Maple Sugaring Land & Homes For Sale In Vermont

Discover the charm and beauty of Vermont with our exquisite selection of homes featuring maple sugaring land. At Josiah Allen Real Estate, we take pride in showcasing properties that not only provide a comfortable living space but also allow you to indulge in the rich tradition of maple sugaring. Imagine waking up to the serene landscape of Vermont's rolling hills and vibrant forests, stepping outside to tap your very own maple trees, and experiencing the satisfaction of producing delicious, pure maple syrup right in your backyard. Our expert team is dedicated to helping you find the perfect home that combines modern amenities with the timeless appeal of Vermont's natural wonders. Embrace the sweet life with Josiah Allen Real Estate -- contact us to find your dream home in the heart of maple country today!

36 Moses Pond Road Weston VT 05161

Weston, VT36 Moses Pond Road

Price$1,595,000

Est. Mortgage: $/month

Pending

MLS Number 4967715

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05161

As you pass the barn, go slowly and enjoy the wildflowers along the driveway. At the crest of the hill, notice the organic fruit orchard on the left, the established herb garden, blueberries, perennials and views. 16+ acres surround you. Designed to last with minimal upkeep, this exceptional custom home, built by local builder Bobby Waite, features exquisite stonework and a lovingly constructed hemlock timber frame. With local stone for counters, floors and vanities, each area of the home is filled with unique architectural vignettes. Thoughtfully laid out with 4 bedrooms, 4 baths, hidden playful spaces, and opportunities for graceful overflow and entertaining, this open concept layout includes vaulted ceilings that create a spacious and inviting atmosphere. Enjoy the warmth of the indoor fireplaces, cook on the stone fireplace on the huge screened porch, and relax in the outdoor sauna, steam showers, indoor jacuzzi or wood-fired hot tub after the day's activities. Sip morning coffee on the thyme scented stone patio overlooking your mountain view or facing the orchard. Weston center, recreation area with tennis courts, and Kinhaven music school are all a short walk, bike, or drive down the quiet country road. Enjoy the Weston Playhouse or ski at one of the local ski areas including Stratton, Bromley, Okemo, Magic, a sort 20-minute drive. This Southern Vermont oasis offers plenty of entertainment right on the property and endless recreation. Showings begin 8/31/23.

Listed by Alison Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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528 & 540 Nichols Hill Road Dorset VT 05251

Dorset, VT528 & 540 Nichols Hill Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4965438

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 6
  • Construction Existing
  • Zip 05251

On an Eastern hillside, between two ridgelines of the Taconic Range, is Goodman Farm. It is reminiscent of an earlier time with two cottages and an antique red barn set at the edge of a spacious hay meadow just outside the village of Dorset. The 187 acres abuts Rupert State Forest with panoramic views, perennial gardens, stone walls and a small pond. Crossing the stone bridge over Goodman Brook and continuing along a carriage width trail to an upper meadow, there is an exceptional building site, which offers complete privacy and spectacular mountain views. The houses include a 2,026 s/f farmhouse built in 1850 with 4 bedrooms and a 2,160 s/f cape built in the 1980s with 4 bedrooms. May Goodman, a former owner and the namesake, was one of the founders of the Dorset Players in 1927. Over the last half century, the owners have lovingly managed the land and created an extensive trail network through the woodlands suitable for walking, riding, mountain biking, or snow shoeing. The large and majestic trees, mostly maple, are a result of a soil rich in lime. According to the forester, these Eastern facing slopes of the Taconic are some of the most productive timberland in the state. Wild elderberries, black walnuts and apple trees abound, and it is an important wildlife corridor. The property is in current use and has a conservation easement with the Vermont Land Trust. 12 miles from Bromley and 24 miles from Stratton. 4 h from New York and 3 h 18 m from Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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558 Bowen Way Clarendon VT 05759

Clarendon, VT558 Bowen Way

Sale Price$800,000

Sold

MLS Number 4965227

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing
  • Zip 05759

Take a look at the beautiful exposed framing with long distant mountain views from the grand room with an open floor plan, you can even see the church tower in West Rutland. There is enough bedrooms for every one with enough space to spread out. The barn could be used to store all the toys or house several horses, there is enough open fields to pasture them as well. Clean up the pond area for summer enjoyment and winter skating Or just stock it with your favorite fish. Take a look at the 3D tour. Easy to show and move in ready. Security system with cameras at the property in use

