291

Recently Sold Homes near Reginald Bennett Elementary School

Section Image
  • /34

    $270,000 Sold Aug 01, 2025

    • 1,309 Sq Ft
    • $206/SF
    • 40 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1920

    7071 New York 28, Shandaken, NY 12480

    ''EASY IN -EASY OUT'' 3 BR-3 full BA''. This 3 BR, 3 full BA, well built 2.5 story home was completely gut renovated 12 years ago. The rear deck overlooks the huge backyard, fire pit and swing set. Many beautiful plantings, some with rock walls. DEP designed septic, drilled well, baseboard clean hot water propane heat, new windows, new doors, wide board floors and hardwood floors. Light

    Faye Storms Ruth Gale Realty

    7071 New York 28, Shandaken, NY 12480
  • /16

    $195,000 Sold Aug 01, 2025

    • Land
    • 5 Acres
    • $35,846 per Acre
    • 74 Days On Market

    5305 New York 212, Mount Tremper, NY 12457

    Amazing secluded 5.5 acre wooded lot in dream location. Minutes to Phoenicia and Woodstock. A Site has been cleared and is ready to build your Catskill Mountain Dream Home. Quiet Gated deeded road from Route 212 that meanders through the pristine forest and opens out to the level area to build on. Full year round views with some tree editing. Walk to The PINES for Dinner. World famous

    Faye Storms Ruth Gale Realty

    5305 New York 212, Mount Tremper, NY 12457
  • /44

    $1,700,000 Sold Jul 31, 2025

    • 2,210 Sq Ft
    • $769/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    299 California Quarry Rd, Woodstock, NY 12498

    Live an Elevated Life!Perched high on iconic Overlook Mountain near the end of a private road — just minutes from the heart of Woodstock—this striking Modern contemporary home delivers jaw-dropping, panoramic views that stretch from the Catskills to the Hudson River, including Mohonk and the Ashokan Reservoir. It's the ultimate mountaintop escape: private, peaceful, and designed for

    Lisa Cooper Serhant LLC

    299 California Quarry Rd, Woodstock, NY 12498
  • /25

    $925,000 Sold Jul 31, 2025

    • Land
    • 11 Acres
    • $87,429 per Acre
    • 38 Days On Market

    0 Lot Pitcairn Estates Rd, Glenford, NY 12433

    Did you just blink? Don't do that again before booking an appointment to see this perfectly private lot with one of the best Ashokan Reservoir views you'll ever experience. The lot is cleared, with a driveway in place, electric nearby, and a BOH-approved perk test. Plus, it's surrounded on all four sides by protected lands—you won't want to miss this one! Located within the exclusive gated

    Sean Zimmerman Halter Associates Realty

    0 Lot Pitcairn Estates Rd, Glenford, NY 12433
  • /31

    $260,000 Sold Jul 30, 2025

    • 604 Sq Ft
    • $430/SF
    • 15 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1935

    70 Watson Hollow Rd, West Shokan, NY 12494

    Charming 3-Season Cottage on the Beaver Kill CreekOffered 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

    Ellen Osgood Coldwell Banker Village Green

    70 Watson Hollow Rd, West Shokan, NY 12494
  • 0 Lot Pitcairn Rd, Glenford, NY 12433

    $925,000 Sold Jul 30, 2025

    • Land
    • 11 Acres
    • $87,429 per Acre
    • 38 Days On Market

    0 Lot Pitcairn Rd, Glenford, NY 12433

    Did you just blink? Don't do that again before booking an appointment to see this perfectly private lot with one of the best Ashokan Reservoir views you'll ever experience. The lot is cleared, with a driveway in place, electric nearby, and a BOH-approved perk test. Plus, it's surrounded on all four sides by protected lands—you won't want to miss this one! Located within the exclusive gated

    Sean Zimmerman Halter Associates Realty Inc

    0 Lot Pitcairn Rd, Glenford, NY 12433
  • /31

    $499,000 Sold Jul 29, 2025

    • 1,104 Sq Ft
    • $452/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    15 Desilva Rd, Boiceville, NY 12412

    Welcome to 15 Desilva, a lovely single family abode on a beautifully landscaped parcel. This home boasts an open concept living/dining area, 3 bedrooms, 2 full bathrooms, a sizable family room & office area. Large glass sliders from the dining room lead to the back deck where you can listen to the sounds of the babbling stream. Stainless steel appliances and an island kitchen make entertaining

