South Londonderry, VT Homes

/32
$430,000
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
8 Silver Birch Rd Unit 8, Winhall, VT 05340

Remarkable 3BR Birch Hill Value!Exceptional three-bedroom, two-bath end unit at Birch Hill! This well-thought-out floor plan is a true standout, providing two distinct living areas ideal for entertaining guests or relaxing after a day on the slopes. Features include an updated kitchen and dining space, two modernized baths, and a practical, renovated mudroom—essential for storing all your

Lauren Behm

Berkshire Hathaway HomeServices Stratton Home

(802) 300-3975

8 Silver Birch Rd Unit 8, Winhall, VT 05340
/36
$40,000 per month
- 4 Beds
- 3 Baths
- 2,791 Sq Ft
- House for Rent
33 Strattonwald Rd, Winhall, VT 05340

Lock in your rental for next year! This cheerful, modern-yet-classic Strattonwald chalet is nestled in a private community just 9 minutes to Stratton's Main Base, with shuttle access. There is so much room for everyone, with two primary bedroom suites plus two more bedrooms; a gourmet open-concept kitchen/dining/living room with wood stove; second living/TV room; and downstairs game room with bar

Jamie Luke TPW Real Estate

33 Strattonwald Rd, Winhall, VT 05340
/12
$125,000 Sold Dec 11, 2025

0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
- Land
- 1.51 Acres
- $82,781 per Acre
Last Sold Summary
- 880 Days On Market
Last Listing Agent Mike England Michael England Real Estate

0 Dalewood Rd Unit 4955807, Jamaica, VT 05343

/39
Est $431,203 Not Listed For Sale

559 Pratt Bridge Rd, Jamaica, VT 05343
- 4 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1978
559 Pratt Bridge Rd, Jamaica, VT 05343

Last Sold Summary
- 5% Above List Price
- $333/SF
- 181 Days On Market
Last Sold Price $410,000

Last Listing Agent Joe Castaluccio Winhall Real Estate

/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

Margretta Fischer

Wohler Realty Group

(802) 481-3493

935 Old Manchester Rd, Peru, VT 05152
/7
$2,100 per month
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
- House for Rent
3292 Vt Route 100 N, Londonderry, VT 05148

Beautifully maintained 2 bedroom home in South Londonderry, VT. Back patio to enjoy the immaculate gardens and the VT outdoors. 1st floor hosts a large eat in kitchen, livingroom, laundry room and full bath. 2nd floor has 2 oversized bedrooms with built-ins and a 3/4 bath. Tenant is responsible for all utilities and services. Credit Check and References required for move in.

Team BVA Rentals Barrett and Valley Associates Inc.

3292 Vt Route 100 N, Londonderry, VT 05148
/37
$340,000 Sold Aug 14, 2025

290 Melendy Hill Rd, South Londonderry, VT 05155
- 3 Beds
- 3 Baths
- 2,809 Sq Ft
- Built 1936
Last Sold Summary
- 15% Below List Price
- $121/SF
- 159 Days On Market
Current Estimated Value $396,993

Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

290 Melendy Hill Rd, South Londonderry, VT 05155

/32
Est $472,927 Not Listed For Sale

476 Edie Ln, Jamaica, VT 05343
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
- Built 1988
476 Edie Ln, Jamaica, VT 05343

Last Sold Summary
- 5% Above List Price
- $249/SF
- 40 Days On Market
Last Sold Price $449,000

Last Listing Agent Carrie Mathews Winhall Real Estate

/34
$359,000
- 3 Beds
- 1.5 Baths
- 1,152 Sq Ft
410 Tallwood Cir, Londonderry, VT 05148

This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

Alison Cummings

Cummings & Co

(802) 392-0721

410 Tallwood Cir, Londonderry, VT 05148
/18
$22,000 per month
- 3 Beds
- 2 Baths
- 2,255 Sq Ft
- House for Rent
378 Tuttle Hill Rd, Londonderry, VT 05155

Get ahead of the '26-'27 ski season with this turnkey mountain modern gem. Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor

Jamie Luke TPW Real Estate

378 Tuttle Hill Rd, Londonderry, VT 05155
/34
$200,000 Sold Oct 17, 2025

533 Pratt Bridge Rd, Jamaica, VT 05343
- 3 Beds
- 2 Baths
- 2,613 Sq Ft
- Built 1970
Last Sold Summary
- 27% Below List Price
- $77/SF
- 25 Days On Market
Current Estimated Value $236,326

