Windsor

Explore the latest real estate for sale in Windsor, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

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153 Pembroke Road Windsor VT 05089

Windsor, VT153 Pembroke Road

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4819544

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 17
  • Bathroom 21

The Windsor Mansion, sits high on Juniper Hill within the town limits of the historic hamlet of Windsor, Vermont. Built in 1902 by prominent New York lawyer Maxwell Evarts and listed on the National Register of Historic Places, it has welcomed countless distinguished guests in its storied past including Presidents Theodore Roosevelt, Woodrow Wilson, and Calvin Coolidge. The stately 17-bedroom Colonial Revival home is perched on 14 private acres replete with breathtaking views of Lake Runnemede, the Cornish Hills, and Mount Ascutney. A recent million dollar+ restoration and renovation project, though large in scale, beautifully preserved the elegant historic integrity of the original design while complementing with state-of-the-art modern amenities. Sprawling lawns with impeccably manicured gardens and an expansive deck and patio overlooking the Connecticut River Valley make it the perfect setting for entertaining friends and family. Currently the property is operating as an Inn but could also make a spectacular large family home. Only 19 miles to Hanover, NH/Dartmouth College and 16 miles to Woodstock, Vermont, Windsor Mansion is centrally located to all the best that the Upper Valley and New England have to offer.

Listed by David Donegan of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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1672 Hunt Road Windsor VT 05089

Windsor, VT1672 Hunt Road

Price$905,000

Est. Mortgage: $/month

MLS Number 4791655

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 5

Kimball Brook Farm, C. 1789, has a storied history. It was once the residence of author and music critic Marcia Davenport, and is featured in her 1967 autobiography, “Too Strong for Fantasy”. Residents of Windsor report that Katherine Hepburn, a long-time friend of Ms. Davenport's was a visitor to the farm. This spectacular home embodies rambling country elegance and provides generous amounts of room for entertaining, family gatherings and/or events. Kimball Brook is comprised of 8 bedrooms and 5 baths - a total of 5,300 sq feet. There are both large formal areas and cozy spaces, which along with its 5 working fireplaces, highlight the farm's classic Vermont country character. The systems and structure, including heat, water, roofing, siding, foundation, and security have all been intelligently updated with state-of-the-art systems and materials. The large antique barn is a remarkable entity, providing space for projects, animals, vehicles, or celebrations. The property is nestled in a quiet valley amidst the rolling hills of historic Windsor on 32 ac of mixed open and wooded land, overlooking a pond with views into New Hampshire. It is a very short walk (or snowshoe, or bike ride) to an 900+ acre State Wildlife Management Area that provides the many year-round, outdoor activities enjoyed by all Vermonters. Despite its privacy and tranquility, the farm remains easily accessible to local attractions, including Hanover, NH and Woodstock, VT, both within 20 minutes.

Listed by Seth Warren of Seth Warren Real Estate

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Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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17 Moonrise Hill Windsor VT 05089

Windsor, VT17 Moonrise Hill

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815846

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

You won't find a more perfect setting. This post and beam cape set on 8+ acres offers a spacious kitchen, open floor plan, 3 large bedrooms, a den and detached garage. Located in a private yet convenient location with a large covered porch to take in the beautiful view of the meadow. The sellers have added solar energy and electric splits for heat and air conditioning making this home practically free of utility costs. This home is sure to provide a peaceful haven away from it all.

Listed by Wendie Wright of Coldwell Banker LIFESTYLES - Hanover

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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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66 State Street Windsor VT 05089

Windsor, VT66 State Street

Price$250,000

Est. Mortgage: $/month

MLS Number 4819922

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3

This home is truly a gem. Nicely updated with modern touches and old world charm. With a versatile floor plan this home currently offers an eat in kitchen, formal dining room, parlor, formal living room and a fireplaced den. The 3 season porch with gas woodstove is the perfect place for morning coffee, dinner on a warm summer night or leisurely visits with friends. Working from home? There's an office with private entrance that's ideal today's worklife. Topping it all off is a studio apartment with separate entrance that brings in $1200/mo in rent. Don't want to rent? It would make a perfect in-law spot too.