Listed by Dan Mason of Perrott Realty

Listing Sold by Watson Realty & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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2035 Landgrove Road Londonderry VT 05148
Sold

MLS Number 4956238

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05148

Designed to evoke a seaside cottage, this well-crafted three-bedroom Cape sits on 24+ acres and awaits your creative imagination and finishing touches. The house is in the center of the 24-acres, and offers three light-filled levels of living, high-ceilings, a comfortable layout, and high-quality and energy-efficient mechanicals and appliances. There is a combination of radiant and baseboard heat with central air conditioning throughout. Architectural and design details include natural cedar shake exterior siding, a custom Recla Metal steel roof, and Marvin windows. There is a poured concrete foundation with heat and water service already in place for an extensive addition with a total of 5BR, including those already in place. Architectural plans and a 3D model of the intended design are available. The property offers complete privacy, peace, and solitude, the land around the house is level and open, and there are old trails and meadows as well. Centrally located and just a couple of miles from Londonderry (for your shopping and dining needs) and almost exactly mid-way between Stratton and Okemo for skiing (local favorites Bromley and Magic are even closer).You can enjoy Lowell Lake or Hapgood pond in minutes; summer theater and music options abound; the local Farmer's Market is 2+ miles away; and Manchester, Dorset, Ludlow and Chester are all a 20-25 minute drive. This is a unique property and will offer the right buyer(s) an incredible opportunity to make their mark!

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

Listing Sold by Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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580 Dorset Hollow Road Dorset VT 05251
Sold

MLS Number 4948832

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Fabulous Walk, Bike to Dorset Village Location with 32 Acres of mixed hardwoods and open meadow along 750 feet of Dorset Hollow Road. Multitudes of uses for the land whether it be "as is" tranquil existence set back and elevated from the road, a tennis court or myriad agricultural or Equine interests! This 2001 Timeless Cape Residence ties a covered breeze way to an amazing two level barn where the second level opens on level to the rear grounds. The house features strong architectural bones and details throughout with wide pine floors transitioning through an open lifestyle floor plan, main level Primary Suite and second floor guest rooms. There is a Shaker styled beamed ceiling Kitchen- Family Great Room with Dutch Oven Fireplace and island and walks out to a private terrace. A Dining Room that shall be used, opens to the kitchen and boasts crown moldings and lovely chair rail. The intimate Living Room offers a mantel fireplace, lovely light and comfortable tradition. An ideal main level spacious Primary Suite offering a propane fireplace, vaulted ceiling, walk-in closet and lovely bath with shower and separate tub, main level radiant heat! Upper level boasts two spacious bedrooms, added storage, character such as an alcove seating area and bath. Quite a wonderfully useful Lower level with office or crafting area, gym space, 3/4 bath and a wonderful Adirondack Room featuring tons of custom features center on a stone fireplace. Maple's, Meadow, and Mountain Views! 32 ACs

Listed by Josiah Allen Real Estate,Inc.

Listing Sold by Josiah Allen, Dorset

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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228 S Mountain Road Weathersfield VT 05151
Sold

MLS Number 4939713

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05151

Located near the foot of Ascutney Mountain, this country home, with 13+ acres, has beautiful grounds and offers privacy and space for large gatherings. It is only 5 minutes from I91 and 30 minutes to most Upper Valley locations. As well as Ascutney, Okemo and Killington ski areas are within an hours drive. It contains an open concept living/kitchen/dining space with a stone hearth/fireplace, large windows and cathedral ceiling. Kitchen has recently been updated. One bedroom or den is on the first floor near a 3/4 bath. Upstairs offers two bedrooms and full bath (primary bedroom with bath, second bedroom with balcony overlooking the living space and expansive window taking in the great outdoors). A Spiral staircase leads to a full basement ready to be converted to a family room or extra bedroom. Outside offers a deck, a beautiful new garage with overhead storage and ample yard space.

