South Londonderry, VT Homes

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  /28

  $1,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,363 Sq Ft

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155

  Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

  Edwin Kevil Stratton Real Estate

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155
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  /10

  $345,000 Sold Nov 06, 2025

  85 E Birch Rd Unit 15, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft
  • Built 1982

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 22 Days On Market

  Last Listing Agent Edwin Kevil Stratton Real Estate

  85 E Birch Rd Unit 15, Stratton, VT 05360
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  /29

  Est $682,622 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,179 Sq Ft

  32 Beaver St, Bondville, VT 05340

  32 Beaver St, Bondville, VT 05340
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  /45

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  9 Lower Taylor Hill Rd, Winhall, VT 05340

  Come home to your own Vermont playground! Situated on 8.75 private acres at the base of Stratton Mountain Resort access road, this recently renovated single family residence has all the amenities that your family needs. Explore the grounds, play in the Winhall river, hike the surrounding trails, and enjoy the mountain views. Property has easy access to the VAST snowmobile trails directly from the

  Timothy Mich Doddridge Stratton Real Estate

  9 Lower Taylor Hill Rd, Winhall, VT 05340
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  /14

  $780,000 Sold Nov 25, 2025

  19 Village Lodge Rd Unit 309, Stratton, VT 05155

  • 2 Beds
  • 2 Baths
  • 1,263 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $618/SF
  • 46 Days On Market

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  19 Village Lodge Rd Unit 309, Stratton, VT 05155
• 

  

  /31

  Est $578,660 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  22 Little Brook Rd, Winhall, VT 05340

  22 Little Brook Rd, Winhall, VT 05340
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  /40

  $1,025,000

  • 4 Beds
  • 2.5 Baths
  • 3,086 Sq Ft

  19 Roundtree Rd, Bondville, VT 05340

  This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom,

  Kim Morgan-Wohler Wohler Realty Group

  19 Roundtree Rd, Bondville, VT 05340
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  /34

  $338,000 Sold May 16, 2025

  6217 Vt Route 30, Jamaica, VT 05343

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1969

  Last Sold Summary

  • 12% Below List Price
  • $261/SF
  • 100 Days On Market

  Current Estimated Value $353,795

  Last Listing Agent Trent Stephens Wohler Realty Group

  6217 Vt Route 30, Jamaica, VT 05343
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  /40

  Est $911,445 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,872 Sq Ft

  34 Raspberry Hill Rd, Winhall, VT 05340

  34 Raspberry Hill Rd, Winhall, VT 05340
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  /12

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,501 Sq Ft

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

  Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium at Hearthstone Lodge offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

  John Sikes Stratton Real Estate

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
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  /29

  $750,000 Sold May 12, 2025

  12 Jamie Ln, Jamaica, VT 05343

  • 4 Beds
  • 3.5 Baths
  • 3,084 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $243/SF
  • 82 Days On Market

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

  12 Jamie Ln, Jamaica, VT 05343
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  /35

  Est $645,887 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,880 Sq Ft

  660 Dalewood Rd, Jamaica, VT 05343

  660 Dalewood Rd, Jamaica, VT 05343
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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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  /44

  $702,000 Sold Oct 24, 2025

  86 Benson Fuller Dr, Bondville, VT 05340

  • 4 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Below List Price
  • $344/SF
  • 42 Days On Market

  Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  86 Benson Fuller Dr, Bondville, VT 05340
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  /35

  Est $484,206 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  383 Winhall Hollow Rd, Bondville, VT 05340

  383 Winhall Hollow Rd, Bondville, VT 05340
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  /15

  $530,000

  • Land
  • 30 Acres
  • $17,667 per Acre

  00 W Hill Rd S, Jamaica, VT 05343

  Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

  Jacki Murano Southern Vermont Realty Group

  00 W Hill Rd S, Jamaica, VT 05343
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  /25

  $499,000 Sold May 02, 2025

  16 Ober Tal Dr Unit E35, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1983

  Last Sold Summary

  • $455/SF
  • 2 Days On Market

  Last Listing Agent Carrie Mathews Winhall Real Estate

  16 Ober Tal Dr Unit E35, Stratton, VT 05360
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  /40

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,212 Sq Ft

  74 N Brookwood, Stratton, VT 05155

  74 N Brookwood, Stratton, VT 05155
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  /46

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 4,640 Sq Ft

  33 Forest Haunts Rd, Winhall, VT 05340

  Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  33 Forest Haunts Rd, Winhall, VT 05340
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  /20

  $500,000 Sold Nov 26, 2025

  374 Winhall Hollow Rd, Winhall, VT 05340

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $260/SF
  • 3 Days On Market

  Last Listing Agent Annette Gallo Real Broker LLC

  374 Winhall Hollow Rd, Winhall, VT 05340
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  /25

  Est $306,776 Not Listed For Sale

  • 4 Beds

  84 Lower Taylor Hill Rd, Winhall, VT 05340

  84 Lower Taylor Hill Rd, Winhall, VT 05340
• 

  

