Homes for Sale near Reginald Bennett Elementary School

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  /21

  $675,000

  • 15 Beds
  • 15 Baths
  • 10,130 Sq Ft

  288-292 Main St, Pine Hill, NY 12465

  The Pine Hill Arms - a Catskills classic, ready for revival! Built in 1882 and set on nearly 2 acres in the heart of Pine Hill, this historic 15-bedroom inn with full-service restaurant, bar, and cafe offers a rare opportunity to reimagine a beloved Catskills institution. With a total interior square footage of over 10,000 sq ft, the property features a spacious lobby, commercial kitchen,

  Laura Warren Coldwell Banker Village Green

  288-292 Main St, Pine Hill, NY 12465
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• 

  

  

  /56

  $355,000 Open Sat 12PM - 2PM

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

  18 Tremper Ave, Phoenicia, NY 12464

  Anchored in the vibrant heart of the Catskills Park, this traditional 1800s village home blends timeless character with thoughtful modern updates. Offering 2 bedrooms, 1.5 baths, and 1,324 sq ft of all-season comfort, the property features a well-tended backyard garden which is an oasis with perennials, mature shade trees and an inviting post-and-beam screened back porch perfect for seasonal

  Leighton Ashley Coldwell Banker Timberland

  18 Tremper Ave, Phoenicia, NY 12464
• 

  

  

  /20

  $325,000

  • 4 Beds
  • 4 Baths
  • 1,801 Sq Ft

  294 Main St, Pine Hill, NY 12465

  FOR SALE: Well maintained three-family on Main St. in desirable, up-and-coming Pine Hill! Easy to access, and easy to manage. 5 minutes to Belleayre Mountain and Belleayre Beach. Currently fully rented, with a recent rent increase, and leases until end of year. Tenants are reliable and responsible. The building holds three apartments: two one-bedroom apartments on the first floor, and a two

  Phyllis Whitehouse-Frome The Catskill Dream Team

  294 Main St, Pine Hill, NY 12465
• 

  

  

  /51

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,442 Sq Ft

  916 Zena Rd, Woodstock, NY 12498

  OPEN HOUSE! Saturday, 7/19 from 1:00-3:00! Woodstock ranch home and separate rental apartment all within 5 minutes of the village. Enjoy sweeping views from the private backyard meadow and the Zena Cornfield conservancy land next door! Within walking distance is the ''Little Deep'' swimming hole, or ride into town for great restaurants, boutiques, farmers' market, flea market, music, theatre

  Amy Lonas Coldwell Banker Village Green

  916 Zena Rd, Woodstock, NY 12498
• 

  

  

  /33

  $990,000

  • 5 Beds
  • 4 Baths
  • 2,426 Sq Ft

  8 Pine Grove St, Woodstock, NY 12498

  Discover a rare investment opportunity in the vibrant enclave of Woodstock, NY with this impeccably restored, 1920s farmhouse professionally designed and legally configured as a two-family residence. This vacant, easy-to-show duplex is a proven income generator, with both units having been rented long-term through June 2025. Financials are available upon request. Property Highlights: New roof and

  Gary Heckelman Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
• 

  

  /17

  $319,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  20 Kelder Rd, Olivebridge, NY 12461

  This lovely, move-in ready cottage is perfect for easy living or a weekend getaway. The rear deck overlooks a cozy green haven with its own fire pit and organic garden. There is so much you can do with this property because it is comletely flat. In winter, enjoy seasonal views of Ashokan High Point. This home has had a number of upgrades within the past two years including new kitchen

  June Mastropietro Mary Collins Real Estate, Inc

  20 Kelder Rd, Olivebridge, NY 12461
• 

  

  /20

  $189,900

  • Land
  • 2.60 Acres
  • $73,038 per Acre

  TBD Bostock Rd, Shokan, NY 12481

  This nearly 3 acre parcel of land is located in the countryside of Shokan NY on a quiet country road at the foothills of the Catskill Mountains. Let your imagination run wild with this level and partially wooded property. Electric is at the road and this parcel may also fit into the future Shokan Sewer District.

