Olive, NY Homes for Sale

/44
$2,300,000
- 3 Beds
- 2.5 Baths
- 2,775 Sq Ft
30 Narrow Rd, Kingston, NY 12401

Discover minimalist modern luxury in this stunning new contemporary home, set on an expansive 7.3-acre private lot. Whether you're dreaming of a tranquil upstate retreat or a primary residence, this property offers the perfect sanctuary. The open-concept living space features soaring double-height ceilings, creating an inviting and airy atmosphere, while two breathtaking walls of windows provide

Veronica Newton

Compass Greater NY, LLC

(845) 328-5883

30 Narrow Rd, Kingston, NY 12401
/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

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

Michael Carr

eXp Realty

(845) 684-9454

53 Freeman Avery Rd, Olivebridge, NY 12461
/30
$829,000 New Construction
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
4 Burger Dr, Kerhonkson, NY 12446

For those seeking a turnkey retreat with contemporary farmhouse charm, this newly built home on 1.3 acres is a true standout. Thoughtfully designed for both beauty and low maintenance, it features white Hardie board and batten siding, bluestone patios, cedar accents, and efficient Pella windows. A picturesque pond with tall cattails and a floating stone platform adds to the serene setting, while

Catherine Quintard

Compass Greater NY, LLC

(845) 599-0447

4 Burger Dr, Kerhonkson, NY 12446
/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
/22
$985,000 Open Sat 12:30PM - 2:30PM
- 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
/52
$850,000
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
323 Beaverkill Rd, Kingston, NY 12401

Unique, Exciting, Warm and Inviting. Imagine a long winding driveway into your own private forested acreage with a Storybook Saltbox style home immersed in an abundance of magical perennial gardens and flowering trees enhanced with integrated rock walls, stepping stones and patio and Adirondack style arbors, all uniquely designed by the owner, a master landscaper & builder. All the gardens are

Edwin Maldonado Howard Hanna Rand Realty

323 Beaverkill Rd, Kingston, NY 12401
/26
$550,000
- 4 Beds
- 1.5 Baths
- 2,136 Sq Ft
174 Palentown Rd, Kerhonkson, NY 12446

They don't build them like this anymore! This home is a testament to quality craftsmanship, featuring a sturdy stone foundation, a charming brick exterior on the first floor, and floor joists that are practically tree-sized beams. With beautiful Swiss Chalet-style influences in the intricate railings and unique woodwork, plus custom built-ins throughout, this house is as solid and charming as

Heather Hughes Hello Dolly Real Estate

174 Palentown Rd, Kerhonkson, NY 12446
/31
$650,000 Open Sat 12PM - 2PM
- 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
/41
$1,195,000
- 4 Beds
- 4 Baths
- 3,941 Sq Ft
465 High Point Mountain Rd, West Shokan, NY 12494

Available for the first time in 50-plus years, this iconic Hudson Valley home boasts extraordinary character and charm in the perfect setting -- a secluded 10-acre nook of ponds and woods just minutes from the Ashokan Reservoir. The house, a masterful blend of timeless farmhouse style, craftsmanship and luxury, is the polar opposite of cookie cutter, with classic window awnings, cedar shakes and

Hayes Clement Compass Greater New York, LLC

465 High Point Mountain Rd, West Shokan, NY 12494
/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
/38
$599,900 Open Sat 12PM - 2PM
- 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
/31
$649,500
- 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
/54
$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
/16
$209,000
- 1 Bed
- 1 Bath
- 424 Sq Ft
685 Upper Cherrytown Rd, Kerhonkson, NY 12446

Nestled in the forest, this beautifully updated 1-bedroom 1-bath cabin offers the perfect blend of rustic charm and modern comfort. This lovely property on 1.5 private acres currently operates as a successful air-bnb, but could easily be your year-round home or woodland retreat. Located near the Sundown Wild Forest and the popular Vernooy Kill Falls hiking trail, this home is ideal for those

