Olive Homes

/5
$65,000

$10K PRICE DROP
- Land
- 14,374 Sq Ft
- $196,970 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, BOH approval for a 2 bedroom home and zoning board of appeals approval from the local municipality, authorizes this lot as buildable for a 24x40 home. Bring your minimalistic 960 square foot country home to vision on this 0.44 acre lot in

Zachary Jarvis BHHS Nutshell Realty

1470 County Road 2, Olivebridge, NY 12461
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/11
$275,000

Sold Sep 30, 2025

1750 County Road 2, Olivebridge, NY 12461
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
- Built 2018
Last Sold Summary
- $204/SF
- 26 Days On Market
Current Estimated Value $338,621

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

1750 County Road 2, Olivebridge, NY 12461

/53
Est $529,548

Not Listed For Sale

54 Hillside Dr, West Shokan, NY 12494
- 3 Beds
- 1.5 Baths
- 1,624 Sq Ft
- Built 1996
54 Hillside Dr, West Shokan, NY 12494

Last Sold Summary
- 181 Days On Market
Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

/19
$399,000

$26K PRICE DROP Under Contract
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
1906 County Road 3, Olivebridge, NY 12461

This charming cottage in Olivebridge NY proves that great things really do come in small packages. Thoughtfully designed for easy living, it's the kind of home that lets you spend less time maintaining and more time enjoying everything the Hudson Valley has to offer.Inside, warm and inviting spaces feel instantly welcoming, while an airy loft provides the perfect spot for a home office,

Jason Nadeau Compass Greater NY, LLC

1906 County Road 3, Olivebridge, NY 12461
/61
$750,000

Sold Mar 02, 2026

44 Turner Rd, West Shokan, NY 12494
- 2 Beds
- 2 Baths
- 1,795 Sq Ft
- Built 1973
Last Sold Summary
- $418/SF
- 20 Days On Market
Current Estimated Value $745,777

Last Listing Agent Amy Lonas Coldwell Banker Village Green

44 Turner Rd, West Shokan, NY 12494

/35
Est $1,437,220

Not Listed For Sale

452 Krumville Rd, Olivebridge, NY 12461
- 4 Beds
- 3 Baths
- 2,521 Sq Ft
- Built 1997
452 Krumville Rd, Olivebridge, NY 12461

Last Sold Summary
- 11 Days On Market
Last Listing Agent Laurel Sweeney BHHS Nutshell Realty

/35
$599,900
- 3 Beds
- 3 Baths
- 1,568 Sq Ft
90 Jomar Ln, Olivebridge, NY 12461

Welcome to 90 Jomar Lane, a beautifully maintained, move-in-ready ranch offering the perfect blend of comfort, space, and privacy. The main level features 1,568 square feet of thoughtfully designed living space, complemented by an additional 920 square feet in the fully finished basement, providing plenty of room for entertaining, recreation, a home office, or guest accommodations. This inviting

Chris Weber BHHS HUDSON VALLEY PROP-NP

90 Jomar Ln, Olivebridge, NY 12461
/24
$400,000

Sold Mar 06, 2026

44 Sheldon Hill Rd, Olivebridge, NY 12461
- 2 Beds
- 1 Bath
- 1,388 Sq Ft
- Built 1957
Last Sold Summary
- 19% Below List Price
- $288/SF
- 159 Days On Market
Current Estimated Value $426,590

Last Listing Agent Yvonne Wilder Four Seasons Sotheby's Int'l R

44 Sheldon Hill Rd, Olivebridge, NY 12461

Est $3,006,546

Not Listed For Sale

295 Krumville Rd, Olivebridge, NY 12461
- 7 Beds
- 11 Baths
- 9,000 Sq Ft
- Built 1977
295 Krumville Rd, Olivebridge, NY 12461

Last Sold Summary
- 112 Days On Market
Last Listing Agent Sharon D'Orazio Keller Williams Realty

/33
$779,000

$46K PRICE DROP
- 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
/24
$315,000

