Londonderry, VT Homes

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  /31

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  410 Tallwood Cir, Londonderry, VT 05148

  This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

  

  Alison Cummings

  Cummings & Co

  (802) 392-0721

  410 Tallwood Cir, Londonderry, VT 05148
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  /7

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  3292 Vt Route 100 N, Londonderry, VT 05148

  Beautifully maintained 2 bedroom home in South Londonderry, VT. Back patio to enjoy the immaculate gardens and the VT outdoors. 1st floor hosts a large eat in kitchen, livingroom, laundry room and full bath. 2nd floor has 2 oversized bedrooms with built-ins and a 3/4 bath. Tenant is responsible for all utilities and services. Credit Check and References required for move in.

  Team BVA Rentals Barrett and Valley Associates Inc.

  3292 Vt Route 100 N, Londonderry, VT 05148
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  /37

  $340,000 Sold Aug 14, 2025

  290 Melendy Hill Rd, South Londonderry, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,809 Sq Ft
  • Built 1936

  Last Sold Summary

  • 15% Below List Price
  • $121/SF
  • 159 Days On Market

  Current Estimated Value $365,557

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  290 Melendy Hill Rd, South Londonderry, VT 05155
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  /36

  Est $439,385 Not Listed For Sale

  71 Vacation Lodge Rd, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1965

  71 Vacation Lodge Rd, Londonderry, VT 05148

  Last Sold Summary

  • $229/SF
  • 55 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Jessica Citera Cummings & Co
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  /54

  $142,000

  • Land
  • 2.19 Acres
  • $64,840 per Acre

  192 Pingree Park Ln, Londonderry, VT 05148

  2.19 acres with 199’ waterfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forestWaterfront parcel, septic fully engineered and permitted for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont’s most sought-after mountain areas. Located

  

  Alison Cummings

  Cummings & Co

  (802) 416-4003

  192 Pingree Park Ln, Londonderry, VT 05148
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  /18

  $22,000 per month

  • 3 Beds
  • 2 Baths
  • 2,255 Sq Ft
  • House for Rent

  378 Tuttle Hill Rd, Londonderry, VT 05155

  Get ahead of the '26-'27 ski season with this turnkey mountain modern gem. Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor

  Jamie Luke TPW Real Estate

  378 Tuttle Hill Rd, Londonderry, VT 05155
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  /48

  $750,000 Sold Aug 14, 2025

  573 Middletown Rd, Londonderry, VT 05148

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft
  • Built 1989

  Last Sold Summary

  • 18% Below List Price
  • $291/SF
  • 141 Days On Market

  Current Estimated Value $763,758

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  573 Middletown Rd, Londonderry, VT 05148
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  /22

  Est $955,088 Not Listed For Sale

  389 Cobble Hill Rd, Londonderry, VT 05148

  • 4 Beds
  • 5 Baths
  • 3,227 Sq Ft
  • Built 1790

  389 Cobble Hill Rd, Londonderry, VT 05148

  Last Sold Summary

  • 2% Below List Price
  • $302/SF
  • 277 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Story Jenks LandVest, Inc/Woodstock
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  /56

  $127,000

  • Land
  • 2.07 Acres
  • $61,353 per Acre

  191 Pingree Park Ln, Londonderry, VT 05148

  2.07 acres with 140’ waterfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. Waterfront parcel, septic fully engineered and permitted for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont’s most sought-after mountain areas. Located just

  

  Alison Cummings

  Cummings & Co

  (802) 613-9168

  191 Pingree Park Ln, Londonderry, VT 05148
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  /24

  $40,000 per month

  • 5 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • House for Rent

  1303 Goodaleville Rd, South Londonderry, VT 05155

  Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  1303 Goodaleville Rd, South Londonderry, VT 05155
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  /44

  $640,000 Sold Apr 25, 2025

  13 Winhall Station Rd, Londonderry, VT 05155

  • 7 Beds
  • 4 Baths
  • 3,988 Sq Ft
  • Built 1942

  Last Sold Summary

  • 1% Below List Price
  • $160/SF
  • 52 Days On Market

  Current Estimated Value $677,749

  Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  13 Winhall Station Rd, Londonderry, VT 05155
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  /32

  Est $496,267 Not Listed For Sale

  4232 Vt Route 11, Londonderry, VT 05148

  • 5 Beds
  • 4 Baths
  • 2,838 Sq Ft
  • Built 1965

  4232 Vt Route 11, Londonderry, VT 05148

  Last Sold Summary

  • 20% Above List Price
  • $146/SF
  • 180 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
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  /37

  $690,000

  • 5 Beds
  • 3 Baths
  • 2,635 Sq Ft

  341 Under the Mountain Rd, Londonderry, VT 05148

  Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly

  Andy Reed Four Seasons Sotheby's Int'l Realty

  341 Under the Mountain Rd, Londonderry, VT 05148
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  /23

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • House for Rent

  923 Landgrove Rd, Londonderry, VT 05148

  This three-bedroom, three-bathroom cape is located in the exclusive rural town of Landgrove and it is absolutely darling. Situated on a huge parcel of land equipped with space for snowshoeing, cross-country skiing, and a pond. Enjoy your "tucked away" Norman Rockwell style winter/ski home this season and reap the benefits and ease of being just a short drive from Stratton, Bromely,

