South Londonderry, VT Homes for Sale

/15
$850,000
- Land
- 52 Acres
- $16,368 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very unique,

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/11
$665,000
- Land
- 69 Acres
- $9,653 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a solid

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/8
$355,000
- Land
- 35 Acres
- $10,281 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need to be

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/7
$235,000
- Land
- 15 Acres
- $15,390 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/12
$1,100,000
- 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 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
/34
$750,000
- 3 Beds
- 2.5 Baths
- 1,502 Sq Ft
22 Shattarack Rd Unit A-5, Stratton, VT 05360

Slopeside A-5 at Stratton Mountain is a 3-level townhouse with direct access to the Tamarack ski lift via a short walk down a maintained trail. This offering features a generous ski room entry with powder room, main level living and dining with wood-burning fireplace and private deck, upper level primary suite, and lower level bunk room, guest bedroom with Queen bed, shared full bathroom, and

Beth Vickers Vermont Real Estate Company

22 Shattarack Rd Unit A-5, Stratton, VT 05360
/59
$1,200,000
- 3 Beds
- 3.5 Baths
- 4,054 Sq Ft
4 Garden Loop Rd, Winhall, VT 05340

Your Stratton Mountain retreat awaits! This beautiful turnkey mountain home just off the Stratton Mountain Road is the perfect location for family gatherings, ski trips, hiking and more. This three-bedroom, three-bath home on three levels includes a breathtaking great room with a stone fireplace and vaulted ceilings. Dining room and additional breakfast area next to the kitchen. A large open

Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

4 Garden Loop Rd, Winhall, VT 05340
/39
$4,300,000
- 6 Beds
- 5 Baths
- 4,715 Sq Ft
141 W Ridge Rd, Stratton, VT 05360

Experience the charm of this renovated, ski-in/ski-out 6-bedroom, 5-bathroom retreat, perched as the second-highest home on Stratton’s iconic Lower Wanderer Ski Trail. Immerse yourself in the rustic elegance of this space, where expansive windows invite breathtaking outdoor views inside. This mountain sanctuary seamlessly combines modern comfort, solar technology, and nature’s serene beauty,

Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

141 W Ridge Rd, Stratton, VT 05360
/48
$2,780,000
- 5 Beds
- 7 Baths
- 7,625 Sq Ft
19 Old Town Rd, Bondville, VT 05340

Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain.The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking

Christiane Carroccio TPW Real Estate

19 Old Town Rd, Bondville, VT 05340
/39
$2,999,000
- 6 Beds
- 6.5 Baths
- 6,650 Sq Ft
25 Mountain Haunts Rd, Winhall, VT 05340

Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

Kim Morgan-Wohler Wohler Realty Group

25 Mountain Haunts Rd, Winhall, VT 05340
/19
$995,000
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
19 Village Lodge Rd Unit 407, Stratton, VT 05155

Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont this homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace and air conditioning for the hot summer days. Easy access to all the

Timothy Mich Doddridge Stratton Real Estate

19 Village Lodge Rd Unit 407, Stratton, VT 05155
/12
$1,495,000
- 5 Beds
- 4.5 Baths
- 3,688 Sq Ft
143 Stratton Mountain Access Rd, Winhall, VT 05340

Brand New Construction- mountain modern home located on the Stratton Mtn access road. This thoughtfully designed 5-bedrooms, 4.5-bathroom home will be ready in 2025. The main floor features an open-concept layout with a spacious living room and kitchen designed for entertaining or quiet evenings by the fire. The kitchen, equipped with top-of-the-line KitchenAid appliances, offers your choice of

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

143 Stratton Mountain Access Rd, Winhall, VT 05340
/46
$1,350,000
- 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
/41
$1,475,000
- 4 Beds
- 5.5 Baths
- 4,826 Sq Ft
35 Old Ridge Rd, Winhall, VT 05155

Located in Stratton High Meadow, this four-bedroom six-bathroom home has everything you need and has a winter shuttle up to Stratton base area for skiing and snowboarding. Walking into the home, there is a large mudroom with bench and plenty of room to get gear organized and ready for the day on the mountain. The two-bay garage is off the right. Continuing, the living and dining areas have

Mike England Michael England Real Estate

35 Old Ridge Rd, Winhall, VT 05155
/14
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area lifts

John Sikes Stratton Real Estate

63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
/39
$387,500
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
75 E Birch Rd Unit 39, Stratton, VT 05360

Welcome to Vantage Point ! This updated and well appointed end unit is conveniently located on the second level of the middle building right behind the Stratton Fitness Center overlooking the outdoor tennis and pickleball courts. More recent upgrades are new flooring throughout, newer washer/dryer and lighting. Guest bedroom is set up for families. Winter shuttle service to the mtn base lodge.

