Dutchess, NY Homes

• 

  

  

  /35

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,980 Sq Ft

  235 Knob Hill Rd, Stanfordville, NY 12581

  Nestled on 13 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air and a gourmet

  Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
• 

  Explore Milan

• 

  

  

  /22

  $3,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  593 Field Rd Unit 601, Red Hook, NY 12571

  Originally a 19th-century homestead, this two-bedroom cottage overlooking Little Wappinger Creek has been thoughtfully renovated by an interior designer, adding modern comfort to it's historic charm. The home features two bedrooms, one full bath, one half bath, and a spacious eat-in kitchen with both a breakfast bar and dining area.Interior highlights include memory foam beds, quality

  Zev Eisenberg Hudson Modern Co

  593 Field Rd Unit 601, Red Hook, NY 12571
• 

  $2,385,000 Sold Jul 25, 2025

  • 2,433 Sq Ft
  • $980/SF
  • 309 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  10 Boice Rd, Rhinebeck, NY 12572

  (To be built) Arris is a modernist study in site specificity, with iconic angle form mirrored in layout and roofline. The architecture responds to the natural hillside terrain of the siting with angled roof and dramatic contrasting cladding on this single level home.Arris is sited on 9 private primarily wooded acres accessible from a quiet country road and surrounding serene

  DOUG MAXWELL Upstate Modernist

  10 Boice Rd, Rhinebeck, NY 12572
• 

  Est $672,886 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
• 

  

  

  /33

  $1,250,000

  • 5 Beds
  • 5.5 Baths
  • 8,925 Sq Ft

  148 Rowe Rd, Red Hook, NY 12571

  Where historic charm meets retro-chic flair. This extraordinary 8,000+ SF estate seamlessly blends a meticulously preserved 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Whether envisioned as a family compound, luxury inn, or serene retreat, the possibilities are endless, all set on a breathtaking 10-acre gentleman's farm with open lawn, mature trees,

  Joseph Briggs William Pitt Sotheby's Int'l

  148 Rowe Rd, Red Hook, NY 12571
• 

  

  /21

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • House for Rent

  9 Pulvers Ln, Rhinebeck, NY 12572

  This delightful 1940s Cape offers Berkshire Mountain views and serene privacy on 4 acres, tucked away on a private quiet road. The spacious floor plan is filled with charm and character and is offered unfurnished.The first floor features a cozy living area with a wood-burning stove, an eat-in kitchen equipped with a professional Wolf range and direct access to the back deck, plus a full

  PATRICIA JONES Upstate Down

  9 Pulvers Ln, Rhinebeck, NY 12572
• 

  

  /27

  $1,350,000 Sold Jul 24, 2025

  • 615 Sq Ft
  • $2195/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2023

  35 Rocann Dr, Rhinebeck, NY 12572

  Incredible opportunity to build your dream home in Rhinebeck with a newly built modern cottage, essential infrastructure in place, and privately set on over 16 beautiful acres with seasonal mountain views. This unique offering includes a recently built cottage, architectural plans for the main residence, and new infrastructure ready to build upon, including a septic system, drilled well, and

  Hailey Kiesewetter Upstate Down

  35 Rocann Dr, Rhinebeck, NY 12572
• 

  

  /35

  Not Listed For Sale

  TBD Salisbury Turnpike, Rhinebeck, NY 12571

  TBD Salisbury Turnpike, Rhinebeck, NY 12571
• 

  

  /30

  $975,000 Open Sat 1PM - 3PM

  • 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
• 

  

  /25

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • House for Rent

  116 Torre Rock Rd, Red Hook, NY 12571

  Looking for privacy and quiet? This adorable chalet has that and so much more. Totally renovated and updated, outside is tranquil country, inside is stylish and serene. The kitchen is to die for and overlooks part of the almost 17 acres of nature, which includes a pond. Partially fenced in, so no deer, but room for your dog. The open floor plan includes living room with fireplace, dining area and

  Leigh Bahnatka BHHS Hudson Valley Properties

  116 Torre Rock Rd, Red Hook, NY 12571
• 

  $1,250,000 Sold Jul 01, 2025

  • 2,900 Sq Ft
  • $431/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1945

  76-77 E Lake Ln, Red Hook, NY 12571

  Set on four wooded acres, Red Hook Lake Retreat is a three-cottage lakeside compound just 10 minutes from Red Hook Village—one of the Hudson Valley’s most charming towns—and two hours from New York City. With a total of 4 bedrooms and 3.5 bathrooms, each cottage has its own personality, private lake access, and dedicated outdoor space. Together, they offer flexibility for personal use, creative

