Woodstock, NY Homes

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  /44

  $950,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  9 Chesters Place, Woodstock, NY 12498

  Tucked away at the end of a quiet dead-end road, just minutes from the center of Woodstock, 9 Chesters Place is the kind of home buyers ask for but rarely find. Lovingly maintained by two resident artists, the house reflects careful, creative stewardship and thoughtful details throughout. The home is nearly new, mindfully designed, and set in a peaceful, private setting. This bright, beautiful

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 681-6723

  9 Chesters Place, Woodstock, NY 12498
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  /28

  $6,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • House for Rent

  535 Mink Hollow Rd, Woodstock, NY 12498

  Tucked into a lush, storybook setting where a gentle stream winds through the landscape and the forest feels just within reach, this fully renovated Woodstock bungalow offers a rare blend of charm, privacy, and effortless modern living. Immaculately landscaped grounds create a true outdoor sanctuary, with multiple dining areas, a firepit for slow evenings under the stars, and peaceful vantage

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 379-9599

  535 Mink Hollow Rd, Woodstock, NY 12498
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  /33

  $225,000 Sold Aug 26, 2025

  23 Cottonwood Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft
  • Built 1966

  Last Sold Summary

  • 36% Below List Price
  • $320/SF
  • 61 Days On Market

  Current Estimated Value $288,390

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
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  /31

  Est $953,802 Not Listed For Sale

  40 Grove Rd, Willow, NY 12495

  • 5 Beds
  • 4 Baths
  • 2,892 Sq Ft
  • Built 1990

  40 Grove Rd, Willow, NY 12495

  Last Sold Summary

  • 4% Above List Price
  • $316/SF
  • 163 Days On Market

  • Last Sold Price $915,000
  • May 09, 2025

  Last Listing Agent Sheena Lepez Berkshire Hathaway Home Services
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  /47

  $1,490,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  41 Shultis Farm Rd, Bearsville, NY 12409

  Designed with intention and sited with care, this stunning single-level home on Shultis Farm Road is one of Woodstock's most architecturally pleasing offerings. Commissioned from a noted architect and built for effortless and peaceful country living, the residence unfolds across three bedrooms and two and a half baths with an easy flow that opens naturally to the outdoors. Located in the

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 630-0891

  41 Shultis Farm Rd, Bearsville, NY 12409
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  /15

  $3,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,968 Sq Ft
  • House for Rent

  7 Holly Hills Dr, Woodstock, NY 12498

  Well cared for raised ranch in desirable West Hurley location with Woodstock mailing address. Close proximity to the town of Woodstock. Available May 15.Long term tenant purchased new house looking to establish a new long term tenant. Pets on a case to case basis.Owners are licensed NYS licensed real estate brokers.

  Joan Hagedorn Hagedorn Realty

  7 Holly Hills Dr, Woodstock, NY 12498
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  /37

  $825,000 Sold Nov 18, 2025

  16 Marko Grove, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $351/SF
  • 17 Days On Market

  Current Estimated Value $832,741

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  16 Marko Grove, Woodstock, NY 12498
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  /29

  Not Listed For Sale

  3555 Route 212, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1915

  3555 Route 212, Woodstock, NY 12498

  Last Sold Summary

  • $430/SF
  • 52 Days On Market

  • Last Sold Price $500,000
  • Feb 05, 2025

  Last Listing Agent Julie Senecal Grist Mill Real Estate
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  /23

  $415,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,033 Sq Ft

  92 Witch Tree Rd, Woodstock, NY 12498

  Pending, continue to show..Here is that very affordable, cute little three bedroom, one and a half bath Mid Century ranch in Woodstock that you have been waiting for! A Matterport walk through is available in videos. The semi-private lot is 1.2 level acres of beautifully groomed green areas, and a fully fenced large rear yard with cobblestone walls. This cozy home has hardwood floors, a beautiful

  William Chris St. John Win Morrison Realty

  92 Witch Tree Rd, Woodstock, NY 12498
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  /8

  $2,300 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  5-7 Rock City Rd Unit 3D, Woodstock, NY 12498

