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$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
$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
$689,000
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
$625,000
3 Beds ⋅ 3 Baths ⋅ 1045304 MLS
Sited on just less than 10 picturesque acres along a country road in Clinton Corners, this inviting 1969 home offers generous living spaces, beautiful natural surroundings, a spring fed pond and a small horse barn. Hardwood floors and generously proportioned rooms create a warm and comfortable atmosphere throughout this 3-bedroom 2.5 bath home consisting of 1,932 finished square feet. A large picture window in the living room frames beautiful views of the meadow and surrounding trees, bringing the landscape indoors as does the light-filled three-season room which is especially charming, with windows on three sides. The lower-level provides an office, combo laundry /bathroom and the family room which offers an inviting retreat with both a pellet stove and wood stove—perfect for cozy gatherings and relaxed evenings at home. The attached oversized garage is also accessed through the lower level. Outside, the nearly 10-acre property offers room to enjoy the changing seasons. Bring the horses, there is a one stall barn already in place allowing possibilities for hobby farming, animals, storage, or creative use. Located in the Rhinebeck Central School District and close to the many attractions of the Hudson Valley, including farm markets, pick-your-own farms, historic sites, restaurants, shops, and the region's charming villages.

376 Nine Partners Road, Clinton Corners
$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
$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
$545,000
2 Beds ⋅ 3 Baths ⋅ 1042293 MLS
Fully Available! A bright, pondside 2-Bedroom Condo in The Woods at Rhinebeck. This 2-bedroom, 2.5-bath condo offers effortless living in one of Rhinebeck’s most desirable communities. Light-filled and welcoming, the home features an open main level that flows seamlessly to a porch overlooking two ponds, perfect for morning coffee, summer dinners, or simply enjoying the peaceful wooded setting. Upstairs, both bedrooms are generously sized, with the den opening to a charming Juliet balcony that brings in soft natural light and fresh air. Each bedroom has its own full bath, complemented by a convenient half bath on the main floor. Residents of The Woods at Rhinebeck enjoy a resort-style lifestyle with access to a pool, clubhouse, and tennis court, all just moments from the heart of Rhinebeck Village. Restaurants, boutiques, parks, and the Amtrak station are minutes away, making this an ideal full-time home or weekend retreat. A serene, stylish, and wonderfully located condo—move-in ready and close to everything Rhinebeck has to offer.

50 Pond Drive E, Rhinebeck
$849,000
4 Beds ⋅ 3 Baths ⋅ 1042046 MLS
Set on 3.7 private acres at the end of a quiet dead-end road, 17 Molland Drive feels tucked away from the world. Surrounded by mature trees and established landscape, the property has a peaceful, private quality, with plenty of room to wander, garden, gather outdoors, or simply enjoy the quiet. Built in the 1970s, the spacious home has a relaxed, rambling character and unfolds across two generous levels. Oversized windows bring in abundant natural light and keep the surrounding landscape present throughout the house. The main floor moves easily between a bright sunroom, expansive living and dining spaces, an updated kitchen, and well-proportioned bedrooms. Distinct rooms give the house warmth and definition without sacrificing its sense of openness. The home has seen substantial improvements in recent years, including a new roof and skylights, updated heating and plumbing, refinished floors, refreshed walls, and a new kitchen. A rebuilt deck extends the living space into the trees, while a stone patio below offers another quiet place for outdoor dining and entertaining. In the living room, a new chimney is ready for the addition of a wood stove. The finished lower level adds another dimension to the house, with direct access to the patio, backyard, and surrounding landscape. Its flexible spaces lend themselves easily to a media room, studio, home office, gym, guest quarters, or a comfortable setup for extended family. An attached two-car garage is unusually bright, with multiple windows, new garage doors, a new floor, and a center drain. The driveway has also been redone recently with improved drainage and a fresh stone surface. Outside, considerable work has gone into restoring the land and opening it back up to its natural surroundings. The grounds have been cleared and thoughtfully landscaped, trees selectively removed, garden areas improved, and a garden shed added. Sections of old wood fencing lend a bit of country character, while a trail behind the property winds into the woods and offers another way to experience the land. Despite its sense of seclusion, the property is approximately seven miles from the heart of Rhinebeck Village and within the Rhinebeck Central School District. Restaurants, shops, farmers’ markets, and the cultural life of the Village are close at hand, yet coming home to Molland Drive feels distinctly removed from it all. Substantial yet unpretentious, 17 Molland Drive offers something increasingly hard to find: space, privacy, quiet, and nature, with the conveniences of Rhinebeck just a short drive away.