Sold Dec 19, 2025

31 Lang Rd, West Shokan, NY 12494
- 4 Beds
- 2.5 Baths
- 3,330 Sq Ft
- Built 1961
Last Sold Summary
- 19% Below List Price
- $95/SF
- 182 Days On Market
Current Estimated Value $549,624

Last Listing Agent Richard Vizzini Corcoran Country Living

31 Lang Rd, West Shokan, NY 12494

/26
Est $577,632

Not Listed For Sale

219 Brown Rd, Olivebridge, NY 12461
- 4 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 1974
219 Brown Rd, Olivebridge, NY 12461

Last Sold Summary
- 10 Days On Market
Last Listing Agent Jeff Serouya Compass Greater NY, LLC

/28
$995,000

New Construction $100K PRICE DROP Pending
- 4 Beds
- 3 Baths
- 2,827 Sq Ft
264 Wynkoop Rd, Olivebridge, NY 12461

On a storybook wooded lot in one of the Hudson Valley's most sought-after neighborhoods, this brand new Scandinavian-inspired farmhouse checks all the boxes for the perfect Catskill weekend getaway or a forever family home. Built by one of the area's most respected builders, this luxury home features a gourmet kitchen, floor-to-ceiling living room windows, a custom two-story fireplace, and an

Dylan Taft Taft Street Realty, Inc.

264 Wynkoop Rd, Olivebridge, NY 12461
$310,000

Sold Aug 21, 2026

20 Kelder Rd, Olivebridge, NY 12461
- 2 Beds
- 1 Bath
- 1,320 Sq Ft
- Built 1940
Last Sold Summary
- 2% Below List Price
- $235/SF
- 47 Days On Market
Current Estimated Value $327,466

Last Listing Agent June Mastropietro Mary Collins Real Estate

20 Kelder Rd, Olivebridge, NY 12461

/12
Est $394,825

Not Listed For Sale

1979 County Road 3, Olivebridge, NY 12461
- 3 Beds
- 1 Bath
- 1,231 Sq Ft
- Built 1800
1979 County Road 3, Olivebridge, NY 12461

Last Sold Summary
- 231 Days On Market
Last Listing Agent Debra Cook Coldwell Banker Timberland

/2
$80,000

$100K PRICE DROP
- Land
- 5.61 Acres
- $14,260 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
$500,000

Sold Jul 22, 2026

252 Upper Boiceville Rd, Boiceville, NY 12412
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
- Built 1992
Last Sold Summary
- $260/SF
- 26 Days On Market
Current Estimated Value $509,225

Last Listing Agent Virginia Corbett eXp Realty

252 Upper Boiceville Rd, Boiceville, NY 12412

Est $920,115

Not Listed For Sale

1967 County Road 3, Olivebridge, NY 12461
- 4 Beds
- 3.5 Baths
- 2,840 Sq Ft
- Built 1825
1967 County Road 3, Olivebridge, NY 12461

Last Sold Summary
- 45 Days On Market
Last Listing Agent Lindsay Allen Upstate Down

/40
$945,000
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
23 Traver Hollow Rd, Boiceville, NY 12412

Mountain views, thoughtful design, and indoor-outdoor living come together in this stunning custom built 3 bedroom, 2.5 bath home, built in 2021. The mountain takes center stage in the dramatic two-story, open-concept living room, where a wall of black Marvin windows fills the space with natural light and frames the view beyond. Exposed Douglas fir beams, finished concrete floors, and a

Kelley Hartmann Serhant LLC

23 Traver Hollow Rd, Boiceville, NY 12412
/23
$415,000

Sold Feb 10, 2026

74 Upper Boiceville Rd, Boiceville, NY 12412
- 3 Beds
- 2 Baths
- 1,625 Sq Ft
- Built 1958
Last Sold Summary
- $255/SF
- 33 Days On Market
Current Estimated Value $426,654

