Stanfordville, NY Homes for Sale with Acreage

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  /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
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  /50

  $729,000

  • 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
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  /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
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  /11

  $900,000

  • 5 Beds
  • 2.5 Baths
  • 2,413 Sq Ft

  2365 Route 83, Pine Plains, NY 12567

  Rare opportunity to own 160 breathtaking acres in the heart of Pine Plains, featuring rolling fields, wooded terrain, and scenic wetlands. Anchoring the property is an antique farmhouse awaiting restoration, set within a 7 plus acre residential area offering privacy and pastoral charm. Most of the property is protected under a conservation easement, preserving the natural landscape while allowing

  Richard Brenner Rich Brenner Realty, LLC

  2365 Route 83, Pine Plains, NY 12567
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  /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
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  /30

  $825,000

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

  1104 Cold Spring Rd, Red Hook, NY 12571

  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

  1104 Cold Spring Rd, Red Hook, NY 12571
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  /38

  $775,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1220 Hunns Lake Rd, Pine Plains, NY 12567

  1220 Hunns Lake Rd is perfect as a full-time family home or a weekend escape, ideally located for both tranquility and convenience. This charming early 1900's farmhouse in the serene Shekomeko Valley offers 4 bedrooms, 2 bathrooms, and 1,344 square feet on 1.52 bucolic acres. The property boasts views of the surrounding countryside and stunning sunsets. Enter the home through the light-drenched

  Marina Tatistcheff Compass Greater NY, LLC

  1220 Hunns Lake Rd, Pine Plains, NY 12567
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  /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
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  /43

  $1,175,000

  • 5 Beds
  • 3 Baths
  • 2,482 Sq Ft

  303 Hicks Hill Rd, Stanfordville, NY 12581

  Nestled on a country road in West Pine Plains, the Historic Hanlon Hill Farmstead offers a rare opportunity to own a piece of history. This 87-acre property, spanning five parcels, has been in the Hanlon family for six generations. The centerpiece is an 1840s eyebrow colonial home, set back from the road for ultimate privacy. As you enter the farm, you'll pass a serene pond and a charming

  HOMER STALEY JR. Staley Real Estate, LLC

  303 Hicks Hill Rd, Stanfordville, NY 12581
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  /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
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  /36

  $798,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  6392 Route 82, Stanfordville, NY 12581

  Looking for a small farmhouse with abundant land in Dutchess County? This circa 1883 house on a 67-acre lot would be a wonderful place for all your outdoor activities, a place to spread out and explore. Lovely meadows along the road surround the early farmhouse, an old railroad trestle divides the lower meadows, and then the land rises to enchanting woodlands. A series of trails wind through the

  Susan Whalen George T Whalen Real Estate

  6392 Route 82, Stanfordville, NY 12581
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  /36

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  294 Creamery Rd, Stanfordville, NY 12581

  Privately situated off a quiet country road in the Town of Stanford, midway between Millbrook and Rhinebeck, is this log home on 4.9 acres. It offers a unique blend of rustic charm, modern comfort and a deep connection with nature. The home fits perfectly into its surroundings, nestled in the midst of meadows, woodlands, a stream and an abundance of wildlife. The home has a wonderful covered

  Susan Whalen George T Whalen Real Estate

  294 Creamery Rd, Stanfordville, NY 12581
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  /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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  /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
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  /40

  $600,000

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  2 Redmond Way, Stanfordville, NY 12581

  Welcome to your private retreat, complete with 5+ acres of nature. The contemporary home features 3 bedrooms and two full baths. The living room is a flexible space with dining area options, as well as a wood-burning stove perfect for cozy winter days. . A wall of windows invites you to seasonal views and outdoor activities, while the deck off the living room is ideal for morning coffee or

  Louise Bradford HomeSmart Homes & Estates

  2 Redmond Way, Stanfordville, NY 12581
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  /30

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  979 Duell Rd, Stanfordville, NY 12581

  This quintessential Cape Cod with spring-fed pond located on a magnificent farm filled country road between Millbrook and Stanfordville awaits you. Entering, you will find the living room with wood burning fireplace, and a library/den (currently set up as a bedroom). There is an oversized open kitchen with a bay window dining area and abundant storage. Off the kitchen is a heated, bright

  Steve Bruman Corcoran Country Living

  979 Duell Rd, Stanfordville, NY 12581
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  /37

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  11 Tribune Ln, Red Hook, NY 12571

  Picture-perfect vintage vibe meets endless possibilities on 1.6 private acres. This warm, enchanting 3-bed, 2-bath cottage combines nostalgic character with cozy, peaceful country living. From its inviting porch to the sprawling, sunlit yard full of mature trees, every corner of this property whispers warmth and charm. Here you can cultivate charming gardens of flowers and shrubs or grow herbs

  Bettina Louise Sturm Howard Hanna Rand Realty

  11 Tribune Ln, Red Hook, NY 12571
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  /22

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  5760 Route 82, Clinton Corners, NY 12514

