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Olive, NY - homes for sale
65 of 65 results displayed
- New
$495,000Active3 beds 2 baths1,352 sq. ft.35 Haver Road, Olivebridge, NY 12461
MLS# 20263250Listed by: WELCH REALTY INC. - New
$1,095,000Active4 beds 3 baths2,736 sq. ft.264 Wynkoop Road, Olivebridge, NY 12461
MLS# 20263186Listed by: TAFT STREET REALTY, INC. 
$769,000Active3 beds 2 baths1,710 sq. ft.11 Oak Mountain Farm Road, Boiceville, NY 12412
MLS# 20263017Listed by: COLDWELL BANKER VILLAGE GREEN
$199,888Active2.04 Acres515 Acorn Hill Road, Olive, NY 12461
MLS# R1687896Listed by: LOMBARDO HOMES & ESTATES
$450,000Active3 beds 2 baths1,372 sq. ft.127 Du Bois Road, Shokan, NY 12481
MLS# 20262950Listed by: MID HUDSON VALLEY REALTY CORP.
$69,900Active0.8 AcresRt 28a, West Hurley, NY 12491
MLS# 20262926Listed by: BERARDI REALTY
$850,000Active3 beds 2 baths2,736 sq. ft.85 Kelder Road, Olivebridge, NY 12461
MLS# 1003262Listed by: HUDSON DWELLINGS REALTY
$850,000Active3 beds 2 baths2,736 sq. ft.85 Kelder Highway, Olivebridge, NY 12461
MLS# 20262729Listed by: HUDSON DWELLINGS REALTY
$785,000Active2 beds 3 baths2,194 sq. ft.12 Mountain Valley Road, Boiceville, NY 12412
MLS# 20262657Listed by: COUNTRY CONNECTIONS
$525,000Pending3 beds 2 baths2,076 sq. ft.16 Shagbark Drive, Shokan, NY 12481
MLS# 20262614Listed by: COLDWELL BANKER VILLAGE GREEN
$1,750,000Active4 beds 4 baths4,103 sq. ft.16 Lower Sahler Mill Road, Olivebridge, NY 12461
MLS# 20262443Listed by: HOWARD HANNA RAND REALTY
$625,000Active3 beds 2 baths2,080 sq. ft.2013 County Road 3, Olivebridge, NY 12461
MLS# 20262437Listed by: FOUR SEASONS SOTHEBY'S INT'L-K
$1,499,000Active3 beds 3 baths2,850 sq. ft.99 W Shokan Heights Road, West Shokan, NY 12494
MLS# 20262426Listed by: CORCORAN COUNTRY LIVING
$980,000Active3 beds 2 baths2,400 sq. ft.10 Kolb Road, Boiceville, NY 12412
MLS# 20262391Listed by: HALTER ASSOCIATES REALTY
$295,000Active8.07 AcresTBD Upper Samsonville Road, Olivebridge, NY 12461
MLS# 999780Listed by: COLDWELL BANKER VILLAGE GREEN
$350,000Active2 beds 2 baths1,055 sq. ft.32 Ridge Road, Shokan, NY 12481
MLS# 998979Listed by: COLDWELL BANKER VILLAGE GREEN
$570,000Pending3 beds 3 baths1,615 sq. ft.99 Wildflower Lane, Shokan, NY 12481
MLS# 990797Listed by: SERHANT LLC
$574,999Active6 beds 2 baths1,842 sq. ft.2 Mountain Valley Road, Boiceville, NY 12412
MLS# 984045Listed by: KELLER WILLIAMS REALTY
$499,000Pending3 beds 2 baths1,924 sq. ft.252 Upper Boiceville Road, Boiceville, NY 12412
MLS# 994847Listed by: EXP REALTY
$299,000Active9.04 Acres000 Upper Samsonville Road, Olivebridge, NY 12461
MLS# 20262077Listed by: COLDWELL BANKER VILLAGE GREEN
$1,995,000Active4 beds 3 baths5,199 sq. ft.250 Brodhead Road, West Shokan, NY 12494
MLS# 20262070Listed by: CORCORAN COUNTRY LIVING
