ll find warm hardwood floors, a cozy living room with a wood-burning fireplace, a primary bedroom with an en-suite bathroom, an inviting eat-in kitchen featuring granite countertops, on-demand hot water, and a laundry room with a washer and dryer. The spacious primary suite offers a relaxing retreat with a large bedroom and a luxurious primary bath featuring a drop-in tub set into a custom tiled deck, double granite vanities, a separate stand-up shower, and double access doors. A partially finished basement provides additional flexible space for a recreation room, home office, gym, or storage. Step outside to enjoy the expansive property complete with a deck, paved driveway, and a fenced dog run ideal for pet owners. An additional small cottage on the property presents a unique renovation opportunity for guest space, a studio, workshop, or creative retreat. Conveniently located near shopping, dining, entertainment, and outdoor recreation, this home offers easy access to nearby attractions including Resorts World Catskills, Bethel Woods Center for the Arts, Sackett Lake, and the scenic Swinging Bridge Reservoir, along with golf courses, hiking trails, and year-round activities throughout the Catskills region. Offering comfort, privacy, and endless potential, this property combines country charm with practical amenities in a serene setting.

286 Dingle Daisy Road, Monticello

$269,000
3 Beds 2 Baths 1005533 MLS
Back on market! Buyer couldn't secure financing! Turn-Key on 1.7 Private Acres! Welcome home to this stunning, completely renovated 3-bedroom, 2-full-bathroom ranch that perfectly blends modern luxury with serene country living. Nestled on an expansive and private 1.7-acre lot, this property offers the ultimate retreat while remaining close to all local amenities. Pass through the threshold to find a spectacular, sun-drenched great room boasting soaring cathedral ceilings, creating an airy and grand environment perfect for entertaining or relaxing. The open-concept flow leads you through a thoughtfully redesigned layout featuring premium finishes throughout. The spacious primary bedroom serves as a true sanctuary, complete with its own beautifully appointed full bathroom. Two additional generously sized bedrooms and a second immaculate full bath offer plenty of space for everyone. Need more space? This home features an incredible walk-up attic a front office, or a playroom, plus a huge full basement providing endless storage. Step outside to enjoy your massive, park-like yard—perfect for summer gatherings, gardening off the living room or use it to just enjoy the peace and quiet. With absolutely nothing left to do but move in and unpack, this renovated gem is a rare find. Schedule your private tour today!

253 Harris Bushville Road, Monticello

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