Red Hook Homes with Detached Parking features

Welcome to Red Hook, a charming village nestled in the heart of Dutchess County, NY. Known for its picturesque landscapes and vibrant community, Red Hook offers a unique blend of rural charm and modern convenience. One of the standout features of this area is its highly regarded school district, which is dedicated to fostering a nurturing and stimulating environment for students. The Red Hook Central School District is committed to academic excellence, providing a range of programs that cater to diverse interests and learning styles. With small class sizes and dedicated educators, students thrive here, making it an attractive choice for families looking to settle down in a supportive community.

In addition to its educational offerings, Red Hook is a haven for those seeking homes with detached parking features. Many properties in this area come equipped with spacious garages or carports, providing convenience and peace of mind for homeowners. Imagine coming home to a beautiful house with ample parking space, perfect for hosting family gatherings or simply enjoying the tranquility of your own driveway.

The real estate market in Red Hook is diverse, offering everything from quaint cottages to expansive family homes, all set against a backdrop of stunning natural beauty. With easy access to local amenities, parks, and recreational activities, Red Hook is not just a place to live; it’s a place to thrive. Whether you’re a first-time homebuyer or looking to upgrade, Red Hook’s inviting community and excellent school district make it an ideal choice for your next home. Come experience the charm of Red Hook and discover your dream home today!

Newest Red Hook Homes with Detached Parking features

$194,999

1 Beds ⋅ 1 Baths ⋅ 1011801 MLS

Welcome to this TURNKEY, bright and inviting 1-bedroom, 1-bath condominium located in the well-maintained Tivoli Gardens community. This comfortable, 2nd floor condo offers a private balcony off the bedroom with peaceful views of mature trees and beautifully landscaped grounds, creating a relaxing setting to enjoy your morning coffee or unwind at the end of the day. The unit includes a one-car garage plus additional unassigned parking space for added convenience. Residents enjoy meticulously maintained lawns, attractive common areas, and picnic tables set up in the open green fields perfect for outdoor gatherings. Ideally situated in the heart of the scenic Hudson Valley, this condominium is just a short drive from the natural beauty of Tivoli Bays, the renowned Kaatsbaan Cultural Park, and the historic Clermont State Historic Site. Enjoy easy access to hiking, kayaking, cultural events, farmers markets, charming villages, and many of the area's most treasured attractions. Whether you're seeking a full-time residence, a weekend retreat, or an investment opportunity, this condominium offers comfort, convenience, and an exceptional location in one of the Hudson Valley's most desirable areas.

45 Tivoli Gardens Unit #C45, Tivoli

$1,200,000

1009767 MLS

Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2 Baths. Property has been maintained to perfection, and the grounds have a Park-Like quality with Gazebo and outdoor track for recreation and is mostly fenced. There are several outbuildings that provide additional income and versatile usage. Located conveniently within 10 minutes to TSP and Villages of Red Hook and Rhinebeck in the Red hook School District. Don't miss this opportunity to invest in this turnkey money maker!

1030 Route 199, Red Hook

$850,000

3 Beds ⋅ 3 Baths ⋅ 1006694 MLS

A rare opportunity to own a piece of Red Hook history. Offered for the first time in 117 years, this cherished family home has been lovingly maintained through generations and retains many of its original architectural details and timeless character. Located in the heart of the Village of Red Hook, the home showcases beautiful original wood floors, classic moldings, detailed staircase trim, and the craftsmanship rarely found in today's construction. The spacious floor plan features 3 bedrooms, 2.5 baths, and two dedicated office areas, providing flexibility for remote work, creative pursuits, or additional living space. Outside, an oversized detached two-car garage offers ample room for vehicles, storage, or a workshop. Conveniently situated near village shops, restaurants, parks, and schools, this exceptional property combines historic charm with everyday convenience. A truly special offering ready for its next chapter.

64 W Market Street, Red Hook

$2,294,000

4 Beds ⋅ 6 Baths ⋅ 988928 MLS

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook

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