Dutchess, NY Homes

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  $649,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  412 Sepasco Center St, Rhinebeck, NY 12572

  Fall in love with this charming 3 bedroom, 2.5 bathroom custom built home situated in the quaint Sepasco Lake community. Enjoy water access from the park/picnic area just down the street. This home features a large living room with a woodstove, dining room and bright and airy eat-in kitchen. There is one bedroom, a full bathroom and half bathroom all located on the first level. Beautifully

  

  Amy Hawks

  Berardi Realty

  (845) 552-0731

  412 Sepasco Center St, Rhinebeck, NY 12572
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  Explore Rhinebeck

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  /14

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  2845 New York 9g Unit 2, Rhinebeck, NY 12572

  Available immediately! This beautiful 2 bedroom-1 bath apartment has just been stunningly renovated. Everything is absolutely brand new. Roomy and filled with light. Stainless appliances, quartz counter tops and new cabinets in the kitchen and all new flooring. New bathroom. New windows and freshly painted. Open, roomy floor plan. Plenty of closet space. A new, complimentary laundry room is

  Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  2845 New York 9g Unit 2, Rhinebeck, NY 12572
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  $892,000 Sold Aug 28, 2025

  • 2,700 Sq Ft
  • $330/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  3 Carolina Dr, Rhinebeck, NY 12572

  Classic Village Colonial proudly offered for the first time by its original owner, this gracious three-bedroom, two and a half bath Traditional Colonial is nestled in a desirable village setting surrounded by charming, well-kept homes. A rocking chair front porch welcomes you inside to a spacious and well-designed layout, ideal for both everyday living and entertaining.The main level features

  Peggy Santamorena Houlihan Lawrence Inc.

  3 Carolina Dr, Rhinebeck, NY 12572
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  20 Garden St, Rhinebeck, NY 12572

  20 Garden St, Rhinebeck, NY 12572
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  /37

  $1,550,000 Open Wed 11AM - 2PM

  • 6 Beds
  • 6.5 Baths
  • 5,040 Sq Ft

  439 Lake Dr, Rhinebeck, NY 12572

  Opportunity knocks. Own a profitable, fully licensed, Inn in Rhinebeck, New York. Live there and let the hospitality income cover your expenses. Welcome to The Harlow House a turn key Inn and Airbnb business. Located at the end of a long tree lined driveway the 5040 square foot home includes 6 individual renovated suites and 6.5 fully renovated bathrooms, all with rain shower heads,

  PATRICIA JONES Upstate Down

  439 Lake Dr, Rhinebeck, NY 12572
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  /8

  $3,300 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  6384 Mill St Unit . B, Rhinebeck, NY 12572

  Prime location, in the Village of Rhinebeck. Flex space, ie commercial and/or office with elevator access in the Village. Newly renovated, wood floors throughout, tile floor in bathroom, new kitchen stainless steel appliances and cabinetry. 2 bedrooms, 1 big full bathroom with double vanity. Plenty of storage. Tenant is responsible for utilities.

  Harry Hill Houlihan Lawrence Inc.

  6384 Mill St Unit . B, Rhinebeck, NY 12572
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  /43

  $1,200,000 Sold Aug 28, 2025

  • 1,803 Sq Ft
  • $666/SF
  • 42 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  325 Metzger Rd, Rhinebeck, NY 12572

  Close to everything, but worlds away...Red Astrachan Farm is one of those rare properties that delivers something really special—17+ acres of complete privacy just minutes from the heart of Rhinebeck. The long private drive leads to rolling fields and wooded trails that feel like your own private retreat, while the town's celebrated restaurants, boutique shops, and charming Sunday Farmer's

  Veronique Guccione BHHS HUDSON VALLEY PROP-R

  325 Metzger Rd, Rhinebeck, NY 12572
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  /48

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft

  6036 Albany Post Rd, Rhinebeck, NY 12572

  6036 Albany Post Rd, Rhinebeck, NY 12572
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  /31

  $999,999

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  59 S Parsonage St, Rhinebeck, NY 12572

  Introducing the Four Square House, a charming 1926 home restored with modern conveniences and historic appeal. The Four Square House is located on South Parsonage Street in the Village of Rhinebeck, within easy walking distance of all the village has to offer as well as the schools. Upon stepping into the house from an updated custom mahogany porch and through the original wood front

  Lorraine Little LITTLE LORRAINE ML

  59 S Parsonage St, Rhinebeck, NY 12572
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  /10

  $3,900 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  489 Mill Rd, Rhinebeck, NY 12572

  Modest 1958 gem with 2 acres in Rhinebeck... Nestled on a wooded property on the famed Mill Road, home to million dollar riverfront mansions this small enclave is minutes from Rhinecliff station and the village of Rhinebeck, yet secluded enough to feel far, far away. Come spring, magnolia, dogwood, honeysuckle, osage orange and flowering crab apple light up the property in all of their glory. The

