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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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498 Birch Hill Road Shaftsbury VT 05262

Shaftsbury, VT498 Birch Hill Road

Price$979,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4985967

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,424

Stately Modern Colonial surrounded by 12.3 acres of woods, meadows, and mountains. At the end of the paved cul-de-sac, you will find privacy, quiet, and nature. The smart design of this 4/3 feels balanced and welcoming with light-filled rooms, wood-burning fireplace, and 2 ft wide-pine board flooring. All the character of a colonial married with modern conveniences. The radiant flooring heat and central air on both the first and second levels offer comfort all year round. The two-car attached garage with storage above leads into a generous updated mudroom. Plenty of storage for all your ski/ outdoor gear. The updated eat-in kitchen leads out to the blue stone patio surrounded by perennial gardens. The formal dining room and the glass-enclosed three-season sunroom just add to all the fine quality details. A partially finished basement/ gym with additional storage is a nice bonus. Everyone will love the three-stall horse barn with water and underground power and two fenced-in paddocks just right for your favorite four-legged friends. Or turn the barn into a guest house. Whatever your vision is this home has got it all. Completely turn-key and immaculate. All measurements are approximate. Only 3 hours from NYC and 30/45 minutes to four ski resorts. Bromley, Magic, Stratton, and Prospect Mountains. A fabulous primary residence or second home. This property truly has it all. Don't miss this opportunity! Call today.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

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

1516 West Mountain Road Shaftsbury VT 05262

Shaftsbury, VT1516 West Mountain Road

Price$615,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4981632

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,738
  • Bathroom 3

Enjoy breathtaking views of the Taconic Mountain Range (and the Bennington Monument) all the way to Mount Greylock. Make this your new Vermont paradise! This coveted single level Ranch has the WOW factor at every turn and is being offered with all furnishings and accessories. Large windows and skylights flood the rooms with natural light. A modern chef's kitchen features a Viking range and beautifully designed cabinetry. The home merges a perfect blend of classic elegance with an open and inviting floorpan. A spacious primary suite boasts big mountain views, large closets and an ensuite bathroom, along with access to a wonderfully private screened in porch. Two other bedrooms and a shared bath are enhanced by skylights and vaulted ceilings. But that's not all, the basement has unlimited potential with its tall ceilings and almost 1800 sq. feet of clean and dry space. An attached 2 car garage is also part of the package. Sitting on over 4 acres with an idyllic pond and immediate access to mountain trails, there is so much more than meets the eye. Gently lived in and meticulously maintained, it would make an ideal primary or second home. Furnace and water filtration system only 2 years old. Close proximity to several ski mountains, as well as access to long country roads, hiking and biking trails, and views for miles! A peaceful and quiet setting within 20 minutes to Bennington and Manchester.

Listed by Angela Bevin 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: 6.94% last updated on 2024-02-29

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

360 East Road Shaftsbury VT 05262

Shaftsbury, VT360 East Road

Price$499,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4970302

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,905

Loved by the same family for 50 years and ready for its next owner. Sprawling layout with 6 bedrooms and 4 baths. Enclosed front porch with marble floor makes a gracious welcome. Big kitchen with posts and beams, fireplace and sitting area, and access to rear deck. This central gathering space, built in 1920 and renovated in 2000, connects the original house (1820) and modern addition (1982). Charming dining and living rooms with built-in bookshelves and closets. Wood-burning stone fireplaces add warmth & rich character to the living room and enclosed porch. Porch has old barn-board walls, slate floor, and stairs to the large patio with stone walls. Two bedrooms can be found on every level… an ideal layout for guests or working from home. Laundry room in the newer finished basement, plus w/d hook-ups in the antique cellar. Attached 2-car garage with overhead doors, work space, and mudroom. ADT alarm system, cable/internet, new oil tanks, private well & septic. Outside you'll soak up sunrise with a spectacular mountain view... and a natural environment with pond, the year-round Furnace Brook, front & backyards, and forest. Property includes 43 acres, split up on both sides of East Road, as well as a landlocked piece of forest. Only 5-10 mins drive to all amenities - downtown, hospital, restaurants, stores. One hour to Albany Int'l Airport, 3 hours to Boston and NYC. Sellers had the property fully inspected in November, saving buyers $4K. Ask your agent!

