Olive Homes

/48
$699,000 Pending
- 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

Win Morrison

Win Morrison Realty

(845) 506-1624

258 Watson Hollow Rd, West Shokan, NY 12494
Explore Olive
/13
$9,500 Per Month
- 4 Beds
- 4.5 Baths
- 3,107 Sq Ft
- House for Rent
451 Krumville Rd, Olivebridge, NY 12461

Stunning, very private,chateau style, 2 story seasonal rental in Olivebridge. It is inside the ''blue line''of Catskill State Park. Surrounded by over 22 acres this beautiful log home is perfect for anyone looking for a true getaway in the pines. Close proximity to the Ashokan Reservoir, skiing, hiking, wonderful restaurants and shopping. Fully furnished with gorgeous high ceilings, a wood

Nancy Keller Bacon Four Seasons Sotheby's Int'l R

451 Krumville Rd, Olivebridge, NY 12461
/23
$925,000 Sold Dec 03, 2025

52 Aster Rd, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,403 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $659/SF
- 96 Days On Market
Current Estimated Value $926,164

Last Listing Agent Ashley Prather Corcoran Country Living

52 Aster Rd, Olivebridge, NY 12461

/63
Est $899,769 Not Listed For Sale

12 W Shokan Heights Rd, West Shokan, NY 12494
- 4 Beds
- 2 Baths
- 2,208 Sq Ft
- Built 1880
12 W Shokan Heights Rd, West Shokan, NY 12494

Last Sold Summary
- 41% Below List Price
- $691/SF
- 18 Days On Market
- Last Sold Price $1,525,000
- May 08, 2025
Last Listing Agent Christina Ahouse Four Seasons Sotheby's Int'l-K

/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

(845) 671-5010

Tbd New York 28, Boiceville, NY 12412
/9
$2,800

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- House for Rent
78 Upper Boiceville Rd, Boiceville, NY 12412

The house is located in an amazing area with access to Kingston and Woodstock and Phoenicia Diner about a 7 minute drive. The neighborhood is extremely quiet and the house is protected on two sides by DEP land so for sure you will see bears and bunnies and deer.Newly renovated bathrooms and bedrooms. Grill, fire pit, sunroom, backyard.We are renting our incredible ranch home in

78 Upper Boiceville Rd, Boiceville, NY 12412
/25
$475,000 Sold Dec 04, 2025

27 Crosswell Manor Dr, Shokan, NY 12481
- 3 Beds
- 3 Baths
- 2,900 Sq Ft
- Built 1971
Last Sold Summary
- 18% Below List Price
- $164/SF
- 161 Days On Market
Current Estimated Value $483,938

Last Listing Agent Laura Prince Hudson Dwellings Realty

27 Crosswell Manor Dr, Shokan, NY 12481

/27
Not Listed For Sale

3647 Route 28a, West Shokan, NY 12494
- 2 Beds
- 2 Baths
- 1,710 Sq Ft
- Built 1945
3647 Route 28a, West Shokan, NY 12494

Last Sold Summary
- $530/SF
- 16 Days On Market
- Last Sold Price $906,000
- Aug 23, 2024
Last Listing Agent Baris Demirel Serhant LLC

/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

Leigh Bokser

Compass Greater NY, LLC

(845) 609-1249

23 Traver Hollow Rd, Boiceville, NY 12412
/28
$4,500 Per Month
- 3 Beds
- 2 Baths
- 2,288 Sq Ft
- House for Rent
671 Watson Hollow Rd, West Shokan, NY 12494

The Creekside Contemporary As if lifted from the pages of a storybook, this beautifully appointed 2,200 sq ft, three-bedroom residence offers an enchanting blend of charm, comfort, and space--an idyllic retreat in the heart of the Catskills. Perfectly positioned on over six lush acres, the property overlooks the tranquil Bushnell Creek, creating a serene backdrop for every season. Summer days

Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

671 Watson Hollow Rd, West Shokan, NY 12494
$760,000 Sold Aug 18, 2025

199 Kelder Hwy, Olivebridge, NY 12461
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
- Built 2019
Last Sold Summary
- 8% Below List Price
- $445/SF
- 32 Days On Market
Current Estimated Value $776,980

Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

199 Kelder Hwy, Olivebridge, NY 12461

/35
Not Listed For Sale

34 Tetta Ln, Olivebridge, NY 12461
- 3 Beds
- 4 Baths
- 2,400 Sq Ft
- Built 2024
34 Tetta Ln, Olivebridge, NY 12461

Last Sold Summary
- $454/SF
- 28 Days On Market
- Last Sold Price $1,090,000
- Mar 07, 2025
Last Listing Agent William Golan Compass Greater NY, LLC

