4,492

South Londonderry, VT Homes

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  • /32

    $1,795,000

    $180K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,212 Sq Ft

    74 N Brookwood Rd, Stratton, VT 05360

    PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs

    Paul Marino WWW.FLATFEEMLS4FREE.COM

    74 N Brookwood Rd, Stratton, VT 05360
  • /2

    $692,000

    Sold Oct 03, 2025

    19 Village Lodge Rd Unit 207, Stratton, VT 05155

    • 2 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $416/SF
    • 0 Days On Market

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    19 Village Lodge Rd Unit 207, Stratton, VT 05155
    • /31

      Est $664,217

      Not Listed For Sale

      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      • 2 Beds
      • 3 Baths
      • 1,375 Sq Ft
      • Built 2006
      78 Middle Ridge Rd Unit 106, Stratton, VT 05155

      Last Sold Summary

      • 175 Days On Market

  • /16

    $875,000

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

    447 Rock Bottom Ln, Peru, VT 05152

    Historic Jack's Hill House, masterfully designed by Vermont Vernacular Designs. Nestled on approximately 21 private acres along a winding country road and bordered by National Forest, Still Meadows Farm offers a rare blend of timeless New England character, modern comfort, and unparalleled access to Vermont's outdoor lifestyle. Outdoor enthusiasts will appreciate the property's proximity to the

    Andy Reed Four Seasons Sotheby's Int'l Realty

    447 Rock Bottom Ln, Peru, VT 05152
  • /31

    $895,000

    Sold Dec 12, 2025

    73 Cranberry Hill Rd, Winhall, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 2,658 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $337/SF
    • 222 Days On Market

    Current Estimated Value $922,356

    Last Listing Agent Carrie Mathews Winhall Real Estate

    73 Cranberry Hill Rd, Winhall, VT 05340
    • /35

      Est $262,914

      Not Listed For Sale

      347 Main St, South Londonderry, VT 05155

      • 3 Beds
      • 2 Baths
      • 2,072 Sq Ft
      • Built 1830
      347 Main St, South Londonderry, VT 05155

      Last Sold Summary

      • 146 Days On Market

  • /55

    $2,850,000

    New Construction $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,762 Sq Ft

    59 Garden Loop Rd, Winhall, VT 05340

    JULY 23 - Significant new price change today! - Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    59 Garden Loop Rd, Winhall, VT 05340
  • /46

    $299,000

    Sold Jan 22, 2026

    4410 Pikes Falls Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1962

    Last Sold Summary

    • 5% Below List Price
    • $136/SF
    • 5 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    4410 Pikes Falls Rd, Jamaica, VT 05343
    • /4

      Est $450,825

      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

      • 157 Days On Market

  • /44

    $815,000

    Under Contract
    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft

    74 Pond View Rd, Winhall, VT 05340

    This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace,

    Christine Chovan

    74 Pond View Rd, Winhall, VT 05340
  • /28

    $716,845

    Sold Jun 26, 2026

    21 Burnt Hill Rd, Winhall, VT 05341

    • 4 Beds
    • 2 Baths
    • 2,055 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $349/SF
    • 11 Days On Market

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    21 Burnt Hill Rd, Winhall, VT 05341
    • /38

      Est $476,176

      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

      • 3 Days On Market

  • /40

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 4,453 Sq Ft

    6 Old Ridge Rd, Winhall, VT 05340

    Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

    Trent Stephens Wohler Realty Group

    6 Old Ridge Rd, Winhall, VT 05340
  • /31

    $405,000

    Sold Mar 05, 2026

    132 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Below List Price
    • $223/SF
    • 140 Days On Market

    Current Estimated Value $431,308

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    132 Pratt Bridge Rd, Jamaica, VT 05343
    • /37

      Est $524,882

      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

      • 4 Days On Market

  • /33

    $749,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    2 Corner Rock Rd, Winhall, VT 05340

    Stratton Mountain Renovated! 4 bedroom 2 bath is located just mins to the mountain . This home has access to all that Stratton has to offer. The Ski shuttle comes right outside your door for easy access to the mountain and your home. Freshly painted inside and out, with a partial renovation just completed. This home just installed all new windows with egress and new doors and sliders. The new

    Jessica Marullo TPW Real Estate

    2 Corner Rock Rd, Winhall, VT 05340
  • /15

    $370,000

    Sold Aug 04, 2025

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360

    • 1 Bed
    • 1 Bath
    • 580 Sq Ft
    • Built 1999

    Last Sold Summary

    • 13% Below List Price
    • $638/SF
    • 120 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    • /29

      Est $241,335

      Not Listed For Sale

      398 Tallwood Cir, Londonderry, VT 05148

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1970
      398 Tallwood Cir, Londonderry, VT 05148

      Last Sold Summary

      • 47 Days On Market

  • /13

    $2,525,000

    New Construction $100K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    6 Stone Lodge Rd, Winhall, VT 05340

    FULLY FINISHED-Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency. Thoughtfully designed for comfort and performance,

    Kim Morgan-Wohler Wohler Realty Group

    6 Stone Lodge Rd, Winhall, VT 05340
  • /39

    $1,610,000

    Sold Jul 24, 2026

    47B Sun Bowl Ridge Rd, Stratton, VT 05155

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $597/SF
    • 8 Days On Market

    Last Listing Agent Jamie Luke TPW Real Estate

    47B Sun Bowl Ridge Rd, Stratton, VT 05155
    • /40

      Est $980,108

      Not Listed For Sale

      929 Middletown Rd, South Londonderry, VT 05155

      • 5 Beds
      • 3.5 Baths
      • 3,354 Sq Ft
      • Built 1850
      929 Middletown Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 6 Days On Market

  • /41

    $899,000

    $301K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • /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
    • /21

