Dutchess, NY Homes

• 

  Est $507,385 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,173 Sq Ft

  220 Slate Quarry Rd, Rhinebeck, NY 12572

  220 Slate Quarry 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
• 

  $517,000 Sold May 23, 2025

  • 1,415 Sq Ft
  • $365/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  128 Sandalwood Ln Unit 47C, Rhinebeck, NY 12572

  Welcome to the Gardens at Rhinebeck. This end unit, single level condo offers the perfect combination of community and privacy with views of open green spaces on 3 sides. Enter past a sweet kitchen to a bright living room featuring hardwood floors, a fireplace and vaulted ceilings. A separate dining area has sliding glass doors to private deck. Two generously sized bedrooms and two full baths

  ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

  128 Sandalwood Ln Unit 47C, Rhinebeck, NY 12572
• 

  Est $610,099 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,440 Sq Ft

  445 White Schoolhouse Rd, Rhinebeck, NY 12572

  445 White Schoolhouse Rd, Rhinebeck, NY 12572
• 

  

  

  /33

  $850,000

  • 3 Beds
  • 2 Baths
  • 3,300 Sq Ft

  141 Lamoree Rd, Rhinebeck, NY 12572

  Tucked away on over 7 bucolic acres in Rhinebeck, this charming Cape Cod-style home offers comfort, privacy, and inspiring creative spaces. Once home to a highly regarded artist whose work has been featured in MoMA, the Whitney, and the Smithsonian, the property carries a quiet creative legacy that still resonates.The three-bedroom, two-bath residence is set well back from the road, framed by

  SHERI SCEROLER Four Seasons Sotheby's Int.

  141 Lamoree Rd, Rhinebeck, NY 12572
• 

  $1,900,000 Sold May 21, 2025

  • 5,092 Sq Ft
  • $373/SF
  • 20 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1990

  16 Winston Dr, Rhinebeck, NY 12572

  This architect designed, modern barn style home is set off a quiet road in the vibrant town of Rhinebeck. This home is privately nestled on three partially wooded acres, offering serene views of ornamental and soaring hardwood trees, rock outcroppings, charming stone walls, perennial gardens, and an inviting in-ground saline swimming pool. Inside, this stunning 4-bedroom, 5-bathroom

  Kimberly Cantine Halter Associates Realty Inc

  16 Winston Dr, Rhinebeck, NY 12572
• 

  Est $1,431,017 Not Listed For Sale

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

  230 Pells Rd, Rhinebeck, NY 12572

  230 Pells Rd, Rhinebeck, NY 12572
• 

  

  /24

  $325,000

  • 1 Bed
  • 1 Bath
  • 981 Sq Ft

  34 Bartles Landing, Rhinebeck, NY 12572

  Country Cottage in the beautiful Silver Lake community, Northern Dutchess County, NY. Motivated seller, moving out of state! Present all reasonable offers. The perfect getaway, weekend retreat, spring, summer, seasonal living. Could easily be made a year round living home. Family owned for generations. Picture perfect setting, quiet, peaceful, privacy all around. You and nature! All new

  Lynn Simmons Dixon Smith Realty

  34 Bartles Landing, Rhinebeck, NY 12572
• 

  $200,000 Sold May 15, 2025

  • 1,782 Sq Ft
  • $112/SF
  • 94 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  621 Milan Hollow Rd, Rhinebeck, NY 12572

  This is a rare find in the Rhinebeck area with so many possibilities. Enjoy the retro vibe, renovate, make it rental income or fix and flip! Beautiful colonial home located on a quiet country road and nestled on over 8 wooded acres. Retro kitchen with tons of cabinets and counter space, formal dining area, and living room warmed by a cozy wood-burning stove – efficient for offsetting heating

  Sandra Spector Howard Hanna Rand Realty

  621 Milan Hollow Rd, Rhinebeck, NY 12572
• 

  

  /35

  Est $1,471,435 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  169 Pells Rd, Rhinebeck, NY 12572

  169 Pells Rd, Rhinebeck, NY 12572
• 

  

  /43

  $1,850,000

  • 3 Beds
  • 4.5 Baths
  • 4,052 Sq Ft

  203 Silver Lake Rd, Rhinebeck, NY 12572

  Tucked away on 20 peaceful acres in the scenic Town of Clinton, this distinctive contemporary retreat offers the rare combination of seclusion, style, and convenience. With the cachet of a Rhinebeck mailing address, inclusion in the Rhinebeck Central School District, and a location just minutes from Rhinebeck, Red Hook, and Millbrook, the property blends upscale country living with modern