    Kristabelle McDermott The Machree Group, LLC

    15 Desilva Rd, Boiceville, NY 12412
  • /47

    $367,000 Sold Jul 28, 2025

    • 894 Sq Ft
    • $411/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    30 Dixon Ave, Woodstock, NY 12498

    Charming 3-Bedroom Ranch in Prime Woodstock Location! 30 Dixon Ave in Woodstock is a sunny, well-maintained 3 bedroom, 1 bath ranch that sits on a quiet street just minutes from the heart of Woodstock. With single level living and community rich location, it offers a rare opportunity to own a home in this special part of the Hudson Valley.Sold As Is the home retains much of its

    Darlene Griffin Halter Associates Realty

    30 Dixon Ave, Woodstock, NY 12498
  • /26

    $510,000 Sold Jul 28, 2025

    • 1,912 Sq Ft
    • $267/SF
    • 204 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1926

    386 Wittenberg Rd, Bearsville, NY 12409

    This charming 1926 Craftsman in Woodstock, NY has been patiently waiting for its next chapter. With a little TLC, it has the bones, location, and timeless appeal to become a truly special home. Step back in time as you enter this classic residence, rich in character and craftsmanship rarely found today. Imagine cozy evenings by the fireplace, surrounded by original details just waiting to be

    Melissa Zoe Hirsch Coldwell Banker Village Green

    386 Wittenberg Rd, Bearsville, NY 12409
  • /35

    $2,300,000 Sold Jul 25, 2025

    • 2,896 Sq Ft
    • $794/SF
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1995

    150 Meads Mountain Rd, Woodstock, NY 12498

    Perched high on Overlook Mountain just a mile from the heart of Woodstock, this striking contemporary residence—designed and built in 1995 by the iconic Bananas of Woodstock—is a rare architectural gem that seamlessly blends creativity, quality, and comfort.Privately sited among the trees, the home's unique design is constructed with steel beams throughout, cleverly concealed beneath rich

    Melissa Mayes Serhant LLC

    150 Meads Mountain Rd, Woodstock, NY 12498
  • /27

    $650,000 Sold Jul 25, 2025

    • 850 Sq Ft
    • $765/SF
    • 43 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1974

    30 Little Deer Rd, Mount Tremper, NY 12457

    30 Little Deer Rd — Redefining ''Cabin Fever'' in Style.Welcome to your chic, modern escape nestled on three private, wooded acres in Mount Tremper, just minutes from the vibrant village of Woodstock. This stunning cabin has undergone a full top-to-bottom renovation, transforming the traditional cabin experience into a luxurious retreat.Thoughtfully designed and impeccably

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    30 Little Deer Rd, Mount Tremper, NY 12457
  • /18

    $301,250 Sold Jul 25, 2025

    • 1,266 Sq Ft
    • $238/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    24 Overlook Dr, Woodstock, NY 12498

    Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a

    Laura Haney Halter Associates Realty

    24 Overlook Dr, Woodstock, NY 12498
  • 1401 State Route 28a, West Hurley, NY 12491

    $1,175,000 Sold Jul 24, 2025

    • 2,398 Sq Ft
    • $490/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    1401 State Route 28a, West Hurley, NY 12491

    Welcome to Serenity Stone Hill — a private, park-like sanctuary perched between Woodstock and Kingston, neighboring the majestic Ashokan Reservoir in the heart of the Catskills. This timeless retreat offers an exquisite blend of seclusion, natural beauty, and elevated comfort—all wrapped in a setting that feels worlds away yet remains remarkably accessible.Ascend the winding drive,

    Christina Ahouse Four Seasons Sothebys Intl

    1401 State Route 28a, West Hurley, NY 12491
  • /46

    $1,175,000 Sold Jul 24, 2025

    • 2,398 Sq Ft
    • $490/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    1401 New York 28a, West Hurley, NY 12491

    Welcome to Serenity Stone Hill — a private, park-like sanctuary perched between Woodstock and Kingston, neighboring the majestic Ashokan Reservoir in the heart of the Catskills. This timeless retreat offers an exquisite blend of seclusion, natural beauty, and elevated comfort—all wrapped in a setting that feels worlds away yet remains remarkably accessible.Ascend the winding drive,

