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Londonderry VT Real Estate

In the southern Vermont region of Windham County, the town of Londonderry is a small, rural area with a peaceful, close-knit community. Londonderry is home to Magic Mountain, a ski resort that provides year-round activities for its residents and visitors as well as supports the local economy. Within close proximity to Stratton and Bromley Mountains, Londonderry is a perfect town for those who want to live in the countryside while still having access to all the recreational activities in the area. 

Search the latest real estate in Londonderry, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ​Register to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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1699-1743 Spring Hill Road Londonderry VT 05155

Londonderry, VT1699-1743 Spring Hill Road

Price$5,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4896058

  • Residential Single Family
  • Construction Existing
  • Square Feet 9,400
  • Bedrooms 9
  • Bathroom 12

Just minutes to Stratton and Bromley, this exquisite property on 115 acres places you in the center of ski country, but that is just the start of your Vermont adventure. For those seeking excitement and proximity to nature this home offers the lifestyle you have been looking for. Snowmobile out of your barn and across the fields, swim in the natural stone pool, make tracks on the motocross course, fish from your own spring-fed pond, golf on the 3-hole course, practice your aim from the skeet shooting barn and camp in the cabin. Back at the main house, revel in luxury and host with ease. Crafted from reclaimed barnwood, the lodge style great room features a magnificent stone fireplace and handsome bar. The adjacent all season room with fireplace and walls of glass offer stunning views. Prime for entertaining, the dining room with wood burning hearth opens to a cozy gathering room for after dinner liquors and dessert around a roaring fire. Kitchen designed with stations for breakfast/coffee, food prep, après ski cocktails and hors d'oeuvres is equipped with upscale state of the art appliances; Thermador range, double oven, Sub-Zero refrigerator & dual wine coolers. When the day comes to a close, unwind in the serene master ensuite with its stone fireplace, balcony, and copper soaking tub. Featuring 8 additional bedrooms, 11 beautifully tiled baths, a game room with bunks, stone pool and hot tub & multiple barns. Experience a lifestyle that matches the caliber of this property.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2989 Under The Mountain Road Londonderry VT 05155

Londonderry, VT2989 Under The Mountain Road

Price$3,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930276

  • Residential Single Family
  • Square Feet 9,020
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

A breathtaking view of Bromley Mountain and Stratton resort surrounds this Adirondack-inspired mountain retreat on 120 private acres above Under The Mountain Road. Custom maple entry welcomes you to a magnificent split-level layout that leads you to the great room, dining room, chef's kitchen, breakfast nook, den, office, and first-floor bedroom suite with space for a gym or spa. Large indigenous stone fireplaces and floor-to-ceiling windows highlight the spacious great room and long range views from the office redefine working remotely. Large mudroom with separate entry has access to the attached heated three bay garage. The second floor has three large bedrooms, each with on suite bathrooms. On the lower level there is an additional bedroom and bathroom, as well as a recreational room with a wet bar. Summertime entertainment and outdoor dining are made possible by the generous patio surrounded by hydrangeas on the western side of the home. There is abundant storage and potential in the detached 1,500sq ft barn that has parking for two. In warmer months, cool off with a swim in the crystal-clean pond fed by one of the three wells on the property. Also included are a whole house generator and an irrigation system for the lawn. Green Mountain living is refined and elevated in this meticulously maintained South Londonderry getaway! Additional 20 acre subdivison with two wastewater permits across Under The Mountain Road is included in the sale.

Listed by Andie Fusco of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1751-A Under the Mountain Road Londonderry VT 05155

Londonderry, VT1751-A Under the Mountain Road

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930074

  • Land
  • Acreage 192.95
  • Utilities Other

For the adventurous and discriminating buyer… this is the spot for your dreams to come true! Located on Under the Mountain Road, this spectacular 192-acre property is truly “the mountain” for which the road is named. The western slope features the most dramatic long-range mountain views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). Old logging roads and trails meander throughout the property and could be the foundation of your own private nature preserve! There are two separate parcels, being sold as one unit, with a much-loved and often-used family “camp” house with 4BR/2BA (electric, well, and septic in place) on the 28-acre piece and a second parcel with 164+ acres on which preliminary soils testing has identified at least two different building sites, with the possibility of others as needed. The property is adjacent to 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1751-A Under the Mountain Road Londonderry VT 05155

