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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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612 Cold Spring Road Shaftsbury VT 05262

Shaftsbury, VT612 Cold Spring Road

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

Est. Mortgage: $/month

MLS Number 4927054

  • Residential Single Family
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,600
  • Construction Existing

This Classic New England Colonial Farmhouse from the 1800's set on 86 acres underwent a complete renovation and updating, without removing any of the original charm, and the results are the sublime elegance reflected in its 10 major rooms. The Library, Livingroom, and Entryway feature beautiful decorative window and door trim, wide planked wooden floors are seen throughout the house. There are five bedrooms, three with ensuite baths, two additional bedrooms sharing a hall bath, and an office with its own bath. The completely redone cook's kitchen features a farm sink, wine rack, six burner range, Miele microwave/convection oven and marble countertops. Custom lighting illuminates the large dining area. Both the Library and Dining area have fireplaces with slate surroundings. The screened porch with its garden, field and mountain views and open on three sides, is accessible through French doors from the Living room. The house is surrounded by beautiful landscaping, with colorful perennials into the fall, with groves of maple trees described as "one of the most beautiful dooryards in Southern Vermont." A stone wall curves around the back of the house with two sets of stone steps which lead up to the sugar house (now a potting shed) and the pool area. The property also has a recently improved three-bedroom guest house with a gas burning fireplace, front deck and back patio with views of gardens, fields and mountains. A three-story barn and long shed round out the 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: 6.7% last updated on 2022-09-29

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
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,084
  • Construction Existing

-Vermont living at its finest! This meticulously maintained 4 bedrooms, 3 bath architecturally designed 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: 6.7% last updated on 2022-09-29

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$849,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4874867

  • Residential Single Family
  • Village Shaftsbury
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5

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

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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: 6.7% last updated on 2022-09-29

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

192 Old Depot Road Shaftsbury VT 05262

Shaftsbury, VT192 Old Depot Road

Price$765,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4926541

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 4,178
  • Bedrooms 4

Quintessential Vermont farmhouse in a beautiful setting, surrounded by orchards, woods, meadows and delightful mountain views. Enter the house through a magnificent light-filled great room, with post and beam cathedral ceilings, wood floors, a stained glass window, and a wood stove for coziness through the winter. The kitchen features a wood-fired cast iron stove with a gas range, a wood-fired pizza oven, and a farmhouse sink. The large dining room boasts a marble wet bar with a beaten copper sink. There's a full bathroom with laundry off the dining room. The living room has a bow window and access to a covered porch. There's a bedroom off the living room if you don't want to climb the stairs. Upstairs, there are three bedrooms, each with their own 1/2 or 3/4 bath. Outside, there's a large deck off the great room - the ideal spot to enjoy a barbecue or a beverage and to soak in the views. There's a barn with a workshop and a room that has been used as a gym in the past, as well as another room for storage. The grounds are extensive, with a fenced garden area and a timber-framed hen house and two ponds. The orchard features pear, peach, apple and crabapple trees. Home, sweet home, indeed.

Listed by Phil Lewis 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: 6.7% last updated on 2022-09-29

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

126 Simeon Dean Road Shaftsbury VT 05262

Shaftsbury, VT126 Simeon Dean Road

Price$545,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4919991

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 2,529
  • Bedrooms 4

THIS IS A RARE FIND! Lovingly renovated and restored 1800's farmhouse on 17+ very private acres adjacent to a 6 acre spring fed pond. Also a peaceful babbling brook you can hear as you relax on the patio. An old grist mill foundation still evident along the creek that runs through this historic property. All systems including: electrical, heating, lighting brought up to modern standards in 2020. Vintage barn from mid 1800's restored and new roof installed in 2021. Stone patio and covered porch with pond view make a wonderful spot for morning coffee or grilling. Perennials, berries, mature apple trees and a volleyball court ready for your enjoyment. This can serve as a private Vermont homestead or easily convert the second floor to an apartment, in-law suite or guest suite. Property is well suited for horses or other farm animals. excellent pasture adjacent to the barn and several nearby trails for riding. Come and see for yourself!

