Rhinebeck Homes with Off Street Parking features

Welcome to the enchanting Rhinebeck School District, a cornerstone of this picturesque community located in Dutchess County, New York. Known for its rich history and vibrant culture, Rhinebeck offers an exceptional educational experience that nurtures young minds and prepares them for a bright future. The district is home to highly-rated schools that emphasize academic excellence, innovative teaching methods, and a strong sense of community. With a variety of extracurricular activities, including sports, arts, and clubs, students are encouraged to explore their interests and develop their talents in a supportive environment.

The charm of Rhinebeck extends beyond its schools. Nestled in the heart of the Hudson Valley, this area boasts a stunning natural landscape, historic architecture, and a bustling downtown filled with unique shops, cafes, and restaurants. Residents enjoy a close-knit community atmosphere, making it an ideal place for families and individuals alike.

When it comes to housing, Rhinebeck offers a variety of properties, many of which feature the convenience of off-street parking. This desirable feature not only enhances the aesthetic appeal of homes but also provides residents with the peace of mind that comes from having secure, accessible parking. Whether you’re looking for a quaint cottage or a spacious family home, Rhinebeck’s real estate market has something to suit every taste and lifestyle.

Discover the perfect blend of education, community, and comfort in Rhinebeck, where your dream home awaits amidst the beauty of the Hudson Valley!

Newest Rhinebeck Homes with Off Street Parking features

$1,125,000

4 Beds ⋅ 3 Baths ⋅ 1044719 MLS

This exceptional log home offers a tranquil retreat on 8.8 acres, featuring a private pond and a park-like setting. The property emphasizes privacy and includes an inground pool with a deck for outdoor enjoyment. Additionally, it boasts a substantial workshop with a one-bedroom guest quarters located above it, providing versatile extra space. Another run-in shed offers further utility storage. The location is highly desirable, offering the serenity of a private estate while remaining just minutes from the charming Rhinebeck village and convenient access to the Taconic Parkway.

331 Mountain View Road Unit #325, Rhinebeck

$925,000

1043744 MLS

Investors and builders imagine the possibilities of the 15+ acre sub-dividable lot that has 6 rental units spread across 2 buildings that are currently generating income. The property serves as a gateway to the best of the Hudson Valley, offering a mix of sophisticated dining, outdoor adventure, and cultural landmarks: Vineyards & Craft Beverages: Minutes away from the award-winning Milea, the Taconic Distillery, the Slow Fox Farm Brewery and the Omega Institute. Ideally located for enthusiasts of the outdoors. Explore the Willowbrook Trail Association for hiking and equestrian paths, or head to Frog Hollow Park for swimming, tennis, and seasonal ice skating. Dining & Shopping: A short 15-minute drive brings you to the historic village of Rhinebeck, home to upscale farm-to-table dining at Terrapin and a vibrant independent boutique scene. Easy access to the Taconic State Parkway makes for a straightforward commute to Southern Dutchess, Westchester, or New York City Seller may consider owner financing see agent only remarks for details.

37-43 Nine Partners Road, Clinton Corners

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 1032296 MLS

Experience charming Rhinebeck Village in this post and beam Village home only blocks to fine dining, shops, farmer's market, etc. This 3 bedroom 2 1/2 bath home blends craftmanship with comfort. Radiant heat on the main level, spacious country kitchen and a large living room for gathering and or entertaining. Large primary bedroom with adjoining bath with skylights, shower and whirlpool tub, two vanities and double closet. Two comfortable bedrooms, each with closet, and full bath with laundry complete the upper level. Additional features include central air, propane heat, stainless steel appliances (French door refrigerator, DW, gas range, two ovens, microwave, wine frig), breakfast bar, natural wood finishes throughout. Generator. Attached heated two car garage with automatic door opener. Stone rear patio, attractively landscaped parcel with excellent screening.

5 Prospect Street, Rhinebeck

$735,000

3 Beds ⋅ 2 Baths ⋅ 1032450 MLS

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction. The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new siding, energy-efficient windows, spray foam insulation, new rafters, new doors, upgraded 200-amp electrical service, all-new plumbing, a new well pump, new 1,000-gallon septic system with leach field, new hot water heater, Mitsubishi two-zone heating and cooling system, and dehumidifier ensure years of low-maintenance ownership. Inside, engineered white oak floors flow throughout the home. The beautifully designed kitchen features quartzite and granite countertops, all-new appliances, and custom finishes, while both bathrooms have been completely reimagined with radiant heated floors. The exterior has been equally transformed with new siding, rebuilt stonewalls, bluestone walkway & patio, professionally engineered retaining walls with drainage systems, and thoughtfully designed outdoor living spaces overlooking the surrounding woodlands, creating a seamless connection between the home and its natural setting. Minutes to Rhinebeck Village, Rhinecliff Amtrak, acclaimed restaurants, farmers markets, and boutique shopping, this is a rare turnkey opportunity where every major improvement has already been completed—simply move in and enjoy the very best of Hudson Valley!

