58

South Londonderry, VT Homes for Sale

Section Image Section Image
  • 935 Old Manchester Rd, Peru, VT 05152
    935 Old Manchester Rd, Peru, VT 05152
    935 Old Manchester Rd, Peru, VT 05152
    /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

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 481-3493

    935 Old Manchester Rd, Peru, VT 05152
  • 43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    /28

    $1,495,000

    • 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
  • 42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    /60

    $849,000

    • 5 Beds
    • 4.5 Baths
    • 3,840 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living

    MaryKate Grey Stratton Real Estate

    42 Blackberry Ln, Jamaica, VT 05343
  • 761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
    /33

    $915,000

    • 3 Beds
    • 2.5 Baths
    • 1,529 Sq Ft

    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360

    Originally a two bedroom and a one bedroom, this premiere condominium has been creatively converted into a very special family retreat. Completely renovated throughout----now three full bedrooms plus a den or office area, which could also serve as a fourth sleeping area--if so desired. You will also find two and a half beautifully renovated baths. The primary bedroom is oversized with a beautiful

    Edwin Kevil Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
  • 89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    /33

    $1,760,000

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

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

    Trailside!!! Ski in, ski out!! The very best Ski Direct Access at Stratton!! Most popular of luxury townhomes---offering an enlarged patio with Hot Tub, Open and Sunny, Four Bedrooms plus a Den Floorplan, Single Car Garage! Fully Furnished. Hardwood Flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location. And as an added benefit, the Stratton Training

    Edwin Kevil Stratton Real Estate

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
  • 56 Shattarack Rd Unit D6, Stratton, VT 05360
    56 Shattarack Rd Unit D6, Stratton, VT 05360
    56 Shattarack Rd Unit D6, Stratton, VT 05360
    /20

    $995,000

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

    56 Shattarack Rd Unit D6, Stratton, VT 05360

    Rare opportunity to own an exceptional ski-out/ski-back Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

    Kim Morgan-Wohler Wohler Realty Group

    56 Shattarack Rd Unit D6, Stratton, VT 05360
  • 74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    /44

    $815,000

    • 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
  • E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    /38

    $949,000

    • 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
  • 121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, Winhall, VT 05340
    /33

    $1,399,999

    • 6 Beds
    • 4 Baths
    • 3,800 Sq Ft

    121 High Meadow Rd, Winhall, VT 05340

    Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey

    Ralph Harvey Listwithfreedom.com

    121 High Meadow Rd, Winhall, VT 05340
  • 761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    /20

    $785,000

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155

    Professionally renovated and redecorated Two bedroom, Two bath in ever popular Long Trail. Top floor corner with lots of light and sunshine! Spacious, open air deck overlooks the Commons and the Pond! Expanded kitchen with a large island, beautiful countertops, stainless appliances---and all new cabinetry! And Hardwood Flooring! Custom lighting throughout. Air conditioned! Includes a

    Edwin Kevil Stratton Real Estate

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
  • 70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    /47

    $1,140,000

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

    70 Hunter Ln, Jamaica, VT 05343

    Discover a truly special Vermont hidden treasure at 70 Hunter Lane, set within the private Highland Forest community in the Cole Pond community . Just five minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • 109 Winhall Hollow Rd, Winhall, VT 05340
    109 Winhall Hollow Rd, Winhall, VT 05340
    109 Winhall Hollow Rd, Winhall, VT 05340
    /29

    $1,200,000

    • 1 Bath
    • 950 Sq Ft

    109 Winhall Hollow Rd, Winhall, VT 05340

    Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    109 Winhall Hollow Rd, Winhall, VT 05340
  • 4669 Vermont Route 100, Londonderry, VT 05148
    4669 Vermont Route 100, Londonderry, VT 05148
    4669 Vermont Route 100, Londonderry, VT 05148
    /39

    $1,750,000

    • 7 Beds
    • 5 Baths
    • 4,649 Sq Ft

    4669 Vermont Route 100, Londonderry, VT 05148

    Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with

    Story Jenks LandVest, Inc/Woodstock

    4669 Vermont Route 100, Londonderry, VT 05148
  • 1189 Cole Pond Rd, Jamaica, VT 05343
    1189 Cole Pond Rd, Jamaica, VT 05343
    1189 Cole Pond Rd, Jamaica, VT 05343
    /30

