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:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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$615,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4767344

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

177 OUTSTANDING Acres that shall delight with walking paths over the terrain along water ways, open fields and woodland!!! A wonderful 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 through the property to Lake Shaftsbury State Park, 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 stimulates wildlife galore! The Land in Current Use which keeps the taxes low. Spectacular property and an inspiring house with barn on 177 acres... don't miss out!!!

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:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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$589,000The 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

743 Town Line Shaftsbury VT 05262

Shaftsbury, VT743 Town Line Road

Price$589,000The 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

712 Myers Road Shaftsbury VT 05262

Shaftsbury, VT712 Myers Road

Price$429,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4772577

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,318

Spectacular 1 level living in the serene privacy of Myers Road in Shaftsbury. Four bedroom home with large master with gorgeous private bathroom and an additional en-suite bedroom, 3 total full bathrooms, great room with fireplace and cathedral ceilings, modern kitchen with island, dining room with fireplace, large entry and mudroom. The rear deck is nestled between the east and west wings of the house and looks back across the meadow to the hills in the distance. Attached 2 car garage and 2 car detached garage with additional storage space.

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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

369 Daniels Road Shaftsbury VT 05262

Shaftsbury, VT369 Daniels Road

Price$399,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4798824

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,964

This Quintessential Vermont Colonial has everything you've been looking for! Built in 1998 by the current owner, nothing has been overlooked. Thoughtfully designed for comfortable living and meticulously maintained. Tall ceilings, large windows, built-in cabinetry, huge covered deck, spacious barn with finished office space and amazing mountain views are just the beginning! As you enter through the mudroom you'll find plenty of storage space to keep your living space tidy. The gorgeous kitchen and spacious living room are perfectly situated to enjoy the ever changing beauty of southern Vermont views! Four bedrooms, 2 full bathrooms, 2 half bathrooms, and a fully finished walkout basement provide ample space for family and friends. Situated on over 4 acres with fruit trees, gardens and a lovely stone fence, you'll be proud to call this home!

Listed by Angela Bevin 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:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

21 Tinkham Road Shaftsbury VT 05262

Shaftsbury, VT21 Tinkham Road

Price$379,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4798001

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,800

Beautiful 1860's farmhouse with wraparound front porch that has many updates, private pond, barn with several outbuildings, open flat farmland in a country like setting. Main floor living space offers a large open concept kitchen with island, formal dining room, formal livingroom, bathroom with claw foot tub and den. Second floor offers three bedrooms, bath and access to the third floor where you'll find a large master bedroom with livingroom and private bath. Dramatic high ceilings that gives this place a very grand vibe. Wonderful location with only a short 8 mile drive to Bennington or 19 miles to Manchester. Current owners have enjoyed this property for many years and would love to see the next owner do the same!!

Listed by Julie Lowe of Lowe's Real Estate, LLC

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

211 Cold Spring Road Shaftsbury VT 05262

Shaftsbury, VT211 Cold Spring Road

Price$375,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4683311

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,328

Idyllic and private, this passive solar home was architecturally designed by the owner to take advantage of its setting with southern exposure and north side berm as well as wood stove, loft fan and plenum system that pumps heat from the wood stove throughout the house. The main level with eat-in kitchen and open living dining area is warm and casual. Four bedrooms (one at the top of the house with amazing views!), two full baths, laundry room. Outdoor shower, arbor seating that looks out onto the beautiful view. Pond, stream, meadows.. truly a Vermont paradise!

Listed by Kelley McCarthy of Hoisington Realty, 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

439 Paran Road Shaftsbury VT 05257

Shaftsbury, VT439 Paran Road

Price$335,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4797353

  • Residential Single Family
  • Village North Bennington
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Check out this well-maintained North Bennington home... first time offered for public sale! Gorgeous northern view of the green mountains and wetlands. Main level has kitchen, dining room with wood-burning brick fireplace, huge living room addition, 3-season sunroom, Master bedroom with private 1/2 bath, two guest bedrooms, and full bath. Lower level has family room, office nook, laundry, 1/2 bath, utilities, and hookup for supplemental stove. Direct entry to the attached 2-car garage with remote overhead doors and workshop. Freshly painted interior. Seamless gutters were installed in 2010, and there's vinyl siding for low maintenance. Rear deck has a rollout awning, plus natural shade. There is a paved driveway and beautifully upgraded stone entrance with landscaping. Includes garden shed and all appliances. Grades K-6 have SCHOOL CHOICE, including option of North Bennington. Grades 7-12 MAU. Town water, private septic. Close to all Village destinations, including Lake Paran, Mile Around Woods, Park-McCullough House, Pangaea, Powers Market, post office, school and library. Short 10 minute drive to Bennington, 20 minutes to Manchester, less than an hour to Albany or Saratoga. Buy this quality home and you'll get to enjoy this spectacular view everyday!

Listed by Abi Gregorio 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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

157 Oak Hill Road Shaftsbury VT 05262

Shaftsbury, VT157 Oak Hill Road

Price$325,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4778079

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,704

Tucked off Oak Hill Road is this Cape style home built in 2002 on 2.24 private acres with pastoral mountain views !This well constructed home offers all the modern amenities with an open floor plan, pellet burning stove, spacious kitchen with granite counter tops and wood floors and a comfortable living room with cathedral ceilings and propane fireplace. Formal dining room is a perfect place to celebrate holidays with family and friends. From the living room , the door opens to a large deck, great for entertaining or just enjoying the view. Nearby is a small garden perched above a lovely stonewall. Upstairs are 3 bedrooms and a bathroom, unfinished basement can be used as a workshop or a playroom in a future. Attached to the house is a fully insulated 2 car garage. All measurements 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.33% last updated on 2020-04-02

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 April 3, 2020.

 

Stunning Privacy, Sugarbush Views

30.9 +/- Acres, 3,241 SQ FT, $825,000 Details

 

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $335,000 Details

 

Nearly 50 Breathtaking Acres

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