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Vermont Homes for Sale with 500+ Acres

Search homes with over 500 acres for sale in Vermont. All homes below are under $200k. To save your favorites, register with us and you can get email notifications when similar properties are posted. Already have an account with us? Log in here.

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21 Havelok Hill Road, Strafford, VT 05072

Price$4,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4712391

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

"HAVELOK HILL" is privately situated in the midst of +/- 600 acres in lovely Strafford, Vermont. The land component is the most extraordinary parcel our firm has ever offered for sale, including absolutely stunning long-range mountain views from the main residence that includes the White Mountains of New Hampshire to the east, and to the west, the Green Mountains of Vermont including direct views (from the patio area) of Mt. Ascutney, Okemo, Killington, Pico, Camels Hump and Mt. Mansfield (Stowe) among others. The property has five secluded ponds, approximately 200 acres of upland meadows, and eight miles of improved interior roads and riding trails for every conceivable type of outdoor activity - all on your own private compound. The main residence is situated at the height of land, perfectly oriented towards the views. The present owners spared no expense in designing a residence of the highest quality and taste, centered around a magnificent 1,500 square foot (30 x 50) wood-paneled great room ("the concert hall") with a 24-foot vaulted ceilings, 8-foot custom-built mahogany french doors to the patio/view, and a massive fieldstone fireplace. The property also includes a four-bedroom guest or caretaker's cottage - nearby but out of view of the main residence. Located nearly equidistant between Woodstock, Vermont and Hanover, New Hampshire, Havelok Hill offers incredible privacy and quietude, with access to the best the Woodstock-Hanover area has to offer.

Listed by John Snyder and Andrew Holson of Snyder Donegan Real Estate 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: 4.94% last updated on 2018-11-15

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

2356 Lovers Lane, Chester, VT 05143

Price$3,940,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4507606

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

This 1,881.19 acre farm in Southern Vermont has been assembled over 40 years and carefully managed as a family retreat providing complete privacy and excellent views. The property includes a c1819 Farmhouse with 4,930 s.f. and 6 bedrooms, Guest House with 2 bedrooms, 2 Antique Post & Beam Barns, and a secluded Log Cabin. The diverse landscape has 60 acres of meadows suitable for agriculture, a stocked 2-acre pond, orchards, streams, and 3.5 miles of top grade access roads throughout the property. The 1,839 acres of carefully managed northern hard wood forest, predominate in Sugar Maple, has a Timber Capital Value estimated at $2.67M. Located 4 hours from NYC, and 2.5 hours from Boston.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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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: 4.94% last updated on 2018-11-15

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

1048 Black Hole Hollow Rd, Arlington, VT 05250

Price$3,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Bedrooms 8
  • Bathroom 7
  • Construction Existing

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a large greenhouse with sitting area and Koi pond. Other buildings include 4 additional residences, a 2-bedroom apartment, horse & hay barns and a sugar house. Only 7 miles from Cambridge, NY, 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks and Wade Weathers of LandVest, Inc/Woodstock

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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: 4.94% last updated on 2018-11-15

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

864 Rogers Road, Rupert, VT 05251

Price$3,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Listing Agent Name Andy Reed
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 642 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property also has separate guest house and caretaker quarters. Property is managed for high quality timber production with a current Standing timber value at 1.2M and can be offered with an additional 278 acre building lot of mixed forest and open land .