Last Listing Agent Mike England Michael England Real Estate

533 Pratt Bridge Rd, Jamaica, VT 05343

/24
Not Listed For Sale

30 Styles Branch Rd Unit 307, Stratton, VT 05360
- 4 Beds
- 3.5 Baths
- 1,178 Sq Ft
- Built 1979
30 Styles Branch Rd Unit 307, Stratton, VT 05360

Last Sold Summary
- $581/SF
- 7 Days On Market
Last Sold Price $685,000

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

/52
$1,725,000 Pending
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
122 Sunbowl Ridge Rd, Stratton, VT 05360

Solstice has long been considered the very finest townhome development at Stratton Mountain. With an unparalleled slope side location and private amenities such as heated pool and tub , private shuttle service. This four bedroom four bath townhome is the ultimate ski and summer getaway. Beautifully redone. One car heated garage, family room.

John Sikes Stratton Real Estate

122 Sunbowl Ridge Rd, Stratton, VT 05360
/23
$7,000 per month
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
- House for Rent
65 Cranberry Hill Rd, Bondville, VT 05340

Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private

Jamie Luke TPW Real Estate

65 Cranberry Hill Rd, Bondville, VT 05340
/2
$700,000 Sold Jul 21, 2025

40 Founders Hill Rd, Stratton, VT 05360
- 4 Beds
- 2 Baths
- 1,084 Sq Ft
- Built 1960
Last Sold Summary
- $646/SF
- 0 Days On Market
Current Estimated Value $725,663

Last Listing Agent Margretta Fischer Wohler Realty Group

40 Founders Hill Rd, Stratton, VT 05360

/30
Not Listed For Sale

30 Styles Branch Rd Unit 309, Stratton, VT 05360
- 5 Beds
- 4 Baths
- 2,088 Sq Ft
- Built 1979
30 Styles Branch Rd Unit 309, Stratton, VT 05360

Last Sold Summary
- $244/SF
- 9 Days On Market
Last Sold Price $510,000

Last Listing Agent Stephen Coombs Stratton Real Estate

/28
$1,700,000
- 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
/49
$10,000 per month
- 4 Beds
- 3 Baths
- 5,624 Sq Ft
- House for Rent
37 Burnt Hill Rd, Winhall, VT 05340

MARCH 2026 ONLY. Location, Stratton ski shuttle, style, and so much space: Welcome to your mountain home! This luxurious Strattonwald home offers bedrooms for the whole crew, plus loads of living space, light, a well-equipped, gourmet kitchen for cooking and entertaining, and a hot tub for après-ski memories. It is well-built, lovingly cared-for, and a rare opportunity to rent for just one month

Jamie Luke TPW Real Estate

37 Burnt Hill Rd, Winhall, VT 05340
/48
$750,000 Sold Aug 14, 2025

573 Middletown Rd, Londonderry, VT 05148
- 4 Beds
- 3.5 Baths
- 2,573 Sq Ft
- Built 1989
Last Sold Summary
- 18% Below List Price
- $291/SF
- 141 Days On Market
Current Estimated Value $850,747

Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

573 Middletown Rd, Londonderry, VT 05148

/31
Not Listed For Sale

12 Stratton Rd W Unit 12, Winhall, VT 05340
- 5 Beds
- 2 Baths
- 1,888 Sq Ft
- Built 1968
12 Stratton Rd W Unit 12, Winhall, VT 05340

Last Sold Summary
- $201/SF
- 5 Days On Market
Last Sold Price $380,000

Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

/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
/29
$18,000 per month
- 4 Beds
- 3 Baths
- 3,200 Sq Ft
- House for Rent
67 Vermont Route 100, Jamaica, VT 05155

Discover the charm of this delightful rental nestled along a quintessential river in Vermont! With its prime location on a major road, you're just 7 miles away from the slopes of the Stratton Mountain ski resort, making it the perfect getaway for winter sports enthusiasts. This spacious home boasts multiple living areas, ensuring everyone has their own space to relax and unwind. With four

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

67 Vermont Route 100, Jamaica, VT 05155
/44
$640,000 Sold Apr 25, 2025

13 Winhall Station Rd, Londonderry, VT 05155
- 7 Beds
- 4 Baths
- 3,988 Sq Ft
- Built 1942
Last Sold Summary
- 1% Below List Price
- $160/SF
- 52 Days On Market
Current Estimated Value $684,222

