Rhinebeck Homes under $500,000

Welcome to Rhinebeck, New York, a charming village nestled in the heart of Dutchess County. Known for its picturesque landscapes and vibrant community, Rhinebeck is not just a delightful place to live; it’s also home to a highly regarded school district that prioritizes educational excellence. The Rhinebeck Central School District offers a nurturing environment for students, with a strong focus on academic achievement, arts, and athletics. Families will appreciate the small class sizes and dedicated teachers who go above and beyond to foster a love for learning.

For those looking to settle down in this idyllic area, there are fantastic homes available for under $500,000. Whether you're a first-time homebuyer or seeking a cozy retreat, Rhinebeck offers a variety of options that cater to different lifestyles. From charming historic homes with character to modern residences that blend comfort with style, you’ll find a perfect match for your needs.

Living in Rhinebeck means enjoying a vibrant community filled with local shops, farm-to-table restaurants, and cultural events throughout the year. The beautiful Hudson River and surrounding nature trails provide ample opportunities for outdoor activities, making it an ideal location for families and nature enthusiasts alike.

With its exceptional school district, affordable housing options, and a welcoming atmosphere, Rhinebeck is a wonderful place to call home. Explore the possibilities today and discover why this charming village is the perfect place for you and your family!

Newest Rhinebeck Homes under $500,000

$500,000

3 Beds ⋅ 1 Baths ⋅ 1056990 MLS

Located on a nice-sized corner lot in Rhinebeck Village is this 1940 3-bedroom, 1-bath Cape Cod. The home has a detached garage, enclosed front porch, and a deck off the kitchen. Good mechanicals, Village water, and very little traffic. This could be a project or the site of your brand-new Village home. Seller is offering terms to well-qualified buyers.

60 violet Place, Rhinebeck

$319,000

2 Beds ⋅ 1 Baths ⋅ 1053992 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

$499,000

2 Beds ⋅ 1 Baths ⋅ 1053398 MLS

Ideally located near the Taconic State Parkway, this spacious 2 br, 1 bath country home is just a short drive to the shops, dining, and charm of the Village of Rhinebeck. This charming 1 acre property features 2 sheds on a private, fenced-in backyard, complete with a beautiful deck thats perfect for relaxing or entertaining. Plenty of room for gardening too. As you enter the home, you’ll be impressed by the inviting large living room, Large gourmet stlye kitchen , large country island, stylish tile backsplash, rich white wood cabinetry, along with a propane gas stove, new stainless appliances. washer and dryer, water heater and softener included. The main level features an updated full bathroom with a beautifully tiled shower, TW0 generously sized bedrooms and a large three season room where your pets will enjoy. New Roof and leased SOLAR panels adds to today country get away style living. Call today bfore this one is gone.

813 Bulls Head Road, Rhinebeck

$440,000

3 Beds ⋅ 2 Baths ⋅ 1050298 MLS

Welcome Home! This sweet county retreat blends comfortable charm with a delightful view, offering a peaceful escape just minutes from the historic village of Rhinebeck. Lovely landscaping showcases a vibrant collection of trees and flowering perennial plantings. The beautiful grounds burst with color throughout the seasons, creating a picturesque setting that offers an enchanting backdrop. A unique circular covered deck welcomes you inside to easy country living featuring a light and airy sunroom. The special sunroom invites the outdoors in with walls of windows; it provides a tranquil spot to relax and enjoy the view. The over-sized living room and large eat-in kitchen are ideal spaces to gather with friends. The primary bedroom offers an ensuite powder room; two additional bedrooms and a full bathroom complete the main level. The basement provides ample storage and potential workshop/crafting opportunities. Outside, you can be the next lucky gardener to play in the soil or simply relax under one of the shade trees. This quintessential Hudson Valley getaway is ideally located just minutes to Rhinebeck's restaurants, shopping and Amtrak train station. Brand new septic system will be installed prior to closing.

