20

Olive Houses for Sale

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  • /48

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    4085 New York 28a, West Shokan, NY 12494

    Where the Hamptons Meet the Catskills: Thoughtfully Restored Farmhouse on 4 AcresDirectly across from the stunning and historic Ashokan Reservoir and set on four park-like acres with mountain views, this fully renovated farmhouse blends timeless country charm with breezy Hamptons elegance. Historic character meets modern comfort, creating a home defined by beauty, ease, and seamless

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    4085 New York 28a, West Shokan, NY 12494
  • /31

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft

    650 Beaverkill Rd, Olivebridge, NY 12461

    Situated off the road and embraced by lush woods, this beautifully maintained contemporary home has been lovingly cared for by its sole owner. The freshly painted interior and newly refinished hardwood floors create a welcoming ambiance, enhanced by an abundance of natural light that fills the entire first floor throughout the day. The open floor plan is perfect for entertaining, featuring a cozy

    Danielle Marchisella The Kinderhook Group, Inc.

    650 Beaverkill Rd, Olivebridge, NY 12461
  • /22

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,403 Sq Ft

    52 Aster Rd, Olivebridge, NY 12461

    The ultimate upstate escape is waiting for you at 52 Aster Road, Olivebridge, NY. A sanctuary of modern elegance and natural beauty, this exquisite property offers a harmonious blend of luxury and tranquility. Spanning just under 12 acres, this secluded haven backs up onto State Land, providing unparalleled privacy and a mystical ambiance.The residence features three spacious bedrooms

    Ashley Prather Corcoran Country Living

    52 Aster Rd, Olivebridge, NY 12461
  • /31

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft

    252 Upper Boiceville Rd, Boiceville, NY 12412

    OPEN HOUSE SUNDAY 8/24 FROM 11-1PM. This property is conveniently located between Woodstock and Phoenicia, This stunning .90 acre, 3bed/2bath renovated 2-story home with both floors having an open floor plan with skylights on the 2nd floor, transom windows, and has beautiful wood accents. The second floor has high ceilings, skylights and loft-like great room that showcase picturesque sunsets and

    Richard Greenspan Ruth Gale Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • /61

    $849,000

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

    258 Watson Hollow Rd, West Shokan, NY 12494

    Spacious 3 bedroom home with breathtaking mountain views. Perched on a hill, this home offers panoramic mountain views and sits on 19.20 acres bordered by a serene stream. There is a front entrance to the home that brings you into the lower level foyer room with blue stone flooring.. On this level is a finished game room/ office space/TV room with plenty of finished space. You also have access to

    Siobhan Scanlan Win Morrison Realty-K

    258 Watson Hollow Rd, West Shokan, NY 12494
  • /53

    $875,000

    • 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
  • /30

    $1,175,000

    • 3 Beds
    • 2.5 Baths
    • 3,033 Sq Ft

    48 Hillside Dr, West Shokan, NY 12494

    Secluded Luxury Log Home with Spectacular Ashokan Reservoir Views + Additional ParcelWelcome to your dream retreat in the heart of the Catskills. Nestled on a private, serene hillside overlooking the stunning Ashokan Reservoir, this impeccably built 2006 log home combines rustic charm with modern luxury and energy efficiency.Crafted with top-of-the-line mechanicals and highly

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
  • /31

    $649,500

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    110 Brown Station Rd, Olivebridge, NY 12461

    Escape to this beautifully updated 3-bedroom, 2-bath Cape home located in the heart of Olive Bridge. Set on a generous lot, the residence blends modern comfort with rustic charm. Inside, you'll find beamed ceilings and elegant hardwood floors throughout, enhancing the spacious layout that's perfect for both relaxation and entertaining. The first floor features a large living/dining area, a full

    Megan Rios Berardi Realty

    110 Brown Station Rd, Olivebridge, NY 12461
  • /42

    $2,399,000

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

    202 Dancing Rock Rd, Shokan, NY 12481

    Bathed in natural light and defined by expansive, uninterrupted panoramic reservoir and mountain views, this bold and award-winning modernist retreat is a masterpiece of clean, contemporary design. Set on 5 private, fenced and gated acres this 3,000 sq. ft. 2BD/2BA home (which can easily flex to 3BD) is surrounded by forever-wild land, offering total privacy and a profound connection to

    Joseph Satto Compass Greater NY, LLC

    202 Dancing Rock Rd, Shokan, NY 12481
  • /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
  • /49

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    58 Kelder Hwy, Olivebridge, NY 12461

    Tucked in the heart of the Catskills, this meticulously maintained property is a private retreat where every detail has been thoughtfully designed for comfort, beauty, and enjoyment. Surrounded by lush, mature landscaping, the home's outdoor spaces are truly extraordinary—swim in the sparkling pool, entertain on the expansive patio with wet bar, rinse off in the outdoor shower, or simply relax

    Jeanne Boice Howard Hanna Rand Realty

    58 Kelder Hwy, Olivebridge, NY 12461
  • /24

    $495,000

    • 2 Beds
    • 1 Bath
    • 1,388 Sq Ft

    44 Sheldon Hill Rd, Olivebridge, NY 12461

    As you enter the property your first impression will be of the abundance of plants organized into sections by the antique split-rail fencing. Then in front of you is a huge barn-style building and to your right is the ranch home. Rustic charm screams from every angle: The barn has 3 horse stalls on the right side, flanking a large central garage. On the left side is a workshop. All of this

