Historic Homes

1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 8,154

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

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

$
$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4748 Vermont Route 313 Arlington VT 05250

Arlington, VT4748 Vermont Route 313

Price$989,000

Est. Mortgage: $/month

Pending

MLS Number 4860010

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,002

Historic 1780's Colonial estate referred to as "Ondawa". This well preserved and tastefully updated twelve room gem offers 84 acres surrounded by mountain views and the Battenkill River. 800' of private access to this famous river for fishing, swimming, kayaking, canoeing. Just the right mix of pasture, woods and trails for gardening, hiking, snowshoeing or skiing on your own land. A first floor master suite, three additional bedrooms, and great room with impressive marble fireplace. Colonial hand painted wallpaper in the parlor offers charm and grace. Updated kitchen with new floors, top of the line appliances and quarts countertops. Relax and enjoy the fabulous pool room with wet bar that walks out to the newly renovated barns. Garage and barn have updated foundations and the recent addition of a new timber framed drive in workshop makes this estate a one of a kind. Don't miss the French doors that lead out to the covered marble patio overlooking the English gardens. Breath in the fresh country air and feel the Ondawa magic. Only 3 hours from NYC and 3.5 hours from Boston. 40 min to Saratoga night life and racetrack. Ski Mountains Stratton and Bromley 30 min and farmer market only 10 minutes away.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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632 Holy Smoke Road Shaftsbury VT 05262

Shaftsbury, VT632 Holy Smoke Road

Price$875,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864642

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,685

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 Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2843 Maple Hill Road Shaftsbury VT 05262

Shaftsbury, VT2843 Maple Hill Road

Price$750,000

Est. Mortgage: $/month

MLS Number 4868269

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,021

Charming and true 1856 Farmhouse with 89 pastoral acres including both sides of the Fayville Branch featuring views of the Taconic and Green Mountain Ranges. Vermont Marble patio and steps grace the entrances to this three bedroom two bath home with an option for a fourth bedroom on the first floor. Large two story 30x40 barn and a second 28x21 barn. The home overlooks rolling fiends, apple trees and beaver pond with timeless stonewalls and trails. A nice mix of field, hills and water grace the property. Very quiet setting on a town maintained dirt road. Love and care has gone into all the thoughtful updates to maintain the home's history and character. A two car garage next to the home with a marble walkway makes for easy living. The screened in porch, beautiful landscaping and natural shade complete the perfect Vermont setting. Maple trees supply sap for your very own Maple Syrup and the value of the natural timber on the property is significant. 12 min to Manchester, 20 Min to Bennington, One Hour to Albany Airport, About 3 hours to NYC or Boston. Come see this Vermont Gem today!

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Monument Avenue Bennington VT 05201

Bennington, VT11 Monument Avenue

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864908

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Exceptional historic residence in the heart of Old Bennington! This stately home has been beautifully maintained and is rich in architectural detail including original floor boards, three large fireplaces and exposed beams. Enormous gourmet kitchen with high end appliances, soap stone countertops, a large island, butler's pantry with a second refrigerator and a large seating area. The large living room features a central fireplace, looks onto beautiful Monument Avenue and leads to a large sun porch filled with natural light. The dining room is full of colonial charm and features a huge, original fireplace and is large enough for a banquet size table. This large home has been thoughtfully upgraded throughout the years and has wonderful practical aspects such as full insulation, a large laundry room, walk in coat closet, ample storage throughout and a cavernous basement featuring original stonework. Five bedrooms (two en suite) with beautiful wooden floors and moldings, three and a half baths (all updated) and a large parlor with a wood stove complete this amazing home. The park-like grounds are approximately 2 acres and feature a large two car garage. This is the best of both worlds - living on the most desirable street in southern Vermont with bucolic views to the west and amazing sunsets all year long. Quick trip to train and airport make this an ideal residence for those that require proximity to New York or travel extensively.