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: 6.94% last updated on 2024-02-29

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

677 Route 7A Shaftsbury VT 05262

Shaftsbury, VT677 Route 7A

Price$450,000The price has recently decreased

MLS Number 4941296

  • Commercial
  • Square Feet 4,413
  • Acreage 2
  • PricePerSqFt 101.97

Just off 7A in Shaftsbury you'll find this single story commercial space with so many possibilities - medical office, attorney office, accounting, or a shared work space. Inside you'll find a large waiting area, reception desk, a central common area leading to two different wings of the building that contain a total of five offices and eight exam rooms with individual sinks. There's also a larger room that was used for procedures, a break room (partial kitchen and bathroom with a shower!), and an additional larger office space that currently has three work spaces. When you pull down the drive you'll find three parking lots with approximately 44 spaces divided between a staff lot, main parking, and an overflow. This property has been made into a condo and shares the space with a dental office. Unlike most condos there are no annual fees, just a sharing of exterior, common expenses - such as plowing and lawn care. The space itself has its own utilities including separate water meters, electric, and heating. Septic is shared. Full sized basement under a portion of the building makes for great storage. There is nothing else for sale in area quite like this!

Listed by Will Paquin and Lillian Williams 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

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

27 Horton Hill Road Shaftsbury VT 05262

Shaftsbury, VT27 Horton Hill Road

Price$375,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4985872

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,082

Country living with beautiful views! This sweet c. 1948 Cape style home is evocative of a simpler time and is completely comfortable. Knotty pine kitchen with breakfast nook overlooking the back yard and southern views of the Bennington Monument, large formal dining area and generously sized living room with wood burning fireplace Off the living room is a small office area with slate floor. First floor bedroom and full bath plus a newer addition that includes family room and laundry area off the attached the attached 2-car garage. Upstairs there are two additional bedrooms and a newly updated 3/4 bath. Village School of North Bennington. 2.85 acres offers room for gardening, playing and more!

Listed by Vicki Wilson 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: 6.94% last updated on 2024-02-29

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

97 Buck Hill Road Shaftsbury VT 05262

Shaftsbury, VT97 Buck Hill Road

Price$375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4986112

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,941

A truly rare offering, this spacious Village Newenglander includes an entirely separate two bedroom ranch home. Two properties share a generous 4.67 acre lot in the heart of Shaftsbury! The main house features 3 bedrooms and 2 bathrooms, including a bedroom and bath (and laundry!) on the main level, making it very attractive for single level living. Upstairs are two bedrooms plus a bonus/office space, full bathroom, and and a sizable walk in closet for storage. A large enclosed porch sits at the front of the house, and another smaller porch is connected to the first floor bedroom. The smaller 2BR/1BA ranch has an eat in kitchen and newer laminate flooring, fresh paint and recent electrical updates. This is a wonderful option for a multigenerational household, or for someone to live in one home and rent the other for monthly income. The large red barn is a Vermont "must have", with plenty of space for multiple vehicles AND to create the workshop or studio of your dreams! Walk to the new Shaftsbury Country Store for a variety of market items, or grab a bite to eat as you reminisce with the locals. There is so much potential here, you won't want to miss out as an opportunity like this does not come around often!

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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

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

97 Buck Hill Road Shaftsbury VT 05262

Shaftsbury, VT97 Buck Hill Road

Price$375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4986139

  • Multifamily
  • Units 2
  • Bathroom 2
  • Acreage 4.67
  • Square Feet 2,901

Two properties share a generous 4.67 acre lot in the heart of Shaftsbury! A truly rare offering, this spacious Village Newenglander includes an entirely separate two bedroom ranch home. The main house features 3 bedrooms and 2 bathrooms, including a bedroom and bath (and laundry!) on the main level, making it very attractive for single level living. Upstairs are two bedrooms plus a bonus/office space, full bathroom, and and a sizable walk in closet for storage. A large enclosed porch sits at the front of the house, and another smaller porch is connected to the first floor bedroom. The smaller 2BR/1BA ranch has an eat in kitchen and newer laminate flooring, fresh paint and recent electrical updates. This is a wonderful option for a multigenerational household, or for someone to live in one home and rent the other for monthly income. The large red barn is a Vermont "must have", with plenty of space for multiple vehicles AND to create the workshop or studio of your dreams! Walk to the new Shaftsbury Country Store for a variety of market items, or grab a bite to eat as you reminisce with the locals. There is so much potential here, you won't want to miss out as an opportunity like this does not come around often!

