Monticello Homes with Private Parking features

Monticello Homes with Private Parking features

Welcome to Monticello, NY – a charming gem nestled in the heart of Sullivan County! Known for its picturesque landscapes and vibrant community, Monticello offers a unique blend of small-town charm and modern conveniences. This delightful area is not just a great place to live; it’s also home to a highly regarded school district that prioritizes the educational needs of its students. Monticello Central School District is committed to fostering a nurturing environment where young minds can thrive. With a variety of programs designed to enhance learning experiences, including advanced placement courses and extracurricular activities, parents can rest assured that their children are receiving a quality education.

In addition to its educational offerings, Monticello boasts a range of beautiful homes, many of which feature the coveted amenity of private parking. Imagine coming home to your own dedicated space, free from the hassle of street parking. Whether you’re entertaining guests or simply enjoying a quiet evening, having private parking adds an extra layer of convenience and peace of mind.

Living in Monticello means embracing a community that values education, safety, and comfort. With its scenic parks, local shops, and a welcoming atmosphere, this area provides the perfect backdrop for families and individuals alike. Explore the diverse real estate options available, and discover your dream home in Monticello, where private parking and a top-notch school district await you!

Newest Monticello Homes with Private Parking features

$2,495,000
5 Beds 5 Baths 1049043 MLS
Welcome to 129 Starlight Road - a new 5,500-square-foot modern lake home combining breathtaking views, architectural design, and the grandeur of true lakefront living. Anchored by 78 feet of private, pristine beach and your own dock, the estate commands unobstructed west-facing views across miles of shimmering water to a forever-protected, rugged forest shoreline. All year long, your day ends with marbled sunsets over the water. Three thirty-foot glass atriums capture the golden-hour light, framing panoramic sunsets. Spanning 4,000 square feet across two main levels - complemented by a 1,500-square-foot windowed recreational attic - the layout balances grand open-concept gathering with serene retreats. Five generously proportioned bedrooms include two dedicated primary suites and three en-suite baths. In total, four full bathrooms and one powder room are meticulously appointed. At the heart of the main floor, the expansive great room anchors the residence, framed by a 55-inch Superior linear gas fireplace and a soaring glass facade. European tilt-turn windows capture the vistas, while massive lift-and-slide glass doors extend living onto the outdoor deck. Extra-long engineered white-oak flooring stretches in 7.7-inch-wide planks across social areas, transitioning to 5-inch planks in bedrooms. The chef’s kitchen includes a windowed breakfast nook and an 8.5-by-4.5-foot island with honed quartz countertops with waterfall edges. Custom solid-wood cabinetry in a pencil-trim shaker profile pairs with a full-height quartz backsplash and integrated display shelf. A double-sized pantry, wet bar, white fireclay sink with black Kohler faucet, and integrated recycling make this space both functional and refined. The 48-inch induction range with exterior-vented hood, counter-depth smart refrigerator, Emerald Series dishwasher, Sharp microwave drawer, and dedicated Summit wine refrigerator provide power, precision, and style. Bathrooms are crafted as spa retreats. Both primary baths feature double-head Lentz thermostatic showers in brushed gold (the upper primary suite also includes a luxurious 69-inch freestanding soaking tub) and 60-inch double vanities. The detached 825 sq ft garage is built to custom marine specs: 28 feet deep with 10-foot ceilings and twin 12-by-10-foot doors to accommodate trailered boats with swim platforms attached and towers raised. Life on the water unfolds across 78 feet of private beachfront, a dock, and a dedicated boat ramp. Steps from the shore, three lake-level bays provide dry, climate-ready storage for skis, surfboards, kayaks, canoes, and life jackets. Spanning 889 acres, nine miles in length, Swinging Bridge Reservoir is an uncrowded haven for waterskiing, wakeboarding, surfing, and jet skiing. Two full-service marinas provide dock maintenance, fuel, and storage. At dawn and dusk, glass-like waters invite paddleboarding and kayaking into secluded coves. Prime fishing awaits offering exceptional seasonal angling and fine ice fishing. Outdoor living spaces include four balconies, two bluestone decks with glass railings, stone-capped foundation walls, a hot tub, outdoor hot-and-cold shower, kitchen hookups, a circular driveway, and landscaped grounds. Engineered for efficiency, radiant heating warms the entire ground-floor slab, backed by dual-fuel, dual-zone furnaces and heat-pump air conditioning. Dual ERV systems circulate filtered fresh air. The exterior pairs thermally modified pine and custom steel-panel cladding beneath a Budmat Iron Click steel roof. Equipped with 300-amp electrical service, Starlink internet, smart-home wiring, five security cameras, biometric Wi-Fi entry, and EV-charger readiness. Just 90 miles from the George Washington Bridge, this estate offers immediate proximity to Bethel Woods Center for the Arts, Resorts World Catskills, The Eldred Preserve, and much more.