Listed by Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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88 Monument Avenue Bennington VT 05201

Bennington, VT88 Monument Avenue

Price$580,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4843499

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Built by Pliny Dewey in the early 1800's, the Son of the First Pastor of the Old First Church. This beautiful Center Hall Colonial has been tastefully restored retaining many original features including 4 fireplaces, one of which came from the State Arms Tavern once located on the site of The Bennington Monument. Stunning and tastefully appointed kitchen with soap stone countertops and Butler's pantry with prep sink. Dining room boasts beautiful wainscoting repurposed from the original pew doors of The Old First Church. Offering 4 large bedrooms (2 on-suite) and 4 baths (2 with original clawfoot tubs). Much to love with this Old Bennington home with handsome foyer, bright light filled library, and hardwood floors. Elegantly situated on 3 acres with mature landscaping. Beautiful walking trail behind the property owned by the Bennington Museum. A perfect location in the village with easy access to NY and MA.

Listed by Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 West Road Bennington VT 05201

Bennington, VT34 West Road

Price$569,000

Est. Mortgage: $/month

MLS Number 4840013

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6

Large home in highly desirable historic neighborhood of Old Bennington. Was originally a single family home but currently is setup as a 4 unit. Would take a little work to convert back to a single family. Grand columns, lots of space, large porch and so much more. 7 total bedrooms, 5 and half bathrooms, many possible layouts. Offers 1.56 acres and 4 car detached garage.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5206 Vermont Route 7A Shaftsbury VT 05262

Shaftsbury, VT5206 Vermont Route 7A

Price$549,900

Est. Mortgage: $/month

Pending

MLS Number 4849917

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,812

Steeped in history, the c. 1763 Elijah Bottum home is one of gracious proportions and original charm. No fewer than 5 fireplaces in addition to the impressive beehive brick oven with copper kettle in the kitchen which is still used today to bake the occasional pizza and to provide heat on wintry days! Wide plank floors and original carved woodwork. Generously sized bedrooms, updated baths. New stainless appliances in the kitchen. Beautiful enclosed porch has brand new windows and woodstove as well as a sauna creating a space to be enjoyed all four seasons; a special place to enjoy your morning coffee or a glass of wine at the end of the day while looking out over the 12.9 acre parcel. Plenty of space for animal husbandry and gardening. A wonderful blend of old and new and a very comfortable home! Current owner has had success with VRBO.

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1378 Morgan Street Bennington VT 05201

Bennington, VT1378 Morgan Street

Price$499,900

Est. Mortgage: $/month

Pending

MLS Number 4861110

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,712

Everyone's dream of Vermont living, this c. 1820 Colonial style farmhouse with frontage on the South Stream offers many possibilities! The home is gracious and comfortable with updated kitchen and baths, open gathering spaces including the beautiful sunroom addition, living room and family room on the first floor as well as first floor master suite and laundry area. On the second floor is an in-law suite with second kitchen/living area (currently used as an AirBnB with one of the guest bedrooms), two additional bedrooms, bath and office/study. The 3,462 square foot barn currently houses a wreathmaking and Christmas tree shop on a separately deeded portion of the 4.57 acre parcel. Whole house generator offers peace of mind and solar array generates plenty of power. For those of an entrepreneurial spirit, both businesses provide an exceptional opportunity to produce income, however the tree farm could be operated as a passive business by hiring out the management of the trees or the property could easily be returned to a thoroughly residential use, you decide!

Listed by Vicki Wilson of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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230 Walloomsac Road Bennington VT 05201

Bennington, VT230 Walloomsac Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4869951

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1

This 1901 Carriage House estate is tucked away waiting for someone to restore it to better than it's original glory! Rare to see this much acreage! Set on almost nine acres of stunning grounds and woods/trails with a view of Mount Anthony, the property sits partially in Old Bennington. Minutes walk to Monument or stroll downtown to shops and restaurants. Inside you'll see gorgeous beadboard walls, stone fireplace, one bedroom/bath existing, sunroom facing Mt Anthony! Comes with new furnace, new windows, and new oil tank. This project is not for the faint at heart but your results will bring you a once in a lifetime home.

Listed by Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 23, 2021.