Homes for Sale near Reginald Bennett Elementary School

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  /40

  $1,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,702 Sq Ft

  14 Tetta Ln, Olivebridge, NY 12461

  Built in 2023 and set on over seven private acres, this stunning contemporary home delivers modern design, open space, and true Hudson Valley serenity. Soaring ceilings and a thoughtfully designed open floor plan fill the home with natural light, creating an atmosphere that is equally suited for peaceful everyday living and effortless entertaining. The sleek, modern kitchen flows seamlessly into

  Kelley Hartmann Serhant LLC

  14 Tetta Ln, Olivebridge, NY 12461
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  /26

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  11 Rose Mountain Rd, Big Indian, NY 12410

  ONLY A 5 MINUTE DRIVE TO BELLEAYRE MOUNTAIN SKI CENTER! This home is perfect for ski season and all year round. Cross over the gentle stream running alongside Rose Mountain Road and enter the setting of this cozy and well-maintained home, which offers a sense of privacy while still having a convenient location with easy maintenance. The interior has been carefully updated over time, and looks

  Joshua Slater The Catskill Dream Team

  11 Rose Mountain Rd, Big Indian, NY 12410
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  /25

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,275 Sq Ft

  176 Old State Route 28, Glenford, NY 12433

  Welcome to “The Glenford” – a stunning newly renovated ranch home that perfectly blends modern comfort with timeless charm. Nestled just minutes away from the picturesque Village of Woodstock this delightful property offers a serene escape with all the amenities you desire. The floor plan consists of 3 spacious bedrooms and 2.5 bathrooms; each designed with comfort and relaxation in mind.

  Maritza Ruiz R New York

  176 Old State Route 28, Glenford, NY 12433
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  /56

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410

  Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

  Jeffrey Ashton Coldwell Banker Timberland Pro

  49 Ulster and Delaware Turnpike, Big Indian, NY 12410
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  /40

  $485,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  22 Riseley Rd, Mount Tremper, NY 12457

  Centrally located between the sought-after hamlets of Phoenicia and Woodstock, this thoughtfully updated two-bedroom home sits moments from the picturesque Esopus Creek in Mount Tremper. Set on one acre, the property is framed by a wall of forsythia, bursting with yellow blooms in the spring while creating natural privacy throughout the warmer seasons. Inside, Scandinavian-inspired minimalism

  Andrew Condon Halter Associates Realty

  22 Riseley Rd, Mount Tremper, NY 12457
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  /53

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  18 Jomar Ln, Olivebridge, NY 12461

  You'll understand just how special this 41 Acre property is once you arrive. Just driving down the country road to get here is already a treat. Situated at the base of the majestic High Point Mountain you'll find a private driveway that takes you through a beautiful forest and then it opens up to acres of your own open farmlands.....the open fields are perfectly suited to horses and with an

  Edwin Maldonado Howard Hanna Rand Realty

  18 Jomar Ln, Olivebridge, NY 12461
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  /25

  $649,000 Open Sat 1:30PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft

  26 Krom Rd, Olivebridge, NY 12461

  Welcome to 26 Krom Rd in Olivebridge, a beautifully updated mid century ranch set against the rolling foothills of the Catskills. Offering over 1,500 square feet of thoughtfully designed living space, this 3 bedroom, 2 full bathroom home strikes the perfect balance between comfort, style and setting. Ideal as a full time residence or a weekend retreat, this property delivers easy living in one of

  Kristen Jock Compass Greater NY, LLC

  26 Krom Rd, Olivebridge, NY 12461
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  /47

  $799,999

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  25 Old Farm Rd, Shokan, NY 12481

  Welcome to your private Catskills retreat.Set on 1.9 serene acres in the heart of Shokan, this fully renovated 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and natural beauty, just under two hours from NYC and 20 short minutes to the Thruway.Completely updated with today's buyer in mind, the home features 2,700 square feet of thoughtfully designed living space,

  Keely Vandebogart Halter Associates Realty

  25 Old Farm Rd, Shokan, NY 12481
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  /25

  $565,000

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft

  4192 State Route 28, Boiceville, NY 12412

  Welcome to the heart of the Catskills. Located along the scenic Route 28 corridor in Boiceville, this beautifully positioned property offers the perfect blend of accessibility, comfort, and mountain charm. The home is being sold fully furnished, making it truly turnkey for its next owner. Currently operating as a successful short-term rental, the property presents an outstanding opportunity for

  Artan Volaj Metro Scape Realty LLC

  4192 State Route 28, Boiceville, NY 12412
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  /30

  $515,000

  • 2 Beds
  • 1 Bath
  • 1,251 Sq Ft

  183 Mill Rd, Olivebridge, NY 12461

  The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

  Michael Bussa K. Fortuna Realty, Inc.