129 Starlight Road, Monticello

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

369 E Broadway, Monticello

$464,000
4 Beds 2 Baths 1040884 MLS
Nestled in a peaceful neighborhood, this charming fully furnished home offers an incredible opportunity for both personal enjoyment and investment. Conveniently located just minutes from Route 17, the property provides easy access to major transportation routes and is approximately 1.5 hours from NYC. Thoughtfully remodeled nine years ago with custom touches throughout, this home has been successfully operated as a short-term rental, making it an attractive turnkey investment for those looking to continue its rental potential. The home is being offered fully furnished, allowing a new owner to seamlessly continue hosting guests from day one. The home features four spacious bedrooms, including a private primary suite located on the second floor with generous closet space and its own full bathroom. The inviting living room features a propane fireplace, creating a warm and cozy gathering space. An open and effortless flow connects the dining area, living room, and kitchen, making entertaining easy and enjoyable. Step outside to the expansive deck, complete with a built-in bar—perfect for entertaining and enjoying the outdoors. The backyard offers an above-ground pool and a fire pit, creating an ideal setting for relaxing, hosting guests, and making the most of every season. The unfinished basement provides abundant storage space and offers the potential to create a workshop, recreation area, or additional finished living space. Ideally situated just minutes from Bethel Woods Center for the Arts, Resorts World Catskills, the Kartrite Resort & Indoor Waterpark, and countless restaurants, shops, outdoor activities, and attractions, this property offers the perfect combination of comfort, convenience, and proven short-term rental potential. Fully furnished. Successful short-term rental history. Turnkey and ready to enjoy or continue as an income-producing property!

158 Harris Road, Harris

$3,595,000
4 Beds 8 Baths 1037747 MLS
Discover the Mayfly Inn at The Chapin Estate, an Adirondack-inspired lakefront sanctuary where rustic elegance meets refined leisure. Tucked within a private natural setting, this exceptional compound has been thoughtfully curated for those who value craftsmanship, comfort, and the timeless allure of waterfront living. From the moment you arrive, Mayfly Inn reveals itself in layers. Warm wood tones, lodge-style architecture, and bespoke details create an atmosphere that feels both elevated and effortless. The main living spaces are designed for gathering—grand yet inviting, with a natural flow that encourages conversation, connection, and quiet moments by the fire. Beyond the traditional bedrooms, the home offers additional bunkrooms and flexible recreational spaces, ideal for hosting extended family and accommodating guests with ease and sophistication. Curated furnishings ensure the home is ready to enjoy from the very first day. Exceptional features of this home include a full dog wash station, billiard's corner, full bar in lower den with lake view and a stone archway leading to an artfully designed wine cellar. Outdoors, the property is truly a private resort. An oversized connecting breezeway serves as a covered deck for outdoor dining and fireside chats. In the distance, a dock extends into the waters of the Toronto Reservoir, offering a front-row seat to sunrise paddles, afternoon swims, and evenings when the lake turns to glass. The grounds are enriched with thoughtful amenities, including a charming putting green perfect for leisurely practice or friendly competition. A 4-seater ATV makes navigating these 5 acres a breeze. Every corner of Mayfly Inn is designed to elevate the experience of being here—whether it’s a summer weekend filled with laughter, a crisp autumn escape, or a winter retreat where the world feels wonderfully still. This is more than a lake house; it’s a place where memories gather, traditions deepen, and the beauty of the Catskills becomes part of your everyday rhythm. Mayfly Inn invites you to live luxuriously while being connected to the water, the land, and the people that matter most. Located at the Chapin Estate, a 4-season gated residential preserve on 2,500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of freshwater lakes and trout streams; 9+ miles of hiking, biking and snowshoe trails; Members only Lake Club; Security patrolled and Concierge Services. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey.

