Historic Homes

1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

632 Holy Smoke Road Shaftsbury VT 05262

Shaftsbury, VT632 Holy Smoke Road

Price$875,000

Est. Mortgage: $/month

Pending

MLS Number 4864642

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

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: 3.09% last updated on Oct 21, 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

568 Warm Brook Road Arlington VT 05250

Arlington, VT568 Warm Brook Road

Price$795,000

Est. Mortgage: $/month

MLS Number 4881606

  • Residential Single Family
  • Square Feet 2,570
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This beautiful Antique, Federal-style Colonial...thoughtfully restored and impeccably maintained, awaits you and your family! The main floor features spacious living & dining rooms, light & bright kitchen with direct access to the covered back porch & patio area, cozy den with wood stove, a large screened porch with mahogany flooring, laundry room and 3/4 bath. The center hall foyer leads to the spacious second level featuring a stunning mural of Arlington, as you ascend. The generous second floor landing has comfortable seating space and tasteful built-ins. The ample primary bedroom is east and south facing with gorgeous long-range views, the charming guest room welcomes the morning sun, the twin bed room and cozy corner bedroom overlook the fabulous patio and gardens. Two full baths round out the second floor. The large, finished barn contains a 19'x13' architects drawing studio with north-facing skylights, a 19'x17' summer "sleep space" and a 30'x18' entertainment room with a working, large brick fireplace...plus the two car garage. Multiple outbuildings too! Lavish gardens and a large patio area featuring a multi-level koi pond with waterfall, stunning stone walls, an outdoor fire pit and two grills are directly off the kitchen. The meticulously manicured yard, natural gazebo with hammock, multiple vegetable gardens & various fruit trees will delight your family. Are you ready to start living your best Vermont life? Warm Brook Farm is calling you...Welcome Home!!!

Listed by McLaughlin Team of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

11 Monument Avenue Bennington VT 05201

Bennington, VT11 Monument Avenue

Price$695,000

Est. Mortgage: $/month

Pending

MLS Number 4864908

  • Residential Single Family
  • Village Old Bennington
  • Bathroom 4
  • Square Feet 4,541
  • Construction Existing

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: 3.09% last updated on Oct 21, 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

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: 3.09% last updated on Oct 21, 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

5072 Vermont Route 7a Shaftsbury VT 05262

Shaftsbury, VT5072 Vermont Route 7a

Price$529,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4878557

  • Residential Single Family
  • Construction Existing
  • Square Feet 3,179
  • Bathroom 3
  • Bedrooms 4

Spectacular Estate of Judge Nathan Bottum, Circa 1847 Greek Revival home & massive 3 story Post & Beam barn on 10+ acres of rolling pasture. This meticulously maintained property offers an income producing home retail shop and large Apt/Airbnb OR may creatively accommodate several additional bedrooms! Green pastures straddle the Clear Brook, feeding 2 ponds. Historically famed but without the restrictions, the handsome architecture has a spacious circular floor plan: from the foyer north, a formal living room opens to the dining room, a swinging door welcomes you to an eat-in kitchen, laundry, and private south-facing screened porch w/deck surrounded by lilacs, hydrangea and apple trees with views of the Green Mt's. Stunning wide plank floors flow thru the entire home. Off the family room; the south wing offers a 2nd westerly sitting porch, convenient office and a lovely large bedroom suite w/vintage marble sink. Stairs to a private second level bedroom w/beautiful stained glass. An abundance of storage is welcome throughout the house. The huge second floor is accessed from a private hall foyer, to the wonderful sundrenched wide-floor board two BR apt OR is easily converted to multiple bedrooms/nursery/offices. Downstairs, the large kitchen offers a garage w/hallway to a handyman's dream workshop. Two fabulous P&B attics including a studio/2nd office. Breathtaking mountain views w/ gardens. View the creative virtual layouts/edits included w/video of all seasons.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

