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Olive Homes for Sale

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  • /50

    $499,000 Coming Soon

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

    252 Upper Boiceville Rd, Boiceville, NY 12412

    Set on a private, partially wooded one acre lot in Boiceville, this 3-bedroom, 2-bath home offers 1,924 square feet of flexible living space within the Onteora Central School District. Formerly an art gallery, the home combines architectural character, wooded surroundings, and a layout designed for both everyday living and entertaining. Oversized windows, skylights, and transom windows throughout

    Virginia Corbett eXp Realty

    252 Upper Boiceville Rd, Boiceville, NY 12412
  • /53

    $2,100,000

    • 4 Beds
    • 3 Baths
    • 5,199 Sq Ft

    250 Brodhead Rd, West Shokan, NY 12494

    A rare sanctuary where wellness, nature, and inspired country living converge across 17 idyllic acres. Framed by meadows, woodland, and a serene pond, the property offers a rare sense of escape--an immersive landscape designed as much for gathering and inspiration as for quiet retreat. At the heart of the grounds, the pond becomes a focal point for a lifestyle centered around wellness and

    Richard Vizzini Corcoran Country Living

    250 Brodhead Rd, West Shokan, NY 12494
  • /20

    $299,000

    • Land
    • 9 Acres
    • $33,222 per Acre

    000 Upper Samsonville Rd, Krumville, NY 12461

    Build your ideal country retreat or year-round home on this beautiful 9-acre property in the coveted Upper Samsonville Road area of Olivebridge, featuring a 200-foot roughed-in driveway and striking views of High Point Mountain. Bordered by original stone walls this buildable property offers multiple potential home sites with privacy. With a sub-division survey on record (Lot #3), completed and

    Amy Owens Coldwell Banker Village Green

    000 Upper Samsonville Rd, Krumville, NY 12461
  • /36

    $599,000

    • 6 Beds
    • 3 Baths
    • 2,320 Sq Ft

    10-14 Kelder Hwy, Olivebridge, NY 12461

    Tucked into the scenic countryside of Olivebridge, this rare dual-residence property at 10 & 14 Kelder Highway offers versatility, income potential, and easy upstate living on 1.7 picturesque acres. The first residence is a quaint 3 bed / 1 bath cottage recently updated with new appliances, new flooring, and fresh paint throughout. The main level features two bedrooms, one bathroom, eat in

    Alyson Dugan Reidy Halter Associates Realty

    10-14 Kelder Hwy, Olivebridge, NY 12461
  • /17

    $315,000

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft

    20 Kelder Rd, Olivebridge, NY 12461

    This charming Olivbridge cottage on a full acre is ideal as both a peaceful full-time residence or a perfect weekend escape. Step out onto the rear deck, which overlooks a serene, private green haven complete with its own organic garden. In the winter months, enjoy lovely seasonal views of Ashokan High Point. Conveniently located just minutes from the Ashokan Reservoir, the Ashokan Quarry Trail,

    June Mastropietro Mary Collins Real Estate, Inc

    20 Kelder Rd, Olivebridge, NY 12461
  • /11

    $105,000

    • Land
    • 2.6 Acres
    • $40,385 per Acre

    291 Acorn Hill Rd, Olivebridge, NY 12461

    Tucked away along a private drive on Acorn Hill Road in the scenic town of Olive, this 2.60 acre wooded parcel offers a rare combination of privacy and natural charm. Accessed by a deeded right of way, the property is both secluded and convenient. Surrounded by mature trees, the land features striking rock outcroppings and beautiful mountain views, creating a calm and tranquil setting. Whether

    Paige McClintock Howard Hanna Rand Realty

    291 Acorn Hill Rd, Olivebridge, NY 12461
  • /2

    $180,000

    • Land
    • 5.61 Acres
    • $32,086 per Acre

    00 Fischer Ln, Olive, NY 12461

    Location location location! This beautifully wooded lot is located on aprivate road with close proximity to Woodstock. Build your dream home or use it for your privacy buffer. and combine it with Kelder and 55 G Fischer for a total of 20 acres.