  Divya Jayachandran Rouse + Co Real Estate LLC

  76-77 E Lake Ln, Red Hook, NY 12571
• 

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  7 Tribune Ln, Red Hook, NY 12571

  7 Tribune Ln, Red Hook, NY 12571
• 

  

  /36

  $1,499,000

  • 5 Beds
  • 3.5 Baths
  • 4,176 Sq Ft

  1598 Jackson Corners Rd, Red Hook, NY 12571

  Welcome to Fallkill Farm, an incredible 37 acre oasis with expansive meadows, wooded buffers, mountain backdrop and Roeliff Jansen Kill frontage. Historic significance and modern amenities converge with the impeccably restored circa 1800 farmhouse featuring updated kitchen w/center island, designer cabinetry, Subzero refrigerator, Wolfe range and soapstone counters. Loaded with period features

  Dan Axtmann BHHS Hudson Valley Properties

  1598 Jackson Corners Rd, Red Hook, NY 12571
• 

  

  /30

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • House for Rent

  125 Round Lake Rd, Rhinebeck, NY 12572

  Offering a very special Rhinebeck, Round Lake summer rental! Rental available Memorial Day weekend through Labor Day weekend for $33,000 (or $11,000 a month with a 2 month minimum). Enjoy swimming, fishing, kayaking, canoeing & watching sunsets from your private dock. Round Lake is a spring fed 29 acres lake located 10 minutes from Rhinebeck village. This country Contemporary 2/3 bedroom and 2

  Kimberly Baker BHHS Hudson Valley Properties

  125 Round Lake Rd, Rhinebeck, NY 12572
• 

  $290,000 Sold Jun 30, 2025

  • Land
  • 9 Acres
  • $31,351 per Acre

  • 91 Days On Market

  15 Ferris Ln, Red Hook, NY 12571

  Situated on a charming country road in Dutchess County is this board of health approved 9.25 acre parcel and is ready to be built on. The property has a meadow that rises to the proposed house site with far reaching views of the rolling hills and surrounding farmland. There is road frontage on both Academy Hill and Ferris Lane. Conveniently located between Pine Plains and Rhinebeck, and just

  PAULA REDMOND Corcoran Country Living

  15 Ferris Ln, Red Hook, NY 12571
• 

  Est $935,529 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  30 Battenfeld Rd, Red Hook, NY 12571

  30 Battenfeld Rd, Red Hook, NY 12571
• 

  

  /37

  $1,595,000

  • 4 Beds
  • 3 Baths
  • 3,980 Sq Ft

  235 Knob Hill Rd, Stanfordville, NY 12581

  Nestled on 56 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, sizeable barn, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air

  Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
• 

  

  /62

  $18,000 per month

  • 5 Beds
  • 2.5 Baths
  • 3,112 Sq Ft
  • House for Rent

  5 Fulton Homestead Rd, Red Hook, NY 12571

  Discover Fulton Homestead, an exceptional Hudson Valley seasonal retreat, where historic charm meets idyllic upstate living. Set on 85 private acres, this beautifully renovated 1790s historic homestead offers the perfect setting to enjoy the region's peak season in comfort, style, and privacy.The property comes alive during the warm-weather months with abundant forsythia and peonies, verdant

  Jennifer Enloe Four Seasons Sotheby's Int.

  5 Fulton Homestead Rd, Red Hook, NY 12571
• 

  

  /53

  $600,000 Sold Jun 27, 2025

  • 1,200 Sq Ft
  • $500/SF
  • 21 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  93 Milan Hill Rd, Red Hook, NY 12571

  Set on over 5.5 acres, this special home has a sizable backyard, charming rock wall plus expansive woods—ideal for outdoor enjoyment and exploration. Located in desirable Milan with Red Hook Schools, and no Red Hook transfer tax!Step inside through the foyer and up the wide wooden staircase to a spacious, open living and dining area with skylights, oversized windows, and Brazilian cherry

  Sara Nelson Keller Williams Realty HV Nort

  93 Milan Hill Rd, Red Hook, NY 12571
• 

  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
• 

  

  /35

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  998 Willow Brook Rd, Clinton Corners, NY 12514