    Christina Ahouse Four Seasons Sotheby's Int'l-K

    1401 New York 28a, West Hurley, NY 12491
  • /28

    $365,000 Sold Jul 24, 2025

    • 1,576 Sq Ft
    • $232/SF
    • 130 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1920

    3263 New York 28, Shokan, NY 12481

    Opportunity knocks with this incredible multi-family compound, perfectly situated on 1.39 acres in the picturesque Catskills. This legal three-unit property offers versatility, income potential, and the charm of a bygone era, all in an unbeatable location.At the heart of the property is the 1920s main house, brimming with character and awaiting your personal touch. Whether you envision a

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    3263 New York 28, Shokan, NY 12481
  • /21

    $592,000 Sold Jul 23, 2025

    • 1,388 Sq Ft
    • $427/SF
    • 42 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    20 Park Dr, Woodstock, NY 12498

    Discover the perfect blend of comfort and charm in this 4-bedroom, 2-bath split-level ranch nestled in Woodstock, NY. Thoughtfully designed, this home features an open-concept kitchen, living, and dining space that's perfect for both relaxed living and seamless entertaining. The kitchen offers a large island, quartz counter tops, stainless steel appliances, and ample cabinet space which makes

    Richard Vizzini Corcoran Country Living

    20 Park Dr, Woodstock, NY 12498
  • /39

    $380,000 Sold Jul 23, 2025

    • 1,568 Sq Ft
    • $242/SF
    • 46 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1964

    176 W Hurley Rd, Woodstock, NY 12498

    Situated on a generous lot in a fantastic location close to schools, shopping, restaurants, and easy commuting routes, this home is a rare find with tons of potential. A true diamond in the rough, this 1964 ranch home is just waiting for some cosmetic creativity to bring it to life. Step inside to discover a spacious, functional layout featuring a large living area, original hardwood floors, 3

    Gail Cadden Coldwell Banker Village Green

    176 W Hurley Rd, Woodstock, NY 12498
  • 28 Esopus Ave, Phoenicia, NY 12464

    $925,000 Sold Jul 22, 2025

    • 3,775 Sq Ft
    • $245/SF
    • 22 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1940

    28 Esopus Ave, Phoenicia, NY 12464

    At the entrance to Phoenicia's picturesque Woodland Valley you will find this amazing one of a kind compound. Current owners have lovingly maintained and renovated almost every part of the property. They have been living in the main house and running a thriving short-term rental business for the past 13 years and were featured in Curbed NY as one of the best vacation rentals in the Hudson Valley.

    Jasmine Jordaan Halter Associates Realty Inc.

    28 Esopus Ave, Phoenicia, NY 12464
  • /46

    $441,000 Sold Jul 22, 2025

    • 1,404 Sq Ft
    • $314/SF
    • 118 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1910

    3273 New York 28, Shokan, NY 12481

    Amazing opportunity in the heart of the Hudson Valley's Catskill Mountains. This charming well maintained income producing property has natural beauty inside and out. The open front porch with stone columns invokes a calm relaxed feeling to sit and enjoy nature all around you. Inside the main house there is beautiful original wood floors, trim, and doors, an eat in kitchen, large living room

    Rodney Batista Howard Hanna Rand Realty

    3273 New York 28, Shokan, NY 12481
  • /36

    $777,850 Sold Jul 18, 2025

    • 1,497 Sq Ft
    • $520/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1961

    25 Tanglewood Rd, West Hurley, NY 12491

    Welcome to this beautifully renovated mid-century modern home, offering over 2,000 square feet of living space. This property showcases all modern conveniences while allowing you to move in without the worry of immediate improvements. Since the seller's ownership in 2016, this home has been meticulously updated and enhanced with important renovations, including: new roof, new windows, electrical

    Danielle Marchisella The Kinderhook Group, Inc.

