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$8,500,000
1021962 MLS
Premier Downtown Investment Portfolio | 7 Mixed-Use Buildings + 1 Parking Lot | Village of Monticello, NY. A rare opportunity to acquire a stabilized commercial real estate portfolio in the heart of the Village of Monticello's Central Business District. This offering consists of seven mixed-use buildings and one commercial parking lot, strategically positioned along Broadway, the Village's primary commercial corridor. With a combination of established income-producing properties and significant value-add opportunities, this portfolio is ideal for investors seeking immediate cash flow with long-term appreciation and redevelopment potential. The portfolio includes a diverse mix of retail storefronts, professional office space, restaurants, and a residential unit, creating a well-balanced investment with multiple income streams. Several properties feature long-term tenants, while vacant suites provide opportunities to increase occupancy, rental income, and overall portfolio value. Ownership has invested substantially in capital improvements throughout the portfolio, including: Updated electrical systems, High-efficiency HVAC and mini-split heating and cooling systems, New windows, Updated flooring and interior renovations Security system installation, Municipal water and sewer service throughout the portfolio. One of the portfolio's most compelling features is the opportunity to significantly increase revenue by completing more than 5,000 square feet of undeveloped space. Subject to Village approvals, this area may be converted into professional office suites, residential apartments, or other permitted uses, creating substantial additional rental income and enhancing the portfolio's long-term value. The properties are located within the B-2 Business District, which permits a broad range of commercial and mixed-use uses, including: Retail and wholesale businesses, Professional and medical offices, Service businesses, Restaurants and eating & drinking establishments, Funeral homes, Residential uses. Other compatible commercial uses as permitted by the Village. The portfolio also includes a dedicated commercial parking lot, providing a valuable amenity for tenants, customers, and future development opportunities. The parking lot can continue to generate income, support existing buildings, or serve future expansion plans. 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

456 Broadway, Monticello
$475,000
3 Beds ⋅ 3 Baths ⋅ 1031746 MLS
Nestled within the sought-after Greentree community, this beautifully renovated three-bedroom, three-bath residence offers an exceptional blend of timeless design, quality craftsmanship, and low-maintenance living. Thoughtfully renovated throughout, the home showcases a custom KraftMaid kitchen with abundant cabinetry, quality finishes, and an open layout that flows effortlessly into the spacious living and dining areas. Rich oak flooring extends throughout the main level, while soaring vaulted ceilings, skylights, and oversized windows fill the home with natural light, creating an inviting atmosphere designed for both everyday living and effortless entertaining. The well-appointed floor plan offers three generously sized bedrooms, including a distinctive loft-style upper-level suite that provides flexible space for guests, a home office, or an additional family room. Two beautifully renovated bathrooms feature marble flooring, classic beveled subway tile, and timeless finishes that reflect the home’s thoughtful attention to detail. Greentree is a private lakeside community known for its beautifully maintained grounds and exceptional amenities, including a clubhouse, heated swimming pool, tennis and basketball courts, playground, and a full calendar of community events. The homeowners association also provides exterior maintenance, roof care, snow removal, trash service, and upkeep of the common areas, allowing for a truly turnkey lifestyle. Whether you’re seeking a full-time residence or a seasonal getaway, this thoughtfully renovated home offers a rare opportunity to enjoy refined interiors, outstanding community amenities, and the ease of carefree ownership.

42 Lakeview Terrace, Monticello
$3,500,000
1031981 MLS
Introducing Dingle Daisy Cottages, one of the last remaining original bungalow colonies in Sullivan County. Publicly offered for sale for the first time, this extraordinary 239+ acre property includes Wildwood Lake, a pristine private lake spanning approximately 50 acres, creating an exceptional setting unlike any other in the region. Currently zoned RR-2, the property features a main residence, 18 bungalows, a casino/recreation building, a garage, and an in-ground swimming pool. The existing bungalow colony use may continue, offering the opportunity to restore, modernize, and enlarge the bungalows while preserving the property's rich history and charm. Beyond its current use, this is an exceptional development opportunity. The property is well suited for redevelopment as a summer camp, retreat, or residential community. Preliminary engineering indicates the potential for 50 or more single-family homes, subject to approvals, making this one of the most significant development parcels available in Sullivan County. With strong demand for bungalow colonies, camps, and residential housing, combined with the rare advantage of a massive private lake, Dingle Daisy Cottages presents a truly unique investment opportunity. Conveniently located in Monticello, just minutes from Resorts World Catskills, Bethel Woods Center for the Arts, The Kartrite Resort & Indoor Waterpark, YO1 Health Resort, golf courses, lakes, shopping, dining, and all of Sullivan County's premier attractions, this is a once-in-a-generation offering with endless possibilities.