  Leigh Bahnatka BHHS Hudson Valley Properties

  489 Mill Rd, Rhinebeck, NY 12572
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  $160,000 Sold Aug 25, 2025

  • Land
  • 6 Acres
  • $26,667 per Acre

  • 55 Days On Market

  TBD Olsen Rd, Rhinebeck, NY 12572

  Set along a quiet country road, this 6-acre Milan parcel offers an idyllic home site with a range of natural features, including two ponds, rock outcroppings, old stone walls, and plenty of privacy. Located within the Olsen Road subdivision, the land spans both Brooklyn Heights Road and Olsen Road, with several potential building sites overlooking the pond. It also backs up to over 200 acres of

  Zev Eisenberg Hudson Modern Co

  TBD Olsen Rd, Rhinebeck, NY 12572
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  Est $687,976 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,375 Sq Ft

  24 Brooklyn Heights Rd, Rhinebeck, NY 12572

  24 Brooklyn Heights Rd, Rhinebeck, NY 12572
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  /21

  $1,300,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  18 James St, Rhinebeck, NY 12572

  Tucked away in the historical district of Rhinecliff, this reimagined residence blends timeless American architecture with the crisp lines and functionality of Scandinavian design. The original 1860s structure has been carefully restored, preserving its historic soul with meticulous attention to detail. In contrast, a sleek, contemporary addition complements the old-world charm. A custom Vipp

  LILLIAN LIN Rouse + Co Real Estate LLC

  18 James St, Rhinebeck, NY 12572
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  /14

  $2,350 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  18 Willow Way Unit 2, Rhinebeck, NY 12572

  Rhinebeck Rental! Hard-to-find 2-bed, 1-bath garden apartment, spacious, open layout, eat-in-kitchen, central air, convenient washer/dryer hook up in unit, updated appliances, clean and move-in ready! This is easy, one-level living with direct outdoor access & rear patio located in well maintained 18-unit complex just 8 minutes from the village surrounded by peaceful wooded views, nestled on over

  Susan Stevens BHHS Hudson Valley Properties

  18 Willow Way Unit 2, Rhinebeck, NY 12572
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  $747,000 Sold Aug 22, 2025

  • 1,552 Sq Ft
  • $481/SF
  • 21 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  229 Round Lake Rd, Rhinebeck, NY 12572

  A wonderful private country compound only minutes from Rhinebeck village. Sited on 5 acres, a nature lovers paradise with a swimming pond, lovely perennial flower and rock gardens, mature flowering trees, meandering stone walls, a fire pit and the forest. The main home is on one level with 1120 square feet featuring amazing views from the back deck of the spring fed pond, a side covered sitting

  Kimberly Baker BHHS Hudson Valley Properties

  229 Round Lake Rd, Rhinebeck, NY 12572
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  Est $515,757 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,183 Sq Ft

  365 Ivy Trail, Rhinebeck, NY 12572

  365 Ivy Trail, Rhinebeck, NY 12572
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  /30

  $950,000 Open Sun 12PM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  58 Salisbury Turnpike, Rhinebeck, NY 12572

  Welcome to your own private paradise. This stunning 20’ x 40’ heated saltwater pool is the centerpiece of nearly five level, park-like acres, surrounded by mature trees, lush landscaping, and a serene spring-fed pond. It’s a resort-style setting that offers peace, privacy, and extended swimming seasons.The contemporary ranch home strikes the perfect balance of style and comfort. Step into

  Judah Fried Elegran LLC

  58 Salisbury Turnpike, Rhinebeck, NY 12572
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  /10

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft
  • Apartment for Rent

  33 Mill St Unit 1, Rhinebeck, NY 12572

  Welcome to 33 Mill St #1, where a 2 bed 1 bath ground floor apartment seamlessly blends a clean, modern aesthetic with the historic charm of an 1800s carriage house, a unique combination emblematic of Rhinebeck itself. Upon entering, you'll find yourself in a sunlit living area where you'll appreciate charming touches such as the wainscoted walls or the coffered ceiling. Right off of the living

  Gracie Edelmann Rouse + Co Real Estate LLC

  33 Mill St Unit 1, Rhinebeck, NY 12572
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  $610,000 Sold Aug 19, 2025

  • 2,270 Sq Ft
  • $269/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  19 Old Bulls Head Rd, Rhinebeck, NY 12572

  A custom-built country contemporary home privately sited on 2 sunny acres on a quiet road in Clinton Corners. This south-facing 2270 sq ft house is set back on a level property with mature trees and a large open sunny lawn. The first floor features Oak floors, vaulted high ceilings, skylights, three bedrooms including a primary bedroom suite with a Jacuzzi tub and separate shower, two full