$315,000Active2 beds 1 baths1,320 sq. ft.20 Kelder Road, Olivebridge, NY 12461
MLS# 992924Listed by: MARY COLLINS REAL ESTATE
$599,000Pending6 beds 3 baths2,320 sq. ft.10-14 Kelder Highway, Olivebridge, NY 12461
MLS# 20261874Listed by: HALTER ASSOCIATES REALTY
$105,000Active2.6 Acres291 Acorn Hill Road, Olive, NY 12461
MLS# 20261893Listed by: HOWARD HANNA RAND REALTY
$595,000Pending3 beds 3 baths1,850 sq. ft.10 Old Farm Road, Shokan, NY 12481
MLS# 20261829Listed by: COLDWELL BANKER TIMBERLAND
$180,000Active5.61 Acres00 Fischer Lane, Olivebridge, NY 12461
MLS# 20261725Listed by: KW MID-HUDSON
$965,000Active4 beds 3 baths2,955 sq. ft.269 Watson Hollow Road, West Shokan, NY 12494
MLS# 20261714Listed by: HOWARD HANNA RAND REALTY
$550,000Active3 beds 2 baths2,568 sq. ft.55 G Fischer Road, Olivebridge, NY 12461
MLS# 968807Listed by: KW MIDHUDSON
$180,000Active5.61 AcresG Fischer Lane, Olivebridge, NY 12461
MLS# 968809Listed by: KW MIDHUDSON
$120,000Active3.4 AcresKelder Road, Olivebridge, NY 12461
MLS# 968811Listed by: KW MIDHUDSON
$67,500Active0.45 Acres1470 Co Rd 2, Olivebridge, NY 12461
MLS# 20261643Listed by: BHHS NUTSHELL REALTY
$850,000Pending72.4 Acres00 Beaverkill Road, Marbletown, NY 12401
MLS# 20261305Listed by: CORCORAN COUNTRY LIVING
$850,000Pending2 beds 1 baths1,193 sq. ft.363 Beaverkill Road, Olivebridge, NY 12461
MLS# 979199Listed by: CORCORAN COUNTRY LIVING
$159,000Pending3.7 Acres46 Hillside Drive, West Shokan, NY 12494
MLS# 20261296Listed by: BHHS HUDSON VALLEY PROP-WDST- Open Sat, 1 to 3pm
$1,775,000Active3 beds 2 baths2,000 sq. ft.20 Anderson Road, Olivebridge, NY 12461
MLS# 20261210Listed by: POTTER REALTY 
$1,150,000Active3 beds 3 baths2,100 sq. ft.23 Traver Hollow Road, Boiceville, NY 12412
MLS# 20261130Listed by: COMPASS GREATER NY, LLC
$1,250,000Pending5 beds 4 baths3,702 sq. ft.14 Tetta Lane, Olivebridge, NY 12461
MLS# 971676Listed by: SERHANT LLC
$224,999Active2 beds 2 baths1,456 sq. ft.106 Sheldon Hill Road, Olivebridge, NY 12461
MLS# 945931Listed by: KELLER WILLIAMS REALTY
$849,000Active3 beds 2 baths1,485 sq. ft.18 Jomar Lane, Olivebridge, NY 12461
MLS# 20260798Listed by: HOWARD HANNA RAND REALTY
$750,000Active4 beds 3 baths2,758 sq. ft.25 Old Farm Road, Shokan, NY 12481
MLS# 20260779Listed by: HALTER ASSOCIATES REALTY
$599,000Active3 beds 2 baths1,559 sq. ft.26 Krom Road, Olivebridge, NY 12461
MLS# 20260780Listed by: COMPASS GREATER NY, LLC
$565,000Active3 beds 1 baths1,434 sq. ft.4192 State Route 28, Boiceville, NY 12412
MLS# 966105Listed by: METRO SCAPE REALTY LLC
$599,900Active3 beds 3 baths1,568 sq. ft.90 Jomar Lane, Olivebridge, NY 12461
MLS# 20260538Listed by: BHHS HUDSON VALLEY PROP-NP
$589,000Pending2 beds 2 baths1,000 sq. ft.349 High Point Mountain Road, Olivebridge, NY 12461
MLS# 958833Listed by: BHHS NUTSHELL REALTY