Listed by Andy Reed and Elena Atwill of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

2356 Lovers Lane, Chester, VT 05143

Price$3,150,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4669793

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bedrooms 1
  • Square Feet 650

One of the best investments on the market today. Chester Forest consists of 1,803.79 acres of well-stocked and managed forest with over $2.6 million of standing timber, dominated by Sugar Maple. On the property is an easily accessible 650 square foot log home built in 1991 from logs harvested from the land and set in an apple orchard field with tremendous views to the southwest.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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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: 4.94% last updated on 2018-11-15

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

1631 Clifford Farm Road, Sharon, VT 05065

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4711647

  • Residential Single Family
  • Listing Agent Name Dean Goulet
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Sunrise to Sunset, up on Highland Farm. Often used as a wedding venue, this hilltop setting cannot be matched. 500 acres to explore, offering secluded meadows, hayfields, ponds, miles of trails, managed woodland, glorious views, and end-of-road privacy. The 1993 main house is perfectly positioned overlooking the spring fed ponds and approximately 20 open acres, convenient to the horse stable, equipment barn, and trails. The guest or caretaker house was built in 1984 and features a fantastic view from the open floor plan. Main farmhouse is furnished and includes many additional items.

Listed by Dean Goulet of Dunrovin Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

322/332 River Road, Newfane, VT 05345

Price$2,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4726238

  • Residential Single Family
  • Listing Agent Name Sally Fegley
  • Construction Existing
  • Bathroom 13
  • Bedrooms 14

The Winchester Compound sits on one of the most beautiful sites in all of Vermont. The equestrian estate, comprised of two original farm houses and barn, stables, riding rings and pastures, an apartment and a total of 682 acres, lies in the scenic West River valley. It includes 50 acres of grassy open meadow with 30 fenced in paddocks, two outdoor riding rings, three miles of riverfront, and eight miles of wooded trails on the mountain side of the property. The world-class 42,376 square foot stables feature an indoor riding ring, 48 stalls, a tack room, a wash room and a break room. The stunning year-round residence or family vacation retreat is only minutes from I-91. On the private yet easily accessed River Road, it is just outside Newfane village, an historic district and county seat of Windham County. NOTE: Seller will consider separating parcels.

Listed by Sally Fegley of BHG Masiello Brattleboro

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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: 4.94% last updated on 2018-11-15

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

319 Vincent Road, Troy, VT 05859

Price$2,499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4662147

  • Residential Single Family
  • Listing Agent Name Daniel Maclure
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

950-acre farm, all contiguous, with 3-miles of Missisquoi River frontage that also borders Big Falls State Park. Land offers 300A tillage & 600A mature woodlands, and there is a Timber Valuation Report on file. Great soils which lead to many possibilities. Ideal for hemp! Valuable gravel resource and potential for residential development on the northern part of this farm with village water and sewer. Located 2 miles from Canadian border, 90 minutes from Montreal, 10 minutes from Jay Peak, 20 minutes from Newport's Lake Memphremagog. Homestead includes a 3-bedroom 3-bath home with Great Room, in-ground pool with gazebo, 50-head show barn, 2A man-made pond as well as second barn & living quarters. Miles of road frontage along & through the property. Truly a rare find.

Listed by Daniel Maclure of Century 21 Farm & Forest

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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: 4.94% last updated on 2018-11-15

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

849 Mount Bess Road, Charleston, VT 05872

Price$2,390,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4678063

  • Residential Single Family
  • Listing Agent Name Nicholas Maclure
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

An unspoiled 1639-acre slice of Vermont can be yours as owner of Mount Bess Farm, an ideal place to escape and enjoy nature, wildlife, mountain views, and star-studded skies. This truly unique property consists of 12 separate parcels and includes 2 homes, a shop & horse barn, pond, streams, brooks, gorgeous hayfields, woods, pastureland and miles of interior roads. Ideal for hemp! The house, which overlooks a 1.5-acre spring-fed pond, has had numerous recent upgrades including granite countertops; bath with claw-foot tub, separate shower, and sauna; and modern paint colors adding personality. Friends or hired-hands can utilize the guest house located 1/2-mile from the main house. The shop includes 40x40 heated space with a compressor and electric hoist, heated office, storage, 3/4-bath, and 40x40 cold storage area prefect for tractors, RVs, boats and more. The 56x82 horse barn includes 12 stalls, all with rubber mats, as well as 20x20 office or tack room with 3/4-bath. This property has about 2 miles of road frontage - 1 mile on Hudson Rd, frontage on both sides of Mount Bess Road, which is maintained by the town, plus frontage on Rte 5A. The land is comprised of about 350 acres of crop and pastureland with the remainder being wooded. Enjoy nature walks, snowshoeing, Nordic skiing, ATVing, snowmobiling, hunting, fishing, horseback riding, and much more without leaving the property. Can be purchased with only 732A for $1,690,000 (see #4675602). Broker Owned.