  5-7 Rock City Rd Unit 3D, Woodstock, NY 12498
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  /50

  $976,000 Sold Jan 29, 2026

  13 16 Torn Hill Rd, Bearsville, NY 12409

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft
  • Built 1935

  Last Sold Summary

  • 12% Below List Price
  • $351/SF
  • 60 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  13 16 Torn Hill Rd, Bearsville, NY 12409
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  /40

  Not Listed For Sale

  3906 New York 212, Lake Hill, NY 12448

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1983

  3906 New York 212, Lake Hill, NY 12448

  Last Sold Summary

  • $391/SF
  • 67 Days On Market

  • Last Sold Price $683,500
  • Nov 22, 2024

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
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  $549,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  39 Whitney Dr, Woodstock, NY 12498

  Perfectly situated just minutes from the vibrant village of Woodstock, while equally convenient to Kingston and Saugerties, this immaculate and thoughtfully updated home offers the best of Catskills living in a truly welcoming neighborhood setting. Lovingly maintained and completely turnkey, the residence exudes warmth and understated elegance throughout. The entry level features a spacious den

  Eric Amaral Coldwell Banker Village Green

  39 Whitney Dr, Woodstock, NY 12498
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  /20

  $9,800 Per Month

  • 4 Beds
  • 3 Baths
  • 2,714 Sq Ft
  • House for Rent

  64 Meher Cir, Woodstock, NY 12498

  Woodstock | Private Summer Residence with Pool | 4BR/3BA | May 22-Oct 31 Set on over two private acres in one of Woodstock's most desirable locations, this fully furnished 4-bedroom, 3-bath residence is available for an extended summer stay (31-day minimum). Recently renovated. Clean lines and strong natural light. Layout offers both flow and separation, with multiple areas for living, dining,

  Sheena Lepez Compass Greater New York, LLC

  64 Meher Cir, Woodstock, NY 12498
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  /41

  $892,000 Sold Nov 04, 2025

  8 Pine Grove St, Woodstock, NY 12498

  • 5 Beds
  • 4 Baths
  • 2,426 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $368/SF
  • 77 Days On Market

  Current Estimated Value $921,797

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
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  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 2 Days On Market

  • Last Sold Price $475,000
  • May 17, 2023

  Last Listing Agent Bruce Stalnaker Coldwell Banker Village GreenN
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  /21

  $525,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,669 Sq Ft

  78 van de Bogart Rd, Woodstock, NY 12498

  Located on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offers the perfect blend of mid-century charm and modern convivence This home sits on a premier corner one acre lot, meticulously landscaped to provide both curb appeal and a serene, private sanctuary. The upper level of this raised ranch features an open, airy layout designed to bring the outside indoors. The

  Melissa Zoe Hirsch Coldwell Banker Village Green

  78 van de Bogart Rd, Woodstock, NY 12498
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  $9,950 Per Month

  • 5 Beds
  • 3.5 Baths
  • 4,500 Sq Ft
  • House for Rent

  26 Webster Rd, Woodstock, NY 12498

  Escape to this serene summer sanctuary tucked along a scenic hillside in Woodstock, just off Upper Byrdcliffe Road as you ascend toward Overlook Mountain. Just five minutes from the center of town, yet feeling completely immersed in the woods, this tranquil retreat blends nature and comfort, offering treetop views with glimpses of distant mountain peaks--and a gentle stream running through the

  Juergen beneke Hudson Dwellings Realty

  26 Webster Rd, Woodstock, NY 12498
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  $1,100,000 Sold Jul 10, 2025

  18 Maple Ln, Wood Stock, NY 12498

  • 6 Beds
  • 6 Baths
  • 4,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 52 Days On Market

  Current Estimated Value $1,109,863

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
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  /35

  Est $1,282,949 Not Listed For Sale

  2680 Glasco Turnpike, Wood Stock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,075 Sq Ft
  • Built 1898

  2680 Glasco Turnpike, Wood Stock, NY 12498

  Last Sold Summary

  • 7% Above List Price
  • $578/SF
  • 56 Days On Market

  • Last Sold Price $1,200,000
  • Jul 12, 2024

  Last Listing Agent Kelcey Otten Compass Greater NY, LLC
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  /51