Dorcinda Knauth Weichert, REALTORS The Spiesma

685 Upper Cherrytown Rd, Kerhonkson, NY 12446
/40
$459,000
- 3 Beds
- 3 Baths
- 1,080 Sq Ft
107 Tonche Terrace, Shokan, NY 12481

Welcome to 107 Tonche Terrace, Shokan, NY. Tucked away in a semi-secluded setting, this spacious 1,888 sq ft raised ranch offers the perfect balance of privacy and convenience. Featuring 3 bedrooms and 3 full bathrooms, the home also includes a versatile den, a cozy library, and a dedicated office-ideal for working from home or hosting guests. The open main living area provides plenty of natural

Greg Stewart Century 21 New West

107 Tonche Terrace, Shokan, NY 12481
/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
/13
$55,000
- Land
- 1.10 Acres
- $50,000 per Acre
0 Lot Shagbark Dr, Shokan, NY 12481

Beautiful and quiet wooded lot on a dead end road in low tax Olive. Build a home for yourself, or build a spec home to meet the huge demand for homes in the region-- this lot is ready for your designs. Or, wait a couple of years for the approved municipal sewer system to be installed and save the cost of installing a septic system. Come have a look and be ready to break ground this Autumn.

Sean Zimmerman Halter Associates Realty

0 Lot Shagbark Dr, Shokan, NY 12481
/29
$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 Hello Dolly Real Estate

27 Crosswell Manor Dr, Shokan, NY 12481
/17
$450,000
- 3 Beds
- 2 Baths
- 1,647 Sq Ft
121-1 Mountain Rd, Shokan, NY 12481

RECENTLY REDUCED! THIS HOME IS A MUST SEE IN PERSON!Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected living and dining space, with room to grow and

Jayme Staten United Real Estate HV Edge

121-1 Mountain Rd, Shokan, NY 12481
/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
/17
$389,000
- 4 Beds
- 2 Baths
- 1,880 Sq Ft
2832 New York 28, Shokan, NY 12481

Interesting Multi-Unit Property in the Lovely Town of Olive. The Main house has 3 Bedrooms and 1 Bath with recent Renovations to the Kitchen, Bathroom, Mudroom and Breezeway. There's a Newer Roof also! On the far end of this elongated Ranch, separated by a Utility Room and Garage, is an Efficiency Apartment (currently rented). The house is well set back from the road with a wall of trees for

Edwin Maldonado Howard Hanna Rand Realty

2832 New York 28, Shokan, NY 12481
/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
/16
$225,000
- 1 Bed
- 1 Bath
- 472 Sq Ft
3 Dymond Rd, Kerhonkson, NY 12446

Peace and privacy await in this cozy 1-Bedroom streamside cottage on nearly one acre of natural beauty. Perfect as weekend retreat, artist's hideaway or full-time residence, this property is ideal for nature lovers, writers, or anyone craving quiet. Outside, enjoy the sounds of the stream and the night stars from your backyard! Inside you'll find a fully furnished haven, with lovely wood floors

Dorcinda Knauth Weichert, REALTORS The Spiesma

3 Dymond Rd, Kerhonkson, NY 12446
/9
$75,000
- Land
- 1.00 Acre
- $75,000 per Acre
14 Saw Pitt Rd, Kerhonkson, NY 12446

Discover a rare opportunity to own a private getaway tucked inside Camp Adventure! This beautiful 1-acre wooded lot offers endless potential. Renovate or replace the 1960 seasonal cottage with a modern home and add a deck to fully enjoy the peaceful surroundings and natural beauty. Please use caution when entering the existing structure.The location is ideal for outdoor enthusiasts and those who

Kristen Zigouras eXp Realty

14 Saw Pitt Rd, Kerhonkson, NY 12446
/27
$449,000
- 3 Beds
- 2 Baths
- 1,114 Sq Ft
766 County Route 2, Accord, NY 12404

Nestled in the heart of Accord, NY, this fully renovated 3-bedroom, 2-bath Cape Cod home is a turnkey retreat blending classic upstate charm with modern comfort. Perfect as a low-maintenance weekend escape or an opportunity to own a piece of the Hudson Valley's vibrant, high-value market, this move-in-ready gem is just 90 minutes from NYC.The fully fenced and gated property boasts a