Listed by Nicholas Maclure of Century 21 Farm & Forest

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

1285 Keeler Pond Road, Wolcott, VT 05680

Price$1,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4675400

  • Residential Single Family
  • Listing Agent Name Bateman Group
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Retreat into the Green Mountains with your own 500-acre Vermont country homestead. Thousands of maple trees turn the mountainside into a vibrant shade of red in the fall, and flow with sap in the spring. Terrain includes ledges, terraces, valleys, brooks, waterfalls and views of Elmore Mountain, Worcester Range and Mt. Mansfield. The current owners have operated 6,000 taps and there is potential for approximately 29,000 taps! Enjoy the peace and quiet of the woods from the comfortable 4 bedroom, 3 bathroom, 2,496 square foot log home. Or get out and hike the many trails and old logging roads that exist throughout the property. Fully self-sufficient, the homestead is completely off-the-grid as it is powered by solar and has an upscale 'Buderus' boiler that uses bio-fuel to run the heat.....along with a Hearthstone woodstove and two wood-burning Rumford fireplaces. The power supply, batteries and generator sit in a custom-built, weather sealed outbuilding just beyond the home that is designed and optimized for safe storage and prolonged use of the utilities. Experience the essence of Vermont country living, and if you want to, you can live like it's 1850 but with all of the modern conveniences!

Listed by Bateman Group of Pall Spera Company Realtors-Stowe Village

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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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

171 & 849 Mount Bess Road, Charleston, VT 05872

Price$1,690,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4675602

  • Residential Single Family
  • Listing Agent Name Nicholas Maclure
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

An unspoiled 700-acre slice of Vermont can be yours as owner of Mount Bess Farm, an ideal place to escape and enjoy nature, wildlife, mountain views, and star-studded skies. This truly unique property consists of 7 separate parcels and includes 2 homes, a shop & horse barn, pond, streams, brooks, gorgeous hayfields, woods, and pastureland. The house, which overlooks a 1.5-acre spring-fed pond, has had numerous recent upgrades including granite countertops; bath with claw-foot tub, separate shower and sauna; and modern paint colors adding personality. Friends or hired-hands can utilize the guest house located 1/2-mile from main house. The shop includes a 40x40 heated space with a compressor and electric hoist, heated office, storage, 3/4-bath and 40x40 cold storage area prefect for tractors, RVs, boats and more. The 56x82 horse barn includes 12 stalls, all with rubber mats, as well as 20x20 office or tack room with 3/4-bath. This property has about 2 miles of road frontage - 1 mile on Hudson Road and frontage on both sides of Mount Bess Road, which is maintained by the town. The land is comprised of about 275 acres of crop and pastureland with the remainder being wooded. Ideal for hemp! Can be purchased with an additional 900 acres of contiguous land, making a total of over 1,600 acres, for $2.39M (see #4678063). Enjoy nature walks, snowshoeing, Nordic skiing, ATVing, snowmobiling, hunting, fishing, horseback riding, and much more without leaving the property. Broker Owned.