17 Molland Drive, Rhinebeck
$350,000
1 Beds ⋅ 1 Baths ⋅ 1042670 MLS
Privately set on 4 acres, find this one bedroom cabin ideal for a weekend retreat. Attractive open floor plan includes updated eat-in kitchen complete with cathedral ceiling & living room w/wood stove and hardwood floor. Generously sized bedroom with two closets & tile bathroom. Relax on the covered front porch or the large deck overlooking the expansive backyard. Recent improvements include spray foam insulation, water heater & well pump. Property also includes 20 x 30 building, which lends itself to artist's studio space, wood shop, fitness area or storage. Secondary shed with ample space for all maintenance equipment. Surrounded by wooded buffers for total privacy yet just minutes from the Taconic State Parkway for easy access. Centrally located for a simple commute to local amenities such as the Village of Millbrook & Village of Rhinebeck. This outdoor enthusiast's paradise will surely impress.

710 Pumpkin Lane, Clinton Corners
$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.

532 River Road, Rhinebeck
$699,000
3 Beds ⋅ 3 Baths ⋅ 987969 MLS
*Re-introdusing *this storybook Ranch style home . Tucked away on a quiet dead end road in Clinton and offering an incredible blend of privacy , beauty and flexible living in an unbeatable location . This sundrenched home boast 2557 sq sf with 3 bedrooms, 3 full baths on 2.47 acres of parklike property , mature trees and nature all around as well as exclusive rights to private Long Pond -famed for its pristine waters. A sunlight eat-in kitchen that flows effortlessly to the dining area and opens directly onto the expansive back deck- ideal for summer gatherings or quiet mornings overlooking the beautiful back yard escape. The primary suite offers plently of light with an ensuite bath. Two additional bedrooms and full bath offer versatile space for guest/family. The finished lower level significantly expands your living options with a large rec room / other , full bath , dedicated office /den and laundry room. This level has dual egress points and direct access to a 2 car garage. Outside three large sheds( two equipped w electricity) offer endless potential as creative spaces. Located in the sought after Rhinebeck school district, just 10 min to the Taconic State Parkway and under 20 min to the shops, dining and culture of both Rhinebeck and Millbrook.

60 Camp Drive, Rhinebeck
$699,000
3 Beds ⋅ 3 Baths ⋅ 1033820 MLS
Tucked away on a quiet cul-de-sac in the heart of charming Rhinebeck Village, this newly renovated modern ranch offers the perfect blend of style, comfort, and convenience. Privately set on an easy-to-maintain .32-acre lot, this move-in ready home features 3 bedrooms and 3 full bathrooms with beautifully updated finishes throughout. Step inside to discover new hardwood floors flowing throughout the main level, creating a warm and contemporary feel. The bright, spacious eat-in kitchen is designed for both everyday living and entertaining, featuring new stainless-steel appliances, granite countertops, and sliding glass doors leading to the deck for effortless indoor-outdoor living. All bathrooms have been thoughtfully renovated with elegant new tile finishes. The desirable main-level primary suite offers a walk-in closet and private sliding doors opening to its own secluded deck, creating a peaceful retreat. The finished lower level expands the living space with endless possibilities for a recreation room, home office, guest quarters, or media room, and includes a full bathroom for added flexibility. Enjoy the rare combination of a quiet setting and exceptional convenience, just moments from Rhinebeck Village shops, restaurants, parks, and amenities. A paved driveway, attached garage, and carport complete this beautifully updated home in one of the Hudson Valley’s most sought-after locations.

