Real Estate Management Services Logo

Cummings & Co.

Forging Relationships Throughout Vermont

and narrow your search. If you have fewer than 200 results, you can save your search.

Historic Homes

1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4822484

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 11
  • Square Feet 9,707

Luxury just 10 minutes from Stratton or Bromley Mountains! The serene beauty of Vermont beckons you while you stroll through your orchard, fish the trout stocked stream-fed pond, take a dip in the hot tub, or cool off in the natural stone pool or swimming hole on the river that features a sleeping cabin. For entertainment there is a 3-hole golf course on the property, a shooting barn with an automatic clay thrower and a motocross track. This private oasis offers views of both Stratton and Bromley while also featuring several outbuildings to include a hay barn with workshop and a 6-bay pole barn. The possibilities are endless as is the beauty and charm of this property.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

1166 West Road Manchester VT 05254

Manchester, VT1166 West Road

Price$3,395,000

Est. Mortgage: $/month

MLS Number 4863655

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 7,196

Picture Perfect Manchester Country Estate provides exceptional privacy on 16 treelined acres! This property checks the boxes: amazing views, stream, swimming pond, trout pond, beautiful barn, garden shed, green house, 6 garage bay's, expansive agricultural / perennial gardens, stone walls, orchard, outdoor gathering rooms and 2 substantial 2019-20 renovated & extended residences. Circa. 1800 post & beam colonial moved to the site given the tight concrete foundation benefit under the entire house, this is the perfect meld of "old world" architectural detail and contemporary living. Gracious comfort begins with the new kitchen-island/great room boasting finishes that suggests "this has always been" as three walls of light ensures all shall gather around the fireplace or the cooks raised hearth grilling fireplace. The appliances meet perfection while pantries and tuck away bar serve well! Dining and Living rooms offer nature's light and centered fireplaces, while the fifth fireplace in the cherry panel study provides quiet refuge. The music room would also provide a second office. The crown moldings & lovely flooring flows throughout. Upstairs, the primary suite offers three window walls, walk-in closets, and sizable bath, three other bedrooms each with private baths! Lower level rec room and wine cellar. The guest house shall amaze, accommodating a main level suite, 2 BR's up, 3 BA, comfort living: sun room, great room/FP, and walk-out rec room. Commanding Mount Equinox Views!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

1293 Park Hill Road Benson VT 05743

Benson, VT1293 Park Hill Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4841561

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 5,588

This Greek Revival homestead is one of the area's most prominent and historic sites. Known as Kingston Place, the property has been the subject of an extensive decade-long renovation and modernization - - both of the homestead and of the out buildings. Kingston Place is now offered for sale. The original home (the smaller right portion of the house as you face it) dates back to the 1820s., while the larger Greek Revival portion dates from the 1850s. On a more modern note, broadband capabilities have recently become available. One of the larger barns operates as a wedding / event barn bringing in significant revenue. Kingston Place separately has a turnkey operating agreement with Vermont Natural Beef LLC to assist with management of the 310 acres of farm and timberland. Both present a new owner with a range of opportunities to benefit from the event and farming businesses.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

300 Fern Hill Dorset VT 05251

Dorset, VT300 Fern Hill

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4874125

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,000

After a magazine worthy renovation, Fern Hill is a breathtaking 1890 carriage house with state-of-the-art conveniences. The home features a gourmet eat-in kitchen, a luxurious master-suite and a spectacular view of mountains, pond and gardens. Reimagined and restored, the property offers five bedrooms, 2 ship latter lofts and 5 bathrooms (plus two half baths) in 5,000 square feet. Spanning 4 acres, the impressive property features a European swimming pond (with a sand beach) meditation garden and a mountain stream winding through the property. The blue-stone patio features a built-in grill, abundant perennial gardens, stone walls, a magical fenced garden shed/ chicken coop. The post and beam garage offers a 3 season artist studio. Pure heaven in Dorset Vermont.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

2198 Shunpike Road Mount Holly VT 05758

Mount Holly, VT2198 Shunpike Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4861001

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,246

Fern Hill - A Gracious Estate that Lives Large! This stately five-bedroom, seven-bath home is situated on 207 acres with 32 acres of open meadow and a private 1.5 acre pond. This lovely estate provides loads of privacy. Once inside, the mud room draws you in with elegant country charm. The Great Room which features a stone fireplace and 103 inch, drop-down TV screen to view your favorite sporting events & movies is the perfect spot to bring everyone together. The open kitchen includes Energy Star, stainless appliances and an informal option for dining, with views of the stone courtyard plus it opens to the inviting family room with fireplace. The formal dining room offers a fireplace and built-ins. The main level deluxe master suite has a walk-in closet, gas fireplace and spacious bathroom with Jacuzzi-style tub and steam shower. Step down the hall for a relaxing sauna. The second level offers four charming bedrooms, each with en-suite baths (some with steam showers). Above the 2-car attached garage is an 800-square foot game room with pool table and bath. The stone courtyard includes a privately-placed hot tub - perfect for gazing at the amazing stars. Take a short walk to the trout pond and walking trails. The VAST snowmobile trail runs along the far end of the property. Enjoy hiking, riding, cross-country skiing and snow shoeing on your own private trails. Ten minutes to Okemo Mountain Resort, airport and shopping.

