PreviousNext
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Shaftsbury VT Real Estate

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.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

373 Myers Road Shaftsbury VT 05262

Shaftsbury, VT373 Myers Road

Price$1,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4797999

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,570

Designed by Architects Henry Otis Chapman & Son, The Collins House was built in 1940 for Frederic Collins. Frederic was a Wall Street lawyer residing on Manhattan's Upper East Side. His U.S. Naval experience led him to be increasingly certain that the U.S. would be drawn into WW II. He chose Shaftsbury, VT for its remoteness yet still relatively accessible to New York. The Chapmans were highly regarded for their work during the period 1900-1940, particularly country houses on Long Island. The Collins House fits well into the Vermont landscape. It exhibits some restrained but classic late Art Deco details , including lighting fixtures , fireplace surrounds and entrance porch . Situated on a knoll in the foothills of the Green Mountains, the house affords remarkable views deep into the Adirondacks to the West, and South to the Berkshires. The 162 +/- acre property includes about 100 acres of mature mixed hardwoods and 40 acres of open meadows producing high-quality hay annually. Most of the acreage is enrolled in the Vermont Active Use Program. Development rights to 146 acres are held by the Vermont Land Trust, thus ensuring the continued pastoral nature of the property. Two separate sites for future homes have been reserved within this acreage. The orchard comprises about 82 fruit trees producing pears and four varieties of apples. Option to purchase with less acreage available.

Listed by Kevin Moran 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: 2.87% last updated on 2020-09-17

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

4319 East Road Shaftsbury VT 05262

Shaftsbury, VT4319 East Road

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4818448

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 5,450

Located in a gorgeous, private setting is this spectacular contemporary home that is both elegant and casual. From a commanding stone entry, one steps into the house where there is a seamless flow from one spacious sunlit room to another. Cathedral ceilings, large windows, three beautiful stone fireplaces and handsome cherry floors highlight this very special home.The open kitchen is a dream with rich custom cherry cabinetry. This unique 5450 square foot home includes 4 large ensuite bedrooms and 7 baths, radiant heat throughout, and a large bonus room above the oversized heated garage. A 2700 square foot, 2 bedroom guest house with a large office provides an endless variety of uses. Situated along a quiet country road, the house is on 10+ acres with a view on one side and winter views along the South west corner of the property, but with some clearing there could be amazing vistas. Additional acreage available.

Listed by Katherine Zilkha 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: 2.87% last updated on 2020-09-17

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

1035 Holy Smoke Road Shaftsbury VT 05262

Shaftsbury, VT1035 Holy Smoke Road

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4824223

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 6,129

If you could imagine your perfect Vermont home what would your wish list look like? Would it have a tree lined driveway leading to a wonderful renovated and updated Contemporary Farmhouse sitting on 17+/- acres of open meadow with a view to forever. A large country kitchen with room for all to join in the meal preparation, or just sit at the center island to chat. Separate, but close enough to hear the chatter, a bright, light dining room leading to an intimate sitting area with a wood stove for those cold winter nights. Or a spacious window-lined living room with high ceilings, wood beams and built-ins for an evening of games or bingeing on your favorite shows. Plenty of bedrooms (5) which includes a large master suite with fireplace and newly renovated bath, and four additional baths for family and friends. A lower level family room with a big stone fireplace that leads out to the patio, firepit and HEATED in-ground pool. Can you imagine working from home in a beautiful office with lots of windows to take advantage of the long-range mountain view or working out in a large enough space for all your exercise equipment … though cross-country skiing or snow-shoeing around the meadow may be all the exercise you need. And of course, a large two car attached barn/garage with an oversized HEATED workshop/storage area for all those necessary toys is a must on any wish list … Come see the reality behind your imagination. All measurements approximate. 30 mins. to Manchester..

Listed by Carol O'Connor 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: 2.87% last updated on 2020-09-17

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

150 Myers Road Shaftsbury VT 05262

Shaftsbury, VT150 Myers Road

Price$885,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4785906

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,500

For all the reasons Robert Frost may have fallen in love with Shaftsbury, Vermont, this property embodies them all. Welcome is not just letters forming a word on a doormat but from the moment you enter the door, you are home. This house was custom designed and built by a local design-build company, with a beautiful hybrid fir timber frame, provided by Vermont Timber Frames. The home's windows reveal 180 degree tranquil views overlooking hillsides of trees, pastoral countryside and surrounding mountains. A gourmet kitchen with stainless steel appliances and stone countertops serve as a center point to the house. The high ceilinged exposed beam living room with a fieldstone fireplace demands relaxation and good company. Spacious one level living with master and two en suites with an option to finish a large bonus space over the garage. There is also a detached garage for car overflow or tractors, tools, etc. The character in this home is unsurpassed inducing dreams of enhancement and life. Possibilities of this property are endless. It offers a respite from the routine distractions whilst being conveniently situated to all that Southern Vermont has to offer and Close to Bennington, Southwestern Medical Center, Bennington College and Albany, NY.