16 Trinity Place, Rhinebeck
$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
$669,000
5 Beds ⋅ 3 Baths ⋅ 1030245 MLS
A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential or flexible multi-generational living. Or, envision converting the upstairs kitchen into a large ensuite primary bathroom with access to a private rear deck overlooking the backyard. Set on nearly an acre across two parcels, recent upgrades include a brand new roof (2026), new HVAC system (2026), hot water heater (2022), and sump pump (2022). A detached garage on the adjacent parcel has a new roof and offers conversion potential for studio, guest house, or workspace, subject to town approval. Space, flexibility, and village-level convenience in one of the Hudson Valley's most sought-after locations. Sellers are open to negotiation for a turnkey/furnished sale.

420 Rhinecliff Road, Rhinebeck
$669,000
5 Beds ⋅ 3 Baths ⋅ 1030248 MLS
A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential, flexible multi-generational living, or the option to convert to a single-family residence. Envision transforming the upstairs kitchen into a large ensuite primary bathroom with access to a private rear deck overlooking the backyard. Set on nearly an acre across two parcels, recent upgrades include a brand new roof (2026), new HVAC system (2026), hot water heater (2022), and sump pump (2022). A detached garage on the adjacent parcel has a new roof and offers conversion potential for studio, guest house, or workspace, subject to town approval. Space, flexibility, and village-level convenience in one of the Hudson Valley's most sought-after locations. Sellers are open to negotiation for a turnkey/furnished sale.

420 Rhinecliff Road, Rhinebeck
$595,000
3 Beds ⋅ 2 Baths ⋅ 1017343 MLS
Nestled in the heart of the Village of Rhinebeck, this beautifully renovated one-level ranch blends timeless charm with modern comfort. Offering 1,300 square feet of thoughtfully updated living space, the home features three bedrooms, two baths, and gleaming hardwood floors throughout. The renovated kitchen is designed to impress with stainless steel appliances, a premium Wolf range, and an effortless flow into the main living areas, making it ideal for both everyday living and entertaining. Just beyond, an expansive screened porch overlooks the backyard, creating the perfect space for morning coffee, summer dinners, or simply relaxing. Situated on a level 0.35-acre lot, the property also features a fire pit for enjoying evenings outdoors. Built in 1958 and tastefully updated, this move-in-ready home offers the convenience of one-level living just moments from Rhinebeck's renowned restaurants, boutiques, farmers market, and cultural attractions. A rare opportunity to own a turnkey home in one of the Hudson Valley's most sought-after villages.

5 Orchard Street, Rhinebeck
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 1028649 MLS
Just five minutes from the heart of Rhinebeck Village and under two hours from NYC, this private 26+ acre equestrian estate embodies the ideal balance of rustic warmth and elevated modern living. Rebuilt from the studs up between 2017 and 2019 and thoughtfully expanded in 2025, this 3-bedroom, 2.5-bath, 3,723-square-foot Colonial is completely turnkey. You can walk right in and immediately begin enjoying peaceful, relaxed country living without changing a thing. The residence captures a welcoming, timeless aesthetic tailored for both cozy gatherings and effortless entertaining. At its center is a breathtaking 900-square-foot Great Room featuring dramatic 20-foot vaulted ceilings, exposed timber beams, twin Hunter ceiling fans, and a grand propane fireplace that anchors the space with warmth. A stylish half bathroom is conveniently located on the same floor as the Great Room. From the Great Room, the open layout flows naturally into the dining area, where French doors open directly onto an expansive rear deck for indoor-outdoor living, and into the chef's kitchen outfitted with warm custom cabinetry, rich cherry countertops, and updated appliances. Completing the main level are two generously sized bedrooms and a full bathroom featuring a double vanity and tub. Sun-drenched interiors throughout feature 96 Andersen divided light, double-pane windows framing idyllic natural views. Walk upstairs to the second floor for ultimate quiet and seclusion, the primary suite is a true private retreat featuring its own ensuite bathroom with a custom walk-in shower and double vanity. Connected to the primary bedroom is a designated office space, which flows directly into a private 220-square-foot artist studio with its own mini-split for heating and cooling - offering a serene, creative sanctuary away from the main living areas. The home's exterior radiates classic Hudson Valley charm, enhanced by bluestone walkways (2025), a grand covered front porch ideal for morning coffee, and lush professional landscaping adorned with blooming hydrangeas and seasonal flowers. Mechanicals are fully modernized for effortless living, including central air conditioning, three-zone hydronic propane heating, an updated concrete septic system (2019), and well (2015). Beyond the home, the tranquil 26-acre setting features one of Rhinebeck's original equestrian setups. The grounds include a historic 50x120 steel-framed indoor riding arena that was refurbished with limestone footing, observation room, lighting, and ventilation, alongside a fully equipped six-stall barn with a tack room, feed room, hayloft, power, and water, plus multiple paddocks and run-in sheds. More than simply a property, this expansive setting is a template for your dreams - a rare opportunity to shape the land around the life you envision. This rare offering delivers warm country charm, high-end comfort, and complete privacy - all just moments from Rhinebeck's premier dining, shopping, and attractions. This is the epitome of Hudson Valley living.