    $1,040,000

    • 5 Beds
    • 4.5 Baths
    • 3,363 Sq Ft

    1189 Cole Pond Rd, Jamaica, VT 05343

    Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    1189 Cole Pond Rd, Jamaica, VT 05343
  • 41-43 Cranberry Hill Rd, Winhall, VT 05340
    41-43 Cranberry Hill Rd, Winhall, VT 05340
    41-43 Cranberry Hill Rd, Winhall, VT 05340
    /60

    $979,000

    • 4 Beds
    • 3.5 Baths
    • 5,248 Sq Ft

    41-43 Cranberry Hill Rd, Winhall, VT 05340

    This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with

    Jamie Luke TPW Real Estate

    41-43 Cranberry Hill Rd, Winhall, VT 05340
  • 43 Middle Ridge Rd Unit 209, Winhall, VT 05155
    43 Middle Ridge Rd Unit 209, Winhall, VT 05155
    43 Middle Ridge Rd Unit 209, Winhall, VT 05155
    /13

    $875,000

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

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155

    Beautiful corner three bedroom, two bath condominium in one Stratton Mountain's most desirable neighborhoods. Heated parking garage, with two assigned spaces. Locker room for ski storage. Heated year round pool, hot tubs, sauna for Rising Bear and Hearthstone. Private shuttle to skier drop off area, or walk directly across street. Excellent potential as a rental property. Sold fully furnished.

    John Sikes Stratton Real Estate

    43 Middle Ridge Rd Unit 209, Winhall, VT 05155
  • 148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
    /31

    $1,750,000

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

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

    148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit and hot tub.

    Andrew King Stratton Real Estate

    148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
  • 1886 Winhall Hollow Rd, South Londonderry, VT 05155
    1886 Winhall Hollow Rd, South Londonderry, VT 05155
    1886 Winhall Hollow Rd, South Londonderry, VT 05155
    /51

    $550,000

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

    1886 Winhall Hollow Rd, South Londonderry, VT 05155

    Optimal Location, Competitively priced, Exceptional property tucked amidst nature with views toward Magic. Offering Main Residence and a large oversized detached garage/ barn with upstairs finished space and plenty of space for snow mobiles, ATVs and all your mountain vehicles and outdoor toys. Whether you're a weekend warrior looking to enjoy everything the Green Mountains have to offer or

    Kim Morgan-Wohler Wohler Realty Group

    1886 Winhall Hollow Rd, South Londonderry, VT 05155
  • 23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, Winhall, VT 05340
    /59

    $2,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,938 Sq Ft

    23 Valley View Rd, Winhall, VT 05340

    Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

    Kim Morgan-Wohler Wohler Realty Group

    23 Valley View Rd, Winhall, VT 05340
  • 59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    /2

    $2,950,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,762 Sq Ft

    59 Garden Loop Rd, Winhall, VT 05340

    Spectacular new construction almost wrapped up on this amazing mountain home. Landscaping and last few projects (interior 98% concluded) should be near completion by next month. Stylishly appointed. We invite your interest and enthusiasm, come take a look.

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    59 Garden Loop Rd, Winhall, VT 05340
  • 292 Tallwood Cir, Londonderry, VT 05148
    292 Tallwood Cir, Londonderry, VT 05148
    292 Tallwood Cir, Londonderry, VT 05148
    /27

    $379,000

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

    292 Tallwood Cir, Londonderry, VT 05148

    Welcome to this charming chalet in the Sherwood Forest neighborhood of Londonderry! Come inside to a bright, open great room featuring living and dining areas, large windows, a cozy wood stove, and a breakfast bar that connects seamlessly to the kitchen. This inviting home is the perfect Vermont getaway for you or your guests. Just off the great room, the classic country kitchen offers an ideal

    The Malley Group KW Vermont

    292 Tallwood Cir, Londonderry, VT 05148
  • 6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    /11

    $2,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    6 Stone Lodge Rd, Winhall, VT 05340

    SHOWINGS BEGIN at Thursday February 12. 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

    Kim Morgan-Wohler Wohler Realty Group

    6 Stone Lodge Rd, Winhall, VT 05340
  • L/O River Rd, Winhall, VT 05340
    L/O River Rd, Winhall, VT 05340
    /2

    $125,000

    • Land
    • 1.45 Acres
    • $86,207 per Acre

    L/O River Rd, Winhall, VT 05340

    This 1.45+/- acre building lot offers a rare combination of privacy, recreation, and convenience. An approved Vermont wastewater permit for a 3-bedroom single-family home is already in place, streamlining the path toward building a year-round residence or mountain getaway. The property is located just one mile from the base of the Stratton Access Road and only twenty minutes from Manchester’s