    Adrienne Volpe KW Mid-Hudson

    00 Fischer Ln, Olive, NY 12461
  • /69

    $1,295,000

    • 4 Beds
    • 3 Baths
    • 2,955 Sq Ft

    269 Watson Hollow Rd, West Shokan, NY 12494

    Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house.

    Jeanne Boice Howard Hanna Rand Realty

    269 Watson Hollow Rd, West Shokan, NY 12494
  • /2

    $120,000

    • Land
    • 3.4 Acres
    • $35,294 per Acre

    00 Kelder Hwy, Olive, NY 12461

    Totally wooded and on a private road in a highly desirable area of Olive. Other lots available on this road as well.

    Adrienne Volpe KW Mid-Hudson

    00 Kelder Hwy, Olive, NY 12461
  • /2

    $120,000

    • Land
    • 3.4 Acres
    • $35,294 per Acre

    0 Kelder Hwy, Olive, NY 12461

    This parcel is being sold with the home on 55 G Fishcher Road and G Fischer Lane, for a total of 20.43 acres. The buyer of the house will have first right of refusal on this parcel and the 5 acre parcel on G Fischer.

    Adrienne Volpe KW MidHudson

    0 Kelder Hwy, Olive, NY 12461
  • /48

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft

    55 G Fischer Rd, Olivebridge, NY 12461

    The first thing to strike you about this home, are the natural surroundings and rare bird calls. Nothing but nature for miles, other than two homes on this private road. While the home is sited on just under 12 acres, there are two additional, adjacent lots for sale with the home, making this the largest contiguous parcel in Olive, according to the late owners. If purchased with the home, your

    Adrienne Volpe KW MidHudson

    55 G Fischer Rd, Olivebridge, NY 12461
  • /38

    $1,825,000 New Construction

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

    20 Anderson Rd, Olivebridge, NY 12461

    Welcome to The Forest at Acorn Hill--a private sanctuary set deep within the natural beauty of the Catskills. Tucked away at the end of a quiet cul-de-sac, this exceptional property offers the rare balance of complete seclusion and effortless access to Woodstock, Kingston, and the coveted hamlets of Accord, Stone Ridge, and High Falls. An 850-foot approach winds through the landscape,

    Daniel Hauspurg Potter Realty

    20 Anderson Rd, Olivebridge, NY 12461
  • /48

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    23 Traver Hollow Rd, Boiceville, NY 12412

    Custom-Built Modern Home with Dramatic Mountain Views There are homes with views - and then there are homes built for the view. Affectionately known as Mountain Thyme, the mountain is not simply a backdrop but the defining presence of the property. From the moment you arrive, it rises dramatically into view, close enough to feel immersive, yet expansive enough to inspire. Designed to showcase the

    Agent Photo

    Leigh Bokser

    Compass Greater NY, LLC

    (845) 609-1249

    23 Traver Hollow Rd, Boiceville, NY 12412
  • /12

    $224,999

    • 2 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    106 Sheldon Hill Rd, Olivebridge, NY 12461

    Investor opportunity in Olivebridge! Situated on 1.12 acres, 106 Sheldon Hill Road offers a 2-bedroom, 1.5-bath home with approximately 1,456 square feet of living space and a full unfinished basement, providing additional potential for storage or future expansion. Ideal for investors, contractors, or buyers looking for a renovation project in the Hudson Valley, this home presents a chance to

    Vincent Reda Keller Williams Realty

    106 Sheldon Hill Rd, Olivebridge, NY 12461
  • /40

    $1,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,702 Sq Ft

    14 Tetta Ln, Olivebridge, NY 12461

    Built in 2023 and set on over seven private acres, this stunning contemporary home delivers modern design, open space, and true Hudson Valley serenity. Soaring ceilings and a thoughtfully designed open floor plan fill the home with natural light, creating an atmosphere that is equally suited for peaceful everyday living and effortless entertaining. The sleek, modern kitchen flows seamlessly into