Listed by Nicholas Maclure of Century 21 Farm & Forest

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

78 Parker Road, Brookline, VT 05345

Price$1,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4703193

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Selcombe, in Southeastern Vermont near Newfane and Putney, is a 750+ acre hill farm beloved by five generations of the same family, a very special place at the end of country road with a vernacular 1819 brick cape. It has the key Vermont retreat components: a brook with an old swimming hole, rolling meadows, stately maples, and complete privacy. Extensive wide recreational trails meander throughout the forest, paralleling old stone pasture walls. This is a property with happy memories, where generations of children have come to fish in the brook, press apple cider or perform impromptu theatre in the English-style barn. The 2,763-square-foot brick cape has three fireplaces, three bedrooms, two baths, and an extraordinary dry stack granite fieldstone foundation. In addition to the barn, there is a corn crib and 3-bay equipment shed. The property is suitable to practice sustainable agriculture, keep horses or just to breathe. The investment value of the property is underpinned by just over 700 forested acres with a Timber Capital Value estimated at $731K. The family hopes the next steward of Selcombe will love it as much as they have for the next 100 years. Located 4 hours from NYC and 2.5 hours from Boston.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

680 Lincoln Ln, Sandgate, VT 05250

Price$1,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4720101

  • Residential Single Family
  • Listing Agent Name Curtis Trousdale
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Imagine 526.8+/- acres of ultimate peace and privacy. Exquisite 270 degree views from immense wrap around decks of this mountain retreat. Seller indicates that the surrounding lands are primarily conserved, so what you see, will likely remain undeveloped. The top quality 3 BR custom log home offers 4,448 SF, finished walkout and views from every room. Open from end to end for ease of entertaining; enjoy the warmth of the massive fieldstone fireplace. Drinks on the veranda, cold beer in the hot tub, all while overlooking your small vineyard and orchard. A stone walled surrounded field is a perfect area for family gatherings or weddings and the owner is asked all the time. The 2 acre spring fed pond has been stocked yearly with trout and is great for fishing, swimming, camp fires and canoeing. 1800's Antique barn with slate roof was relocated to the property piece by piece; this is an amazing find and you can smell the history. Except for the pond and beautiful landscaped home, the acreage is totally wooded. A northern hardwood forest with predominately Maple and Oak is mature and if desired, ready to for the new owners to harvest. For the sportsperson, the whitetail hunting is fantastic. Home is designed to be self-sufficient for months on end if needed with extra fuel storage, generator, freezers, wood burner, and more. Sandgate, Vermont's hidden gem is 30 mins to Manchester, VT & a short drive to Boston, Hartford & NY, NY. Caretakers available for hands off ownership.

Listed by Curtis Trousdale of Preferred Properties

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

170 Doloff Pond, Charleston, VT 05846

Price$795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4708509

  • Residential Single Family
  • Listing Agent Name Michael Conley
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Unusual opportunity to own and invest in a beautiful piece of conserved land with good timberland value. Sugar bush potential. Over 18 miles of hiking trails and groomed and back country cross country ski trails. 20 acre hayfield. Over 2 miles on the stunning Clyde River known for ecological value. Conservation easement. Surrounds the Northwood Stewardship Center. Significant white pine stand, spruce and fur. Yellow birch. American beech. Red maple.

Listed by Michael Conley of Conley Country Real Estate & Insurance

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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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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

3223 VT RT 102, Canaan, VT 05903

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4497167

  • Residential Single Family
  • Listing Agent Name Odette Crawford
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

If you crave privacy with views consider this property: 794 acres with a beautiful home where you will love the panoramic natural views from the large deck. There are 2 private ponds and trails on the property where you can hike, bike or ATV to your hearts content. There are 3 bedrooms, a huge kitchen, gleaming hardwood floors and plenty of room in the over sized attached 2 car garage. You'll never tire of those views and you can sit and enjoy those from the covered front porch. The acreage has frontage on VT RT 102 and has been selectively cut over the years. You can watch the deer, bear, moose, turkeys and more as you share this great property with all the wildlife. This is a one-of-a kind opportunity for the discerning buyer!

Listed by Odette Crawford of Thibeault 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.94% last updated on 2018-11-15

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 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.

 

 

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