Listed by Risa Mornis of Covered Bridge RE

Listing Sold by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1000 Wheeler Road Windham VT 05359
Sold

MLS Number 4935735

  • Residential Single Family
  • Bedrooms 1
  • Construction Existing
  • Zip 05359

Off Grid Camp near the VAST Trails, this could be turned into an off grid homestead on 16 acres or used as a snowmobile haven in the winter, Summer getaway a great spot for hunting. Easily assessable by 4x4 with a little work you could get your car in here too.

Listed by Dan Mason of Perrott Realty

Listing Sold by Lowe's Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1751 Under the Mountain Road Londonderry VT 05155
Sold

MLS Number 4930072

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05155

Located on one of Londonderry's prettiest roads, this 192-acre parcel offers the most dramatic long-range mountain views in the area with a 180 degree viewshed looking south, west and north towards Stratton and Bromley mountains (and everything in between). The house is with a much-loved and often-used family “camp” with 4BR/2BA (electric, well, and septic in place). Some buyers will want to undertake extensive renovations, others may opt to rebuild. The land is located on the western slope of Glebe Mountain (the mountain for which Under the Mountain Road is named and home to Magic Mountain Ski Area) and offers a mix of wildflower-filled meadows and the beautiful wooded hillside with hardwoods - imagine the autumn foliage! - and pine groves. It is adjacent to 3500 acres of conserved land known as the Nature Conservancy's “Glebe Parcel,“ which protects the area's most important wildlife habitats and offers much for outdoor enthusiasts. The Londonderry area is home to some of Southern Vermont's best outdoor recreation (skiing at five different resorts within a 5- to 50-minute drive; kayaking at Lowell Lake (5 minutes); walking, running, mountain biking, and snowshoe trails are close, including the West River Trail; shopping and casual and fine dining; and numerous arts and cultural offerings (Weston Theater) are nearby.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

Listing Sold by Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Sale Price$1,335,000

Sold

MLS Number 4918189

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05143

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Listed by Wade Treadway of Wade I Treadway Real Estate

Listing Sold by Coldwell Banker LIFESTYLES - Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1133 Bixby Road Wallingford VT 05742
Sold

MLS Number 4908941

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 1
  • Construction Existing
  • Zip 05742

Family owned Gentlemans Farm for many generations and an idyllic retreat from the hustle and bustle of everyday life. A perfect blend of open land/pastures, woods and distant mountain views including Killington, Pico and on occasion, Okemo. Barns may need some attention but they are there to welcome back cows, horses, poultry and a workshop. Maple trees are awaiting tapping and other trees available for your firewood. Several underground springs and a stream tumbling over rocks and mini waterfalls creates that sound we all love and provides water for the camp. The seasonal camp/cottage has held winter holidays on occasion in its past but will need updates if you intend on year round use and was primarily used as a seasonal recreational getaway by this family. Welcome to the Vermont!

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

Listing Sold by Ridgeline Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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821 Bacon Hollow Road Sunderland VT 05250
Sold

MLS Number 4908629

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05250

Rare find Contemporary home features 4 bedrooms 2 baths perched on 10 amazing acres. Mountains and nature surround with mix of meadows, fields, woods and trails. Main level offers the great room with all open concept living, dining and kitchen. Custom cabinets, honed quartz counter tops, custom cabinets, quality appliances with fabulous center island. Primary suite includes oversized tile shower, duel vanities, generous closet, private commode, natural light and storage. Two additional bedrooms and full bath on main level. Open front deck and covered back porch perfect for entertaining and soaking in the mountain sunset. Finished walk out lower level offers one bedroom, office/workshop, work out area, play area and media room with digital projector included. Radiant heat, propane boiler, hybrid hot water heater and all the perks of a new build. Don't miss the large two car barn style garage with additional covered parking, fenced in garden, chicken coop, in-ground trampoline and play set. Only 6 min. to Manchester, 20 min to Bromley, 30 min to Stratton 1 hour to Albany airport.

