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Shaftsbury VT Real Estate

Located in the beautiful Bennington County of Vermont, hiking, local restaurants, and historic architecture are just a few of the wonderful things Shafstbury has to offer. Bordered by New York State, those in Shaftsbury enjoy a unique combination of a quiet, rural lifestyle with easy access to bigger cities. Shaftsbury's community shares an appreciation for culture and arts and is close by to Bennington College, home of the Robert Frost Stone Museum. 

Search the latest real estate in Shaftsbury, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister 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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1036 Myers Road Shaftsbury VT 05262

Shaftsbury, VT1036 Myers Road

Price$1,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4905538

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 4,433
  • Bathroom 3

This beautiful, welcoming center hall colonial is set on 90 acres in rural Shaftsbury, VT. Originally built in the late 18 th Century, the light-filled home has been lovingly remodeled, updated and maintained, and includes exquisite built-in features throughout. The kitchen boasts everything a cook could want: an extra-large island, a marble-topped baking station, an 8-burner Viking range, and a Sub-zero refrigerator There's also a spacious eating area with breathtaking views of gardens, meadows, woods and mountains. A large pantry and a butler pantry offer abundant storage and display spaces. The house is spacious but cozy, with a wide-board pine flooring and period trim throughout and beautiful working fireplaces in the formal dining room, bookshelf-lined library, and living room. The first-floor master suite includes a bedroom, two dressing rooms, and a generous tiled bathroom with a shower and a soaking tub. Upstairs are three bedrooms, one currently configured as a home office with built-in desk and shelves, and a full bath. The former horse barn is now a charming 2,300 square foot guesthouse with three bedrooms, a loft space, two full baths, and a spacious and sunny kitchen/living/dining room featuring exposed beams. The grounds include abundant and lovingly cared for gardens. Two stone patios, a shady porch and an octagonal screened gazebo offer lovely outdoor dining options. An in-ground pool, an orchard, flowering trees and bushes complete this rare property.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

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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: 5.25% last updated on 2022-05-19

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

1304 West Mountain Road Shaftsbury VT 05262

Shaftsbury, VT1304 West Mountain Road

Price$1,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4905521

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4
  • Square Feet 4,084

-Vermont living at its finest! This meticulously maintained 4 bedrooms, 3 bath contemporary home on 16+ acres with wraparound decks and windows overlooks a three state and ever-changing view. Breathtaking sunrises and sunsets will delight all your senses. The chef-worthy kitchen with honed granite countertops and dark cherry cabinetry is sure to please the gourmet in you. With its established perennial gardens and spring fed pond, you will be awed watching painted turtles, herons, hawks, songbirds, and the myriad wildlife found in your new woodland abode. Solar panels fully power the house and the Jotul wood burning fireplace, indoor SwimEx resistance pool, two-person hot tub and outdoor shower will complete your Vermont experience. Truly a one of a kind property!

Listed by Kelley McCarthy of Mahar McCarthy 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: 5.25% last updated on 2022-05-19

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

3842 VT Rt 7A Shaftsbury VT 05262

Shaftsbury, VT3842 VT Rt 7A

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4874867

  • Residential Single Family
  • Village Shaftsbury
  • Bedrooms 5
  • Square Feet 5,920
  • Construction Existing

This 5+ bedroom, 4.5 bathroom property on 20 acres with great views 0f the green mountains offers endless possibilities. As a home for an active household, it is near skiing, hiking and lakes and 1 hour from ALB Int'l Airport and Amtrak. For work/school from home , the location offers high speed Xfinity internet access. There are 2 loft offices plus 3 rooms on the lower level that could be used as offices. As a gathering place w/ 5 bedrooms, 4.5 bathrooms, 2 living rooms, a bar/game room and a rec room (lower level), it offers plenty of space to spread out. The kitchen offers lots of counter space, a gas stove top, an electric wall oven dishwasher and fridge. The walk-thru pantry holds a 2nd fridge and a stand alone freezer. The open space dining area is comfortable and can accommodating 20 people for holiday celebrations or hosting intimated inners parties. There are 2 large decks and a brick patio with an outdoor kitchen which have mountain views in all directions. The insulated Barn provides plenty of space for a workshop and an RV, boat, snowmobiles, etc. The level ~10 acre field is ideal for horses and other pets, while the remaining wooded acres offer great on-site hiking. The property is also ideal for aspiring Innkeepers offerings the owners privacy with the other wing for guests. The property offers income potential - Morton Barn for classic car off-season storage; an unfinished cabin - an Airbnb rental, and a productive wood lot.

