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South Londonderry, VT Homes for Sale under $500,000

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  • /20

    $495,000 Open Sun 11AM - 1PM

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

    374 Winhall Hollow Rd, Winhall, VT 05340

    Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you’ll find brand-new kitchen

    Annette Gallo Real Broker LLC

    374 Winhall Hollow Rd, Winhall, VT 05340
  • /27

    $440,000

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

    6 Moose Maple Rd, Winhall, VT 05340

    Located in the desirable Moose Maple section of Birch Hill, this well-maintained 3-bedroom, 2-bath Co-Op offers some of the best direct views of Stratton Mountain, along with the convenience of a community shuttle and close proximity to the newly rebuilt seasonal pool. Freshly painted and thoughtfully updated, the condo features flexible living spaces including a lower-level bedroom with a custom

    Andy Reed Four Seasons Sotheby's Int'l Realty

    6 Moose Maple Rd, Winhall, VT 05340
  • /44

    $495,000

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

    486 Windy Rise Ln E, Londonderry, VT 05148

    Contemporary Ski-Style Retreat in Southern Vermont – A Home for All Seasons!Escape to the mountains in this 3-bedroom, 3-bath home, nestled in the heart of Southern Vermont—just minutes from Stratton, Bromley, and Magic Mountain ski resorts.This home has rustic charm, features multiple living spaces and a bathroom on each floor. The relaxed dining/living space is open and inviting so

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    486 Windy Rise Ln E, Londonderry, VT 05148
  • /6

    $495,000

    • Land
    • 7 Acres
    • $71,429 per Acre

    lot#2 Margeaux Ln, Stratton, VT 05155

    This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    lot#2 Margeaux Ln, Stratton, VT 05155
  • /5

    $465,000

    • Land
    • 6 Acres
    • $83,935 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

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    Lot #4 Margeaux Ln, Stratton, VT 05155
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