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47-49 Oak Street, Rhinebeck
$550,000
1 Beds ⋅ 2 Baths ⋅ 1057571 MLS
1890 bones. 1970's soul. Rhinebeck Village at your doorstep! Originally built circa 1890 and reimagined in the 1970s, this character-filled home blends its late-19th-century origins with the warm, rustic spirit of a Hudson Valley retreat. Exposed timbers, wide-board wood floors, vaulted wood ceilings and abundant natural light provide a wonderful foundation for a thoughtful renovation. Surrounded by mature trees, the property feels surprisingly private while offering true village walkability. Stroll to Rhinebeck’s restaurants and boutiques, catch a film at Upstate Films or spend an afternoon at Mirbeau Inn & Spa. Rhinecliff Amtrak and Bard College are both a short drive away. Additional lot located at the front of the property-47 Oak Street is included in the sale, which brings the total property to .50 acres. The ingredients are here: history, character, privacy and the rare pleasure of Rhinebeck Village living.

47-49 Oak Street, Rhinebeck

544 Willow Brook Road, Clinton Corners
$850,000
2 Beds ⋅ 2 Baths ⋅ 1054718 MLS
Tucked away in the scenic town of Stanford, this exceptional 43-acre property offers a wonderful combination of privacy and natural beauty. The expansive acreage provides endless opportunities for recreation, gardening, farming, and exploring the surrounding landscape. Inside, the home offers generous living spaces filled with natural light. A country kitchen opens to a spacious dining and living area, with access to both a screened porch and deck overlooking the front grounds. In the family room, double windows frame the surrounding scenery and bring the beauty of the outdoors inside. Upstairs, two roomy bedrooms, a home office, and a full bathroom provide comfortable accommodations. Ample closet space throughout, along with a full basement, provides excellent storage. The land is truly the defining feature of this property, with a beautiful mix of open meadows and mature woodlands. The gently rising landscape offers room for farming or gardening in the open fields, while wooded trails invite exploration and long walks. Facing west, the property enjoys seasonal views of the Catskill Mountains, with potential to further open the land and expand those vistas. Ideally situated between Rhinebeck and Millbrook, this special property offers a peaceful rural setting with convenient access to the Taconic Parkway and the amenities of the surrounding Hudson Valley. Located within the Rhinebeck School District.

544 Willow Brook Road, Clinton Corners

365 Ivy Trail, Rhinebeck
$595,000
1 Beds ⋅ 2 Baths ⋅ 1054374 MLS
Desirable Rhinebeck Condominium offering 1183 sq. ft. of comfortable, well designed living space. Thoughtfully planned wood cabinet galley kitchen provides plenty of cabinet space, Granite countertops, stainless steel appliances. The dining room opens to a rear screened porch through sliding glass doors. Enjoy morning coffee or your evening beverage here. The living room includes an easy-to-use electric fireplace for added ambiance. Second floor accommodates the primary suite with double closets and adjoining bath with walk in shower. Also, a spacious second floor den which also has access to the bath, and a large walk-in closet. On site amenities include Clubhouse with lower-level fitness center, seasonal outdoor pool and two tennis courts. Prime location delivering convenience and low maintenance living. Minutes to the village and all it has to offer, and close to Amtrak for points south and north.

365 Ivy Trail, Rhinebeck

6 Woods Road, Rhinebeck
$319,000
2 Beds ⋅ 1 Baths ⋅ 1053992 MLS
Perfect get away to serenity!! Charming Rhinebeck Cottage & Modern Updates... Tucked away on a peaceful, wooded hillside at 6 Woods Road, this updated 2-bedroom plus a BONUS room cottage perfectly balances tranquil country living with everyday convenience. Located just 8 minutes from downtown Rhinebeck world-class dining and shops, and a quick 11-minute drive from the Taconic State Parkway, it is an ideal weekend retreat or full-time residence. Step inside to find a beautifully refreshed interior boasting extensive modern updates. The primary bedroom serves as a private sanctuary, complete with its own private deck—the absolute perfect spot to enjoy your morning coffee surrounded by nature. Outside, you'll find plenty of parking for guests. Enjoy the best of the Hudson Valley right from your doorstep!