Listed by Moira Spivey 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: 5.25% last updated on 2022-05-19

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

3972 Vermont Route 7A Shaftsbury VT 05262

Shaftsbury, VT3972 Vermont Route 7A

Price$539,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4895290

  • Residential Single Family
  • Bathroom 3
  • Square Feet 2,344
  • Bedrooms 4
  • Construction Existing

Surrounding Mountain views welcome you to a handcrafted 4 bedroom 3 bath cape with attached mother-in-law suite and 4 car garage. Beautifully maintained home on 5.49 acres provides trails and a nice mix of woods and meadow. Smart layout offers primary bedroom and bath on main floor with three more bedrooms and additional full bath on second level. The mother- in- law suite while attached has two separate entrances and offers a full kitchen with gas range and the third full bath. The sunroom and expansive back deck off the dining room make entertaining a breeze. Relax in the hot tub on custom covered porch while taking in the view. This home has it all. Mother-in-law suite would make a perfect short term rental. Endless possibilities.

Listed by Margretta Fischer of Wohler Realty Group

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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: 5.25% last updated on 2022-05-19

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

3972 Vermont Route 7A Shaftsbury VT 05262

Shaftsbury, VT3972 Vermont Route 7A

Price$489,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4900553

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,344

Surrounding Mountain views welcome you to a handcrafted 4 bedroom 3 bath cape with attached mother-in-law suite and 4 car garage. Beautifully maintained home on 2.86 acres provides trails and a nice mix of woods and meadow. Smart layout offers primary bedroom and bath on main floor with three more bedrooms and additional full bath on second level. The mother- in- law suite while attached has two separate entrances and offers a full kitchen with gas range and the third full bath. The sunroom and expansive back deck off the dining room make entertaining a breeze. Relax in the hot tub on custom covered porch while taking in the view. This home has it all. Mother-in-law suite would make a perfect short term rental. Endless possibilities. There is an option to purchase an additional building lot neighboring this property.

Listed by Margretta Fischer of Wohler Realty Group

{$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: 5.25% last updated on 2022-05-19

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

1283 Hidden Valley Road Shaftsbury VT 05262

Shaftsbury, VT1283 Hidden Valley Road

Price$350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4904772

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,748

Beautiful country home in one of Southern Vermont's most stunning towns. The home is positioned on 2 full acres to maximizes privacy and in one of Shaftsbury's most desirable neighborhoods. The back of the home boasts a deck with fenced in areas, ideal for children, pets or both. Newly redesigned kitchen overlooks the entire back yard as well as the natural scene behind and flows seamlessly into the dining room with hardwood flooring. The French doors in the back of the front-to-back Living-room allows entertaining to flow from inside to outside, kitchen to grill. On the second floor there are three bedrooms, the master including a dressing room as well as large closet, of course all of them enjoying beautiful natural views and natural lighting to shine in. The two-car garage has plenty of overhead storage, access to the back yard directly and supports a carport off the side. Check out Clear Brook Farm and The Chocolate Barn, you can walk to them!

Listed by Lori Hurley of Four Corner Properties LLC

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

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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: 5.25% last updated on 2022-05-19

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

115 Grove Road Shaftsbury VT 05262

Shaftsbury, VT115 Grove Road

Price$345,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4900632

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,750
  • Construction Existing
  • Bathroom 2

Tired of searching for just the right home that doesn't need any work? This is it. Not only is it move in ready, but its loaded with energy efficiency features and has had considerable upgrades in just the past few years. Open floor plan on the first floor includes an amazing great room with cathedral ceilings and a wood stove insert. Into the den with another soapstone wood stove which is super efficient and heats virtually the entire home if you'd like to turn down the oil fueled boiler! Recently renovated kitchen includes newer appliances as well. There is a convenient first floor bedroom with a full bathroom as well. The second floors is spacious offering two additional bedrooms and a jack-and-jill style bathroom. The walk out basement offers parking for one vehicle as well as plenty of storage and a laundry area. Fully fenced in yard, a beautiful 20x20 composite deck, multiple fruit and flowering trees, raspberry and blueberry bushes, wisteria and a creative water feature!! Windows replaced in just the past few years as well as roof, UV water system, brand new flooring throughout - so many improvements just to name a few! A quick, 5 minute drive into Shaftsbury/Bennington offers the convenience and easy access to amenities but this home is located on a quiet, town maintained dirt road. WIN WIN!

