Woodstock, NY Homes

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  /27

  $650,000 Sold Jul 25, 2025

  30 Little Deer Rd, Mount Tremper, NY 12457

  • 1 Bed
  • 1 Bath
  • 1,350 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $481/SF
  • 43 Days On Market

  Current Estimated Value $634,424

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  30 Little Deer Rd, Mount Tremper, NY 12457
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  /22

  Est $466,791 Not Listed For Sale

  2411 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1860

  2411 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 37% Above List Price
  • $181/SF
  • 110 Days On Market

  • Last Sold Price $340,000
  • Apr 30, 2025

  Last Listing Agent Gail Saucier BHHS HUDSON VALLEY PROP-R
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  /21

  $439,000 Pending

  • Land
  • 14.85 Acres
  • $29,562 per Acre

  2044 Glasco Turnpike, Woodstock, NY 12498

  Tucked away just minutes from the heart of Woodstock, this extraordinary 15-acre parcel offers a rare blend of privacy, natural beauty, and convenience. A long, winding driveway leads you to a secluded and enchanting South facing building site, where seasonal views of Overlook Mountain create a stunning backdrop. The setting feels truly magical--peaceful and serene--framed by a gentle, babbling

  Daniel Winn Halter Associates Realty

  2044 Glasco Turnpike, Woodstock, NY 12498
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  /41

  $737,000 Sold Sep 24, 2025

  1807 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 2,290 Sq Ft
  • Built 1903

  Last Sold Summary

  • 13% Above List Price
  • $322/SF
  • 21 Days On Market

  Current Estimated Value $789,216

  Last Listing Agent Melissa Mayes Serhant LLC

  1807 Glasco Turnpike, Woodstock, NY 12498
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  /28

  Est $447,514 Not Listed For Sale

  9 Pine Grove St, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft
  • Built 1913

  9 Pine Grove St, Woodstock, NY 12498

  Last Sold Summary

  • 32% Above List Price
  • $189/SF
  • 499 Days On Market

  • Last Sold Price $340,000
  • Dec 24, 2024

  Last Listing Agent Peter Cantine Halter Associates Realty
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  /34

  $629,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  203 Reynolds Rd, Woodstock, NY 12498

  Here in the heart of Woodstock Village, this lovingly updated home strikes a rare balance between privacy and town-center convenience on a peaceful dead-end road. Stroll to shops, yoga studios, restaurants, and the NYC bus, then return to a private garden retreat.Light-filled and airy bungalow-style home with a loft-like flow, arranged for flexible living, with a bedroom and full bath on each

  Laurie Ylvisaker Coldwell Banker Village Green

  203 Reynolds Rd, Woodstock, NY 12498
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  /39

  $700,000 Sold Oct 22, 2025

  194 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft
  • Built 1850

  Last Sold Summary

  • 12% Below List Price
  • $440/SF
  • 116 Days On Market

  Current Estimated Value $711,041

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  194 Wittenberg Rd, Bearsville, NY 12409
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  /29

  Est $822,076 Not Listed For Sale

  2 Evergreen Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1958

  2 Evergreen Ln, Woodstock, NY 12498

  Last Sold Summary

  • 5% Above List Price
  • $422/SF
  • 19 Days On Market

  • Last Sold Price $780,000
  • Dec 18, 2023

  Last Listing Agent Quinn Hagstrand Berkshire Hathaway Home Services
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  /30

  $1,167,000

  • 4 Beds
  • 3.5 Baths
  • 2,448 Sq Ft

  9 Munchkin Ln, Kingston, NY 12401

  Selling fully furnished. 9 Munchkin Lane: A Designer Sanctuary in Woodstock Experience turnkey luxury on 5 private, wooded acres. Featured in Instagram’s "Best of Design," this stunning estate is being sold fully furnished—including all high-end decor, electronics, and linens. Just 5 miles from Tinker Street, the home has been meticulously renovated with exposed beams, hardwood floors, and a

  Jonathan Minerick HomeCoin.com

  9 Munchkin Ln, Kingston, NY 12401
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  /32

  $710,000 Sold Feb 06, 2026

  446 Abbey Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $484/SF
  • 41 Days On Market

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  446 Abbey Rd, Woodstock, NY 12498
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  /18

  Est $760,799 Not Listed For Sale

  67 Mill Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1800

  67 Mill Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 5% Above List Price
  • $357/SF
  • 76 Days On Market

  • Last Sold Price $725,000
  • Apr 02, 2024

  Last Listing Agent Barbara Ellman Berkshire Hathaway Home Services
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  /10