  Michael Lawlor Howard Hanna Rand Realty

  TBD Bostock Rd, Shokan, NY 12481
• 

  

  /50

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  15 Maben Rd, Big Indian, NY 12410

  Welcome to Ainslie Bungalow, a charming 1920s Arts and Crafts Homestead on a country lane in Big Indian. Framed by evergreens and mountain views, this storybook property sits on a peaceful lot with perennial gardens, fruit trees, and raised cedar garden beds. Stylishly updated with respect for its original character, the property is conveniently located near towns and amenities, but feels tucked

  Jessica Brasseur Houlihan Lawrence Inc.

  15 Maben Rd, Big Indian, NY 12410
• 

  

  /26

  $430,000

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  14 Lane St, Phoenicia, NY 12464

  Beautifully designed ranch home located on a dead-end in Phoenicia, just down the road from Main Street. The open interior space is a wonderful setting for entertaining or just hanging out. The Wolf 5-burner gas stove is perfect for those that loves to cook. Your kitchen/dining area leads out to your newly renovated deck where you can relax, BBQ and entertain. The oversized carport has a lot of

  Richard Greenspan Ruth Gale Realty

  14 Lane St, Phoenicia, NY 12464
• 

  

  /17

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  4 Willa Ln, Chichester, NY 12416

  Welcome to this sweet, sprawling ranch with over 1,900 square feet of living space! This single-level home offers the perfect blend of comfort and convenience, just two scenic miles from the charming hamlet of Phoenicia.Step inside to discover an open, thoughtfully designed layout where the kitchen truly serves as the heart of the home. With solid wood cabinetry, a breakfast bar, and a

  Sabrina Puppolo Corcoran Country Living

  4 Willa Ln, Chichester, NY 12416
• 

  

  /8

  $289,000

  • Land
  • 10 Acres
  • $28,900 per Acre

  4912 New York 212, Willow, NY 12495

  Discover the opportunity to create your dream escape on this serene 10-acre parcel nestled in the quiet hamlet of Willow, NY. Tucked away in nature yet just a short drive from the vibrant village of Woodstock, this expansive property offers the perfect blend of privacy and proximity. Towering trees, dappled sunlight, and the calming sounds of nature create a peaceful setting for your future home,

  Richard Vizzini Corcoran Country Living

  4912 New York 212, Willow, NY 12495
• 

  

  /25

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,921 Sq Ft

  24 Normandy Ct, West Hurley, NY 12491

  Welcome to 24 Normandy, a spacious and inviting place to call home. Located just 2 miles to the heart of Village of Woodstock sited on a quiet cul de sac with private back yard with beautiful bluestone patio. This turn-key home has everything you have been looking for, generous living space offering both a living room and den with fireplace, a first floor bedroom suite, a renovated and updated

  Sheena Lepez Compass Greater New York, LLC

  24 Normandy Ct, West Hurley, NY 12491
• 

  

  /29

  $185,000

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  37 Ulster and Delaware Turnpike, Big Indian, NY 12410

  LESS THAN A MILE FROM BELLEAYRE MOUNTAIN. Whether you are an avid skier, or just somebody who loves the Catskills, this 1251 sq ft 3 bedroom home is waiting to be updated and transformed into something beautiful. The 1.8 acre property is located on a QUIET DEAD END ROAD, with a wide backyard surrounded by woods, making for a nice private setting. The home, built in 1900, is in need of work, and

  Joshua Slater The Catskill Dream Team

  37 Ulster and Delaware Turnpike, Big Indian, NY 12410
• 

  