  Peggy O'neill Cummings & Co

  923 Landgrove Rd, Londonderry, VT 05148
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  /53

  $1,525,000 Sold Sep 30, 2025

  3333 Under the Mountain Rd, Londonderry, VT 05148

  • 3 Beds
  • 3.5 Baths
  • 5,105 Sq Ft
  • Built 2003

  Last Sold Summary

  • $299/SF
  • 7 Days On Market

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  3333 Under the Mountain Rd, Londonderry, VT 05148
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  /18

  Est $363,739 Not Listed For Sale

  107 Pond St, Londonderry, VT 05148

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 1983

  107 Pond St, Londonderry, VT 05148

  Last Sold Summary

  • 14% Above List Price
  • $131/SF
  • 179 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Margretta Fischer Wohler Realty Group
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  /54

  $695,000

  • 6 Beds
  • 3 Baths
  • 2,740 Sq Ft

  1161 Little Pond Rd, Londonderry, VT 05148

  Set along a quintessential Vermont country road just moments from the pristine waters of Lowell Lake, this versatile property offers the rare opportunity to enjoy peaceful rural living with flexible multi-family potential. Surrounded by natural beauty and year-round recreation, the setting is both private and convenient to all that Londonderry has to offer. The home features approximately 2,700

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  1161 Little Pond Rd, Londonderry, VT 05148
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  /43

  $490,000 Sold Jun 16, 2025

  132 Pingree Park Ln, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $407/SF
  • 239 Days On Market

  Current Estimated Value $508,633

  Last Listing Agent Alison Cummings Cummings & Co

  132 Pingree Park Ln, Londonderry, VT 05148
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  /40

  Est $552,354 Not Listed For Sale

  55 Pond St, Londonderry, VT 05148

  • 8 Beds
  • 4 Baths
  • 4,473 Sq Ft
  • Built 1872

  55 Pond St, Londonderry, VT 05148

  Last Sold Summary

  • 4% Below List Price
  • $129/SF
  • 107 Days On Market

  Last Sold Price $575,000

  Last Listing Agent TG Glazer Winhall Real Estate
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  /60

  $1,000,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,700 Sq Ft

  580 Cross Rd, South Londonderry, VT 05155

  Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

  Loana Sargent Wohler Realty Group

  580 Cross Rd, South Londonderry, VT 05155
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  /53

  $339,000 Sold Nov 07, 2025

  150 Williams St, Londonderry, VT 05148

  • 3 Beds
  • 2.5 Baths
  • 1,304 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Below List Price
  • $260/SF
  • 71 Days On Market

  Current Estimated Value $324,879

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  150 Williams St, Londonderry, VT 05148
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  /27

  Est $247,420 Not Listed For Sale

  765 Thompsonburg Rd, South Londonderry, VT 05155

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft
  • Built 1934

  765 Thompsonburg Rd, South Londonderry, VT 05155

  Last Sold Summary

  • 65% Above List Price
  • $111/SF
  • 49 Days On Market

  Last Sold Price $150,000

  Last Listing Agent Jessica Citera Cummings & Co
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  /52

  $895,000

  • 6 Beds
  • 8 Baths
  • 5,764 Sq Ft

  24 Vt Route 11, Londonderry, VT 05148

  Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here, with nearby access to the Catamount Trail and four renowned ski areas just minutes away. Once home to the beloved Nordic Inn, this versatile property carries a rich legacy of hospitality, having once hosted a restaurant and cross-country ski

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  24 Vt Route 11, Londonderry, VT 05148
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  /32

  $267,500 Sold Apr 21, 2025

  38 Pine Tree Hill, Londonderry, VT 05148

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

  Last Sold Summary

  • 28% Below List Price
  • $310/SF
  • 117 Days On Market

  Current Estimated Value $284,122

  Last Listing Agent Jacki Murano Southern Vermont Realty Group

  38 Pine Tree Hill, Londonderry, VT 05148
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  /4

  Est $420,828 Not Listed For Sale

  283 Main St, South Londonderry, VT 05155

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 1825

  283 Main St, South Londonderry, VT 05155

  Last Sold Summary

  • 8% Below List Price
  • $177/SF
  • 157 Days On Market

  Last Sold Price $459,000

  Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.
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  /39

  $925,000

  • 5 Beds
  • 2.5 Baths
  • 2,338 Sq Ft

  3715 Route 11, Londonderry, VT 05148

  Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

  Cheyanne Pugliese

  3715 Route 11, Londonderry, VT 05148
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  /26

  $515,000 Sold Aug 21, 2025

  89 Birch Rd Unit 51, Londonderry, VT 05148

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1980

  Last Sold Summary

  • $335/SF
  • 11 Days On Market

  Current Estimated Value $491,547

  Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

  89 Birch Rd Unit 51, Londonderry, VT 05148
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  /38

  Est $658,434 Not Listed For Sale

  116 Deerwood Hill, South Londonderry, VT 05155

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • Built 1977

  116 Deerwood Hill, South Londonderry, VT 05155

  Last Sold Summary

  • 50% Above List Price
  • $237/SF
  • 3 Days On Market

  Last Sold Price $439,000

  Last Listing Agent Jessica Citera Cummings & Co
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  /60