  $29,900

  • Land
  • 32,670 Sq Ft
  • $39,867 per Acre

  Tbd New York 212, Woodstock, NY 12409

  Rare opportunity to own land in the highly sought-after Woodstock area. Set in a peaceful, natural setting just minutes from the village, this parcel is ideal for recreational use or a camper setup. Enjoy privacy while still being close to local shops, dining, and outdoor attractions. A perfect spot for a weekend escape or seasonal getaway in one of Ulster County's most desirable locations. *Per

  Ronin Ingwersen Berardi Realty

  Tbd New York 212, Woodstock, NY 12409
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  /17

  $455,000 Sold Sep 22, 2025

  16 Delisio Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1951

  Last Sold Summary

  • 14% Above List Price
  • $385/SF
  • 32 Days On Market

  Current Estimated Value $493,688

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  16 Delisio Ln, Woodstock, NY 12498
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  /28

  Est $742,576 Not Listed For Sale

  115 Tinker St, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,595 Sq Ft
  • Built 1920

  115 Tinker St, Woodstock, NY 12498

  Last Sold Summary

  • 2% Below List Price
  • $476/SF
  • 20 Days On Market

  • Last Sold Price $760,000
  • Oct 11, 2024

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC
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  /28

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 3,539 Sq Ft

  9 Black Bear Rd, Bearsville, NY 12409

  Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected.While the exterior presents a discreet, understated presence, the interior unfolds into a

  Alexis Li Corcoran Country Living

  9 Black Bear Rd, Bearsville, NY 12409
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  /56

  $549,000 Sold Sep 24, 2025

  680 Zena Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Below List Price
  • $406/SF
  • 110 Days On Market

  Current Estimated Value $564,675

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green

  680 Zena Rd, Woodstock, NY 12498
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  /30

  Est $667,991 Not Listed For Sale

  7 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft
  • Built 1925

  7 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 6% Above List Price
  • $549/SF
  • 30 Days On Market

  • Last Sold Price $630,000
  • Dec 21, 2023

  Last Listing Agent Leslie Foti Coldwell Banker Village Green
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  /34

  $1,475,000

  • Land
  • 25.38 Acres
  • $58,117 per Acre

  132 Valley View Way, Woodstock, NY 12448

  The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins more

  Margaret Bellar The Catskill Dream Team

  132 Valley View Way, Woodstock, NY 12448
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  /30

  $450,000 Sold Feb 03, 2026

  29 Yerry Hill Rd, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $503/SF
  • 74 Days On Market

  Current Estimated Value $445,218

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  29 Yerry Hill Rd, Woodstock, NY 12498
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  /27

  Est $649,040 Not Listed For Sale

  11 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Built 1930

  11 Library Ln, Woodstock, NY 12498

  Last Sold Summary

  • 4% Above List Price
  • $497/SF
  • 20 Days On Market

  • Last Sold Price $625,000
  • Aug 19, 2024

  Last Listing Agent Dennis Bressack Keller Williams Realty HV Nort
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  /40

  $599,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  57 Vicino Dr, Mount Tremper, NY 12457

  Tucked away on a private 3.1-acre setting just minutes from Woodstock, this striking mid-century modern contemporary offers a rare blend of architectural character, natural beauty, and everyday livability. Designed to embrace its surroundings, the home is filled with light and showcases soaring vaulted ceilings, warm hardwood floors, and a dramatic wood-burning fireplace that anchors the open

  Patrick Dunn KW Platform

  57 Vicino Dr, Mount Tremper, NY 12457
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  /51

  $1,450,000 Sold Feb 11, 2026

  128 Newcut Rd, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $947/SF
  • 123 Days On Market

  Current Estimated Value $1,507,283

  Last Listing Agent Heidi Maloney Four Seasons Sotheby's Int'l R

  128 Newcut Rd, Bearsville, NY 12409
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  /33

  Est $686,285 Not Listed For Sale

  135 Orchard Ln N, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1963

  135 Orchard Ln N, Woodstock, NY 12498

  Last Sold Summary

  • 10% Above List Price
  • $446/SF
  • 4 Days On Market

  • Last Sold Price $625,000
  • Oct 24, 2023

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
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  /70

  $3,600,000

  • 4 Beds
  • 4 Baths
  • 5,272 Sq Ft

  306 Meads Mountain Rd, Woodstock, NY 12498

  Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

  Kimberly Cantine Halter Associates Realty

  306 Meads Mountain Rd, Woodstock, NY 12498
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  /52

  $1,240,000 Sold Apr 24, 2026

  66 Plochmann Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $795/SF
  • 151 Days On Market

  Current Estimated Value $1,058,215

  Last Listing Agent Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
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  Est $592,753 Not Listed For Sale

  8 Wolven Ln, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,278 Sq Ft
  • Built 1950

  8 Wolven Ln, Woodstock, NY 12498

  Last Sold Summary

  • 3% Above List Price
  • $450/SF
  • 60 Days On Market

  • Last Sold Price $575,000
  • Aug 14, 2024

  Last Listing Agent Victoria Wilkinson Corcoran Country Living
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  /31