    25 Tanglewood Rd, West Hurley, NY 12491
  • 451 Acorn Hill Rd, Olivebridge, NY 12461

    $405,000 Sold Jul 18, 2025

    • 1,908 Sq Ft
    • $212/SF
    • 355 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1880

    451 Acorn Hill Rd, Olivebridge, NY 12461

    Experience the serene charm of upstate NY living in this inviting 2+ bedroom farmhouse boasting picturesque mountain views. THREE additional flex rooms to meet your personal needs. Embrace the allure of elegance with granite countertops, stainless appliances, hardwood floors, enclosed porch, and a spacious deck, perfect for enjoying the abundant sunlight and tranquil surroundings. At the end of

    Heather Martin United RE Hudson Valley Edge

    451 Acorn Hill Rd, Olivebridge, NY 12461
  • /27

    $550,000 Sold Jul 18, 2025

    • 2,425 Sq Ft
    • $227/SF
    • 813 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1915

    623 Wittenberg Rd, Bearsville, NY 12409

    Circa 1915 Woodstock Victorian built to a high standard and grand scale, set amidst groves of towering pines and massive old-growth black locust trees. This stunner features 3-plus bedrooms, 2.5 baths and a multi-columned wraparound rocking chair porch with mahogany decking and original wainscoting. A small anteroom leads to two parlors in the original structure. High ceilings, bay windows and

    Peter Cantine Halter Associates Realty

    623 Wittenberg Rd, Bearsville, NY 12409
  • /59

    $835,000 Sold Jul 15, 2025

    • 2,640 Sq Ft
    • $316/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    77 Jomar Ln, Olivebridge, NY 12461

    Fantastic Contemporary featuring Windows Galore! Exactly what you would want in this Beautiful 10.90 Acre Forested, Rambling Streamside home with Private Patio and Cooling off Oasis! Long Paved drive to this 3 Bedroom, 2.5 Bath home. Gleaming, Hardwood flooring throughout !Huge Gourmet Kitchen with Center Island, Recessed Lighting, Plenty of Cabinet Space, Great Room Features Vaulted Ceilings,

    Mary Orapello Howard Hanna Rand Realty

    77 Jomar Ln, Olivebridge, NY 12461
  • /23

    $285,000 Sold Jul 15, 2025

    • 938 Sq Ft
    • $304/SF
    • 71 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1935

    53 Burnham Hollow Rd, Big Indian, NY 12410

    Discover the potential of this classic 3-bedroom, 1-bath bungalow in Shandaken, NY. Built in 1935, this fixer-upper is full of character, featuring a grand fireplace as the centerpiece of its cozy living space. The spacious bedrooms offer flexibility, easily accommodating multiple beds—ideal for a family retreat or an Airbnb investment. Nestled along the tranquil Elk Bush Kill River, which flows

    Barry Creagan Howard Hanna Rand Realty

    53 Burnham Hollow Rd, Big Indian, NY 12410
  • 86 Ryan Dr, West Hurley, NY 12491

    $545,150 Sold Jul 15, 2025

    • 2,240 Sq Ft
    • $243/SF
    • 165 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    86 Ryan Dr, West Hurley, NY 12491

    Welcome to your dream home in West Hurley, NY! Nestled on a serene 1-acre private lot at the end of a quiet dead-end road, this stunning home built in 2000 offers a perfect blend of comfort and convenience. Located just minutes away from the charming towns of Woodstock and Kingston, and with easy access to the NYS Thruway I87, this property is ideally situated for both relaxation and commuting.

    Jason Madison eXp Realty

    86 Ryan Dr, West Hurley, NY 12491
  • /29

    $270,000 Sold Jul 15, 2025

    • 1,276 Sq Ft
    • $212/SF
    • 237 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    10 Phil's Way, Big Indian, NY 12410

    The perfect country ''get-away'' to refresh and reset.Perfectly located just 10 minutes from Belleayre Ski Mountain, close to fishing, hiking, swimming,restaurants, hiking trails and Rail Trails and just2 hours and 15 mins. from the GW Bridge.20 minutes to Woodstock and all it has to offer.The Full, Finished lower level can provide more living space or entertaining options

    Margo Obourn Win Morrison Realty - W

    10 Phil's Way, Big Indian, NY 12410
  • /54

    $679,000 Sold Jul 11, 2025

    • 2,663 Sq Ft
    • $255/SF
    • 14 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1976

    91 Pleasant Ridge Dr, West Hurley, NY 12491

    Nestled in the rolling hills of West Hurley, just two hours from New York City, this serene country home offers the perfect blend of charm, comfort, and convenience. Surrounded by fruit trees, flowering shrubs, and a beautifully landscaped yard, this spacious property is located in a peaceful neighborhood yet minutes from the vibrant communities of Woodstock, Kingston, and Saugerties. With easy