Listed by Kasia Butterfield of Coldwell Banker LIFESTYLES - Quechee

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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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10 Meadow Lane Windsor VT 05089

Windsor, VT10 Meadow Lane

Price$219,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4806057

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Lovely updated one level living home in wonderful neighborhood of similar homes. Freshly painted rooms, new kitchen counters and flooring. Spacious living room with wood fireplace, hardwood floors throughout. Lovely back yard with patio area and a fenced in dog kennel. Full basement offers tons of storage space or future family room space. Large attached two car garage, paved driveway walk to main street and an easy commute to the Upper Valley.

Listed by Gerry Stark of RE/MAX Upper Valley

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%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Dorrance Street Windsor VT 05089

Windsor, VT9 Dorrance Street

Price$209,000

Est. Mortgage: $/month

Pending

MLS Number 4806608

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

Lovely, well-maintained 4 bedroom, 1.5 bath, home situated on a beautifully landscaped half acre lot. Multiple special features include an eat-in kitchen, gleaming hardwood floors, propane stove in the den, fireplace in the living room and a spacious play room in the basement. You'll love the detached garage that includes a work-shop room in the back. This classic two story home is solidly built, well maintained and in move-in condition, not to mention part of a great neighborhood that is walking distance to Kennedy Pond. BONUS: Seller has a transferable share of a sun common solar array at $76 per month that off sets 100% of electric usage.

Listed by Cheryl Herrmann of RE/MAX Group One Realtors

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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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25 Sherwin Avenue Windsor VT 05089

Windsor, VT25 Sherwin Avenue

Price$209,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4802882

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Located on the corner lot of a dead end street sits this charming home.Tons of potential with spacious rooms and an apartment above the heated two car garage. Newer windows, standing seam roof, and Thermopride furnace. Natural wood throughout and the three season porch add to the home's charm. With both privacy and ideal proximity to village and recreation amenities, this home is sure to please. Bring your own ideas, and make this home your own.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Kiniry Street Windsor VT 05089

Windsor, VT1 Kiniry Street

Price$201,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815254

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

Lovely, Newly renovated Move in Ready 3-Bedroom 1-Bathroom Ranch style home located in the Historical Town of Windsor. This home has plenty of new upgrades. New Roof, New Deck, New Flooring, New Hot Water Heater, Large fenced in private yard, updated windows and a detached garage for extra parking and storage with a paved driveway. Just a short walk to enjoy the beautiful Kennedy Pond.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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23 Clough Avenue Windsor VT 05089

Windsor, VT23 Clough Avenue

Price$189,000

Est. Mortgage: $/month

Pending

MLS Number 4807884

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

Move in ready! This Three Bedroom sturdy home is located in a quiet neighborhood, close to schools and shopping! Many upgrades including New Kitchen, New Bathroom, NEW FURNACE!! and New Oil tank. This charming home has Hardwood floors, tile floor in bathroom and new Laminate Kitchen floors. There is a big deck off the eat-in Kitchen to enjoy some peace and quiet in the big Fenced in backyard. Lake Runnemede close by. Many built-ins and Closets for storage. This property offers a Garage with extra room for storage and a paved driveway.

Listed by Tricia Husain of Bassette Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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55 Main Windsor VT 05089
Active With Contract

MLS Number 4782518

  • Commercial
  • County Windsor
  • Acreage 0.68

Downtown commercial / retail building on large level lot with plenty of onsite parking. Main building is 30X60, large windows, heated and cooled by heat pump, open span, on slab, 1/2 bath, presently utilized as a bicycle / ski retail / repair shop. An unfinished building behind the main building was formerly a car wash, has two tall drive-through doors, high ceiling, on slab, 18X36.

Listed by Seth Warren of Seth Warren Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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10 Clough Avenue Windsor VT 05089

Windsor, VT10 Clough Avenue

Price$179,000

Est. Mortgage: $/month

MLS Number 4799715

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

This spacious, low maintenance home in the Village of Windsor offers comfort and convenience. It has an updated kitchen, baths, appliances, hot water heater, oil tank and a new pellet stove and deck. Its' floor plan offers a space for everyone. All this is walking distance to schools and many town amenities. Just $179,000.

Listed by Diana Cushing of Montshire Properties

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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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51 State Windsor VT 05089

Windsor, VT51 State Street

Price$169,900

Est. Mortgage: $/month

MLS Number 4785589

  • Multifamily Multi-Family
  • County Windsor
  • Property Type Multi-Family
  • Square Feet 3,097
  • Acreage 0.63

Great location - ideal for owner occupied w/a 3 br apt on 2nd floor. Harvey replacement windows and buderus boiler. Great upside for additional income for investor.

