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$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
$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
$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
$525,000
3 Beds ⋅ 3 Baths ⋅ 1020264 MLS
New Construction -Set on 3 ACRES - Raised Ranch - 3 Bedrooms - 3 Full baths - Kitchen - Living - Dining room - Downstairs features a family room and a full bath and 2 Car garaage. Set on 3 Acres in close proximity to shopping, restaurants, casino and Route 17. This is one of three new homes for purchase on a beautiful country road.

220 Rock Ridge Drive Unit #3, Monticello
$495,000
3 Beds ⋅ 3 Baths ⋅ 1020142 MLS
New Construction - Raised Ranch - 3 Bedrooms - 3 Full baths - Kitchen - Living - Dining room - Downstairs features a family room and a full bath and 2 Car garaage. Set on 1/2 Acre in close proximity to shopping, restaurants, casino and Route 17. This is the first of three new homes for purchase on a beautiful country road.

224 Rock Ridge Drive Unit #2, Monticello
$725,000
3 Beds ⋅ 2 Baths ⋅ 1013634 MLS
A beautifully landscaped and exceptionally well-maintained Sackett Lake retreat just 2 hours from NYC, offering a serene, resort-style setting ideal for both intimate relaxation and hosting large gatherings. The property is surrounded by lush perennial gardens, ornamental and fruit trees, and a large koi pond with a cascading waterfall, fully managed remotely from the owner’s smartphone—perfect for weekenders or short-term guests. Outdoor living is the true highlight here. A grand gazebo with both a pizza oven and brick oven, plus an outdoor smoker, creates a one-of-a-kind entertaining hub. Whether it’s a quiet morning coffee by the pond or a full-scale gathering with friends and family, the grounds are designed to accommodate groups of any size with ease and style. Additional upgrades include a new Trex front deck, all Andersen and Pella windows, and an immaculate 2-car garage with a large second-floor bonus space, already plumbed for future use. Newly installed energy-efficient solar panels, transferable at closing, keep electric costs around $230/month. Minutes from Bethel Woods Performing Arts Center, Resorts World Casino, and the Delaware River, this serene escape offers exceptional Airbnb potential with its unforgettable outdoor spaces and prime Catskills location.

16 Gregory Road, Monticello
$210,000
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
$370,000
3 Beds ⋅ 3 Baths ⋅ 997747 MLS
Welcome to your turnkey oasis in the heart of the Catskills! This spacious split-level home combines modern structural peace of mind with a prime location just 90 minutes from NYC and 30 minutes from Middletown. Brand new roof (2020), a modern septic system (2022), and a high-efficiency boiler (2025). Thoughtful split-level layout featuring a bright main-floor living room and a spacious downstairs family room—perfect for kids, guests, or entertainment. Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage. Enjoy unparalleled access to world-class entertainment, local amenities, and regional transportation. Minutes away from Bethel Woods Center for the Arts, premier area casinos, and thrilling water parks. and accessible transportation links for an easy commute. Move right in and start enjoying the perfect blend of modern maintenance-free living and a resort-style local lifestyle! Accommodations: Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage.

2 Sunset Drive, Monticello
$351,999
3 Beds ⋅ 3 Baths ⋅ 995613 MLS
Turnkey opportunity with immediate income in place. This property features a current tenant already occupying the home, allowing you to step into day-one cash flow without the hassle of vacancy or setup. Whether you're expanding your portfolio or securing your first investment, this is a rare chance to acquire a property that is already performing. With limited inventory in the area, opportunities like this don’t last, position yourself ahead of the market and secure this income-producing asset today. Set on a spacious and private lot in Monticello, this well-positioned raised ranch offers the kind of space, setting, and flexibility that today’s buyers are actively searching for, but rarely find all in one place. From the moment you arrive, what stands out is the feeling of separation from the typical neighborhood environment. Surrounded by mature trees and set back in a way that creates both privacy and openness, the property delivers a quiet, grounded atmosphere while still being conveniently located near local amenities, schools, and major routes. The exterior presents a classic and functional raised ranch design, one of the most sought-after layouts for its versatility and practical flow. With its split-level configuration, the home naturally creates multiple living areas, giving future owners the ability to define the space in a way that best fits their lifestyle. A large driveway leads directly into a two-car garage, offering ample parking and everyday convenience. Whether you're hosting guests, managing multiple vehicles, or simply looking for ease of access year-round, this feature adds immediate value and usability.