621 Milan Hollow Road, Rhinebeck

$650,000

4 Beds ⋅ 2 Baths ⋅ 1011291 MLS

On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready and a wonderful mother/daughter. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR,LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL INGROUND POOL. Two porches, one glassed, one screened, bring the outside in & are perfect for fun & entertaining. Enjoy Rhinebeck's farmer's market, shopping, dining, & upstate films. Amtrak, BARD, & the TSP are all close by. What a great opportunity to find the perfect country home!

6 Kipsbergen Drive, Rhinebeck

$299,000

2 Beds ⋅ 1 Baths ⋅ 1002328 MLS

Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck

$645,000

3 Beds ⋅ 2 Baths ⋅ 1002822 MLS

This Rhinecliff gem sits on one of the best lots in the Hamlet and is ready for someone with vision. Offered as is, the home features great bones, beautiful hardwood floors, a half bath on the main level, and a full bath upstairs. A kitchen needs to be added, giving you the rare chance to design the heart of the home exactly as you want it. Close to the Rhinecliff train station and only two miles from Rhinebeck Village, the location is unbeatable. Enjoy being moments from the library, the local restaurant, and another new dining spot on the way, and a local market —everything that makes Rhinecliff so special. The property also includes a fantastic outbuilding with electric, gorgeous wood floors, and newly installed pine floors upstairs. It’s an ideal space for an office, studio, workshop, or anything you can imagine. A few virtual photos included for ideas of how it could look. A remarkable opportunity to put your stamp on a true Rhinecliff classic.

67 Kelly Street, Rhinecliff

$1,145,000

3 Beds ⋅ 3 Baths ⋅ 999816 MLS

Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in, complete electrical upgrade, completely new HVAC to maximize Energy Efficiency, Re-sheetrocked walls and New Insulation, as well as Flooring, Cabinetry and Windows, just to identify the major points of upgrades. The floor plan has been reconfigured to enlarge the Great Room and completly open to encompass the kitchen and Dinning and Living areas as one delighful space. The kitchen's large Center Island and High-end Appliances complemented by Quartz Countertops. The Living Room anchors the views between a Stone Fireplace built from local stone and the wall of windows showcasing the spectacular pastural views.. The Primary Bedroom has been completly reconfigured to include a sumpuous Primary Bathroom, Spacious Closets and the designer included a Laundry area. Don't miss the sweet screened in porch off the Great Room, designed to give you restipe from the day! The second floor has 2 extremely large Bedrooms and another Gorgeous Bathroom, both Bedrooms have vaulted ceilings and private views of the pastures out to the remote treeline. We are NOT finished yet, the Lower Level is also remodeled into a Media Room, with a Wet Bar and Game room the Multi-Panel door/window completly folds into itself alowing your get togthers to flow without walls from the inside out! We are not done, the wonderful Home does have everything you need. Besides the 5 private acre lot there is a Barn. Two complete floors do what you want with the Barn, Entertain, Man-cave, store you priceless Car Collection, your possibilities are endless... You have to consider this Beautiful home on your next tour of Rhinebeck, minutes form the Village of Rhinebeck and the Taconic yet bathed in peace and quiet You just cannot go wrong here.....

334 Lake Drive, 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

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 922693 MLS

Set just east of the Village of Rhinebeck, Wonderland Farm encompasses 65 acres of gently rolling countryside spread across two separate deeded parcels. The landscape is defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a century of continuous agricultural heritage and thoughtful stewardship. At its center stands a classic 1898 farmhouse, offering the enduring appeal of late 19th-century architecture. The home features original hardwood floors, period woodwork, and timeless details that speak to its history while providing a comfortable and welcoming living environment. The property also includes two barns, each with its own architectural and functional significance. The larger barn is a remarkable 1700s hand-hewn post-and-beam structure, an enduring example of early American craftsmanship. Both barns are equipped with electric service, and one includes a half bath, enhancing their usability for a variety of purposes. Their size, authenticity, and utility make them ideal for preservation, restoration, or adaptive reuse as studios, workshops, or event spaces. The Landsman Kill winds through the property, adding natural beauty and ecological diversity. The land presents a balanced mix of meadows, woodlands, and cultivated acreage, currently operating as a working Christmas tree farm. The setting is both pastoral and practical—well suited to continued agricultural use, conservation, or a thoughtfully planned residential or mixed-use estate. Located within Rhinebeck’s Rural Countryside (RC) zoning district with 5-acre zoning, Wonderland Farm offers exceptional flexibility for future owners. Potential uses include continued agricultural production, residential development, adaptive reuse of existing structures, agritourism, conservation initiatives, and educational or recreational programming, all subject to local approvals. Wonderland Farm represents a rare opportunity to own a property of historic and agricultural significance in one of the Hudson Valley’s most sought-after locations. Its combination of history, natural beauty, and versatility ensures it will continue to be a meaningful and productive landscape for generations to come.

186 & 191 White Schoolhouse Rd, Rhinebeck

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