Terry Hill Berkshire Hathaway HomeServices Stratton Home

75 E Birch Rd Unit 39, Stratton, VT 05360
/12
$675,000
- Land
- 45 Acres
- $15,000 per Acre
000 Under the Mountain Rd, South Londonderry, VT 05155

Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

Steve Stettler Four Seasons Sotheby's Int'l Realty

000 Under the Mountain Rd, South Londonderry, VT 05155
/10
$135,000
- Land
- 5 Acres
- $26,892 per Acre
0- Stratton View Rd, Winhall, VT 05340

Stratton View Road lives up to its name. Big Views of Stratton, 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. Own your piece of Vermont.

Mike England Michael England Real Estate

0- Stratton View Rd, Winhall, VT 05340
/9
$65,000
- Land
- 0.74 Acre
- $87,838 per Acre
0 Stratton View Rd, Winhall, VT 05340

Stratton View Rd Lot # 58 , .74 +- 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 #5036984 available. Own your piece of Vermont.

Mike England Michael England Real Estate

0 Stratton View Rd, Winhall, VT 05340
/13
$135,000
- Land
- 1.36 Acres
- $99,265 per Acre
0 Stratton View Rd, Winhall, VT 05340

Stratton View Road lives up to its name. Big Views of Stratton, 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. Own your piece of Vermont.

Mike England Michael England Real Estate

0 Stratton View Rd, Winhall, VT 05340
/8
$65,000
- Land
- 1.02 Acres
- $63,725 per Acre
0 Stratton View Rd, 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, Winhall, VT 05340
/60
$1,100,000
- 6 Beds
- 5 Baths
- 5,298 Sq Ft
50 Stratton View Rd, Winhall, VT 05340

Custom built six-bedroom home on 2 acres with spectacular views of Stratton Mountain. The kitchen has granite countertops and custom cabinets with the dining area nearby with plenty of space to accommodate a large gathering. The living area has a cathedral ceiling with large windows for an abundance of natural light and stunning year-round views of Stratton Mountain, with a lovely stone fireplace

Mike England Michael England Real Estate

50 Stratton View Rd, Winhall, VT 05340
/26
$677,000
- 4 Beds
- 3 Baths
- 2,560 Sq Ft
3 Stratton Ridge Rd, Winhall, VT 05340

This spacious four-bedroom, three-bathroom home is perfectly situated just minutes away from the Stratton base lodge, making it an ideal Vermont vacation retreat. The home offers plenty of convenience and comfort, with a mudroom providing ample space for all your ski gear. Two of the bedrooms feature en-suite bathrooms, and there's a cozy loft area, perfect for unwinding with a good book or

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

3 Stratton Ridge Rd, Winhall, VT 05340
/28
$799,000
- 4 Beds
- 3 Baths
- 3,676 Sq Ft
5 Stratton Ridge Rd, Winhall, VT 05340

Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space — your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings,

Carrie Mathews Winhall Real Estate

5 Stratton Ridge Rd, Winhall, VT 05340
/23
$135,000
- Land
- 5 Acres
- $26,471 per Acre
1192 Haven Hill Rd, South Londonderry, VT 05155

This 5+ acre building lot is ready for planning and designing your 5 bedroom dream-home, WW-2-3657 on a quiet country road, and Land Use Permit 2W0032-3. Just minutes to Gale Meadows and Stratton Mountain Resort, there are plenty of summer and winter outdoor adventures to embark on from hiking, kayaking, and fishing in the summer to skiing and snowshoeing in the winter. Only 25-minutes from

Mike England Michael England Real Estate

1192 Haven Hill Rd, South Londonderry, VT 05155
/23
$379,000
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
85 E Birch Rd Unit 21, Stratton, VT 05360

Discover the perfect mountain getaway with this 2-bedroom, 2-bath condo located just moments from all the action at Stratton Mountain. Whether you're hitting the slopes or enjoying the year-round amenities, this condo offers convenience and comfort at every turn.Step inside to a bright and inviting space with a cozy wood-burning fireplace, ideal for relaxing after a day on the trails. The

Carrie Mathews Winhall Real Estate

85 E Birch Rd Unit 21, Stratton, VT 05360
/52
$629,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
11 Pond View Rd, Winhall, VT 05340

Spring skiing & boarding is upon us & you can still close on time to enjoy it! Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus

Terry Hill Berkshire Hathaway HomeServices Stratton Home

11 Pond View Rd, Winhall, VT 05340
/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
/4
$225,000
- Land
- 1.99 Acres
- $113,065 per Acre
00 Margeaux Ln, Stratton, VT 05155

This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

00 Margeaux Ln, Stratton, VT 05155
/25
$665,000
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
43 Middle Ridge Rd Unit 311, Winhall, VT 05155

Exceptional 2 bedroom /2 bath Rising Bear Unit with Viking Kitchen, propane fireplace and private covered deck. Amenities abound with underground heated parking, year round private outdoor heated pool, sauna and spas. Enjoy private shuttle from the elevator to the Base Lodge during the winter, yet just a short stroll across the Commons into the Village for dining and shopping! Granite