10 Hanover Drive, Monticello
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 993570 MLS
Built in 2019 and set on 5.38 privately wooded acres, 657 Sackett Lake Road is a wonder for the senses. A gravel and cobble-stone bordered driveway traverses past fountain, pond, and expansive landscaped greenery until arriving upon a most elegant structure where medieval comes in direct contact with modern contemporary – buttressed by quarry-stone retaining walls, flag-stone patio pavers, and a welcoming roof covered porch. A flowing interior greets us with solid hardwood floors, large sun filled rooms, tinted windows and wood grained accents throughout. Subtly, a suite of Bosch appliances compliments the interior eat-in and walk-through kitchen, as a 40 inch chandelier defines the home's formal dining-room. A 30 inch Blaze gas powered grill, granite counter-tops, and bar height quarry-stone walls then bring to life the exquisite exterior kitchen, and thoughtfully designed rear patio. And the definition of luxury is truly realized inside a spa complete with heated Endless pool, cedar sauna, 5-person hot-tub, and full walk-in shower. Together with the addition of a Generac whole house system generator, they make this thoughtfully designed house the perfect home and retreat. Near Resorts World Casino, Holiday Mountain Ski & Fun Park, and the exclusive Monticello Raceway Motor Club – a short distance form i86, and just 93 miles to New York City’s George Washington Bridge.

657 Sackett Lake Road, Monticello
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 993197 MLS
A once-in-a-lifetime private stone garden estate has officially arrived on the market — an extraordinary hidden sanctuary in Monticello. Evoking the charm of a secluded fairytale retreat, this breathtaking property offers unparalleled privacy, natural beauty, and exceptional long-term investment potential. Encompassing approximately 43.48 acres of pristine land, the estate is surrounded by lush forests, expansive meadows, and a serene natural lake/pond spanning approximately 3.5 acres. The tranquil setting, crisp mountain air, and peaceful atmosphere provide a remarkable escape from city life, while still being conveniently located just approximately two hours from New York City. Whether envisioned as a private compound, luxury vacation estate, wellness retreat, wedding venue, boutique resort, farm stay, or future development opportunity, this property presents a rare blank canvas with limitless possibilities. This exceptional estate is an incredibly rare offering in Monticello. Located only minutes from Resorts World Catskills, and within easy reach of Woodbury Common Premium Outlets, fine dining, shopping, entertainment, and year-round recreational attractions. The residence itself is thoughtfully designed with oversized windows that flood the interiors with natural light, highlighting the warm estate-style ambiance and rich wood craftsmanship throughout. The first floor features multiple expansive living and entertainment spaces ideal for hosting gatherings, along with a spacious kitchen, formal dining area, storage room, full bathroom, and a practical mudroom complete with laundry and ample storage for coats and footwear. There is a French double door that separates the studying room and the dining room. The open-concept estate kitchen is equipped with an oven, dishwasher, and refrigerator. The second floor offers an inviting additional living area, a luxurious primary suite with an adjoining full bathroom, a guest suite with its own private full bathroom, two additional bedrooms, and another separate full bathroom. There is also an attic. The unfinished basement, complete with a separate entrance, offers tremendous potential for customization — ideal for a recreation lounge, home theater, fitness center, executive office, wine cellar, or expanded living quarters. Additional highlights include central heating and cooling systems, spacious and functional layouts, exceptional privacy, and comfortable room configurations throughout the home. Property Specifications: Approximately 3,606 sq ft of interior living space, built in 2009, situated on approximately 43.48 acres of land, featuring a Colonial-style single dwelling residence with an attached 1-car garage. RR2 Zoning — Potential for Multiple Luxury Homes The true value of this extraordinary offering extends far beyond the residence itself — it lies within the land, the natural resources, the serenity, and the unmatched setting. A truly rare Upstate New York estate showcasing remarkable natural beauty, fresh mountain air, and exceptional feng shui qualities.