Listed by Hayleyanne Van Der Kar 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: 2.87% last updated on 2020-09-17

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

733 Mattison Road Shaftsbury VT 05262

Shaftsbury, VT733 Mattison Road

Price$820,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4820812

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3,650

With sweeping views this extraordinary Shaftsbury residence offers 32 acres of contemporary elegance and privacy. Great room with floor to ceiling windows offers impressive meadow views. The cooks kitchen boasts subzero and Viking appliances. Master bedroom suite and one additional bedroom and full bath complete the first floor. The second floor has two additional bedroom suites and sitting area.The oversize family room below opens to a patio and hot tub overlooking the manicured meadow. The home offers central air, first floor laundry, substantial mudroom and attached two car garage. Additional horse barn and and fenced pasture to accommodate your animal of choice. Impressive victory garden and mature landscaping complete the property. Find your own piece of heaven in Vermont.

Listed by Moira Spivey 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: 2.87% last updated on 2020-09-17

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

1657 Old Depot Road Shaftsbury VT 05262

Shaftsbury, VT1657 Old Depot Road

Price$595,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4767344

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,970

A true country retreat... A wonderfully adaptable 3000 SF C.1840 Greek Revival gently updated offering lovely proportions, high ceilings and flooded with light! This is a classic circular floor plan offering a spacious three walled living room with centered fireplace, Study, dining room, office, and a kitchen across the back that extends to a large heated work shop/ laundry and would create opportunity to open from the kitchen to establish a fabulous great room. Upstairs there are 4 bedrooms, two baths and an attic over the utility space. A fantastic Barn that could host events, store equipment or house the farmsteads needs! Combined this property speaks to the soul of the quintessential Vermont Experience on a quiet country lane not far from the rest of the world. Manchester and Bennington are just 15 minutes away, Albany is an hour. Walk, bike or motor through the property on established trails, pasture for your animals or planting interests, trails meander over rolling terrain, an area of protective wet land on both sides of the road where the water way is home for precious wildlife! The Land in Current Use which keeps the taxes low. Spectacular property and an inspiring house with barn on 177 acres... while only a few acres require maintenance the balance of the land is forest and wetland fortifying wildlife and guarantees enviable solitude!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

{$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: 2.87% last updated on 2020-09-17

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

743 Town Line Road Shaftsbury VT 05262

Shaftsbury, VT743 Town Line Road

Price$585,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4698210

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 5,409

Vintage 1940's home built with a quality to last generations. Views of the mountains and rolling farm fields one would expect in Vermont as the nearly 10 acres border farm land and woods. "Grand" is what comes to mind as you pull down the long paved driveway to the over 5,400 square foot home, attached 3 bay garage and spacious barn/ workshop. The property has been lovingly maintained and the current owner has completely renovated the kitchen area to include a baking station, bar area with butlers pantry, 6 burner gourmet cooks range, sub zero refrigerator and plenty of cabinets and granite counter tops. North wing of home is the hobby room with built-ins and great lighting, but could also be an in-law space. Also on first floor there is a living room with screened in sunroom off the south door, formal dining room with bay window, family room with soapstone woodstove, "Billiard" room is now the home office. Also, a full bathroom and half bath, mudroom, grand foyer and utility room complete the first level. Upstairs 4 bedrooms, each having their own full bathroom and master with laundry , 3 large closets and a dressing room off the bathroom. The full attic is additional unfinished square footage that will amaze you. The full basement with the top of the line Buderus Heating system, storage room, and 2000 gal water storage unit. There are a few surprises I can't wait to show you. This property is AMAZING! Priced way below assessed value.

