24

Olive Homes for Sale

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  • /37

    $890,000

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    2246 County Road 3, Olivebridge, NY 12461

    Nestled at the base of the Ashokan High Point mountain, one of the Catskills' most scenic peaks, this beautifully appointed, rustic 5.7-acre retreat is set back generously from a quiet country road just minutes from the Ashokan Reservoir. Custom built in 2000, the stylish, move-in-ready home features multiple great spaces for gathering with friends and family, both inside and out, starting with

    Agent Photo

    Hayes Clement

    Compass Greater New York, LLC

    (845) 456-9829

    2246 County Road 3, Olivebridge, NY 12461
  • /50

    $2,200,000

    • 4 Beds
    • 3 Baths
    • 3,671 Sq Ft

    53 Freeman Avery Rd, Olivebridge, NY 12461

    An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

    Richard Vizzini Corcoran Country Living

    53 Freeman Avery Rd, Olivebridge, NY 12461
  • /34

    $1,299,000 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

    $599,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    349 High Point Mountain Rd, West Shokan, NY 12494

    Looking for an easy, simple move to the country? This is the one for you! This brand new construction, 2 bedroom 2 bath home offers easy living at its finest. Situated on 2.6 acres on a quiet country road, enjoy open concept living while bringing the outdoors in through the large sliding glass doors and windows. The main area of the home is perfect for entertaining with the high ceilings and

    Zachary Jarvis Berkshire Hathaway Homeservice

    349 High Point Mountain Rd, West Shokan, NY 12494
  • /32

    $575,000

    • 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
  • /33

    $575,000

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

    252 Upper Boiceville Rd, Boiceville, NY 12412

    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 mountain views. The first floor open

    Richard Greenspan Ruth Gale Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • /49

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 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
  • /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
  • /35

    $599,000

    • 3 Beds
    • 1 Bath
    • 1,930 Sq Ft

    5030 State Route 213, Olivebridge, NY 12461

    Privacy and seclusion await at this inviting retreat set on 1.10 acres along a quiet country road. A charming rocking-chair front porch welcomes you into the foyer and sets the tone for the warmth found throughout the home. Offering three bedrooms and one full bath, the layout provides comfort and ease for everyday living. The family room flows seamlessly into the living room and the eat-in

    Megan Rios Berardi Realty

    5030 State Route 213, Olivebridge, NY 12461
  • /31

    $599,900

    • 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
  • /17

    $149,900

    • 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
  • /12

    $299,888

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

    515 Acorn Hill Rd, Olivebridge, NY 12461

    GREAT FOR BUILDERS.....THIS IS 2 FUNCTIONING MOBILE HOMES ON 2 LOTS BEING SOLD TOGETHER. ADDRESSES ARE 115 AND 117 ACORN HILL RD..... COMBINED LOTS IS A TOTAL OF 2.4 ACRES OF BEAUTIFUL LAND IN THE HIGHLY DESIRED AREA OF CATSKILL.....THIS LAND GRANDFATHERED IN YOU CAN BUILD 3-4 HOMES, AND IT IS PERFECT FOR INVESTORS....1.5 MILLION DOLLAR HOMES ARE BEING BUILT ACROSS THE STREET AND ON THE SAME

    Joseph Lombardo Listing by Lombardo Homes & Estates

    515 Acorn Hill 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
  • /6

    $289,900

    • Land
    • 13.14 Acres
    • $22,062 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
  • /5

    $75,000

    • Land
    • 0.45 Acre
    • $166,667 per Acre

    1470 County Road 2, Olivebridge, NY 12461

    Looking to build a quaint, country escape on a low maintenance buildable lot? 1470 County Road 2 is the perfect location to do so! Equipped with a survey and zoning board of approval from the local municipality authorizes this lot as buildable for a 24x40 home. With additional Board of Health approval for a 2 bedroom septic, bring your minimalistic 960 square foot country home to vision on this

    Zachary Jarvis Berkshire Hathaway Homeservice

    1470 County Road 2, Olivebridge, NY 12461
  • /50

    $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
  • /13

    $115,000

    • Land
    • 3 Acres
    • $38,333 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
  • /8

    $79,000

    • Land
    • 0.78 Acre
    • $101,282 per Acre

    0 Deerfield Rd Unit 20254253, Boiceville, NY 12412

    Rare lot in Boiceville with sewer connection available. This is a lightly wooded lot on a quiet dead end street but yet walking distance to Onteora High School, local supermarket, bus route, pharmacy, liquor store and Convenient Mart Gas Station and the Boiceville Rail Trail. Come take a look. The lot is near the end of the dead end so rarely any traffic. Boiceville has a lot to offer in this

    Siobhan Scanlan Win Morrison Realty-K

    0 Deerfield Rd Unit 20254253, Boiceville, NY 12412
  • /35

    $360,000

    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    26 Kelder Rd, Olivebridge, NY 12461

    Welcome to this exceptional modern A-frame retreat, newly built in 2023 and thoughtfully enhanced with quality upgrades throughout 2024. Nestled on 2.6 acres of natural beauty near the Ashokan Reservoir, this property blends expert craftsmanship, modern efficiency, and serene mountain living - minutes from Woodstock, Phoenicia, Shokan and Stone Ridge. Inside, you'll find Pella windows, sealed

    Nur Yilmaz Four Seasons Sotheby's Int'l-K

    26 Kelder Rd, Olivebridge, 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
  • /20

    $189,900

    • Land
    • 2.6 Acres
    • $73,038 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
  • /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
  • /24

    $545,000

    • 6 Beds
    • 6 Baths
    • 2,050 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

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 is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. 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.
Is Olive, NY a safe neighborhood?
Olive, NY is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Olive?
The median home price in Olive is $599,900. If you put a 20% down payment of $120,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $127K a year to afford the median home price in Olive. Learn how much home you can afford with our Home Affordability Calculator. 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, 12412, 12481 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
$520,525
Median Single Family Sale Price
$550,000
Average Price Per Sq Ft
$374
Number of Homes for Sale
14
Last 12 months Home Sales
55
Months of Supply
3.10
Median List Price
$599,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
6%
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