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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$6,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4896058

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

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 2-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: 5.7% last updated on 2022-06-30

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

121 Chaves Road Londonderry VT 05148

Londonderry, VT121 Chaves Road

Price$1,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4918191

  • Residential Single Family
  • Bathroom 4
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,568

AND UNDER ALL IS THE LAND! Come! Over 100 acres of amazing Vermont forest and meadow are waiting for a new owner. Over 30 acres are flower filled clear, high meadows you have dreamed of since a child. Fenced for horses and other loved animals, a barn (with running water) to keep them warm and dry, an equipment barn for maintenance and a great workshop are just a part of what you will have to get started in your new home! If you are a farmer at heart, you will never want to leave this new homestead. If you are escaping, the peace you find here will sustain you between visits. The traditional New England cape has a first floor bed and bath, huge retro kitchen, dining room with wood stove and a double living room with wood stove insert. Plenty of space for the gatherings we have all missed. Take a break on the veranda style porch and breath deep the flowering fruit trees and gaze in wonder at the grandmother trees lining the drive. The guest cottage has wonderful period woodwork, back to back fire places with wood stoves in the great and gathering rooms. Fun facts: The buildings are protected with lightening rods! There is a traditional tucked away root cellar...Whether a country farmer, or weekend visitor, this home will draw you home to Vermont and become the spark in your heart. Masks please!

Listed by Christine Lewis of Brattleboro Area Realty

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

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.7% last updated on 2022-06-30

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

569 Bobcat Run Londonderry VT 05155

Londonderry, VT569 Bobcat Run

Price$945,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4912379

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Square Feet 3,291
  • Bathroom 3

Tucked back on a private road just minutes to the Stratton Access Road, this farmhouse is wonderfully laid out! With four bedrooms and a sleeping loft there is ample room for many! This home has a pretty open kitchen with lots of light and a comfy library that doubles as a home office which makes working from home a breeze. Open concept allows for good flow throughout the main living space and there is a great room with a large fireplace for more informal moments! 2005 barn-garage has space above ready to finish. There is a privately sited pond with the perfect spot for a gazebo! Close to Stratton, Bromley and Magic for skiing. Easy access to farmers markets, local haunts, great shops and restaurants. Make this special home your Vermont address!

Listed by Alison Cummings of Cummings & Co

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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: 5.7% last updated on 2022-06-30

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

216 Landgrove Road Londonderry VT 05148

Londonderry, VT216 Landgrove Road

Price$735,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4912654

  • Residential Single Family
  • Bathroom 4
  • Square Feet 4,435
  • Bedrooms 3
  • Construction Existing

Up the hill but easily accessible to the village for any essentials, with woods and views, with so many options for living or home occupation! The property includes almost 10 acres of forested land that borders a river called Utley Brook. Some trees have been thinned and a mountain view is emerging. Outdoor living is as simple as pulling up a chair on the porch, taking a swim in the pool, or sitting out back with a book. The house is configured presently as a two-bedroom home with an additional one-bedroom in the barn apartment. There are multiple locations for other bedrooms in the home. The upper level could be developed into more living space and the walk-out basement with full bath has a separate office room, bath, recreation space with a wood burning stove. The primary bedroom suite and another bedroom are conveniently on the main floor. The car barn has a heated lower level with unobstructed space enough for 5 cars, so if bikes or boats or ATVs would like to keep company with a classic car or two so be it. The apartment/guest house has a full kitchen with pantry, bath, laundry room, large bedroom and great room. Truly an open, bright, spacious and inviting area with beautiful views. Continue down the road from this lovely home to the valley of Landgrove. The home is close to Bromley, Magic and Stratton Mountains, as well as hiking and snowmobile trails. Lowell Lake, town, state and federal parks, theaters, restaurants and shopping are all only minutes away.

Listed by Nancy Jensen and Lavinia Lee Brown 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: 5.7% last updated on 2022-06-30

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

1414 Spring Hill Road Londonderry VT 05155

Londonderry, VT1414 Spring Hill Road

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4911669

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,087

Find your peace of mind on Spring Hill! Never before offered for sale, this stately home has a private 14+ acres with pond bordering Cobb Brook overlooking Magic Mountain ridgeline. This unique home offers rustic Vermont charm that cannot be duplicated. The Sugarhouse entertaining space is equipped with an outdoor kitchen and lounge atmosphere designed for three seasons of fun. A lofted great room with wood burning fireplace is bright is the perfect place to relax after a day on the slopes. Spacious dining room with propane stove creates ambiance for a relaxed meal at home. A walk-out basement with pellet stove is full of untapped potential. Convenient location within 15 minutes to Stratton, Magic and Bromley. Delayed showings to begin on Thursday, May 26.