  183 Mill Rd, Olivebridge, NY 12461
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  /35

  $639,000

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  171 W Hurley Rd, Woodstock, NY 12498

  Stylish, single-story living: This fully reinvented bungalow is convenient to both Woodstock and Kingston, and features large over-sized rooms and systems, all in a tight semi-open layout that takes full advantage of its over-sized 2+ acre wooded parcel. Grounded by hardwood or polished-concrete floors throughout and topped by dramatic cathedral ceilings in most rooms, the house features two main

  Hayes Clement Compass Greater New York, LLC

  171 W Hurley Rd, Woodstock, NY 12498
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  /29

  $1,499,900

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  106 Mountain Laurel Ln, Woodstock, NY 12498

  A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
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  /70

  $3,600,000

  • 4 Beds
  • 4 Baths
  • 5,272 Sq Ft

  306 Meads Mountain Rd, Woodstock, NY 12498

  Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

  Kimberly Cantine Halter Associates Realty

  306 Meads Mountain Rd, Woodstock, NY 12498
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  /35

  $599,900

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft

  90 Jomar Ln, Olivebridge, NY 12461

  Welcome to 90 Jomar Lane, a spacious, move-in-ready ranch thoughtfully laid out for comfortable living. An additional 920 sq ft of living space is located in the fully finished basement and is not included in the 1,568 sq ft of the main level. This home features 3 bedrooms and 3 full bathrooms, and a large walk-up attic offering excellent storage or future potential. The primary bedroom opens to

  Chris Weber BHHS HUDSON VALLEY PROP-NP

  90 Jomar Ln, Olivebridge, NY 12461
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  /17

  $249,000

  • Land
  • 5.1 Acres
  • $48,824 per Acre

  Tbd Route 28a, West Hurley, NY 12491

  Discover a rare opportunity to own 5.1 acres along the scenic Route 28A corridor which skirts the southern edge of the Ashokan Reservoir, one of the most sought-after gateways to the Catskills. With selective clearing, the property offers dramatic views overlooking the Ashokan Reservoir and the surrounding Catskill Mountains--a truly inspiring backdrop for your new home.The terrain rises

  Joel Craig Coldwell Banker Village Green

  Tbd Route 28a, West Hurley, NY 12491
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  /52

  $849,000

  • 5 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1311 Wittenberg Rd, Mount Tremper, NY 12457

  Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly—wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and treetops.

  WINTON MORRISON Win Morrison Realty - W

  1311 Wittenberg Rd, Mount Tremper, NY 12457
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  /31

  $2,400,000

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /25

  $550,000

  • 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
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  /61

  $760,000

  • 2 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  15 Lake View Dr, Lake Hill, NY 12448

  Own this stunning, architect-designed contemporary home in Woodstock, NY. Professionally decorated and thoughtfully crafted with passive solar principles, this energy-efficient residence seamlessly blends modern design with its natural surroundings. Set just across the road from the famous Cooper Lake, the home is nestled in a beautiful, 3 acre wooded setting—private yet not isolated—surrounded

  Mackenzie Grate The Machree Group, LLC

  15 Lake View Dr, Lake Hill, NY 12448
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  /72

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 2,566 Sq Ft

  1 Wittenberg Rd, Bearsville, NY 12409

  Welcome to Bearsville Record House, a landmark property with a legacy in American music. Built in 1873 and once home to Bearsville Records, this storied compound includes two dwellings; the main farmhouse and a guest cottage, plus a studio building waiting to be finished to your specs. A gunite saltwater pool, outdoor kitchen, and fenced-in plum orchard complete the grounds, all along 500 feet of

  Anthony D'Argenzio Houlihan Lawrence

  1 Wittenberg Rd, Bearsville, NY 12409
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  /40

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 799 Sq Ft

  161 Pine Hill Rd, Pine Hill, NY 12465

  As featured on HBO Max’s Cabin Chronicles (Season 3, Episode 2), this exceptional mountain retreat in Shandaken, Ulster County, seamlessly blends modern design with cozy Catskills living. Thoughtfully crafted inside and out, every detail evokes calm, comfort, and a deep connection to the surrounding natural landscape. Offered fully furnished and turnkey, the home features 3 bedrooms and 1.5

