South Londonderry, VT Homes

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  /5

  Not Listed For Sale

  0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343

  0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343
• 

  

  

  /55

  $995,000

  • 5 Beds
  • 4.5 Baths
  • 2,321 Sq Ft

  24 N Branch Rd, Winhall, VT 05340

  Exceptional Renovation of a Stratton Resort Residence in the Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated

  Kim Morgan-Wohler Wohler Realty Group

  24 N Branch Rd, Winhall, VT 05340
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  /30

  $330,000 Sold May 09, 2025

  21 Stratton Ridge Rd, Winhall, VT 05340

  • 3 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $303/SF
  • 115 Days On Market

  Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

  21 Stratton Ridge Rd, Winhall, VT 05340
• 

  

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  8581 Vt Route 30 Unit B, Jamaica, VT 05343

  8581 Vt Route 30 Unit B, Jamaica, VT 05343
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  /58

  $617,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  11 Pond View Rd, Winhall, VT 05340

  Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 Pond View Rd, Winhall, VT 05340
• 

  

  /35

  $1,900,000 Sold Apr 01, 2025

  16 Mountain Reach Mews Rd, Stratton, VT 05155

  • 3 Beds
  • 3.5 Baths
  • 2,581 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $736/SF
  • 14 Days On Market

  Last Listing Agent Trent Stephens Wohler Realty Group

  16 Mountain Reach Mews Rd, Stratton, VT 05155
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  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  771 Stratton Mnt Access Rd Unit 371, Stratton, VT 05155

  771 Stratton Mnt Access Rd Unit 371, Stratton, VT 05155
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  /60

  $1,350,000

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

  732 Under the Mountain Rd, South Londonderry, VT 05155

  Welcome to "Fairmount," a beautiful historic home with unrivaled panoramic views and an extraordinary blend of history, grace, and quintessential Vermont living on 42 acres. Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse seamlessly merges historic charm with modern sensibility. Exposed beams, wide plank floors, and architectural character remain, while the thoughtful

  Claudia Harris Mary Mitchell Miller Real Estate

  732 Under the Mountain Rd, South Londonderry, VT 05155
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  /15

  $159,500 Sold May 14, 2025

  000 Rose Ln, Londonderry, VT 05148

  • Land
  • 11.08 Acres
  • $14,395 per Acre

  Last Sold Summary

  • 47% Below List Price
  • 440 Days On Market

  Last Listing Agent Rachel Febbie EXP Realty

  000 Rose Ln, Londonderry, VT 05148
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  /33

  Not Listed For Sale

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

  792 Stratton Mountain Rd Unit 4527, Stratton, VT 05360

  792 Stratton Mountain Rd Unit 4527, Stratton, VT 05360
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  /6

  $239,000

  • Land
  • 1.57 Acres
  • $152,229 per Acre

  2 Gold Medal Cir, Stratton, VT 05343

  This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont. Find

  Andrew King Stratton Real Estate

  2 Gold Medal Cir, Stratton, VT 05343
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  /38

  $779,000 Sold Oct 31, 2025

  44 Hilltop Rd, Winhall, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,997 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 22 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  44 Hilltop Rd, Winhall, VT 05340
• 

  

  /5

  Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,422 Sq Ft

  15 Mountain Reach Mews Unit 15, Stratton, VT 05360

  15 Mountain Reach Mews Unit 15, Stratton, VT 05360
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  /55

  $2,225,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  16 Hunter Ridge Rd, Bondville, VT 05340

  Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  16 Hunter Ridge Rd, Bondville, VT 05340
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  /17

  $215,000 Sold Nov 21, 2025

  5997 Vermont 30, Jamaica, VT 05343

  • 3 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1999

  Last Sold Summary

  • 13% Above List Price
  • $155/SF
  • 0 Days On Market

  Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

  5997 Vermont 30, Jamaica, VT 05343
• 

  

  /29

  Est $506,574 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  10 Ober Tal Dr Unit B32, Stratton, VT 05360

  10 Ober Tal Dr Unit B32, Stratton, VT 05360
• 

  

  /40

  $1,695,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 3,688 Sq Ft

  143 Stratton Mountain Access Rd, Winhall, VT 05340

  Just Completed by DG Builders in Stratton, Vermont143 Stratton Mountain Access Road, a newly completed 5-bedroom, 5-bath residence, located just minutes from Stratton Mountain Resort and all the year-round activities it has to offer. Blending modern mountain style with timeless Vermont charm, this home is move-in ready and waiting for its first owners.The light-filled open floor plan

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  143 Stratton Mountain Access Rd, Winhall, VT 05340
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  /41

  $1,225,000 Sold Feb 10, 2025

  22 Old Ridge Rd, Winhall, VT 05340

  • 5 Beds
  • 3.5 Baths
  • 4,200 Sq Ft
  • Built 1985

  Last Sold Summary

  • 12% Below List Price
  • $292/SF
  • 182 Days On Market

  Current Estimated Value $1,441,373

  Last Listing Agent Dan McKenna Cummings & Co

  22 Old Ridge Rd, Winhall, VT 05340
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft

  761 Stratton Mountain Access Rd Unit 443 / 444, Stratton, VT 05360

  761 Stratton Mountain Access Rd Unit 443 / 444, Stratton, VT 05360
• 

  