  Sean Eidle BHHS Hudson Valley Properties

  203 Silver Lake Rd, Rhinebeck, NY 12572
• 

  $715,000 Sold May 09, 2025

  • 2,035 Sq Ft
  • $351/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1935

  43 S Parsonage St, Rhinebeck, NY 12572

  This charming 1935 Sears & Roebuck home is nestled on a spacious 0.29-acre lot in the heart of Rhinebeck Village, blends classic character with modern flexibility. As a legal two-family property, it offers great potential for rental income, a private in-law suite, or extra space for your family’s needs.The main house features warm oak hardwood floors throughout, enhancing the inviting living

  Daniel Staley Staley Real Estate, LLC

  43 S Parsonage St, Rhinebeck, NY 12572
• 

  Est $503,859 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,760 Sq Ft

  2 Jardem Ct, Rhinebeck, NY 12572

  2 Jardem Ct, Rhinebeck, NY 12572
• 

  

  /12

  $225,000

  • Land
  • 0.86 Acre
  • $261,628 per Acre

  0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572

  Peaceful Double Lot in Sepasco Village with Shared Lake Access. Welcome to a rare opportunity in the tranquil eastern corner of Rhinebeck. This flat and usable .08-acre double lot in Sepasco Village offers a serene setting just moments from the sparkling waters of Lake Sepasco—a glacial, spring-fed lake known for its peaceful beauty, 30-foot depths, and motor-free quiet. Surrounded by trees and

  Daniel Staley Staley Real Estate, LLC

  0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572
• 

  $520,000 Sold May 05, 2025

  • 1,985 Sq Ft
  • $262/SF
  • 148 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1910

  134 River Rd, Rhinebeck, NY 12572

  Location, location, location. This charming River Rd. Cottage is nestled along Rhinebeck's most prestigious and picturesque roads. Built in 1910 as an Astor tenant house, with a long tree-lined driveway, is a true gem. This private 1.2-acre lot has southern exposure featuring two bedrooms and two full baths, a perfect getaway with unlimited potential. The convenient location and vintage structure

  KRISTIN HANSON Upstate Down

  134 River Rd, Rhinebeck, NY 12572
• 

  /2

  Est $620,024 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,260 Sq Ft

  637 Route 308, Rhinebeck, NY 12572

  637 Route 308, Rhinebeck, NY 12572
• 

  

  /34

  $619,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  146 Sandalwood Ln Unit 54B, Rhinebeck, NY 12572

  Enjoy maintenance-free living in this beautiful condo in "The Gardens". You will love the custom kitchen and wood floors throughout the first floor. The lovely living room has a wood-burning fireplace. The dining room's sliding glass doors lead to a new screened porch where you will want to linger to take in the quiet green meadow all around you. On the second floor you will find the primary

  SUSAN PACIA-PECKMANN BHHS Hudson Valley Properties

  146 Sandalwood Ln Unit 54B, Rhinebeck, NY 12572
• 

  

  /32

  $2,150,000 Sold May 01, 2025

  • 4,690 Sq Ft
  • $458/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2020

  30 Forest Ct, Rhinebeck, NY 12572

  Nestled down a long, winding driveway at the end of a private cul-de-sac, Forest Court is a fully realized modern farmhouse on just under five acres outside the village bounds, yet within walking distance to Rhinebeck Schools and downtown. With an ideal setting and location in Rhinebeck, every aspect that makes life enjoyable and effortless has been carefully considered, providing the foundation

  Sarah Kardos Four Seasons Sotheby's Int.

  30 Forest Ct, Rhinebeck, NY 12572
• 

  Est $445,060 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 5,222 Sq Ft

  45 Wurtemburg Rd, Rhinebeck, NY 12572

  45 Wurtemburg Rd, Rhinebeck, NY 12572
• 

  

  /13

  $985,000

  • Land
  • 31 Acres
  • $31,409 per Acre

  TBD Lot #1 New York 308, Rhinebeck, NY

  One minute from the charm of Rhinebeck village, these 30 acres offer a rare blend of openness and intimacy. Rolling pastures give way to wildflower fields and a quiet pond, all bordered by a hush of mature woods. It’s the kind of land that holds space—for slowing down, for dreaming big, for building something that feels like home.Whether you imagine a country retreat, a working homestead, or a

  Jonathan Berry Upstate Down

  TBD Lot #1 New York 308, Rhinebeck, NY
• 

  $1,320,000 Sold Apr 25, 2025

  • 2,139 Sq Ft
  • $617/SF
  • 310 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  302 Metzger Rd, Rhinebeck, NY 12572