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: 5.7% last updated on 2022-06-30

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

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

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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: 5.7% last updated on 2022-06-30

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

95 Edgehill Road Londonderry VT 05148

Londonderry, VT95 Edgehill Road

Price$499,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4910582

  • Residential Single Family
  • Square Feet 2,144
  • Bedrooms 4
  • Construction Existing
  • Bathroom 3

Located on a country dirt overlooking the William's Dam and West River this home is just a minutes walk to the local farmer's market, and a just a few minutes drive to amenities, downhill and cross country skiing, fishing, hiking, and all that Vermont offers. If the location of this 4 bedroom, 3 bathroom home does not grab your attention then maybe all its attributes will. The exterior offers minimal maintenance with vinyl siding meaning you never need to paint. The front covered porch is 240 square feet providing enough room for the grill and all your favorite rocking chairs as you sit and peer out over the dam or listen to the fiddler play at the farmer's market. On the main level you will find a foyer, updated kitchen, dining room, living room with sliding glass doors, downstairs bedroom, laundry room and half bathroom combined. There is a deck off the living room that leads to the back lawn that is peppered with beautiful flower beds and a stone fire-pit, the living room provides a cozy, glass front pellet stove to sit near and cherry floors. On the second level is a master suite, 2 bedrooms, and a 3/4 bathroom. The expansive master suite offers 2 walk-in closets, a bathroom with a standing shower and a jacuzzi tub, and it's own private deck with a hot tub. The home also offers a 38 x 40 garage with a separate entrance from the house that could store snowmobiles, canoes, bikes, or whatever else you can think of. Small part of home built in 1954.

Listed by Rachel Febbie 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.7% last updated on 2022-06-30

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$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4911755

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 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. The property will be available starting at OPEN HOUSE THIS SUNDAY, MAY 29TH FROM 11:00 TO 2 PM. COME EARLY!

Listed by Lawrence Zupan of EXP 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: 5.7% last updated on 2022-06-30

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

2486 & 2504 Vt Rt 11 Londonderry VT 05148

Londonderry, VT2486 & 2504 Vt Rt 11

Price$310,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4916497

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 1,176
  • Construction Existing

The MLS has space for 1 house detailed, but there are 2 houses and a barn/garage here. House #1 is the 1946 house above, but house #2 is a 1996, 3 bedroom, 2 bath, "double wide" in very good shape . This property is also commercially zoned so any 1, or all 3, of the 3 buildings could possibly be used for a retail business... in what is a terrific location for exactly that... with plenty of parking available too. Rent 1... live in the other, cover your numbers. Rent both, make bank. There are almost endless possibilities here. Great Location. Walking distance to Londonderry, Farmers Market and very close ALL ski areas (Magic, Okemo, Bromley and Stratton).. a renters dream!, Golf, Hiking, Lowell Lake... But there are a couple of catches that require the houses stay together - they share a well and a septic leach field. Buy 2 houses for the price of one..! MANY NEW UPGRADES... see owner list attached. Being sold "as is". everything is in great working order. move in ready. See Listers Card for more details on House 2. Showings start this Friday 6/24 at noon.

Listed by Wilkie Bushby of TPW 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.7% last updated on 2022-06-30

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

2000 North Main Street Londonderry VT 05148

Londonderry, VT2000 North Main Street

Price$210,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4911176

  • Multifamily
  • Square Feet 3,070
  • Units 2
  • Bathroom 3
  • Acreage 0.6

Are you looking for a home or investment property in the Londonderry area? Look no further, this affordable historic village house might just be the key to your next adventure. Located in the center of town, the main house offers 5BR/2.5BA on three levels and there is an accessory 2BR/1BA in-law apartment with kitchenette and living room over the garage. This well-maintained property is full of charm and potential, with newly refinished wood floors throughout, fireplace with pellet insert, spacious kitchen, high-speed internet and more. An energy audit in 2020 resulted in the installation of lots of new windows and foam insulation in the basement. Other recent improvements include new oil furnace 2015 and hot water heater in 2019. A breezeway leads from the attached two-car garage to the house and the private backyard area overlooks the West River as it meanders through town. Walk to the store for groceries, the farmers market on summer Saturdays and multiple restaurants are just a stone's throw away.

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: 5.7% last updated on 2022-06-30

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

2000 North Main Street Londonderry VT 05148

Londonderry, VT2000 North Main Street

Price$210,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4911164

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 4
  • Square Feet 3,070

Are you looking for a home or investment property in the Londonderry area? Look no further, this affordable historic village house might just be the key to your next adventure. Located in the center of town, the main house offers 5BR/2.5BA on three levels and there is an accessory 2BR/1BA in-law apartment with kitchenette and living room over the garage. This well-maintained property is full of charm and potential, with newly refinished wood floors throughout, fireplace with pellet insert, spacious kitchen, high-speed internet and more. An energy audit in 2020 resulted in the installation of lots of new windows and foam insulation in the basement. Other recent improvements include new oil furnace 2015 and hot water heater in 2019. A breezeway leads from the attached two-car garage to the house and the private backyard area overlooks the West River as it meanders through town. Walk to the store for groceries, the farmers market on summer Saturdays and multiple restaurants are just a stone's throw away.

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: 5.7% last updated on 2022-06-30

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

709 Spring Hill Road Londonderry VT 05155

Londonderry, VT709 Spring Hill Road

Rental Price$22,500The price has recently decreased

For Rent

MLS Number 4918506

  • Rentals
  • Bathroom 4
  • Bedrooms 5
  • Lease Term Seasonal
  • Village So. Londonderry

This 5 bedroom, 3 bath country homestead is just 5 minutes away from the Stratton Access road off Route 100. Also within minutes to Magic and Bromley... perfect central location. The home features a very large great room with wood burning fireplace. There is a second master bedroom featuring 2 connected bedrooms and a full bath off the main house. A large eat in kitchen is connected to the Great Room. This home would be a great place for a large family or even 2 families looking for a private setting just off the mountain. Available Seasonally OR Year round.. inquiries welcome. Fuel Oil, Electric, TV/Internet, Plowing and Garbage paid by tenant.

Listed by Wilkie Bushby of TPW 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.7% last updated on 2022-06-30

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 information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 July 3, 2022.

 

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