Listed by Margretta Fischer of Wohler Realty Group

Listing Sold by Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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4155 Danby/ Pawlet Road Danby VT 05739
Sold

MLS Number 4903821

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05739

Set up high with total privacy and incredible distant westerly views is this beautifully designed and built 2006 single level home. With 9' ceilings, French and sliding glass doors and bay windows the views and light in this home are warm and inviting. Nicely laid out with spacious bedroom suites at each end of the house and a third bedroom or office. The living area includes a living room with marble fireplace and French doors to the deck, generous formal dining room and large open eat-in kitchen with bay window and sliders to the deck. Other amenities include laundry room, attached 2 car garage, huge full basement and Buderus/radiant heating system, and high speed fiber optic internet cable. Incredible views, excellent condition, great location (just a couple miles outside of Pawlet Village). Views and Privacy at its best!!

Listed by Scott Mcchesney of McChesney RE,Inc.

Listing Sold by McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1180 Edmunds Road Danby VT 05739

Danby, VT1180 Edmunds Road

Sale Price$216,500

Sold

MLS Number 4902997

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05739

Outstanding mountain retreat or full-time residence!! Located in a secluded and private setting yet close to all Vermont has to offer - Skiing, Snowmobiling, Hiking, Shopping & More!! Easy ranch style living complete with sugar shack & plenty of storage with ALL sugaring equipment included!! The home is light filled, open floor plan with large bedrooms! Anderson Windows installed just 2 years ago and an over-sized jacuzzi tub! Freshly painted interiors, exterior entry ramp, large cedar lined walk-in closet, new kitchen countertops, cherry trimmed woodwork milled from a local farm!! This truly is easy one floor living! Tastefully landscaped with a great garden spot as well!! The home started off as a camp but was renovated in 2007 with a lovely addition!! This home is all set & ready for you to enjoy the full Vermont experience!!

Listed by Bonnie Chandler of RE/MAX Four Seasons

Listing Sold by Lowe's Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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193 East Street Rupert VT 05776

Rupert, VT193 East Street

Sale Price$350,000

Sold

MLS Number 4899251

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05776

Village Farmstead A special and unique property - The convenience of an in-town location with 18A of rolling meadow and pasture land and a year round brook out your back door. Ideal for a home site with gorgeous southerly and westerly views, great for hunting, horses or other animals. The comfortable early 1900's 3 bedroom home could use some updating but has a lot to offer. The spacious 17x23 family room (rear c1990 addition) with stove would lend its self nicely to french doors and a deck off the back to sit and enjoy the views overlooking the back 18! Finishing off the first floor is a spacious eat-in kitchen, living room, dining room, full bath, 1/2 bath, laundry room and small 3 season sun porch. Upstairs has 3 bedrooms and a 1/2 bath. Many of the systems have been updated, with newer septic system, drilled well, and newer Oil hot air furnace... Outbuildings include a one+ car garage (20x20)with second floor storage, a medium sized barn(24x16) ideal for goats/chickens etc and a small hand hewn beam timber frame corn crib. Walk to the redone newly reopened thriving Shermans store, post office, town office or take a hike out your back door or a bike ride on the nearby rail trail. Centrally located - 20 minutes to Dorset/Manchester area, 35 minutes to Saratoga area. Mettawee School district pre-k thru 6, and school choice for grades 7-12. A very special property at $299,000

Listed by Scott Mcchesney and Robin Chesnut-Tangerman of McChesney RE,Inc.

Listing Sold by Flex Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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871 Cold River Road Clarendon VT 05759
Sold

MLS Number 4899038

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 1
  • Construction Existing
  • Zip 05759

Country setting yet just 2.5 miles to all amenities! Rambling farmhouse features six bedrooms (septic capacity to be verified) has a variety of potential uses including single family residence, easy conversion to a multi-family home, and commercial opportunities including a potential B & B. Massive 9,000 square foot barn provides opportunities for a home business. There is also a sugar shack and an additional outbuilding. Pretty 4.6 acre property has both open yard and gorgeous woods. Located across the street from the Cold River, this home has partial mountain views. A diamond in the rough that needs work, the house is livable while renovations are underway and has been recently lived in. Located in the heart of ski country just 17 miles from Killington, 21 miles from Okemo, and 2.5 miles from Rutland Hospital. Features include beamed ceiling, some softwood floors, formal dining room in addition to an eat-in kitchen, family room with tongue 'n groove paneling, and a loft with witch's window. Enjoy the outdoors from the deck and open the sliders for a nice breeze while enjoying a book in the sitting room. Nice privacy on this corner property which is bordered by woods on three sides. First floor is easily navigable for a handicapped person with three choices of first floor bedrooms and a very large bath with laundry area. Beautiful setting!

