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$440,000
3 Beds ⋅ 2 Baths ⋅ 1050298 MLS
Welcome Home! This sweet county retreat blends comfortable charm with a delightful view, offering a peaceful escape just minutes from the historic village of Rhinebeck. Lovely landscaping showcases a vibrant collection of trees and flowering perennial plantings. The beautiful grounds burst with color throughout the seasons, creating a picturesque setting that offers an enchanting backdrop. A unique circular covered deck welcomes you inside to easy country living featuring a light and airy sunroom. The special sunroom invites the outdoors in with walls of windows; it provides a tranquil spot to relax and enjoy the view.  The over-sized living room and large eat-in kitchen are ideal spaces to gather with friends. The primary bedroom offers an ensuite powder room; two additional bedrooms and a full bathroom complete the main level. The basement provides ample storage and potential workshop/crafting opportunities. Outside, you can be the next lucky gardener to play in the soil or simply relax under one of the shade trees. This quintessential Hudson Valley getaway is ideally located just minutes to Rhinebeck's restaurants, shopping and Amtrak train station.

10 Burger Road, Rhinebeck
$699,000
3 Beds ⋅ 3 Baths ⋅ 1045253 MLS
A picture is truly worth many words. The home is spotless, with very low wear and fresh paint. Take in the care and love this home has been given, which is evident in the photos! This is the home every buyer wants. The owners have been obsessed with keeping everything in excellent condition, both aesthetically and mechanically. With first floor hardwood floors and beautifully crafted maple cabinets, the home feels warm and inviting. Pull up a seat and enjoy cooking and conversation with friends and loved ones, celebrating your first holiday season in your new home. Located in the desirable Sepasco Village community, just 5 miles from the town center, and all of the restaurants and shops Rhinebeck has to offer! Homeowner in this community have access to its' beautiful, crystal clear lake for swimming and summer enjoyment, for a very small membership fee of approximately five hundred dollars annually. Just six miles from the Kingston Rhinecliff bridge and close to the Taconic State Parkway, this home is centrally located making it an excellent choice for a weekender or full-time residence. Convenience to Kingston for shopping and an easy run to I-87 for ski runs and points both north and south are a breeze. The first floor laundry and side entry make for a simple transfer of groceries and items that require easy acess. Natural light streams in generously, softening the already neutral tones, providing ease for a move-in experience without having to make any major changes post closing. You'll value the maturely landscaped, level lot offering privacy and a beautiful aesthetic, for sunning or coffee on the deck, just off the kitchen, and a storage shed for outdoor toys, kayaks, mowers etc. This neighborhood is highly desirable due to its private lake and quiet streets. Visit and feel the peaceful extablished vibe in this wonderful best kept secret in Rhinebeck!

413 Sepasco Center Street, Rhinebeck
$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
$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
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 1044719 MLS
This exceptional log home offers a tranquil retreat on 8.8 acres, featuring a private pond and a park-like setting. The property emphasizes privacy and includes an inground pool with a deck for outdoor enjoyment. Additionally, it boasts a substantial workshop with a one-bedroom guest quarters located above it, providing versatile extra space. Another run-in shed offers further utility storage. The location is highly desirable, offering the serenity of a private estate while remaining just minutes from the charming Rhinebeck village and convenient access to the Taconic Parkway.

331 Mountain View Road Unit #325, Rhinebeck
$925,000
3 Beds ⋅ 2 Baths ⋅ 1047657 MLS
Set back from a quiet country road on 2.12 private acres, this fully renovated mid-century ranch offers an effortless blend of modern design, comfort, and Hudson Valley living. The chic, light-filled, single-level interior features an open floor plan, hardwood and ceramic tile floors, three bedrooms, and two baths, including a cozy primary suite with ensuite bath. The eat-in kitchen opens to a patio just off the back, creating seamless entertaining options including a deck for sunning and relaxation. Outside, a saline in-ground pool is privately sited within a fenced yard, framed by expansive lawn and wooded views. An enclosed raised-bed garden provides a dedicated space for growing vegetables, herbs, or flowers. The attached two-car garage offers the potential for additional living space, studio, gym, or office, while the property has room for a pool house or detached garage. Minutes to Rhinebeck Village and Amtrak, the Taconic Parkway and under two hours to NYC, this is an ideal country retreat or full-time home. Rhinebeck Schools.