    Cheyanne Pugliese

    L/O River Rd, Winhall, VT 05340
  • 4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, Jamaica, VT 05343
    /9

    $185,000

    • Land
    • 8 Acres
    • $23,125 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
  • 341 Under the Mountain Rd, Londonderry, VT 05148
    341 Under the Mountain Rd, Londonderry, VT 05148
    341 Under the Mountain Rd, Londonderry, VT 05148
    /37

    $690,000

    • 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
  • 4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    /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
  • 0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    /38

    $375,000

    • Land
    • 1.23 Acres
    • $304,878 per Acre

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

    Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

    Kim Morgan-Wohler Wohler Realty Group

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
  • 4 Gold Medal Cir, Stratton, VT 05343
    4 Gold Medal Cir, Stratton, VT 05343
    4 Gold Medal Cir, Stratton, 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
  • 34 Mountain View Rd, Winhall, VT 05360
    34 Mountain View Rd, Winhall, VT 05360
    34 Mountain View Rd, Winhall, VT 05360
    /37

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    34 Mountain View Rd, Winhall, VT 05360

    Stratton Chalet with INCREDIBLE Mountain Views! Recently renovated this VT mountain retreat is the perfect place to enjoy all seasons in Southern VT. Enjoy the majestic views of the summit from your hot tub and firepit all year long. The interior layout is wonderful for larger groups to gather with an expansive open entertainment area on the ground level including the kitchen, dining and living

    Jason Saphire www.HomeZu.com

    34 Mountain View Rd, Winhall, VT 05360
  • 585 Sawmill Rd, Stratton, VT 05360
    585 Sawmill Rd, Stratton, VT 05360
    585 Sawmill Rd, Stratton, VT 05360
    /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
  • 248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    /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
  • 8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 30, Jamaica, VT 05343
    /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
  • 2366 Middletown Rd, Landgrove, VT 05148
    2366 Middletown Rd, Landgrove, VT 05148
    2366 Middletown Rd, Landgrove, VT 05148
    /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
  • 10 Byington Unit F1, Winhall, VT 05340
    10 Byington Unit F1, Winhall, VT 05340
    10 Byington Unit F1, Winhall, VT 05340
    /13

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    10 Byington Unit F1, Winhall, VT 05340

    The first showings will be at the open house 3/8/26 from 2-4 pm.Welcome to your Vermont mountain retreat in the sought-after Winhall Acres community. This charming 3-bedroom plus loft, 2-bath condominium chalet offers the perfect blend of comfort, convenience, and year-round adventure.The home features a smart and inviting layout designed for both relaxing and entertaining. Three

    Carrie Mathews Winhall Real Estate

    10 Byington Unit F1, Winhall, VT 05340
  • 49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    49 High Point Dr Unit A-14, Stratton, VT 05360
    /27

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft

    49 High Point Dr Unit A-14, Stratton, VT 05360

    Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    49 High Point Dr Unit A-14, Stratton, VT 05360
  • 12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
    /26

    $529,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360

    Experience Stratton Mountain living in this well-appointed 1-bedroom, 1-bath condo in the desirable Ober Tal community. Set just off the ski trail with convenient access nearby, this unit offers the benefits of trailside living with a touch more privacy. Inside, the condo has been thoughtfully updated with warm wood and stone accents that create a classic mountain feel, centered around a cozy

    Trent Stephens Wohler Realty Group

    12 Ober Tal Dr Unit C-22, Stratton, VT 05360
  • 557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    /60

    $8,200,000

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

    557 Trager Rd, Jamaica, VT 05343

    Premier 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 elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • 57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    /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
  • 00 W Hill Rd S, Jamaica, VT 05343
    00 W Hill Rd S, Jamaica, VT 05343
    00 W Hill Rd S, Jamaica, VT 05343
    /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
  • 25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    /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 chilly

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343

Showing Results 1 - 40, Page 1 of 2

Vermont Windham County South Londonderry

Real Estate & Homes for Sale in South Londonderry, VT

Frequently Asked Questions

What are the most popular zip codes in South Londonderry, VT?
The most popular zip codes in South Londonderry, VT include 05155, 05340, 05343, 05360 and 05148.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group