  $999,990 Pending

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  2565 Route 212, Woodstock, NY 12498

  Some properties are about the house - this one begins with the water. Sit by the year-round creek for a few minutes and everything slows; it's a setting that quietly draws you in and holds you there. Set on two wooded acres along the Sawkill Creek, and tucked away at the end of long driveway just minutes from the center of Woodstock, the house is positioned to take full advantage of its

  Laura Warren Coldwell Banker Village Green

  2565 Route 212, Woodstock, NY 12498
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  /35

  $2,100 Per Month

  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  40 Sunset Ridge, Woodstock, NY 12498

  Private studio with mountain views and stunning sunsets in the heart of Woodstock! Studio is well insulated and energy efficient. Fully furnished with all the necessities. Serene mountain escape. Generator back up. Walk up the stairs to a magnificent open studio space with breathtaking mountain views. Skylights and ample windows make for artistic lighting throughout, full sized fridge and

  Shana Altstaetter Halter Associates Realty

  40 Sunset Ridge, Woodstock, NY 12498
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  /41

  $530,000 Sold Dec 19, 2025

  5 Violet Place, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $294/SF
  • 33 Days On Market

  Current Estimated Value $541,312

  Last Listing Agent Fawn Denue Keller Williams Realty HV Nort

  5 Violet Place, Woodstock, NY 12498
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  /2

  Est $687,144 Not Listed For Sale

  12 Tannery Brook Rd, Wood Stock, NY 12498

  • Studio
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1975

  12 Tannery Brook Rd, Wood Stock, NY 12498

  Last Sold Summary

  • 6% Below List Price
  • $512/SF

  • Last Sold Price $650,000

  Last Listing Agent Gary Heckelman Halter Associates Realty
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  /34

  $599,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  18 Country Club Ln, Woodstock, NY 12498

  Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern

  Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, Woodstock, NY 12498
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  /43

  $3,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • House for Rent

  4666 New York 212 Unit House, Willow, NY 12495

  What a delightful country retreat and artist home this is! Located in an idyllic setting with mountain views and a gorgeous and famous trout stream, this beautifully maintained farm house exudes charm and comfort. With 3 bedrooms, 2 1/2 baths, formal dining room, a spacious kitchen with fireplace, a living room to die for with beamed ceiling and a stone fireplace with a woodstove insert, you

  Sylvie Ross Halter Associates Realty

  4666 New York 212 Unit House, Willow, NY 12495
• 

  $4,600,000 Sold Aug 25, 2025

  18 Striebel Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft
  • Built 1914

  Last Sold Summary

  • 8% Below List Price
  • $1,180/SF
  • 99 Days On Market

  Current Estimated Value $4,421,987

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
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  /30

  Not Listed For Sale

  18 Rock City Rd, Wood Stock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,683 Sq Ft
  • Built 1890

  18 Rock City Rd, Wood Stock, NY 12498

  Last Sold Summary

  • $261/SF
  • 132 Days On Market

  • Last Sold Price $700,000
  • Oct 25, 2023

  Last Listing Agent Judy Steinfeld Halter Associates Realty
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  /39

  $1,495,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft

  529 Mount Guardian Rd, Woodstock, NY 12409

  Welcome to the Mount Guardian Modern. Positioned on nearly four acres on Mount Guardian, this Woodstock contemporary is the rare new construction that gets everything right: the siting, the light, the materials, the silence. Completed in 2021, it offers three bedrooms, three bathrooms, and 2,064 square feet of architecture that feels both intentional and effortless, anchored by a first-floor

  Laurie Ylvisaker Coldwell Banker Village Green

  529 Mount Guardian Rd, Woodstock, NY 12409
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  /38

  $4,600 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • House for Rent

  90 Van Dale Rd, Woodstock, NY 12498

  This beautifully renovated home offers a perfect blend of modern luxury and serene natural beauty. Set on 1.1 private acres that border a tranquil creek, the property is designed for both relaxation and entertaining. The interior features a fully renovated, modern open-concept design that seamlessly connects the living spaces, anchored by two spacious family rooms that provide ample flexibility