  Terry Robison Douglas Elliman Real Estate

  161 Pine Hill Rd, Pine Hill, NY 12465
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  /35

  $1,200,000

  • Land
  • 75.4 Acres
  • $15,915 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
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  /7

  $149,000

  29 Reservoir Rd, Shokan, NY 12481

  Property has a 3BR, 1bath house which needs complete Renovation or Demolition. BEING SOLD AS-IS This is an ideal quiet location just a few lots off route 28 and walkable to The Asokan Reservoir. Minutes from all services and shopping. Kingston and Woodstock are near-by. Onteora school system right down the road. Rail Trail around the corner. Live in a country location and work in Kingston with

  Faye Storms Ruth Gale Realty

  29 Reservoir Rd, Shokan, NY 12481
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  /13

  $229,888

  • 4 Beds
  • 4 Baths
  • 1,536 Sq Ft

  115 Acorn Hill Rd, Olivebridge, NY 12461

  Rare Turn-Key Development Opportunity in the Heart of the Catskills - Olive, NY GREAT FOR BUILDERS, DEVELOPERS & SAVVY INVESTORS!!!!! Two mobile homes on two separately deeded lots are being sold together as one exceptional package..... • Addresses: 115 & 117 Acorn Hill Rd, Olive, NY 12461 This prime offering features 2.04 acres of beautiful, usable land in a highly desirable residential area of

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  115 Acorn Hill Rd, Olivebridge, NY 12461
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  /43

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  68 Garfield Rd, Phoenicia, NY 12464

  WOODLAND VALLEY-PHOENICIAPEACEFUL COUNTRY SETTING This is PERFECT full-time or weekend home, with mountain views. Windows in all directions provide continuous daylight. Only a very short drive from Main Street, Phoenicia. It's a 1.13 Acre property that's high up with extensive underground drainage systems. It goes across Herdman Road and down a slope to the Esopus with a viewing platform at

  Alfred Peavy Ruth Gale Realty

  68 Garfield Rd, Phoenicia, NY 12464
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  /52

  $825,000

  • 8 Beds
  • 5.5 Baths
  • 2,623 Sq Ft

  7376 Route Unit 28, Shandaken, NY 12480

  Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

  Jamie Sittner Past Member

  7376 Route Unit 28, Shandaken, NY 12480
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  /4

  $209,000

  • Land
  • 1.6 Acres
  • $130,625 per Acre

  48 Ridge Rd, Shokan, NY 12481

  Discover the perfect blend of rural charm and convenience with this mostly level parcel in the Town of Olive. A municipal sewer system is scheduled for construction within the next year, adding future value and ease for development. Located just 4 minutes from Shokan and only 12 miles from Exit 19 on the NYS Thruway, you'll enjoy quick access to Kingston in about 15 minutes and the vibrant

  Julie Ronda BHHS HUDSON VALLEY PROP-NP

  48 Ridge Rd, Shokan, NY 12481
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  /17

  $99,900

  • 3 Beds
  • 1 Bath
  • 800 Sq Ft

  244 Upper Samsonville Rd, Olivebridge, NY 12461

  Perfect 1 acre Catskill Mountain property with old mobile home in need of total rehabilitation. No well or septic on site. No existing heat source.

  Timothy Ayers Berardi Realty

  244 Upper Samsonville Rd, Olivebridge, NY 12461
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  /10

  $119,000

  • Land
  • 0.58 Acre
  • $205,172 per Acre

  5485 New York 212, Shandaken, NY 12480

  CAUTION ! The garage on the property has previously caught fire .Must be torn down .DO NOT ENTER THE GARAGE Prime Catskills Land Listing - HB Commercial/Residential ZoningPerfectly positioned in the heart of the Catskills, this 1⁄2+ acre parcel offers dream-worthy mountain views and unbeatable access to the region's most sought-after outdoor attractions. Whether you're planning a

  Stephanie Berryann United Real Estate HV Edge

  5485 New York 212, Shandaken, NY 12480
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  /6

  $229,900

  • Land
  • 13.14 Acres
  • $17,496 per Acre

  252 Upper Samsonville Rd, Krumville, NY 12461

  The perfect Catskill Mountain homesite. Unimproved vacant land with existing pad for manufactured home. Gently sloping with views at the top of the property.