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

13 Winhall Station Rd, Londonderry, VT 05155

/19
Not Listed For Sale

43 High Point Dr Unit D23, Stratton, VT 05360
- 2 Beds
- 2 Baths
- 1,130 Sq Ft
- Built 1983
43 High Point Dr Unit D23, Stratton, VT 05360

Last Sold Summary
- $336/SF
- 8 Days On Market
Last Sold Price $380,000

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

/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
/19
$35,000 per month
- 3 Beds
- 3 Baths
- 2,920 Sq Ft
- House for Rent
2 Aspen Ln, Winhall, VT 05340

*Available for a partial season discount.* Stratton views, sunlight, space, and location: this ski chalet has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill

Jamie Luke TPW Real Estate

2 Aspen Ln, Winhall, VT 05340
/37
$615,000 Sold Apr 15, 2025

29 Burnt Hill Rd, Winhall, VT 05340
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- Built 1982
Last Sold Summary
- 18% Below List Price
- $410/SF
- 39 Days On Market
Current Estimated Value $621,612

Last Listing Agent Andie Fusco Four Seasons Sotheby's Int'l Realty

29 Burnt Hill Rd, Winhall, VT 05340

/28
Not Listed For Sale

27 Mountain View Rd, Winhall, VT 05360
- 6 Beds
- 6.5 Baths
- 5,896 Sq Ft
- Built 2000
27 Mountain View Rd, Winhall, VT 05360

Last Sold Summary
- $195/SF
- 22 Days On Market
Last Sold Price $1,150,000

Last Listing Agent Andrew King Stratton Real Estate

/8
$275,000 Under Contract
- Land
- 34.53 Acres
- $7,964 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
/24
$40,000 per month
- 5 Beds
- 5 Baths
- 3,000 Sq Ft
- House for Rent
1303 Goodaleville Rd, South Londonderry, VT 05155

Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

Terry Hill Berkshire Hathaway HomeServices Stratton Home

1303 Goodaleville Rd, South Londonderry, VT 05155
/6
$122,500 Sold Apr 18, 2025

10 Little Brook Rd, Winhall, VT 05340
- Land
- 2.2 Acres
- $55,682 per Acre
Last Sold Summary
- 9% Below List Price
- 53 Days On Market
Current Estimated Value $127,661

Last Listing Agent Lauren Behm Berkshire Hathaway HomeServices Stratton Home

10 Little Brook Rd, Winhall, VT 05340

/31
Not Listed For Sale

6 Black Birch Rd, Winhall, VT 05340
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
- Built 1968
6 Black Birch Rd, Winhall, VT 05340

Last Sold Summary
- $278/SF
- 8 Days On Market
Last Sold Price $338,000

Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

/11
$495,000 Under Contract
- Land
- 68.89 Acres
- $7,185 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 woods

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/20
$5,800 per month
- 3 Beds
- 2 Baths
- 2,348 Sq Ft
- House for Rent
8 Rocky Rd, Winhall, VT 05340

Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

Peggy O'neill Cummings & Co

8 Rocky Rd, Winhall, VT 05340
/21
$375,000 Sold May 05, 2025

61 Birch Hill Rd Unit 6, Winhall, VT 05340
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
- Built 1968
Last Sold Summary
- $309/SF
- 42 Days On Market
Last Listing Agent Christiane Carroccio TPW Real Estate

61 Birch Hill Rd Unit 6, Winhall, VT 05340

/31
Est $663,914 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
- 4% Above List Price
- $465/SF
- 175 Days On Market
Last Sold Price $640,000

Last Listing Agent Andrew King Stratton Real Estate

/7
$195,000 Under Contract
- Land
- 15.27 Acres
- $12,770 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
/23
$28,000 per month
- 4 Beds
- 3 Baths
- 2,406 Sq Ft
- House for Rent
35 Strattonwald Rd, Winhall, VT 05340

$28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

Cheyanne Pugliese

35 Strattonwald Rd, Winhall, VT 05340
/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

/27
Est $263,506 Not Listed For Sale

765 Thompsonburg Rd, South Londonderry, VT 05155
- 2 Beds
- 1 Bath
- 1,356 Sq Ft
- Built 1934
765 Thompsonburg Rd, South Londonderry, VT 05155

Last Sold Summary
- 76% Above List Price
- $111/SF
- 49 Days On Market
Last Sold Price $150,000

Last Listing Agent Jessica Citera Cummings & Co

Showing Results 1 - 40, Page 1 of 18

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