235 Cantrell Road, Monticello
$1,150,000
992651 MLS
Positioned for immediate return and long-term growth, 47 Coopers Corners Road presents a rare opportunity to acquire a fully operational commercial investment property with strong in-place income and significant expansion potential. Currently generating $78,000 annually under a 5-year triple net lease, this property offers a true hands-off investment structure where expenses are largely passed through to the tenant, maximizing net returns. Set on just over 2 acres in the Town of Thompson, the property features an approximately 4,000 square foot building designed for high-function commercial use, complete with 15-foot ceilings, 10-foot overhead doors, multiple service bays, office space, lobby area, and storage. The site is fully cleared, level, and privately positioned, with a large fenced yard and capacity for extensive vehicle or equipment storage—supported by special permitting allowing for up to 300 vehicles, a rare and valuable feature in Sullivan County. The existing use as a well-established automotive facility highlights the property’s functionality, while its flexible zoning (HC2/RR2) opens the door to a wide range of alternative uses including contractor yard, fleet storage, landscaping business, equipment rental, or redevelopment into a higher-yield commercial operation. What truly sets this offering apart is the additional acre of usable land, providing a clear path for increased income—whether through additional outdoor storage rental, expansion of the current operation, or development of a secondary income-producing structure. Conveniently located just minutes from NY-17/I-86 and the Village of Monticello, the property offers excellent accessibility while maintaining a private, tucked-away setting ideal for a variety of commercial uses. This is a rare opportunity for investors seeking stable income today with the ability to significantly increase cash flow tomorrow.

47 Cooper Road, Monticello
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 988041 MLS
35 Serenity Lane, Monticello, NY | The Ultimate Automotive Enthusiast’s Retreat Experience the perfect fusion of secluded luxury and high-octane convenience at 35 Serenity Lane. This 2,483-square-foot contemporary masterpiece, built in 2014, sits on 2.06 private, wooded acres, offering a serene sanctuary designed for those who live life in the fast lane. A Collector’s Dream Garage The centerpiece for any enthusiast is the expansive 4-car garage capacity, featuring two professional-grade lifts. Whether you are maintaining a private collection or prepping for a track day, this climate-controlled space provides the professional setup required for high-performance vehicles. Elite Location & Lifestyle Positioned in the heart of Sullivan County’s entertainment hub, you are minutes from: Monticello Motor Club: Located just a stone's throw away, enjoy effortless access to "The World’s Premier Automotive Playground" and its 4.1 miles of race-grade asphalt. Resorts World Catskills: Proximity to world-class gaming, fine dining, and luxury spa services for a complete resort lifestyle. Modern Luxury & Comfort Inside, the home offers a sophisticated open-concept layout with 4 bedrooms and 4 bathrooms. Experience the pinnacle of comfort with high-efficiency radiant floor heating, providing silent, uniform warmth throughout the home. This is complemented by central cooling and forced-air systems for year-round climate precision. Property Highlights: Contemporary Design: Sleek wood exterior and architectural lines that blend into the natural landscape. Expansive Lot: Over 2 acres of land offering total privacy and room for further custom outdoor amenities. Turn-Key Ready: Nearly 2,500 sq. ft. of livable space with premium finishes and an attached, hobbyist-ready garage. Whether you are looking for a primary residence or the ultimate weekend "pit stop" near the track, 35 Serenity Lane offers a rare combination of luxury, privacy, and utility.

35 Serenity Lane, Monticello
$5,000,000
14 Beds ⋅ 17 Baths ⋅ 976893 MLS
399 Gregory Rd, Monticello, NY – A Private Estate Like No Other Set on 20 breathtaking acres in Monticello, this extraordinary nearly 18,000sf gated estate delivers an unmatched combination of scale, luxury, and privacy. Surrounded by a perfect blend of open land and natural beauty—including a picturesque stream and sweeping views—this property offers a rare sense of seclusion just minutes from the area’s top destinations. Ideally located near Monticello Motor Club, Resorts World Catskills, Kartrite Indoor Water Park, Monster Golf Course, Bethel Woods Center for the Arts, and the scenic Catskill Mountains, this estate combines tranquility with convenience and access to year-round attractions. Inside, the home is designed for both grand entertaining and everyday comfort. Amenities include a spectacular indoor pool, full bar, pizza oven, game room, private theater, gym, multiple fireplaces, sauna, and hot tub—creating a true resort-style experience. With 14+ bedrooms, this property has successfully hosted weddings, retreats, and large gatherings. Nearly every aspect of the home has been thoughtfully upgraded by the current owners. Improvements include a brand new dehumidifier and heater for the indoor pool, new heating and cooling systems, upgraded electric, low-voltage wiring, security cameras, and a brand-new high-capacity septic system. The estate also offers a fully equipped kitchen, a fully equipped game room, a detached garage, and a separate, private suite on the upper level. The entire property is fully winterized and move-in ready. Zoned RR2, this estate presents exceptional flexibility and investment potential. With planning board approval, it is well-suited for use as a retreat center, summer camp, or event venue. A discerning buyer can enjoy this home as a private luxury escape while also generating substantial income through rentals, weddings, and organizational use throughout the year. This is truly a property that must be experienced in person to fully appreciate the scale, craftsmanship, and atmosphere it offers—photos simply don’t capture the full picture of what this mansion entails. A rare opportunity for the buyer who values privacy, prestige, and potential—this is more than a home, it’s a legacy estate. Reach out today to schedule your private tour.