11 Haggerty Hill Road, Rhinebeck
$549,000
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
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 1018441 MLS
Properties of this caliber are seldom available in the Village of Rhinebeck. Ideally situated on one of its most desirable streets, this tastefully renovated Cape-style home blends timeless character with modern comfort and exceptional craftsmanship. From the moment you enter, a sense of calm and comfort welcomes you. Elegantly designed living spaces, high-end finishes, and an effortless indoor-outdoor flow create an inviting retreat just a short stroll from the village’s acclaimed restaurants, boutiques, farmers market, schools, and cultural attractions. An open floor plan offers defined yet connected living spaces, including a cozy sitting area beside the wood-burning fireplace, a spacious dining area, and a modern kitchen featuring premium Thermador appliances, with induction cooktop, quartz counters, and abundant cabinetry. A seating area at the end of the counter invites guests to gather while meals are prepared. The rear lounging area overlooks the bluestone patio and perennial gardens—an ideal place to enjoy your morning coffee with the French doors open to the sound of birds. Upstairs, the spa-inspired bath features a soaking tub with picturesque views, a steam shower, and double vanities. Two additional finished rooms provide exceptional flexibility; one currently used as a bedroom and the other as a home office. Additional amenities include central air conditioning, a Miele washer and dryer, a second full bath, central vacuum, radiant floor heat, on-demand hot water, sound system and an attached garage with workshop and additional storage. Included in the sale is a delightful adjacent one level cottage on its own separately deeded parcel. Rich natural wood finishes and abundant natural light create a bright, welcoming atmosphere while showcasing the home’s original craftsmanship. A generously sized living room opens to the enclosed front porch, creating an inviting space to relax. An updated bath, kitchenette, two bedrooms, and private outdoor spaces make it ideal for visiting guests, a home office, artist’s studio, wellness retreat, multigenerational living, or an income-producing rental. Together, the two separately deeded homes provide exceptional flexibility, offering a rare combination of privacy, convenience, and versatility. Enjoy a movie at Upstate Films, dinner at Little Goat, or a relaxing afternoon at Mirbeau Spa—all just a short stroll away. Whether you’re looking for a weekend retreat, full-time residence, multigenerational living, rental income, or an investment, this remarkable property offers many options. Opportunities like this are seldom available in the Village of Rhinebeck.