  /11

  $749,900

  • Land
  • 28 Acres
  • $26,878 per Acre

  Tbd New York 28, Boiceville, NY 12412

  Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

  Teresa Falkowski Keller Williams Realty HV Nort

  Tbd New York 28, Boiceville, NY 12412
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  /39

  $485,000

  • 1 Bed
  • 1 Bath
  • 1,044 Sq Ft

  249 High St, Phoenicia, NY 12464

  Set on a wooded bluff above the Esopus Creek, this updated 1974 Cape offers Catskills charm, modern upgrades, and a strong connection to the outdoors. A broad 341 sq ft deck welcomes you at the entry—perfect for gathering, grilling, or simply listening to the seasonal stream that borders the property winds down toward the creek below.Inside, the 1,044 sq ft home features a ground-level

  Leighton Ashley Coldwell Banker Timberland

  249 High St, Phoenicia, NY 12464
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  /32

  $399,500

  • 4 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  43 Brittany Dr, West Hurley, NY 12491

  Classic Colonial Charm in Prime LocationFirst time on the market in decades. This lovingly maintained and stately Colonial sits on over half an acre just minutes to the heart of the Village of Woodstock. A perfect blend of tranquility and convenience.From the moment you arrive the curb appeal is apparent, with its expansive front lawn, mature trees and its timeless architecture.

  Marcia Weiss Halter Associates Realty

  43 Brittany Dr, West Hurley, NY 12491
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  /49

  $1,995,000

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  128 Newcut Rd, Bearsville, NY 12409

  At the end of a private road and surrounded by forever-protected land, you'll find this serene 25-acre mountaintop escape—complete with an additional contiguous 10-acre buildable lot. Build your dream, expand your vision, or simply enjoy the privacy and open space. Breathtaking views, open meadows, and total seclusion create the perfect backdrop for peaceful living. The home itself is a

  Anne Rajs Four Seasons Sotheby's Int'l-K

  128 Newcut Rd, Bearsville, NY 12409
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  /30

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,003 Sq Ft

  17 Hickory Ln, Glenford, NY 12433

  Charming and Versatile Country Cape with Income Potential and Creative SpacesWelcome to this enchanting Cape Cod-style home, nestled on nearly an acre of land framed by mature trees and open sky. With 2,003 square feet of flexible living space, 3 bedrooms, and 3 full bathrooms, this thoughtfully designed property offers endless possibilities for comfortable living, multi-generational

  Margaret Bryngelson Off The Wall Management LLC

  17 Hickory Ln, Glenford, NY 12433
• 

  

  /13

  $65,000

  • Land
  • 1.10 Acres
  • $59,091 per Acre

  0 Lot Shagbark Dr, Shokan, NY 12481

  Beautiful and quiet wooded lot on a dead end road in low tax Olive. Build a home for yourself, or build a spec home to meet the huge demand for homes in the region-- this lot is ready for your designs. Or, wait a couple of years for the approved municipal sewer system to be installed and save the cost of installing a septic system. Come have a look and be ready to break ground this Autumn.

  Sean Zimmerman Halter Associates Realty

  0 Lot Shagbark Dr, Shokan, NY 12481
• 

  

  /50

  $2,595,000

  • 5 Beds
  • 3 Baths
  • 3,566 Sq Ft

  169 Baker Rd, West Hurley, NY 12491

  Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and

  Jake Garay Serhant LLC

  169 Baker Rd, West Hurley, NY 12491
• 

  

  /24

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  27 Crosswell Manor Dr, Shokan, NY 12481

  Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

  Laura Prince Hello Dolly Real Estate

  27 Crosswell Manor Dr, Shokan, NY 12481
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  /25

  $499,500

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  44 Overlook Dr, Woodstock, NY 12498

  Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

  Qizhan Yao Realmart Realty, LLC

  44 Overlook Dr, Woodstock, NY 12498
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  /38

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft

  48 Cooper Hollow Ln, Bearsville, NY 12409

  Tucked away on a scenic country road just minutes from historic Woodstock, this stunning contemporary home offers the perfect balance of privacy, tranquility, and access to nature. Set on six acres in a highly desirable neighborhood, this serene retreat is surrounded by lush woods, artfully landscaped grounds, and a feeling of peace that begins the moment you arrive. With nearby hiking trails,

  Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Ln, Bearsville, NY 12409
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  /36

  $299,000

  • Land
  • 8 Acres
  • $37,143 per Acre

  00 Lot 2 Church Rd, Woodstock, NY 12409

  Embrace the opportunity to build your dream home in the idyllic surroundings of Woodstock, in beautiful Ulster County. Situated amidst tall evergreens and broadleaf trees with winding bluestone walls you are instantly enveloped in peace and serenity, this parcel offers the perfect setting for your Catskill Mountain retreat.Conscientiously subdivided parcels provide privacy and tranquility

  Melissa McGill Coldwell Banker Village Green

  00 Lot 2 Church Rd, Woodstock, NY 12409
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  /30

  $299,000

  • Land
  • 8 Acres
  • $39,708 per Acre

  0 Lot 1 Church Rd, Woodstock, NY 12409

  Embrace the opportunity to build your dream home in the idyllic surroundings of Woodstock. Situated amidst beautiful evergreen and broadleaf trees with winding bluestone walls you are instantly enveloped in peace and serenity, this parcel offers the perfect setting for your Catskill Mountain retreat.Conscientiously subdivided parcels provide privacy and tranquility with stunning rock

  Melissa McGill Coldwell Banker Village Green

  0 Lot 1 Church Rd, Woodstock, NY 12409
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  /41

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  3523 Route 212, Bearsville, NY 12409

  WOODSTOCK ARTS AND CRAFTS CLASSIC - Circa 1905 vintage details of this 3 bedroom, 2 bath home include wide plank floor boards, tin ceiling, custom built-in's and rocking chair front porch. Many recent improvements—roof, heating system, drainage system—bring the home's function into the 21st Century. Every room (except the kitchen) on all 3 levels has been fully renovated to a high standard,

  Peter Cantine Halter Associates Realty

  3523 Route 212, Bearsville, NY 12409
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  /24

  $259,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  70 Watson Hollow Rd, West Shokan, NY 12494

  harming 3-Season Cottage on the Beaver Kill Creek Offered for the first time in 22 years, this sweet, soulful and well cared for 600 sq. ft. 3-season cottage sits right on the banks of the Beaver Kill Creek in West Shokan. A rare find, this former general store-turned-hideaway invites you to step back in time and enjoy simple pleasures in a truly peaceful setting. Enjoy dining alfresco on the

  Ellen Osgood Coldwell Banker Village Green

  70 Watson Hollow Rd, West Shokan, NY 12494
• 

  

  /31

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe

  John Kralik Compass Greater NY, LLC

  253 Upper Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /42

  $1,495,000

  • 2 Beds
  • 4 Baths
  • 2,727 Sq Ft

  96 Meads Mountain Rd, Woodstock, NY 12498

  Tucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quintessential Woodstock home is more than a residence-it's an experience. As you approach via a winding driveway that crosses a babbling stream and year-round waterfalls, the magic begins. You can hear the cascading water from the house itself, setting the tone for the serenity that follows. The main home offers

  Lisa Halter HALTER ASSOCIATES REALTY INC

  96 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  /30

  $2,100,000

  • 9 Beds
  • 10 Baths
  • 8,452 Sq Ft

  0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

  Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

  Nancy Felcetto Brown Harris Stevens Hudson

  0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498
• 

  

  /56

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,377 Sq Ft

  35 Abbey Rd, Mount Tremper, NY 12457

  35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  35 Abbey Rd, Mount Tremper, NY 12457
• 

  

  /33

  $2,100,000

  • 9 Beds
  • 10 Baths
  • 8,452 Sq Ft

  Unlisted Address

  Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

  Nancy Felcetto Brown Harris Stevens HV LLC

  Unlisted Address
• 

  

