Dutchess, NY Homes

• 

  

  

  /50

  $729,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,971 Sq Ft

  546 Hicks Hill Rd, Stanfordville, NY 12581

  Beautiful Colonial lives like a 4-bedroom featuring a covered porch with wooden rocking bench. Enjoy the beauty of over 5 acres of nature. Long driveway leads to 2 car garage set back off the road. Privacy with convenience and a short ride to the Taconic State Parkway. Inside, enjoy the fantastic layout of a perfectly designed colonial with maximum space and superior design including a spacious

  

  Joseph Iannibelli

  Keller Williams NY Realty

  (845) 444-3630

  546 Hicks Hill Rd, Stanfordville, NY 12581
• 

  

  

  /6

  $1,200 per month

  • 1 Bath
  • 494 Sq Ft
  • Apartment for Rent

  7794 S Main St, Pine Plains, NY 12567

  Pine Plains First floor single level studio apartment.New floors and paint. Move in ready.Mo pets, No smokingProspective tenant should be prepared to complete a rental application and supply the cover sheet to credit scores. All information is subject to landlord review and approval.

  

  Larry Havens

  Havens Real Estate

  (518) 806-2707

  7794 S Main St, Pine Plains, NY 12567
• 

  $465,000 Sold Aug 28, 2025

  • 1,240 Sq Ft
  • $375/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  252 Ernest Rd, Millbrook, NY 12545

  Situated on a bucolic road is this charming two bedroom, one bath cottage perfect for enjoying life in the country. This home has an inviting and comfortable interior complete with hardwood floors. Surrounded by larger estates, one can enjoy picturesque views of farmland to the east and north, and to the west spectacular winter sunsets over the Catskills. Off the front of the home, a delightful

  Susan Whalen George T Whalen Real Estate

  252 Ernest Rd, Millbrook, NY 12545
• 

  Est $5,518,384 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,398 Sq Ft

  123 Creamery Rd, Stanfordville, NY 12581

  123 Creamery Rd, Stanfordville, NY 12581
• 

  

  

  /50

  $3,995,000

  • 4 Beds
  • 4 Baths
  • 4,103 Sq Ft

  476 Carpenter Hill Rd, Pine Plains, NY 12567

  Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

  

  Rebecca Doh

  William Raveis Lifestyles Rlty

  (518) 594-8655

  476 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  

  /7

  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 494 Sq Ft
  • Apartment for Rent

  7794 S Main St Unit 1, Pine Plains, NY 12567

  Brand new clean as a whistle studio apartment in the heart of Pine Plains.One large room with a separate bath with a shower.No Pets, No smokingProspective tenant should be prepared to complete a rental application and supply the cover sheet to credit scores. All information is subject to landlord review and approval.

  

  Larry Havens

  Havens Real Estate

  (518) 667-7062

  7794 S Main St Unit 1, Pine Plains, NY 12567
• 

  

  /37

  $665,000 Sold Aug 15, 2025

  • 1,640 Sq Ft
  • $405/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1810

  2067 County Road 83, Pine Plains, NY 12567

  Welcome to a little slice of upstate magic. Tucked into the quiet hamlet of Pine Plains, this beautifully restored 1810 cottage offers that elusive blend of historic charm and modern comforts. Set on 1.16 acres of lush gardens and mature trees, the property invites you to slow down and stay awhile. The three-bedroom, two-bath home has been lovingly maintained and updated over the years, with

  William Golan Compass Greater NY, LLC

  2067 County Road 83, Pine Plains, NY 12567
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  48 Old Bulls Head Rd, Clinton Corners, NY 12514

  48 Old Bulls Head Rd, Clinton Corners, NY 12514
• 

  

  /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

  (845) 385-1249

  35 Rowe Rd, Red Hook, NY 12571
• 

  

  /19

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  1684 County Rd 83, Pine Plains, NY 12567

  Newly renovated 1790's barn is set at the edge of the woods with a terraced view of a rising valley. Wild life roams freely through the property. Birds and butterfly flit about. Solace and privacy abounds. Free to roam the land, use a portion of the garden or sit at the water's edge, the sunlit hill or the meadow for contemplation. This home is fully furnished with the finest furniture, antiques

  1684 County Rd 83, Pine Plains, NY 12567
• 

  $390,000 Sold Aug 11, 2025

  • Land
  • 25 Acres
  • $15,606 per Acre

  • 54 Days On Market

  285 South Rd, Stanfordville, NY 12581

  Welcome to 24.99 Acres of Scenic Tranquility and Endless PossibilitiesDiscover the beauty and serenity of nearly 25 acres of gently rolling, wooded land, featuring captivating natural water elements—including two tranquil ponds and a meandering stream. A constructed driveway and underground electric service lead you deep into the heart of the property, where a charming barn stands

  Michael Tellerday Houlihan Lawrence Inc.