Listed by Peter Pierce of RE/MAX Four Seasons

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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: 6.7% last updated on 2022-09-29

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

170 Laclair Road Shaftsbury VT 05262

Shaftsbury, VT170 Laclair Road

Price$475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4927819

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,334
  • Bathroom 3
  • Bedrooms 4

Easy like Sunday morning, this Adirondack/Chalet style home is meant for relaxing. Gather round the wood stoves on chilly nights, including in the Great Room where everyone can be together soaking up the peaceful setting and abundant natural light from southern facing windows and doors. Modest and functional kitchen; the walk-in pantry offers incredible storage for stocking up and hides all the clutter! Primary suite takes up the entire second floor, with a dramatic pine cathedral ceiling, skylights, cedar walk-in closet, private 3/4 bath, and loft with a sweet wood-burning fireplace. Main floor has two more very generous sized bedrooms with double closets and a full bath with combination tub/shower. In the walk-out lower level, there's a family room with slate hearth and the base of the exposed brick chimney that graces every level, plus a bedroom/office, 1/2 bath with laundry, and an old sauna. Attached garage parks 2 cars and room for all your gear or tools. Wrap-around wood deck, new roof, and recently stained exterior siding. Drilled well & private septic mean you're in the country, but the paved driveway is a luxury. High-speed internet is available through Fidium Fiber. Set on 6 wooded acres with a stream. Short drive to Bennington or Manchester for casual or fine dining, theaters, festivals, and world-class outdoor recreation for every season (i.e. golf, fishing, skiing, hiking). Turn your Vermont dreams into reality!

Listed by Jenifer Hoffman of Hoffman 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: 6.7% last updated on 2022-09-29

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

127 Birch Hill Road Shaftsbury VT 05262

Shaftsbury, VT127 Birch Hill Road

Price$450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4931080

  • Residential Single Family
  • Bathroom 4
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,848

AMAZING room in this center hall cape set on almost 4 acres of gently rolling lawn! The front porch is the perfect spot to take in the vast mountain views too! The first floor offers a generously sized eat in kitchen, living room with hardwood floors and a big picture window overlooking the front lawn. Dining room or den with a full bathroom as well and a half bath with laundry just off the garage entrance. Upstairs includes 3 large bedrooms with walk in closets, a loft area that would be a convenient office space and another full bathroom (to be finished by the next owner, seller will provide a credit of $5,000.) Above the 3 car garage is a separate in-law apartment with over 1000 square feet. Beautiful three season porch! A fourth garage bay provides quick access and storage for your outdoor items. Even a chicken coop!

Listed by Faith Rhodes and David Doucette 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: 6.7% last updated on 2022-09-29

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

293 Fox Hill Road Shaftsbury VT 05262

Shaftsbury, VT293 Fox Hill Road

Price$399,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4923715

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Bathroom 3
  • Square Feet 1,904

This is your second chance! Buyer financing fell through so this home is back on the market! Remarkably private location at the end of a cul-de-sac on 3.63 acres! Lovely colonial, built in 1995 and has been tenderly cared for. First floor includes an open foyer, formal dining room, family room open to the updated kitchen, intimate living room, laundry and half bath! Small pantry for useful storage. Second floor offers two bedrooms, full bathroom and large primary suite with walk in closet and full bathroom. The unfinished basement offers plenty of storage or room for expansion. Covered breezeway connects the home to the two car garage with storage above. Everybody loves garden space, a back deck perfect for grilling and a spacious covered porch with ceiling fans. Paved driveway. New roof 11/2021.

