Dutchess, NY Homes

• 

  $370,155 Sold Jul 02, 2025

  • 1,946 Sq Ft
  • $190/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1805

  5834 Route 9, Rhinebeck, NY 12572

  Nestled in the heart of Rhinebeck, NY, this charming 1805-built home offers unique historic character. Spanning 1,946 sq ft, the residence features 3 bedrooms and 3 bathrooms, providing ample space for living. Situated on a 2.01-acre lot, the property offers privacy and tons of potential. The home is part of the Rhinebeck Village Historic District, recognized for its preserved 18th- and

  Matthew Cave Hudson Property Services, LLC

  5834 Route 9, Rhinebeck, NY 12572
• 

  Est $484,215 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
• 

  

  

  /46

  $1,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  47 Wynkoop Ln, Rhinebeck, NY 12572

  1 mile from Rhinebeck’s vibrant village, this home sits on a hushed, leafy road. A winding drive leads you deeper into nature, where a spacious contemporary home unveils sweeping views of the surrounding woodlands—a rare blend of convenience and total privacy.Welcome to 47 Wynkoop Lane: a fully reimagined 4-bedroom, 3.5-bath contemporary brick residence spanning 3,528 square feet. The

  Anthony Winters Upstate Down

  47 Wynkoop Ln, Rhinebeck, NY 12572
• 

  $715,000 Sold Jun 30, 2025

  • 3,161 Sq Ft
  • $226/SF
  • 134 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2020

  12 Charles Ln, Rhinebeck, NY 12572

  RECENT APPRAISAL IN HAND AT $887K! Custom built Colonial, 4 years young in the heart of Rhinebeck! Built in 2020, situated on 1.7 acres in a private cul-de-sac of high end homes, sits this 4 bedroom, 3.5 bath home with tasteful finishes throughout. Luxury vinyl plank flooring, Anderson windows, SS appliances, gas fired range, 42" cabinets and 9' ceilings through the first floor with a large and

  Justin LaFalce KW MidHudson

  12 Charles Ln, Rhinebeck, NY 12572
• 

  Est $702,434 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  32 S Parsonage St, Rhinebeck, NY 12572

  32 S Parsonage St, Rhinebeck, NY 12572
• 

  

  /50

  $619,000

  • 3 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  43 Overlook Dr, Rhinebeck, NY 12572

  Come home to this country colonial, located just 2 minutes to the Rhinecliff Bridge for easy access to Kingston shopping. This home is at the end of a dead-end road and minutes to Rhinebeck and Red Hook, this is truly a central location in the Red Hook school district. Take in the local farms and restaurants the area has to offer and enjoy easy access to events held at the Rhinebeck fairgrounds,

  Adrienne Volpe Keller Williams Hudson Valley

  43 Overlook Dr, Rhinebeck, NY 12572
• 

  

  /39

  $399,995 Sold Jun 27, 2025

  • 960 Sq Ft
  • $417/SF
  • 26 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  674 Route 308, Rhinebeck, NY 12572

  Welcome to this beautifully maintained and truly turnkey ranch, set on a generous 2-acre lot in the picturesque town of Rhinebeck. This inviting home features three bedrooms and two full bathrooms, offering comfort, functionality, and privacy in one of the Hudson Valley's most desirable locations.Recent upgrades include a brand-new roof (2023), hot water heater (December 2024), privacy

  Savannah Miceli Century 21 Alliance-NP

  674 Route 308, Rhinebeck, NY 12572
• 

  Est $833,388 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,956 Sq Ft

  10 Carolina Dr, Rhinebeck, NY 12572

  10 Carolina Dr, Rhinebeck, NY 12572
• 

  

  /9

  $495,500

  • 4 Beds
  • 2 Baths
  • 1,324 Sq Ft

  255-257 Mill Rd, Rhinebeck, NY 12572

  Riverfront Opportunity in Prestigious Rhinebeck - 3.3 Acres with 4-Bedroom HomeLocated in one of the most desirable areas of Rhinebeck, this 3.3-acre property with direct frontage on Landsmen kill offers endless potential. The existing 4-bedroom, 2-bath home needs work—perfect for those looking to renovate and restore, or build a brand-new dream home in a truly exceptional

  Bill Flood Houlihan Lawrence, Inc.