399 Gregory Road, Monticello
$395,000
4 Beds ⋅ 3 Baths ⋅ 984471 MLS
Beautiful and Spacious Cape Home in Sackett Lake Area! Discover this solid, well-maintained Cape Cod-style home, legally zoned as a two-family residence, with flexibility to be used as a single-family home. Located just steps from Sackett Lake, the property includes beach access for lakeside enjoyment. The main level welcomes you with an entry room leading into a kitchen, a formal dining room, and an elegant living room featuring a stunning granite stone fireplace. There’s one spacious bedroom on the main floor, as well as a second bedroom and a full tiled bathroom. Upstairs, you’ll find two additional bedrooms, a second kitchen, and another full bath—perfect for guests or extended family. The home showcases beautiful hardwood flooring throughout and custom built-ins for added character. This home is like a time capsule and needs to be undated to the modern needs. but well worth it since its functional . The full basement, once finished as extra living space, is now unfinished but includes a full bath—offering great potential for future expansion. Other highlights include oil heat, town sewer, and a generous 1.2-acre lot. Conveniently located near all Sullivan County amenities, this home offers space, flexibility, and an unbeatable location in a lake community

530 Sackett Lake Road, Monticello
$495,000
3 Beds ⋅ 3 Baths ⋅ 975504 MLS
New Construction - Raised Ranch - 3 Bedrooms - 3 Full baths - Kitchen - Living - Dining room - Downstairs features a family room and a full bath and 2 Car garaage. Set on 1/2 Acre in close proximity to shopping, restaurants, casino and Route 17. This is the first of three new homes for purchase on a beautiful country road.

226 Rock Ridge Drive Unit #2, Monticello
$365,000
4 Beds ⋅ 2 Baths ⋅ 974422 MLS
Large spacious Renovated 2 story Ready to move in - house is on a quiet residential block in heart of Monticello. Featuring 4 Bedrooms, 2 Bathrooms - Each floor has 2 bedrooms and 1 bathroom - total of 4 bedrooms. Brand new kitchen with Quartz countertop with 2 separate sinks, Electric oven Range - Refrigerator2 bedrooms, family room, dining room, 1 bath on first floor - 2 bedrooms, 1/2 bath on 2nd floor - All rooms have lots of windows, All bedrooms have walk in closets , High ceilings - Very nice big yard - All wood Floors, large clean u unfinished basement with 7 windows with about 1200 square feet that could be made into rooms - Brand new deck, New Electrical Upgrade 200Amps, New sump pump close to the Town, schools, Banks, Restaurants, Aldi`s, Walgreen's, Walmart, Home Depot, Shoprite, Mountain Mall.

105 Wood Avenue, Monticello
$6,999,900
H6307280 MLS
UNIQUE OPPORTUNITY IN PRIME LOCATION! Offered for the very first time - one of the Hudson Valley’s largest fully approved, shovel-ready projects! This 187-unit townhome complex has 8 units completed, leased and generating income, with 179 ready to build. This project is currently designed and being marketed as a high-end/luxury market rate rental project and can be converted to individually owned townhomes if desired. The current unit layouts offer 3 levels of living, with garages and a metro design concept with functional flow, utility and natural light. Most of the infrastructure is already in place, from drainage ponds to underground utilities. Road cuts and clearing complete; building permits can be pulled immediately. A lucrative opportunity to provide much needed housing relief in a rapidly growing region. Located just off Highway 17/86 and just minutes to Bethel Woods, Resorts World, and a renaissance in downtown Monticello. Scenic views of the Catskills abound. Get in at ground level! Don’t wait!

530 W Broadway, Monticello
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