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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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207 Brooks Lane Londonderry VT 05148

Londonderry, VT207 Brooks Lane

Price$3,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971327

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 8,054

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it offers ample space for everyone to convene while relishing their individual, private retreats. The main house, steeped in history dating back to 1820, is a delightful 3-bedroom brick farmhouse showcasing a generous 45-foot-long great room that seamlessly extends to a covered patio adorned with an awning-an idyllic setting for outdoor gatherings. The newly renovated kitchen, with granite countertops, serves as the heart of the home, combining modern elegance with timeless charm. The guest cottage features an additional three bedrooms, a cozy living room, and a well-appointed kitchen with an adjoining dining area. Adjacent to the guest cottage, a spa facility awaits, boasting a ground-level private gym, sauna, and an outdoor hot tub. Ascend to the second floor to discover two bedrooms, each with a private bathroom and a shared balcony. Nestled at the property's edge, overlooking the serene swimming pond with a beach, is a rustic cabin complete with a welcoming wood-burning stove and a lofted sleeping area. Ideally suited as a family compound, this retreat offers both separation and privacy

Listed by Timothy Apps 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

8 Melendy Hill Road Londonderry VT 05155

Londonderry, VT8 Melendy Hill Road

Price$2,499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4970214

  • Residential Single Family
  • Village So. Londonderry
  • Construction Existing
  • Bedrooms 25
  • Bathroom 24

Welcome to 8 Melendy Hill Road, a unique opportunity to own a historic landmark, ideally located within 15 minutes of Stratton, Bromley and Magic Mountains, and 30 minutes to Okemo. Meticulously maintained and upgraded by the current owners for 23+ years, the property offers 25 bedrooms, 24 baths with 12,617 square feet on 8.65 manicured acres in the heart of South Londonderry. (See SPIR for room details.) The original home dates back to 1826 with additions in 1870 and 1950. The property includes a detached barn with garage and storage. Mature plantings grace the beautifully landscaped grounds, and the evening twilight offers breathtaking skyline views. The original 1826 Colonial Farmhouse was the Melendy Family Homestead for 115 years, and included a dairy farm with more than 600 acres. The next owners purchased the farmhouse in 1941, converting the property into The Londonderry Inn, a full-service lodging and restaurant establishment, which they successfully ran for 35 years.The present owners are only the fourth innkeepers since 1941, and have welcomed travelers and provided seasonal lodging for almost 24 years. Local activities include nordic and alpine skiing, snowboarding, snowmobiling, hiking, biking, kayaking, fishing, golf, trail rides and much more. The West River Trail is conveniently located across the road. Enjoy shopping and fine dining in Manchester VT, summer theater in Weston and Dorset, and visit the legendary Vermont Country Store in Weston.

Listed by Sarah Nichols of William Raveis Winhall

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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: 7.19% last updated on 2023-09-21

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

8 Melendy Hill Road Londonderry VT 05155

Londonderry, VT8 Melendy Hill Road

Price$2,499,000The price has recently decreased

MLS Number 4970215

  • Commercial
  • Village So. Londonderry
  • Year Built 1826
  • Square Feet 12,617
  • Acreage 8.65

Welcome to 8 Melendy Hill Road, a unique opportunity to own a historic landmark, ideally located within 15 minutes of Stratton, Bromley and Magic Mountains, and 30 minutes to Okemo. Meticulously maintained and upgraded by the current owners for 23+ years, the property offers 25 bedrooms, 24 baths with 12,617 square feet on 8.65 manicured acres in the heart of South Londonderry. (See SPIR for room details.) The original home dates back to 1826 with additions in 1870 and 1950. The property includes a detached barn with garage and storage. Mature plantings grace the beautifully landscaped grounds, and the evening twilight offers breathtaking skyline views. The original 1826 Colonial Farmhouse was the Melendy Family Homestead for 115 years, and included a dairy farm with more than 600 acres. The next owners purchased the farmhouse in 1941, converting the property into The Londonderry Inn, a full-service lodging and restaurant establishment, which they successfully ran for 35 years.The present owners are only the fourth innkeepers since 1941, and have welcomed travelers and provided seasonal lodging for almost 24 years. Local activities include nordic and alpine skiing, snowboarding, snowmobiling, hiking, biking, kayaking, fishing, golf, trail rides and much more. The West River Trail is conveniently located across the road. Enjoy shopping and fine dining in Manchester VT, summer theater in Weston and Dorset, and visit the legendary Vermont Country Store in Weston.

