24

Olive Homes for Sale

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  • /25

    $349,000

    • 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

    Agent Photo

    Win Morrison

    Win Morrison Realty

    (845) 803-1710

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

    $2,400,000

    • 4 Beds
    • 3 Baths
    • 2,751 Sq Ft

    53 Freeman Avery Rd, Olivebridge, NY 12461

    Modern Marvel in Nature!! Perched atop a private 40-acre wooded sanctuary, this architecturally significant prefabricated modular home—designed by award-winning Resolution: 4 Architecture—offers a rare combination of design-forward living and immersive natural surroundings. Built in 2012 and spanning over 3,671 square feet, this four-bedroom, three-bathroom residence is a true retreat in the

    Agent Photo

    Michael Carr

    eXp Realty

    (845) 684-9454

    53 Freeman Avery Rd, Olivebridge, NY 12461
  • /26

    $550,000

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

    58 Kelder Rd, Olivebridge, NY 12461

    This charming 3-bedroom, 2.5-bath home is nestled on 6.2 acres with picturesque mountain views abound. The home welcomes you with an inviting living area which opens up to the kitchen and dining area. Serving as the heart of the home, this thoughtful floor plan is ideal for gathering with loved ones or entertaining guests. The modern kitchen, with its sleek stainless steel appliances and ample

    Richard Vizzini Corcoran Country Living

    58 Kelder Rd, Olivebridge, NY 12461
  • /47

    $925,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,276 Sq Ft

    3 Hanna Ln, Olivebridge, NY 12461

    At the base of the mountains, surrounded by woods and wide-open sky, this custom-built 2020 home by Catskill Farms—a builder celebrated for timeless architecture and thoughtful design—offers the perfect blend of modern comfort and country charm on five private acres.With 3 bedrooms, 2.5 bathrooms, and a finished walk-out basement, the home is both warm and functional. Step onto the rocking

    William Golan Compass Greater NY, LLC

    3 Hanna Ln, Olivebridge, NY 12461
  • /22

    $985,000

    • 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
  • /32

    $649,000

    • 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
  • /31

    $650,000

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

    252 Upper Boiceville Rd, Boiceville, NY 12412

    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 plan between the

    Richard Greenspan Ruth Gale Realty

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

    $899,000

    • 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
  • /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
  • /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
  • /29

    $649,500

    • 3 Beds
    • 1.5 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
  • /45

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    77 Upper Boiceville Rd, Boiceville, NY 12412

    Perched in a setting with four season mountain views and bordered by miles of protected NYS DEP Preserve Land, this lovingly maintained eclectic 4-bedroom, 2-bath haven harmoniously blends charm, comfort, and functionality. A welcoming front deck with an amazing overhang invites you to relax and savor the ever-changing beauty of the Catskill Mountains year round no matter the weather, while the

    Francesca Ortolano Howard Hanna Rand Realty

    77 Upper Boiceville Rd, Boiceville, NY 12412
  • /20

    $189,900

    • Land
    • 2.60 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
    • 28 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
  • /21

    $525,000

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

    183 Mill Rd, Olivebridge, NY 12461

    Nestled in the Catskill Mountains, this beautifully renovated 2-bedroom, 1-bath home on 2.2 private acres offers the perfect retreat. Enjoy the peace of nature from the back porch overlooking the woods, or relax indoors with cathedral ceilings and an abundance of natural light. The home features all new plumbing and electric, a modern kitchen with custom all-wood cabinetry, quartz countertops,

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /28

    $275,000

    • 0.5 Baths
    • 3,297 Sq Ft

    71 Watson Hollow Rd, West Shokan, NY 12494

    If you are looking for a well maintained huge open light filled, heated space with a well and septic and water to convert into your home/studio look no further! Fantastic location with easy access to Boiceville and Route 28 this exceptional building has one half bathroom a double furnace and an additional wet sink area. Just minutes from Woodstock, Phoenicia and Boiceville with shopping and

    Faye Storms Ruth Gale Realty

    71 Watson Hollow Rd, West Shokan, NY 12494
  • /33

    $779,000

    • Land
    • 8 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
    • 2.60 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
  • /38

    $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
  • /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
  • /20

    $200,000

    • 4 Beds
    • 2 Baths
    • 2,228 Sq Ft

    280 Watson Hollow Rd, West Shokan, NY 12494

    Spectacular Olive area..THIS WILL NEED TO BE A CASH OFFER! ,USE EXTREME CAUTION - some floors buckled and basement access not recommended.Buyer will need to check with town and flood rules on what can be done - AS~IS!! 1 acre and Onteroa Schools. This farmhouse has 4 bedrooms 2 baths with many original details, wood beams, wood stoves, hardwood floors and wood trim on a level lot and LOW tax

    Jeanne Boice Howard Hanna Rand Realty

    280 Watson Hollow Rd, West Shokan, NY 12494
  • /13

    $119,000

    • Land
    • 3.00 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
  • /39

    $3,150,000 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.

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 $690,000. If you put a 20% down payment of $138,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,570 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $153K 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, Zena, Wawarsing and Stockade District.

Home Trends in Olive, NY

Housing Trends

Median Sale Price
$480,400
Median Single Family Sale Price
$690,000
Median 2 Bedroom Sale Price
$207,500
Median 1 Bedroom Sale Price
$65,000
Average Price Per Sq Ft
$200
Number of Homes for Sale
3
Last 12 months Home Sales
31
Months of Supply
1.20
Median List Price
$690,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
26%
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