    Kelley Hartmann Serhant LLC

    14 Tetta Ln, Olivebridge, NY 12461
  • /53

    $849,000

    • 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
  • /24

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft

    26 Krom Rd, Olivebridge, NY 12461

    Welcome to 26 Krom Rd in Olivebridge, a beautifully updated mid century ranch set against the rolling foothills of the Catskills. Offering over 1,500 square feet of thoughtfully designed living space, this 3 bedroom, 2 full bathroom home strikes the perfect balance between comfort, style and setting. Ideal as a full time residence or a weekend retreat, this property delivers easy living in one of

    Kristen Jock Compass Greater NY, LLC

    26 Krom Rd, Olivebridge, NY 12461
  • /25

    $565,000

    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft

    4192 State Route 28, Boiceville, NY 12412

    Welcome to the heart of the Catskills. Located along the scenic Route 28 corridor in Boiceville, this beautifully positioned property offers the perfect blend of accessibility, comfort, and mountain charm. The home is being sold fully furnished, making it truly turnkey for its next owner. Currently operating as a successful short-term rental, the property presents an outstanding opportunity for

    Artan Volaj Metro Scape Realty LLC

    4192 State Route 28, Boiceville, NY 12412
  • /30

    $515,000

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

    183 Mill Rd, Olivebridge, NY 12461

    The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /35

    $599,900

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    90 Jomar Ln, Olivebridge, NY 12461

    Welcome to 90 Jomar Lane, a spacious, move-in-ready ranch thoughtfully laid out for comfortable living. An additional 920 sq ft of living space is located in the fully finished basement and is not included in the 1,568 sq ft of the main level. This home features 3 bedrooms and 3 full bathrooms, and a large walk-up attic offering excellent storage or future potential. The primary bedroom opens to

    Chris Weber BHHS HUDSON VALLEY PROP-NP

    90 Jomar Ln, Olivebridge, NY 12461
  • /25

    $589,000 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 BHHS Nutshell Realty

    349 High Point Mountain Rd, West Shokan, NY 12494
  • /13

    $229,888

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

    115 Acorn Hill Rd, Olivebridge, NY 12461

    Rare Turn-Key Development Opportunity in the Heart of the Catskills - Olive, NY GREAT FOR BUILDERS, DEVELOPERS & SAVVY INVESTORS!!!!! Two mobile homes on two separately deeded lots are being sold together as one exceptional package..... • Addresses: 115 & 117 Acorn Hill Rd, Olive, NY 12461 This prime offering features 2.04 acres of beautiful, usable land in a highly desirable residential area of

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    115 Acorn Hill Rd, Olivebridge, NY 12461
  • /17

    $99,900

    • 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
  • /6

    $229,900

    • Land
    • 13.14 Acres
    • $17,496 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
  • /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

    $2,000,000

    • 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
  • /8

    $79,000

    • Land
    • 33,976 Sq Ft
    • $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
  • /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
  • /20

    $179,900

    • Land
    • 2.6 Acres
    • $69,192 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

    Agent Photo

    Teresa Falkowski

    Keller Williams Realty HV Nort

    (845) 671-5010

    Tbd New York 28, Boiceville, NY 12412
  • /50

    $849,000

    • 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,

    Anne Hilton Purvis Coldwell Banker Village GreenN

    281 Dewitt 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 $599,000. If you put a 20% down payment of $119,800 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $2,990 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $128K 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, 12481, 12412 and 12404.
What are the most popular neighborhoods near Olive, Shokan, NY?
The most popular neighborhoods near Olive, Shokan, NY are Marbletown and Rochester.

Home Trends in Olive, NY

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$542,500
Average Price Per Sq Ft
$376
Number of Homes for Sale
20
Last 12 months Home Sales
59
Months of Supply
4.10
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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