Listed by Gail Beardmore and Rachael Hyjek of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

4203 Twenty Mile Stream Road Cavendish VT 05142

MLS Number 4874593

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 8,082

Brook Farm: a grand summer mansion and vineyard, coolly reinvented for the 21st century. Built between 1894 - 1898, the Bates Mansion, is an elegant Georgian Revival on 43+ acres defined by four-foot stone walls, perennial gardens, orchard, berry bushes, ponds and a four-acre vineyard and winery. The 8,082-square-foot mansion is light and sophisticated, with an engaging recent renovation. Spacious porches wrap around three sides and overlook the vineyards and mountains in the distance. The first floor is centered around the great room with its large fireplace, half-turn grand staircase and soaring elliptical balconied opening. The dining room is a Gilded Age confection brilliant in candlelight. The balance of the first floor offers a mix of sophisticated intimate spaces and a glorious open modern kitchen. Four of the eight bedrooms have fireplaces and three have private bathrooms. On the third floor, the former ballroom is now the ultimate playroom. With supporting buildings ranging from a variety of barns to a beautifully renovated farmhouse, this model gentleman's farm offers graceful living and quiet beauty. Located just 6.4 miles from Okemo Mountain Resort.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

17 Mountain Avenue Woodstock VT 05091

Woodstock, VT17 Mountain Avenue

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4856827

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,123

This circa 1825 story and a half Cape is sited on one of the most lovely and largest parcels of land in Woodstock Village landscaped with shrubs and perennials providing a succession of colorful flowers throughout the summer. The floor plan provides a gracious combination of gathering rooms with privacy afforded for quiet pursuits. A short stroll from the Village Green and Faulkner Park this superbly located home offers views of Mt. Tom and abuts the Marsh-Billings-Rockefeller National Park. A historic gem.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

3229 Dorset West Road Dorset VT 05251

Dorset, VT3229 Dorset West Road

Price$1,695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873434

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,400

"New" circa 1767 rare gunstock post and beam home on 6+ acres steps to Dorset Village. The house was moved away from the road onto a new foundation and gut renovated with new windows, insulation, mechanicals, and slate roof along with magnificent reclaimed plank flooring and doors! This special residence boasts the quintessential Vermont amenities such as a wonderful restored red barn with cupola, a crystal clear gravel lined swimming pond and waterfall, stream, gardens, a chicken coop, apple, plum & pear trees, blueberry & raspberry bushes and perennial plantings. Comfortable 4000 SF house offers open plan living. Kitchen Great Room with large walk in pantry, transitions out onto the screened porch overlooking the gardens and wonderful view over the Dorset Field Club to the mountains beyond. The living room offers a beautiful center Rumford fireplace open to the kitchen, dining room, and library. Upstairs there are numerous bedrooms, bath and a great Primary Bedroom suite with dressing room, lots of closets, and a bath with soaking tub and walk in shower. The lower level supports living and storage spaces for recreation or creativity. The barn, just painted, has a converted milk house office, storage for cars or toys, a large workshop, a finished room for yoga studio and alike and the upper level simply amazes!!! This property, the embracing residence, it's location, mountain and Dorset Field Club views, outdoor recreation, and versatile barn brings it all home!!!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

5183 Main Street Manchester VT 05255

MLS Number 4867642

  • Commercial
  • Year Built 1790
  • Acreage 0.83

This is your chance to own a continuously operating tavern and fine dining business for over 231 years! The Ye Olde Tavern property was built in 1790 and has been a hospitality staple in the Manchester, Vermont community ever since. The property consists of the restaurant building, a post and beam barn, several outbuildings, large off street parking lot, and outdoor dining. Permitted for 90 seat dining and with full support kitchen, bar, and extensive storage, staff apartments, and management offices. An unused ballroom exists on the third level. Even though the business has strong positive cash flow for many decades, there is still much more potential for the next owner, including serving lunch, breakfast, catering, and hosting events on the historic site. Come take a look - you'll fall in love!

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

414 - 416 Dorset Hollow Road Dorset VT 05251

Dorset, VT414 - 416 Dorset Hollow Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4830516

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,672

Incredible privacy with access to all village amenities, this estate with sweeping mountain views on 19 secluded acres in Dorset Hollow, is just 1/3 mile to the village. Stone pillars greet as one gently climbs a meandering drive to this historic 1930's "Enfield” house moved to this site where it received renewed foundation and life. A private sanctuary, this exceptional location offers a unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. A 2004 restoration opened up the circular floor plan offering gathering spaces centered around a well-appointed country kitchen featuring a large marble island and great room with vaulted ceilings, enhanced architectural interests with natural light and fireplace. The dining room extends to the outside deck and leads to an additional living room. All gathering spaces boast wood burning fireplaces! The main level master suite features a private wood paneled study with fireplace, marble tile bath and views. The center hall staircase leads to 2 additional bedrooms and baths. The lower level offers a private bedroom suite with its own entry, as well as, the garage, laundry room and ample storage. In addition to all of this, a charming one bedroom guest cottage with fieldstone fireplace offers ideal guest lodgings or income opportunity. The possibilities are endless with space to expand and enhance.

Listed by Steven Bryant of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

3904 & 3888 Vermont Route 7A Arlington VT 05250

MLS Number 4861257

  • Commercial
  • Year Built 1848
  • Acreage 3.76

The Historic Arlington Inn built in 1847 offers the main inn with full commercial kitchen, two public dining rooms, tavern, grand foyer, and separate innkeepers quarters. Also included are two additional buildings, the carriage house, and the parsonage for a combined total of seventeen guest rooms each with ensuites. Beautiful perennials and classic design grace the property. Relax in the gazebo or enjoy the party in the renovated 100 capacity barn with attached deck perfect for a wedding celebration or family gathering. This rare opportunity is nestled in the foothills of the Green Mountains boasting mountain views and the famous Battenkill River just steps away. Come join us in Arlington, Vermont where we have an abundance of natural charms and outdoor recreational opportunities waiting for you to discover. Only 1 hour from Albany, 3 hours from Boston, 3.5 from NYC, and less than 3 hours to Canada. Perfect location to welcome new friends and start your own adventure. Truly a magical experience.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save 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 August 1, 2021.

 

Skiing In Vermont?

Find Your Mountain Home