  255-257 Mill Rd, Rhinebeck, NY 12572
• 

  $899,000 Sold Jun 27, 2025

  • 1,656 Sq Ft
  • $543/SF
  • 193 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  22 Beckrick Dr, Rhinebeck, NY 12572

  Looking for a slice of Hudson Valley paradise? This modern farmhouse, set on 1.5 lush acres, is your dream come true! Just 2 hours from NYC, this stunning home is tucked between Kingston, Rhinebeck, and Red Hook—offering both peace and proximity to culture.Inside, you've got over 1,600 square feet of sun-soaked, open living space with floor-to-ceiling windows framing views of bamboo

  Genevieve Geaney Compass Greater NY, LLC

  22 Beckrick Dr, Rhinebeck, NY 12572
• 

  Est $828,736 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,280 Sq Ft

  257 Pond Rd, Rhinebeck, NY 12572

  257 Pond Rd, Rhinebeck, NY 12572
• 

  

  /30

  $980,000

  • 2 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  10 Oakwood Ln, Rhinebeck, NY 12572

  This turn-key Beacon model condominium in The Gardens at Rhinebeck offers 2,334 square feet of thoughtfully designed living space, featuring two bedrooms, two and a half bathrooms, and a wide range of high-quality upgrades. Set on a quiet street, the property provides peaceful setting and a private back patio. The main level begins with a spacious double foyer. The entry foyer provides interior

  Kimberly Baker BHHS Hudson Valley Properties

  10 Oakwood Ln, Rhinebeck, NY 12572
• 

  $680,000 Sold Jun 26, 2025

  • 1,495 Sq Ft
  • $455/SF
  • 63 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2013

  403 Laurel Ln, Rhinebeck, NY 12572

  The Gardens at Rhinebeck, 2 BR, 2.5 baths, 1,495 SF condo, walking distance to town. Original owner, overlooking pond view & meadow, 9' ceilings, crown molding throughout. Kitchen (owner added) built-in pantry, & desk unit w/walnut top, quartz countertops, glass backsplash. Hardwood flooring installed throughout. 1st floor patio & 2nd floor private deck overlooking pond. Primary bath,

  KATHLEEN KOZAR BHHS Hudson Valley Properties

  403 Laurel Ln, Rhinebeck, NY 12572
• 

  Est $484,693 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  202 Sepasco Beach Dr, Rhinebeck, NY 12572

  202 Sepasco Beach Dr, Rhinebeck, NY 12572
• 

  

  /14

  $125,000

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  6842 U S 9 Unit 23, Rhinebeck, NY 12572

  3 bedroom home located in the Rhinebeck Community. Located just outside of the charming historic Town of Rhinebeck is our quiet, family friendly community. Access to NYC, upstate NY, the Berkshires and Connecticut is possible from this central location. History abounds in this area along with great shopping and restaurants.

  Darice Joerman Garden Homes Management

  6842 U S 9 Unit 23, Rhinebeck, NY 12572
• 

  

  /16

  $495,000 Sold Jun 23, 2025

  • 1,536 Sq Ft
  • $322/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths

  865 Bulls Head Rd, Rhinebeck, NY 12572

  Are you looking for a late 1800's updated, farm house to call your own? Look no further. Private as can be with mature trees and overlooking a peaceful wetland, this 2-bed (with room to add a third) 2-bath charmer is ready for its next steward. Walk in off the front, covered porch and exposed beamed ceilings, wide plank floors and an original staircase are sure to delight. With recent kitchen and

  John Peterson THE TRUSS GROUP LLC

  865 Bulls Head Rd, Rhinebeck, NY 12572
• 

  Est $565,486 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,092 Sq Ft

  418 Sepasco Center St, Rhinebeck, NY 12572

  418 Sepasco Center St, Rhinebeck, NY 12572
• 

  

  /6

  $220,000

  • Land
  • 2.80 Acres
  • $78,571 per Acre

  301 Mountain View Rd, Rhinebeck, NY 12572

  2.8 acre building lot on picturesque Mountain View road , Lot formerly had a large mobile home and several sheds all were removed and lot restored ,Driveway is in and plans are submitted to health department for a new septic system . Additionally I am applying to the town for a side yard variance to allow construction . The variance and the health department approval will be delivered at closing.

  Thomas LeGrand LeGrand Real Estate, Inc.

  301 Mountain View Rd, Rhinebeck, NY 12572
• 

  $450,000 Sold Jun 16, 2025

  • 1,451 Sq Ft
  • $310/SF
  • 184 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  27 Denu Way, Rhinebeck, NY 12572

  This move-in ready, beautifully updated 2-story home is situated on a private road view and is surrounded by nature. It offers a peaceful setting with 3 bedrooms, 2 fully renovated bathrooms. The brand-new kitchen boasts high-end cabinets, Quartz countertops, stainless steel appliances, two pantries, and a coat closet. The elegant dining room and cozy living room lead to either the storage area

  Dina DiPaola-Gulli Keller Williams Realty Group

  27 Denu Way, Rhinebeck, NY 12572
• 

  

  /7

  Est $526,379 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  26 Beacham Rd, Rhinebeck, NY 12572