  Robert Leone Serhant LLC

  90 Van Dale Rd, Woodstock, NY 12498
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  /20

  $325,000 Sold Nov 04, 2025

  57 Overlook Dr, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 33 Days On Market

  Current Estimated Value $369,941

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
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  /24

  Est $738,731 Not Listed For Sale

  7 Lark Dr, Wood Stock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft
  • Built 2024

  7 Lark Dr, Wood Stock, NY 12498

  Last Sold Summary

  • 1% Below List Price
  • $554/SF
  • 37 Days On Market

  • Last Sold Price $745,000
  • Nov 22, 2024

  Last Listing Agent Richard Vizzini Corcoran Country Living
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  /24

  $175,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  113 Meadow Ct, Woodstock, NY 12498

  Tucked at the end of a quiet cul-de-sac in Woodstock, this bright, single-level ranch offers a great opportunity for a buyer ready to renovate and make it their own. Set on a 0.24-acre lot with a level backyard, the property enjoys a peaceful setting just minutes from the center of town.The home offers 849 square feet with 2 bedrooms and 1 bath. In addition to the main living room, the layout

  Laura Warren Coldwell Banker Village Green

  113 Meadow Ct, Woodstock, NY 12498
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  /36

  $19,500 Per Month

  • 4 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • House for Rent

  55 Nordic Dr, Woodstock, NY 12498

  *SUMMER & FALL RENTAL* (AVAIL May 25 - Oct 31, 2026) // This unique hilltop property includes two separate structures -- a beautifully designed three-bedroom main house and a private loft guest house offering flexible space so you have accommodations for up to 10+ guests. Tucked away on a private hilltop ridge just under three miles from the pulse of Woodstock, 55 Nordic Drive is a secluded

  Alexis Li Corcoran Country Living

  55 Nordic Dr, Woodstock, NY 12498
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  /34

  $800,000 Sold Dec 17, 2025

  3251 Route 212, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • $432/SF
  • 62 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  3251 Route 212, Bearsville, NY 12409
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  /35

  Est $1,821,812 Not Listed For Sale

  85 Baumgarten Rd, Woodstock, NY 12498

  • 7 Beds
  • 3.5 Baths
  • 4,582 Sq Ft
  • Built 1720

  85 Baumgarten Rd, Woodstock, NY 12498

  Last Sold Summary

  • 7% Above List Price
  • $371/SF
  • 54 Days On Market

  • Last Sold Price $1,700,000
  • Jun 30, 2023

  Last Listing Agent Anne Rajs Corcoran Country Living
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  /31

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  233 Wittenberg Rd, Bearsville, NY 12409

  Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The

  Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
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  $4,900 Per Month

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  17 Cross Patch Rd, Willow, NY 12495

  Beautifully renovated farmhouse set on 4.65 private acres with seasonal mountain views. This fully furnished 3BR/2BA home features an open floor plan, custom kitchen with vaulted ceilings, high-end appliances, marble countertops, and hardwood floors throughout. Living room with cobblestone fireplace and French doors to covered porch. Screened porch and large back deck overlook lush grounds.

  Susanna Scott-Mitchell Compass Greater NY, LLC

  17 Cross Patch Rd, Willow, NY 12495
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  /27

  $370,000 Sold Oct 31, 2025

  38 Arnold Dr, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Built 1961

  Last Sold Summary

  • 14% Below List Price
  • $271/SF
  • 48 Days On Market

  Current Estimated Value $401,172

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
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  /20

  Not Listed For Sale

  TBD Jessop Rd, Woodstock, NY 12498

  TBD Jessop Rd, Woodstock, NY 12498

  Last Sold Summary

  • 65 Days On Market

  • Last Sold Price $625,000
  • May 31, 2023

  Last Listing Agent Paula Chandler Past Member

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