Windsor, VT Real Estate

26 Main Street Windsor VT 05089

MLS Number 4850881

  • Commercial
  • Year Built 1815
  • Acreage 1.1

Welcome to the Snapdragon Inn! This majestic property, built in 1815, can be converted into a grand residence or continue operation as a tranquil inn. There are 9 private bedrooms that include their own ensuite baths with radiant heat. This estate includes a dining area, library, and guest lounge. Each room is filled with sunlight and warmth. This spot offers walking distance to shopping and in town activities and Paradise Park for hiking or a walk around the lake. You will quickly see how centrally located the Snapdragon Inn is to the Upper Valley amenities including the beautiful downtown areas of Hanover, Nh & Woodstock, VT, I-91/89, and all of the ample skiing in the East. If you have ever dreamed of owning a quintessential Vermont inn, then look no further!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Main Street Windsor VT 05089

Windsor, VT26 Main Street

Price$995,000

Est. Mortgage: $/month

MLS Number 4851384

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 6,232

Welcome to the Snapdragon Inn! This majestic property, built in 1815, can be converted into a grand residence or continue operation as a tranquil inn. There are 9 private bedrooms that include their own ensuite baths with radiant heat. This estate includes a dining area, library, and guest lounge. Each room is filled with sunlight and warmth. This spot offers walking distance to shopping and in town activities and Paradise Park for hiking or a walk around the lake. You will quickly see how centrally located the Snapdragon Inn is to the Upper Valley amenities including the beautiful downtown areas of Hanover, Nh & Woodstock, VT, I-91/89, and all of the ample skiing in the East. If you have ever dreamed of owning a quintessential Vermont inn, then look no further!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1747 Hunt Road Windsor VT 05089

Windsor, VT1747 Hunt Road

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4830372

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,530

Cider Hill Farm is one of Windsor's favorite hidden gems. Located just minutes from the West Windsor town line, and Windsor Village, this tranquil, secluded farm property features a three bedroom post and beam cape, filled with warmth, comfort, and creative, inspiring elements. The living room has cathedral ceilings anchored by a fireplace, and sliders that step out to a private deck. The spacious, open country kitchen is the perfect place to gather and entertain friends and family. There are two cozy bedrooms on the main level, and a painter's studio that could serve as a great family room, or bedroom. There is one bedroom upstairs, with two oversized loft spaces (an easy conversion to sleeping quarters). The finished lower level could transition to a master suite, office or playroom. There is a lot of multi-functional space within a very efficient footprint. The grounds are lovely, with copious, established perennial gardens, and footpaths lacing through an everchanging palette of specialized woodland plantings. There is a separate studio/office cottage, garden and equipment sheds, apple orchards, an old cider house / barn, and a pond. It's a bird sanctuary by day, with owls to serenade you at night. This is a true working farm, with countless options and directions that one could take - retreat, artist colony, airbnb, events venue, farm to table, on and on. Come see for yourself, and experience the magic of Cider Hill Farm. This property is offered for sale "As Is".

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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64 Main Street Windsor VT 05089

MLS Number 4848316

  • Commercial
  • Year Built 1920
  • Acreage 0.11

For Sale or Lease!...The Newbury Bldg was occupied by a popular retail business by that name in the 1950's and 60's. Just 2 doors down from the Historic Windsor House, this 4,400 sq. ft. retail / Office Bldg can serve one or two businesses, being easily divided down the middle, with each side having a full basement. A curtain wall-drain system was installed across the full east wall of the basement to handle water seepage from the front foundation, and perimeter floor drain to direct such water seepage to a sump pump in the rear of the basement. Consequently the basement floor has been used for dry storage. The "village lot" is roughly 55' frontage x 86' deep, approximately 0.11 acre. Any business wanting to be "Front & Center" in an attractive historic Vermont Town, the oldest in Vermont, should thrive in this location!

Listed by Ray Ault of Ault Commercial Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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131 Main Street Windsor VT 05089

MLS Number 4853436

  • Commercial
  • Acreage 0.2

Remodeled Mixed Use Income Property: Restaurant/Retail on main floor, 2 residential apartments up, and storage rental to single tenant in basement. Total of 4 rental units in bldg. Gross Income $36,600 Annually. Parking in rear of bldg, via right of way over parcel north of subject. Roof is "Built-up", new in 2007, repaired in 2019. Restaurant has new grease trap in 2020.