43 & 45 South Street, Rhinebeck
$1,385,000
3 Beds ⋅ 4 Baths ⋅ 998036 MLS
Set on a quiet no-outlet cul-de-sac in desirable Staatsburg and within the Rhinebeck Central School District, this classic 3,600-square-foot Colonial offers timeless design, wonderful natural light, and picturesque Hudson River and Catskill Mountain views — all under 10 minutes to Rhinebeck Village. Thoughtfully positioned on the property with mature landscaping and expansive open lawn, the home welcomes you with spacious, light-filled interiors and a layout designed for both comfortable everyday living and effortless entertaining. The gracious front-to-back living room features a classic brick wood-burning fireplace and opens directly to a rear deck tucked beneath a beautiful shade tree — the perfect setting for outdoor dining, quiet mornings, or sunset gatherings overlooking the landscape beyond. At the center of the home is a generously sized kitchen with a substantial island bar, abundant workspace, and an informal dining area that flows seamlessly into a spectacular rear family room addition. Designed to maximize the extraordinary setting, this stunning space offers radiant heated floors, a wood-burning fireplace, and dramatic walls of windows framing beautiful Hudson River and Catskill Mountain vistas. The main level also includes a formal dining room with scenic views, a private office ideal for remote work or creative pursuits, a stylish full bath, and an inviting foyer that sets the tone upon arrival. Upstairs, all three bedrooms enjoy captivating river and mountain views. The gracious primary suite offers a peaceful retreat complete with a sitting area, exterior Juliet balcony, walk-in closet, and a beautifully appointed private bath. A spacious secondary bedroom includes its own dedicated bath, while the third bedroom is ideal for guests, a second office, or studio space with inspiring views. Additional features include hardwood, tile, and stone flooring throughout, central air conditioning, a two-bay attached garage, and a full unfinished basement offering abundant storage, space for a gym or other pursuits. Outside, the in-ground pool offers a peaceful setting for summer relaxation, entertaining, and enjoying the surrounding landscape and views. Beyond the pool, the open lawn provides ample space for gardening, recreation, or future solar installation. Blending classic Colonial character, beautiful natural surroundings, and a highly convenient location under 10 minutes to Rhinebeck Village, this property offers an exceptional opportunity to experience the very best of Hudson Valley living.

13 Spy Glass Lane, Staatsburg
$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
$695,000
3 Beds ⋅ 2 Baths ⋅ 998103 MLS
Rare opportunity in the historic hamlet of Rhinecliff! Originally built in 1859, this well-kept home offers timeless character along with everyday comfort. Updated over the years, the home features three bedrooms, two full baths, comfortable off-street parking for two cars, and a large storage/workshop shed. The fully fenced, level backyard provides a wonderful space for relaxing, gardening, entertaining, or enjoying time with pets. In September 2026, the entire exterior of the home was freshly painted, and the driveway and driveway fence were redone. The range and refrigerator are also brand new! Living in Rhinecliff offers a unique combination of historic character, Hudson River beauty, small-community charm, and convenient access to New York City. The hamlet is known for its Victorian, Colonial, and 19th-century architecture, creating a timeless Hudson Valley atmosphere. Nearby Rhinebeck offers boutique shopping, farm-to-table restaurants, cafés, arts, cultural events, and much more, while the surrounding Hudson Valley provides endless opportunities for hiking, boating, and outdoor recreation. One of this home's most special features is its exceptional proximity to the Rhinecliff–Kingston Amtrak Station, just three houses away with convenient sidewalk access. New York City is approximately a 90-minute train ride away, making weekend trips or commuting remarkably convenient. The station is so close, your car can stay in the driveway! Rhinecliff and Rhinebeck continue to attract buyers looking for weekend retreats, second homes, or a full-time move to the Hudson Valley. This is a rare opportunity to enjoy a wonderful balance of history, tranquility, character, and accessibility.