$589,000Pending2 beds 2 baths1,000 sq. ft.349 High Point Mountain Road, West Shokan, NY 12494
MLS# 20260490Listed by: BHHS NUTSHELL REALTY
$149,000Active-- beds -- baths29 Reservoir Road, Shokan, NY 12481
MLS# 20255995Listed by: RUTH GALE REALTY
$229,900Active13.14 Acres252 Upper Samsonville Road, Olivebridge, NY 12461
MLS# 936475Listed by: BERARDI REALTY
$99,900Active1 beds 1 baths672 sq. ft.244 Upper Samsonville Road, Olivebridge, NY 12461
MLS# 936413Listed by: BERARDI REALTY
$99,900Active3 beds 1 baths800 sq. ft.244 Upper Samsonville Road, Olivebridge, NY 12461
MLS# 20255708Listed by: BERARDI REALTY
$67,500Active0.33 Acres1470 County Road 2, Olivebridge, NY 12461
MLS# 931941Listed by: BHHS NUTSHELL REALTY
$340,000Pending1 beds 1 baths405 sq. ft.26 Kelder Road, Olivebridge, NY 12461
MLS# 921716Listed by: FOUR SEASONS SOTHEBYS INTL
$289,000Active3.2 Acres61 Hillside Drive, West Shokan, NY 12494
MLS# 20254629Listed by: COLDWELL BANKER VILLAGE GREEN
$2,000,000Active4 beds 3 baths3,671 sq. ft.53 Freeman Avery Road, Olivebridge, NY 12461
MLS# 20254530Listed by: CORCORAN COUNTRY LIVING
$558,000Pending3 beds 2 baths1,749 sq. ft.121/115 Kelder Highway, Olivebridge, NY 12461
MLS# 20254462Listed by: BHHS HUDSON VALLEY PROP-WDST
$69,000Active0.78 Acres0 Deerfield Road, Boiceville, NY 12412
MLS# 20254253Listed by: WIN MORRISON REALTY-K
$299,000Pending2 beds 2 baths1,916 sq. ft.2914 Route 28, Shokan, NY 12481
MLS# 20253731Listed by: KELLER WILLIAMS REALTY HV NORT
$249,000Active1 beds 1 baths1,100 sq. ft.62 Watson Hollow Road, West Shokan, NY 12494
MLS# 20253707Listed by: COLDWELL BANKER VILLAGE GREEN
$550,000Active3 beds 3 baths2,128 sq. ft.58 Kelder Highway, Olivebridge, NY 12461
MLS# 900337Listed by: HOWARD HANNA RAND REALTY
$550,000Active3 beds 3 baths2,128 sq. ft.58 Kelder Highway, Olivebridge, NY 12461
MLS# 20253650Listed by: HOWARD HANNA RAND REALTY
$299,000Pending2 beds 2 baths1,916 sq. ft.2914 State Route 28, Shokan, NY 12481
MLS# 893904Listed by: KELLER WILLIAMS HUDSON VALLEY
$179,900Active2.6 AcresTbd Bostock Road, Shokan, NY 12481
MLS# 20252876Listed by: HOWARD HANNA RAND REALTY
$749,900Active27.9 AcresTbd State Route 28, Boiceville, NY 12412
MLS# 20252716Listed by: KELLER WILLIAMS REALTY HV NORT
$515,000Active2 beds 1 baths1,251 sq. ft.183 Mill Road, Olivebridge, NY 12461
MLS# 20260707Listed by: K FORTUNA REALTY, INC.
$849,000Active3 beds 2 baths1,485 sq. ft.18 Jomar Lane, Olivebridge, NY 12461
MLS# 868698Listed by: HOWARD HANNA RAND REALTY
$1,100,000Pending4 beds 5 baths3,522 sq. ft.54 Tetta Lane, Olivebridge, NY 12461
MLS# M418261Listed by: LAZY MEADOWS REALTY SU
Local realty services provided by:CENTURY 21 Hudson Valley Realty, CENTURY 21 Bridgeway Realty, CENTURY 21 Alliance Realty Group
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.