/42
$574,999 Coming Soon
- 6 Beds
- 2 Baths
- 1,842 Sq Ft
2 Mountain Valley Rd, Boiceville, NY 12412

A rare and remarkable multi-family opportunity nestled in the heart of the Catskills — 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

Richard Baxter

Keller Williams Realty

(845) 497-6342

2 Mountain Valley Rd, Boiceville, NY 12412
/22
$4,800 Per Month
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- House for Rent
421 Brown Rd, Olivebridge, NY 12461

Enjoy a rare opportunity to live and work on a private 14-acre property featuring your own waterfall, set along a protected Class A trout stream with natural swim holes. Located approximately 2 hours from NYC, with hiking nearby and Woodstock just 25 minutes away, the home offers a peaceful setting without sacrificing accessibility to local towns like Accord, Kerhonkson, and Stone Ridge.This

Susanna Scott-Mitchell Compass Greater NY, LLC

421 Brown Rd, Olivebridge, NY 12461
/48
$1,055,000 Sold Nov 13, 2025

4085 New York 28a, West Shokan, NY 12494
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
- Built 1900
Last Sold Summary
- 10% Below List Price
- $422/SF
- 32 Days On Market
Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

4085 New York 28a, West Shokan, NY 12494

/51
Not Listed For Sale

342-344 Watson Hollow Rd, West Shokan, NY 12494
- 5 Beds
- 2.5 Baths
- 3,075 Sq Ft
- Built 1860
342-344 Watson Hollow Rd, West Shokan, NY 12494

Last Sold Summary
- $390/SF
- 90 Days On Market
- Last Sold Price $1,200,000
- Jan 16, 2025
Last Listing Agent Joseph Satto Fresh Air Realty

/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
/16
$405,000 Sold May 12, 2025

7 Pinecrest Dr, West Shokan, NY 12494
- 3 Beds
- 2.5 Baths
- 1,672 Sq Ft
- Built 2001
Last Sold Summary
- 11% Below List Price
- $242/SF
- 161 Days On Market
Current Estimated Value $438,537

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

7 Pinecrest Dr, West Shokan, NY 12494

/33
Est $1,188,887 Not Listed For Sale

72 High Point Mountain Rd, West Shokan, NY 12494
- 3 Beds
- 3 Baths
- 2,726 Sq Ft
- Built 1935
72 High Point Mountain Rd, West Shokan, NY 12494

Last Sold Summary
- 5% Below List Price
- $459/SF
- 33 Days On Market
- Last Sold Price $1,250,000
- Apr 04, 2025
Last Listing Agent Angelica VonDrak Houlihan Lawrence, Inc.

/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
/59
$407,000 Sold Dec 16, 2025

20 Beechford Dr, Boiceville, NY 12412
- 2 Beds
- 2 Baths
- 1,404 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $290/SF
- 26 Days On Market
Current Estimated Value $417,109

Last Listing Agent Karen Gilbane Corcoran Country Living

20 Beechford Dr, Boiceville, NY 12412

/39
Not Listed For Sale

1882 Samsonville Rd, Kerhonkson, NY 12446
- 4 Beds
- 2 Baths
- 2,337 Sq Ft
- Built 1987
1882 Samsonville Rd, Kerhonkson, NY 12446

Last Sold Summary
- $340/SF
- 125 Days On Market
- Last Sold Price $795,000
- Apr 11, 2025
Last Listing Agent Diana Polack Compass Greater NY, LLC

/36
$1,100,000 Pending
- 4 Beds
- 5 Baths
- 3,522 Sq Ft
54 Tetta Ln, Olivebridge, NY 12461

New barn-style home going up on 7+ acres in Olivebridge. Lots of space spread out over 3 floors. Plenty of exterior porches as well. Quiet, private, and pretty.,AboveGrade:3522,Below Grnd Sq Feet:1269,FLOORING:Wood,FOUNDATION:Concrete,OTHERROOMS:Family Room,Formal Dining Room,Office/Computer Room,ROOF:Asphalt Shingles,Unfinished Square Feet:217

Chuck Petersheim Lazy Meadows Realty

54 Tetta Ln, Olivebridge, NY 12461
/37
$860,000 Sold May 06, 2026

2246 County Road 3, Olivebridge, NY 12461
- 3 Beds
- 2.5 Baths
- 2,184 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $394/SF
- 169 Days On Market
Current Estimated Value $881,289

Last Listing Agent Hayes Clement Compass Greater New York, LLC

2246 County Road 3, Olivebridge, NY 12461

/32
Not Listed For Sale

728 Bostock Mtn Rd, Boiceville, NY 12412
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1986
728 Bostock Mtn Rd, Boiceville, NY 12412