Antonia Nelson BHHS HUDSON VALLEY PROP-NP

766 County Route 2, Accord, NY 12404
/42
$410,000
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
2 Shokan Park Rd, Shokan, NY 12481

Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

Toni Scalici Asset Property Services

2 Shokan Park Rd, Shokan, NY 12481
/30
$1,175,000
- 3 Beds
- 2 Baths
- 2,376 Sq Ft
16 Blue Spruce Ln, Kerhonkson, NY 12446

Enjoy smart living in this handcrafted, architect-designed modern cabin in sold-out Hudson Woods. Sited on 4.2 private acres with seasonal mountain views, this three-bedroom, two-bathroom residence blends modern design with natural materials for a timeless retreat in the woods. Walls of glass bring the outdoors in, filling the open-concept living space with light and offering a seamless

Briana Cermak BHHS HUDSON VALLEY PROP-WDST

16 Blue Spruce Ln, Kerhonkson, NY 12446
/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
/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
/47
$525,000
- 3 Beds
- 3 Baths
- 1,794 Sq Ft
44 Dogwood Dr, Shokan, NY 12481

Located in a highly desired part of the Catskill park! This home is perched on a hill with neighbors far enough away for your privacy, but close enough for security. Just minutes for the Ashokan reservoir, rail trail, skiing, hiking, fishing, Woodstock & Kingston. The home features a beautiful fireplace, pellet stove, hardwood floors, sauna, and lots of space to play or work from home. The large

George Denise Keller Williams Realty HV Nort

44 Dogwood Dr, Shokan, NY 12481
/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
/25
$209,000
- Land
- 4.70 Acres
- $44,468 per Acre
00 Wynkoop Dr, Rochester, NY 12446

Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir for walking and biking. Encompassing three parcels sold together, this builder's dream offers unique potential, including existing

Monica Noll Keller Williams Realty HV Nort

00 Wynkoop Dr, Rochester, NY 12446
/27
$209,000
- 2 Beds
- 1 Bath
- 980 Sq Ft
93 Wynkoop Dr, Kerhonkson, NY 12446

Elevate your life in the heart of the Hudson Valley. Stop dreaming of weekend getaways and start living amidst the natural beauty. This tranquil property, perfect for your custom build, boasts direct access to local hiking trails and the picturesque Ashokan Reservoir for walking and biking. Encompassing three parcels sold together, this builder's dream offers unique potential, including existing

Monica Noll Keller Williams Realty HV Nort

93 Wynkoop Dr, Kerhonkson, NY 12446
/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
/17
$79,999
- Land
- 3.16 Acres
- $25,316 per Acre
37 Wynkoop Dr, Rochester, NY 12446

Don't miss the opportunity to own in beautiful Kerhonkson and build your dream home! Electricity is available on the road. Well installed. Perc test completed years ago. BOH approved for 4 bedroom house. Minutes from state hiking trails & parks and the Ashokan Reservoir! Conveniently, shopping, restaurants, and more are only a short drive away! Wetlands at the back of the property provide a

Kathy Shumway Win Morrison Realty

37 Wynkoop Dr, Rochester, NY 12446
/11
$239,000
- 2 Beds
- 1 Bath
- 1,077 Sq Ft
3382 State Route 28, Shokan, NY 12481

MOTIVATED SELLER!!! This charming cottage nestled in the scenic town of Olive was built in 1921.There is a lot of natural light highlighting the unique characteristics this house has to offer. This house features a generator hook up and on the property you will find a one-bedroom mobile home that is grandfathered in. It has its own septic and shared well with the house and it is a great rental

Siobhan Scanlan Win Morrison Realty-K

3382 State Route 28, Shokan, NY 12481

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