  /13

  $120,000

  • Land
  • 4.68 Acres
  • $25,641 per Acre

  8559 Vt Route 30, Jamaica, VT 05343

  Waaaaait a minute! There’s buildable land just minutes from Stratton Mountain, and it’s already got septic not only approved, but basically installed?!?! I can just build my house on these 4.68 acres and enjoy all of the beauty and convenience of the area? And it's approved for 2 three bedroom houses!!! 2 miles to Stratton and 20 minutes to Manchester. I almost can’t believe this is

  TG Glazer Winhall Real Estate

  8559 Vt Route 30, Jamaica, VT 05343
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  /29

  $455,000 Sold Mar 28, 2025

  2 Byington Ln Unit 5, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $290/SF
  • 53 Days On Market

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

  2 Byington Ln Unit 5, Winhall, VT 05340
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  /38

  Est $1,499,929 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,997 Sq Ft

  308 Hubble Rd, Peru, VT 05152

  308 Hubble Rd, Peru, VT 05152
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  /44

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 4,193 Sq Ft

  70 Hunter Ln, Jamaica, VT 05343

  Discover a truly special Vermont retreat at 70 Hunter Lane, nestled in the private Cole Pond community of Jamaica. This exceptional residence offers over 4,200 square feet of living space, thoughtfully designed to blend comfort, luxury, and the natural beauty of its surroundings. Newer Stainless Steel appliances in kitchen!Featuring four spacious bedrooms, this home provides plenty of

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  70 Hunter Ln, Jamaica, VT 05343
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  /22

  $445,000 Sold Sep 16, 2025

  163 Vt Route 30, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $280/SF
  • 13 Days On Market

  Current Estimated Value $473,459

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

  163 Vt Route 30, Winhall, VT 05340
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  /36

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,244 Sq Ft

  22 Upper Glades Unit 22, Stratton, VT 05360

  22 Upper Glades Unit 22, Stratton, VT 05360
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  /32

  $450,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  44 Lake Rd, Bondville, VT 05340

  Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  44 Lake Rd, Bondville, VT 05340
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  /25

  $825,000 Sold Mar 14, 2025

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $356/SF
  • 135 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340
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  /39

  Est $1,062,165 Not Listed For Sale

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

  19 Maple Hill Rd, Winhall, VT 05340

  19 Maple Hill Rd, Winhall, VT 05340
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  /38

  $860,000

  • 4 Beds
  • 3.5 Baths
  • 4,104 Sq Ft

  25 Benson Fuller Dr, Jamaica, VT 05343

  Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

  Robin Apps Four Seasons Sotheby's Int'l Realty

  25 Benson Fuller Dr, Jamaica, VT 05343
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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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  /35

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,906 Sq Ft

  8 Dogwood Trail Unit 8A Treetop, Stratton, VT 05360

  8 Dogwood Trail Unit 8A Treetop, Stratton, VT 05360
• 

  

  /22

  $389,000 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  2 Lower Stratton Valley Rd, Winhall, VT 05340

  Charming updated 4 bedroom ski chalet. With all fresh paint, new flooring, a totally remodeled bathroom, and less than 5 years on the new roof and high efficiency furnace, the heavy lifting has been done for you. Warm up next to the cozy wood burning fireplace after enjoying your time at anyone of the nearby world class ski resorts like Stratton, Bromley, or Magic Mountain. The open concept

  Mike Masters Four Seasons Sotheby's Int'l Realty

  2 Lower Stratton Valley Rd, Winhall, VT 05340
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  /39

  $615,000 Sold Mar 12, 2025

  81 Pond View Rd Unit 81, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $373/SF
  • 32 Days On Market

  Current Estimated Value $689,179

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  81 Pond View Rd Unit 81, Winhall, VT 05340
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  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360

  761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360
• 

  

  /31

  $749,000

  • 3 Beds
  • 3 Baths
  • 2,317 Sq Ft

  9 F Cobble Ridge Rd, Winhall, VT 05340

  Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

  Carrie Mathews Winhall Real Estate

  9 F Cobble Ridge Rd, Winhall, VT 05340
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  /29

  $526,000 Sold Aug 08, 2025

  176 Pratt Bridge Rd, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $325/SF
  • 36 Days On Market

  Current Estimated Value $505,446

  Last Listing Agent Carrie Mathews Winhall Real Estate

  176 Pratt Bridge Rd, Jamaica, VT 05343
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  /36

  Est $833,483 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11 Todd Hill Rd, Winhall, VT 05340

  11 Todd Hill Rd, Winhall, VT 05340
• 

  

  /31

  $735,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155

  Nestled right on the slopes of Stratton Mountain Resort, this two bedroom two ensuite bathroom condominium offers true ski-in/ski-out convenience for your winter getaway. You'll find yourself just steps from the Villager chairlift, beginner ski area as well as a stone's throw to the shops and restaurants in the Stratton Village. An open-concept living/dinning/kitchen area that features a stone

  Timothy Mich Doddridge Stratton Real Estate

  778 Stratton Mountain Access Rd Unit 2302, Stratton, VT 05155

Showing Results 121 - 160, Page 4 of 18