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: 6.7% last updated on 2022-09-29

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

3465 Route 7A Shaftsbury VT 05262

Shaftsbury, VT3465 Route 7A

Price$379,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4917776

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,718
  • Bathroom 2

Impeccably maintained, 3 or 4 BR, 2 full BA home situated on .52 acres in Shaftsbury offers so much potential! The original portion of the home, built in 1827, was the schoolhouse for the town of Shaftsbury. This section of the house, operated for many years as a quilt shop, has a separate entry, generous covered front porch, two rooms and a full bath, making it the perfect spot for a home based business, a primary or in-law suite or more living space! Additionally on the first floor you will find open living/dining w/ central hearth, kitchen, first floor laundry and mudroom entry and another den/family room or potential bedroom! The second floor hosts 3 bedrooms (one is currently set up as a hobby room but would also make an outstanding home office) and a full bath. Custom cabinetry in nearly every room illustrates pride of ownership and care! The 2 level, heated, detached garage, utilized for many years as a woodworking shop, offers even more opportunity for home based business operations or generous storage for cars and toys! Two Trex decks, storage shed and the partially fenced in level yard extend outdoor enjoyment of the property! Proximity to Manchester and Bennington for dining, entertainment and shopping, along with nearby Shaftsbury Lake State Park , the Chocolate Barn and Clearbrook Farm leave no box unchecked! Take the virtual tour provided then come see and welcome yourself home!

Listed by Abi Gregorio of Maple Leaf 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: 6.7% last updated on 2022-09-29

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

Potter Montgomery Road Shaftsbury VT 05262

Shaftsbury, VTPotter Montgomery Road

Price$316,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4920494

  • Land
  • Acreage 11.51
  • Utilities Cable - Available
  • Zoning RR40

Have you ever driven onto a property and out of your breathe you hear just "wow"? It's breathtaking and it's rare and you it's something special. The Potter Montgomery Road only has a couple of houses and has always been magical to ride down. This Vermont back gravel road has some of the best views in Bennington County nestled in the Green Mountains overlooking the Taconic mountain range. The property itself has been cleared up the driveway and opens to a space of several cleared acres surrounded by woods and overlooking the Bennington vista. There are old stone walls through the property and the feeling of total seclusion while only 15 minutes from hospitals, dining, and shopping.

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: 6.7% last updated on 2022-09-29

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

450 Cleveland Avenue Shaftsbury VT 05262

Shaftsbury, VT450 Cleveland Avenue

Price$259,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4929364

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,111
  • Bedrooms 4
  • Bathroom 2

Come see this charming 3 bedroom Craftsman home on quaint street in the center of Shaftsbury. There is a beautiful deep yard with a vegetable garden and mature perennial plantings. An above ground pool and deck round out the outdoor space. Short walk to the elementary school, local parks and 15 minutes to Bennington. The first floor has a living room, dinning room, family room, renovated kitchen and den/craftroom and full bath. The second floor has 3 spacious bedrooms and a full bath. This home has a "community library" out front that is a village favorite!

Listed by Lisa Sullivan 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: 6.7% last updated on 2022-09-29

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

566 Route 7A Shaftsbury VT 05262

Shaftsbury, VT566 Route 7A

Price$219,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4930690

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,695
  • Construction Existing

Set in the heart of Shaftsbury on a rare 6 acre lot, this sweet 1915 farmhouse can host your urban farmstead dreams! The quaint 2 BR/2 full BA home offers a laundry mudroom entry off of an attached garage, eat in kitchen & dining room, full bath, living room & a 1st floor bonus room (formally used as a 3rd BR) all on the main level. The second floor hosts a primary en suite w/ full bath, a 2nd BR and roughly 400+ sq.ft of unfinished attic space, accessible from the hallway or from it's own staircase, with potential! An additional, detached, 2 car garage and antique corn crib are situated on a large, level and cleared portion of the acreage providing space for toys, hobby farm or a home based business with prime location for visibility on historic Route 7A. Love it in its retro state or put your own cosmetic touches on this solid gem of a home!

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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.7% last updated on 2022-09-29

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 display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 30, 2022 3:09 AM EDT.

 

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