Windsor, VT Real Estate

1528 Route 5 South Windsor VT 05089

Windsor, VT1528 Route 5 South

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4933767

  • Residential Single Family
  • Bedrooms 6
  • Construction Existing
  • Bathroom 7
  • Square Feet 9,352

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is private yet convenient to I-91. This home built in 1810 has a wonderfully understated Federal exterior; the interior which was later renovated in the Georgian Revival style, offers 9352 sq ft of living space. Character abounds in large rooms, accented by beautiful 'wavy glass' windows complete with Indian shutters & 'pumpkin pine' floors original to the house. The subtle detail of fine craftsmanship is evident throughout. 10' ceilings, natural light, a lovely foyer, 6 fireplaces, 6 bedrooms, 7 baths, a south facing porticoed porch overlooks the 217.82 acres offering an in-ground pool, 6 car garage, stables w/ 9 stalls, 3 bay closed equipment shed, tennis court, perennials, lawns & pastures, woods and 4-5 miles of equestrian trails. Property is served by town water & sewer, enrolled in the VT current use program and conserved with Upper Valley Land Trust.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

MLS Number 4850881

  • Commercial
  • Year Built 1815
  • Square Feet 6,232
  • 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: 6.58% last updated on Nov 23, 2022
* 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$875,000

Est. Mortgage: $/month

MLS Number 4851384

  • Residential Single Family
  • Bathroom 9
  • Construction Existing
  • Bedrooms 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: 6.58% last updated on Nov 23, 2022
* 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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148 Hewett Road Windsor VT 05089

Windsor, VT148 Hewett Road

Price$420,000

Est. Mortgage: $/month

MLS Number 4931395

  • Residential Single Family
  • Square Feet 1,500
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3

Nice horse property, privately sited log home on 11.4a, southern exposure, view of Mt Ascutney. Open concept kitchen, dining & living room with pellet stove; laundry & half bath on 1st level. 2 bedroom, 2 baths up. Direct entry, attached 2 car garage. Nice 3 stall horse barn with overhang, tack room, hay loft, electric & water. Small ring, open pasture, partially fenced with good dirt road access in Windsor. Consolidated Communications DSL internet @ 25 mbps.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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77 Taylor Drive Windsor VT 05089

Windsor, VT77 Taylor Drive

Price$349,000

Est. Mortgage: $/month

MLS Number 4931491

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 1.93
  • Square Feet 5,088

A stellar combination: single family manufactured home on its own lot, and a 3 unit building with workshops, storage for tenants, and/or covered parking. There is ample lawn for gardening, easy access to I-91 and all of the Windsor amenities on a paved road, and the heat is paid by the tenants and metered as well. There is even room to add another 1 bedroom with some ingenuity and labor. Currently 3 of the 4 units are rented, with capability for an owners unit(3 beds and laundry)in the main house, or excellent rental potential. Bring your ideas. Long standing tenants, and solar potential. ***some photos online are from before units were rented. ***sold as one, both 77/81 Taylor Drive, with two separate tax bills.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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77 Taylor Drive Windsor VT 05089

Windsor, VT77 Taylor Drive

Price$349,000

Est. Mortgage: $/month

MLS Number 4933364

  • Residential Single Family
  • Bedrooms 8
  • Square Feet 5,088
  • Construction Existing
  • Bathroom 4

A stellar combination: single family manufactured home on its own lot, and a 3 unit building with workshops, storage for tenants, and/or covered parking. There is ample lawn for gardening, easy access to I-91 and all of the Windsor amenities on a paved road, and the heat is paid by the tenants and metered as well. There is even room to add another 1 bedroom with some ingenuity and labor. Currently 3 of the 4 units are rented, with capability for an owners unit(3 beds and laundry)in the main house, or excellent rental potential. Bring your ideas. Long standing tenants, and solar potential. ***some photos online are from before units were rented. ***sold as one, both 77/81 Taylor Drive, with two separate tax bills.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 4926368