    Eric Amaral Coldwell Banker Village Green

    91 Pleasant Ridge Dr, West Hurley, NY 12491
  • /44

    $252,777 Sold Jul 10, 2025

    • 906 Sq Ft
    • $279/SF
    • 30 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1890

    34 Fire House Rd, Big Indian, NY 12410

    The moment you step into this 1890 built, 2-bedroom, 1.5-bathroom home, an undeniable aura of nostalgia and serenity welcomes you. Let your imagination wander, as you picture the joyful moments and loving care this house has witnessed over the years. With an open-concept eat-in kitchen blending seamlessly into the living room a perfect space for shared meals or cozy nights awaits you. The home

    Susan Lennon Coldwell Banker Timberland

    34 Fire House Rd, Big Indian, NY 12410
  • 18 Maple Ln, Wood Stock, NY 12498

    $1,100,000 Sold Jul 10, 2025

    • 4,400 Sq Ft
    • $250/SF
    • 52 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1910

    18 Maple Ln, Wood Stock, NY 12498

    Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

    Heidi Maloney Four Seasons Sothebys Intl

    18 Maple Ln, Wood Stock, NY 12498
  • /53

    $1,100,000 Sold Jul 10, 2025

    • 6,600 Sq Ft
    • $167/SF
    • 44 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1910

    18 Maple Ln, Wood Stock, NY 12498

    Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

    Mario Geissler Four Seasons Sotheby's Int'l R

    18 Maple Ln, Wood Stock, NY 12498
  • /57

    $415,000 Sold Jul 09, 2025

    • 1,276 Sq Ft
    • $325/SF
    • 197 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1929

    595 New York 42, Shandaken, NY 12480

    I invite you to discover a warm, peaceful, and inviting house nestled on a sprawling, pastoral, 4.9 acres in the picturesque hamlet of Bushnellville, in the town of Shandaken. Built in 1929, this property embodies the warmth of family history and the beauty of nature, making it a dream retreat for anyone seeking solace and adventure. Shandaken hamlets also include—Phoenicia, Mt. Tremper, and Pine

    Naomi Castillo Smith BHHS HUDSON VALLEY PROP-WDST

    595 New York 42, Shandaken, NY 12480
  • /34

    $840,000 Sold Jul 08, 2025

    • 1,512 Sq Ft
    • $556/SF
    • 19 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    516 Watson Hollow Rd, West Shokan, NY 12494

    Welcome to your bright, beautifully updated retreat in the woods — a sun-drenched contemporary ranch (white-washed rough-cut pine siding) that checks all the boxes (and then some). Tucked away across from the rushing year-round Bushkill Creek, this home offers that elusive mix of modern style, peace, and privacy—all within easy reach of Woodstock, Phoenicia, and the Catskills' best trails, ski

    Diana Polack Compass Greater NY, LLC

    516 Watson Hollow Rd, West Shokan, NY 12494
  • /6

    $180,000 Sold Jul 03, 2025

    • Land
    • 14 Acres
    • $12,978 per Acre
    • 67 Days On Market

    Tbd Cooper Lake Rd, Bearsville, NY 12409

    Cooper Lake Road is an idyllic place to build your dream house and weekend getaway. 13+ acres of privacy and natural surroundings. A perfect blend of seclusion, convenience and an abundance of hard scrape materials add to the unique layout of the land. This property offers a desirable location and is only 5 minutes to the vibrant Village of Woodstock.

    Valerie Cashen Coldwell Banker Village Green

    Tbd Cooper Lake Rd, Bearsville, NY 12409
  • /23

    $660,000 Sold Jul 01, 2025

    • 2,057 Sq Ft
    • $321/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1945

    58 Maverick Rd, Woodstock, NY 12498

    This enchanting Woodstock abode has a story dating back to 1875; first as a barn for the neighboring property and then as a dance studio. In the 1940's it was converted to this rare barn-style home that honors Woodstock's artistic vision and singularity. Meticulously updated over the years while preserving its vintage allure. Rustic yet gracious with an open vaulted great room anchored by a

    Ita McAteer BHHS HUDSON VALLEY PROP-WDST

    58 Maverick Rd, Woodstock, NY 12498
  • /28

    $275,000 Sold Jul 01, 2025

    • 1,767 Sq Ft
    • $156/SF
    • 255 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1916