Londonderry, VT1751-A Under the Mountain Road

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930072

  • Residential Single Family
  • Square Feet 1,536
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Located on one of Londonderry's prettiest roads, this 192-acre parcel offers the most dramatic long-range mountain views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). The house is with a much-loved and often-used family “camp” with 4BR/2BA (electric, well, and septic in place). Some buyers will want to undertake extensive renovations, others may opt to rebuild. The land is located on the western slope of Glebe Mountain (the mountain for which Under the Mountain Road is named and home to Magic Mountain Ski Area) and offers a mix of wildflower-filled meadows and the beautiful wooded hillside with hardwoods - imagine the autumn foliage! - and pine groves. It is adjacent to 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1751-B Under the Mountain Road Londonderry VT 05155

Londonderry, VT1751-B Under the Mountain Road

Price$895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930073

  • Land
  • Acreage 164.14
  • Utilities None

Glebe Mountain is the heart of Londonderry and the "mountain" for which Under the Mountain Road is named, and this 164-acre parcel is located on Glebe's western slope and features the most dramatic views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). Old logging roads and trails meander throughout the property and could be the foundation of your own private nature preserve! Preliminary soils testing has identified at least two different building sites, with the possibility of others as needed. The parcel abuts 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby. Adjacent to this offering, there is a separate 28+-acre parcel with a well-used but fairly primitive home (see MLS#4930071 and #4930072).

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1751-C Under the Mountain Road Londonderry VT 05155

Londonderry, VT1751-C Under the Mountain Road

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930068

  • Land
  • Acreage 28.81
  • Utilities Other

Located on one of Londonderry's prettiest roads, this 28-acre parcel offers the most dramatic long-range mountain views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). The house is with a much-loved and often-used family “camp” with 4BR/2BA (electric, well, and septic in place). Some buyers will want to undertake extensive renovations, others may opt to rebuild. The land is located on the western slope of Glebe Mountain (the mountain for which Under the Mountain Road is named and home to Magic Mountain Ski Area) and offers a mix of wildflower-filled meadows and the beautiful wooded hillside with hardwoods - imagine the autumn foliage! - and pine groves. It is adjacent to 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby. Adjacent to this parcel is an additional 164 acres as per MLS #

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1751-C Under the Mountain Road Londonderry VT 05155

Londonderry, VT1751-C Under the Mountain Road

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930071

  • Residential Single Family
  • Square Feet 1,536
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Located on one of Londonderry's prettiest roads, this 28-acre parcel offers the most dramatic long-range mountain views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). The house is with a much-loved and often-used family “camp” with 4BR/2BA (electric, well, and septic in place). Some buyers will want to undertake extensive renovations, others may opt to rebuild. The land is located on the western slope of Glebe Mountain (the mountain for which Under the Mountain Road is named and home to Magic Mountain Ski Area) and offers a mix of wildflower-filled meadows and the beautiful wooded hillside with hardwoods - imagine the autumn foliage! - and pine groves. It is adjacent to 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby. An additional 164 acres is available as per MLS#4930073. Also offered as a package (192 acres with camp/house) under MLS#4930072.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

55 Pond Street Londonderry VT 05148

Londonderry, VT55 Pond Street

Price$700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4932926

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 4
  • Square Feet 4,473

I ain't your father's farmhouse (or your great-grandfather's as the case may be!). Yes, I've been here since Ulysses Grant was elected President, and I've seen a LOT. But the thing I'm looking forward to most is you making your memories here. I have been lovingly cared for, and updated with the latest upgrades, including a beautiful kitchen with granite counters and stainless steel appliances, and a main bedroom suite with a absolutely gorgeous bath and walk-in closet! I've also got a 2 bedroom apartment with it's own utilities so you can invite more people or rent me out for some extra income (I won't mind…promise). I've even got another septic and well on my property, so there's some additional options, too. I'm along the West River, so I've got gorgeous views from my balconies, which you will absolutely love! Around the corner from shopping and just a short distance from a variety of ski mountains, I'm all that you could ever want in a Vermont home or getaway. I can't wait for you to visit and fall in love with me!!!

Listed by Tg Glazer of William Raveis Winhall

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

619 Windy Rise East Lane Londonderry VT 05155

Londonderry, VT619 Windy Rise East Lane

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4918510

  • Residential Single Family
  • Square Feet 2,336
  • Bathroom 3
  • Bedrooms 5
  • Construction Existing

This private 21.52 acre property nestled at the top of Windy Rise Lane is what you have been searching for. This sprawling setting exudes the peaceful charm that you could only find in the mountains of Vermont. A property with great bones and tons of opportunity. This spacious five bedroom three bath home , offers cathedral ceilings , two wood burning fireplaces, two living areas and barn board accents through out the home. It holds many wonderful memories of winters gone by and is ready for new memories to be created by you.