  Timothy Ayers Berardi Realty

  252 Upper Samsonville Rd, Krumville, NY 12461
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  /5

  $985,000

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft

  5355 New York 212, Mount Tremper, NY 12457

  Nestled in the picturesque Catskill Mountains, in the hamlet of Mt. Tremper, is the charming Catskill Rose For over 30 years, it has been a get away destination for travelers seeking the peace, quiet and beauty of the surrounding mountains. The Catskill Rose offers four nicely appointed guest rooms. Upstairs is a lovely owner occupied two-bedroom one bath apartment. There is a three-season salt

  Mark Retzlaff Prime Listings, Inc

  5355 New York 212, Mount Tremper, NY 12457
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  /34

  $1,475,000

  • Land
  • 25.38 Acres
  • $58,117 per Acre

  132 Valley View Way, Woodstock, NY 12448

  The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins

  Margaret Bellar The Catskill Dream Team

  132 Valley View Way, Woodstock, NY 12448
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  /49

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 4,201 Sq Ft

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498

  Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

  Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

  289 Upper Byrdcliffe Rd, Woodstock, NY 12498
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  /37

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 3,630 Sq Ft

  14 Park Rd, Chichester, NY 12416

  Nestled on a quiet street in the tiny rural hamlet of Chichester, this large contemporary Colonial redefines ''room in the country.'' Spanning 3,600 sq ft of gracious living space, the home features a massive lower level with a spacious den, kitchen, and full bath—perfect for recreation, guests, or flexible use. The main level offers seamless circular flow from the kitchen into the living room

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  14 Park Rd, Chichester, NY 12416
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  /39

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  31 Pond Park Rd, Woodstock, NY 12498

  Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances

  Frank Lumia Frank Lumia Real Estate Plus

  31 Pond Park Rd, Woodstock, NY 12498
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  /36

  $549,900

  • 6 Beds
  • 3 Baths
  • 3,059 Sq Ft

  1441 County Road 2, Olivebridge, NY 12461

  Welcome to 1441 County Road 2 in Olivebridge, NY. This a beautifully renovated 6 bedroom, 3 bathroom home nestled on 2.32 acres in the heart of the Catskills. This spacious 3,059 sq ft retreat features a brand new kitchen, three cozy fireplaces, a sun-drenched great room, and a primary en suite on the main floor. With three bedrooms on each level, a full walk-out basement, and a large deck over

  Nicholas Cuomo Keller Williams Realty

  1441 County Road 2, Olivebridge, NY 12461
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  /11

  $499,000

  • Land
  • 15.23 Acres
  • $32,764 per Acre

  Tbd Wardwell Ln, Woodstock, NY 12498

  A rarely available large, 15+ acre parcel in Woodstock -- less than a mile from the center of town! Completely private yet moments away from restaurants, music venues, shops, golf course and hiking. A mixture of mature deciduous and conifer trees offer a forest haven, with level land, rock features and an elevated knoll building site, ready for your next chapter.Much of the heavy lifting has

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  Tbd Wardwell Ln, Woodstock, NY 12498
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  /6

  $289,000

  • Land
  • 3.2 Acres
  • $90,312 per Acre

  61 Hillside Dr, Olive, NY 12494

  --3 Acres with Mountain Views, Stream, and Ready-to-Build ImprovementsThis beautiful 3-acre parcel offers the perfect blend of light, privacy, and convenience. The land has been thoughtfully cleared and de-stumped, allowing sunlight to pour in while mature trees frame the property’s natural borders. A gentle stream runs along the western edge, with Hanover Mountain providing a striking

  Ellen Osgood Coldwell Banker Village Green

  61 Hillside Dr, Olive, NY 12494
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  /27

  $1,900,000

  • 30 Beds
  • 30 Baths

  37 Mount Ava Maria Rd, Phoenicia, NY 12464

  Unique Investment Opportunity - An exceptional offering: a 19-unit multi-family compound located in the heart of one of the Hudson Valley's most beloved travel destinations; Phoenicia, New York.The property spans 8.54 picturesque acres, featuring four residential buildings that include:(3) Studios (5) One-bedroom units (9) Two-bedroom units (2) Three-plus-bedroom apartments The grounds

  Margaret Bryngelson Off The Wall Management LLC

  37 Mount Ava Maria Rd, Phoenicia, NY 12464
• 

  

  /42

  $1,199,000

  • 4 Beds
  • 2 Baths
  • 3,378 Sq Ft

  3207-3209 New York 212, Bearsville, NY 12409

  Enchanting Woodstock Compound with a Craftsman Home, Cottage, and Historic Barn. Welcome to a truly rare offering in the heart of the Catskills, just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring a

  Michelle Bergkamp William Pitt Sotheby's Interna

  3207-3209 New York 212, Bearsville, NY 12409

Showing Results 41 - 80, Page 2 of 3