  Scandinavian-inspired living in upstate New York! Welcome to Hopwood House, a naturalist contemporary new build offering sustainable living in Dutchess County. Designed to harmonize with its scenic surroundings, this home showcases exceptional craftsmanship with high-end materials like cedar siding, a metal standing-seam roof, and natural stone. The house is energy-efficient with a passive solar

  Anthony D'Argenzio Houlihan Lawrence

  998 Willow Brook Rd, Clinton Corners, NY 12514
• 

  $80,000 Sold Jun 10, 2025

  • 484 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  575 Fitzsimmons Rd, Red Hook, NY 12571

  This private, beautiful 6-acre parcel is the perfect place to build your dream home. The current owner purchased the land, put up a fabulous permanent glamping tent (on a platform of the ground) and built a shed with a compostable toilet, so there is a lovely place to stay while you build! This lovely parcel is perfectly located on a lovely and quiet country road, just 10 minutes from the village

  Ann Stettner Neil Charles Real Estate, LLC

  575 Fitzsimmons Rd, Red Hook, NY 12571
• 

  Est $242,487 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 944 Sq Ft

  5 King Rd, Red Hook, NY 12571

  5 King Rd, Red Hook, NY 12571
• 

  

  /35

  $1,375,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,782 Sq Ft

  31 Medwyn Ln, Red Hook, NY 12571

  Design Your Dream Modern Retreat - Red Hook, NYThese lots are in the heart of Red Hook offering a rare opportunity to create your own custom-built home, surrounded by nature and minutes from the charm of village life. The one pictured here is one of nine potential sites in a thoughtfully planned development, each offering its own blend of privacy, serenity, and potential. You will

  Charlie Brassard Mahar Real Estate, LLC

  31 Medwyn Ln, Red Hook, NY 12571
• 

  $510,000 Sold May 22, 2025

  • 1,750 Sq Ft
  • $291/SF
  • 70 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  1145 Willow Brook Rd, Milan, NY 12514

  Welcome to Clinton Corners, nestled in the heart of Dutchess County. This peaceful retreat is just a few miles from the charming Village of Rhinebeck, offering the perfect balance of privacy and natural beauty. Set on 5.13 acres, this newly renovated home features an open-concept floor plan, ideal for modern living.The gourmet kitchen boasts white cabinetry, Quartz countertops, stainless steel

  Martina Scheben Coldwell Banker American Homes

  1145 Willow Brook Rd, Milan, NY 12514
• 

  /2

  Est $1,857,029 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,121 Sq Ft

  168 Fishwoods Rd, Red Hook, NY 12571

  168 Fishwoods Rd, Red Hook, NY 12571
• 

  

  /40

  $1,075,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  44 Mitchell Ln, Red Hook, NY 12571

  A Red Hook contemporary Farmhouse sited on a quiet cul-de-sac road. The house was completely rebuilt (everything is new) on the original 5.40 acres home site. Designed and built by New York City and Hudson Valley based Hapeman Design Studio. The studio is known for their attention to quality, detail and easy living style. When you enter this home you are immediately taken by the light filled

  Kimberly Baker BHHS Hudson Valley Properties

  44 Mitchell Ln, Red Hook, NY 12571
• 

  $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
• 

  Est $350,027 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,219 Sq Ft

  152 Ferris Ln, Red Hook, NY 12571

  152 Ferris Ln, Red Hook, NY 12571
• 

  

  /25

  $210,000

  • Land
  • 14 Acres
  • $14,685 per Acre

  0 Medwyn Ln Unit 20253322, Red Hook, NY 12571

  A rare opportunity to own premium buildable land in one of Red Hook's most desirable private communities. Multiple lots are available, with the option to purchase one or all, totaling 14 acres of scenic Hudson Valley landscape. Each lot offers access to a private lake and is set within a peaceful, natural environment just minutes from the charm of Red Hook Village. Design and build with

  Charlie Brassard Mahar Real Estate, LLC

  0 Medwyn Ln Unit 20253322, Red Hook, NY 12571
• 

  $895,000 Sold May 09, 2025

  • 2,954 Sq Ft
  • $303/SF
  • 135 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2016

  276 Rowe Rd, Red Hook, NY 12571

  13 Minutes from the famous village of Rhinebeck awaits a lovingly cared for wonderful 8 years young home in a private setting. 3 Bedrooms, with 2 Full bathrooms and 2 half bathrooms. Two Primary bedrooms, one on the main floor with an ensuite bathroom and one huge 1266 Square feet on the second floor primary bedroom. A finished walkout lower level to accommodate all your needs. On 9.59 acres in a