  • Commercial
  • Square Feet 4,569
  • Year Built 1920
  • Acreage 0.11

For Sale or Lease!...For Sale at $325,000...Just 3.6 miles off I-91, The Newberry Bldg is just 2 doors down from the Historic Windsor House! This 4,569 sq. ft. Retail/Office Bldg can serve one or two businesses with its 2 Store Fronts, with each side having a full basement. A "Dry Basement Solution" consisting of a curtain wall-drain system was installed on the east wall of the basement to handle potential 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. Owner says there has been no water on the basement floor during his ownership. Consequently the basement has been used for dry storage. Recent upgrades include: A recently new boiler, a new roof 12 years ago and 3 new electric service entrances. The "village lot" is roughly 57' frontage x an average of 80' 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! Owner will consider a Lease at $9.00/sf, NNN, with the Nets estimated at $4.00/sq. ft. However, if leased, owner prefers a Lease-Purchase whereunder tenant agrees to purchase during the Initial Lease Term.

Listed by Ray Ault of Ault Commercial Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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480 Route 5N Windsor VT 05089

Windsor, VT480 Route 5N

Price$279,000

Est. Mortgage: $/month

MLS Number 4936596

  • Residential Single Family
  • Bathroom 3
  • Square Feet 2,688
  • Construction Existing
  • Bedrooms 4

This home has been in the same family for the last 54 years. Originally built in 1780, it has had some additions over the years. Situated on a parcel of 12.4 acres, it has great potential for development. The house will need some TLC. First floor has a large eat-in kitchen, dining room, living room, family room, oversize mudroom/utility room, and bedroom. An enclosed porch is the perfect spot to have your morning coffee. The upstairs does have a small second kitchenette area, and 3 bedrooms with an additional enclosed porch, which would be fabulous for summer sleeping! This is a unique and charming property with excellent usable land. The location is perfect for accessing 91, Harpoon Brewery, and the downtown shops and restaurants. Taxes are currently based on 22.4 acres. Seller is retaining 10 acres and property will transfer with 12.4 acres.

Listed by Mary Paino of Coldwell Banker LIFESTYLES - Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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74 Union Street Windsor VT 05089

Windsor, VT74 Union Street

Price$259,900

Est. Mortgage: $/month

MLS Number 4937355

  • Residential Single Family
  • Square Feet 2,142
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing

Nicely maintained home in town. This home offers a main level bedroom and bath with laundry, three nice sized bedrooms upstairs, and lots of room to spread out downstairs. Easy location for walking to town for a coffee or up to the pond for a swim. Separate one car garage for storage or workshop.

Listed by Dorothy Griswold of The Clerkin Agency,P.C.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 4923750

  • Commercial
  • Square Feet 2,450
  • Year Built 1997
  • Acreage 0.48

Tremendous Business opportunity! Zoned "Roadside Business", this former McDonalds restaurant provides countless commercial options. Building is currently empty and ready for immediate occupancy, ample parking, excellent location on Route 5 just north of the Windsor Village. Minutes to I-91, and short distance to the upper valley/Dartmouth region!

Listed by Justin Ranney of Coldwell Banker Homes Unlimited

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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96 Cole Hill Road Windsor VT 05089

Windsor, VT96 Cole Hill Road

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4926419

  • Residential Single Family
  • Square Feet 924
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2

Set back from the road, and buffered by trees, this cozy 2BR, 1 BA home. Front deck. Eat-in kitchen with plenty of cabinets and counterspace. Nice sized living room with woodstove insert. Full bath. Basement has been started -- finish it off for a game room; potential space for an office. Primarily level yard for gardens, play area or perhaps a pool? Country living atmosphere yet close to Town for shopping, and restaurants.

Listed by Amy Messina of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 Terrace Street Windsor VT 05089

Windsor, VT2 Terrace Street

Price$220,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932066

  • Residential Single Family
  • Square Feet 1,728
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Several generations have enjoyed the quiet comfort of this quaint New England home. The current owner has lived here since 1962. It's that loved! A perfect place to take in the outdoors as there are so many options for recreation to choose from. It's like the old neighborhood with youngsters riding their bikes safely on the dead end streets or walking to neighborhood Mill Pond only a kids minute from the front door. How about hopscotch in the middle of the road because there are only 2 other homes on a street where neighbors still come out and chat and lend a helping hand. It's a Town of Mayberry setting if there ever was one in today's fast paced world. The home has 4 good sized bedrooms with an option for a 1st floor bedroom or office. Natural woodwork and hardwood floors speak to an era where quality craftsmanship was a standard in home building. The "attic" is asking for someone to breath life into it by bringing heating and drywall to a space which would make a stunning primary bedroom suite with village and possibly pond views. There is so much to love about the charm, style and grandeur of this generational home. Come see all it has to offer and with a little polish, she will be stunning!