94-100 Dingle Daisy Road, Monticello
$1,300,000
1021958 MLS
Prime Mixed-Use Investment Opportunity | Value-Add Asset | Portfolio Offering. An exceptional opportunity to acquire a fully renovated mixed-use building in the heart of the Village of Monticello, offered as part of a larger investment portfolio consisting of seven mixed-use buildings and one parking lot. The property features four units, including three commercial suites and one residential apartment. Currently, two units are leased to long-term tenants, while two vacant commercial suites present an outstanding opportunity to increase cash flow by leasing at current market rates or occupying the space with your own business. The building has been extensively updated, with renovated suites, municipal water and sewer, and high-efficiency mini-split heating and air conditioning systems installed throughout, providing modern comfort and energy efficiency while minimizing maintenance costs. One of the property's greatest assets is its large private parking lot with approximately 16 dedicated parking spaces, a highly desirable feature for both office and retail tenants in downtown Monticello. Strategically located on Broadway, the Village's primary commercial corridor, the property enjoys excellent visibility and benefits from steady daily vehicle traffic and pedestrian activity. Broadway serves as the central business district for Monticello, connecting local businesses, government offices, healthcare providers, restaurants, and retail establishments, while offering convenient access to NYS Route 17 / Interstate 86, making it easily accessible to both local residents and regional visitors. 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, 111-5-18LA must accompany all showings.

497 Broadway, 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
$389,000
2 Beds ⋅ 3 Baths ⋅ 1020730 MLS
Welcome to 2 Sylvia Lane, a spacious 3-bedroom, 3-bathroom duplex home located in the desirable Greentree Community of Monticello. This well-maintained property offers comfort, convenience, and low-maintenance living. Enjoy parking right in front of the home, a short walk to the community clubhouse, and easy access to Resorts World Casino, Kartrite Waterpark, and local shopping. The HOA takes care of snow removal, garbage, exterior painting, and even roof replacement, making homeownership simple and worry-free. Community amenities include a pool, clubhouse, and serene lake access perfect for kayaking. Priced to sell and ready for summer enjoyment

2 Sylvia Lane, Monticello
$299,900
1020194 MLS
MONTICELLO VILLAGE! Your opportunity awaits to own this desirable commercial/residential building the growing Monticello Village location. This turnkey property is currently in use as office space, but B-1 zoning instantly offers the new owners many great possibilities! For commercial endeavors enjoy a high traffic count visible location on route 42/Pleasant Street, and also a large off-street paved parking lot. The open concept Interior has radiant heat, all tile floors, large decks, ramp, two bathrooms, a kitchenette, fluorescent lighting, municipal water and sewer, rounding out the current amenities. Or the ability to convert to full or partial residential use may suit your needs! Call today to explore this unique opportunity in Monticello Village!

58 Pleasant Street, Monticello
$3,150,000
1015345 MLS
PRIME DEVELOPMENT SITE. Meticulously cared for property. GREAT FOR INVESTMENT AND FUTURE DEVELOPMENT all while producing income! Excellent location; great income. Rare opportunity to own this pristine multifamily property in a prime Monticello area. The units are well maintained, with newer roofs and recently paved walkways, and situated on approx. 32+ acres of lush property with extensive frontage. This property is ripe for future development and absolutely amazing! Prime development site. Looking for a great investment opportunity with endless income possibilities? Excellent location; great income. This property offers not only a prime location but also an opportunity for investors and developers to build. Ample parking for tenants and guests. Mixed-use property. The buildings are in excellent condition. Needs nothing; turn-key. Property is a must-see to understand its income potential. Plenty of acres to build.