Listed by Lisa Friedman of Great American Dream Realty

Listing Sold by Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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2116 Barnumville Road Manchester VT 05255
Sold

MLS Number 4877312

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05255

LOCATION, LOCATION, LOCATION - Versatile Manchester home on 2 ½ private acres in tranquil setting just minutes to schools, ski resorts, vast trails, golf, shopping and fine restaurants. Ideal primary or vacation home with lower level private entry providing potential for the perfect home office. Main level offers semi-open concept living with a wall of windows and doors accessing the front deck. A welcoming floor to ceiling brick fireplace adds wonderful warmth and ambiance to the open area. The brick carries through to the well-designed updated eat-in kitchen including granite counters and neutral light wood cabinetry and pantry. Off the kitchen is a lovely den surrounded by walls of glass bringing the outside woods and gardens into view. There is an unfinished sun drenched 23 x 17 foot family room with wood stove hook up off the main living area offering three full walls of glass and access to the back deck surrounded by nature's beauty. Also on the main level are the Master bedroom and bath with walk in closet, another bedroom and full bath. Finished lower level with tiled mudroom and lots of room for skis and winter apparel with access to the garage. There is a large recreation room off the mudroom with stone wood burning fireplace and lovely bedroom with bath. Laundry, storage room and three-quarter bath complete the lower level. Come enjoy this home for all seasons and delight in the many activities Vermont has to offer. All measurements are approximate.

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

Listing Sold by Josiah Allen, Manchester

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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4075 Kent Hollow Road Rupert VT 05776
Sold

MLS Number 4869262

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05776

West Rupert Classic Vermont Farmstead Set along a quiet town maintained gravel road on +/-35 surveyed acres of gorgeous land is this c1826 3 bedroom, 2 bath classic colonial. The land and setting are truly magical with 5 to 10 acres of rolling meadowland, Oven Brook (a year-round babbling brook) coursing down through the hardwoods, incredible views and a few acres of land across the road from the home to ensure total protection of privacy. The home with its generously proportioned rooms consists of a large eat-in kitchen with wood stove, a study/den with brick wood burning fire place, a huge dining/living room with exposed beams and wood burning fireplace(wood stove insert)and a 3/4 bath with laundry. Adding to the generous living space is a spacious screened porch with distant views to the north and a sun room/green house on the south side. Upstairs are 3 bedrooms, a large landing/sitting area w/ built-ins and full bath. Amenities include a walk-up attic with gorgeous hand hewn beams, a full basement, whole house propane generator and detached 2 car garage with lean-to wood shelter. The house needs a bit of polishing/updating but is mechanically and structurally impressive with a newer oil furnace and oil tanks, all rewired, and has been well maintained. Come hear the sounds of the brook out your window.. Tucked in the hills of Rupert in Kent hollow - 20 minutes to the Dorset/Manchester areas and 35 min to the Saratoga Springs area Mettawee school and School choice 7-12

Listed by Scott Mcchesney of McChesney RE,Inc.

Listing Sold by McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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632 Holy Smoke Road Shaftsbury VT 05262
Sold