  285 South Rd, Stanfordville, NY 12581
• 

  

  /14

  Est $135,500 Not Listed For Sale

  573 Willow Brook Rd, Clinton Corners, NY 12514

  573 Willow Brook Rd, Clinton Corners, NY 12514
• 

  

  /29

  $1,475,000

  • 4 Beds
  • 4.5 Baths
  • 3,090 Sq Ft

  36 Market Ln, Clinton Corners, NY 12514

  Originally built in 1836, this beautifully renovated Federal-style farmhouse is rich with history and character, once part of the Underground Railroad and also used as a Quaker meeting hall. Set on over four acres with Willow Brook meandering through, this one-of-a-kind property offers a peaceful, storied setting with modern comfort woven throughout.Inside, original wide board floors,

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  36 Market Ln, Clinton Corners, NY 12514
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  /9

  $2,000 per month

  • 1 Bath
  • 1,390 Sq Ft
  • Apartment for Rent

  5886 New York 82 Unit 1, Stanfordville, NY 12581

  Step into comfort and space with this beautiful apartment located in the heart of Stanfordville. This home features a large, open room with plenty of natural light, perfect for creating the ideal living area, office, or multi-use space to fit your lifestyle.Nestled in a peaceful and scenic neighborhood, you’ll enjoy the best of both worlds—quiet country living surrounded by nature, with

  Alayza Rivera RE/MAX Town & Country

  5886 New York 82 Unit 1, Stanfordville, NY 12581
• 

  $430,000 Sold Aug 08, 2025

  • 3,075 Sq Ft
  • $140/SF
  • 65 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  86 Quarfelt Rd, Clinton Corners, NY 12514

  Plenty of room for all! Very private, oversized ranch set on 7.2 peaceful acres. Beautiful area, neighboring stunning properties and horse farms. Just minutes to the Taconic State Parkway. This home offers 4 bedrooms and 3 full bathrooms. The stainless and granite kitchen with island opens up to the dining area/ family room and living room with fireplace. The 3-season room is adjacent to a

  Lynne Riccoboni BHHS Hudson Valley Properties

  86 Quarfelt Rd, Clinton Corners, NY 12514
• 

  /2

  Est $535,942 Not Listed For Sale

  • Studio
  • 4,032 Sq Ft

  7795 S Main St, Pine Plains, NY 12567

  7795 S Main St, Pine Plains, NY 12567
• 

  

  /42

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,820 Sq Ft

  544 Willow Brook Rd Unit 546, Clinton Corners, NY 12514

  This property is tucked away in the town of Stanford, a scenic area in Dutchess County. The 25 acre setting is perfect for recreation. The home that offers large living spaces and wonderful natural light. Within the home, a country kitchen opens to a spacious dining/living room with access to a screened porch and deck overlooking the front yard. Double windows in the family room frame the scenery

  Susan Whalen George T Whalen Real Estate

  544 Willow Brook Rd Unit 546, Clinton Corners, NY 12514
• 

  

  /19

  $4,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,450 Sq Ft
  • House for Rent

  1640-1642 Bulls Head Rd, Clinton Corners, NY 12514

  Furnished 6 month rental home available October 1st - Relax and enjoy this renovated 1890's farmhouse is set on 2.49 acres in the town of Stanford. The home features a spacious living room, two bedrooms and a full bath. On the lower level, there is a wonderful family room with original beamed ceiling, fireplace, newly renovated kitchen and half bathroom with a laundry area. On the second level

  Rebecca Agosta BHHS Hudson Valley Properties

  1640-1642 Bulls Head Rd, Clinton Corners, NY 12514
• 

  $3,325,000 Sold Aug 08, 2025

  • Land
  • 266 Acres
  • $12,500 per Acre

  • 264 Days On Market

  0 Hunns Lake Unit ONEH6332931, Stanfordville, NY 12581

  As you drive up through the trees, and crest the hill at Rosebrook, your attention will be pulled and your heart stirred by pristine views of the Hudson Highlands and Catskill Mountains. Sweeping meadows, dramatic bluffs, waterfalls, abundant trails, and private forestland characterize this 266 acre property, with all views protected by conservation easements. Perfect for play and preservation,

