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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

$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

$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

$3,250,000
3 Beds 6 Baths 1037641 MLS
Tucked into 12 private wooded acres just eight minutes from the Village of Rhinebeck, 35 Old Farm Road is the kind of property that gets nearly everything right: exceptional design, incredible privacy, and a house that is completely finished and ready to enjoy. Reimagined by an architect and luxury NYC general contractor as if they were creating it for themselves, the result is 5,600 square feet of sun-filled living space where every material, sightline, and detail feels intentional. At the heart of the home is a spectacular kitchen designed equally for cooking and gathering. Custom Reform cabinetry in matte walnut is paired with leathered Taj Mahal stone countertops and backsplash, while a 48-inch Wolf range, Sub-Zero refrigeration, Bosch dishwasher, generous island seating, and built-in dining area make this a kitchen that actually lives as beautifully as it looks. Vaulted ceilings and oversized new windows connect the kitchen to the family room and surrounding woods, while wide-plank cerused white oak floors bring warmth throughout. The home's material palette is sophisticated without feeling precious. Reclaimed clear cedar, handmade terra cotta, natural stone, grasscloth, aged brass, and warm white oak create rooms that feel layered and collected. A dining room is anchored by a custom raised bluestone hearth, while the cedar-lined "upstate room" might become everyone's favorite place in the house, equally suited to winter afternoons by the fire or doors-open on summer evenings. Even the powder room is a moment, wrapped in custom grasscloth with a hand-carved Calacatta Viola stone sink. The three-bedroom (all en-suite) layout includes a beautiful primary wing with a vaulted bedroom, walk-in dressing room, and spa-like bath finished in honed Crema Ole marble and silver travertine, with a deep soaking tub and oversized two-person shower. Above the finished two-car garage, a private en-suite offers incredible flexibility as a second primary, guest retreat, studio, or work-from-home space. Five full baths feature their own palettes of stone and tile, Toto fixtures, and radiant-heated floors. The walkout lower level brings a completely different energy, with a den and custom Reform wet bar, gym or screening room, and walls of glass opening directly to the outdoor entertaining spaces. Nearly 1,900 square feet of clear cedar decking spans two levels, leading to the pool, screened porch, and an in-deck hot tub tucked into the landscape. Propane grill connections on both levels make summer entertaining almost too easy. And then there are the 12 acres. Mature woodland wraps around the property, creating total privacy and beautiful views from nearly every room. Newly designed landscaping, curved bluestone paths, a planted entry courtyard, and specimen trees soften the architecture and will only become more beautiful with time. Seven independently controlled heating and cooling zones, radiant-heated bathroom floors, instant hot water, and thoughtful systems throughout make the home as comfortable as it is beautiful. All of this is just eight minutes from the heart of Rhinebeck, where dinner at Little Goat, Pretty to Think So, or Le Petit Bistro, mornings at Bread Alone, lunches at Aba’s Falafel, the Rhinebeck Farmers Market, Upstate Films, soon to be Soho House and some of the Hudson Valley's best shopping are part of everyday life. The Rhinecliff Amtrak station makes getting to and from NYC incredibly easy, while nearby hiking, farm markets, wineries, and the Hudson River remind you exactly why you came upstate in the first place. All of this just 95 miles north of the George Washington Bridge.