  Introducing 302 Metzger, a quintessential 1850’s farmhouse on a vast 45-acre parcel just minutes from both the villages of Rhinebeck & Red Hook. This country charmer has been lovingly refreshed to maintain many of its original details; that are so desired and sought after. Nicely nestled on a hilltop, the home is surrounded by mature trees, meadows, pastures, a period carriage house & 1920’s

  KAROLINA CZEKAJ Corcoran Country Living

  302 Metzger Rd, Rhinebeck, NY 12572
• 

  Est $1,282,811 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,435 Sq Ft

  17 Buttonwood Ln, Rhinebeck, NY 12572

  17 Buttonwood Ln, Rhinebeck, NY 12572
• 

  

  /17

  $135,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  6842 U S 9, Rhinebeck, NY 12572

  Welcome to 6842 Route 9 North, Lot #24 – a beautifully updated 2-bedroom, 1-bath mobile home nestled in a peaceful and friendly community in the heart of Rhinebeck. From the moment you walk in, you’ll be greeted by a warm, inviting space that feels like home. Whether you’re starting fresh, downsizing, or looking for an affordable weekend getaway, this gem offers comfort, style, and convenience in

  Beatrice Dorlean-Cornet Redfin Real Estate

  6842 U S 9, Rhinebeck, NY 12572
• 

  $290,000 Sold Apr 22, 2025

  • 1,092 Sq Ft
  • $266/SF
  • 168 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1952

  536 River Rd, Rhinebeck, NY 12572

  Welcome to a rare gem in the heart of Rhinebeck! This unique offering features two properties—534 and 536 River Road—providing an exceptional opportunity for both personal use and investment potential. Nestled on a tranquil stretch of River Road, this property is perfect for those seeking a serene retreat while remaining close to the vibrant community. The main house, a well-maintained property

  PATRICIA JONES Upstate Down

  536 River Rd, Rhinebeck, NY 12572
• 

  Est $692,734 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,833 Sq Ft

  336 Route 308, Rhinebeck, NY 12572

  336 Route 308, Rhinebeck, NY 12572
• 

  

  /36

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft

  31 Sandalwood Ln, Rhinebeck, NY 12572

  BACK ON MARKET, FULLY AVAILABLE! Welcome to easy, one-level, maintenance-free living at the Gardens at Rhinebeck. Meticulously maintained 2-bedroom, 2-bath end unit features an open-concept layout that is filled with natural light. Updates feature oak flooring throughout, efficient forced air heat pump for heating and cooling, new water heater and updated kitchen with 42" cabinets, granite

  Justin LaFalce KW MidHudson

  31 Sandalwood Ln, Rhinebeck, NY 12572
• 

  $385,000 Sold Apr 16, 2025

  • 1,684 Sq Ft
  • $229/SF
  • 201 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  6 Jardem Ct, Rhinebeck, NY 12572

  This delightful 1960's Ranch style home has been in the same family for over 50 years. A bright and sunny Living Room welcomes you in and has a brick fireplace that will warm your chilly nights and give holiday cheer. The formal Dining room is a place to gather and enjoy a great meal prepared in the "Betty Crocker" Kitchen with a lovely window overlooking the back yard. Barbecues on the back Deck

  Catherine Mondello Mondello Upstate Properties

  6 Jardem Ct, Rhinebeck, NY 12572
• 

  Est $1,059,907 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,366 Sq Ft

  11 Peacock Rd, Rhinebeck, NY 12572

  11 Peacock Rd, Rhinebeck, NY 12572
• 

  

  /26

  $650,000

  • 3 Beds
  • 2 Baths
  • 2,279 Sq Ft

  2 Marquette Dr, Rhinebeck, NY 12572

  Tucked onto a serene property just shy of 1acre, this handsome log-style Post & Beam home is in harmony with its natural surroundings. Sheltered by towering pines, it evokes a sense of rustic charm along with sturdy craftsmanship. Step onto the full-length rocking chair porch and experience a hearty welcome. Inside, the great room’s vaulted beamed ceiling, wood floors and doors are the tone of

  Eliane Abramoff Four Seasons Sothebys Intl

  2 Marquette Dr, Rhinebeck, NY 12572
• 

  $825,000 Sold Apr 11, 2025

  • 1,696 Sq Ft
  • $486/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  2 Libera Ct, Rhinebeck, NY 12572

  RHINEBECK-Desirable location 5 minutes from Rhinebeck Village center. A quiet and peaceful cul-de-sac setting, this ranch has plentiful natural light with a great flow. The semi-open floor plan brings indoor and outdoor living together, with a separate wing consisting of 3 bedrooms and 2 full updated bathrooms. Beautiful wood floors, a unique stone fireplace, and central air conditioning. There

  Dana Goldberg Houlihan Lawrence Inc.