  Peter Ilani BHHS Hudson Valley Properties

  276 Rowe Rd, Red Hook, NY 12571
• 

  Est $366,702 Not Listed For Sale

  • 3 Beds

  300 South Rd, Stanfordville, NY 12581

  300 South Rd, Stanfordville, NY 12581
• 

  

  /40

  $749,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  23 Briarpatch Ln, Clinton Corners, NY 12514

  Down a long private drive, tucked into the trees and lying perfectly on your five acre retreat is the Briarpatch home. Original builders, this cape cod is a dream. Welcoming you home is a covered front porch, perfect for sitting on your porch swing and listening to the birds while you sip your coffee in the sweet Hudson valley air. Your living room greets you when you walk in with wood stove and

  Chelsea Pollard-Seiler Mondello Upstate Properties

  23 Briarpatch Ln, Clinton Corners, NY 12514
• 

  

  /23

  $879,000 Sold Apr 14, 2025

  • 3,580 Sq Ft
  • $246/SF
  • 170 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  116 Battenfeld Rd, Red Hook, NY 12571

  This 4 bedroom, 3 bath home originally built In 1950 and recently renovated in 2022 offers stunning Catskill Mountain views. The second floor is dedicated entirely to a primary suite with private deck designed to capture encompassing Catskill and sunset views. The kitchen renovated in 2018 anchors the dining room and the living room with a wood burning fireplace and picture window facing west;

  Rachel Hyman-Rouse Rouse + Co Real Estate, LLC

  116 Battenfeld Rd, Red Hook, NY 12571
• 

  Est $610,172 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,990 Sq Ft

  250 South Rd, Stanfordville, NY 12581

  250 South Rd, Stanfordville, NY 12581
• 

  /2

  $325,000

  • Land
  • 18 Acres
  • $18,362 per Acre

  0 Sawmill Rd, Milan, NY 12571

  Fantastic Opportunity to own 17.7 prime acres featuring multiple potential building sites and Catskill mountain views with light clearing. This lightly wooded property includes walking trails throughout, offering easy access and a serene natural setting. Build your dream home in a private haven surrounded by nature and wildlife, all while being just minutes from Red Hook Village and the Taconic

  Margaret Niekrewicz Margaret Mondello Real Estate

  0 Sawmill Rd, Milan, NY 12571
• 

  $250,000 Sold Apr 01, 2025

  • 1,248 Sq Ft
  • $200/SF
  • 77 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1951

  97 North Rd, Red Hook, NY 12571

  Utilized as a weekend retreat for decades, this two-bedroom, two-bathroom home is available for the first time in a long time. The house sits on 1.8 acres and is set back off the roadway and surrounded by trees for privacy. There are two garages and two more storage sheds . A large deck welcomes you to the front door. Centrally situated between Red Hook, Rhinebeck, Pine Plains, Millbrook and

  Richard Brenner Rich Brenner Realty, LLC

  97 North Rd, Red Hook, NY 12571
• 

  Est $582,004 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,168 Sq Ft

  386 Willow Glen Rd, Red Hook, NY 12571

  386 Willow Glen Rd, Red Hook, NY 12571
• 

  

  /34

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  35 Rowe Rd, Red Hook, NY 12571

  Set on 2.2 scenic acres, this spacious Raised Ranch offers a perfect blend of comfort and versatility. The main level features a primary bedroom with en-suite bathroom, two additional bedrooms, and a full hall bathroom. The living room with woodburning stove flows into the dining area with sliders to the deck—ideal for indoor-outdoor entertaining. The kitchen includes a center island and plenty

  Rita Longo Howard Hanna Rand Realty

  35 Rowe Rd, Red Hook, NY 12571
• 

  

  /29

  $840,000 Sold Mar 14, 2025

  • 2,092 Sq Ft
  • $402/SF
  • 58 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1968

  348 Willow Glen Rd, Red Hook, NY 12571

  This gorgeous A-frame—featured in both Dwell and Vogue magazines—combines countryside charm with mid-century modernism in the heart of the Hudson Valley. The Red Hook home sits on six wooded acres, around the corner from a natural swimming hole, yet only minutes away from the Taconic State Parkway. A welcoming, cottage-like exterior opens into a thoughtfully designed, architectural home

  Sarah Finch The Kinderhook Group, Inc.

  348 Willow Glen Rd, Red Hook, NY 12571

Showing Results 1 - 40, Page 1 of 18