  26 Beacham Rd, Rhinebeck, NY 12572
• 

  

  /28

  $745,000

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft

  49 Old Farm Rd, Rhinebeck, NY 12572

  LIVING IS EASY in this low maintenance luxury ranch on almost 8 acres of privacy and tranquility. If you are looking for a full time base, a weekend escape, or just solitude with room to roam, 49 Old Farm Road in Rhinebeck delivers. This no-nonsense property offers the freedom of open land, the privacy of woods and a home built for real living, not just for show. This 3 bedroom, 2 bath

  MARY ANNE HARVEY BHHS Hudson Valley Properties

  49 Old Farm Rd, Rhinebeck, NY 12572
• 

  $534,000 Sold Jun 11, 2025

  • 2,464 Sq Ft
  • $217/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  30 Edgewood Dr, Rhinebeck, NY 12572

  O&A 2/15/25. This beautiful home is flooded with natural light and features an open floor plan that creates a spacious, welcoming atmosphere. The gorgeous modern kitchen is a standout, offering sleek finishes and top-of-the-line appliances, perfect for cooking and entertaining. The primary bedroom suite is located on the main floor, providing ultimate convenience and privacy. Upstairs, you'll

  Margaret Niekrewicz Margaret Mondello Real Estate

  30 Edgewood Dr, Rhinebeck, NY 12572
• 

  Est $605,851 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,882 Sq Ft

  3 Kimberly Dr, Rhinebeck, NY 12572

  3 Kimberly Dr, Rhinebeck, NY 12572
• 

  

  /38

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  22 Beacham Rd, Rhinebeck, NY 12572

  Charming and Secluded Home in Highly Sought-After Location - First Time on Market in 36 YearsNestled in a quiet, serene setting just 7-10 minutes from the heart of Rhinebeck, this beautifully maintained one-owner home offers comfort, privacy, and timeless charm. Built in 1988, the property has been lovingly cared for over the decades and is now ready for its next chapter.Charming

  Margaret Williams Coldwell Banker Advisor Realty

  22 Beacham Rd, Rhinebeck, NY 12572
• 

  $1,107,500 Sold Jun 09, 2025

  • 3,297 Sq Ft
  • $336/SF
  • 24 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2003

  567 Ackert Hook Rd, Rhinebeck, NY 12572

  A special Rhinebeck Traditional on three landscaped acres with in-ground pool and three car garage awaits you. Greeted by a thoughtful and welcoming front porch, right away you'll feel at home. The entrance foyer includes a powder room, high ceilings and a beautiful staircase. A formal dining room is also off the entry foyer and includes a chandelier and French pocket doors. There is cherrywood

  Steve Bruman Corcoran Country Living

  567 Ackert Hook Rd, Rhinebeck, NY 12572
• 

  Est $586,873 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  5 Kimberly Dr, Rhinebeck, NY 12572

  5 Kimberly Dr, Rhinebeck, NY 12572
• 

  

  /19

  $795,000

  • Land
  • 16 Acres
  • $49,348 per Acre

  355 Wurtemburg Rd, Rhinebeck, NY 12572

  Rare opportunity. Discover your own private sanctuary on this extraordinary 16.11-acre parcel in highly coveted Rhinebeck. Just 4 miles from town, country charm awaits. Whether you envision a custom estate home, sustainable farm compound, or luxury retreat, this remarkable property provides the space and flexibility to bring your dreams to life. The lot is set back a long drive and opens into a

  KAROLINA CZEKAJ Corcoran Country Living

  355 Wurtemburg Rd, Rhinebeck, NY 12572
• 

  $578,500 Sold Jun 04, 2025

  • 1,472 Sq Ft
  • $393/SF
  • 19 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  38 Pond Dr E, Rhinebeck, NY 12572

  Welcome to The Woods, an established community offering a quiet living environment within walking distance of downtown Rhinebeck Village. This extremely well-maintained unit offers a renovated kitchen with custom cabinetry, stainless appliances (including brand new refrigerator) and dining area. The kitchen has a pass through to the living room/dining room. The living/dining room offers a

  Vicki Hickman Houlihan Lawrence Inc.

