Rupert

Explore current real estate for sale in Rupert, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

864 Rogers Road Rupert VT 05251

Rupert, VT864 Rogers Road

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

369 Sykes Hollow Road Rupert VT 05761

Rupert, VT369 Sykes Hollow Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4764906

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3

This is the quintessential Vermont horse property located minutes from the Dorset green. The farm has it all: 33 acres of lush pastures, a swimming pond, brook and woodlands that run up to the edge of the property. Fantastic views of nearby mountains and Sykes Hollow. A classic horse barn with groom's apartment, 7 stalls, wash stall with heat lamps, heated tack room with washer and dryer in the grain room/work area. The hayloft has ample space for full loads of hay and shavings. Numerous sheds and outbuildings and a 2012 70 x 144 heated indoor riding arena with travel right footing. 100 x 200 outdoor ring with travel right footing. Derby field with ditch and bank. There are 2 over sized turn out fields, 2 large turn out fields... all with dry paddocks and run in sheds. 3 additional large turn out fields and 3 sand paddocks. The main 4 bedroom farmhouse was completely renovated in 2011. In addition to the main house there is a charming attached 2 bedroom guest house, which currently provides rental income. Sykes Hollow Road is right off of route 30 for easy access to Dorset, Manchester and Saratoga and all they have to offer. If you want to own and enjoy a classic Vermont horse farm property on 33 acres, this is one you need to see. Shown by appointment only. All measurements are approximate.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

864 Rogers Road Rupert VT 05251

Rupert, VT864 Rogers Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4771007

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 50 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property is managed for high quality timber production with a current standing timber value roughly at 1.2M. Also being offered with 642 acres and guest house.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

334 Dole Road Rupert VT 05776

Rupert, VT334 Dole Road

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see! Internet is available through Consolidated Communications. The owner would consider dividing the properties.

Listed by Willard Watson of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

63 Sykes Hollow Road Rupert VT 05776

Rupert, VT63 Sykes Hollow Road

Price$825,000

Est. Mortgage: $/month

MLS Number 4703350

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 4

Sykes Hollow Contemporary residence that has been custom designed and masterfully crafted for today's open concept living. The twelve acre site takes advantage of the distant mountain and meadow views as seen from a traditional wrap around deck which leads to the light filled living room with a cozy corner fireplace. The kitchen and adjoining pantry/wet bar is a cook's dream with high end appliances, granite counter tops, custom cabinetry and a breakfast nook. A spacious master bedroom takes advantage of the views from banks of windows and features an adjoining luxurious bath and over sized walk in closet. Two guest rooms and another bath complete the second story. A large lower level has potential for a media or family room. Newly constructed 20'x32' barn offering two floors and totaling 1280 sq. ft. 2nd floor accessible with a small ramp and doors for wheeled equipment storage. This property is minutes from Dorset and is located 4 miles north of the Dorset Village Green in the picturesque Mettowee Valley.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

195 Derby Hill Road Rupert VT 05768

Rupert, VT195 Derby Hill Road

Price$640,000

Est. Mortgage: $/month

Pending

MLS Number 4732648

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 9

A truly special property with loads of room including the 3700 square foot main house with 5 bedrooms, 1800 square foot 2 bedroom guest cottage, 1700 square foot party barn, two detached garages, additional outbuildings, flowing multi-level deck with long views down the valley, leading to the in-ground pool. Numerous features including wide pine floors, natural woodwork, spa-like bathrooms, sauna, radiant heat, multiple fireplaces and more. Must be seen to be appreciated, the possibilities are endless.

Listed by David Citron and Julie Citron of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

14 Sykes Hollow Road Rupert VT 05768

Rupert, VT14 Sykes Hollow Road

Price$535,000

Est. Mortgage: $/month

MLS Number 4751932

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

A Small Slice of Heaven. This property offers the best of both worlds; the style & charm of a vintage 1790's Vermont Farmhouse, but completely renovated and updated from the foundation up. Located on sought after Sykes Hollow road this home sits on three flat usable acres, and is surrounded by 25 acres of farm fields in Vermont Land Trust, giving the property a the sense of open space and Mountain views in several directions. Sit on your deck and enjoy the sunsets, or tend to your garden. This home offers many fine features including: 3 bedrooms and two new full baths, renovated granite kitchen with custom cabinets, center island, new chrome appliances, and deep country soapstone sink. The floors are a combination of hardwoods, softwood, and ceramic tile. The great room provides a perfect place for everyone to relax, and a foundation base has been added during construction should a buyer want to add a wood burning fireplace to this room. The mudroom/entry has an attractive old brick floor laid in a vertical pattern. The heating system is baseboard hot water on the main floor and second floor, and the basement level has radiant heat in the floor should further expansion space be desired. The second floor has one bedroom and a full bath, and there is attic storage, or room for a new master bedroom suite to be added. There are some truly breath taking views from this property looking both south down the Mettowee Valley and north toward a neighboring fenced horse pastures.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