Listed by Ray Ault of Ault Commercial Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2781 US Route 5 North Windsor VT 05089

MLS Number 4840641

  • Commercial
  • Year Built 1997
  • Acreage 0.48

Perfect for a drive-thru, take-out, delivery, catering type restaurant, consistent with current needs, this property was formerly a McDonald's, is now leased by a catering business. Lease is month-to-month, and buyer could either purchase vacant property, or continue with tenant. Lease details to be determined. Building has drive-thru window, probably not enough parking for sit-down restaurant. Located in a small shopping center with a Price Chopper, Aubuchon Hardware, and Dollar General, within walking distance of downtown historic Windsor Village, on US Route 5, close to I-91 access, ski areas, local hospital. Zoned "Roadside Business", usage may be limited to restaurant/food business as a grandfathered non-conforming usage, or, another "Permitted Use" under the Windsor Zoning Regulations (see supporting documents)--"Restaurant" usage is a "Conditional Use" under the Regulations, which would require more acreage than exists here, as would other "Conditional Uses". Broker has not seen the interior of the building. Interior inspections will be arranged only for serious potential buyers, so as not to disturb tenant. Initial exterior viewings are encouraged. Survey states property lies in 100-yr. flood hazard area, AE Zone

Listed by William Johnson of Big Green Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 River Street Windsor VT 05089

MLS Number 4853438

  • Commercial
  • Acreage 0.22

4-Unit Apartment House plus 6 garage rental spaces generate Annual Gross Rents of $38,880. Ample on-site parking. Less than 2-block walk from downtown banks, restaurants and other businesses.

Listed by Ray Ault of Ault Commercial Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Maple Street Windsor VT 05089

Windsor, VT1 Maple Street

Price$199,900

Est. Mortgage: $/month

MLS Number 4855581

  • Multifamily Multi-Family
  • Square Feet 2,906
  • Units 2
  • Bathroom 2
  • Acreage 0.23

Wonderful 2 unit duplex! Both units recently renovated, with all separate utilities. This building has a nice level lot, 1 car garage, garden space one enclosed porch with potential of additional finished space! Excellent tenants, to pay the mortgage, this is a turnkey property!

Listed by Justin Ranney of Coldwell Banker Homes Unlimited

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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181 Jewett Road Windsor VT 05089

Windsor, VT181 Jewett Road

Price$199,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4854890

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,776

Join us here on Jewett Road, in one of the most desirable neighborhoods. You will be just minutes from town, easy access to I-91, and with the benefits of town utilities. This 2003 Ranch with finished basement is ready for new owners to put their touches in and enjoy it for years to come.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Union Street Windsor VT 05089

Windsor, VT56 Union Street

Price$199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4856519

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,775

In town house sits along the Mill Brook, nice backyard with koi pond, large deck and garden shed. The house has an attached one car garage and paved driveway. The main floor boast a lovely oak kitchen with slider onto the side deck, family room with pellet stove and spacious front living room. Three bedrooms and attic storage on the second floor. Lots of upgrades to the systems including a newer furnace, on-demand hot water, circuit breakers and a metal roof.

Listed by Jill Stark and Gerry Stark of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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119 Ascutney Street Windsor VT 05089

Windsor, VT119 Ascutney Street

Price$199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4853852

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,044

This village home is ready to go. You'll love the hardwood floors and stone fireplace in the family room, and the room is filled with light and brand new windows. Complete with 4 bedrooms, there is room for everyone. The new boiler is a fantastic addition. You are walking distance to the pond, the school, the fairgrounds, and Paradise Park.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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70 Main Street Windsor VT 05089

MLS Number 4853428

  • Commercial
  • Year Built 1850
  • Acreage 0.05

Great downtown Historic Building, with a 2,046 sq. ft. main floor Restaurant. Current building owner invested over $150,000 in improvements in 2006, including all new electric wiring and panels, asbestos removed and certified, handicapped toilet facilities installed, office space in basement, new attic stairs, a new roof and new front awning. Additionally, a new propane furnace was installed in 2014. While there is 2,926 sq. ft. above grade, the 880 sq. ft. 2nd floor needs some renovation to bring into use. Currently leased to a new restaurant business, this property has been upgraded to yield a good income in a prime location.

Listed by Ray Ault of Ault Commercial Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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47 River Street Windsor VT 05089

Windsor, VT47 River Street

Price$195,000

Est. Mortgage: $/month

MLS Number 4851022

  • Multifamily Multi-Family
  • Square Feet 2,265
  • Units 3
  • Bathroom 3
  • Acreage 0.55

Nice investment opportunity or owner occupy and enjoy the benefits of extra income. Property includes house with 3 well maintained apartments, covered front porch, (5 bay garage with attached workshop and 1st & 2nd floor storage.) Two of the garage bays are rented ($50/month each). Potential extra rental income if you rent the other bays and work shop. Recent improvements include upgraded electric, replaced oil tank, all apartments interior painted, new appliances in two of the apartments, and new carpeting. Also covered storage in the car port at the back of the lot. Town water & sewer. Currently receiving 2700/month rents. Property sits in the flood plain but did not flood in Irene. Owner currently pays $2400/Year flood insurance.

