Rhinebeck Homes with Detached Parking features

Welcome to Rhinebeck, New York – a picturesque village nestled in the heart of Dutchess County. Known for its charming streets, vibrant arts scene, and rich history, Rhinebeck offers a unique blend of small-town warmth and modern convenience. Just a short drive from the Hudson River, this delightful community is renowned for its beautiful landscapes, historic architecture, and a plethora of local shops and restaurants that make it a favorite among residents and visitors alike.

One of the standout features of homes in Rhinebeck is the availability of detached parking. In a village where space is cherished, having your own detached parking area provides both convenience and peace of mind. Imagine returning home after a day of exploring the quaint boutiques and cozy cafes, knowing that your vehicle is securely parked just steps away. Detached parking not only enhances your living experience but also adds a layer of privacy and comfort that is hard to find elsewhere.

Rhinebeck's real estate market offers a variety of homes that cater to diverse lifestyles, whether you're a first-time buyer, a growing family, or looking for a serene retreat. With the added benefit of detached parking, you can enjoy the freedom of easy access to your home while savoring the charm and tranquility that Rhinebeck has to offer.

Come discover the magic of Rhinebeck, where you can find your dream home complete with the perfect parking solution, and immerse yourself in a community that feels like home. Your Rhinebeck adventure awaits!

Newest Rhinebeck Homes with Detached Parking features

$595,000

4 Beds ⋅ 2 Baths ⋅ 1005161 MLS

-A Rhinebeck Village Classic- Nestled beneath towering shade trees in the heart of Rhinebeck Village, this charming 1933 Craftsman-inspired cottage offers the increasingly rare combination of walkability, character, and opportunity. Original hardwood floors, period details, inviting covered porches, and a detached garage speak to the home's enduring charm, while four bedrooms and two baths provide generous space for modern living. Rich in authenticity and filled with potential, this beloved home invites its next steward to thoughtfully restore, reimagine, and make it their own. Just moments from Rhinebeck's vibrant Main Street—with its celebrated restaurants, boutiques, farmers market, and cultural attractions—this is a rare opportunity to own a piece of village history while creating the next chapter of its story. A true Rhinebeck Village classic, ready for its next chapter!!

79 S Parsonage Street, Rhinebeck

$3,850,000

7 Beds ⋅ 7 Baths ⋅ 1003365 MLS

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.

52 Pells Road, Rhinebeck

$719,000

5 Beds ⋅ 4 Baths ⋅ 993548 MLS

WALK TO THE VILLAGE OF RHINEBECK! FABULOUS RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly across the street, it’s an ideal location for tenants. The property is fully occupied, ensuring immediate rental income from day one. Rhinebeck is an area with a mix of small-town charm and proximity to larger metropolitan hubs, making it an attractive option for renters. With its well-maintained structure and peaceful surroundings, this property offers the potential for steady returns and long-term growth. Access to Landsman Kill for great fishing. Unit 1 is a 1 bedroom ground floor apartment with a bonus room. Unit 2 is a 2 bedroom second floor unit with updated kitchen. Unit 3 is a two floor, 2 bedroom unit with an updated kitchen.

12 S Parsonage Street, Rhinebeck

$1,695,000

4 Beds ⋅ 5 Baths ⋅ 969504 MLS

Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living—peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car garage with studio space above. A covered porch welcomes you into the home’s entry, opening to a spacious living room that serves as the heart of the house. Here, soaring 18-foot ceilings, a dramatic two-story slate-surround fireplace with woodstove insert, and two French doors leading to a large wraparound deck create an ideal setting for both everyday living and entertaining. The chef’s kitchen provides a large center island, high end appliances, and looks out into the dining/living room. The first-floor primary suite provides a private retreat with two walk-in closets and a spa-like bath featuring a large walk-in shower and Jacuzzi tub. The main level also includes a den, half bath, laundry room, and accesses the attached 2-car garage. Upstairs are two additional bedrooms, a full bath, and a generous 12’ x 23’ bonus room well suited for a home office, studio, or media space. The finished basement further expands the living area with a family room, wine room, sauna, and full bath. A standout feature of the property is the impressive 1,728 square foot detached two-bay garage with capacity for 8 cars plus a carport, constructed in 2021. Ideal for car enthusiasts, collectors, or those seeking flexible workspace, one bay features two lifts and an exceptional 14’8” ceiling height. The entire structure is equipped with heat and AC, has a rear covered porch, expansive loft/attic storage, and its own Generac generator. Additional highlights include a fenced dog run, shed, whole-house Generac generator and rights to Silver Lake—making this a rare offering that blends comfort, privacy, and ideal location.

203 Silver Lake Road, Rhinebeck

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