62 Frost Road, Rhinebeck
$719,000
3 Beds ⋅ 2 Baths ⋅ 1047112 MLS
Ready to make the move to Rhinebeck in the beautiful Hudson Valley? Welcome to 19 Closs Drive, where timeless charm meets modern comfort in this beautifully updated, move-in-ready 3-bedroom, 2-bath ranch, ideally located just a short stroll from the heart of Rhinebeck Village. Enjoy easy access to restaurants, charming boutiques, cafes, schools, spas in this sought-after Hudson Valley community. You will appreciate the home's exceptional curb appeal. New siding & attractive stonework (2020), along with a welcoming Mission-style front porch and entry door, create a warm first impression. Inside, gleaming hardwood floors flow throughout the living room and bedrooms. Abundant natural light fills the living room, where a cozy fireplace makes the perfect gathering place during every season. The beautifully renovated kitchen is the centerpiece of the home, featuring granite countertops, a center island, stainless steel appliances, & tile flooring. Open to the dining area, this thoughtfully designed space is ideal for everyday living & effortless entertaining. A spacious screened porch extends your living space, offering the perfect setting for outdoor dining, relaxing with friends, or enjoying peaceful summer evenings. A charming patio provides another private retreat for morning coffee or an evening glass of wine. The comfortable primary suite includes an updated en-suite bath, while two additional bedrooms & a stylishly renovated full hall bath complete the main level. The finished lower level adds valuable flexible living space with new carpeting, ceiling tiles, updated lighting, separate zoned baseboard heat, and endless possibilities for a family room, media room, home office, fitness area, or playroom. A utility room with a workbench provides excellent storage and workspace. An attached two-car garage offers everyday convenience & protection from the elements. Situated in the heart of the Hudson Valley, this home is just minutes from renowned destinations including Bard College, Vassar College, Marist University, & the Culinary Institute of America. Enjoy weekends exploring the Walkway Over the Hudson, the Hudson River, nearby lakes, golf courses, hiking trails, historic estates, farmers markets, and wineries. Rhinecliff Amtrak Station is approximately seven minutes away, making travel to New York City or Albany simple & convenient. 19 Closs Drive presents a rare opportunity to enjoy the very best of Rhinebeck living, whether you are looking for a full time residence or weekend retreat, This turnkey home seamlessly combines comfort, style, and convenience in one of the Hudson Valley's most desirable communities. Whether you're looking for a full-time residence or a weekend escape, you'll love everything this exceptional home & Rhinebeck have to offer.

19 Closs Drive, Rhinebeck
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 1045717 MLS
A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room and the open kitchen features an extra large Liebherr refrigerator, a double oven and coffee station. There is a spacious pantry with additional storage and a wine fridge. You’ll find a home office and formal dining room. The primary suite is on the main floor, large with sliding doors out to a private balcony and hot tub. The bath is ensuite with double vanities, radiant heated floors and a soaking tub and there are two walk-in closets. You'll find two additional bedrooms on the main level, both well sized and connected by a jack-and-jill bath. Upstairs is a large sitting area currently used as a play room, an additional bedroom and a full bath, as well as a flex space which the current owners use as sleeping quarters. The 2,500+ square foot basement has fabulous high ceilings making it super usable, it’s set up as a home gym. A large screened in porch overlooks the backyard and the woods beyond, and there are raised garden beds ready for when the weather turns. An irrigation system has been installed which keep the gardens very low maintenance. There is an attached two car garage and the home sits in a neighborhood setting amongst other homes of a cohesive aesthetic. 11 Crimson Hill is a wonderful turnkey option just minutes to Rhinebeck village and Amtrak. Located in the Rhinebeck School District it is perfect for year round or weekend living.

