Monticello Real Estate

Welcome to Monticello, New York—a charming village nestled in the heart of Sullivan County. Known for its rich history and vibrant community, Monticello is not just a place to live, but a place to thrive, particularly for families seeking a nurturing environment for their children’s education.

The Monticello Central School District is a cornerstone of this welcoming community, dedicated to providing an exceptional educational experience for its students. With a commitment to academic excellence, the district boasts a range of programs tailored to meet diverse learning needs, ensuring that every child has the opportunity to succeed. From early childhood education to advanced placement courses in high school, Monticello’s schools strive to foster a love for learning and personal growth.

Parents will appreciate the small class sizes that allow for personalized attention, as well as the dedicated faculty who are passionate about cultivating each student’s potential. Beyond academics, Monticello Central School District offers a variety of extracurricular activities, including sports, arts, and clubs, encouraging students to explore their interests and develop valuable life skills.

The district is also known for its strong community involvement, with numerous events and initiatives designed to engage families and promote collaboration between schools and local organizations. This sense of community creates a supportive atmosphere where students can flourish both in and out of the classroom.

Choosing Monticello means choosing a vibrant community with a commitment to quality education. Discover the perfect home for your family in this picturesque village, where educational opportunities and a strong sense of belonging await!

Newest Listings in Monticello

$235,000

3 Beds ⋅ 1 Baths ⋅ 1033109 MLS

Starter house alert!!!!!! 3 bedrooms 1 full bathrooms featuring hardwood flooring in living room and all bedrooms, new forced air heating system, all on just over 1 acre of cleared and level land all for under $250,000. Ranch style home located on old Monticello road just a short drive to the town of Hurleyville which offers walking trails, sports courts, restaurants, shops and more. Sliding glass door in kitchen that leads to back deck which offers beautiful country views. Full basement that has potential to add additional living space. Great potential for someone to get inside and put personal touches into the home as there first place.

1048 Old Liberty Road, Monticello

$775,000

5 Beds ⋅ 4 Baths ⋅ 1031131 MLS

Lakefront Living at Its Finest on Lake Louise Marie! Wake up every morning to breathtaking panoramic views of Lake Louise Marie and its peaceful bays. This beautifully renovated lakefront home offers modern comfort and style, featuring an open-concept main floor with a spacious kitchen, dining area, and living room—all designed for seamless entertaining. The main-floor primary suite and full bath provide convenience and luxury, complemented by state-of-the-art heating and cooling systems for year-round comfort. Step outside to a large deck and patio overlooking the sparkling lake—a perfect setting for relaxing or hosting family and friends. Enjoy direct water access from your private dock for boating or kayaking adventures. As part of the Lake Louise community, you’ll also have access to the community pool and other amenities. Located just minutes from Resorts World Casino, the indoor waterpark, Holiday Mountain Ski Resort, and a short drive to the legendary Bethel Woods Performing Arts Center, this home truly offers the best of Upstate New York living. Perfect as a full-time residence or weekend getaway. Bonus: Owner will include all furniture upon request—move right in and start living your lake life dream today!

Crescent Circle Rock Hil Crescent Circle Rock Hill, Rock Hill

$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

$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

$250,000

1032790 MLS

The property consists of approximately 17,500 square feet with 50 feet of road frontage and a depth of 350 feet, providing ample space for a variety of commercial development opportunities. The parcel is serviced by municipal water and sewer, reducing development costs and making it an attractive site for future improvements. Currently utilized as a parking lot, this property presents multiple investment possibilities. Continue operating it as a parking facility, improve and pave the site to generate additional rental income, or utilize it to support neighboring commercial buildings with much-needed tenant and customer parking. Subject to Village approvals, the property also offers excellent redevelopment potential for a mixed-use building featuring commercial space on the ground floor with residential apartments or professional offices above. Whether you're seeking an income-producing parking asset, land for future development, or a strategic addition to an existing commercial portfolio, this property offers exceptional flexibility and long-term investment potential in one of Sullivan County's most active commercial corridors. 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, 111-5-1.