3396 Rt-42, Monticello
$1,900,000
1014109 MLS
Rare investment opportunity in the Village of Monticello. Whether you’re looking to expand an existing portfolio or secure a strong long-term asset, 589–593 W Broadway presents a compelling, fully occupied income-producing opportunity featuring 13 rental units across three separate buildings. Set on a generous 2.64-acre parcel, the property offers both scale and flexibility, with meaningful room for future value-add improvements in a growing and increasingly active market. The unit mix is well diversified, consisting of three one-bedroom apartments, eight two-bedroom apartments, and two three-bedroom apartments—supporting broad tenant demand and helping to stabilize rental income across multiple segments. Several units have already been recently renovated, enhancing tenant appeal and reducing near-term capital needs while still leaving upside for further improvements, rent optimization, and overall asset repositioning. With its strong unit count, spread of layouts, and expansion potential, this property is well-positioned for an investor seeking cash flow today with long-term growth potential tomorrow. Conveniently located near a strong mix of dining, shopping, and regional attractions, the property offers tenants easy access to everyday amenities and lifestyle drivers that support long-term rental demand. Nearby dining options include Monticello Bagel Bakery, Memito’s Tacos, Chinatown Kitchen, Salt & Pepper, Nelly’s Latin Restaurant, Monticello Diner, Yanni’s Gyro Express, and Ciao Bella. Everyday conveniences are just minutes away, including Walmart, ShopRite, Old Navy, Marshalls, Starbucks, Home Depot, and Five Below. Major regional destinations such as Bethel Woods Center for the Arts, Resorts World Catskills, Kartrite Indoor Water Park, YO1 Spa, and Monster Golf Course are also within close proximity, enhancing the area’s appeal for both year-round residents and visitors.

589-593 W Broadway, Monticello
$2,999,950
1011137 MLS
Great location in the Heart of the Village of Monticello.. Iconic building( PEACHTREE BUILDING) with almost all units fully occupied.RECONSTRUCTED IN 2005 and recently renovated....many possibilities for the few remaining available spaces ..a commerical building with many types of businesses already occupied..meets the Federal Guidelines for handicap accessibility including an elevator and large doorways and the bathrooms are all handicapped accessible as well..A large municipal parking lot at the rear entrance and across the street as well and an entrance on Broadway.. Keypad for access after hours and on the weekends.. easy walking distance to restaurants and shopping and easy access to route 17...,,2 hours to NYC..

457 Broadway, Monticello
$235,000
2 Beds ⋅ 2 Baths ⋅ 1000676 MLS
Welcome to Camelot Woods, a premier homeowners association in Sullivan County, idyllically situated on the shores of Sackett Lake, a private motorboat lake. If you’ve been searching for a move-in ready home in a vibrant lake community with abundant amenities, look no further. 4 Ivanhoe Court offers easy one-level living in this well-maintained 1,080sf ranch, featuring two bedrooms, two full bathrooms, and a bonus den/guest room. Additional highlights include central air conditioning, a laundry closet, and a wraparound deck ideal for outdoor enjoyment. The bright and airy interior is filled with natural light, enhanced by expansive windows, glass doors, and multiple skylights. The spacious kitchen offers rustic charm with original wood cabinetry, abundant counter space, and a breakfast bar for casual dining. Just off the dining area, a large deck provides seamless indoor/outdoor living and entertaining. The generously sized living room offers ample space for gathering and relaxation. A versatile den provides flexible use as a guest room, home office, or additional living space. The spacious primary suite features a walk-in closet and an en-suite full bathroom with a shower. The well-proportioned second bedroom offers generous closet space. Camelot Woods offers residents the convenience of low-maintenance living, with HOA services including lawn care, snow removal, trash service, and scheduled maintenance of roofing and siding. Community amenities include the largest pool in Sullivan County, weekly entertainment and dining options, and access to Sackett Lake. The private lakefront features a sandy beach, dock with boat storage, and ample space for recreation and relaxation. Additional amenities include a baseball field, a basketball court, shuffleboard, tennis, and multiple pickleball courts, as well as a fenced playground and kiddie pool. The spacious clubhouse offers a large upper-level gathering hall with a stage and DJ booth, while the lower level features a fitness center, game and recreation area, lounge, library, and kitchen. Camelot Woods is more than a community—it’s a lifestyle. Opportunities to purchase here are rare; come experience why this is one of the area’s most sought-after communities. Local attractions include Resorts World Catskills, The Kartrite Indoor Water Park, Monster Golf Club, YO1 Spa, and Bethel Woods Center for the Arts. Convenient shopping and everyday essentials are just minutes away including Walmart, Shoprite, Old Navy, Marshalls, Starbucks, Home Depot, and wide variety of dining options.