  /30

  $1,040,000

  • 5 Beds
  • 4.5 Baths
  • 3,363 Sq Ft

  1189 Cole Pond Rd, Jamaica, VT 05343

  Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  1189 Cole Pond Rd, Jamaica, VT 05343
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  /59

  $5,150,000 Sold Mar 12, 2025

  64 Tamarack Rd, Stratton, VT 05360

  • 9 Beds
  • 10.5 Baths
  • 7,498 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $687/SF
  • 93 Days On Market

  Current Estimated Value $5,374,072

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  64 Tamarack Rd, Stratton, VT 05360
• 

  

  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft

  19 Village Lodge Rd Unit 301, Stratton, VT 05155

  19 Village Lodge Rd Unit 301, Stratton, VT 05155
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  /40

  $1,975,000

  • 4 Beds
  • 4 Baths
  • 4,270 Sq Ft

  14 Old Ridge Rd, Winhall, VT 05155

  This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

  Christiane Carroccio TPW Real Estate

  14 Old Ridge Rd, Winhall, VT 05155
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  /33

  $50,000 Sold Dec 05, 2025

  33 W River St, Londonderry, VT 05155

  • 2 Beds
  • 0.5 Baths
  • 414 Sq Ft
  • Built 1952

  Last Sold Summary

  • 17% Below List Price
  • $121/SF
  • 43 Days On Market

  Last Listing Agent Christine Chovan

  33 W River St, Londonderry, VT 05155
• 

  

  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  85 E Birch Rd Unit 7, Stratton, VT 05360

  85 E Birch Rd Unit 7, Stratton, VT 05360
• 

  

  /50

  $4,999,000

  • 6 Beds
  • 7.5 Baths
  • 8,720 Sq Ft

  454 Mountain Rd, Stratton, VT 05155

  Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  454 Mountain Rd, Stratton, VT 05155
• 

  

  /35

  $339,000 Sold Oct 20, 2025

  33 Aspen Ln, Bondville, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $303/SF
  • 37 Days On Market

  Last Listing Agent Alison Cummings Cummings & Co

  33 Aspen Ln, Bondville, VT 05340
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  /26

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 460 Sq Ft

  219 Deerwood Hill, Londonderry, VT 05155

  219 Deerwood Hill, Londonderry, VT 05155
• 

  

  /37

  $999,000

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  17 Roundtree Rd, Winhall, VT 05340

  Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

  Sarah Nichols Winhall Real Estate

  17 Roundtree Rd, Winhall, VT 05340
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  /35

  $227,000 Sold May 02, 2025

  347 Main St, South Londonderry, VT 05155

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1830

  Last Sold Summary

  • 25% Below List Price
  • $110/SF
  • 146 Days On Market

  Current Estimated Value $274,194

  Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  347 Main St, South Londonderry, VT 05155
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  /21

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  85 E Birch Rd Unit 4, Stratton, VT 05360

  85 E Birch Rd Unit 4, Stratton, VT 05360
• 

  

  /5

  $440,000

  • Land
  • 5.54 Acres
  • $79,422 per Acre

  Lot #4 Margeaux Ln, Stratton, VT 05155

  Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  Lot #4 Margeaux Ln, Stratton, VT 05155
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  /21

  $590,000 Sold Nov 25, 2025

  771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $644/SF
  • 306 Days On Market

  Last Listing Agent Andrew King Stratton Real Estate

  771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360
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  /10

  Not Listed For Sale

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343
• 

  

  /16

  $139,000

  • Land
  • 1.62 Acres
  • $85,802 per Acre

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340

  wooded slightly elevated parcel. With clearing there should be some across valley views. Past soil test indicates proposed septic locations.Five-minute walk to Stratton snowmaking pond.

  Mike England Michael England Real Estate

  0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
• 

  

  /25

  $345,000 Sold Jun 30, 2025

  75 E Birch Rd Unit 21, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $300/SF
  • 82 Days On Market

  Last Listing Agent Carrie Mathews Winhall Real Estate

  75 E Birch Rd Unit 21, Stratton, VT 05360
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  /10

  Est $464,377 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  16 Ober Tal Dr Unit E-13, Stratton, VT 05360

  16 Ober Tal Dr Unit E-13, Stratton, VT 05360
• 

  

  /26

  $439,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  1966 Thompsonburg Rd, South Londonderry, VT 05155

  MAJOR REDUCTION. PRICED TO SELL..A quiet, private sanctuary in a prime location—just minutes from all three local ski areas, Lowell Lake, and the shopping and dining of Londonderry and Manchester. This 4-bedroom retreat is ready to be loved by a new family. Enjoy newly updated bathrooms, appliances, countertops, a new chimney liner, a wood-burning fireplace, and a wood stove insert that makes the

  Wilkie Bushby TPW Real Estate

  1966 Thompsonburg Rd, South Londonderry, VT 05155
• 

  

  /60

  $625,000 Sold Nov 26, 2025

  3 Short Rd, Bondville, VT 05340

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1885

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 56 Days On Market

  Last Listing Agent Mike England Michael England Real Estate

  3 Short Rd, Bondville, VT 05340
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  /30

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

Showing Results 201 - 240, Page 6 of 18