6 Woods Road, Rhinebeck

69 Oakwood Lane, Rhinebeck
$978,000
2 Beds ⋅ 2 Baths ⋅ 1053131 MLS
A rare opportunity to own a sought-after Arlington end-unit condominium in The Gardens at Rhinebeck. This light-filled, move-in-ready two-bedroom, two-full-bath home offers easy one-level living in a desirable corner location. A spacious foyer opens to a contemporary open-concept floor plan, where the kitchen flows effortlessly into the dining and living areas. The well-appointed kitchen features quartzite countertops, a tiled backsplash, breakfast island, stainless steel appliances, and a propane range. A wall of windows fills the adjacent dining area with natural light. The generous living room is highlighted by a vaulted ceiling, a wall of windows, and a propane fireplace. Sliding glass doors open to a private patio, creating an inviting connection to the outdoors. The primary suite is a peaceful retreat with abundant natural light, a spacious sitting area, and two walk-in closets. The ensuite bath features a double-sink vanity with Marble countertop and a large tiled shower. Located in a separate wing off the foyer, the second bedroom offers flexibility as a guest room, office, or den and is served by a second full bath with vanity, soaking tub/shower, and tiled floors. A well-appointed laundry room includes a front-loading washer and dryer, utility sink, and abundant storage. The attached one-car garage provides convenient parking as well as additional storage or workshop space. Outside, perennial gardens featuring hydrangeas and established plantings add seasonal color, beauty, and privacy. The Gardens at Rhinebeck offers an exceptional collection of amenities, including a community clubhouse with meeting space and kitchen, fitness center, large Gunite pool, tennis and pickleball courts, multiple ponds, walking trails, and an active calendar of social events and resident clubs. Ideally located just minutes from Rhinebeck Village, the library, parks, schools, Northern Dutchess Hospital, Bard College, and the Rhinecliff Amtrak station. A wonderful opportunity to enjoy low-maintenance living in a beautifully designed community with convenient access to all that the Hudson Valley has to offer. Please see the 3D tour and floor plans for additional details.

69 Oakwood Lane, Rhinebeck

9 BIRD Court, Rhinebeck
$750,000
4 Beds ⋅ 3 Baths ⋅ 1047623 MLS
In a wonderful location, in the heart of Rhinebeck Village, this sun filled 4 BR, 3 bath Colonial, built in 2018, is at the end of a dead-end street. It has a deck, porch, a balcony & a fenced yard. There is village water & sewer. Here you can relax in your quiet location yet be close to the wonderful restaurants, shopping, the library, town pool, & the hospital, all just a short walk away. Leave you cars in the two-car garage & walk everywhere. If you need a large kitchen with abundant work spaces, there are 53 cabinet doors & 15 drawers here creating storage for a chef's paradise. There's also a breakfast bar, & the K is open to the DR & LR. WOW! Glass doors lead out to the large deck where you can eat or relax outside. There's a first-floor BR & bath plus 3 more BRs & 2 more baths upstairs including a primary suite w/a private balcony. There are wood & tile floors w/no carpeting, huge windows for wonderful light, an office, family room, propane heat & split ACs. Recently rented for $5,000+ this is a wonderful investment property or home for your family. Owner will finance with $200K. Come take a look!

9 BIRD Court, Rhinebeck

813 Bulls Head Road, Rhinebeck
$499,000
2 Beds ⋅ 1 Baths ⋅ 1053398 MLS
Ideally located near the Taconic State Parkway, this spacious 2 br, 1 bath country home is just a short drive to the shops, dining, and charm of the Village of Rhinebeck. This charming 1 acre property features 2 sheds on a private, fenced-in backyard, complete with a beautiful deck thats perfect for relaxing or entertaining. Plenty of room for gardening too. As you enter the home, you’ll be impressed by the inviting large living room, Large gourmet stlye kitchen , large country island, stylish tile backsplash, rich white wood cabinetry, along with a propane gas stove, new stainless appliances. washer and dryer, water heater and softener included. The main level features an updated full bathroom with a beautifully tiled shower, TW0 generously sized bedrooms and a large three season room where your pets will enjoy. New Roof and leased SOLAR panels adds to today country get away style living. Call today bfore this one is gone.

813 Bulls Head Road, Rhinebeck

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

10 Burger Road, Rhinebeck

413 Sepasco Center Street, Rhinebeck
$685,000
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 Kerr Road, 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