Listed by Margaret McMahon and Robin Apps of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

117 Adams Drive Londonderry VT 05148

Londonderry, VT117 Adams Drive

Price$425,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4937901

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 2,436
  • Construction Existing
  • Bathroom 4

Delightful contemporary cape only a mile from the village, on 1.4 acres with a nice mix of open level lawn and woods, stonewalls and mature plantings located in a lovely neighborhood with just one home beyond. Built in 1993 with a thoughtful layout, the convenient mudroom entry leads to the Great Room featuring living area, dining and kitchen with counter seating for four plus a built-in desk. The marble fireplace, cathedral ceiling, custom bookshelves and wood details create an inviting atmosphere. Beyond the Great Room is the primary en suite bedroom which is benefited by two closets- one being a walk-in. A tiled shower, jetted spa tub, double sinks and a heated towel rack are showcased in the primary bathroom. A powder room and laundry room with pantry finish out the main floor. Upstairs there are two additional bedrooms that share a bath and a dedicated office space for working from home. The lower level is a finished walk-out and includes a sitting area by the wood stove and choices for media and game areas, as well as a 3/4 bath. This home is warmed by radiant and baseboard heat and is wired for a plug in generator. A detached and oversized one car garage with attic storage completes the package. Nearby trails, the village, the ski mountains, shopping and dining are all within reach. This home is sure to please and is a pleasure to show. Showings begin Dec 1, Open house Friday, Dec 2, 12:00 pm to 3:00 pm and Saturday, December 3, 12:00 pm to 3:00 pm.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

23 Hemlock Drive Londonderry VT 05148

Londonderry, VT23 Hemlock Drive

Price$409,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4935181

  • Residential Single Family
  • Bathroom 2
  • Square Feet 2,528
  • Construction Existing
  • Bedrooms 5

The Perfect Ski House located in Powder Mill a community designed with the adventure enthusiast in mind. This charming home is a one-story ranch with complete lower living space. First Floor level includes an open floor plan, nice fireplace, kitchen, living room and dining area, full bath and three bedrooms. The walk out basement level has a finished family room, partial kitchen with two bedrooms, full bath. Snowmobile Trail at your doorstep and a large two car garage where you can store your snowmobiles and head for the VAST Trail. Hiking Trails abound leading to several beautiful ponds and Lowell Lake. Ski at Magic Mountain within 3 miles,Stratton and Bromley within 10 miles. Powder Mill is a unique community, with friendly neighbors and private wooded settings. Enjoy the country life with a cozy home, move in condition. This house is eligible for a full time resident.

Listed by Patricia DelGiorno of Bean Group / Vermont

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

26 Sherwood Forest Road Londonderry VT 05148

Londonderry, VT26 Sherwood Forest Road

Price$350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4911755

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,824

HOME, OH SO SWEET, HOME! All you need to bring is a little family joy which will be easy when you see this 3 bedroom, 3 bath beauty in the mountain town of Londonderry. Kitchen with wraparound counter opens to the bright and airy dining room. With main floor having windows on all four sides, the living space is bright and cheerful. The handsomely crafted wooden and stone fireplace with marble hearth welcomes you with the fire by night and the big picture window by day. The ensuite Master Bedroom contains a delightful office/study room. The other two bedrooms are on the other side of a welcoming loft with a picture window all its own and fine gathering space. A full bath nicely serves these other two bedrooms. You will have multiple options for the high-ceilinged dry, concrete floor basement, either to be finished off, or perhaps kept as an office or playroom. The grassy lawn on all sides of the home, including a shady backyard. invite children at play and sunny area gardening. A short stroll from the house will be rewarded with a cool dip of your feet in the stream which borders your property and a sweet spot for reverie by the maples and evergreens. A welcoming neighborhood stroll down your road will bring you past a little community of friendly neighbors. And Flood Brook Elementary School is right across the street! You are in ski country with three mountains nearby.

Listed by Lawrence Zupan of EXP Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.33% last updated on 2022-12-08

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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. Data last updated December 9, 2022 10:24 AM EST.

 

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