Listed by Don Chabot of Town and Country Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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38 Elm Street Windsor VT 05089

Windsor, VT38 Elm Street

Price$169,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819175

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 1

A neat house awaits you! Located in Windsor village on a quiet street...a corner lot that is an oversized parcel with giant lawn space on both sides. Take a peek at the aerial. A super low maintenance home with a metal roof and vinyl siding. There is an oversized two car garage with a shed attached. Enter through the front screen porch and then into the bright living room. There are new windows throughout for efficiency. Head through the archway to the dining room. There are two bedrooms on the main floor. One is a giant sized room that was two bedrooms in the past, and could be again. Full bath with great stack washer and dryer and a towel warmer! There is a full staircase to the attic area...you could create overflow office or den or maybe even another bedroom up there. Kitchen is loaded with storage. Efficient, too....new wiring, foam insulation, pex plumbing, vinyl siding. Off the kitchen you will step out onto a large deck overlooking the lawn, garden space and giant trees. Over on the other side, you have another huge side lawn and a two car garage. This is a quiet neighborhood for all to enjoy. It's a quick walk to town and an even shorter walk to the rec area at the pond! Handy to town and an easy ride to the upper valley. There is much to love in this home....see for yourself!

Listed by Betty McEnaney of TPW Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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101 Main Windsor VT 05089

MLS Number 4510101

  • Commercial
  • County Windsor
  • Acreage 0.2

Diverse commercial space ready to have new owners move in and add to the long list of successful businesses that have graced these buildings. From Blacksmithing to a Point Shop and on to Plumbing, Guns, Woodworking, and so much more. If you've been thinking about having a great store front, and plenty of storage, now is the time to JUMP. Come join Windsor's growing economy, all while being 4 miles to I-91. Owner will consider seller financing.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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14 Central Street Windsor VT 05089

Windsor, VT14 Central Street

Price$132,900

Est. Mortgage: $/month

MLS Number 4820161

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 1
  • Bathroom 2

What an amazing way to live.... Beautifully designed home in the village of Windsor, with ease of maintenance, easy to heat, walking distance to all town amenities, and a garage. It may be only 1 bedroom, but you will feel the warmth in this home, as soon as you walk in!

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Windsor VT 05089

Windsor, VTLot #42 Paradise Drive

Price$96,000

Est. Mortgage: $/month

MLS Number 4813958

  • Land
  • County Windsor
  • Property Type Land
  • Acreage 19.01

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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11 Maple Street Windsor VT 05089

Windsor, VT11 Maple Street

Price$89,500

Est. Mortgage: $/month

MLS Number 4788840

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

Affordable village home with 2 br's, 1.5 baths, applianced, eat-in kitchen and a walk to school and shopping location. Maintenance free vinyl siding and standing seam roof. Owner says sell!!!! Price reduced

Listed by Don Chabot of Town and Country Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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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157 Marcy Court Windsor VT 05089

Windsor, VT157 Marcy Court

Price$89,000

Est. Mortgage: $/month

MLS Number 4820118

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

Great opportunity for a starter home or to add to your investment portfolio! Enjoy the efficiency, walk to all of downtown and the school in minutes, and the outdoor space is low maintenance yet big enough for a small garden and outdoor cooking. This suitable quaint home has plenty to appreciate and may even cost less than rent. Newer roof and hot water heater.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Windsor VT 05089

MLS Number 4786552

  • Multifamily Multi-Family
  • County Windsor
  • Property Type Multi-Family
  • Square Feet 3,488
  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Windsor VT 05089

Windsor, VT191 Channing Drive

Price$53,000

Est. Mortgage: $/month

MLS Number 4813956

  • Land
  • County Windsor
  • Property Type Land
  • Acreage 0.3

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 RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 Windsor VT 05089

Windsor, VT132 Strawberry Hill

Price$40,000

Est. Mortgage: $/month

MLS Number 4808562

  • Land
  • County Windsor
  • Property Type Land
  • Acreage 1.07

On the corner of a private little neighbor, this lot 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 RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 2.99% last updated on Jul 30, 2020
* 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 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 3, 2020.