722 Main Street Bennington VT 05201

Bennington, VT722 Main Street

Price$529,000

Est. Mortgage: $/month

MLS Number 4884362

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,995
  • Bedrooms 9
  • Bathroom 9

A unique opportunity to become the next steward of one of Bennington's most relevant historic properties. Built in 1774 by Joseph Safford for his son, Samuel Safford, and known as the oldest standing home in the east village, this notable property currently operates as a quintessential Vermont Inn but could easily be returned to a single family home, used as a therapeutic facility or provide distinguished office space. 4 fully renovated guest bedrooms w/private baths, each thoughtfully designed and outfitted for guest comfort while preserving historic detail and charm. The additional 5 bedrooms, 5 bathrooms and 3 kitchens, include 2 main level kitchens, a 2nd floor owner apartment w/private entry/kitchen/living/dining, as well as a private inn keeper suite and the potential to convert more bedrooms to inn, office or common space. Recent updates include, Buderus multi zone boiler, oil tank, plumbing, electric and driveway, along with ongoing exterior maintenance. Offered fully furnished with business essentials. Ideally located, walk-able to downtown Bennington but also close proximity to Williamstown, Manchester and nearby ski towns means fun, food and culture in every direction for yourself or guests! 1 hour from Albany Airport, 3 hours to NYC and Boston. This prestigious property has been lovingly maintained by only 4 previous owners, it's your turn to become part of Vermont history!

Listed by Abi Gregorio of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

230 Walloomsac Road Bennington VT 05201

Bennington, VT230 Walloomsac Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

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: 3.09% last updated on Oct 21, 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

55 Monument Avenue Bennington VT 05201

Bennington, VT55 Monument Avenue

Price$485,000

Est. Mortgage: $/month

MLS Number 4884333

  • Residential Single Family
  • Village Old Bennington
  • Bathroom 3
  • Square Feet 2,675
  • Construction Existing

Located on one of the prettiest streets in Bennington, this proud Colonial has been lovingly cared for and is ready to invite you home. Built in 1787, this gem has stood the test of time! Known as the Asa Hyde house, a cabinet maker from Connecticut who came to Bennington to work on the building of the Old First Church. Walk across the street to see his craftsmanship or take a stroll to the Bennington Battle Monument. A short walk to downtown and the Putnam Block with dining, shops and so much more. This grand home has gorgeous wide plank flooring throughout and beautiful exposed beams in the dining room. A lovely guest suite or master suite is located just off the kitchen, and two generous bedrooms (one with a fireplace) plus a study/playroom are on the second floor. Large living room and family rooms are light filled and feature wood burning fireplaces and built in cabinetry. Overlooking the lush back yard and gazebo is a coveted screened-in porch which can be accessed from the foyer, the living room and the dining room. It's the perfect space for al-fresco dining and entertaining! Enjoy the beauty and history of "Picturesque New England" from your front door. This Old Bennington charmer has so much to offer; Three bedrooms, three bathrooms, three fireplaces, an attached garage, and a walkable village location. Easy access to NY and MA.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

185 North Street Bennington VT 05201

Bennington, VT185 North Street

Price$375,000

Est. Mortgage: $/month

MLS Number 4841610

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 2
  • Square Feet 3,831

A must see property with potential as a single family home, or hospitality venue. Built in 1887 and impeccably maintained, the Squire home was one of Bennington's prominent 19th century homes. The impressive Victorian is sited on a .64 acre parcel in a prominent location on North Street. The property consists of 3831 square feet of finished space. The building sits nicely back from the street offering a sprawling front lawn with ample off street parking to the side and rear for vehicles. Three full stories, the former home reflects Victorian period details and handsome millwork throughout. The ground floor offers reception and conference room space, plus large private offices, enclosed porches and an original half bath with marble sink. Include are second floor offices and one third floor office with a reception area. The property would make a nice home business opportunity as well. Fully air conditioned and numerous energy upgrades. A must see.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

Broker Reciprocity

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 October 24, 2021.