  Kimberly Baker BHHS Hudson Valley Properties

  19 Old Bulls Head Rd, Rhinebeck, NY 12572
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  /35

  Not Listed For Sale

  TBD Salisbury Turnpike, Rhinebeck, NY 12571

  TBD Salisbury Turnpike, Rhinebeck, NY 12571
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  /31

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  334 Lake Dr, Rhinebeck, NY 12572

  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

  Brian Woolsey BHHS Hudson Valley Properties

  334 Lake Dr, Rhinebeck, NY 12572
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  /27

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,911 Sq Ft
  • House for Rent

  4 Molland Dr, Rhinebeck, NY 12572

  Experience the best of Hudson Valley living in this light-filled 3-bedroom, 2-bath farmhouse, set on 7.79 park-like acres just 10 minutes from Rhinebeck Village. Tucked away on a quiet dead-end road, the property offers complete privacy with open lawns, mature trees, and a fenced vegetable garden. Inside, enjoy beautiful oak floors throughout, a spacious eat-in kitchen with stainless appliances,

  Dana Matthews Rouse + Co Real Estate, LLC

  4 Molland Dr, Rhinebeck, NY 12572
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  $800,000 Sold Aug 13, 2025

  • 1,708 Sq Ft
  • $468/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  328 Zipfeldburg Rd, Rhinebeck, NY 12572

  Introducing the Rhinebeck Hideaway; a modern log cabin built on a lush, private and serene 5 acres, just a short 10 minute drive from Rhinebeck Village. Enter down a long, tree-lined driveway to discover the charming cabin with a red standing-seam metal roof and sizable front porch. Set foot into the main living area of the house, an impressive great room with 20+ foot ceilings, a large

  BRETT SNIDER Rouse + Co Real Estate LLC

  328 Zipfeldburg Rd, Rhinebeck, NY 12572
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  /35

  Est $2,436,734 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  403 Rhinecliff Rd, Rhinebeck, NY 12572

  403 Rhinecliff Rd, Rhinebeck, NY 12572
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  /24

  $1,950,000

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  38 Chestnut St, Rhinebeck, NY 12572

  Welcome to the Buttercup House, a quintessential Rhinebeck Village home, at 38 Chestnut Street in the heart of Rhinebeck Village’s Historic District. A generous corner lot in an exceptional location, this home is a classic Folk Victorian Farmhouse, with a full length covered front porch, lush perennial landscaping, and a spectacular private back yard. Featured in “HGTV Magazine,” this home has

  Rachel Hyman-Rouse Rouse + Co Real Estate LLC

  38 Chestnut St, Rhinebeck, NY 12572
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  /33

  $8,000 per month

  • 3 Beds
  • 2.5 Baths
  • 3,167 Sq Ft
  • House for Rent

  108 Wey Rd, Rhinebeck, NY 12572

  Beautiful farmhouse in a quiet country setting just 5 minutes to the center of Rhinebeck. Inside, this tastefully furnished home has 3 bedrooms, a large modern kitchen and is bright and inviting. Outside, enjoy the large back deck with screened-in dining area overlooking the landscaped gardens, yard and pond and mown walking trails. A true country retreat and just minutes from the center of

  ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

  108 Wey Rd, Rhinebeck, NY 12572
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  $625,000 Sold Aug 13, 2025

  • 1,332 Sq Ft
  • $469/SF
  • 30 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  49 Lorraine Dr, Rhinebeck, NY 12572

  This Rhinebeck village ranch is sited on a quiet .27 acre level lot. Located on a cul-de-sac, only a few minutes walk or drive to the village center. This 3 bedroom, 1.5 bathroom home has Oak flooring throughout, double pane windows, 2017 HVAC system, renovated in 2016 kitchen & bathroom, full basement and much more. The house features one floor living with a foyer, western light facing spacious

  Kimberly Baker BHHS Hudson Valley Properties

  49 Lorraine Dr, Rhinebeck, NY 12572
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  /2

  Est $1,208,971 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,715 Sq Ft

  5 Crimson Hill Rd, Rhinebeck, NY 12572

  5 Crimson Hill Rd, Rhinebeck, NY 12572
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  /30

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  270 Milan Hollow Rd, Rhinebeck, NY 12572

  Rhinebeck-9.76 peaceful acres off a beautiful country road. When you approach this property you feel there's something magical around you. From sunrise to sunset, it's all about this special setting. Daffodil fields to the left, vista views of the horizon, and the sweeping lawns and meadows. Stonewalls and rock formations surround it all in a naturally planned setting. Throughout the season, the

  Dana Goldberg Houlihan Lawrence Inc.