38 Nine Partners Road, Staatsburg
$849,900
8 Beds ⋅ 5 Baths ⋅ 1048900 MLS
Set on ~8 private acres, this exceptional 3,500+ square foot residence offers the space, flexibility, and privacy today's buyers are searching for — all within the sought-after Hudson Valley hamlet of Staatsburg. Step inside to find a spacious main-level primary suite, complete with a full en-suite bathroom featuring a walk-in shower — a rare and highly desirable layout for single-floor living or multi-generational households. A second bedroom on the main level adds further flexibility for guests, a home office, or extended family. Upstairs, six additional generously sized bedrooms provide room for a growing family, guests, or creative use of space, while a private legal 1-bedroom accessory apartment with its own bonus room offers outstanding potential for extended family living, a home-based business, or rental income. The current owner has lovingly maintained this home, investing in numerous upgrades, including new Buderus high-efficiency furnaces, ensuring comfort and peace of mind for years to come. Surrounded by nearly 8 acres of pristine, private grounds, this property is a rare find — offering the tranquility of country living with the space to spread out, entertain, and grow. Unbeatable Hudson Valley Location: The charming village of Rhinebeck is just a short drive away, offering boutique shopping, acclaimed farm-to-table restaurants, and historic charm. Commuters will appreciate easy access to the Taconic State Parkway, and Metro-North's Hudson Line at the Poughkeepsie station (approx. 10-12 miles), providing direct service to Grand Central Terminal, as well as the nearby Rhinecliff-Kingston Amtrak Station (approx. 7-8 miles) for additional rail options. Enjoy proximity to the region's finest attractions, including the Culinary Institute of America, the Vanderbilt and Mills Mansion historic estates, Hudson River waterfront parks, the Walkway Over the Hudson, and the vineyards, farm markets, and scenic byways that make the Hudson Valley one of the most desirable places to live in New York State. Opportunities like this, combining acreage, square footage, versatile living arrangements, and an unmatched location, don't come along often. Don't miss your chance to own this one-of-a-kind Staatsburg property — schedule your private showing today!

38 Nine Partners Road, Staatsburg

303 Sepasco Lake Drive, 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

62 Frost Road, 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

19 Closs Drive, Rhinebeck
$689,000
3 Beds ⋅ 2 Baths ⋅ 1047112 MLS
Ready to make the move to Rhinebeck in the beautiful Hudson Valley? Welcome to 19 Closs Drive, where timeless charm meets modern comfort in this beautifully updated, move-in-ready 3-bedroom, 2-bath ranch, ideally located just a short stroll from the heart of Rhinebeck Village. Enjoy easy access to restaurants, charming boutiques, cafes, schools, spas in this sought-after Hudson Valley community. You will appreciate the home's exceptional curb appeal. New siding & attractive stonework (2020), along with a welcoming Mission-style front porch and entry door, create a warm first impression. Inside, gleaming hardwood floors flow throughout the living room and bedrooms. Abundant natural light fills the living room, where a cozy fireplace makes the perfect gathering place during every season. The beautifully renovated kitchen is the centerpiece of the home, featuring granite countertops, a center island, stainless steel appliances, & tile flooring. Open to the dining area, this thoughtfully designed space is ideal for everyday living & effortless entertaining. A spacious screened porch extends your living space, offering the perfect setting for outdoor dining, relaxing with friends, or enjoying peaceful summer evenings. A charming patio provides another private retreat for morning coffee or an evening glass of wine. The comfortable primary suite includes an updated en-suite bath, while two additional bedrooms & a stylishly renovated full hall bath complete the main level. The finished lower level adds valuable flexible living space with new carpeting, ceiling tiles, updated lighting, separate zoned baseboard heat, and endless possibilities for a family room, media room, home office, fitness area, or playroom. A utility room with a workbench provides excellent storage and workspace. An attached two-car garage offers everyday convenience & protection from the elements. Situated in the heart of the Hudson Valley, this home is just minutes from renowned destinations including Bard College, Vassar College, Marist University, & the Culinary Institute of America. Enjoy weekends exploring the Walkway Over the Hudson, the Hudson River, nearby lakes, golf courses, hiking trails, historic estates, farmers markets, and wineries. Rhinecliff Amtrak Station is approximately seven minutes away, making travel to New York City or Albany simple & convenient. 19 Closs Drive presents a rare opportunity to enjoy the very best of Rhinebeck living, whether you are looking for a full time residence or weekend retreat, This turnkey home seamlessly combines comfort, style, and convenience in one of the Hudson Valley's most desirable communities. Whether you're looking for a full-time residence or a weekend escape, you'll love everything this exceptional home & Rhinebeck have to offer.

19 Closs Drive, Rhinebeck

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

376 Nine Partners Road, Clinton Corners

415 Gardenia Drive, 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

110 Montgomery Street, 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

37-43 Nine Partners Road, Clinton Corners
$925,000
1043744 MLS
Investors and builders imagine the possibilities of the 15+ acre sub-dividable lot that has 6 rental units spread across 2 buildings that are currently generating income. The property serves as a gateway to the best of the Hudson Valley, offering a mix of sophisticated dining, outdoor adventure, and cultural landmarks: Vineyards & Craft Beverages: Minutes away from the award-winning Milea, the Taconic Distillery, the Slow Fox Farm Brewery and the Omega Institute. Ideally located for enthusiasts of the outdoors. Explore the Willowbrook Trail Association for hiking and equestrian paths, or head to Frog Hollow Park for swimming, tennis, and seasonal ice skating. Dining & Shopping: A short 15-minute drive brings you to the historic village of Rhinebeck, home to upscale farm-to-table dining at Terrapin and a vibrant independent boutique scene. Easy access to the Taconic State Parkway makes for a straightforward commute to Southern Dutchess, Westchester, or New York City Seller may consider owner financing see agent only remarks for details.