Last Sold Summary
- $369/SF
- 157 Days On Market
- Last Sold Price $520,000
- May 01, 2025
Last Listing Agent Maureen Finch Finch, John Realty

/51
$1,275,000 Pending
- 3 Beds
- 2.5 Baths
- 3,581 Sq Ft
483 Acorn Hill Rd, Olivebridge, NY 12461

Set along quiet Acorn Hill Road, this thoughtfully designed Catskills retreat delivers a rare balance of privacy, polish, and everyday convenience. Built in 2022, the home feels intentionally set apart, a place where calm and comfort take center stage, while favorite destinations remain just minutes away. Life unfolds with ease here. Mornings begin on the wide front porch with coffee in hand,

Emily Daniels BHHS Nutshell Realty

483 Acorn Hill Rd, Olivebridge, NY 12461
/53
$509,250 Sold Jun 13, 2025

54 Hillside Dr, West Shokan, NY 12494
- 3 Beds
- 1.5 Baths
- 1,624 Sq Ft
- Built 1996
Last Sold Summary
- 7% Below List Price
- $314/SF
- 181 Days On Market
Current Estimated Value $518,993

Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

54 Hillside Dr, West Shokan, NY 12494

/51
Not Listed For Sale

8 Heyden Off Chase Rd, Shokan, NY 12481
- 3 Beds
- 2 Baths
- 3,725 Sq Ft
- Built 1997
8 Heyden Off Chase Rd, Shokan, NY 12481

Last Sold Summary
- $348/SF
- 28 Days On Market
- Last Sold Price $1,295,000
- Dec 11, 2024
Last Listing Agent Carol Spirig Halter Associates Realty

/50
$1,275,000 Pending
- 3 Beds
- 2.5 Baths
- 2,181 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

Emily Daniels BHHS Nutshell Realty

483 Acorn Hill Rd, Olivebridge, NY 12461
/34
$840,000 Sold Jul 08, 2025

516 Watson Hollow Rd, West Shokan, NY 12494
- 4 Beds
- 2 Baths
- 2,345 Sq Ft
- Built 1973
Last Sold Summary
- 3% Above List Price
- $358/SF
- 19 Days On Market
Current Estimated Value $856,332

Last Listing Agent Diana Polack Compass Greater NY, LLC

516 Watson Hollow Rd, West Shokan, NY 12494

/44
Not Listed For Sale

14 Stonehill Rd, Olivebridge, NY 12461
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
- Built 1987
14 Stonehill Rd, Olivebridge, NY 12461

Last Sold Summary
- $496/SF
- 92 Days On Market
- Last Sold Price $765,000
- Oct 21, 2024
Last Listing Agent Eric Amaral Coldwell Banker Village Green

/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
/51
$945,000 Sold Sep 30, 2025

11 Heyden Rd, Shokan, NY 12481
- 3 Beds
- 2 Baths
- 1,794 Sq Ft
- Built 1949
Last Sold Summary
- $527/SF
- 71 Days On Market
Last Listing Agent Darlene Griffin Halter Associates Realty

11 Heyden Rd, Shokan, NY 12481

/35
Est $1,482,565 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
- 13% Above List Price
- $522/SF
- 11 Days On Market
- Last Sold Price $1,315,000
- Oct 20, 2023
Last Listing Agent Laurel Sweeney BHHS Nutshell Realty

/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
/47
$976,000 Sold Nov 10, 2025

3 Hanna Ln, Olivebridge, NY 12461
- 3 Beds
- 2.5 Baths
- 1,986 Sq Ft
- Built 2020
Last Sold Summary
- 6% Above List Price
- $491/SF
- 21 Days On Market
Current Estimated Value $986,449

Last Listing Agent William Golan Compass Greater NY, LLC

3 Hanna Ln, Olivebridge, NY 12461

/26
Est $555,281 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
- 9% Above List Price
- $354/SF
- 10 Days On Market
- Last Sold Price $510,000
- Apr 19, 2024
Last Listing Agent Jeff Serouya Compass Greater NY, LLC

/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
/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 $319,083

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

1750 County Road 2, Olivebridge, NY 12461

/12
Est $363,076 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
- 61% Above List Price
- $183/SF
- 231 Days On Market
- Last Sold Price $225,000
- Aug 28, 2024
Last Listing Agent Debra Cook Coldwell Banker Timberland

Showing Results 1 - 40, Page 1 of 18

New York Ulster County Shokan Olive

Learn more about living in Olive

Home Trends in Olive, NY

On average, homes in Olive, Shokan sell after 80 days on the market compared to the national average of 57 days. The median sale price for homes in Olive, Shokan over the last 12 months is $550,000, up 3% from the median home sale price over the previous 12 months.

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

Last 12 months Home Sales

Months of Supply

4.10

Median List Price

$599,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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Olive Homes

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