107

Homes for Sale near Reginald Bennett Elementary School

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  • /12

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    10 B Holland Dr, West Hurley, NY 12491

    Discover comfort and convenience in this charming two-story unit in Hurley, just minutes from the heart of Woodstock. Featuring 3 spacious bedrooms and 1.5 baths, this home offers the perfect blend of functionality and style. The open kitchen flows seamlessly into the dining area and features a cozy eat-in space with a slider door that leads directly to the patio--perfect for indoor-outdoor

    Ronnie Rebis Grist Mill Real Estate

    10 B Holland Dr, West Hurley, NY 12491
  • /18

    $40,000

    • Land
    • 2 Acres
    • $20,000 per Acre

    Tbd Route 28, Oliverea, NY 12410

    2 Acres with Stream Access and Mountain Views - Immerse yourself in the rugged beauty of Big Indian. This 2-acre parcel offers the ultimate Catskills experience and boundless potential for the right buyer: mountain vistas, whispering woods, and direct frontage on Birch Creek. Important Access Details: This property is accessed via a recorded right-of-way that runs from Route 28 through the

    Alison Tauber Keller Williams Realty HV Nort

    Tbd Route 28, Oliverea, NY 12410
  • /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
  • /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
  • /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
  • /19

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    123 Herdman Rd, Phoenicia, NY 12464

    Well maintained 2 BR/2 Bath with new BR add on in late 90's located on quiet country lane in ever popular Woodland Valley on beautiful lot with mature flowering trees. Nice storage shed/barn in rear of lot with cute walk over bridge. House interior has been meticulously maintained with mixed flooring, plenty of windows, updated kitchen with knotty pine walls, and original stone fireplace ready

    Faye Storms Ruth Gale Realty

    123 Herdman Rd, Phoenicia, NY 12464
  • /20

    $299,000

    • Land
    • 9 Acres
    • $33,222 per Acre

    000 Upper Samsonville Rd, Krumville, NY 12461

    Build your ideal country retreat or year-round home on this beautiful 9-acre property in the coveted Upper Samsonville Road area of Olivebridge, featuring a 200-foot roughed-in driveway and striking views of High Point Mountain. Bordered by original stone walls this buildable property offers multiple potential home sites. With a sub-division survey on record, completed and partial clearing

    Amy Owens Coldwell Banker Village Green

    000 Upper Samsonville Rd, Krumville, NY 12461
  • /2

    $120,000

    • Land
    • 3.4 Acres
    • $35,294 per Acre

    0 Kelder Hwy, Olive, NY 12461

    This parcel is being sold with the home on 55 G Fishcher Road and G Fischer Lane, for a total of 20.43 acres. The buyer of the house will have first right of refusal on this parcel and the 5 acre parcel on G Fischer.

    Adrienne Volpe KW MidHudson

    0 Kelder Hwy, Olive, NY 12461
  • /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
  • /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
  • /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
  • /19

    $590,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 2,040 Sq Ft

    4 Ashley Ln, Woodstock, NY 12498

    Totally private two bedroom and two bath contemporary home bordering 44 acres of DEP protected land. Just off Mink Hollow Road in the hamlet of Lake Hill. Drive down long driveway to discover an artesian spring pond, garden beds, perennials and forest. Main living area on first floor includes open kitchen, dining and living room. Breakfast bar, wood cabinets and custom tile backsplash with window

    Jennifer Mangione Grist Mill Real Estate

    4 Ashley Ln, Woodstock, NY 12498
  • /20

    $179,900

    • Land
    • 2.6 Acres
    • $69,192 per Acre

    TBD Bostock Rd, Shokan, NY 12481

    The best of both worlds! Both private seclusion of living in the countryside, yet only seconds away from restaurants, shopping, major parks and emergency services! This rare opportunity of a beautiful, level, and ideally sized parcel in desirable Shokan. The perfect balance of flat cleared pasture and wooded wonderland with a year round stream. This dream parcel is nestled between Grant Averly

    Michael Lawlor Howard Hanna Rand Realty

    TBD Bostock Rd, Shokan, NY 12481
  • /31

    $558,000

    • 3 Beds
    • 2 Baths
    • 1,749 Sq Ft

    121 Kelder Hwy, Olivebridge, NY 12461

    Discover your own private retreat where modern convenience meets natural beauty in this exceptional 3-bedroom, 2-bathroom home. This stunning property offers an impressive array of amenities that make it perfect for both comfortable living and entertaining guests. The heart of this home showcases a spacious living area complemented by a large finished walkout basement, complete with its own cozy

    Stacey Anderson BHHS HUDSON VALLEY PROP-WDST

    121 Kelder Hwy, Olivebridge, NY 12461
  • /38

    $1,825,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    20 Anderson Rd, Olivebridge, NY 12461

    Welcome to The Forest at Acorn Hill--a private sanctuary set deep within the natural beauty of the Catskills. Tucked away at the end of a quiet cul-de-sac, this exceptional property offers the rare balance of complete seclusion and effortless access to Woodstock, Kingston, and the coveted hamlets of Accord, Stone Ridge, and High Falls. An 850-foot approach winds through the landscape,

