Monticello Real Estate

Welcome to Monticello, New York – a hidden gem nestled in the heart of Sullivan County. Known for its rich history and vibrant community, Monticello offers a unique blend of small-town charm and modern conveniences. This picturesque town is surrounded by the breathtaking beauty of the Catskill Mountains, making it an ideal destination for nature lovers and outdoor enthusiasts alike.

Monticello is often recognized as the gateway to the Catskills, providing easy access to a variety of recreational activities. Whether you enjoy hiking, fishing, or simply soaking in the stunning landscapes, the area’s natural beauty is sure to captivate you. In the winter months, nearby resorts offer skiing and snowboarding, ensuring year-round adventure for residents and visitors.

The town is also home to a rich cultural scene, with local festivals, art galleries, and theaters that celebrate the vibrant spirit of the community. Monticello's historic downtown area features charming boutiques and delightful eateries, where you can savor local cuisine and discover unique treasures.

Families will appreciate the strong sense of community and excellent school systems that Monticello has to offer. With a variety of parks and recreational facilities, there are plenty of opportunities for children to play and grow.

Living in Monticello means embracing a lifestyle that balances tranquility with accessibility. Just a short drive from larger urban centers, residents enjoy the best of both worlds – a peaceful retreat with the conveniences of city life within reach. Discover your perfect home in Monticello, where community, nature, and opportunity come together harmoniously.

Newest Listings in 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

$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

$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

$1,100,000

1021959 MLS

Prime Commercial Investment Opportunity | Owner-Occupant Potential | Portfolio Offering. Discover an exceptional investment opportunity in the heart of the Village of Monticello's thriving downtown business district. 493 Broadway is being offered as part of a premier commercial portfolio consisting of seven mixed-use buildings and one parking lot, providing investors the opportunity to acquire a quality income-producing asset as part of a larger investment package. This well-maintained commercial property features two ground-floor commercial storefronts. One unit is occupied by a well-established, thriving restaurant with a long-term tenancy, providing immediate and reliable rental income. The second unit is currently vacant, creating an ideal opportunity for an owner-occupant to establish a new business, professional office, retail boutique, or service-oriented operation while benefiting from the existing cash flow generated by the occupied space. Serviced by municipal water and sewer, the property offers low-maintenance ownership and is positioned for long-term investment success. The property's B-2 Business District zoning provides flexibility for a variety of commercial uses and, with the appropriate municipal approvals, offers the potential for future expansion or redevelopment, allowing investors to further maximize the property's value. Located on Broadway, Monticello's primary commercial corridor, the property enjoys outstanding visibility with an estimated 8,000 to 12,000 vehicles passing daily, along with consistent pedestrian traffic. Its central location offers convenient access to NYS Route 17 / Interstate 86, making it easily accessible for customers, clients, and employees throughout Sullivan County and the greater Hudson Valley. 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

493 Broadway, Monticello

$899,000

1021955 MLS

Prime Commercial Investment Opportunity | Stabilized Asset | Portfolio Offering. Positioned in the heart of the Village of Monticello's vibrant downtown business district, 500 Broadway presents an outstanding opportunity to acquire a well-maintained, income-producing commercial property. Offered as part of a premier investment portfolio consisting of seven mixed-use buildings and one parking lot, this property is ideal for investors seeking stable cash flow with long-term appreciation potential. The building is fully leased to a well-established restaurant operating under a long-term lease, providing immediate and reliable rental income. The tenant has an established presence within the community, making this an attractive, low-management investment opportunity. Recent capital improvements enhance the property's value and reduce future maintenance expenses, including: Updated high-efficiency mini-split heating and air conditioning systems, Interior renovations and the roof. The property is serviced by municipal water and sewer, further contributing to ease of ownership and dependable operations. Strategically located on Broadway, Monticello's primary commercial corridor, the property benefits from exceptional visibility, consistent pedestrian activity, and an estimated 8,000 to 12,000 vehicles per day, providing excellent exposure for its commercial tenant. Convenient access to NYS Route 17 / Interstate 86 connects the property to the greater Hudson Valley and Catskills region, making it easily accessible for residents and visitors alike. 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

500 Broadway, Monticello

$1,700,000

1021956 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. Well-maintained mixed-use investment property located in the heart of the Village of Monticello's central business district. This income-producing asset is being offered as part of a larger portfolio consisting of seven mixed-use buildings and one parking lot, presenting investors with the opportunity to expand their commercial real estate holdings. The property features three fully leased ground-floor commercial storefronts with established long-term tenants, providing immediate and stable cash flow. The second floor consists of 11 updated professional office suites, thoughtfully designed to accommodate a variety of businesses including medical, legal, financial, counseling, technology, and other professional services. The office level includes a shared reception and waiting area, creating a welcoming environment for tenants and their clients. Updated with high-efficiency mini-split heating and air conditioning systems, offering year-round comfort while reducing operating costs. The building is serviced by municipal water and sewer and is equipped with a security system, providing additional value and peace of mind for both owners and tenants. Positioned on Broadway, Monticello's primary commercial corridor, the property enjoys excellent visibility, convenient accessibility, and consistent vehicle and pedestrian traffic. Broadway experiences an estimated 8,000 to 12,000 vehicles per day providing outstanding exposure for retail and office tenants while benefiting from easy access to NYS Route 17 / Interstate 86, connecting the property to the greater Hudson Valley and Catskills region. One of the strongest investment attributes of this property is the continued demand for quality office space in Monticello. With a limited inventory of updated professional office suites available in the area, this property is well-positioned to maintain strong occupancy and support future rental growth. 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

$1,700,000

1025111 MLS

Premier Downtown Mixed-Use Investment with Significant Value-Add Opportunity. Position your investment at the center of Monticello's revitalization with this fully leased mixed-use commercial property located on the Village's highly traveled Broadway corridor. Offered as part of a larger investment portfolio consisting of seven mixed-use buildings and one parking lot. Immediate, stable cash flow and exceptional upside potential, 452 Broadway presents a rare opportunity for investors seeking both current income and future appreciation. The property features 7,316 square feet on a 25,950-square-foot lot and is 100% occupied with four established commercial tenants, providing dependable rental income from day one. The storefronts have been renovated with modern finishes, creating an attractive and highly visible retail presence in one of Sullivan County's busiest commercial districts. A major value driver is the approximately 5,000 square feet of unfinished second-floor space, where all new windows have already been installed. This expansive area offers tremendous redevelopment potential and is well suited for conversion into four residential apartments, five or more professional office suites, coworking space, medical offices, or executive suites (subject to municipal approvals). Completing the second-floor renovation provides a clear path to substantially increasing the property's income and overall value. Strategically located within the Village of Monticello and all zoned B-2 Mixed Use Commercial. With immediate rental income already in place, modern building improvements completed, and substantial expansion potential remaining, 452 Broadway represents an ideal opportunity for investors, developers, or owner-users looking to capitalize on the continued growth and redevelopment of downtown Monticello. 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

452 Broadway, Monticello

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