Rhinebeck Real Estate

Rhinebeck: A Charming Town in Dutchess County, New York

Nestled in the heart of Dutchess County, New York, the picturesque town of Rhinebeck offers a perfect blend of small-town charm and modern amenities. With its rich history, stunning landscapes, and vibrant community, Rhinebeck is a sought-after destination for those seeking a tranquil and idyllic lifestyle.

One of the town's most notable features is its historic architecture. Rhinebeck boasts a collection of beautifully preserved buildings, including elegant Victorian homes, quaint cottages, and stately mansions. Walking through the tree-lined streets, you'll feel like you've stepped back in time, immersing yourself in the town's rich heritage.

Nature enthusiasts will be delighted by the abundance of outdoor activities available in Rhinebeck. The town is surrounded by breathtaking natural beauty, with the Hudson River to the west and the rolling hills of the Hudson Valley to the east. From hiking and biking trails to scenic parks and gardens, there's no shortage of opportunities to explore the great outdoors.

Rhinebeck also offers a thriving arts and culture scene. The town is home to several art galleries, theaters, and music venues, showcasing the talents of local artists and performers. Throughout the year, Rhinebeck hosts various festivals and events, including the renowned Dutchess County Fair, which attracts visitors from near and far.

In addition to its cultural offerings, Rhinebeck provides excellent dining and shopping experiences. The town features an array of charming boutiques, antique shops, and specialty stores, where you can find unique treasures and one-of-a-kind gifts. From cozy cafes to upscale restaurants, Rhinebeck's culinary scene caters to all tastes, offering a diverse range of cuisines.

With its convenient location just two hours north of New York City, Rhinebeck is an ideal place to call home for those seeking a peaceful retreat while still having access to urban amenities. Whether you're looking to settle down or invest in real estate, Rhinebeck offers a warm and welcoming community with a rich tapestry of history, nature, and culture.

Newest Listings in Rhinebeck

$699,000

3 Beds ⋅ 3 Baths ⋅ 1045253 MLS

A picture is truly worth many words. The home is spotless, with very low wear and fresh paint. Take in the care and love this home has been given, which is evident in the photos! This is the home every buyer wants. The owners have been obsessed with keeping everything in excellent condition, both aesthetically and mechanically. With first floor hardwood floors and beautifully crafted maple cabinets, the home feels warm and inviting. Pull up a seat and enjoy cooking and conversation with friends and loved ones, celebrating your first holiday season in your new home. Located in the desirable Sepasco Village community, just 5 miles from the town center, and all of the restaurants and shops Rhinebeck has to offer! Homeowner in this community have access to its' beautiful, crystal clear lake for swimming and summer enjoyment, for a very small membership fee of approximately five hundred dollars annually. Just six miles from the Kingston Rhinecliff bridge and close to the Taconic State Parkway, this home is centrally located making it an excellent choice for a weekender or full-time residence. Convenience to Kingston for shopping and an easy run to I-87 for ski runs and points both north and south are a breeze. The first floor laundry and side entry make for a simple transfer of groceries and items that require easy acess. Natural light streams in generously, softening the already neutral tones, providing ease for a move-in experience without having to make any major changes post closing. You'll value the maturely landscaped, level lot offering privacy and a beautiful aesthetic, for sunning or coffee on the deck, just off the kitchen, and a storage shed for outdoor toys, kayaks, mowers etc. This neighborhood is highly desirable due to its private lake and quiet streets. Visit and feel the peaceful extablished vibe in this wonderful best kept secret in Rhinebeck!

413 Sepasco Center Street, Rhinebeck

$869,900

6 Beds ⋅ 4 Baths ⋅ 1050010 MLS

Welcome to THE WHITE HOUSE of one of Rhinebeck’s hidden gems, ideally situated just two miles from the Village of Rhinebeck. Set back on more than five picturesque acres with pond access, this beautifully maintained country property offers over 3,200 square feet of spacious, light filled living space and exceptional flexibility. The property features two oversized apartments plus additional accessory space, creating an excellent opportunity for multigenerational living, extended living space, or income potential. Each main unit offers its own laundry facilities and two private decks, providing plenty of room to enjoy the peaceful outdoor setting. One living area also features accessible accommodations. Major improvements have already been completed, including a roof in 2015, a septic system redone in 2016 with a 1,000 gallon tank, and newly installed solar panels. Live in one unit while generating income from the other, create a private setup for extended household needs, or take advantage of the property's versatile layout and generous acreage. With its combination of location, space, privacy, income potential, and proximity to the heart of Rhinebeck, this is a unique Hudson Valley opportunity that should not be missed. This home is the privacy and exclusivity you have been waiting for, your home away from the noise and on large spacious land that takes you out of sight in your own park with a pond. Competitively priced and ready for its next owner. Schedule your private showing and submit your strongest offer.