Kim Morgan-Wohler Wohler Realty Group

43 Middle Ridge Rd Unit 311, Winhall, VT 05155
/54
$799,000
- 3 Beds
- 3 Baths
- 2,118 Sq Ft
A6 Ridge Unit A6, Winhall, VT 05340

RARE OFFERING: Here is your opportunity to own this distinctive Piper Ridge townhome with THE premiere location that sets its apart. First time on the market in 24 years, all day southern exposures and sweeping year round views of Stratton Mountain. Step directly off your private deck to the acre of level lawn for outdoor activities. The expanded deck is central to the townhomes design, bringing

Karin Hardy Berkshire Hathaway HomeServices Stratton Home

A6 Ridge Unit A6, Winhall, VT 05340
/33
$975,000
- 4 Beds
- 4.5 Baths
- 2,658 Sq Ft
73 Cranberry Hill Rd, Winhall, VT 05340

Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort.

Carrie Mathews Winhall Real Estate

73 Cranberry Hill Rd, Winhall, VT 05340
/26
$425,000
- 4 Beds
- 1.5 Baths
- 1,344 Sq Ft
2 Lower Stratton Valley Rd, Winhall, VT 05340

Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for après-ski relaxation or a peaceful retreat

Mike Masters Four Seasons Sotheby's Int'l Realty

2 Lower Stratton Valley Rd, Winhall, VT 05340
/50
$1,095,000
- 4 Beds
- 3.5 Baths
- 3,134 Sq Ft
D11 Cobble Ridge Rd, Winhall, VT 05340

Luxury Mountain Retreat! Stunning Piper Ridge Transformation, Renovated in 2024!This spectacular 4-bedroom, 4-bath Piper Ridge townhouse offers effortless living with winter shuttle service to Stratton. New windows flood the home with natural light, illuminating the elegant finishes, clean lines, and a sophisticated design that radiates tranquility. A redesigned mudroom with custom

Christine Chovan Wohler Realty Group

D11 Cobble Ridge Rd, Winhall, VT 05340
/35
$649,000
- 8 Beds
- 3.5 Baths
- 2,520 Sq Ft
405 Vermont 30, Winhall, VT 05340

Ski Resort Investment Gem! 2-Family Home Near Stratton & BromleyRare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this

Robin Apps Four Seasons Sotheby's Int'l Realty

405 Vermont 30, Winhall, VT 05340
/36
$590,000
- 3 Beds
- 3 Baths
- 2,704 Sq Ft
4138 W Hill Rd S, Jamaica, VT 05343

This three-bedroom, three-bath custom-built log home is situated on 2.37 acres in a tranquil mountain setting just minutes from skiing. Built with double tongue-and-groove log construction, the cozy home provides the warm wood interior one would expect. The open-concept main level focuses on the fieldstone hearth, wood stove, and beautiful oak floors. A covered porch in the front of the home

Patricia Fitzpatrick Skihome Realty

4138 W Hill Rd S, Jamaica, VT 05343
/16
$635,000
- 2 Beds
- 2 Baths
- 916 Sq Ft
761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

Beautifully renovated two bedroom two bathroom condominium in the ever popular Long Trail House community at Stratton Mountain Resort. Recently updates include new flooring throughout, paint, granite counter tops in kitchen and bathrooms, stainless steel appliances, window treatments, furniture and decor. Not many details have been left out. This particular floorplan boasts a large primary

Timothy Mich Doddridge Stratton Real Estate

761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
/48
$920,000
- 4 Beds
- 3.5 Baths
- 2,573 Sq Ft
573 Middletown Rd, Londonderry, VT 05148

Wonderful four bedroom home in the desirable town of Londonderry, Vermont. Once part of the Janeway Farm and Middletown Dairy this property has served as a primary home for many years. Spacious home has four bedrooms with three en-suite bedrooms. Land is suitable for gardens and room for play. There is a garden shed and a work shop just behind the house for any hobbies or projects. Living room

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

573 Middletown Rd, Londonderry, VT 05148
/13
$150,000
- Land
- 4.68 Acres
- $32,051 per Acre
8559 Vt Route 30 Unit Lots 2 & 3, Jamaica, VT 05343

Waaaaait a minute! There’s buildable land just minutes from Stratton Mountain, and it’s already got septic not only approved, but basically installed?!?! I can just build my house on these 4.68 acres and enjoy all of the beauty and convenience of the area? And it's approved for 2 three bedroom houses!!! 2 miles to Stratton and 20 minutes to Manchester. I almost can’t believe this is

TG Glazer Winhall Real Estate

8559 Vt Route 30 Unit Lots 2 & 3, Jamaica, VT 05343

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Vermont South Londonderry

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What are the most popular zip codes in South Londonderry, VT?

The most popular zip codes in South Londonderry, VT include 05149, 05356, 05363, 05201 and 05143.

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Copyright 2025 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.