4 Ivanhoe Court, 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
$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
$599,000
986009 MLS
Incredible opportunity! REAL ESTATE FOR SALE AMAZING LOCATION IN THE HEART OF MONTICELLO! Over 4000 sq ft of potential to locate your business or invest in the booming Village Of Monticello! Cafe space with indoor and and Outdoor Seating offering tremendous potential to grow a booming restaurant business!, Located on bustling Broadway in Monticello, an absolutely prime location with close proximity to Resorts World Casino, Monticello Motor Club and Waterpark, Bethel Woods Performing Arts Center and so much more! Don’t miss this opportunity to purchase this amazing building thats priced to sell! Call today to schedule a private viewing!

506 Broadway, Monticello
$774,900
977670 MLS
Strategic redevelopment opportunity in the southern part of the Town of Thompson offers favorable Commercial Industrial zoning and unlimited potential. This amazing corner property boasts extreme high visibility and a high traffic count. Directly facing NYS Rt 17/ Interstate 86 delivers the exposure that will surely make your business flourish. Large frontage of 850+/- feet on two roads makes this level land a perfect choice for development and offers terrific access for all types of vehicles, machines and parking. Located between highway exits 106 and 107, this prime spot offers added appeal. Active businesses in the immediate vicinity include tractor, truck and auto rentals and dealerships, professional offices and utility companies. Listing consists of two lots totaling 2.24+/- acres. One lot fronts on Bridgeville Road (Old Rt 17) and has a mixed-use building currently rented and used for storage. Total square footage is 3250+ not including a spacious breezeway that connects the two buildings which are a 3 BR house plus a small warehouse with overhead door. Front parcel is already cleared, and the back vacant lot which fronts on Southwoods Drive is wooded. Combine the two for your project or develop them both separately. Near to Crystal Run Healthcare, Resorts World Casino, Shopping, restaurants, big box stores, Village of Monticello, Holiday Mountain Fun Park and many other area attractions, services and bustling communities. Zoning chart is attached in docs.

740 Southwoods Drive, Monticello
$974,900
913252 MLS
This Monticello location provides substantial versatility for mixed-use development and is situated in a highly desirable area. With its long history as an auto mechanic shop, the lot offers large parking and storage areas plus an investment/ rental unit. The main attraction is the garage, which is just under 3500 square feet, offers five overhead doors of various heights, an office, restroom, has heating, and is currently configured for automotive business. It would also be suitable for other uses such as for contractors, towing business, woodworking, retail establishment, or ideal storage for equipment, etc. Second building, which is approximately 2000 square feet, was formerly a duplex and still has two electric meters. It is rented by a single tenant who has combined the space but could be converted back, if desired. A perfect set up for live/ work, management quarters, or extended business use. Property is zoned HC2 which is favorable for many uses and is serviced by municipal sewer and a drilled well. Municipal water is approximately 500 feet away. Monticello is a very central and convenient location, and this property offers extremely large road frontage of over 700 feet on Cold Spring Road/ County Road 102 making it easy to access for vehicles, deliveries, large trucks and equipment. Zoning and the survey/site plan map are included in the documents.

36 Cold Spring Road, 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
$1,295,000
H6300657 MLS
Lots of space with tons of parking in a busy area of Monticello, this offering is in an awesome location! Present use is furniture retail store/ warehouse. In the past this property was an auction house, used car sales and tire business. There are two separate buildings with three phase electric, that are connected. One is a Morton building with pitched roof built 1980, the other is a block building built in 1972 with a flat roof that was replaced in 2012. There are stairs to a loft space so there is a lot of extra square footage on "second" story. There is also a separate unit (connected to larger building) that appears to have been an addition with a separate entrance and a second story. A large "cold storage" area at the back offers even more space for storage. Ceilings are 18+/- feet high in one part and over 20 feet high in the other part. High visibility location near numerous businesses and very easy highway access. Can be seen from NYS Route 17 (Interstate-86). Awesome opportunity with many possible uses. Broker discloses interest.

184-186 E Broadway, Monticello
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