South Londonderry, VT Homes

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  /36

  Est $735,511 Not Listed For Sale

  11 Todd Hill Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1973

  11 Todd Hill Rd, Winhall, VT 05340

  Last Sold Summary

  • 1% Above List Price
  • $403/SF
  • 30 Days On Market

  Last Sold Price $725,000

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

  

  

  /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
• 

  

  

  /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
• 

  

  

  /40

  Est $841,651 Not Listed For Sale

  40 Loop Rd, Winhall, VT 05340

  • 3 Beds
  • 3 Baths
  • 2,196 Sq Ft
  • Built 2006

  40 Loop Rd, Winhall, VT 05340

  Last Sold Summary

  • 5% Above List Price
  • $365/SF
  • 5 Days On Market

  Last Sold Price $802,000

  Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home
• 

  

  

  /13

  $120,000

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

  8559 Vt Route 30, Jamaica, VT 05343

  Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

  TG Glazer Winhall Real Estate

  8559 Vt Route 30, Jamaica, VT 05343
• 

  

  /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 $617,341

  Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  81 Pond View Rd Unit 81, Winhall, VT 05340
• 

  

  /40

  Est $533,224 Not Listed For Sale

  381 Winhall Hollow Rd, Bondville, VT 05340

  • 5 Beds
  • 4 Baths
  • 3,024 Sq Ft
  • Built 1970

  381 Winhall Hollow Rd, Bondville, VT 05340

  Last Sold Summary

  • 34% Above List Price
  • $132/SF
  • 10 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Carrie Mathews Winhall Real Estate
• 

  

  /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
• 

  

  /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 $584,597

  Last Listing Agent Carrie Mathews Winhall Real Estate

  176 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /25

  Not Listed For Sale

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 2005

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

  Last Sold Summary

  • $513/SF
  • 45 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Andrew King Stratton Real Estate
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  /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
• 

  /2

  $205,000 Sold Sep 15, 2025

  24 Stratton Rd W, Winhall, VT 05340

  • 2 Beds
  • 1 Bath
  • 665 Sq Ft
  • Built 1970

  Last Sold Summary

  • $308/SF
  • 0 Days On Market

  Current Estimated Value $207,165

  Last Listing Agent Cheyanne Pugliese

  24 Stratton Rd W, Winhall, VT 05340
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  /36

  Not Listed For Sale

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  • 4 Beds
  • 4 Baths
  • 2,271 Sq Ft
  • Built 2003

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  Last Sold Summary

  • $760/SF
  • 80 Days On Market

  Last Sold Price $1,725,000

  Last Listing Agent Timothy Mich Doddridge Stratton Real Estate
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  /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
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  /53

  $775,000 Sold Aug 13, 2025

  E12 Rock Ridge Rd, Winhall, VT 05155

  • 3 Beds
  • 3 Baths
  • 1,842 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $421/SF
  • 7 Days On Market

  Last Listing Agent Cheyanne Pugliese

  E12 Rock Ridge Rd, Winhall, VT 05155
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  /39

  Est $765,867 Not Listed For Sale

  28 W Branch Rd, Winhall, VT 05340

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Built 1989

  28 W Branch Rd, Winhall, VT 05340

  Last Sold Summary

  • 51% Below List Price
  • $678/SF
  • 8 Days On Market

  Last Sold Price $1,560,000

  Last Listing Agent Jessica Marullo TPW Real Estate
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  /38

  $1,450,000

  • 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
• 

  

  /22

  $407,000 Sold Oct 08, 2025

  7 Wanderer Rd Unit 7, Stratton, VT 05155

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Above List Price
  • $291/SF
  • 6 Days On Market

  Last Listing Agent Dan McKenna Cummings & Co

  7 Wanderer Rd Unit 7, Stratton, VT 05155
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  /38

  Not Listed For Sale

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1986

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  Last Sold Summary

  • $463/SF
  • 9 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent MaryKate Grey Stratton Real Estate
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  /60

  $8,200,000

  • 6 Beds
  • 10 Baths
  • 10,763 Sq Ft

  557 Trager Rd, Jamaica, VT 05343

  SHOWINGS SHALL BEGIN AT FEBRUARY 12TH OPEN HOUSEPremier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to

  Kim Morgan-Wohler Wohler Realty Group

  557 Trager Rd, Jamaica, VT 05343
• 

  

  /22

  $265,500 Sold Jul 15, 2025

  18 Stratton Ridge Rd, Winhall, VT 05340

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1970

  Last Sold Summary

  • 16% Below List Price
  • $199/SF
  • 72 Days On Market

  Last Listing Agent Derek Greene Derek Greene

  18 Stratton Ridge Rd, Winhall, VT 05340
• 

  

  /40

  Est $1,528,581 Not Listed For Sale

  541 Mtn Acres Rd, Jamaica, VT 05343

  • 6 Beds
  • 6.5 Baths
  • 7,426 Sq Ft
  • Built 2018

  541 Mtn Acres Rd, Jamaica, VT 05343

  Last Sold Summary

  • 11% Below List Price
  • $232/SF
  • 346 Days On Market

  Last Sold Price $1,725,000

  Last Listing Agent Andrew King Stratton Real Estate
• 

  