Last Listing Agent Dustin Leibowitz eXp Realty, LLC

74 Upper Boiceville Rd, Boiceville, NY 12412

Est $384,673

Not Listed For Sale

5013 State Route 213, Olivebridge, NY 12461
- 2 Beds
- 1 Bath
- 1,093 Sq Ft
- Built 1967
5013 State Route 213, Olivebridge, NY 12461

Last Sold Summary
- 168 Days On Market
Last Listing Agent Casey Kearns Corcoran Country Living

/12
$224,999

Pending
- 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

Vincent Reda Keller Williams Realty

106 Sheldon Hill Rd, Olivebridge, NY 12461
/32
$575,000

Sold Mar 19, 2026

1626 County Road 2, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1947
Last Sold Summary
- 11% Below List Price
- $411/SF
- 209 Days On Market
Current Estimated Value $562,068

Last Listing Agent Zachary Jarvis BHHS Nutshell Realty

1626 County Road 2, Olivebridge, NY 12461

/27
Est $287,638

Not Listed For Sale

1206 County Road 2, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1995
1206 County Road 2, Olivebridge, NY 12461

Last Sold Summary
- 105 Days On Market
Last Listing Agent Sandy Potter Win Morrison Realty

/40
$749,900

$109K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,880 Sq Ft
640 Acorn Hill Rd, Olivebridge, NY 12461

Private newly renovated retreat on 2.57 Acres! Welcome to 640 Acorn Hill Road, where peace, privacy, and modern living come together in a beautiful natural setting. Tucked away from the road on this move-in ready home offers an open-concept layout designed for both everyday living and entertaining.The home features timeless board and batten siding, a standing-seam metal roof, and thoughtfully

Megan Rios Berardi Realty

640 Acorn Hill Rd, Olivebridge, NY 12461
/61
$665,000

Sold Jun 04, 2026

258 Watson Hollow Rd, West Shokan, NY 12494
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
- Built 1960
Last Sold Summary
- 26% Below List Price
- $417/SF
- 329 Days On Market
Current Estimated Value $645,967

Last Listing Agent Siobhan Scanlan Win Morrison Realty-K

258 Watson Hollow Rd, West Shokan, NY 12494

/34
Est $961,695

Not Listed For Sale

85 Crispell Rd, Olivebridge, NY 12461
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1990
85 Crispell Rd, Olivebridge, NY 12461

Last Sold Summary
- 34 Days On Market
Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

/39
$635,000

Under Contract
- 3 Beds
- 2 Baths
- 1,418 Sq Ft
35 Crispell Rd, Olivebridge, NY 12461

A slice of country heaven in Olive! Welcome to 35 Crispell Rd, a delightful 3-bedroom, 2-bath cedar-sided Cape tucked away on almost 5 acres. This home, filled with country charm, is nestled into lush landscaping, mature trees and rock outcroppings. The acreage turns into a sweet meadow at one end, and the other end holds a sparkling in-ground pool surrounded by a bluestone patio and fronted by a

Phyllis Whitehouse-Frome The Catskill Dream Team

35 Crispell Rd, Olivebridge, NY 12461
/41
$1,195,000

Sold Sep 29, 2025

465 High Point Mountain Rd, West Shokan, NY 12494
- 4 Beds
- 4 Baths
- 3,941 Sq Ft
- Built 1970
Last Sold Summary
- 13% Below List Price
- $303/SF
- 90 Days On Market
Last Listing Agent Hayes Clement Compass Greater New York, LLC

465 High Point Mountain Rd, West Shokan, NY 12494

Est $646,114

Not Listed For Sale

673 Acorn Hill Rd, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,974 Sq Ft
- Built 1941
673 Acorn Hill Rd, Olivebridge, NY 12461

Last Sold Summary
- 36 Days On Market
Last Listing Agent Steven Asher Cohen BHHS Nutshell Realty

/38
$5,250,000

New Construction
- 3 Beds
- 3.5 Baths
- 3,100 Sq Ft
1003 Cold Brook Rd, Boiceville, NY 12412