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,516 Sq Ft

  732 Under the Mountain Rd, South Londonderry, VT 05155

  With 42+ stunning acres and unrivaled panoramic mountain (and sunset) views, this beautiful historic home seamlessly blends an extraordinary sense of history, grace, modern amenities, and will offer you the quintessential Vermont experience! Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse features exposed beams, wide plank wood floors, and architectural character, and

  Claudia Harris Mary Mitchell Miller Real Estate

  732 Under the Mountain Rd, South Londonderry, VT 05155
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  /58

  $980,000 Sold Sep 11, 2025

  524 Reilly Rd, Londonderry, VT 05148

  • 4 Beds
  • 3.5 Baths
  • 3,588 Sq Ft
  • Built 2007

  Last Sold Summary

  • 19% Above List Price
  • $273/SF
  • 87 Days On Market

  Current Estimated Value $1,004,409

  Last Listing Agent Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  524 Reilly Rd, Londonderry, VT 05148
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  /36

  Est $415,427 Not Listed For Sale

  74 Evergreen Ln, Londonderry, VT 05148

  • 4 Beds
  • 2 Baths
  • 988 Sq Ft
  • Built 1971

  74 Evergreen Ln, Londonderry, VT 05148

  Last Sold Summary

  • 14% Above List Price
  • $368/SF
  • 6 Days On Market

  Last Sold Price $364,000

  Last Listing Agent Rachel Febbie EXP Realty
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  /51

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  1886 Winhall Hollow Rd, South Londonderry, VT 05155

  Optimal Location, Competitively priced, Exceptional property tucked amidst nature with views toward Magic. Offering Main Residence and a large oversized detached garage/ barn with upstairs finished space and plenty of space for snow mobiles, ATVs and all your mountain vehicles and outdoor toys. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or

  Kim Morgan-Wohler Wohler Realty Group

  1886 Winhall Hollow Rd, South Londonderry, VT 05155
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  /40

  $370,000 Sold Jan 07, 2026

  254 Boynton Rd Unit 3, Londonderry, VT 05148

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 14 Days On Market

  Last Listing Agent Beth Vickers Vermont Real Estate Company

  254 Boynton Rd Unit 3, Londonderry, VT 05148
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  /42

  Est $394,006 Not Listed For Sale

  81 Evergreen Ln, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1973

  81 Evergreen Ln, Londonderry, VT 05148

  Last Sold Summary

  • 5% Above List Price
  • $239/SF
  • 12 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate
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  /27

  $425,000

  • 5 Beds
  • 3 Baths
  • 1,440 Sq Ft

  135 Overlook Dr, Londonderry, VT 05148

  Investment opportunity! This beautiful ski country compound offers 3 streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped

  Zachary Zupan EXP Realty

  135 Overlook Dr, Londonderry, VT 05148
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  /17

  $195,000 Sold Jul 25, 2025

  2147 N Main St, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1880

  Last Sold Summary

  • 28% Below List Price
  • $138/SF
  • 26 Days On Market

  Current Estimated Value $202,062

  Last Listing Agent Lisa Kelley Cummings & Co

  2147 N Main St, Londonderry, VT 05148
• 

  

  /23

  Est $248,613 Not Listed For Sale

  534 Sherwood Forest, Londonderry, VT 05148

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1979

  534 Sherwood Forest, Londonderry, VT 05148

  Last Sold Summary

  • 4% Above List Price
  • $250/SF
  • 9 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Jessica Citera Cummings & Co
• 

  

  /27

  $379,000

  • 4 Beds
  • 3 Baths
  • 1,720 Sq Ft

  292 Tallwood Cir, Londonderry, VT 05148

  Welcome to this charming chalet in the Sherwood Forest neighborhood of Londonderry! Come inside to a bright, open great room featuring living and dining areas, large windows, a cozy wood stove, and a breakfast bar that connects seamlessly to the kitchen. This inviting home is the perfect Vermont getaway for you or your guests. Just off the great room, the classic country kitchen offers an ideal

  The Malley Group KW Vermont

  292 Tallwood Cir, Londonderry, VT 05148
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  /43

  $547,500 Sold Dec 29, 2025

  66 Hilltop Rd, Londonderry, VT 05155

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $255/SF
  • 49 Days On Market

  Last Listing Agent Alison Cummings Cummings & Co

  66 Hilltop Rd, Londonderry, VT 05155
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  /37

  Est $512,075 Not Listed For Sale

  76 Tallwood Cir, Londonderry, VT 05148

  • 3 Beds
  • 2 Baths
  • 976 Sq Ft
  • Built 1972

  76 Tallwood Cir, Londonderry, VT 05148

  Last Sold Summary

  • 8% Below List Price
  • $569/SF
  • 4 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Carrie Mathews Winhall Real Estate

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