28

Olive Homes for Sale

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  • /34

    $2,895,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,506 Sq Ft

    189 Haver Rd, Olivebridge, NY 12461

    Welcome to Mountain House. Follow old stacked stone walls down a long driveway to an incredibly private site with big mountain views that open up as you approach. The incredible scenery is the backdrop for the home, breathe in the calm of the mountain air as you arrive. This newly built home is the latest from acclaimed Bone Hollow Studio, their ground-up construction proves unrivaled in the

    Annabel Taylor Four Seasons Sotheby's Int.

    189 Haver 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
  • /48

    $699,000

    • 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

    Agent Photo

    Win Morrison

    Win Morrison Realty

    (845) 506-1624

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

    Greg Berardi Berardi Realty

    252 Upper Samsonville Rd, Krumville, NY 12461
  • /35

    $629,900

    • 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
  • /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
  • /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
  • /52

    $1,575,000

    • 4 Beds
    • 4 Baths
    • 2,443 Sq Ft

    77 Lower Sahler Mill Rd, Olivebridge, NY 12461

    Tucked away on a sleepy country road, this gut-renovated and completely re-imagined 1930s retreat offers the perfect blend of privacy, natural beauty, and modern comfort. The main house is defined by a copious amount of windows and skylights which drenches the home in natural light and creates a perpetual connection to the outdoors. The kitchen boasts new appliances, soapstone counters and a

    Kyle Needham Compass Greater NY, LLC

    77 Lower Sahler Mill Rd, Olivebridge, NY 12461
  • /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
  • /29

    $975,000

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

    48 Hillside Dr, West Shokan, NY 12494

    Secluded Luxury Log Home with Spectacular Ashokan Reservoir ViewsWelcome 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 efficient flat-interior

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
  • /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
  • /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
  • /51

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 3,581 Sq Ft

    483 Acorn Hill Rd, Olivebridge, NY 12461

    Lean into Catskills living at your stylish country retreat on Acorn Hill Road. Built in 2022, this home is equal parts sanctuary and gathering place. Mornings begin on the wide front porch with coffee and crossword puzzle in hand. Afternoons spill onto the back deck, overlooking an expansive lawn framed by timeless stone walls. The lush backyard is the perfect place for games, gardening, and

    Laurel Sweeney Berkshire Hathaway Homeservice

    483 Acorn Hill 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
  • /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
  • /31

    $645,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /32

    $599,000

    • 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

    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
  • /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
  • /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
  • /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
  • /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

    Paige McClintock Howard Hanna Rand Realty

    291 Acorn Hill Rd, Olivebridge, NY 12461

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 $699,000. If you put a 20% down payment of $139,800 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $3,430 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $147K 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 12461, 12494, 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
$620,000
Median Single Family Sale Price
$629,900
Median Townhouse Sale Price
$796,000
Average Price Per Sq Ft
$386
Number of Homes for Sale
19
Last 12 months Home Sales
60
Months of Supply
3.80
Median List Price
$699,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
25%
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