South Londonderry, VT Homes

• 

  

  

  /40

  Est $547,982 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  482 Pratt Bridge Rd, Jamaica, VT 05343

  482 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  

  /25

  $385,000

  • Land
  • 41.1 Acres
  • $9,367 per Acre

  00 Ross Rd, Winhall, VT 05340

  Welcome to 41.1 acres of quintessential Vermont beauty, ideally located between downtown Manchester (11 minutes), Bromley Mountain (6 minutes), and Stratton Mountain (15 mins). This property offers the best of both worlds—easy access to town, ski mountains, and year-round recreation, yet a peaceful and private setting surrounded by nature. The land features a meandering stream, a mix of mature

  David Shehadi Josiah Allen Real Estate, Inc.

  00 Ross Rd, Winhall, VT 05340
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  /30

  $510,000 Sold Jun 05, 2025

  5600 Pikes Falls Rd, Jamaica, VT 05343

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1977

  Last Sold Summary

  • 24% Below List Price
  • $350/SF
  • 170 Days On Market

  Current Estimated Value $674,763

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5600 Pikes Falls Rd, Jamaica, VT 05343
• 

  

  

  /31

  Est $645,845 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,593 Sq Ft

  81 Edie Ln, Jamaica, VT 05343

  81 Edie Ln, Jamaica, VT 05343
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  /12

  $450,000

  • Land
  • 10.26 Acres
  • $43,860 per Acre

  4.1 Pearl Buck Dr, Winhall, VT 05340

  One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

  Kim Morgan-Wohler Wohler Realty Group

  4.1 Pearl Buck Dr, Winhall, VT 05340
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  /4

  $232,500 Sold Sep 18, 2025

  0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

  • Land
  • 1.57 Acres
  • $148,089 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 238 Days On Market

  Last Listing Agent Ross Powers TPW Real Estate

  0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
• 

  

  /25

  Est $783,226 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,600 Sq Ft

  110 Upper Taylor Hill Rd, Jamaica, VT 05343

  110 Upper Taylor Hill Rd, Jamaica, VT 05343
• 

  

  /17

  $2,495,000

  • Land
  • 2.36 Acres
  • $1,057,203 per Acre

  4 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. Lot #4

  Andrew King Stratton Real Estate

  4 Gold Medal Cir, Stratton, VT 05343
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  /41

  $785,000 Sold Nov 21, 2025

  202 Pratt Bridge Rd, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1966

  Last Sold Summary

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

  Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  202 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /35

  Est $397,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  15 Stratton View Rd, Bondville, VT 05340

  15 Stratton View Rd, Bondville, VT 05340
• 

  

  /55

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  935 Old Manchester Rd, Peru, VT 05152

  Cozy Off-Grid Cabin on 10 Private Acres – Peace, Privacy & Ski AccessEscape to your own woodland retreat with this charming 2-bed, 1-bath cabin nestled on 10 serene acres of open meadow and forest. Just 4.5 miles to Bromley Ski & Snowboarding Mountain, this property offers the perfect mix of off-grid living and outdoor adventure.Fully self-sufficient with solar power and propane generator

  Margretta Fischer Wohler Realty Group

  935 Old Manchester Rd, Peru, VT 05152
• 

  

  /41

  $1,150,000 Sold Jul 25, 2025

  35 Old Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 5.5 Baths
  • 4,826 Sq Ft
  • Built 1997

  Last Sold Summary

  • 38% Below List Price
  • $238/SF
  • 369 Days On Market

  Last Listing Agent Mike England Michael England Real Estate

  35 Old Ridge Rd, Winhall, VT 05155
• 

  

  /40

  Est $806,401 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,327 Sq Ft

  954 South Rd, Peru, VT 05152

  954 South Rd, Peru, VT 05152
• 

  

  /33

  $485,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  3 Strattonwald Rd, Winhall, VT 05340

  Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you'll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Strattonwald Rd, Winhall, VT 05340
• 

  

  /43

  $755,000 Sold Nov 14, 2025

  43 Hilltop Rd, Winhall, VT 05340

  • 4 Beds
  • 4 Baths
  • 3,020 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 0 Days On Market

  Last Listing Agent Daniel Preston KW Vermont Woodstock

  43 Hilltop Rd, Winhall, VT 05340
• 

  

  /13

  Not Listed For Sale

  234 Mountain Rd, Stratton, VT 05155

  234 Mountain Rd, Stratton, VT 05155
• 

  

  /8

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  585 Sawmill Rd, Stratton, VT 05360

  Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway. Association

  Carrie Mathews Winhall Real Estate

  585 Sawmill Rd, Stratton, VT 05360
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  /59

  $1,082,500 Sold Aug 29, 2025

  4 Garden Loop Rd, Winhall, VT 05340

  • 3 Beds
  • 3.5 Baths
  • 4,054 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $267/SF
  • 45 Days On Market

  Current Estimated Value $1,201,378

  Last Listing Agent Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

  4 Garden Loop Rd, Winhall, VT 05340
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  /21

  Est $320,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft

  1406 Cole Pond Rd, Jamaica, VT 05343

  1406 Cole Pond Rd, Jamaica, VT 05343
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  /3

  $625,000

  • 4 Beds
  • 1.5 Baths
  • 2,764 Sq Ft

  768 Vt Route 30, Jamaica, VT 05343

  Large farmhouse with 15.78 acres, metal roof, easy access to multiple ski resorts. Four bedrooms, one and a half baths. Large front and back yard, level with some fencing. Will need notice to show.

