Monticello Homes with Covered Parking features

Welcome to Monticello, New York, a vibrant community nestled in the heart of Sullivan County. Known for its rich history and stunning natural beauty, Monticello offers an ideal environment for families and individuals alike. One of the standout features of this area is its exceptional school district, which is dedicated to fostering a nurturing and academically enriching atmosphere for students. Monticello Central School District prides itself on providing a comprehensive education, with a variety of programs designed to cater to diverse learning styles and needs. From dedicated teachers to innovative curriculum offerings, parents can feel confident that their children are receiving a top-notch education.

In addition to its educational excellence, Monticello is also a haven for those seeking homes that offer both comfort and practicality. Many properties in this charming community come equipped with covered parking, ensuring that your vehicle is protected from the elements year-round. Whether you’re returning home after a long day or welcoming guests, the convenience of covered parking adds an extra layer of ease to your daily routine.

The Monticello area is not just about homes and schools; it’s also about community. With local parks, recreational facilities, and a variety of shops and restaurants, residents enjoy a balanced lifestyle that combines leisure and convenience. If you're looking for a place where quality education and comfortable living come together, Monticello, NY, is the perfect destination for you and your family. Explore the beautiful homes available today, and experience the charm and warmth that this delightful community has to offer!

Newest Monticello Homes with Covered Parking features

$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

$448,000

4 Beds ⋅ 3 Baths ⋅ 972571 MLS

Motivated Seller – Major Price Reduction! Take advantage of this fantastic opportunity! The seller has significantly reduced the price, making this home an outstanding value. Submit your offers today—this property is priced to sell and won’t last long on the market! ???? Welcome to this stunning contemporary home located in the heart of the Catskills, just minutes from the Bethel Woods Center for the Arts and only two hours from NYC. It’s also conveniently close to World Resorts Casino, Monster Golf Course, Kartrite Resort & Indoor Waterpark, Legoland, Woodbury Common Outlets, and much more. This 1,876-square-foot single-family home boasts four spacious bedrooms and 2.5 bathrooms. Built in 2004, it is in pristine condition. The current owners have used the home as their vacation retreat. The property features a large primary bedroom with an en-suite bathroom that includes a jacuzzi and a shower. Additional highlights include a finished basement, a two-car garage, and a beautiful deck to enjoy the outdoors. The eat-in kitchen with an island is perfect for entertaining or casual dining.

44 Lester Lane, Bethel

$1,550,000

4 Beds ⋅ 4 Baths ⋅ 967208 MLS

Just 90 minutes from New York City, this custom 4-bedroom, 4-bathroom ranch residence set on 5+ private acres offers a rare balance of craftsmanship, scale, and pastoral beauty. Designed to capture both light and landscape, the home welcomes you with towering windows in the kitchen and main living spaces, where expansive views of open land and sky become part of the daily experience. Inside, the architecture celebrates handcrafted detail and natural materials. Solid wood finishes, artisan carvings, soaring ceiling heights, and a dramatic catwalk overlooking the main living area create warmth and visual impact. A private movie room adds comfort, making the home equally suited for entertaining or quiet evenings. The surrounding acreage invites a slower rhythm of life. Longhorn cattle grazing nearby enhance the authentic ranch setting, while the open land provides space well-suited for equestrian living. Properties offering luxury homes with acreage within 90 minutes of NYC are increasingly rare. Here, buyers can step directly into a completed residence: no construction timelines, no waiting: simply the opportunity to begin living the ranch lifestyle from day one.

55 Chapin Trail, Bethel

$629,000

3 Beds ⋅ 2 Baths ⋅ 926373 MLS

Modern Split-Level Home Located in the Hamlet of White Lake NY; 3 BR, 2 BA | 2.12 Acres | Pool & Workshop | EV Ready. Welcome to this turn-key split-level residence, situated on a scenic road in the Catskills Region. Near White Lake, Bethel Woods Center for the Arts, Kartrite Resort and indoor water park, Legoland and Resort Worlds Catskills, this home provides the perfect blend of tranquility and convenience. Meticulously maintained and set on a private 2.12-acre lot, this property offers an unparalleled combination of space, modern amenities, and private outdoor living. The interior features a flexible layout including 3 spacious bedrooms, 2 full bathrooms, Kitchen with backyard deck access, home office. The main living area is anchored by a cozy wood-burning fireplace, or ideal for relaxing on cooler evenings. This property is designed for comfort, convenience, and year-round enjoyment. Step out to your private backyard featuring an in-ground swimming pool, the ultimate setting for summer entertaining and relaxation. A substantial shed/machine shop offers generous space for hobbies, equipment storage, or a dedicated workshop. Enhanced with a reliable automatic Generac generator for total peace of mind and a dedicated EV-Charging Station. Features stainless steel storm doors and railings for durability and curb appeal. Includes both an attached garage for a car, motorcycle, and quad, also a convenient covered carport, and outdoor space for 4 vehicles, full basement, offering excellent storage or potential for future finished space. This exceptional home is move-in ready and waiting for its new owner. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

241 Royce Road, Bethel

$944,500

4 Beds ⋅ 2 Baths ⋅ 889616 MLS

Set back privately on a dead-end road this multi-use property offers endless possibilities. With 35.86 acres of open and wooded land complete with pond and stream, and additional land available, there is so much potential for almost anything your heart desires. Multiple outbuildings and two residences enhance this great set-up for agri-business, farm, various home occupations or a laid-back country homestead. The quaint old farmhouse still has many original details from yesteryear and offers 4 bedrooms, 1.5 baths, cozy eat-in-kitchen, dining room, living room, flex room plus a bar and a woodstove. 2 BR mobile home, 980 SF, is nicely arranged on the property and is great for a rental or expanded family. The setting is simply gorgeous with rock outcroppings, open fields, magical woodland, spring fed pond (plus additional pond site) and Creamery Brook running through. Property used to be used for horses and farm animals but fencing needs to be replaced. There is an old barn as well as two large outbuildings, one with lifts, perfect for toys, big machines, auto mechanics, collectors, artists, woodworkers, etc. Previous use was auto repair and salvage yard with current licensing/ permit still in place and transferrable. Located in Bethel, NY in the Sullivan County Catskills, and near to many amazing amenities including Bethel Woods Center for the Arts (original 1969 Woodstock music festival site), area lakes, restaurants, breweries, casino, waterpark, hiking, skiing, the prestigious Monticello Motor Club and more!

28 Martin Lane, Mongaup Valley

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