    Daniel Hauspurg Potter Realty

    20 Anderson Rd, Olivebridge, NY 12461
  • /17

    $1,995,000

    • 8 Beds
    • 10 Baths
    • 12,393 Sq Ft

    20 Country Club Ln, Wood Stock, NY 12498

    Experience the legacy of Woodstock through this extraordinary historic offering. Once home to the iconic Woodstock Lodge and The Pinecrest, this storied 6.5-acre property offers a unique opportunity to reimagine a legacy estate in one of the Hudson Valley's most sought-after destinations. Set on scenic, gently rolling land with a blend of open clearings, wooded trails, and a seasonal stream, the

    Kathryn Johnson William Pitt Sotheby's Interna

    20 Country Club Ln, Wood Stock, NY 12498
  • /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
  • /36

    $599,000

    • 6 Beds
    • 3 Baths
    • 2,320 Sq Ft

    10-14 Kelder Hwy, Olivebridge, NY 12461

    Tucked into the scenic countryside of Olivebridge, this rare dual-residence property at 10 & 14 Kelder Highway offers versatility, income potential, and easy upstate living on 1.7 picturesque acres. The first residence is a quaint 3 bed / 1 bath cottage recently updated with new appliances, new flooring, and fresh paint throughout. The main level features two bedrooms, one bathroom, eat in

    Alyson Dugan Reidy Halter Associates Realty

    10-14 Kelder Hwy, Olivebridge, NY 12461
  • /27

    $450,000

    • 2 Beds
    • 1.5 Baths
    • 805 Sq Ft

    217 New York 214, Phoenicia, NY 12464

    Charming 1930's cottage that sits above the Stony Clove Creek in Phoenicia. Recent updates include vaulted ceilings, bathrooms, appliances, windows, central air, water filtration system, tankless water heater, decking, pergola and more. The owners also restored the vintage farm sink and re-finished the built-ins in the kitchen. Enjoy your morning coffee in front of the fireplace or on the

    Richard Greenspan Ruth Gale Realty

    217 New York 214, Phoenicia, NY 12464
  • /40

    $249,000

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft

    62 Watson Hollow Rd, West Shokan, NY 12494

    Vintage 3-Season Cottage on the Bushkill Creek! Brimming with charm and potential, this beloved vintage cottage has been in the same family for over 50 years. Set on 1.4 park-like acres along the scenic Bushkill Creek, it offers a peaceful retreat with a touch of nostalgia. The large eat-in kitchen serves as a versatile gathering space, perfect for casual meals or creative projects. While the

    Ellen Osgood Coldwell Banker Village Green

    62 Watson Hollow Rd, West Shokan, NY 12494
  • /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
  • /48

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft

    55 G Fischer Rd, Olivebridge, NY 12461

    The first thing to strike you about this home, are the natural surroundings and rare bird calls. Nothing but nature for miles, other than two homes on this private road. While the home is sited on just under 12 acres, there are two additional, adjacent lots for sale with the home, making this the largest contiguous parcel in Olive, according to the late owners. If purchased with the home, your

    Adrienne Volpe KW MidHudson

    55 G Fischer Rd, Olivebridge, NY 12461
  • /36

    $596,000

    • 3 Beds
    • 1 Bath
    • 1,187 Sq Ft

    28 Shultis Farm Rd, Bearsville, NY 12409

    Longing for the vibrant artistic Woodstock community but yearning for serene and peaceful country living? This is it! This charming and quaint one level cottage in a bucolic setting with mountain views is sure to check all the boxes. The expansive landscaped lawn offers a multitude of flower bushes and fruit trees. A pond sits at the edge of the property while the babbling brook in the back is

    Sylvie Ross Halter Associates Realty

    28 Shultis Farm Rd, Bearsville, NY 12409
  • /69

    $1,295,000

    • 4 Beds
    • 3 Baths
    • 2,955 Sq Ft

    269 Watson Hollow Rd, West Shokan, NY 12494

    Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house.

    Jeanne Boice Howard Hanna Rand Realty

    269 Watson Hollow Rd, West Shokan, NY 12494
  • /26

    $349,000

    • Land
    • 3 Acres
    • $116,333 per Acre

    547 Glenford Wittenberg Rd, Bearsville, NY 12409

    Three acres available on Yankee Town Pond in Bearsville. Convenient to Woodstock yet only 15 minutes to the NYS Thruway. Minutes to the Ulster County Rail Trail w hiking and biking all at your fingertips. Love to fish? This is perfect. This lot is being subdivided from a larger parcel and will be a buildable lot with engineered plans for the house. The taxes and assessment reflect the entire

    Siobhan Scanlan Win Morrison Realty-K

    547 Glenford Wittenberg Rd, Bearsville, NY 12409
  • /11

    $105,000

    • Land
    • 2.6 Acres
    • $40,385 per Acre

    291 Acorn Hill Rd, Olivebridge, NY 12461

    Tucked away along a private drive on Acorn Hill Road in the scenic town of Olive, this 2.60 acre wooded parcel offers a rare combination of privacy and natural charm. Accessed by a deeded right of way, the property is both secluded and convenient. Surrounded by mature trees, the land features striking rock outcroppings and beautiful mountain views, creating a calm and tranquil setting. Whether

    Paige McClintock Howard Hanna Rand Realty

    291 Acorn Hill Rd, Olivebridge, NY 12461
  • /2

    $100,000

    • Land
    • 5.5 Acres
    • $18,182 per Acre

    4 Lasher Rd, Oliverea, NY 12410

    Thomas Dolan

    4 Lasher Rd, Oliverea, NY 12410

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