  38 Pond Dr E, Rhinebeck, NY 12572
• 

  Est $663,014 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  18 Beacham Rd, Rhinebeck, NY 12572

  18 Beacham Rd, Rhinebeck, NY 12572
• 

  

  /35

  $755,000

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  11 Cove Rd, Rhinebeck, NY 12572

  Welcome to this spacious and private 4-bedroom, 2.5-bathroom home situated on 2 acres in the Vanderburgh Cove area of Rhinebeck. The main level features a cathedral-ceiling entry, a bright and open living room, a formal dining room, and a cozy sitting area with a woodstove and nature views. The kitchen is designed for the serious cook, with ample prep and storage space.A separate family

  Heather Bragg ReAttached

  11 Cove Rd, Rhinebeck, NY 12572
• 

  $545,000 Sold May 30, 2025

  • 2,830 Sq Ft
  • $193/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1930

  222 Oriole Mills Rd, Rhinebeck, NY 12572

  MOTIVATED SELLER - Very spacious, serene and bright Colonial home in the beautiful town of Rhinebeck nestled on 3.07 acres of land & steps away from the historic Saw Kill waterfall/creek that was used for wood mills hence the name Oriole Mills originated. The home offers 4-5 BEDROOMS, cedar closets in the primary bedroom, 3 FULL BATHS, 2 car garage, large living room w/ hardwood floors &

  Julie Goldberg HomeSmart Homes & Estates

  222 Oriole Mills Rd, Rhinebeck, NY 12572
• 

  

  /34

  Est $808,126 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,960 Sq Ft

  23 Enterprise Rd, Rhinebeck, NY 12572

  23 Enterprise Rd, Rhinebeck, NY 12572
• 

  

  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft

  9 Lakeside Dr, Rhinebeck, NY 12572

  Charming Cape Cod Cottage with Private Round Lake Access! Nestled on 2 secluded acres, this well-maintained Cape Cod-style cottage offers 1,425 sq ft of inviting living space and exclusive access to pristine Round Lake—a non-motorized lake ideal for swimming, fishing, canoeing, paddle boarding, and kayaking. The main level features a spacious living room, a sunny kitchen with a dinette area, two

  Sean Eidle BHHS Hudson Valley Properties

  9 Lakeside Dr, Rhinebeck, NY 12572
• 

  $450,000 Sold May 29, 2025

  • 1,194 Sq Ft
  • $377/SF
  • 23 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1985

  52 Pond Dr E, Rhinebeck, NY 12572

  Welcome to The Woods at Rhinebeck, come see this beautifully appointed one-bedroom, 1.5-bathroom condominium. Enter into the living and dining area with a fireplace and beautiful views of the ponds. Sit on your deck with coffee or relax and watch the water at night. Upstairs, a den or loft space offers an ideal office area, and the spacious primary suite includes an en suite bath. There is a

  Bryn Bahnatka Dier BHHS Hudson Valley Properties

  52 Pond Dr E, Rhinebeck, NY 12572
• 

  Est $772,480 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,600 Sq Ft

  289 White Schoolhouse Rd, Rhinebeck, NY 12572

  289 White Schoolhouse Rd, Rhinebeck, NY 12572
• 

  

  /49

  $5,950,000

  • 4 Beds
  • 8 Baths
  • 7,070 Sq Ft

  141 Ackert Hook Rd, Rhinebeck, NY 12572

  Located just 90 seconds from the heart of Rhinebeck Village and sited at the end of a long, boulder-lined drive, Fieldstone offers unparalleled privacy and proximity. A private oasis set on 31 acres, this masterfully crafted custom modern farmhouse is surrounded by open lawns, pastures, old-growth forest, historic stone walls, and a flowing stream. The light-filled great room dazzles with

  Lindsay Allen Upstate Down

  141 Ackert Hook Rd, Rhinebeck, NY 12572
• 

  $1,625,000 Sold May 29, 2025

  • 2,600 Sq Ft
  • $625/SF
  • 252 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  4 Wolcott Dr, Rhinebeck, NY 12572

  Gracious country retreat was built in 2008 by Del Wolcott, Wolcott Builders, one of the premier high-end builders of the Hudson Valley. It is sited privately on over 25 pastoral and wooded acres. The property is protected from significant development by the Winakee Land Trust and is surrounded by large parcels in conservation. It also enjoys access to the Landsman Kill Trail system for equestrian

  Vicki Hickman Houlihan Lawrence Inc.

  4 Wolcott Dr, Rhinebeck, NY 12572
• 

  Est $674,503 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,873 Sq Ft

  133 White Schoolhouse Rd, Rhinebeck, NY 12572

  133 White Schoolhouse Rd, Rhinebeck, NY 12572
• 

  

  /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
• 

  $465,000 Sold May 25, 2025

  • 1,794 Sq Ft
  • $259/SF
  • 82 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  2 Shady Ln, Rhinebeck, NY 12572

  Forest Park is a great neighborhood off the beaten track, yet close to everything you need. You can always find people out walking, neighbors chatting and kids playing. House is on a corner lot with plenty of great yard space. Inside there's plenty of room to spread out - yet it has a cozy home feel. For those chilly evenings there is a wood fireplace in the living room and a gas stove in the

  MICHELLE FRANCESE Corcoran Country Living

  2 Shady Ln, Rhinebeck, NY 12572

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