Broadway, Monticello

$300,000

3 Beds ⋅ 2 Baths ⋅ 1032559 MLS

Welcome to this well-maintained ranch-style home, built in 2004 and situated on a private .55-acre lot in the Town of Thompson within the Monticello School District. Offering 3 bedrooms and 2 full bathrooms, this home features a bright, open floor plan designed for comfortable everyday living. The spacious living room and eat-in kitchen flow seamlessly together beneath cathedral ceilings, creating an inviting space for relaxing or entertaining. A combination of hardwood flooring and carpet adds warmth and comfort throughout, with carpeting in all three bedrooms and ceiling fans providing added comfort. The primary bedroom features an updated full en suite bathroom, and the interior has been partially freshly painted, making this home move-in ready. The full unfinished basement offers endless possibilities with laundry hookups already in place and abundant space for storage, a workshop, or future finished living space. Known for being clean and dry, this lower level provides an excellent opportunity to expand your living space. Additional features include pull-down attic access for extra storage and a generator hookup for added peace of mind. Step outside from the kitchen to enjoy the private backyard, perfect for outdoor gatherings, gardening, or simply relaxing. Sliding glass doors from the living room lead to the welcoming front porch, an ideal spot to enjoy your morning coffee or unwind at the end of the day. The property also includes a storage shed, offering even more storage space for tools, lawn equipment, or seasonal items. Conveniently located near shopping, restaurants, schools, and area attractions, this charming home offers the perfect combination of privacy, functionality, and potential. Whether you’re a first-time homebuyer, looking to downsize, or searching for a weekend getaway, this property is one you won’t want to miss. Conveniently located near Bethel Woods Center for the Arts, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Holiday Mountain Ski & Fun Park, local wineries, hiking trails, farmers markets, and endless outdoor recreation, this exceptional home offers the perfect opportunity to enjoy the very best of Catskills living in every season.

416 Rock Hill Drive, Rock Hill

$825,000

3 Beds ⋅ 3 Baths ⋅ 1031460 MLS

Verdant Forest Hideaway- Paradise awaits at 111 Deer Meadow Road, a private woodland retreat nestled within the prestigious gated community of Black Lake Estates. Tucked beneath a canopy of mature trees and surrounded by gently meandering streams, this exceptional contemporary home is perfectly positioned on 5.02 secluded acres, offering a rare combination of luxury, tranquility, and natural beauty. Spanning 2,765 square feet, this thoughtfully designed residence features three spacious bedrooms and three full bathrooms, blending modern comforts with a peaceful, nature-inspired setting. Recent renovations include a beautifully updated chef's kitchen and tastefully remodeled bathrooms, while central air conditioning and a whole-house generator provide year-round comfort and peace of mind. The inviting floor plan offers generous living spaces filled with natural light and picturesque views of the surrounding forest. Whether you're entertaining guests or enjoying a quiet evening at home, every room has been designed to embrace the property's serene setting. The finished basement adds valuable flexible space, perfect for a recreation room, home office, fitness area, media room, or guest accommodations. Step outside and immerse yourself in your own private sanctuary, where the soothing sounds of flowing streams and abundant wildlife create an atmosphere of complete tranquility. Beyond the property, residents of Black Lake Estates enjoy exclusive access to Black Lake, a pristine, approximately 225-acre private lake ideal for swimming, fishing, kayaking, canoeing, paddleboarding, and other non-motorized boating activities. Whether you're spending the day on the water or relaxing along the shoreline, the lake offers an exceptional outdoor lifestyle in a peaceful natural setting. While the home feels wonderfully secluded, it is just a short drive from many of the Catskills' most sought-after destinations, including Lake Superior State Park, Bethel Woods Center for the Arts, White Lake, Resorts World Catskills Casino, and The Kartrite Resort & Indoor Waterpark. This remarkable property offers the perfect balance of privacy, recreation, and convenience, making it an ideal year-round residence or luxurious weekend retreat.

111 Deer Meadow Road, White Lake

$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

$799,000

1021957 MLS

Prince Street, Monticello

$799,000

1021954 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, excellent product display areas, and established systems already in place for daily operations. Whether continuing the current business or introducing a new concept, this turnkey opportunity significantly reduces startup costs and time. The building features: Spacious open-concept retail floor plan, Private office, Two restrooms, Municipal water and sewer, Excellent storefront visibility Flexible layout suitable for a variety of commercial uses. This versatile property is ideal for an owner-occupant looking to establish a highly visible Main Street presence or for an investor seeking a commercial asset with leasing potential. The generous interior layout can easily accommodate retail, professional office, medical, restaurant, fitness, personal services, boutique, gallery, or specialty commercial uses. 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. Located on Broadway, Monticello's primary commercial corridor, the property enjoys outstanding exposure from both heavy daily vehicle traffic and consistent pedestrian activity, making it an ideal location for businesses that rely on visibility and customer accessibility. 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

458 Broadway, Monticello

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