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: 2.87% last updated on 2020-09-17

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

743 Town Line Road Shaftsbury VT 05262

Shaftsbury, VT743 Town Line Road

Price$585,000The price has recently decreased

MLS Number 4798181

  • Commercial
  • Year Built 1940
  • Acreage 9.95
  • Area Rural

So much potential for this stunning property priced way below assessed value! Currently occupied as a single-family home, but in the past has been a home care residence with all the upgrades to the septic system and fire alarm system that is necessary for commercial use. Use your imagination- a perfect setting for a location venue for weddings, family reunions, or business retreats. With a zoning variance, it could be a wonderful bed and breakfast or Airbnb. The nearly 10 acres border farm land and woods. Breathtaking views of rolling farm fields and green mountains from this immaculately maintained mansion on the hill!

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: 2.87% last updated on 2020-09-17

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

249 Birch Hill Road Shaftsbury VT 05262

Shaftsbury, VT249 Birch Hill Road

Price$499,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4821161

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,100

Impeccably Maintained Home with Upscale Amenities! This four bedroom home is well located for commuting to Manchester or Bennington in a great neighborhood. Set on approximated 2.25 acres, with mature trees and manicured lawn areas. The wide covered front porch provides a friendly spot to entertain and relax and leads you into the front entrance foyer of this center hall colonial. Both a formal living room and dining room flank the front entry. A true chef's kitchen, complete with gas cook top with downdraft exhaust, granite counter tops, double ovens and adjoining family room provide the open floor plan many of us yearn for. The family room features a stone propane fireplace and sliders to the oversized back deck and hot tub. The master suite, complete with whirlpool bath, separate shower and walk-in closet has great proportions that stretch from front to back of the house. There are three additional bedrooms and another full hall bath on the second level. A fun surprise awaits in the roomy basement rec-room with wooden floors made from bleacher seats and laser sauna! An oversized, heated, two-car garage completes this move-in ready offering. It's a must see! ( All measurements approximate)

Listed by Terri Hathaway 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: 2.87% last updated on 2020-09-17

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

206 Highland Woods Drive Shaftsbury VT 05262

Shaftsbury, VT206 Highland Woods Drive

Price$475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4747651

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,033

This spacious 4 bedroom and 4 bathroom home with Green Mountain views on 37 acres is waiting for you. A large deck greets guests and opens to a cathedral living room with a wood burning fireplace. Open floor plan, large kitchen/dining room, family room with high ceiling and abundant windows set the stage for great entertaining. Large first floor master suite with a sunny deck creates a great retreat, including an oversize bathroom with double vanities, tub, and separate stand alone shower. The first floor offers an additional bedroom, an office, full bathroom, mudroom, laundry room, pantry and a large foyer. Retreat to the family/game room on the lower level for a quiet book or a game night: each space offers access to the deck or yard. On the lower level are: a guest /in-law suite with a kitchen, living room with a fireplace, 2 additional bedrooms , private bathroom, storage and utility rooms . Radiant heat, attached 2-car garage. Minutes to services, downtown Bennington or Manchester . Great primary or vacation home! All measurements are approximate.

Listed by Tatsiana Clark 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: 2.87% last updated on 2020-09-17

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

1779 Hidden Valley Road Shaftsbury VT 05262

Shaftsbury, VT1779 Hidden Valley Road

Price$419,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4810887

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,600

Meticulously maintained and cared for home. 4 bedrooms, 2 and half bathrooms situated on 2.2 acres in a very private setting. Offering modern kitchen with bar, light and airy formal dining room, large living room with a magnificent fireplace and terrific built-ins, a large master suite with twin walk in closets, jet tub and shower, basement family room with beehive woodstove, and a large family room. On the back of the house an amazing 22' x 16' screened porch with skylights. Also features a great formal entry, main level laundry room and a loft area. A must see home!

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: 2.87% last updated on 2020-09-17

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

1707 Hidden Valley Road Shaftsbury VT 05262

Shaftsbury, VT1707 Hidden Valley Road

Price$374,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4826662

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,119

Well maintained hilltop home situated on 2.1 acres in Shaftsbury. 3 bedrooms, 3 bathrooms home with many great features. Modern kitchen with granite countertops, kitchen island, stainless steel appliances and walk in pantry. Living room with fireplace and cathedral ceilings. Formal dining room with access to the large front deck. Main level bedroom, office spaces, family room, main level laundry, entry foyer and so many more details. Central vac, mini splits for A/C, security system and great location round this versatile home out.

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: 2.87% last updated on 2020-09-17

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

Broker Reciprocity

Copyright 2020 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 September 24, 2020.

 

5BR Farmhouse, Apt, 54.65 Acres

So much land, southern exposure $355,000 Details

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $345,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details