37-43 Nine Partners Road, Clinton Corners

50 Pond Drive E, 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

17 Molland Drive, Rhinebeck
$799,000
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

532 River Road, Rhinebeck
$299,000
3 Beds ⋅ 2 Baths ⋅ 1038233 MLS
Over the Hudson River, and through the Ferncliff Forest Woods lies 532 River Road! Ideally situated in one of the Hudson Valley’s most desirable areas, this inviting property offers a wonderful opportunity to enjoy the beauty, character, and lifestyle that make Rhinebeck so special for an incredible value. With 3 bedrooms and 2 baths this sweet vintage home is spacious and all one level! Additional Two Car Garage for storage and more. Set on almost half an acre, the property is set back from the road and backs up to the Astor Forest 1000 acre woods. A short bike ride to the Village, or walk to Miglorelli Farm Stand every night for Hudson Valley Provisions. Convenient location puts you close to Rhinebeck Village, restaurants, shops, farms, Kingston Rhinecliff Bridge and the Hudson River. A wonderful opportunity to invest in the Rhinebeck market with a beautiful piece of land in an incredible location. Seller financing available with acceptable terms and deposit.

532 River Road, Rhinebeck

133 White Schoolhouse Road, Rhinebeck
$765,000
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

60 Camp Drive, Rhinebeck
$679,000
3 Beds ⋅ 3 Baths ⋅ 987969 MLS
This storybook Ranch style home on 2.47 acres and tucked away on a quiet dead end road in the town of Clinton . In the Rhinebeck School district and offering an incredible blend of privacy beauty and rights to the private Long Pond Lake . A functional floor plan of 2,557 sq. ft. offers 8 rooms, including 3 bedrooms 3 full bathrooms and a finished walk-out lower level (rec room, office/den, full bath) The 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. Outside three large sheds( two equipped w electricity) offer endless potential as creative spaces. 10 min to the Taconic State Parkway and under 20 min to Amtrak in Rhinebeck , shopping, fine dining and a plethera of outdoor activities , Farm Markets / Stands all at your fngertips.

60 Camp Drive, Rhinebeck

16 Trinity Place, 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

621 Milan Hollow Road, Rhinebeck
$699,000
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

420 Rhinecliff Road, Rhinebeck
$599,000
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

420 Rhinecliff Road, Rhinebeck
$599,000
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

5 Orchard Street, Rhinebeck
$569,000
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

70 Camp Drive, Rhinebeck
$495,000
2 Beds ⋅ 2 Baths ⋅ 1026621 MLS
This sprawling expanded ranch, set back on a long drive and surrounded by beautifully landscaped grounds, is a rare offering that combines exceptional craftsmanship, thoughtful design, and an unbeatable Hudson Valley location. Quality contractor-owned and meticulously maintained, pride of ownership is evident throughout. The show-stopping living room features dramatic exposed truss-style beams, skylights that fill the space with natural light, and a wood stove set on a cozy brick hearth. A stunning oversized entry foyer showcases 10" wide yellow pine flooring and connects two distinct living areas, creating an ideal floor plan for extended family, multigenerational living, or a private guest, teen, or in-law suite. This 2BR home really lives like a 4BR plus. The oak kitchen is designed for everyday living and entertaining, offering stainless steel appliances, a breakfast bar, breakfast nook, and beautiful, durable terra cotta flooring that opens seamlessly to the great room. Outdoor living is just as impressive with a spectacular three-level multi-tiered deck, delightful bluestone patio with fire pit, and unilock paver accents, perfect for relaxing or entertaining while enjoying the peaceful surroundings. Additional highlights include deeded lake rights, an oversized heated three-car garage with expansive driveway parking, and an immaculate unfinished basement offering abundant storage and incredible potential for future expansion. Ideally located just minutes from the Omega Institute, the Village of Rhinebeck, the Taconic State Parkway, and all the shopping, dining, recreation, and cultural attractions the Hudson Valley has to offer. With sought-after Rhinebeck schools, low taxes, and an incredibly versatile floor plan, this meticulously maintained home offers the perfect blend of comfort, quality, and convenience. Whether you're entertaining a crowd, accommodating extended family, looking for room to grow, or searching for the ideal heated three-car garage for your vehicles, hobbies, or workshop, this exceptional home is designed to meet your needs today and for years to come.

70 Camp Drive, Rhinebeck

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