    16 Fire House Rd, Big Indian, NY 12410

    LIVE,WORK,PLAY! located in HAMLET BUSINESS area of Big Indian just off of ROUTE 28 just minutes from NYS hiking, Peekamoose Restaurant, Belleayre Ski Center , Platte kill Ski, Windham and Hunter Ski. This 5+ bedroom SKI HOUSE, features beautiful turn the century woodworking with hardwood floors, a sun lit wrap around glassed-in porch, beautiful level yard perfect for a pool with mature

    Faye Storms Ruth Gale Realty

    16 Fire House Rd, Big Indian, NY 12410
  • /24

    $469,500 Sold Jun 27, 2025

    • 682 Sq Ft
    • $688/SF
    • 33 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1930

    61 Ohayo Mountain Rd, Woodstock, NY 12498

    Quintessential Woodstock cottage right in town Live in the center of the iconic Woodstock with so much history and amazing Hudson Valley offerings.Tucked down a quiet drive is this perfectly appointed and move in ready 1 Bd/1 Ba home with loft for extra space. Hardwood floors throughout, custom bathroom, cute country kitchen, this sweet home has it all. Spiral staircase leads to loft space that

    Johanna Trimboli Halter Associates Realty

    61 Ohayo Mountain Rd, Woodstock, NY 12498
  • /44

    $990,000 Sold Jun 26, 2025

    • 2,264 Sq Ft
    • $437/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    14 Wardwell Ln, Woodstock, NY 12498

    Discover the perfect blend of charm and convenience at this beautiful Woodstock residence! With 4 bedrooms and 2.5 modern bathrooms, this home offers a sanctuary where comfort meets contemporary living. This home boasts a spacious open floor plan ideal for vibrant gatherings or tranquil relaxation.Step inside to find a large kitchen ready to inspire your culinary adventures, complemented by

    Stacey Anderson BHHS HUDSON VALLEY PROP-WDST

    14 Wardwell Ln, Woodstock, NY 12498
  • 355 New York 42, Shandaken, NY 12480

    $435,000 Sold Jun 25, 2025

    • 1,820 Sq Ft
    • $239/SF
    • 53 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1968

    355 New York 42, Shandaken, NY 12480

    Welcome to Riverfront Carriage House - A Serene Riverside RetreatNestled on a picturesque 1-acre lot, this 1,836 sq ft gem blends timeless charm with modern comforts. Featuring 3 bedrooms and 1.5 baths, this unique home is your perfect riverside escape—or an income-generating short-term rental with its existing permit still in place.Step into the sunken living room, where a

    Jason Schobert eXp Realty

    355 New York 42, Shandaken, NY 12480
  • /27

    $248,000 Sold Jun 24, 2025

    • 1,296 Sq Ft
    • $191/SF
    • 105 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    1206 County Road 2, Olivebridge, NY 12461

    You will enjoy this delightful 3 Bedroom, 2 Bath home with very spacious rooms, most of which have spectacular views of the awesome mountains. If you are looking for privacy this is the house for you. Set well back off of County Route 2 with a circular drive, very accommodating back yard and a newer fairly large shed in very good condition. Plenty of room for entertaining, gardening, or whatever

    Sandy Potter Win Morrison Realty

    1206 County Road 2, Olivebridge, NY 12461
  • 94-98 Lasher Rd, Oliverea, NY 12410

    $79,400 Sold Jun 17, 2025

    • Land
    • 7 Acres
    • $10,832 per Acre
    • 58 Days On Market

    94-98 Lasher Rd, Oliverea, NY 12410

    7.33 direct waterfront acres on the Esopus Creek, notorious for it's fabulous fishing. Incredible location to build your dream getaway! Multiple seasonal adventures include some of the best hiking trails in the Catskill region. Shandaken Wild Forest, Slide Mountain Wilderness, Woodland Valley Compound, Glenbrook Park, Skiing at Bellayre to name a few, plus additional summer swimming at Belleayre

    KAREN COLIN Agnes I Wager Realty Inc.

    94-98 Lasher Rd, Oliverea, NY 12410

Showing Results 1 - 40, Page 1 of 8

How to Buy a Home How to Sell a Home How to Rent a Home