60 Top Ridge Trail, White Lake

$399,999
3 Beds 2 Baths 1029736 MLS
Welcome to 22 Rosewood Lane, a beautifully maintained 3 bedroom, 2 bathroom ranch nestled on a quiet cul-de-sac street within walking distance to the charming Village of Wurtsboro! This inviting home offers the perfect blend of comfort, privacy, and convenience, set on a beautifully landscaped property with a peaceful tree-lined front porch and a gorgeous yard ready to enjoy in every season. Step inside and you’ll immediately appreciate the spacious, light-filled interior featuring cathedral ceilings, an abundance of windows, and an open feel that creates a warm and welcoming atmosphere. The dining area provides the perfect space for gatherings, while the main-level laundry adds everyday convenience. The primary bedroom offers a private en-suite bathroom, creating a comfortable retreat at the end of the day. The home has been lovingly cared for and is in excellent condition, offering a full unfinished basement with endless possibilities for additional living space, storage, a workshop, or future customization. A private driveway and attached 2-car garage provide plenty of parking and convenience. Enjoy all that the Hudson Valley lifestyle has to offer right from your doorstep! Stroll into the Village of Wurtsboro for local shops, restaurants, community events, and small-town charm. Explore nearby hiking trails, scenic mountain views, lakes, farmers markets, breweries, wineries, and endless outdoor recreation throughout Sullivan County and the Catskills. With easy access to Resorts World Catskills, Bethel Woods Center for the Arts, and major commuter routes, this location offers the perfect balance of peaceful living and accessibility. This exceptional property is truly a must-see. Schedule your showing today and make 22 Rosewood Lane your next home.

22 Rosewood Lane, Wurtsboro

$649,900
3 Beds 2 Baths 1033374 MLS
This distinctive Wolf Lake home was built in the 1960s by a respected local builder as his own year-round residence, with materials and craftsmanship that set it apart. Wide-plank solid white oak flooring runs throughout the first floor, while knot-free Georgia pine floors the upstairs bedrooms. A full-height brick fireplace with a cast-iron wood-burning insert anchors the living room, with partial lake views from the first and second floors. The kitchen pairs original oak cabinetry with a new soapstone countertop and sink. Both full baths have been thoughtfully renovated with finishes selected to complement the character of the home, including subway tile, hexagonal marble floors, beadboard wainscoting, restored vintage fixtures, and an Italian marble shower. A slate-floored sunroom with skylights and two sets of French doors provides approximately 200 square feet of additional three-season space beyond the home's 1,500 square feet of living area. A flexible first-floor room is well suited as an office, den, or recreation space, and high-efficiency Miele laundry is conveniently located on the first floor. Outside, cedar-shake siding, copper gutters, Pella windows, extensive stonework, fern beds, and a stone fire pit create an established and private setting. The detached two-car garage includes a separate rear workshop and provides the kind of storage that matters at the lake, with room for vehicles, kayaks, outdoor equipment, tools, and more. A long driveway provides generous additional parking. Deeded lake access is a short walk away, opening onto a broad sandy shoreline. Additional features include 200-amp electric service, a generator transfer panel, a whole-house water treatment system, oil-fired hydronic heat, a twelve-year-old roof with 30-year shingles, and a wooded 0.61-acre lot backing up to forever-wild land. Located within Wolf Lake, one of Sullivan County's most sought-after private lake communities, the property offers access to approximately 1,800 acres of member-owned protected forestland, three spring-fed lakes, a community beach, clubhouse, basketball court, playground, and additional recreational facilities, all approximately 90 minutes from the George Washington Bridge. Annual association dues are $1,350, with a one-time new-member fee of $5,250.

159 S Shore Drive, Wurtsboro

$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

$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

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