      Est $608,000

      Not Listed For Sale

      3378 Under the Mountain Rd, South Londonderry, VT 05155

      • 5 Beds
      • 4.5 Baths
      • 4,482 Sq Ft
      • Built 2007
      3378 Under the Mountain Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 47 Days On Market

  • /12

    $178,000

    $7K PRICE DROP
    • Land
    • 8 Acres
    • $22,250 per Acre

    4441 Vermont 30, Jamaica, VT 05343

    Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

    Helen Nault

    4441 Vermont 30, Jamaica, VT 05343
  • /51

    $434,000

    Sold Feb 27, 2026

    12 Stratton West Rd Unit 12, Winhall, VT 05340

    • 5 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 6 Days On Market

    Last Listing Agent Robert Sabol Wohler Realty Group

    12 Stratton West Rd Unit 12, Winhall, VT 05340
    • /26

      Est $602,590

      Not Listed For Sale

      2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155

      • 3 Beds
      • 2.5 Baths
      • 1,607 Sq Ft
      • Built 2003
      2513 Thompsonburg Rd Unit 3A, South Londonderry, VT 05155

      Last Sold Summary

      • 75 Days On Market

  • /31

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    65 E Birch Rd Unit 43, Stratton, VT 05155

    Welcome to Your Stratton Mountain GetawayDiscover the ultimate in mountain convenience with this turnkey, ground level condo in the highly sought after Vantage Point community. Featuring a spacious 2 bedroom, 2 bathroom layout, this home boasts a bright, open concept living, dining, and kitchen area designed for effortless entertaining and relaxation. Positioned in an unbeatable location,

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    65 E Birch Rd Unit 43, Stratton, VT 05155
  • /24

    $1,025,000

    Sold Oct 10, 2025

    10 Middle Ridge Rd, Winhall, VT 05155

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $475/SF
    • 5 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    10 Middle Ridge Rd, Winhall, VT 05155
    • /13

      Est $215,438

      Not Listed For Sale

      1797 Thompsonburg Rd, South Londonderry, VT 05155

      • 2 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 1956
      1797 Thompsonburg Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 8 Days On Market

  • /38

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 2,022 Sq Ft

    564 Goodaleville Rd, Jamaica, VT 05343

    OPEN HOUSE SATURDAY 8/1 FROM 3PM-5PM | 10 MINUTES TO STRATTON RESORT | This beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition, and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design.

    Cheyanne Pugliese

    564 Goodaleville Rd, Jamaica, VT 05343
  • /56

    $2,600,000

    Sold May 01, 2026

    25 Mountain Haunts Rd, Winhall, VT 05340

    • 6 Beds
    • 6.5 Baths
    • 6,650 Sq Ft
    • Built 1960

    Last Sold Summary

    • 13% Below List Price
    • $391/SF
    • 366 Days On Market

    Current Estimated Value $2,552,242

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    25 Mountain Haunts Rd, Winhall, VT 05340
    • /40

      Est $816,000

      Not Listed For Sale

      1223 Cole Pond Rd, Jamaica, VT 05343

      • 3 Beds
      • 4 Baths
      • 2,197 Sq Ft
      • Built 1970
      1223 Cole Pond Rd, Jamaica, VT 05343

      Last Sold Summary

      • 7 Days On Market

  • /36

    $575,000

    Pending
    • 4 Beds
    • 4 Baths
    • 1,211 Sq Ft

    9 Beaver Pond Ln, Jamaica, VT 05343

    Rare Multi-Dwelling Retreat with Endless Possibilities A truly exceptional and meticulously maintained property featuring three separate residences on one beautifully landscaped lot—a setup buyers often dream about but rarely find. The main residence is a stylish 2-bedroom, 2-bath contemporary home thoughtfully designed for comfortable living. Built with sustainability in mind, the home features

    Helen Nault

    9 Beaver Pond Ln, Jamaica, VT 05343
  • /2

    $370,000

    Sold Jul 17, 2026

    292 Tallwood Cir, Londonderry, VT 05148

    • 4 Beds
    • 3 Baths
    • 1,720 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 81 Days On Market

    Current Estimated Value $380,898

    Last Listing Agent The Malley Group KW Vermont

    292 Tallwood Cir, Londonderry, VT 05148
    • /34

      Est $324,442

      Not Listed For Sale

      6217 Vt Route 30, Jamaica, VT 05343

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1969
      6217 Vt Route 30, Jamaica, VT 05343

      Last Sold Summary

      • 100 Days On Market

  • /60

    $1,100,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,745 Sq Ft

    65 Lower Taylor Hill Rd, Winhall, VT 05340

    Nestled on 10 private acres just off the Stratton Mountain Access Road, 65 Lower Taylor Hill Road offers a rare opportunity to own a beautifully renovated Vermont retreat ideally positioned between Stratton Mountain Resort and the area's endless four-season recreation. Surrounded by mature woodlands and exceptional privacy, this property offers a three-bedroom, three-bath main house along with a

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    65 Lower Taylor Hill Rd, Winhall, VT 05340
  • /54

    $1,875,000

    Sold May 08, 2026

    97 N Brookwood Rd, Stratton, VT 05360

    • 4 Beds
    • 4.5 Baths
    • 2,486 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Below List Price
    • $754/SF
    • 170 Days On Market

    Current Estimated Value $1,778,000

    Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    97 N Brookwood Rd, Stratton, VT 05360
    • /34

      Not Listed For Sale

      498 Goodaleville Rd, South Londonderry, VT 05155

      • 8 Beds
      • 6 Baths
      • 4,600 Sq Ft
      • Built 1860
      498 Goodaleville Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 22 Days On Market

  • /37

    $690,000

    $40K PRICE DROP
    • 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

Showing Results 41 - 80, Page 2 of 18

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