  270 Milan Hollow Rd, Rhinebeck, NY 12572
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  /33

  $900,000 Sold Aug 07, 2025

  • 1,842 Sq Ft
  • $489/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  255 Lake Dr, Rhinebeck, NY 12572

  Private Nature Oasis in Rhinebeck - Country Retreat Tucked away on the serene backside of Rhinebeck, this reimagined contemporary home offers the perfect blend of rustic charm and modern design. Set on 3.1 acres and offering approximately 1,900 square feet of living space, the property has been thoughtfully transformed into a refined retreat that embraces its natural surroundings. As you step

  Jason Schobert eXp Realty, LLC

  255 Lake Dr, Rhinebeck, NY 12572
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  Est $2,191,802 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,446 Sq Ft

  129 Wey Rd, Rhinebeck, NY 12572

  129 Wey Rd, Rhinebeck, NY 12572
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  /25

  $1,689,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,532 Sq Ft

  4 Sarah Ct, Rhinebeck, NY 12572

  A stunning and private contemporary new build on 3 acres just minutes to Rhinebeck and Red Hook village. The main floor living space is light filled with 28ft soaring ceilings and the home boasts radiant concrete floors. The open kitchen is streamlined with a 36'' five-burner gas cooktop, a large center island clad in white oak and gorgeous black granite countertops. The two spacious bedrooms on

  Annabel Taylor Four Seasons Sotheby's Int.

  4 Sarah Ct, Rhinebeck, NY 12572
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  /16

  $430,000 Sold Aug 06, 2025

  • 1,194 Sq Ft
  • $360/SF
  • 11 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1986

  17 Pond Dr E, Rhinebeck, NY 12572

  The Woods in Rhinebeck. Minutes to the Village, and its own special enclave. Live comfortably and conveniently in this one-bedroom condo with all property details handled for you. This home is ready for your personal stamp and updates. Custom louvers on windows and doors add charm and provide privacy. The tiled Living & Dining Rooms are centered around a woodburning fireplace and flow onto a

  Eliane Abramoff Four Seasons Sotheby's Int.

  17 Pond Dr E, Rhinebeck, NY 12572
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  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,775 Sq Ft

  131 Ackert Hook Rd Unit 133, Rhinebeck, NY 12572

  131 Ackert Hook Rd Unit 133, Rhinebeck, NY 12572
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  /48

  $998,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,763 Sq Ft

  345 Metzger Rd, Rhinebeck, NY 12572

  Seller MOVING & MOTIVATED! OPEN TO REASONABLE OFFERS! Sprawl Out & Escape with us to Red Hook, NY! Hidden amongst a canopy of trees, down a long, meandering, private drive, sits this Rambling Cape Cod, overlooking 10+ acres of the most beautiful, organic gardens and orchards. Enjoy having the convenience of both Rhinebeck and Red Hook Villages at your fingertips, but the feeling of being in your

  Miranda Alger Mondello Upstate Properties

  345 Metzger Rd, Rhinebeck, NY 12572
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  $1,500,000 Sold Aug 04, 2025

  • 1,872 Sq Ft
  • $801/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1860

  60 Chestnut St, Rhinebeck, NY 12572

  Rhinebeck Village 1865 Historic Property. Imagine the conversations in this home during that time in history. Currently, the interior is awash with bright and welcoming colors. The glow of the fireplace warms the living room as a comfortable entertainment space flows into the formal dining room ready for dining with friends. The kitchen offers marble counters, center island for prep and meals

  Gail Saucier BHHS Hudson Valley Properties

  60 Chestnut St, Rhinebeck, NY 12572
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  Not Listed For Sale

  • 2 Beds

  29 Stissing View Dr Unit 37, Rhinebeck, NY 12572

  29 Stissing View Dr Unit 37, Rhinebeck, NY 12572
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  /24

  $749,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  536 River Rd, Rhinebeck, NY 12572

  Experience modern elegance and flexibility at 536 River Road in Rhinebeck. This fully renovated property offers two exceptional living spaces on one picturesque site.The main residence features 2 bedrooms and 1.5 designer baths, showcasing premium finishes, central air, and a whole-house generator for comfort in every season. The open layout seamlessly blends sophistication and functionality,

  PATRICIA JONES Upstate Down

  536 River Rd, Rhinebeck, NY 12572
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  $465,000 Sold Aug 04, 2025

  • 1,368 Sq Ft
  • $340/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  6 Birchwood Dr, Rhinebeck, NY 12572

  Welcome to this charming split-level home nestled in the heart of Red Hook—where classic design meets thoughtful updates for modern living.This inviting 3-bedroom, 1.5-bath residence offers warmth, style, and functionality throughout. Set on a picturesque, tree-lined lot, the home makes an immediate impression with its bold red front door, updated picture windows in the living room,

  Virginia Corbett eXp Realty

  6 Birchwood Dr, Rhinebeck, NY 12572
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  Est $473,753 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,194 Sq Ft

  16 Pond Dr E, Rhinebeck, NY 12572

  16 Pond Dr E, Rhinebeck, NY 12572

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