35 Old Farm Road, 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

$490,000
1041814 MLS
An Extraordinary Opportunity to Shape the Future of Rhinebeck Village LOT 2 -on South Street 80 ft x 100 ft There are very few moments when history and possibility intersect. After an extensive five-year planning and approval process, 6 Mulberry Street—one of Rhinebeck Village's most storied properties—is entering its next chapter. For the first time, four exceptional residential homesites are being offered for sale, representing what may be the last significant opportunity to build a custom luxury residence within the Village's coveted Historic District. Approved by both the Village of Rhinebeck and the Dutchess County Board of Health, each parcel is ready for construction of a bespoke home of up to approximately 3,000 square feet, thoughtfully designed for modern living with approvals for three bedrooms, a dedicated home office, and a den. These are not simply vacant lots—they are fully entitled opportunities to create homes that will define the next generation of Rhinebeck architecture. Imagine a timeless farmhouse, a refined modern interpretation of a village classic, or an architect-designed estate that seamlessly blends historic character with contemporary luxury. Here, every home becomes part of the fabric of one of America's most beloved small towns. Located just moments from Rhinebeck's celebrated Main Street, residents will enjoy effortless access to award-winning restaurants, independent boutiques, art galleries, cafes, the renowned farmers market, and cultural destinations, while remaining surrounded by the natural beauty of the Hudson Valley. Weekend escapes become unnecessary when every day begins in one of New York's most desirable destinations. With luxury homes in Rhinebeck Village commanding prices well into the multi-million-dollar range and opportunities to build virtually nonexistent, these approved homesites offer a remarkable chance to create a residence tailored precisely to your vision—without the uncertainty, time, and complexity of the entitlement process. Whether you're building your forever home, a weekend retreat from Manhattan, or a lasting legacy, this is an offering of exceptional rarity. A once-in-a-generation opportunity to build something truly extraordinary in the heart of Rhinebeck Village. Each lot is approved for a 3 bedroom + den home up to approximately 3000 sq. ft. This was one tax lot that has been divided into 5 separate tax lots and the updated property tax amounts per lot are not accurately updated in this listing.

6 Mulberry Street, Lot #2, Rhinebeck

$495,000
1040152 MLS
An Extraordinary Opportunity to Shape the Future of Rhinebeck Village LOT 5 -on South Street 98 ft x 95 ft There are very few moments when history and possibility intersect. After an extensive five-year planning and approval process, 6 Mulberry Street—one of Rhinebeck Village's most storied properties—is entering its next chapter. For the first time, four exceptional residential homesites are being offered for sale, representing what may be the last significant opportunity to build a custom luxury residence within the Village's coveted Historic District. Approved by both the Village of Rhinebeck and the Dutchess County Board of Health, each parcel is ready for construction of a bespoke home of up to approximately 3,000 square feet, thoughtfully designed for modern living with approvals for three bedrooms, a dedicated home office, and a den. These are not simply vacant lots—they are fully entitled opportunities to create homes that will define the next generation of Rhinebeck architecture. Imagine a timeless farmhouse, a refined modern interpretation of a village classic, or an architect-designed estate that seamlessly blends historic character with contemporary luxury. Here, every home becomes part of the fabric of one of America's most beloved small towns. Located just moments from Rhinebeck's celebrated Main Street, residents will enjoy effortless access to award-winning restaurants, independent boutiques, art galleries, cafe & #233;s, the renowned farmers market, and cultural destinations, while remaining surrounded by the natural beauty of the Hudson Valley. Weekend escapes become unnecessary when every day begins in one of New York's most desirable destinations. With luxury homes in Rhinebeck Village commanding prices well into the multi-million-dollar range and opportunities to build virtually nonexistent, these approved homesites offer a remarkable chance to create a residence tailored precisely to your vision—without the uncertainty, time, and complexity of the entitlement process. Whether you're building your forever home, a weekend retreat from Manhattan, or a lasting legacy, this is an offering of exceptional rarity. A once-in-a-generation opportunity to build something truly extraordinary in the heart of Rhinebeck Village. This was one tax lot that has been divided into 5 separate tax lots and the updated property tax amounts per lot are not accurately updated in this listing.