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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

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

1041 Shaftsbury Hollow Road Shaftsbury VT 05257

Shaftsbury, VT1041 Shaftsbury Hollow Road

Price$319,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4985501

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,104

Tucked away on 16.65 acres, this 2BR, 2BA ranch has been thoughtfully and completely renovated so you can fulfill your Vermont home dreams! A quintessential retreat or primary residence where you can enjoy all of Vermont's seasons, whether it's snuggled up by the wood stove on a snowy day or sunning yourself on the large deck overlooking nature in the warmer months. The interior is flooded with natural light, cozy, yet airy and open. Lots of additional space in the basement for storage or hobbies and you'll also appreciate the 12 x 30 outbuilding to house toys and tools! A blend of woods and cleared lawn for you to let your homesteading dreams run wild, the current owner has established a small vineyard! If you want to feel immersed in nature while still being only a short drive to state parks, lakes, hiking, dining, skiing, shopping, and cultural events in Bennington, Manchester and surrounding towns then this is the property for you!

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: 6.94% last updated on 2024-02-29

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

43 Cleveland Avenue Shaftsbury VT 05262

Shaftsbury, VT43 Cleveland Avenue

Price$315,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4985189

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,092

The Vermont farmhouse that dreams are made of... there's even a barn with 2-car garage! Renovated inside and out, the photos paint a true picture of this home's beauty, function, and fabulous location. Cleveland Avenue is a beloved neighborhood, famous for annual Halloween festivities. Sidewalks for dog walking or strolls to the Shaftsbury Country Store, elementary school, playgrounds and Howard Park. Built in 1900, this 4 bedroom, 1.5 bath home perfectly balances older character with modern amenities. Hardwood floors throughout most, with vinyl plank in the more recent additions. Kitchen has Stainless Steel appliances, granite counters, walk-in pantry, and island with butcher block for prep space and casual seating. Formal dining room with chandelier, living and family rooms separated with French doors. First floor also has a bedroom, office, half bath with laundry hookups, rear mudroom with skylight, and front foyer with built-in storage benches and cubbies. Upstairs are 3 generous bedrooms and a spectacular full bath with separate jetted tub and walk-in shower, brand new double vanity and light fixture. In the basement you'll find solid bones - a stone foundation with concrete floor, workbenches, utilities, and a bonus room with exterior bulkhead. Town water, private septic system, and access to high speed internet (cable or fiber optic). Standing seam metal roof, vinyl siding & windows, plus a Trex deck and screened porch. Fall in love and pack your bags!

Listed by Jenifer Hoffman of Hoffman 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: 6.94% last updated on 2024-02-29

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

591 Vermont Route 67 E Shaftsbury VT 05262

Shaftsbury, VT591 Vermont Route 67 E

Price$254,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4978580

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,200

Well cared for 2001 build, modular cape in Shaftsbury. Sits back off the road and offers 4 bedrooms, 2 bathrooms, kitchen with bar, laundry closet and dining area, large living room, family room with fireplace and more. Bordered by the railroad tracks and a large privacy fence the yard and deck are very private. A 2 car detached garage completes this package.

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: 6.94% last updated on 2024-02-29

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

43 Buck Hill Road Shaftsbury VT 05262

Shaftsbury, VT43 Buck Hill Road

Price$235,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4948021

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Square Feet 1,361

This grand old Victorian-style home sits on nearly an acre in downtown Shaftsbury. It's just a short walk from the school, yet, tucked away behind the town office, it has a remarkable level of privacy. This home has great bones and great potential. Every room is unique, with bow windows here and reading nooks there, and a tin ceiling in the kitchen. Check out the wood floors in the dining room and living room. There are more wood floors upstairs under the carpet. The house is in need of some maintenance and updates, but, with some tender loving care, could be restored to its former majesty. The house is being sold "as is". It will not qualify for FHA or VHA loans.

Listed by Phil Lewis of Mahar McCarthy 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: 6.94% last updated on 2024-02-29

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

Active With Contract

MLS Number 4765589

  • Commercial
  • Square Feet 21,600
  • Year Built 1996
  • Acreage 5.8
  • PricePerSqFt 9.72

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: 6.94% last updated on 2024-02-29

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

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 March 3, 2024 9:38 PM EST

 

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