  Candy Anderson Compass Greater NY, LLC

  0 Hunns Lake Unit ONEH6332931, Stanfordville, NY 12581
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  7604 Route 82, Pine Plains, NY 12567

  7604 Route 82, Pine Plains, NY 12567
• 

  

  /38

  $765,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  21 Pine Knoll Ln, Clinton Corners, NY 12514

  Nestled at the end of a long, private drive, this single-level retreat set on 5 wooded acres offers exceptional privacy surrounded by a beautiful natural setting. Located just 15 minutes from Rhinebeck Village, this renovated cedar-sided home features lovely outdoor areas including a screened-in porch, large deck and a heated lap pool.The bright and airy living area welcomes you with

  Hailey Kiesewetter Upstate Down

  21 Pine Knoll Ln, Clinton Corners, NY 12514
• 

  

  /23

  $8,000 per month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  492 Willow Brook Rd, Clinton Corners, NY 12514

  Beautifully landscaped acreage accented by a beautiful pond filled with koi greet you as you enter the driveway to the peaceful Cape Cod style home situated on a knoll overlooking the grounds. A firepit and patio sit in front of the house which has a large front porch. The backyard has a beautiful bluestone patio with gas grill. The spacious interior has plenty of room for family and guests

  Lisa Fountain Corcoran Country Living

  492 Willow Brook Rd, Clinton Corners, NY 12514
• 

  $565,000 Sold Jul 25, 2025

  • 2,639 Sq Ft
  • $214/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  102 Prospect Hill Rd, Clinton Corners, NY 12514

  Discover the perfect blend of comfort and potential with this charming single-story home situated on over 6 private acres, offering serene country living just one half mile from the Taconic State Parkway. Perched up at the end of a long driveway, the home boasts hardwood floors throughout, the spacious and light-filled interior features an open, convenient floor plan with three bedrooms and two

  Jo-Ann Campagiorni

  102 Prospect Hill Rd, Clinton Corners, NY 12514
• 

  Est $666,733 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,042 Sq Ft

  119 Ridge Rd, Clinton Corners, NY 12514

  119 Ridge Rd, Clinton Corners, NY 12514
• 

  

  /35

  $899,000

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  5 Willow Brook Ridge, Clinton Corners, NY 12514

  Set down a long private drive, this classic cape cod style home offers exceptional privacy on a 5 acre wooded lot within a beautiful residential pocket just 15 minutes from Rhinebeck Village. A true retreat, the property offers multiple outdoor areas of enjoyment including a large heated, gunite pool, rear deck, front porch, and expansive lawn.Wide plank pine wood floors flow throughout

  Jonathan Berry Upstate Down

  5 Willow Brook Ridge, Clinton Corners, NY 12514
• 

  

  /44

  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft
  • House for Rent

  358 Shelley Hill Rd, Stanfordville, NY 12581

  Welcome to a rare and remarkable retreat on 129 acres comprised of meadows, woods, and miles of groomed walking trails. This breathtaking property features two large private ponds - one complete with dock - and a meticulously renovated 1940s stone carriage house offering nearly 3,000 square feet of refined modern living. The lower level of this 2-story home boasts a living room with sleeper sofa,

  LILLIAN LIN Rouse + Co Real Estate LLC

  358 Shelley Hill Rd, Stanfordville, NY 12581
• 

  $6,180,000 Sold Jul 22, 2025

  • 3,750 Sq Ft
  • $1,648/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1999

  895 Route 83, Amenia, NY 12501

  Middlefield, an iconic country estate set on 45 acres in the scenic Hudson Valley is being offered for sale for the first time in its history. The house, designed by AD 100 architect and author of The Great American House, Gil Schafer reflects a deep reverence for classical architecture, craftsmanship, and the natural landscape. Conceived as a place where history and modern living seamlessly

  Ashley Whittaker Spence Compass Greater NY, LLC

  895 Route 83, Amenia, NY 12501
• 

  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
• 

  

  /40

  $749,000

  • 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
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  /16

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  5635-5639 New York 82 Unit 3, Clinton Corners, NY 12514