6 Mulberry Street, Lot #5, 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.

532 River Road, Rhinebeck

$799,000
4 Beds 2 Baths 1037254 MLS
Tucked into a peaceful hillside setting on four private acres, 133 White Schoolhouse Lane offers a quiet Rhinebeck retreat surrounded by the natural beauty of the Hudson Valley. Thoughtfully designed for privacy and comfort, the home balances open, connected living spaces with more traditional rooms that create warmth, separation, and flexibility. The layout feels both inviting and practical, with generous natural light, beautiful hardwood floors, and an easy flow between living and gathering spaces. A three-season sunroom creates a seamless connection to the outdoors and offers the perfect place to relax and take in the surrounding landscape from spring through fall. The attached two-car garage adds everyday convenience and ample storage, while the expansive acreage provides plenty of room to garden, entertain, explore, or simply enjoy the tranquility of nature. Recent upgrades include central air conditioning and a whole-house generator, bringing modern comfort and added peace of mind throughout the seasons. Private yet accessible, 133 White Schoolhouse Lane offers the best of Hudson Valley living—a comfortable, flexible home surrounded by nature, just a short drive from the shops, restaurants, and charm of Rhinebeck. Just 90 minutes from the George Washington Bridge, 133 White Schoolhouse Lane offers an easy escape to the heart of the Hudson Valley. The property is only minutes from the Village of Rhinebeck, where favorite spots like Pretty to Think So, The Little Goat, Le Petit Bistro, and RhineCellar are joined by independent shops, farmers markets, and year-round cultural offerings. For added convenience, the nearby Rhinecliff Amtrak station provides direct service to Manhattan, making the home equally well suited for weekend retreats or full-time Hudson Valley living.

133 White Schoolhouse Road, Rhinebeck

$615,000
3 Beds 1 Baths 841910 MLS
Located on a quiet country road just minutes from Rhinebeck Village, this charming early 1800s farmhouse is sited on three beautiful acres. The grounds offer a wonderful blend of open lawns and mature plantings, including fruit trees, majestic oak trees, lilacs, hydrangeas, raised-bed vegetable gardens, a pergola path draped in trumpet vines, a fire pit, and a garden shed—creating an idyllic setting for outdoor living. A large barn provides endless possibilities as a workshop, studio, storage space, or home for small farm animals. The light-filled first floor welcomes you with a gracious foyer and features a spacious living room and dining room centered around a beautiful fieldstone fireplace. The large eat-in kitchen opens to the back deck and yard. The the first-floor bedroom, full bathroom, family or library room and the laundry room all offer convenience and flexibility. Upstairs are two generously sized bedrooms, each with three windows that fill the rooms with natural light. Throughout the home, you'll find timeless original details, including wide-board pine floors, hand-hewn beam ceilings, and the stunning fieldstone fireplace that reflect the home's rich history and unique character. The property is ideally located just minutes from Rhinebeck Village, local schools, Bard College, and the Amtrak train station. This special property offers the perfect balance of country tranquility and convenience. Whether you're searching for a weekend retreat or a full-time residence, this classic Hudson Valley farmhouse will be wonderful home. Please see 3D Interactive Floor Plan & Property Tour.

11 Miller 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

$3,250,000
4 Beds 4 Baths 1022134 MLS
A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a wraparound porch with scrollwork brackets set the house back from the street behind mature landscaping. The property is over 1/3 of an acre on a corner lot with an extraordinary side entrance and a wall of privacy fencing which hides the crown jewel of the property, a fully enclosed pool and entertainment space between the house and a rebuilt luxury garage/barn. Inside, the original main house retains many historic Victorian details: ceiling & trim detail, a built-in library wall, a wood burning fireplace and a carved dark-wood staircase with its original newel post. A chinoiserie-papered breakfast nook off the kitchen doubles as a game table. An early 2000’s addition to the home created a great room for dining and living on the main floor, and a generous primary suite above. Upstairs, original bedrooms carry the same period restraint — white walls, wood floors, and 3 bedrooms with 2 full baths, one on the hall and one ensuite. The second floor addition created a generous laundry room and an large primary suite with a black-glazed fireplace, a jetted soaking tub under five windows, a marble-tiled shower and an oversized walk through closet. Outside, a stone patio anchored by a full brick fireplace and pergola looks over an in-ground pool, bordered by mature plantings on all sides for privacy. A separate barn was rebuilt in 2016 offering an additional 960 finished square feet. Currently set up as a game room — ping pong, shuffleboard, foosball, corrugated-metal ceiling, it has its own heat and air, and a half bath upstairs and one downstairs with direct access from the pool. The garage can accommodate four cars and has solar panels to offset energy expenses. Less than 2 hours from NYC and 3 miles to the Amtrak Station at Rhinecliff.

62 Livingston Street, 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

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