MLS Number 4864642

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05262

AMAZING SUNSETS or WESTERN VIEW PERCH from a fantastic 48.7 open and wooded acres on quiet Holy Smoke Road in Shaftsbury. This antique farmhouse infra-structure transitioned the "antique" to modern farmhouse by creating proper drainage, drying out the basement... Clapboards, overhangs, gutter systems, insulation, weatherization, roof, windows and doors. The Post and Beam Cape is circa. 1799 with recent additions creates 3700 SF of living and recreation space. From East to South and West the residence has all day light infused... From Great Room or Dining to Study or Living room all offering fireplaces, hearths and walk out to enclosed sun porches, large terrace or expanded decking giving plenty of the indoor - outdoor lifestyle ease and comfort. The cooks kitchen is galley style now with many options for opening up to living. The family upper level bedroom wing offers the primary suite with bath and additional two to three bedrooms and bath. A separate enchanting guest or primary suite with fireplace is also very inviting. The grounds landscaped and rolling... A firepit circle just added. Attached barn garage and attached rear shed in ideal condition storing all the active gear as well as encouraging a work shop or studio. Plenty of parking for the toys... This is such a special place creating private yet not isolated living with long mountain views... OHHH these Sunsets are not to be missed!

Listed by Josiah Allen Real Estate,Inc.

Listing Sold by Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1509 Stevens Road Killington VT 05751
Sold

MLS Number 4862621

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05751

Located in a very special area known as the Chateauguay, this 116 acre property is the ultimate in private, self sustaining living. Chosen many years ago by the owners and builders of the residence, for it's excellent southern exposure, long distant views to Killington and Pico Mountains, privacy and excellent community. Situated between Woodstock and Killington, the off grid residence was built using logs harvested off the land. Solar supplies all the electrical needs with state of the art Inverter, batteries and backup generator. The house is primarily heated with wood stoves with 2 LP gas Rinnai heaters. There is a large spring fed pond which supports an active trout population. The woodlands consist of primarily mixed northern hardwoods with a system of trails for hiking, snowshoeing, cross country skiing and mountain biking. The property has a 4 car garage/workshop, a 16' x 20' guest cottage with sleeping loft and a woodshed.

Listed by Wade Treadway of Wade I Treadway Real Estate

Listing Sold by Killington Pico Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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445 Trebo Road Chester VT 05143

Chester, VT445 Trebo Road

Sale Price$794,000

Sold

MLS Number 4860366

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 4
  • Construction Existing
  • Zip 05143

This custom one-of-a-kind timber frame home sits on 10+ acres, located just outside the charming village of Chester. The stunning craftsmanship, and superior quality of this home is evident from the moment you step inside. Surrounded by beautiful scenery, the open layout boasts vaulted ceilings in the great room and radiant heat maple flooring throughout. An abundance of natural light streams into the living space where a modern kitchen includes a built-in grill and stainless-steel, Energy-Star appliances. There is an en-suite primary bedroom, guest room, and guest bath on the first floor along with an office/study built for two. A separate entrance from the attached, heated two-car garage opens into a mudroom/laundry room with exquisite slate flooring. The second floor incorporates an open loft area overlooking the great room and surrounded by three bedrooms and a full bath. Central AC, and whole house ventilation allows you to enjoy this home in all four seasons. The pastoral grounds accented by stone walls, an orchard, and a hillside backyard highly favorable for solar panel placement, largely out of view. This idyllic property is close to Okemo Mountain Resort and many golf courses, and the villages of Chester and Ludlow. You must see this stunning home and the beautiful private grounds to be able to . describe the fulfillment of living in this classic Vermont home. Owners are relocating.

Listed by Suzanne Garvey and Michael Normyle of Mary W. Davis Realtor & Assoc.,Inc.

Listing Sold by Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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661 Wright Orchard Road Grafton VT 05146
Sold

MLS Number 4850351

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05146

Not your cookie-cutter house; set on a knoll on over 20 acres of pasture and woodland, facing East, South and West and overlooking pond their 10 ft. deep pond (est 35"x70"). The large main rooms are on the upper floor for light, views, and privacy. Built c. 1970, rebuilt and expanded c. 2005 with loving care and attention to detail. Most living takes place on the spacious and bright upper floor with birds' eye windows to the world. This living room will actually be LIVED in, and you will want to use the sunny dining room every day. 2 finished rooms on first floor (office and hobby room) (Has been used as a bedroom) have entry from drive, making them ideal for home offices or small home business, with fiber-optic internet. Owner has started a small winery here in one of the outbuildings (forerly a "sugar-house), and has a few young vines planted and visible from the living room. The detached red barn houses tractors, lawn mowers, etc. Stone walls evrywhere. The pastures between the house and road were once full of vegetable gardens supplying a small vegetable business; could also be home to a few animals or more grapevines..lots of possibilities on this quiet gravel road only 1.5 miles from "one of the most beautiful villages in Vermont" and general gtore, Library, Tavern/Inn, museums, etc. A little of everything but not too much. This house will not last long in todays market.