11 Crimson Hill, Rhinebeck
$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
$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
$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 ⋅ 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
$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
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 1019762 MLS
Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality--from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

28 Crimson Hill Road, 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
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 1015551 MLS
A significant property, the Southern gateway to the town of Red Hook along the Route 9 corridor and owned by one family for over four decades. This offering consists of 60 acres on three parcels sold together: in Town of Red Hook, 37 acres of prime open farmland, a 10-acre homestead parcel with a circa-1860 Victorian farmhouse, multiple barns, and a garage, and in the town of Rhinebeck, an additional 12.6 acres of agricultural land to the rear. The main barn dates to the 1700’s. The farm has a long working history — vegetables, hay, livestock, flowers — and the landscape shows it. Wide open fields, a treeline border, and the kind of unobstructed sky that’s getting harder to find this close to the village. The timber-frame barn is substantial, with original trusses and stall configurations intact. A former milking parlor, outbuildings, and a farm stand structure round out the complex. The farmhouse retains its period character — a proper Victorian Italianate with corbeled eaves, multiple porches, original wide-plank floors, a turned staircase, and a Federal-style mantel with sunburst detail. It needs significant work and is priced accordingly. The land is the draw. No conservation easement encumbers the property. The 50 acres of land have 100+ ft of road access, but requires roadway. Subdivision potential exists. The land includes a quaint sugar shack and a small pond. Additional acreage on Route 9 is available. Approximately 1.5 miles from the center of Red Hook Village, 3.5 miles from the center of Rhinebeck Village and less than 2 hours from NYC.

7115 Albany Post Road, Rhinebeck
$395,000
3 Beds ⋅ 2 Baths ⋅ 1012369 MLS
Three-bedroom, 1.5-bath ranch situated on nearly one acre in desirable Rhinebeck, NY. Offering a spacious side yard and a convenient Hudson Valley location, the property is just minutes from Rhinebeck Village, shopping, dining, schools, and major commuter routes. The home is comfortable and livable as it stands, while offering an excellent opportunity for buyers who want to make updates over time and add their own personal style. The traditional ranch layout provides convenient one-level living, with plenty of potential to enhance and modernize the existing spaces. The walkout lower level adds additional flexibility and includes an attached garage along with a separate room featuring a fireplace and bathroom. This versatile space could work well as a home office, recreation room, hobby area, guest space, or additional living area. Outside, the nearly one-acre lot provides a generous side yard with room for gardening, outdoor entertaining, recreation, or future landscaping. Whether you're looking for a primary residence, Hudson Valley getaway, investment property, or a home you can improve at your own pace, this Rhinebeck property offers a desirable location, a generous lot, and plenty of potential to make it your own.

3553 Route 9G, Rhinebeck
$650,000
4 Beds ⋅ 2 Baths ⋅ 1011291 MLS
On a quiet dead-end street close to Rhinebeck Village, this IMMACULATE 4 bedroom, 2 bath home with 2078 SF is move in ready and a wonderful mother/daughter. Taxes are low. There are oak floors, wonderful light, an open floor plan, a DR,LR, & a FR with a fireplace, plus there's a great kitchen w/quartz counters & an island. Outside is beautiful & private w/lawns front & back, stone walls, huge trees, & a WONDERFUL INGROUND POOL. Two porches, one glassed, one screened, bring the outside in & are perfect for fun & entertaining. Enjoy Rhinebeck's farmer's market, shopping, dining, & upstate films. Amtrak, BARD, & the TSP are all close by. What a great opportunity to find the perfect country home!

6 Kipsbergen Drive, Rhinebeck
$3,850,000
7 Beds ⋅ 7 Baths ⋅ 1003365 MLS
WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers

52 Pells Road, Rhinebeck
$299,000
2 Beds ⋅ 1 Baths ⋅ 1002328 MLS
Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck
$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
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