1 Kerr Road, Rhinebeck

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 1048583 MLS

Feast your eyes on this gorgeous contemporary sited on 8 private acres between the Villages of Rhinebeck and Red Hook, offering 4 bedrooms and 3.5 baths in a total of 3200 finished square feet. The distinctive exterior is wrapped with redwood siding and a standing seam metal roof. Corner windows flood the home with light while capturing the natural beauty of the setting. The 15 x 40 infinity propane heated saltwater pool spills into the forest, flanked by a hot tub, a cedar pavilion with integrated speakers, lighting, and a ceiling fan on one side, and an alfresco dining area with a retractable awning on the other. The heart of the home is a dream kitchen designed for easy everyday living and entertaining complete with a 6-burner Viking gas range, Miele wall oven, microwave and steam oven, an additional electric cooktop and a dedicated coffee bar area. The expansive living area is centered around a propane fireplace with spectacular views of the pool and deep forest that lays beyond it. The first-floor primary suite is positioned on one side of the main level of the home, separate from the two additional bedrooms on the same floor. One of the bedrooms is equipped with a murphy-bed/book case unit for multi-purpose use as a home office or art studio. The finished lower level expands the home’s versatility with a guest suite and full ensuite bath, as well as a delightful media/game room. This level also features an office area, additional coffee station, and two huge walk-in closets. Additional highlights include radiant heat throughout the home, an oversized 4 car garage with workshop space, hardwood floors, whole house generator, exterior lighting, blue stone and river stone patio. Perfectly positioned to easily take advantage of the many farm markets, restaurants, cultural and recreational destinations offered in the Hudson Valley.

8 Sarah Court, Rhinebeck

$875,000

4 Beds ⋅ 2 Baths ⋅ 1048533 MLS

Versatile Split-Level Ranch with Flexible Living Space, Outdoor Areas & Single-Family Potential Conveniently located in the village and an array of attractions, this distinctive split-ranch-style home offers exceptional flexibility, generous space, and an opportunity to create a home tailored to your individual needs. With more than 2,400 square feet of living and storage space spanning four levels, the property is currently designated as a two-family home, yet its existing layout provides an excellent opportunity to restore it to a spacious single-family residence. The main portion of the home offers approximately 1,500 square feet of living space over two levels. The first level features a generously sized living room with a wood-burning stove, a formal dining room, and a welcoming eat-in kitchen with a convenient pass-through opening to the living room. Two separate screened porches provide wonderful spaces to relax, dine, or enjoy views of the backyard. Just six steps up, the bedroom level offers three nicely proportioned bedrooms, each filled with natural light, along with a full bathroom. The thoughtful split-level design creates comfortable separation between living and sleeping areas while maintaining an easy, connected flow throughout the home. The second living unit, with its own exterior entrance, encompasses approximately 1,000 square feet. It includes a comfortable living/dining area, a pleasant kitchen, and a bedroom with direct access the screened porch. Six steps down from this level is a substantial multi-purpose room, along with access to the laundry area, providing additional space for a home office, recreation room, studio, workshop, or storage. For those seeking a single-family home, the property offers an especially exciting opportunity. The existing interior stairwell provides a straightforward foundation for reconnecting the two portions of the home, allowing the residence to be renovated and reimagined as one cohesive property. Whether your vision is a traditional single-family home, a multigenerational residence, or a home with dedicated guest, office, or studio space, the existing footprint offers tremendous potential to customize the layout to suit your lifestyle. Outside, the fenced backyard is framed by lovely mature shade trees and offers open lawn areas ideal for outdoor enjoyment. Easy-care landscaping keeps maintenance manageable, while the screened porches extend the living space outdoors and create inviting spots to enjoy the changing seasons. A single-car garage adds valuable convenience and storage. With its generous square footage, flexible configuration, outdoor spaces, and proximity to the village and cultural destinations, this home offers a rare combination of location, space, versatility, and opportunity. Bring your vision and transform this unique property into a home that truly reflects the way you want to live.