15 Charles, Rhinecliff
$997,000
4 Beds ⋅ 3 Baths ⋅ 992926 MLS
Privately nestled on 6.5 lightly wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for. Located in the Town of Clinton Corners and within the Rhinebeck Central School District, the property offers peaceful, design-forward living surrounded by nature, while remaining just a short distance from the Taconic State Parkway (Bullshead Rd exit) , the Rhinebeck Village, Red Hook Village, Bard College and Amtrak train service to NYC. Designed for both relaxed everyday living and memorable weekends with family and friends, the home features soaring wood-beamed ceilings, abundant natural light, and warm, inviting gathering spaces throughout. The dramatic family room is the heart of the home, anchored by a stunning fireplace, vaulted wood-beamed ceilings, and oversized windows that bring the outdoors in—creating the perfect setting for cozy winter evenings or effortless entertaining year-round. New upper-level air-conditioning units provide added comfort during the warmer months. The newly renovated kitchen flows seamlessly into the main living areas, blending modern updates with timeless Hudson Valley character. Upstairs, the spacious primary suite offers a peaceful retreat with room to truly unwind and a spa-like feel. Three additional generously sized bedrooms provide plenty of space for family, guests, or flexible work-from-home living. Step outside to your own private upstate escape, where fresh landscaping complements the natural beauty of the property and surrounds a heated, in-ground pool. Expansive patio space, mature trees, and 6.5 acres of peaceful surroundings create a wonderful setting for long summer days, weekend gatherings, or an evening swim after the workweek. Host dinners under the stars, work remotely surrounded by nature, or simply relax poolside and enjoy the privacy and tranquility of country living. The flexible layout also includes updated baths, bonus space ideal for guests or a home office, and an attached two-car garage. Set within an established and desirable neighborhood, the home combines a private country setting with exceptional convenience—minutes to the Taconic State Parkway and an easy drive to Rhinebeck’s celebrated restaurants, shops, farmers markets, hiking trails, and train service to Manhattan. A rare opportunity to own a true Hudson Valley retreat in the Rhinebeck School District—private, stylish, and designed for the way people want to live today. Come see for yourself, schedule a tour today!

33 Willow Brook Ridge, Clinton Corners
$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
$2,385,000
4 Beds ⋅ 4 Baths ⋅ 955667 MLS
Arc House, conceived by Palette Architecture, is a refined exploration of balance - where modern form meets the quiet beauty of nature. Designed as a to-be-built retreat for the post-urban lifestyle, this home blends architectural precision with a warm, elemental materiality, offering a deeply restorative escape just moments from the Taconic Parkway and the cultural heart of the Hudson Valley. Set atop a gentle rise and enveloped by forest, the home’s distinctive upwardly curved roofline introduces a graceful sense of movement, lifting the structure toward the canopy while echoing the contours of the surrounding landscape. A natural cedar wood siding box sits atop a stone base to ground the architecture in the site, allowing the home to age beautifully and harmonize with its environment. From a distance, its profile feels both intentional and unobtrusive—modern, yet timeless. The 4-bedroom, 3.5-bath residence spans approximately 3,100 square feet and is carefully sited to ensure privacy and immersion in nature. Upon arrival, interiors unfold with quiet drama: expansive European windows frame rolling wooded ridgelines, flooding the home with natural light and dissolving boundaries between indoors and out. Social spaces appear to float above the terrain, creating an elevated vantage point from which to experience the seasons in constant motion. A dedicated work-from-home office offers a thoughtful separation between professional focus and domestic calm. Throughout the home, a restrained palette of natural materials, warm woods, marble, and hand-crafted tile cultivates a sense of clarity and ease. Outdoor living areas extend seamlessly from the interior, offering a series of curated environments - sun-drenched decks, shaded retreats, and intimate gathering spaces - each designed to foster connection with the land. An optional in-ground pool package further enhances the retreat experience, transforming the property into a private resort for summer living and entertaining. Additional options such as supplemental solar, a fire pit, and other bespoke enhancements allow owners to tailor the home to their lifestyle. Highlights include high-efficiency panelized construction, natural wood and stone cladding, triple-pane European windows and sliding doors, expansive decks with cable railings, wide-plank oak and stone/tile flooring, custom cabinetry, Miele appliances, a wood-burning fireplace, and integrated recessed lighting. Located near Rhinebeck, Red Hook, and Millbrook, "Arc House" represents a thoughtful convergence of design, nature, and modern comfort - an elevated yet grounding place to call home.

"Arc House" Bulls Head Road, Clinton Corners
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