  Discover the potential of tranquil living at 5760 Route 82 in Clinton Corners. This 3-bedroom, 2-full bath raised ranch is set on over 5 private acres with a long driveway offering peace, privacy, and space to grow. This home has been beautifully renovated with all new kitchen appliances, new floors, new deck, updated bathrooms as well as new mini splits coming soon for heating and cooling. The

  Alan Amerman Exit Realty Connections

  5760 Route 82, Clinton Corners, NY 12514
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  /21

  $749,000

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft

  37 Stissing Mountain Dr, Pine Plains, NY 12567

  Welcome to 37 Stissing Mountain Drive. Perfectly nestled on 6.9 acres of peaceful woodland, this newly built 2-bedroom, 2-bath home is a modern sanctuary that beautifully balances simplicity, sustainability, and style—just minutes from the heart of Pine Plains NY.Inside you will find a sun-filled, open-concept living space with soaring 22-foot vaulted ceilings that frame sweeping views of the

  Jason Nadeau Compass Greater NY, LLC

  37 Stissing Mountain Dr, Pine Plains, NY 12567
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  /4

  $95,000

  • Land
  • 3.40 Acres
  • $27,941 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

  Debra Allan BHHS Hudson Valley Properties

  0 New York 82, Pleasant Valley, NY 12569
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  /36

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,972 Sq Ft

  97 Wing Rd Unit 101, Millbrook, NY 12545

  The artistry of Coole Park is in the way it unfolds from the center. Two gracious wings on either side of the original 1888 house create an architectural triptych that conveys elegance and comfort in equal measure. Warm wide board floors, soaring French doors, six working fireplaces, and numerous demi-lune windows create a sense of space and style as well as history. To the right of the entryway,

  Candy Anderson Compass Greater NY, LLC

  97 Wing Rd Unit 101, Millbrook, NY 12545
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  /26

  $825,000

  • Land
  • 78 Acres
  • $10,523 per Acre

  Tbd Cold Spring Rd, Red Hook, NY 12571

  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

  Tbd Cold Spring Rd, Red Hook, NY 12571
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  /20

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1814 Route 199, Stanfordville, NY 12581

  One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

  MICHAEL MORRISON Corcoran Country Living

  1814 Route 199, Stanfordville, NY 12581
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  /50

  $524,900

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  1760 Route 199, Stanfordville, NY 12581

  Want country living at its finest? LOOK no further! Nestled halfway between Rhinebeck and Millbrook is this Stanfordville gem! This gorgeous 3 bed 2 & half bath home sits on a majestic acre w/bucolic scenery surrounding you! You even have your own bubbling brook to mesmerize you! Simply sit out on the expansive decking and enjoy the natural beauty that greets you on so many levels that it

  Justina Trainor BHHS Hudson Valley Properties

  1760 Route 199, Stanfordville, NY 12581
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  /6

  $419,000

  • Land
  • 111 Acres
  • $3,775 per Acre

  0 New York 82, Germantown, NY

  Large parcel with frontage on 3 roads for estate, recreation and/or subdivision. Convenient to Taconic Parkway, Hudson, Twin Lakes and Dutchess County.

  David Birch Barns and Farms Realty LLC

  0 New York 82, Germantown, NY
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  /36

  $699,000

  • 7 Beds
  • 5 Baths
  • 4,353 Sq Ft

  2 Hunns Lake Rd, Stanfordville, NY 12581

  Calling all investors! A great opportunity to acquire an income-producing asset with value-add potential, featuring two buildings on one parcel in the heart of Standfordville. The site is over an acre with great frontage on NYS Rt 82. This property has four units consisting of one vacant space that was used as a commercial office in years past (with potential for residential conversion), and

  Ryan Arket Compass Greater NY, LLC

  2 Hunns Lake Rd, Stanfordville, NY 12581
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  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft

  43 Stissing Mountain Dr, Pine Plains, NY 12567

  Welcome to 43 Stissing Mountain Drive — a peaceful and private retreat set on 2 beautifully wooded acres in the heart of the Hudson Valley. This great contemporary home offers 3 bedrooms and 2 bathrooms across 1,862 square feet of comfortable living space. With an open-concept layout, cathedral ceilings, and abundant natural light, the home blends style and function. A cozy fireplace anchors the

  Richard Brenner Rich Brenner Realty, LLC

  43 Stissing Mountain Dr, Pine Plains, NY 12567
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  /41

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  287 Hunns Lake Rd, Stanfordville, NY 12581

  This is the loveliest country home you'll find! The beautiful 3-acre lot is a picture-perfect fresh air delight. No neighbors behind you with about 250 acres of undeveloped woods, rolling hills, and wildlife. No neighbors in front of you either, just a babbling stream that sings to your delight as you side on your "just re-done" front porch. Wide yards and mature trees surround the house's

  Lynda Hoss Weichert Realtors

  287 Hunns Lake Rd, Stanfordville, NY 12581
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  /36

  $549,000

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  5646 Route 82, Clinton Corners, NY 12514

  Clinton Corners adjacent to the Whitlock Preserve - Imagine Strolling Around 4+ Pastoral Acres, complete with a Spring-Fed Pond and Classic Red Barn, Plus, the Ease of One-Story Living in a well- maintained 3-Bedroom Ranch with many recent upgrades & improvements, including a $15,000 Hot Water Heating System & Kitchen Appliances, all new in 2024. Plus a New Roof for the House & Porch in 2016.