  $2,400,000

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /24

  $790,000 Sold Dec 23, 2025

  1671 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $397/SF
  • 54 Days On Market

  Current Estimated Value $778,168

  Last Listing Agent Leigh Bokser Compass Greater NY, LLC

  1671 Glasco Turnpike, Woodstock, NY 12498
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  /12

  Est $511,618 Not Listed For Sale

  35 Orchard Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1926

  35 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 14% Above List Price
  • $312/SF
  • 365 Days On Market

  • Last Sold Price $450,000
  • May 17, 2024

  Last Listing Agent Melissa Zoe Hirsch Hirsch Melissa
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  /29

  $1,499,900

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  106 Mountain Laurel Ln, Woodstock, NY 12498

  A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
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  /47

  $1,050,000 Sold Sep 12, 2025

  76-78 Mid Mountain Way, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,673 Sq Ft
  • Built 1915

  Last Sold Summary

  • $628/SF
  • 34 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  76-78 Mid Mountain Way, Woodstock, NY 12498
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  /33

  Est $621,868 Not Listed For Sale

  14 Orchard Ln, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1941

  14 Orchard Ln, Woodstock, NY 12498

  Last Sold Summary

  • 9% Above List Price
  • $483/SF
  • 7 Days On Market

  • Last Sold Price $570,000
  • Sep 06, 2023

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
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  /6

  $184,900

  • Land
  • 2.31 Acres
  • $80,043 per Acre

  100 Zena Rd, Woodstock, NY 12498

  One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

  Michael Bernholz Sr. Hudson Valley Appraisal

  100 Zena Rd, Woodstock, NY 12498
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  /39

  $580,000 Sold Jan 23, 2026

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $387/SF
  • 40 Days On Market

  Current Estimated Value $598,050

  Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

  40 Lower Byrdcliffe Rd, Woodstock, NY 12498
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  Est $989,508 Not Listed For Sale

  688 Zena Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,554 Sq Ft
  • Built 2004

  688 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 13% Above List Price
  • $246/SF
  • 154 Days On Market

  • Last Sold Price $875,000
  • Feb 29, 2024

  Last Listing Agent Greg Berardi Berardi Realty
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  /46

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft

  36 Summers Ln, Woodstock, NY 12498

  Tucked into Woodstock's coveted Upper Byrdcliffe arts enclave, this thoughtfully built contemporary offers a rare combination of privacy, architectural character and effortless access to the village. Set on two acres with seasonal mountain views, the property blends modern comfort with artistic heritage in one of Woodstock's most sought after locations. The main house features 3 bedrooms and 2

  Valerie Cashen Coldwell Banker Village Green

  36 Summers Ln, Woodstock, NY 12498
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  /64

  $1,290,000 Sold Dec 05, 2025

  67 Cricket Ridge, Bearsville, NY 12409

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft
  • Built 2009

  Last Sold Summary

  • 32% Below List Price
  • $624/SF
  • 64 Days On Market

  Current Estimated Value $1,290,533

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  67 Cricket Ridge, Bearsville, NY 12409
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  /33

  Est $1,118,583 Not Listed For Sale

  9 Fox Hollow Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,527 Sq Ft
  • Built 1988

  9 Fox Hollow Rd, Woodstock, NY 12498

  Last Sold Summary

  • 3% Above List Price
  • $429/SF
  • 119 Days On Market

  • Last Sold Price $1,085,000
  • Sep 30, 2024

  Last Listing Agent Richard Vizzini Corcoran Country Living
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  /19

  $590,000

  • 2 Beds
  • 2 Baths
  • 2,040 Sq Ft

  4 Ashley Ln, Woodstock, NY 12498

  Totally private two bedroom and two bath contemporary home bordering 44 acres of DEP protected land. Just off Mink Hollow Road in the hamlet of Lake Hill. Drive down long driveway to discover an artesian spring pond, garden beds, perennials and forest. Main living area on first floor includes open kitchen, dining and living room. Breakfast bar, wood cabinets and custom tile backsplash with window

  Jennifer Mangione Grist Mill Real Estate

  4 Ashley Ln, Woodstock, NY 12498
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  /10

  $260,000 Sold Dec 19, 2025

  TBD Jonet Ln, Bearsville, NY 12409

  • Land
  • 6.23 Acres
  • $41,734 per Acre

  Last Sold Summary

  • 4% Above List Price
  • 18 Days On Market

  Last Listing Agent Robert Stang LIVEARTHCO CONSULTING LLC

  TBD Jonet Ln, Bearsville, NY 12409

Showing Results 161 - 200, Page 5 of 18