28

Olive Homes for Sale

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  • /38

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,204 Sq Ft

    50 Bell Ln, West Shokan, NY 12494

    Peaceful 2-Bedroom Home in West ShokanSet on nearly an acre in the heart of Catskill Park at the foothill of Peekamoose Mountain, this 2-bedroom, 1-bath home combines comfort, character, and natural beauty—fully move-in ready with thoughtful updates throughout. Inside, you'll find newly refinished hardwood floors, fresh paint, and a functional kitchen with brand-new appliances plus a new

    Amy Owens Coldwell Banker Village Green

    50 Bell Ln, West Shokan, NY 12494
  • /34

    $1,549,000 New Construction

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

    584 Acorn Hill Rd, Olivebridge, NY 12461

    Nestled on 2.9 acres on a country road in Olivebridge, this newly constructed residence offers a harmonious balance of contemporary elegance and the beauty of nature. Spanning nearly 3,000 square feet, this thoughtfully crafted home features 3 bedrooms, 3.5 baths, and a flex space ideal for an office, studio, or den. Each space has been designed with meticulous attention to detail, keeping modern

    Richard Vizzini Corcoran Country Living

    584 Acorn Hill Rd, Olivebridge, NY 12461
  • /28

    $1,250,000 Open Sat 12AM - 2PM

    • 3 Beds
    • 2 Baths
    • 3,068 Sq Ft

    133 Piney Point Rd, Boiceville, NY 12412

    Set on over 10 serene acres along picturesque Piney Point Road in Boiceville NY this spacious contemporary offers the perfect blend of privacy and natural beauty with easy access to Woodstock and all things Hudson Valley / Catskills. Inside, a generous open-concept kitchen, dining, and living space welcomes you with light, warmth, and plenty of room to gather. The recently renovated kitchen

    Jason Nadeau Compass Greater NY, LLC

    133 Piney Point Rd, Boiceville, NY 12412
  • /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
  • /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 Open Sat 12PM - 2PM

    • 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
  • /27

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    340 Upper Boiceville Rd, Boiceville, NY 12412

    This is a ''Diamond in the Rough...Excellent potential to create a wonderful country home.Bring your vision, imagination and your contractor.Truly, an instance of ''Location, Location, Location.''Privately sited on 3.8 acres, in Low Tax Olive.Property includes some acreage across the road to insure privacy.

    Margo Obourn Win Morrison Realty - W

    340 Upper Boiceville Rd, Boiceville, NY 12412
  • /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
  • /24

    $565,000

    • 6 Beds
    • 6 Baths
    • 1,025 Sq Ft

    2 Mountain Valley Rd, Boiceville, NY 12412

    Welcome to this exquisite two-family home nestled in the picturesque town of Olive. The upstairs apartment boasts charming cathedral ceilings and skylights, bathing the space in natural light and offering a sense of openness and serenity. Each of the spacious three-bedroom apartments, complete with a well-appointed bathroom, comes with its own garage for added convenience. Washer and dryer

    Barry Creagan Howard Hanna Rand Realty

    2 Mountain Valley Rd, Boiceville, NY 12412
  • /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
  • /20

    $189,900

    • Land
    • 2.6 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
  • /11

    $749,900

    • Land
    • 27.9 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
  • /45

    $2,995,000

    • 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 Sothebys Intl

    245 Brown Rd, 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
  • /31

    $645,000

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

    252 Upper Boiceville Rd, Boiceville, NY 12412

    OPEN HOUSE SATURDAY 9/13 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

    Richard Greenspan Ruth Gale Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • /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
  • /33

    $779,000

    • Land
    • 8.18 Acres
    • $95,232 per Acre

    281 Dewitt Rd, Olivebridge, NY 12461

    ONE OF THE MOST SPECTACULAR WATERFALLS IN ULSTER COUNTY is front and center on this extremely rare and unusual land offering. The visual beauty of the waterfall, stream, cliffs and land is unparalleled. Calming audio of the waterfall and rushing Mettacahonts stream is 24/7 and year-round. Pulling into the circular driveway you are greeted by a master stone worker's hand-built raised garden bed,

    Hilton Purvis Coldwell Banker Village GreenN

    281 Dewitt Rd, Olivebridge, NY 12461
  • /7

    $110,000

    • Land
    • 2.6 Acres
    • $42,308 per Acre

    291 Acorn Hill Rd, Olivebridge, NY 12461

    Nestled off a private drive on Acorn Hill Road in the picturesque town of Olive, this 2.60-acre wooded lot offers the perfect blend of seclusion and natural beauty. Tucked away yet easily accessible via a deeded right of way, the property features stunning mountain views, rock outcroppings, and a peaceful, private setting surrounded by mature trees.Whether you're looking to build a serene weekend

    Paige McClintock Howard Hanna Rand Realty

    291 Acorn Hill 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
  • /32

    $469,000

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

    5147 State Route 213, Olivebridge, NY 12461

    This great mixed-use property in the heart of Olivebridge, has a lot to offer, whether owner-occupied or strictly used as an income property. The first floor contains 1,850 SQ FT of commercial space leased to the US Postal Service, a Loading dock, and plenty of parking. An additional 75 SF indoor utility room. On the top floor, you will find a beautifully renovated, 1,150 sq. ft., 3-bedroom

    Louis Naccarato BERARDI REALTY

    5147 State Route 213, Olivebridge, NY 12461
  • /13

    $119,000

    • Land
    • 3 Acres
    • $39,667 per Acre

    6 Birch Knoll Ln, Olivebridge, NY 12461

    Nestled in the picturesque hamlet of Olivebridge, this 3-acre property offers the perfect blend of open space and natural beauty. Ideally situated overlooking Sheldon Hill Road, this parcel is ready to bring your vision to life.This property features a versatile layout with a spacious cleared area, perfect for building, alongside a serene wooded section that offers privacy and a connection to

    Patty Matus eXp Realty, LLC

    6 Birch Knoll Ln, 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.

Frequently Asked Questions

Is Olive a good place to live?
Olive is a good place to live. Olive is considered very car-dependent and somewhat bikeable. Olive has 4 parks for recreational activities. It has a median age of 52. The average household income is $120,206 which is above the national average. College graduates make up 48.5% of residents. A majority of residents in Olive are home owners, with 18.7% of residents renting and 81.3% of residents owning their home. A local real estate agent serving Olive can help you decide if this neighborhood is the right one for you. Learn more on our Olive neighborhood guide.
How much do you need to make to afford a house in Olive?
The median home price in Olive is $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $3,230 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $138K a year to afford the median home price in Olive. The average household income in Olive is $120K.
What are the best public schools in Olive?
The best public schools that serve Olive are:
What are the most popular zip codes in Olive, Shokan, NY?
The most popular zip codes in Olive, Shokan, NY include 12494, 12461, 12481, 12412 and 12484.
What are the most popular neighborhoods near Olive, Shokan, NY?
The most popular neighborhoods near Olive, Shokan, NY are Marbletown, Rochester and Zena.

Home Trends in Olive, NY

Housing Trends

Median Sale Price
$520,262
Median Single Family Sale Price
$550,000
Median Townhouse Sale Price
$796,000
Average Price Per Sq Ft
$384
Number of Homes for Sale
21
Last 12 months Home Sales
60
Months of Supply
4.20
Median List Price
$649,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-2%
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