Listed by Sarah Nichols 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: 7.19% last updated on 2023-09-21

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

2242 North Main Street Londonderry VT 05148

Londonderry, VT2242 North Main Street

Price$999,000The price has recently decreased

MLS Number 4969057

  • Commercial
  • Square Feet 15,874
  • Year Built 1840
  • Acreage 2.4

For the first time in a generation the Mill Tavern is available for purchase. This beautiful post and beam structure built in 1840 was once a dining and lounge fixture for vacationers in Londonderry VT. Many of us grew up and created lots of memories spending time at the Mill. The owner is hoping to find someone who shares his vision of what the property once was and could once again be. There is a huge parking lot and lots of property along the river. Really a beautiful setting. The charm of the original restaurant is still there, but the building is in desperate need of some repairs. The building badly needs a roof and some internal damage from the the flooding needs to be fixed. This would be a cash sale. Most likely not mortgagable.

Listed by Eric Scott of Barrett & Valley Assoc. Inc

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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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

1 Main Street Londonderry VT 05155

Londonderry, VT1 Main Street

Price$945,000The price has recently decreased

MLS Number 4942657

  • Commercial
  • Year Built 1830
  • Square Feet 6,561
  • Acreage 0.3

Beautiful large commercial building that includes the following: First Floor contains a Store with Deli, a large venue room for private parties; Second floor has two spacious Airbnb; Third floor has a spacious two bedroom owners apartment with access to a large loft/attic space. This historic building is being sold completely furnished. It is 10 mins to Bromley and 15 minutes to Stratton, making an ideal investment property. Situated in the beautiful town of Londonderry a short drive to Manchester and all its amenities, Minutes to Weston and its historic village. Showings begin February 12, 2023

Listed by Hurley Cavacas of New England Lakeside 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

000 Under the Mountain Road Londonderry VT 05155

Londonderry, VT000 Under the Mountain Road

Price$675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4959636

  • Land
  • Acreage 45
  • Zoning Rural

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 a state permit for a large single family residence with power available on site and fiber optic internet recently strung at the road. Just a few minutes' drive to Magic Mountain, Lowell Lake, the West River Farmers Market, and the shops and restaurants of Londonderry, this property will support country living at its best. View the photos and video, then come see it in person before it's gone!

Listed by Steve Stettler 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: 7.19% last updated on 2023-09-21

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

207 Roberts Road Londonderry VT 05148

Londonderry, VT207 Roberts Road

Price$643,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971312

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,830

A rare find in this market !! (4 bedrooms on 8 acres - with views, lawn, and a gazebo in a great location !!) This 4 bedroom-4 bath cape with over 2800sq ft of wonderful living space on 8 acres of great land provides privacy and yet close proximity to four ski areas and many outdoor activities year-round. Hiking, bike riding, fishing, swimming and foliage watching are at your fingertips. Relax and enjoy.--"This is Vermont." The main bedroom is on the first floor for easy living. The upstairs has 3 additional bedrooms and other unique finished spaces for a variety of uses- (office area, play areas, or reading and game areas etc.) Built in 1835, this classic one and a half story cape has been cared for by the present family owners for over 40 years. Wonderful landscaping, cared for gardens, and an expansive mowed yard along with a view can be enjoyed from the back deck or from a really cool gazebo. Outbuildings for storage add to the convenience of yard maintenance. A stream is on and borders part of the property. A paved tennis court base on the hill behind the house still exists from years ago; and it possibly could be used as a base for a new or refurbished tennis court or pickleball courts.

Listed by Chuck Sweetman 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: 7.19% last updated on 2023-09-21

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

1660 Middletown Road Londonderry VT 05155

Londonderry, VT1660 Middletown Road

Price$639,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4962112

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,671

Bucolic setting surrounded by an open meadow, this Vermont farmhouse includes a 3 bedroom home, a one bedroom cottage and a HUGE AUTHENTIC Vermont post and beam barn. Enjoy the beautifully updated kitchen and laundry area with 1/2 bath. The living - dining room have high ceilings and vintage pine floors. The dining area has a wood stove on a raised hearth and opens to the back yard. The spacious living room connects to the covered screened-in porch. Upstairs there are 3 light-filled bedrooms and a full bathroom. This very desirable location on Middletown Road provides a unique opportunity within close proximity to all the area has to offer. Cottage needs some work. 2.43 surveyed open meadow acres!

Listed by Annie Bessette and Karin Hardy of TPW 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

217 Magic Circle Londonderry VT 05148

Londonderry, VT217 Magic Circle

Price$585,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971169

  • Residential Single Family
  • Square Feet 1,500
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2

Imagine putting on your ski boots and walking to the chairlift for fresh tracks. One of Magic Mountain's closest single family homes to the slopes has been family owned and meticulously cared for and updated over the past 22 years. Updates over the last few years include newer roof, interior/exterior painting, screen porch addition which accesses the lower deck, a perfect spot for a hot tub(partially-wired) and outside fire pit area. Heat pump w A/C, Wi-Fi thermostats to adjust remotely, renovated kitchen w/ newer appliances and under bar mini fridge for those local craft beers. Open living/kitchen/dining area is perfect for entertaining w/ a cozy gas fireplace and built in TV above. Upstairs features a master bedroom suite with a private bath with shower. Downstairs has four rooms to use as you see fit and a full bath. The den is currently used as a play and exercise room with ski/snowboard rack lining one wall. Stackable washer and dryer along with a new hot water tank are tucked in the closet. Outside under the screened in porch is a covered area for storage or even a small vehicle along with a storage shed to keep all the miscellaneous tools and gear. Sellers recently had a transfer switch installed with propane generator, included, for backup. Inside is move in ready and only used as a second home. Near the Base Lodge & Black Line Tavern, hiking, skiing and more, to enjoy all the "Magic". LA related to sellers. Close to Bromley, Okemo and Stratton Ski Resorts too.