  /50

  $750,000

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

  57 Pearl Buck Dr Unit 33, Bondville, VT 05340

  WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  57 Pearl Buck Dr Unit 33, Bondville, VT 05340
• 

  

  /35

  $649,000 Sold Dec 04, 2025

  282 Melendy Hill Rd, South Londonderry, VT 05155

  • 3 Beds
  • 3 Baths
  • 2,939 Sq Ft
  • Built 1991

  Last Sold Summary

  • $221/SF
  • 26 Days On Market

  Current Estimated Value $637,095

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

  282 Melendy Hill Rd, South Londonderry, VT 05155
• 

  

  /14

  Not Listed For Sale

  47 High Point Dr Unit B-15, Stratton, VT 05360

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft
  • Built 1985

  47 High Point Dr Unit B-15, Stratton, VT 05360

  Last Sold Summary

  • $352/SF
  • 2 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Sarah Nichols Winhall Real Estate
• 

  /2

  $450,000 Pending

  • Land
  • 1.18 Acres
  • $381,356 per Acre

  97 N Branch Rd, Winhall, VT 05155

  The only undeveloped parcel of land on Stratton Lake. Underground utilities stubbed out to the road at entrance to lot. Stratton shuttle service, community water and sewer. Eastern exposure with views over the Stratton Lake. Adjacent to the Stratton Country Club golf course.

  John Sikes Stratton Real Estate

  97 N Branch Rd, Winhall, VT 05155
• 

  

  /22

  $360,000 Sold Jun 20, 2025

  9 Mountain Acres Rd, Jamaica, VT 05343

  • 5 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 112 Days On Market

  Current Estimated Value $373,865

  Last Listing Agent Helen Nault

  9 Mountain Acres Rd, Jamaica, VT 05343
• 

  

  /21

  Not Listed For Sale

  38 Quarter Mile Rd, Winhall, VT 05360

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft
  • Built 1970

  38 Quarter Mile Rd, Winhall, VT 05360

  Last Sold Summary

  • $389/SF
  • 9 Days On Market

  Last Sold Price $755,000

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

  

  /12

  $995,000 Pending

  • 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
• 

  

  /27

  $300,000 Sold Dec 11, 2025

  0 Rock Bottom Ln, Peru, VT 05152

  • Land
  • 53 Acres
  • $5,660 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 156 Days On Market

  Last Listing Agent David Shehadi Josiah Allen Real Estate, Inc.

  0 Rock Bottom Ln, Peru, VT 05152
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  /40

  Est $1,597,974 Not Listed For Sale

  82 High Meadow Rd, Winhall, VT 05340

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft
  • Built 2002

  82 High Meadow Rd, Winhall, VT 05340

  Last Sold Summary

  • 1% Below List Price
  • $355/SF
  • 126 Days On Market

  Last Sold Price $1,615,000

  Last Listing Agent Kim Morgan-Wohler Wohler Realty Group
• 

  

  /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
• 

  

  /48

  $645,000 Sold Mar 13, 2025

  418 Diers, Jamaica, VT 05343

  • 3 Beds
  • 2.5 Baths
  • 2,621 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Above List Price
  • $246/SF
  • 4 Days On Market

  Current Estimated Value $717,962

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

  418 Diers, Jamaica, VT 05343
• 

  

  /40

  Not Listed For Sale

  13 Old Ridge Rd, Winhall, VT 05155

  • 4 Beds
  • 4.5 Baths
  • 2,327 Sq Ft
  • Built 1996

  13 Old Ridge Rd, Winhall, VT 05155

  Last Sold Summary

  • $367/SF
  • 29 Days On Market

  Last Sold Price $855,000

  Last Listing Agent Carrie Mathews Winhall Real Estate
• 

  

  /46

  $1,350,000 Under Contract

  • 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
• 

  

  /39

  $1,750,000 Sold May 09, 2025

  34 Mountain Reach Mews Rd, Stratton, VT 05155

  • 4 Beds
  • 4 Baths
  • 2,653 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $660/SF
  • 87 Days On Market

  Last Listing Agent Heidi Zizza Four Seasons Sotheby's Int'l Realty

  34 Mountain Reach Mews Rd, Stratton, VT 05155
• 

  

  /31

  Not Listed For Sale

  71 Todd Hill Rd, Jamaica, VT 05343

  • 5 Beds
  • 5.5 Baths
  • 3,624 Sq Ft
  • Built 2006

  71 Todd Hill Rd, Jamaica, VT 05343

  Last Sold Summary

  • $635/SF
  • 4 Days On Market

  Last Sold Price $2,300,000

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

  

  /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
• 

  

  /26

  $795,000 Sold Aug 21, 2025

  5 Founders Hill Rd, Winhall, VT 05360

  • 3 Beds
  • 3 Baths
  • 1,624 Sq Ft
  • Built 1970

  Last Sold Summary

  • $490/SF
  • 0 Days On Market

  Last Listing Agent Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
• 

  

  /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

  Last Sold Summary

  • 11 Days On Market

  Last Sold Price $55,000

  Last Listing Agent Edward Jones Josiah Allen Real Estate, Manchester Branch Office

Showing Results 161 - 200, Page 5 of 18