1 Cramer Road, Rhinebeck

$535,000

2 Beds ⋅ 2 Baths ⋅ 1048580 MLS

Welcome to lakeside living in Sepasco Village, located in the Town of Rhinebeck and within the Rhinebeck Central School District. This charming 1,534 sqft ranch offers comfortable single-level living with 2 bedrooms, 1.5 baths, and an inviting layout. The spacious living room features a double-sided wood-burning fireplace shared with the eat-in kitchen, creating a warm and welcoming focal point. French doors open from the living room to a large screened-in porch, an ideal setting for morning coffee, outdoor dining, or relaxing and enjoying the peaceful surroundings. The eat-in kitchen offers ample space for a dining table and convenient access to a powder room with stackable laundry. Just off the kitchen, a small office provides a dedicated space for working from home, hobbies, or household organization. Outside, enjoy a large, fully fenced backyard with plenty of room for recreation, gardening, pets, or simply relaxing outdoors. A one-car garage adds convenient parking and storage. The home features all-electric mechanicals and an oversized septic tank appropriately sized for a three-bedroom home. The property's location in Sepasco Village is ideal, positioned a short distance across from the community picnic area and close to lake access. Enjoy the recreational opportunities and relaxed atmosphere of a lakeside community, with convenient access to all that Rhinebeck and the surrounding Hudson Valley have to offer.

303 Sepasco Lake Drive, Rhinebeck

$546,000

2 Beds ⋅ 2 Baths ⋅ 1048507 MLS

56 Pond Drive East is a one-story end unit in "The Woods" in Rhinebeck Village. This unit offers a quiet setting overlooking the pond. The amenities include a swimming pool, tennis courts and a club house. Some of this unit's features are a new heat pump (2026), new windows and patio door (2024), new garage interior and door (2026). A pleasant walk into the Village where you will find shops, restaurants, a movie theater, spas, etc. All this just 10 minutes to Amtrak. Final offers due Monday, September 14th at noon.

56 Pond Drive E, Rhinebeck

$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

3 Beds ⋅ 2 Baths ⋅ 1047657 MLS

Set back from a quiet country road on 2.12 private acres, this fully renovated mid-century ranch offers an effortless blend of modern design, comfort, and Hudson Valley living. The chic, light-filled, single-level interior features an open floor plan, hardwood and ceramic tile floors, three bedrooms, and two baths, including a cozy primary suite with ensuite bath. The eat-in kitchen opens to a patio just off the back, creating seamless entertaining options including a deck for sunning and relaxation. Outside, a saline in-ground pool is privately sited within a fenced yard, framed by expansive lawn and wooded views. An enclosed raised-bed garden provides a dedicated space for growing vegetables, herbs, or flowers. The attached two-car garage offers the potential for additional living space, studio, gym, or office, while the property has room for a pool house or detached garage. Minutes to Rhinebeck Village and Amtrak, the Taconic Parkway and under two hours to NYC, this is an ideal country retreat or full-time home. Rhinebeck Schools.

62 Frost Road, Rhinebeck

$719,000

3 Beds ⋅ 2 Baths ⋅ 1047112 MLS

Ready to make the move to Rhinebeck in the beautiful Hudson Valley? Welcome to 19 Closs Drive, where timeless charm meets modern comfort in this beautifully updated, move-in-ready 3-bedroom, 2-bath ranch, ideally located just a short stroll from the heart of Rhinebeck Village. Enjoy easy access to restaurants, charming boutiques, cafes, schools, spas in this sought-after Hudson Valley community. You will appreciate the home's exceptional curb appeal. New siding & attractive stonework (2020), along with a welcoming Mission-style front porch and entry door, create a warm first impression. Inside, gleaming hardwood floors flow throughout the living room and bedrooms. Abundant natural light fills the living room, where a cozy fireplace makes the perfect gathering place during every season. The beautifully renovated kitchen is the centerpiece of the home, featuring granite countertops, a center island, stainless steel appliances, & tile flooring. Open to the dining area, this thoughtfully designed space is ideal for everyday living & effortless entertaining. A spacious screened porch extends your living space, offering the perfect setting for outdoor dining, relaxing with friends, or enjoying peaceful summer evenings. A charming patio provides another private retreat for morning coffee or an evening glass of wine. The comfortable primary suite includes an updated en-suite bath, while two additional bedrooms & a stylishly renovated full hall bath complete the main level. The finished lower level adds valuable flexible living space with new carpeting, ceiling tiles, updated lighting, separate zoned baseboard heat, and endless possibilities for a family room, media room, home office, fitness area, or playroom. A utility room with a workbench provides excellent storage and workspace. An attached two-car garage offers everyday convenience & protection from the elements. Situated in the heart of the Hudson Valley, this home is just minutes from renowned destinations including Bard College, Vassar College, Marist University, & the Culinary Institute of America. Enjoy weekends exploring the Walkway Over the Hudson, the Hudson River, nearby lakes, golf courses, hiking trails, historic estates, farmers markets, and wineries. Rhinecliff Amtrak Station is approximately seven minutes away, making travel to New York City or Albany simple & convenient. 19 Closs Drive presents a rare opportunity to enjoy the very best of Rhinebeck living, whether you are looking for a full time residence or weekend retreat, This turnkey home seamlessly combines comfort, style, and convenience in one of the Hudson Valley's most desirable communities. Whether you're looking for a full-time residence or a weekend escape, you'll love everything this exceptional home & Rhinebeck have to offer.