10 Burger Road, Rhinebeck

$449,000

3 Beds ⋅ 2 Baths ⋅ 1025066 MLS

Attention Contractors and Investors: INCREDIBLE MARKET FIX and SELL opportunity in the village of Rhinebeck. NEW LOWER PRICE. This house also offers great potential for Buyers looking to renovate and make it their own. Village ranch, nice layout and built to last. 3 good sized bedrooms, one full bath and new half bath, kitchen with newer appliances, breakfast area, dining room, and inviting living room with a fireplace (new pellet stove). Hard wood floors throughout. Large, dry, walk-out, unfinished basement with high ceilings and larger windows. 2 car garage. New water heater and expansion tank new oil tank, oil burner from 2007. House needs some work/renovation and upgrades. Get to supermarket, library, town recreation area, and Amtrak in less than 5 minutes. Sidewalks into the village and hospital. Easy access to Route 9 and Kingston/Rhinecliff Bridge. Endless possibilities here. This property is being sold "As Is".

110 Montgomery Street, Rhinebeck

$299,000

3 Beds ⋅ 2 Baths ⋅ 1038233 MLS

Over the Hudson River, and through the Ferncliff Forest Woods lies 532 River Road! Ideally situated in one of the Hudson Valley’s most desirable areas, this inviting property offers a wonderful opportunity to enjoy the beauty, character, and lifestyle that make Rhinebeck so special for an incredible value. With 3 bedrooms and 2 baths this sweet vintage home is spacious and all one level! Additional Two Car Garage for storage and more. Set on almost half an acre, the property is set back from the road and backs up to the Astor Forest 1000 acre woods. A short bike ride to the Village, or walk to Miglorelli Farm Stand every night for Hudson Valley Provisions. Convenient location puts you close to Rhinebeck Village, restaurants, shops, farms, Kingston Rhinecliff Bridge and the Hudson River. A wonderful opportunity to invest in the Rhinebeck market with a beautiful piece of land in an incredible location. Seller financing available with acceptable terms and deposit.

532 River Road, Rhinebeck

$495,000

2 Beds ⋅ 2 Baths ⋅ 1026621 MLS

This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10" wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor living is just as impressive with a spectacular three-level multi-tiered deck, delightful bluestone patio with fire pit, and unilock paver accents, perfect for relaxing or entertaining while enjoying the peaceful surroundings. Additional highlights include deeded lake rights, an oversized heated three-car garage with expansive driveway parking, and an immaculate unfinished basement offering abundant storage and incredible potential for future expansion. Ideally located just minutes from the Omega Institute, the Village of Rhinebeck, the Taconic State Parkway, and all the shopping, dining, recreation, and cultural attractions the Hudson Valley has to offer. With sought-after Rhinebeck schools, low taxes, and an incredibly versatile floor plan, this meticulously maintained home offers the perfect blend of comfort, quality, and convenience. Whether you're entertaining a crowd, accommodating extended family, looking for room to grow, or searching for the ideal heated three-car garage for your vehicles, hobbies, or workshop, this exceptional home is designed to meet your needs today and for years to come.

70 Camp Drive, Rhinebeck

$395,000

3 Beds ⋅ 2 Baths ⋅ 1012369 MLS

Three-bedroom, 1.5-bath ranch situated on nearly one acre in desirable Rhinebeck, NY. Offering a spacious side yard and a convenient Hudson Valley location, the property is just minutes from Rhinebeck Village, shopping, dining, schools, and major commuter routes. The home is comfortable and livable as it stands, while offering an excellent opportunity for buyers who want to make updates over time and add their own personal style. The traditional ranch layout provides convenient one-level living, with plenty of potential to enhance and modernize the existing spaces. The walkout lower level adds additional flexibility and includes an attached garage along with a separate room featuring a fireplace and bathroom. This versatile space could work well as a home office, recreation room, hobby area, guest space, or additional living area. Outside, the nearly one-acre lot provides a generous side yard with room for gardening, outdoor entertaining, recreation, or future landscaping. Whether you're looking for a primary residence, Hudson Valley getaway, investment property, or a home you can improve at your own pace, this Rhinebeck property offers a desirable location, a generous lot, and plenty of potential to make it your own.

3553 Route 9G, Rhinebeck

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.