  Norm Mackay

  5646 Route 82, Clinton Corners, NY 12514
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  /26

  $2,250,000

  • Land
  • 34 Acres
  • $66,430 per Acre

  7702-7714 S Main St, Pine Plains, NY 12567

  Prime 26.8-Acre Commercial Opportunity in Pine Plains, NYA rare investment opportunity awaits with this 26.8-acre commercial parcel—the last of its kind in the growing town of Pine Plains. Strategically located along South Main St (Route 82) with deeded right of way access from Route 83, this property is fully equipped for development and positioned to capitalize on the area’s increasing demand

  Richard Brenner Rich Brenner Realty, LLC

  7702-7714 S Main St, Pine Plains, NY 12567
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  /42

  $709,000

  • 3 Beds
  • 3 Baths
  • 2,626 Sq Ft

  5692 Route 82, Clinton Corners, NY 12514

  This stunning contemporary is set at the end of a long winding driveway offering privacy and tranquility on 8.6 acres in the desirable town of Clinton Corners in the heart of the Hudson Valley. The entry foyer welcomes you with elegance and scale, drawing you into a sundrenched living room with vaulted ceilings and a wood burning fireplace. The open concept living and dining area have sliding

  Janet Myer Houlihan Lawrence Inc.

  5692 Route 82, Clinton Corners, NY 12514
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  /26

  $825,000

  • Land
  • 78 Acres
  • $10,523 per Acre

  TBD 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

  TBD Cold Spring Rd, Clinton Corners, NY 12514
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  /93

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 3,193 Sq Ft

  1606 Bulls Head Rd, Clinton Corners, NY 12514

  OPEN HOUSE Sunday, July 27 from 11-2. Built circa 1790, this idyllic, 3193 square foot home is the country oasis you have been seeking. Only 1 3/4 hours from NYC, swim in your private pond, stroll through your private woods and relax in the peacefulness of this charming Hudson Valley homestead. With 3 (possibly 4) bedrooms, 2 1/2 bathrooms, a formal dining room and the very large, original

  Richard Byrne Four Seasons Sotheby's Int.

  1606 Bulls Head Rd, Clinton Corners, NY 12514
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  /33

  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,054 Sq Ft

  129 W Meadow Ln, Millbrook, NY 12545

  Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

  Candy Anderson Compass Greater NY, LLC

  129 W Meadow Ln, Millbrook, NY 12545
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  /31

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,661 Sq Ft

  5-15 Old Depot Way, Stanfordville, NY 12581

  If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville 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

  George Langa Houlihan Lawrence Inc.

  5-15 Old Depot Way, Stanfordville, NY 12581
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  /45

  $4,950,000

  • 5 Beds
  • 5.5 Baths
  • 6,310 Sq Ft

  310 Carpenter Hill Rd, Pine Plains, NY 12567

  Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double

  PAULA REDMOND Corcoran Country Living

  310 Carpenter Hill Rd, Pine Plains, NY 12567
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  /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
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  /28

  $387,000

  • 2 Beds
  • 2 Baths
  • 1,596 Sq Ft

  62 Shadblow Ln, Clinton Corners, NY 12514

  Accepted Offer showing only for back up.... Estate sale, Sold as Is.. Charming. Private Log Home boasting an open floor plan with expansive vaulted ceiling to a sky lite loft, 2nd Bedroom and full bath also on the 2nd floor. First floor boasts Living room, Dinning room and Kitchen open to all the space. Large bedroom on the first floor and full bath. Off the Dinning Room via French Doors enjoy

  Brian Woolsey BHHS Hudson Valley Properties

  62 Shadblow Ln, Clinton Corners, NY 12514
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  /13

  $995,000

  • Land
  • 28 Acres
  • $35,035 per Acre

  390 Carpenter Hill Rd, Pine Plains, NY 12567

  With magnificent Catskill Mountain views, this 28 acre estate property is the perfect site to build the home of your dreams. The land features exceptional privacy among gentle rolling fields and stunning sunsets over the valley and the Catskills. There is already a gravel driveway in place plus plans for building, landscaping and septic. Much of the surrounding land is forever protected through

  Dan Kessler Compass Greater NY, LLC

  390 Carpenter Hill Rd, Pine Plains, NY 12567
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  /36

  $610,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  22 Hunns Lake Rd, Stanfordville, NY 12581

  Charming country farm house, circa 1772, in the heart of Stanfordville Ny. Spacious 5 bedroom, 2 bath with bonus room for your office/studio. Picturesque views. Close to Wineries, dining, antiques and Polo. Close to Taconic State Parkway and trains. Additional Information: Amenities:Pedestal Sink,Stall Shower,HeatingFuel:Oil Above Ground,

  Christina Coughlin Hudson Valley Home Connection

  22 Hunns Lake Rd, Stanfordville, NY 12581

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