Listed by Jeffrey Batchelder of Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 River Street Windsor VT 05089

Windsor, VT36 River Street

Price$185,000

Est. Mortgage: $/month

MLS Number 4859366

  • Multifamily Multi-Family
  • Square Feet 2,662
  • Units 2
  • Bathroom 2
  • Acreage 0.18

Investment opportunity awaits. Two large units, side by side. Live in one side, and pay the mortgage with the rental income. Small yards, and parking for each unit. Nice side porches are a bonus feature. Good rental history and great neighbors.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Day Street Windsor VT 05089

Windsor, VT2 Day Street

Price$169,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4850879

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,300

Located on a dead end street, this home has been well cared. Newly renovated kitchen, bath, and living space opens up the floor plan for comfortable living. With a den and bedroom downstairs, this home has a lot to offer. The detached two car garage has vinyl siding and storage above and the deck off the kitchen is perfect for outdoor dining. The fully fenced in yard comes in handy, as does the short walk to Kennedy pond and the fairgrounds. We look forward to showing you this wonderful opportunity.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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18 Cherry Street Windsor VT 05089

Windsor, VT18 Cherry Street

Price$135,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4858138

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 925

Cozy, recently updated, 3-bed, 1-bath ranch in convenient Windsor location! This property offers a nice front yard and an attached covered parking area to shield you from any weather as you head inside. The open concept living area features laminate floors throughout the main level, a pellet-burning stove, spacious kitchen, and an abundance of natural sunlight. Newer appliances include an electric stove, large fridge and microwave. Down the hall from your kitchen and living room you can find the three bedrooms and shared full bath. The private backyard is a great spot to put out an outdoor dining set for the warmer Vermont months. Easy walking distance to Mill Pond and the fairgrounds, and just a short drive to Mount Ascutney + local trails, you won't want to miss checking out this wonderful home!

Listed by Hergenrother Realty Group and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29 River Street Windsor VT 05089

Windsor, VT29 River Street

Price$134,500

Est. Mortgage: $/month

MLS Number 4854586

  • Multifamily Multi-Family
  • Square Feet 1,700
  • Units 2
  • Bathroom 2
  • Acreage 0.22

Excellent location! This 2 unit makes this property a perfect investment. Well maintained property with many updates. Just a short walk from downtown, restaurants and other businesses. Plenty of outdoor space to enjoy. Fantastic opportunity to own + occupy and/or add to your investment portfolio! Showings to start Saturday 4/10/21

Listed by Heather Ashline of BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Bridge Street Windsor VT 05089

Windsor, VT33 Bridge Street

Price$99,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4853817

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 1,903

The bones are good, the yard is great, and the investment potential is excellent. With this easy, walkable to town location, you'll have endless rental opportunities. Or....this easily becomes a single family home at an affordable price. Sold as-is.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot # 42 Paradise Drive Windsor VT 05089

MLS Number 4844585

  • Land
  • Acreage 19.01
  • Utilities None
  • Zoning

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2045 Route 5 South Route Windsor VT 05089
Active With Contract

MLS Number 4786552

  • Multifamily Multi-Family
  • Square Feet 3,488
  • Units 2
  • Acreage 2.46

Excellent potential for redevelopment, 2.46 acres , major road frontage, public water and sewer at site. Presently assessed as a 2 family, easily room for 2 more unis in the existing bldg. Past uses were a in home business, county stop restaurant, cattlemans' restaurant and the top hat. The lower rear section of the property could be used for huge garden space. Building needs total rehab but the future uses make the potential unlimited. Town assessment is $187,260. Now available for $65,000 opportunity is awaiting. Owner may consider short term financing

Listed by Don Chabot of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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191 Channing Drive Windsor VT 05089

Windsor, VT191 Channing Drive

Price$53,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4842773

  • Land
  • Acreage 0.3
  • Utilities None
  • Zoning Residential

This is the ideal spot for your dream home. Nice neighborhood location, close to Paradise Park, recreation and downtown, and just minutes to I-91

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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132 Strawberry Hill Windsor VT 05089

Windsor, VT132 Strawberry Hill

Price$40,000

Est. Mortgage: $/month

MLS Number 4842445

  • Land
  • Acreage 1.07
  • Zoning Residential

On the corner of a private little neighborhood, this is in a great spot. Set off County Road, this lot is ready for your visions to come to life. Minutes from I91, yet set just outside of town. Great hiking/ walking trails are within walking distance. This could be the beginning of a very adventurous and exciting time for the new owners!

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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64 Main Street Windsor VT 05089

MLS Number 4848319

  • Commercial
  • Lease $9
  • Year Built 1920
  • Acreage 0.11
  • Utilities Cable - Available

For Lease at $9.00/sq. ft., NNN, with the Nets estimated at $4.00/sf; also available for Sale at $295,000 (See ML#4848316)...The Newbury Bldg was occupied by a popular retail business by that name in the 1950's and 60's. Just 2 doors down from the Historic Windsor House, this 4,400 sq. ft. retail / Office Bldg can serve one or two businesses, being easily divided down the middle, with each side having a full basement. A curtain wall-drain system was installed across the full east wall of the basement to handle water seepage from the front foundation, and perimeter floor drain to direct such water seepage to a sump pump in the rear of the basement. Consequently the basement floor has been used for dry storage. The "village lot" is roughly 55' frontage x 86' deep, approximately 0.11 acre. Any business wanting to be "Front & Center" in an attractive historic Vermont Town, the oldest in Vermont, should thrive in this location!

Listed by Ray Ault of Ault Commercial Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 8, 2021.