  Julie Lowe Lowe's Real Estate, LLC

  768 Vt Route 30, Jamaica, VT 05343
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  /39

  $1,455,000 Sold Feb 10, 2025

  759 Stratton Mountain Access Rd Unit 433, Stratton, VT 05340

  • 3 Beds
  • 3.5 Baths
  • 1,960 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $742/SF
  • 180 Days On Market

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

  759 Stratton Mountain Access Rd Unit 433, Stratton, VT 05340
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  /24

  Est $433,670 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,558 Sq Ft

  292 Tallwood Cir, Londonderry, VT 05148

  292 Tallwood Cir, Londonderry, VT 05148
• 

  

  /4

  $400,000

  • Land
  • 8.01 Acres
  • $49,938 per Acre

  248 French Hollow Rd, Winhall, VT 05340

  Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

  Kim Morgan-Wohler Wohler Realty Group

  248 French Hollow Rd, Winhall, VT 05340
• 

  

  /28

  $518,000 Sold Sep 19, 2025

  8 Ober Tal Unit A-32, Stratton, VT 05155

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

  Last Sold Summary

  • 1% Below List Price
  • $473/SF
  • 40 Days On Market

  Last Listing Agent Cheyanne Pugliese

  8 Ober Tal Unit A-32, Stratton, VT 05155
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  /37

  Est $342,751 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  176 Melendy Hill Rd, South Londonderry, VT 05155

  176 Melendy Hill Rd, South Londonderry, VT 05155
• 

  

  /40

  $1,695,000

  • 7 Beds
  • 7.5 Baths
  • 8,364 Sq Ft

  251 Pratt Bridge Rd, Jamaica, VT 05343

  Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An

  TG Glazer Winhall Real Estate

  251 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /4

  $170,000 Sold Nov 07, 2025

  440 Edie Ln, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1971

  Last Sold Summary

  • 19% Below List Price
  • $81/SF
  • 16 Days On Market

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  440 Edie Ln, Jamaica, VT 05343
• 

  

  /34

  Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,400 Sq Ft

  291 Pikes Falls Rd, Stratton, VT 05360

  291 Pikes Falls Rd, Stratton, VT 05360
• 

  

  /8

  $65,000 Under Contract

  • Land
  • 1.02 Acres
  • $63,725 per Acre

  0 Stratton View Rd Unit 26, Winhall, VT 05340

  Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd Unit 26, Winhall, VT 05340
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  /33

  $740,000 Sold Jan 02, 2026

  G12 Cobble Ridge Rd, Winhall, VT 05340

  • 4 Beds
  • 4 Baths
  • 2,764 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • $268/SF
  • 1 Day On Market

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

  G12 Cobble Ridge Rd, Winhall, VT 05340
• 

  

  /28

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155

  43 Middle Ridge Rd Unit 312, Winhall, VT 05155
• 

  

  /30

  $735,000 Under Contract

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

  32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

  This gorgeous Stratton area townhome is designed for comfort and style, featuring three spacious bedrooms, three baths plus an open loft. Being a Highgate model, it offers a second family room with ample space for relaxation and entertainment, making it perfect for holiday gatherings. The interior of this special home has been freshly painted in October '25 and stunning wide-board pine floors

  Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

  32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
• 

  

  /20

  $590,000 Sold Nov 19, 2025

  771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft
  • Built 2000

  Last Sold Summary

  • $641/SF
  • 59 Days On Market

  Last Listing Agent Christiane Carroccio TPW Real Estate

  771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360
• 

  

  /40

  Est $2,536,237 Not Listed For Sale

  • 7 Beds
  • 9.5 Baths
  • 5,641 Sq Ft

  95 Winhall Hollow Rd, Bondville, VT 05340

  95 Winhall Hollow Rd, Bondville, VT 05340
• 

  

  /12

  $325,000

  • Land
  • 3.42 Acres
  • $95,029 per Acre

  2366 Middletown Rd, Landgrove, VT 05148

  This property is within walking distance to the village of Londonderry and overlooks the town from its location approximately 500 paces up the hill on Middletown Road. The lot encompasses a hill that gives it privacy and security. Spring water flows to the base of the hill at one end of the propertyThe village commercial zoning gives the site options for multiple residential units (condos?),

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  2366 Middletown Rd, Landgrove, VT 05148
• 

  

  /17

  $640,000 Sold Dec 23, 2025

  761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

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

  Last Sold Summary

  • 3% Below List Price
  • $653/SF
  • 60 Days On Market

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

  761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
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  /30

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,785 Sq Ft

  13 Stratton Rd W Unit 13, Winhall, VT 05340

  13 Stratton Rd W Unit 13, Winhall, VT 05340
• 

  

  /38

  $1,600,000

  • 5 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  4427 W Hill Rd S, Jamaica, VT 05343

  One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

  Carrie Mathews Winhall Real Estate

  4427 W Hill Rd S, Jamaica, VT 05343
• 

  

  /58

  $975,000 Sold Nov 27, 2025

  20 Jamie Ln, Winhall, VT 05340

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 1987

  Last Sold Summary

  • $279/SF
  • 38 Days On Market

  Last Listing Agent David Powers 42 North LP

  20 Jamie Ln, Winhall, VT 05340
• 

  

  /40

  Est $555,895 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  10 Deer St, Bondville, VT 05340

  10 Deer St, Bondville, VT 05340

Showing Results 81 - 120, Page 3 of 18