  /17

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  121-1 Mountain Rd, Shokan, NY 12481

  RECENTLY REDUCED! THIS HOME IS A MUST SEE IN PERSON!Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected living and dining space, with room to grow and

  Jayme Staten United Real Estate HV Edge

  121-1 Mountain Rd, Shokan, NY 12481
• 

  

  /10

  $168,000

  • Land
  • 2.10 Acres
  • $80,000 per Acre

  00 Whites Ln, Woodstock, NY 12498

  Prime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village. This parcel is

  Daniel Hauspurg Potter Realty

  00 Whites Ln, Woodstock, NY 12498
• 

  

  /26

  $325,000

  • 1 Bed
  • 1 Bath
  • 526 Sq Ft

  88 Fox Hollow Rd, Shandaken, NY 12480

  Before you enter the house, just listen. One thing stands out about this home above all else, the rushing sound of the Fox Hollow Creek, just feet behind this turnkey cottage in the mountains. Welcome to Fox Hollow, a one bedroom, one bath home on a quiet dead end road that leads to the expansive Slide Mountain Wilderness of the Catskills. The home is completely turnkey, with a full

  Harry McNamara Country House Realty Inc

  88 Fox Hollow Rd, Shandaken, NY 12480
• 

  

  /38

  $449,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  15 High St E, Shandaken, NY 12480

  Catskills Mountain Retreat - 28 Acres of Pure Privacy & AdventureEscape to your own private mountain sanctuary nestled on 28 secluded acres (bordering NY state land) in the heart of the breathtaking Catskills. This charming 3-bedroom, 1-bath home was completely renovated in 2015, blending modern comfort with rustic charm. Inside, you'll find a warm and inviting living space complete with a

  Alfred Peavy Ruth Gale Realty

  15 High St E, Shandaken, NY 12480
• 

  

  /47

  $445,000

  • 2 Beds
  • 2 Baths
  • 2,082 Sq Ft

  12 Tremper Ave, Phoenicia, NY 12464

  A Hidden Gem in the Heart of Phoenicia.Welcome to this beautifully updated 2082 sq ft home set on an expansive 0.71-acre lot in the charming, walkable village of Phoenicia—where small-town warmth meets Catskills adventure.Step inside to discover generously sized rooms with an open floor plan perfect for entertaining or everyday comfort. the 2cnd floor offers a flexible layout with

  Ellen Osgood Coldwell Banker Village Green

  12 Tremper Ave, Phoenicia, NY 12464
• 

  

  /21

  $525,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  Nestled in the Catskill Mountains, this beautifully renovated 2-bedroom, 1-bath home on 2.2 private acres offers the perfect retreat. Enjoy the peace of nature from the back porch overlooking the woods, or relax indoors with cathedral ceilings and an abundance of natural light. The home features all new plumbing and electric, a modern kitchen with custom all-wood cabinetry, quartz countertops,

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
• 

  

  /27

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,815 Sq Ft

  280 Main St, Pine Hill, NY 12465

  SPACIOUS AND SOLID IN THE HEART OF PINE HILLSet in the hamlet of Pine Hill and just minutes from Belleayre Mountain, this generously sized 4BR/2BA colonial (circa 1876) offers a practical and well-maintained home base for year-round living, weekend getaways or seasonal income opportunities. While the interior awaits your personal touch, the sellers have taken care of the big-ticket items:

  Deb Dolan Listing by Keller Williams Upstate NY Properties

  

  280 Main St, Pine Hill, NY 12465
• 

  

  /28

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  99 Cannon Cir, Woodstock, NY 12498

  Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths,

  Laurie Ylvisaker Coldwell Banker Village Green

  99 Cannon Cir, Woodstock, NY 12498

Showing Results 41 - 80, Page 2 of 4