The Coldbrook EstateDiscover unparalleled luxury and natural beauty with this exquisite new construction, perfectly sited on over 54 acres and bordered by thousands of acres of pristine State Land. This property offers an extraordinary living experience with direct waterfront access to the Esopus Creek, and seamless entry to the Ashokan Rail Trail - a rare combination of seclusion and

Sheena Lepez Compass Greater New York, LLC

1003 Cold Brook Rd, Boiceville, NY 12412
/9
$182,000

Sold Aug 18, 2026

46 Hillside Dr, West Shokan, NY 12494
- Land
- 3.7 Acres
- $49,189 per Acre
Last Sold Summary
- 14% Above List Price
- 34 Days On Market
Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

46 Hillside Dr, West Shokan, NY 12494

/43
Est $466,887

Not Listed For Sale

1262 County Road 2, Olivebridge, NY 12461
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1988
1262 County Road 2, Olivebridge, NY 12461

Last Sold Summary
- 69 Days On Market
Last Listing Agent Steven Asher Cohen BHHS Nutshell Realty

/42
$340,000

$50K PRICE DROP Pending
- 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 Sothebys Intl

26 Kelder Rd, Olivebridge, NY 12461
/54
$415,000

Sold Oct 03, 2025

77 Upper Boiceville Rd, Boiceville, NY 12412
- 4 Beds
- 2 Baths
- 1,664 Sq Ft
- Built 1968
Last Sold Summary
- 5% Above List Price
- $249/SF
- 16 Days On Market
Current Estimated Value $442,361

Last Listing Agent Francesca Ortolano Past Member

77 Upper Boiceville Rd, Boiceville, NY 12412

/25
Est $581,302

Not Listed For Sale

592 Acorn Hill Rd, Olivebridge, NY 12461
- 1 Bed
- Built 1959
592 Acorn Hill Rd, Olivebridge, NY 12461

Last Sold Summary
- 55 Days On Market
Last Listing Agent Leigh Wagner-Quintana Past Member

/32
$729,000

Pending
- 3 Beds
- 3 Baths
- 2,116 Sq Ft
14 Mountain Valley Rd, Olive, NY 12461

Welcome to your private mountain retreat in the heart of the Catskills. Set on 2.1 wooded acres, this beautifully maintained home offers an ideal blend of modern comfort, outdoor living, and year-round recreation.Significantly upgraded by its current owners, this property is perfect for those seeking tranquility without sacrificing convenience. Inside, the remodeled kitchen features modern

Ronnie McPeek Amodio Real Estate & Prop

14 Mountain Valley Rd, Olive, NY 12461
/70
$899,990

Sold Sep 14, 2026

10 Kolb Rd, Boiceville, NY 12412
- 3 Beds
- 2 Baths
- 2,670 Sq Ft
- Built 2021
Last Sold Summary
- 24% Below List Price
- $337/SF
- 71 Days On Market
Current Estimated Value $965,626

Last Listing Agent Jasmine Jordaan Halter Associates Realty

10 Kolb Rd, Boiceville, NY 12412

Est $447,604

Not Listed For Sale

451 Acorn Hill Rd, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,908 Sq Ft
- Built 1880
451 Acorn Hill Rd, Olivebridge, NY 12461

Last Sold Summary
- 355 Days On Market
Last Listing Agent Heather Martin KW MidHudson

/49
$1,525,000
- 3 Beds
- 2.5 Baths
- 3,030 Sq Ft
457 Krumville Rd, Olivebridge, NY 12461

Tucked into a dramatic rock ridge with sweeping views of the Catskill Mountains, this renovated farmhouse invites you to slow down and savor country living at its finest. Spanning just over 3,000 square feet, the home balances rustic character with thoughtful modern updates throughout. The renovated kitchen, anchored by warm butcher block counters, flows gracefully into a generous dining room.

Anna Barcone BHHS Nutshell Realty

457 Krumville Rd, Olivebridge, NY 12461

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