19 Closs Drive, Rhinebeck

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 1045717 MLS

A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room and the open kitchen features an extra large Liebherr refrigerator, a double oven and coffee station. There is a spacious pantry with additional storage and a wine fridge. You’ll find a home office and formal dining room. The primary suite is on the main floor, large with sliding doors out to a private balcony and hot tub. The bath is ensuite with double vanities, radiant heated floors and a soaking tub and there are two walk-in closets. You'll find two additional bedrooms on the main level, both well sized and connected by a jack-and-jill bath. Upstairs is a large sitting area currently used as a play room, an additional bedroom and a full bath, as well as a flex space which the current owners use as sleeping quarters. The 2,500+ square foot basement has fabulous high ceilings making it super usable, it’s set up as a home gym. A large screened in porch overlooks the backyard and the woods beyond, and there are raised garden beds ready for when the weather turns. An irrigation system has been installed which keep the gardens very low maintenance. There is an attached two car garage and the home sits in a neighborhood setting amongst other homes of a cohesive aesthetic. 11 Crimson Hill is a wonderful turnkey option just minutes to Rhinebeck village and Amtrak. Located in the Rhinebeck School District it is perfect for year round or weekend living.

11 Crimson Hill, Rhinebeck

$699,500

2 Beds ⋅ 3 Baths ⋅ 1041074 MLS

Welcome to The Gardens at Rhinebeck II, an upscale community of beautifully maintained homes. This 2-bedroom, 2.5-bath, 1,495-square-foot condo is stylish and move-in ready, with 9-foot ceilings, central air, and a bright, airy main floor that feels instantly welcoming. The main floor features a thoughtfully designed floor plan that blends comfort and functionality. The kitchen features stainless steel GE appliances, granite countertops, an elegant backsplash, a center island with additional storage and room for barstools for entertaining, and a charming, windowed breakfast nook, perfect for your morning coffee. Just off the kitchen is a wallpapered powder room, coat closet, pantry, and direct access to an attached garage with additional storage room. The open living and dining area is filled with natural light and designed for both everyday living and entertaining. An electric fireplace adds a warm and beautiful focal point. The windows and sliding glass doors open to a private patio, perfect for dining, relaxing, and taking in the tranquil surroundings. Upstairs, the primary bedroom offers a private balcony with pond and sunset views, ample closets, and an en-suite bath with a double vanity and walk-in shower. The second bedroom with full guest bath provides additional accommodation, while the loft offers a possible media room, home office, den, playroom, or additional sleeping space. This floor also has a linen closet plus washer and dryer for convenience, all with new carpeting. New water heater 2024. New faucet 2026. New paint and carpeting. Residents of the Gardens enjoy a carefree lifestyle, with landscaping, snow removal, and trash pickup included in the common charges, allowing more time to enjoy the community’s amenities. The Clubhouse has a full kitchen with dining and deck space available for private events, as well as a large living room for Canasta, Bridge, book clubs, and Mah Jongg. The fitness center has both cardio and weight machines plus free weights, and the men’s and women’s locker rooms have showers. These amenities are complemented by the newly expanded swimming pool, as well as two tennis/pickleball courts, ponds, and walking trails. This unbeatable Rhinebeck location is just minutes from Historic Rhinebeck Village, close to restaurants, vibrant shopping, farmers’ market, theater, parks, cultural attractions, Bard’s renowned Fisher Center, schools, and the Amtrak Station. The best of Hudson Valley living!

415 Gardenia Drive, Rhinebeck

$549,000

3 Beds ⋅ 2 Baths ⋅ 1025066 MLS

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). Large, dry, walk-out unfinished basement with high ceilings. New Water Heater and Expansion Tank. 2 car garage. Sidewalks into village and hospital. Get to supermarket, library, Amtrak in less than 5 minutes. Easy access to Route 9 and Kingston/Rhinecliff Bridge. House is ready for you to move in. Sold "As Is".

110 Montgomery Street, Rhinebeck

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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.