    Yvonne Wilder Four Seasons Sotheby's Int'l R

    44 Sheldon Hill Rd, Olivebridge, NY 12461
  • /32

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    1626 County Road 2, Olivebridge, NY 12461

    Welcome to this fully renovated country ranch nestled in the scenic Hudson Valley! This charming 3-bedroom, 2-bathroom home offers 1,400 square feet of thoughtfully designed living space that perfectly balances warm and neutral tones with modern attributes. Enter through the covered rocking chair front porch into a mudroom offering plenty of space with a coat closet, and storage for other outdoor

    Zachary Jarvis Berkshire Hathaway Homeservice

    1626 County Road 2, Olivebridge, NY 12461
  • /25

    $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 Hudson Dwellings Realty

    27 Crosswell Manor Dr, Shokan, NY 12481
  • /21

    $515,000

    • 2 Beds
    • 1 Bath
    • 1,251 Sq Ft

    183 Mill Rd, Olivebridge, NY 12461

    Nestled in the Catskill Mountains on 2.2 private acres, this fully renovated 2-bedroom, 1-bath home offers the ideal retreat. Enjoy serene woodland views from the back porch or relax inside with cathedral ceilings and abundant natural light. The home boasts all-new plumbing and electric, a modern kitchen with custom wood cabinetry, quartz countertops, and high-end stainless appliances. Hardwood

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /35

    $599,900

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

    1441 County Road 2, Olivebridge, NY 12461

    Welcome to 1441 County Road 2 in Olivebridge, NY—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 the

    Nicholas Cuomo Keller Williams Realty

    1441 County Road 2, Olivebridge, NY 12461
  • /24

    $349,000

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

    31 Lang Rd, West Shokan, NY 12494

    Bring your vision to this charming home in West Shokan, nestled amidst the Catskill Mountains. This spacious 4-bedroom, 2.5-bath home offers a generous 3,330 square feet of living space, situated on 1 acre of land. The charming 1 bed 1 bath accessory apartment holds significant potential for a guest/in-law suite or rental opportunity. This homes thoughtful floor plan seamlessly connects the

    Richard Vizzini Corcoran Country Living

    31 Lang Rd, West Shokan, NY 12494
  • /25

    $344,900

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft

    442 Acorn Hill Rd, Olivebridge, NY 12461

    Charming & Updated 2-Bedroom Home in a Serene Country Setting. Discover this beautifully updated 2-bedroom, 2-bathroom home nestled in a private and peaceful location. With modernized electrical and mechanical systems, this home offers both comfort and reliability. The second-floor bathroom is brand new, adding a touch of luxury to the space. Step outside onto the lovely deck overlooking the

    Win Morrison Win Morrison Realty

    442 Acorn Hill Rd, Olivebridge, NY 12461
  • /41

    $2,995,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,167 Sq Ft

    245 Brown Rd, Olivebridge, NY 12461

    Welcome to Bucky's Pond. A long, private driveway lined with tall pines and mountain laurel leads you to this newly built home, sited on ten acres with a beautiful pond. The single story home is the latest project from renowned Bone Hollow Studio, expertly sited with no neighbors in sight. It is NorCal meets Hudson Valley, it is 4,100+ square feet of polished living space. With a sparkling

    Annabel Taylor Four Seasons Sotheby's Int.

    245 Brown Rd, Olivebridge, NY 12461
  • /61

    $1,590,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    584 Acorn Hill Rd, Olivebridge, NY 12461

    Newly Built Luxury Retreat in the Heart of Olivebridge, NYWelcome to your private sanctuary in the Catskills. Just under 3000 square feet this high design, move-in-ready home offers modern sophistication as well as a serene escape to nature and a sought after Hudson Valley lifestyle.Set on 2.9 acres of pristine land with striking views, this 3 bedroom, 3.5 bath plus office/den residence

    Amy Lonas Coldwell Banker Village Green

    584 Acorn Hill Rd, Olivebridge, NY 12461

Why Live in Olive

Olive, a neighborhood in Shokan, offers a diverse range of home styles, including ranch-style homes, vintage farmhouses, Cape Cods, and contemporary designs. The area features unique properties such as mid-century cabins, A-frames, and historic stone houses from early Dutch and English settlers. The neighborhood is known for its natural attractions, with a 9-mile trail leading to Ashokan High Point and the Ashokan Reservoir providing opportunities for unpowered boating and fishing. Lester S. Davis Park offers recreational activities like basketball, baseball, and swimming. Dining options include The Country Inn and Petaly’s Restaurant, Boiceville Inn, and the distinctive Snyder’s Tavern. For shopping, residents travel to nearby West Hurley or Kingston. Olive Day, an annual festival held in September, celebrates the town’s heritage with live music, crafts, and community contests. The neighborhood is served by highly rated schools, including Woodstock Elementary School, Onteora Middle School, and Onteora High School. Safety in Olive is comparable to the national average. Major routes like New York State Route 28 and Route 28A provide access to Kingston, about 20 miles east, and the New York State Thruway, connecting to Albany and New York City.

Home Trends in Olive, NY

Housing Trends

Median Sale Price
$504,125
Median Single Family Sale Price
$535,262
Median Townhouse Sale Price
$796,000
Average Price Per Sq Ft
$381
Number of Homes for Sale
20
Last 12 months Home Sales
66
Months of Supply
3.60
Median List Price
$649,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-5%
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