  2 Libera Ct, Rhinebeck, NY 12572
• 

  Est $1,720,316 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  262 Route 308, Rhinebeck, NY 12572

  262 Route 308, Rhinebeck, NY 12572
• 

  

  /45

  $3,750,000

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  33 Pells Rd, Rhinebeck, NY 12572

  This magnificent Modern Farmhouse, sheltered in an elegant landscape of rolling hills, mature trees, colorful gardens and a 7-acre lake, is the quintessential Hudson Valley retreat on 43+ picturesque acres. Located an easy five minutes from historic, cultural-rich Rhinebeck Village, it’s the country destination for the sophisticated buyer who values privacy, property and proximity. The striking

  Peggy Santamorena Houlihan Lawrence Inc.

  33 Pells Rd, Rhinebeck, NY 12572
• 

  $479,000 Sold Mar 31, 2025

  • 1,360 Sq Ft
  • $352/SF
  • 135 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  9 3rd Ave, Rhinebeck, NY 12572

  Located in the highly sought-after Rhinebeck School District with low taxes, this home is a rare gem! This stunning home, just minutes from Rhinebeck, offers the perfect blend of tranquility and modern living—with convenient lake access!Step inside and be greeted by a bright, airy layout filled with natural light. The spacious living area flows seamlessly into a gorgeous kitchen, making

  PATRICIA JONES Upstate Down

  9 3rd Ave, Rhinebeck, NY 12572
• 

  Est $1,430,751 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 4,237 Sq Ft

  151 Knollwood Rd, Rhinebeck, NY 12572

  151 Knollwood Rd, Rhinebeck, NY 12572
• 

  

  /44

  $4,500,000

  • 5 Beds
  • 4.5 Baths
  • 6,124 Sq Ft

  93 Mill Rd, Rhinebeck, NY 12572

  Upstate Down Interiors presents, The Mill House. Tucked into ten curated acres just outside the village of Rhinebeck, The Mill House stands as a statement of subtle luxury—where design is not dictated by trend, but by timelessness. Originally built in 1991 and now exquisitely reimagined, this 4-bedroom, 4.5-bath main residence, accompanied by a 1-bedroom guest house and an ensemble of deeply

  Delyse Berry Upstate Down

  93 Mill Rd, Rhinebeck, NY 12572
• 

  $750,000 Sold Mar 31, 2025

  • 1,800 Sq Ft
  • $417/SF
  • 155 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  1577 Centre Rd, Rhinebeck, NY 12572

  Outstanding Value with Endless Potential!This custom-built Cape Cod-style home in Rhinebeck, NY, offers incredible opportunities to maximize its space and functionality. Set on a serene 3+ acre lot, this 1,800 sq. ft. residence provides the freedom to expand its square footage and usability—finish the basement, extend the deck, or add a pool to create your dream home and elevate your

  Michael Jenney Keller Williams Realty

  1577 Centre Rd, Rhinebeck, NY 12572
• 

  Est $1,318,071 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,749 Sq Ft

  329 Wurtemburg Rd, Rhinebeck, NY 12572

  329 Wurtemburg Rd, Rhinebeck, NY 12572
• 

  

  /35

  $1,695,000

  • 5 Beds
  • 5.5 Baths
  • 5,238 Sq Ft

  15 Old Farm Rd, Rhinebeck, NY 12572

  Tucked on a quiet private road under ten minutes from Rhinebeck Village, this 5-bedroom custom craftsman estate offers beautiful, high quality art-deco style for those seeking a break from the sea of sterile new builds and stark modernism. Built with the utmost quality, oak floors, premium custom windows and doors, and brass hardware throughout. A bevy of high technology make the home energy

  Zev Eisenberg Hudson Modern Co

  15 Old Farm Rd, Rhinebeck, NY 12572
• 

  $670,000 Sold Mar 25, 2025

  • 3,000 Sq Ft
  • $223/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  258 Pells Rd, Rhinebeck, NY 12572

  Rhinebeck anyone? On a quiet road within less than 10 minutes from the village a charming 3-bedroom ranch house awaits. With an unfinished walkout lower level for all your future plans as a Playroom or an office. hot-tub, deck overlooking nature, 2 sheds and a play set are all included. The house sits on 5.23 Acres. In the last few years, the owners have spent more than $80,000 on a new roof, new

  Peter Ilani BHHS Hudson Valley Properties

  258 Pells Rd, Rhinebeck, NY 12572
• 

  Est $648,886 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  316 Wurtemburg Rd, Rhinebeck, NY 12572

  316 Wurtemburg Rd, Rhinebeck, NY 12572

Showing Results 81 - 120, Page 3 of 18