  Cute and quiet this 2nd floor apartment with all utilities included ( electric, heat, hot water, trash, lawn and snow removal ) This apartment located in a charming 1900's colonial house and features 2 bedrooms , 1 full bath, bonus room ( den, office space, walk in dressing / closet area ) A nice size living room and eat in kitchen provide plenty of natural light on the lovely grounds. Propane

  Rebecca Hanlon Corcoran Country Living

  5635-5639 New York 82 Unit 3, Clinton Corners, NY 12514
• 

  $795,000 Sold Jul 17, 2025

  • 1,690 Sq Ft
  • $470/SF
  • 28 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  6042 Route 82, Stanfordville, NY 12581

  Step into The Willow House, an artfully restored 1880s cottage nestled in the heart of Stanfordville. This charming home has been meticulously revived by a premier local builder known for preserving and elevating historic properties. Every detail was carefully considered in this restoration, with brand-new electrical, plumbing, insulation and sheathing, plus new windows, doors, Hardie

  Alexandra Demetrakis Upstate Down

  6042 Route 82, Stanfordville, NY 12581
• 

  /2

  Est $1,278,322 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  24 Homan Rd, Stanfordville, NY 12581

  24 Homan Rd, Stanfordville, NY 12581
• 

  

  /38

  $875,000

  • 4 Beds
  • 1.5 Baths
  • 2,709 Sq Ft

  7668 Route 82, Pine Plains, NY 12567

  Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an

  Susan Whalen George T Whalen Real Estate

  7668 Route 82, Pine Plains, NY 12567
• 

  

  /20

  $3,250 per month

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft
  • House for Rent

  860 Hunns Lake Rd, Stanfordville, NY 12581

  Peaceful, private 3 bedroom, 3 bath home set in the woods on a mountaintop with a 3/4 deck surrounding the back where you can relax and watch the hawks soar. The inside has an open plan anchored by a double sided fire place that blazes in both the kitchen and living area. Access to the deck is through either the living room for entertaining or kitchen area for grilling. Downstairs has a den

  CATHERINE HOWARD Corcoran Country Living

  860 Hunns Lake Rd, Stanfordville, NY 12581
• 

  $380,000 Sold Jul 17, 2025

  • 1,242 Sq Ft
  • $306/SF
  • 273 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1950

  193 Decker Rd, Stanfordville, NY 12581

  Lovely country 12.50 acres property with two homes in Stanfordville. The property features open meadows, forested lands, meandering stone walls and walking paths. There are two existing homes in good condition both currently rented. A lovely 1950's, 384 sq ft cottage with 1 bedroom, 1 full bathroom, a kitchen/living room with a back deck. The second dwelling is a 1985, 858 sq ft mobile home with

  Kimberly Baker BHHS Hudson Valley Properties

  193 Decker Rd, Stanfordville, NY 12581
• 

  Est $325,286 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  44 Conklin Hill Rd, Stanfordville, NY 12581

  44 Conklin Hill Rd, Stanfordville, NY 12581
• 

  

  /22

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  1104 Cold Spring Rd, Clinton Corners, NY 12514

  Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place,

  Shana Altstaetter Halter Associates Realty Inc

  1104 Cold Spring Rd, Clinton Corners, NY 12514
• 

  

  /9

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • House for Rent

  5 Old Depot Way, Stanfordville, NY 12581

  If you crave a truly unique property, love history, this property might be your ticket to ride. This cottage is part of an historic Train Station in the hamlet of Stanfordville It is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger

  George Langa Houlihan Lawrence Inc.

  5 Old Depot Way, Stanfordville, NY 12581
• 

  $475,000 Sold Jul 11, 2025

  • 2,378 Sq Ft
  • $200/SF
  • 59 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  125 Tick Tock Way, Stanfordville, NY 12581

  Enjoy privacy in this attractive country home in scenic Dutchess County. A welcoming retreat, it's nestled in the midst of 1.9 acres, sited overlooking lawn and woodlands, with seasonal Catskill Mountain views. This charming three bedroom home offers a bright floor plan and has been beautifully maintained and tastefully updated. The living room features a brick fireplace with pellet stove, a

  George Whalen III George T Whalen Real Estate

  125 Tick Tock Way, Stanfordville, NY 12581
• 

  Est $552,336 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,652 Sq Ft

  802 Hunns Lake Rd, Stanfordville, NY 12581

  802 Hunns Lake Rd, Stanfordville, NY 12581

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