Listed by Ernie Rossi of Rossi & Riina 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: 7.19% last updated on 2023-09-21

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

4935 VT Route 11 East Londonderry VT 05148

Londonderry, VT4935 VT Route 11 East

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4947578

  • Land
  • Acreage 28.07
  • Zoning Res

COMPLETELY READY TO BUILD, MOOSE HILL,One of Southern Vermonts most picturesque properties available in the sought after town of Londonderry. Cross over your private bridge with babbling brook beneath it, up your private winding road driveway where you will reach a little piece of heaven, 28+ private acres, nearby over 3000 acres of Fish and Wildlife lands never to be built on. ALL PERMITS IN PLACE, Septic, well water and three homes permits are in place and recorded in town. Underground electric up to building sites also in place. Everything is ready to go and up to code. Create an amazing family compound by building the 3 permitted homes in place or customize to your liking. VIEWS. Sit on your front porch and watch the skiers come down Magic Mountain right in front of you, or turn your head right for a breath taking full view of the majestic peaks and slopes of Stratton Mountain. Better yet, no need to drive, just jump on your snowmobile or simply walk across the street and find yourself on the access road to Magic Mountain with its challenging runs and ever so fun night-time disco tubing. In the summer enjoy the front row seats to the Londonderry annual Magic Mountain Fireworks. The property is also less than 1/2 a mile from Lowell Lake and merely 2 miles to the center of town with all its offerings including the renowned weekly Londonderry farmers market. Vermont doesnt get better than this and this property offering is truly magical. Ready to build 2023

Listed by Bob Maisey 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

155 Gardiner Drive Londonderry VT 05148

Londonderry, VT155 Gardiner Drive

Price$525,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4968325

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 2,768
  • Bathroom 3

Location, Location, Location....this property has it all! Recent construction located in Powder Mill Development, a 400 acre tract of woodlands planned as a conservation retreat of hiking trails and ponds with direct access to Vast trails. Located in the heart of the Green Mountains close to ski resorts and access to Lowell Lake. Main living area consists of an open floor plan of living room with gas fireplace, dining area and kitchen. 4 bedrooms & 3 baths, master suite with bath & 2 decks. Finished walkout lower level with bedroom, bath, large family/game room and kitchenette and a deep two car garage. 97% high efficiency heat system with Empire 40,000 BTU emergency back up system. Gas fireplace with emergency backup battery. This is the perfect home for a nature enthusiast who wants to take advantage of all that Vermont offers. 5 minutes from Magic with Stratton, Bromley, and Okemo nearby.

Listed by Bill Thompson and Judith Thompson of Walnut Hill 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 7.19% last updated on 2023-09-21

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

141 Merrills Lane Londonderry VT 05148

Londonderry, VT141 Merrills Lane

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971180

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,736

Located in the heart of ski country and on 4.5 beautiful acres this home offers so much of Vermont life with 4 ski mountains within 20 minutes, Lowell Lake 5 miles down the road, the Vermont Country Store and the Weston Playhouse 5 minutes away, and amenities are just down the road. If the location of this 3 bedroom, 2 bathroom home does not grab your attention then maybe all the attributes of the home will. The exterior offers a deck overlooking Cobble Ridge and a vast yard sprinkled with perennial beds, flowering bushes, stone walls, split rail fencing, a gorgeous stone fire pit, and a two stall horse barn with a tack room. The interior of the home engulfs you with natural light with an open space concept, yet still provides that cozy feel of a Vermont home. The main level you will find the foyer, large family room, full bathroom with laundry, bedroom, and a one bay garage that could easily be converted to additional living space. The second level is an open space concept with a quaint country kitchen, living room, and dining area all peering out at the ridgeline view, a pantry closet, 2 bedrooms with one being a master bedroom with a bathroom and walk in closet. This home has been well maintained and loved, freshly painted, a mini-split recently installed, and current owners are original owners, and can provide you with a plethora of information on the home. OPEN HOUSE this Sunday, September 24, 2023 from 12pm-3pm.

Listed by Rachel Febbie of Bean Group / Vermont

{$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: 7.19% last updated on 2023-09-21

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

Broker Reciprocity 

Copyright 2023 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. Data last updated September 25, 2023 11:55 AM EDT

 

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