Listed by Leila Tarantelli of Keller Williams Coastal Realty/ Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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9 Dewey Avenue Windsor VT 05089

Windsor, VT9 Dewey Avenue

Price$195,000

Est. Mortgage: $/month

MLS Number 4935667

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,000
  • Construction Existing

Located in a friendly neighborhood on a quiet, dead-end street, just down the road from the school, this charming 2 bedroom, one and ¾ bath home is perfectly located offering easy access to all the amenities of Windsor and the Upper Valley. The large driveway is perfect for 2 car parking right in front of the spacious shed, great for any outdoor equipment storage. The covered front porch is perfect for chatting with neighbors, or enjoying time outside. And you still have a great back yard and deck off the kitchen, great for setting up outdoor dining and grilling in the warmer VT months. Inside, on the first floor you can find the cozy living room, shared dining and kitchen space and the 3/4 bath. The kitchen includes a stainless steel 5 burner gas stove, large countertops for cooking, and an additional entrance inside the home from the back of the house leading to the backyard/driveway. Your dining space has a rustic brick corner wall and a beautiful arched doorway leading to the living space. The second floor holds both bedrooms and a full bath. Each room has plenty of storage space with large closets and plush carpet flooring. A full unfinished basement completes the interior of this home- great for any additional storage you could need! You won't want to miss this place, come check it out today!

Listed by Livian Vermont of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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1092 Weeden Hill Road Windsor VT 05089

Windsor, VT1092 Weeden Hill Road

Price$185,000

Est. Mortgage: $/month

MLS Number 4924299

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,452
  • Construction Existing

Enjoy the peace and quiet of the countryside at 1092 Weeden Hill Road, on the West Windsor - Windsor town line. The circa 1863 Cape Cod style charmer has plenty of space for the whole gang. Bring your imagination and your elbow grease to update to your taste and use! Nice big yard for the kids to play and for your garden. Conveniently located off both County Road and Brownsville-Hartland Road. Perfect opportunity for the handy buyer. This wont last!! Schedule your showing now!

Listed by Geoff Eckler of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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19 Coolidge Court Windsor VT 05089

Windsor, VT19 Coolidge Court

Price$169,000

Est. Mortgage: $/month

MLS Number 4937453

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,248
  • Bathroom 1
  • Construction Existing

Well loved, 3 bedroom, Windsor home with garage/workshop offers a quick commute to the Upper Valley and a short walk to town! This mid-century charmer is ready for your finishing touches, offering bright, sunny rooms and space for the family. Don't wait!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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135 Main Street Windsor VT 05089

MLS Number 4869029

  • Commercial
  • Year Built 1952
  • Square Feet 1,215

OWNER SAYS SELL!!!! Your chance to own an iconic piece of Windsor history and continue a wonderful tradition and make it your own. This Worcester Diner Car is fully equipped and ready for new owners. With over 50 seats, there is profit to be made during breakfast, lunch and dinner if you choose. Call today to set up a tour.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 Dewey Avenue Windsor VT 05089

Windsor, VT18 Dewey Avenue

Price$119,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932145

  • Residential Single Family
  • Bathroom 1
  • Square Feet 1,164
  • Bedrooms 2
  • Construction Existing

Investors take notice: this is currently rented and could be a nice addition to your portfolio. Or... are you ready for your first home and want to put your own finishing touches. Great, open concept, ready for new vision. This is a manufactured home set on a full foundation with nice, 2 car under garage. There are 2 bedrooms on the main level with some finished space in the basement. Excellent, in town location, within minutes to the hospital, recreation, the school, parks, and only 4 miles to the Interstate.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 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 November 30, 2022 9:24 PM EST.