Listed by Faith Rhodes of Rhodes 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: 5.25% last updated on 2022-05-19

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

2595 Maple Hill Road Shaftsbury VT 05262

Shaftsbury, VT2595 Maple Hill Road

Price$319,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4910931

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 960

Own your own 19+ acres in a gorgeous, peaceful, country setting! The long, tree and stonewall lined driveway will bring you to the start of the land with mountain views. Beautiful, meandering stone walls and logging paths/trails will guide you around the boundaries of this fabulous property. The land has been cut down a bit, showing a possible future building spot? 1997 Titan Model 921 manufactured home is 24x40, with 3 bedrooms, 2 full baths on a concrete block foundation, in great condition. The large one car garage is detached and heated with extra storage above! By the time you move in you can be picking your own blueberries, raspberries, rhubarb, apples and grapes!

Listed by Nancy Stagnitti of Mahar McCarthy 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: 5.25% last updated on 2022-05-19

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

216 Bank Street Shaftsbury VT 05257

Shaftsbury, VT216 Bank Street

Price$269,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4908261

  • Residential Single Family
  • Village North Bennington
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,200

Work has begun on re-siding this home with vinyl. Great location and yard on this 3 bedroom 1 bathroom ranch on 1 acre. The inside of this North Bennington home (with a Shaftsbury ID) has been redone offering living room with dining area and kitchen that have been expanded. Flat level yard, attached shed and so much more. Must see.

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group

{$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: 5.25% last updated on 2022-05-19

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

972 Route 7A Shaftsbury VT 05262

Shaftsbury, VT972 Route 7A

Price$249,000The price has recently decreased

MLS Number 4890459

  • Commercial
  • Year Built 1850
  • Acreage 0.15

Incredible opportunity to step in as the next generation to own and operate a quintessential Vermont country store. A destination visit is often on visitors checklist with over 100 quaint country stores in little towns across the state; add this to the must see spot! Currently no where in the village to get breakfast and only quick lunch stops nearby, there is a great need in this location. Beautiful wood floors, high ceilings, plenty of modern kitchen equipment, a full length walk-in freezer with glass doors, and a license already in place to keep it going! Add to the that, is income already in place with two huge rental units in the desirable Shaftsbury school area. One large 3 bedroom in the front with plenty of light and open concept living-dining and kitchen. The back apartment is on the second and third floor with a huge eat in kitchen and dining area with a deck off the back over looking mountain views. A large living room and 3spacious bedrooms and large office upstairs on 3rd floor. So much more space than a cafe, one could offer farming co-op, antiques, homeade items, groceries, coffee shop, book shop, etc

Listed by Lillian West of Maple Leaf 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: 5.25% last updated on 2022-05-19

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

164 Laclair Road Shaftsbury VT 05262

Shaftsbury, VT164 Laclair Road

Price$209,900The price has recently decreased

MLS Number 4765589

  • Commercial
  • Year Built 1996
  • Acreage 5.8

Rare opportunity to purchase a working horse farm with 21 stalls, indoor and outdoor riding arenas, 4 fenced training areas and so much more. The upper level of the barn could be made to suit many needs. Ample parking, stunning landscape and great horse country. Must see for anyone interested in equestrian arts. 5.8 acres. Potentially available as a lease for $2,000 per month.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

{$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: 5.25% last updated on 2022-05-19

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

818 Old Depot Road Shaftsbury VT 05262

Shaftsbury, VT818 Old Depot Road

Price$99,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4904405

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 704

I bedroom cabin with a drive through garage being sold furnished as is

Listed by Dan Mason of Perrott 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: 5.25% last updated on 2022-05-19

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

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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 May 24, 2022.

 

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