Listed by Judy Dickison of Barrett & Valley Assoc. Inc

Listing Sold by Engel & Volkers Okemo

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1442 Watkins Hill Road Poultney VT 05764
Sold

MLS Number 4843806

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05764

The ultimate vermont getaway! Custom built contemporary/ranch, with all of the amemities, located on 112+- private and lovely acres! Special features are numerous and include custom kitchen with granite counter tops and hardwood cabinets, huge greatroom/living room featuring natural stone hearth, large master bedroom with whirlpool bath and doors opening into a 3 season sunroom, spacious octagonal library, and 2 additional bedrroms on first floor. The partially finished walkout basement features it's own living space including a family room, spacious bedroom, and office/ study, with space reserved for a kitchen! The land is a beautiful mix of professionally managed forest and open land, with property taxes reduced through the vt. Current use program! Located in the lakes region and a short drive to killington! A tremendous value!

Listed by Mark Riley Sr of Vermont Forest and Field,Inc.

Listing Sold by New England Lakeside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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3121 South Stream Road Pownal VT 05261
Sold

MLS Number 4835557

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05261

c. 1850 quintessential farmhouse on 65.05 acres of beautiful meadows, pastures and woodlands. 4BR/2BA home with exposed beams and sunny rooms has had some updates including new first floor bath and refinished wood floor still has untapped potential. Large hay barn that has the bonus of an updated 1-bedroom apartment with new windows and new flooring. State of the art wood boiler, hoop house, chicken coop and additional barn that provides dry storage. A rare opportunity to own a true Vermont farm and the lifestyle that it offers.

Listed by Vicki Wilson of Maple Leaf Realty

Listing Sold by Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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746 County Road Pownal VT 05261

Pownal, VT746 County Road

Sale Price$323,500

Sold

MLS Number 4825279

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05261

Built in 1930 and originally constructed as the main lodge of a health and wellness retreat, this one of a kind property is like taking a deep breath. Located down a quiet, country road and set on 8.6 acres w/producing sugar maple and a barn, this 4BR/1.5BA home perfectly balances the old and new! Tasteful & functional updates including a renovated kitchen, standing seam metal roof, major system updates, restoration work and a freshly painted exterior are perfectly coupled with the unique, historic charm retained throughout. The original wood stove, which was used to cook for retreat guests, is still functioning! Entertain family and friends while taking in the mountain views from either the screened in porch, expansive front porch or either of the two upper balconies. In cooler months, everyone will love cozying up in front of the two enormous stone hearths. Nearby access to the Appalachian trail and ski mountains provide even more opportunity for seasonal adventures. A perfect spot to get away from it all, yet so close to the dining and cultural activities in Williamstown, Bennington and Manchester and still only 3 hours from NYC and Boston! Don't miss out on this quintessential Vermont retreat!

Listed by Abi Gregorio of Maple Leaf Realty

Listing Sold by Skihome Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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2365 Monument Avenue Bennington VT 05201
Sold

MLS Number 4822093

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 4
  • Construction Existing
  • Zip 05201

Built in 1785 and under the same ownership since 1950, this 6BR/4BA historic home retains it's original details throughout including 7 fireplaces, hard & soft wood floors, trim work, rounded corners, hand painted wallpaper and grand living spaces. Set on 9.23 impeccably manicured lawns w/two outstanding barns (suitable for livestock or toys!), chicken coop, sugar house, children's play house, shed and established perennial, vegetable & fruit gardens this is a true gentle-person's farm! Conveniently located near downtown shopping, dining and cultural activities you'll be able to enjoy a perfect balance of country and "city" life! Don't miss out on this once in a lifetime opportunity to become the next steward of one of Bennington's most prestigious, historic homes.

Listed by Abi Gregorio of Maple Leaf Realty

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 30, 2023 12:24 PM EDT