Chester Homes with Underground Parking features

Welcome to Chester, New York—a charming town nestled in the heart of Orange County, where natural beauty meets small-town charm. Known for its picturesque landscapes and vibrant community, Chester offers a unique blend of outdoor adventure and cozy living. With its proximity to the stunning Hudson Valley and the majestic Catskill Mountains, residents enjoy a plethora of recreational activities, including hiking, fishing, and skiing. The town’s rich history is reflected in its quaint downtown area, featuring delightful shops, local eateries, and seasonal farmers' markets that foster a strong sense of community.

For those seeking a home in this idyllic setting, Chester boasts an impressive selection of properties, including homes with the coveted feature of underground parking. Imagine coming home after a long day to a beautifully designed residence, where your vehicle is sheltered from the elements in a secure underground garage. This thoughtful amenity not only provides convenience but also enhances the overall aesthetic of your home, allowing for a clean and unobstructed exterior.

Whether you’re a first-time homebuyer, a growing family, or looking to retire in a serene environment, Chester’s real estate market offers something for everyone. With spacious layouts, modern finishes, and easy access to local attractions, you can enjoy the best of both worlds—peaceful living and vibrant community life. Discover the charm of Chester and find your perfect home today, complete with the luxury of underground parking. Your dream lifestyle awaits in this enchanting corner of New York!

Newest Chester Homes with Underground Parking features

$1,195,000

4 Beds ⋅ 4 Baths ⋅ 1010585 MLS

Welcome to an unparalleled expression of luxury living in the Town of Chester. Built in 2003, this custom-built Cape May/Colonial estate designed by award winning architect Larry Belk estate spans 4,281 square feet of meticulously designed living space, masterfully balancing grand entertaining spaces with intimate everyday comfort. From the moment you arrive, exceptional craftsmanship is on display—from the solid wood doors and dual staircases to the premium radiant-heated floors sweeping across the entire main level. The inviting foyer seamlessly transitions into the formal living and dining rooms, both framed by dramatic floor-to-ceiling windows, intricate crown molding, and striking red oak flooring with Mahogany inlays. Both formal spaces open directly to an expansive bluestone patio, offering an effortless indoor-outdoor lifestyle. At the heart of the home is a true culinary enthusiast’s kitchen, outfitted with oversized granite countertops, custom cabinetry, and a table-height center island. Immediately adjacent, a sunken family room anchored by a rustic wood-burning fireplace serves as the perfect gathering hub, featuring French doors that lead to a covered bluestone patio and a private fire pit area. Retreat to the main-level primary suite—a serene sanctuary complete with gas fireplace and French doors opening to a private, wrap around covered Trex deck. The spa-like primary bath boasts a vintage-inspired cast iron clawfoot tub, a walk-in shower, and dual vanities, all complemented by a massive walk-in closet. A dedicated laundry room completes the main level. Upstairs, discover a versatile bonus loft accessed via a spiral staircase, a full walk-up attic, and three generously sized bedrooms—two of which feature private en-suite baths and walk-in closets. The lower level is an enthusiast’s dream. Beyond vast storage capabilities, this floor houses a dedicated wine-making room and provides direct access to an extraordinary, pristine multi-car garage featuring professional epoxy flooring. A true masterpiece of design, utility, and sophistication. Enjoy effortless travel with immediate access to Route 17 (I-86) and the NYS Thruway, while mass transit options like the Chester Park & Ride and the Harriman Train Station make commuting a breeze. Located just 60 miles from NYC, you can enjoy the peace of the suburbs and be in the city in just over an hour. Unbeatable location for entertainment, dining, and shopping! You are 10 miles from the world-famous Woodbury Common Premium Outlets. Explore Chester’s vibrant local food scene, steps from local restaurants, craft breweries, and renowned local wineries. Outdoor enthusiasts will love the proximity to the scenic Orange Heritage Trail. Exceptional location, maximum convenience, and a perfect place to call home!

22 Goshen Road, Chester

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