57 Ike Wright Road Rupert VT 05768

Rupert, VT57 Ike Wright Road

Price$495,000

Est. Mortgage: $/month

MLS Number 4763750

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3

Built in 2005 with large addition added in 2017 this home in the country is picturesque! This 162 acre property features meadows, a pond, indian river, rail trail access and woods abundant in wildlife. Views of Mt. Antone from the master bedroom and side porch! Living room with cathedral ceiling, granite counter tops, custom tile master bath! This cozy home is close to Manchester and a short drive to Stratton, Bromley and Magic Mountain! A true Vermont paradise for nature lovers or those looking for peace and serenity!

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

4563 Route 315 Rupert VT 05761

Rupert, VT4563 Route 315

Price$450,000

Est. Mortgage: $/month

MLS Number 4782278

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Enjoy your morning coffee on the outside covered porch of this barn like Connor Custom home. Spend the day hiking area trails or around the 8 acres that surround this property. If relaxing is more your speed, enjoy the warmth of the pellet stove while reading a book on the couch. The petite yet high end functional kitchen is great for making a home cooked meal for friends and family. Before retiring to bed, soak in the main floor claw foot tub. The mudroom entry is perfect for this Vermont home. Proceed to the open living floor plan that explodes with light from the many windows and vaulted ceiling. The reclaimed barn beams give you a sense of living in a post and beam home. The detached barn is perfect for storing outdoor toys, your car from snow covered days or gardening tools for maintaining the simple yet timeless gardens on the property. This home is ready for the next owner, all you need to do, move in! A must see! Minutes to Dorset Green!

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

363 Ebenville Rupert VT 05776

Rupert, VT363 Ebenville

Price$395,000

Est. Mortgage: $/month

MLS Number 4757489

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Charming restored antique cape home with five fireplaces. Lovely stone patio that overlooks the pond. Nice eat in kitchen with fireplace, den with fireplace, living room with fireplace and 3/4 bath on first floor. Three bedrooms and full bath with soaking tub overlooking the pond on the second story. Master bedroom has a fireplace as well as the walk out basement. Property is currently part of a larger parcel, see MLS 4336932. Owner will subdivide.

Listed by Willard Watson of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

318 Antone Mountain View Rupert VT 05768

Rupert, VT318 Antone Mountain View

Price$389,000

Est. Mortgage: $/month

Pending

MLS Number 4765057

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4

Incredible mountain views, total privacy on 10 acres off a dead-end private road, and a great Rupert location just 5 miles to Dorset/40 minutes to Saratoga and almost adjacent to Merck Forest. A spacious 4 bedroom, 3 1/2 bath, 3,000+ sq ft home - impeccably maintained and beautifully designed to capture the views! Great space to spread out with family or house guests and set up nicely for single floor living with a new master bedroom wing on the first level and attached 2 car garage. Come enjoy cathedral ceilings, marble fireplace, new kitchen, sunroom, and stone terrace - hear the quiet and watch the sunset over the surrounding mountains! Mettawee School District- school choice- an incredible value and property!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

TBD Foote Rupert VT 05768

Rupert, VTTBD Foote Road

Price$375,000

Est. Mortgage: $/month

MLS Number 4693545

  • Land
  • County Bennington
  • Property Type Land
  • Acreage 17

Last lot of four lot subdivision. Upscale, rural, private, quiet, mountain views. Foote Road. is quiet byway off Dorset West Road. Surrounding property values $500,000-3.000,000+. Rare opportunity for premium residence with privacy, views, access to golf, skiing,, fishing, hunting, biking, hiking shopping, cultural events.

Listed by R. Diedrich August of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

5491 Vermont Route 315 Rupert VT 05776

Rupert, VT5491 Vermont Route 315

Price$350,000

Est. Mortgage: $/month

MLS Number 4705315

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 3

Have you looked at homes and wondered if you could move a wall to make an open floor plan or create a bigger mudroom or master? Here is your chance! Due to a freeze up this winter this wonderful property is ready for you to let your imagination take flight! Just heading up to Rupert Mountain's Merck Forest, and merely two and a half miles from the Dorset green, with views of the Green Mountains and meadowlands, she is waiting for you to love and restore her. The five-bedroom main house and outbuildings include a one bedroom guest cottage, carriage barn, and workshop sited on five acres of land. Come make a special piece of Vermont your own!

Listed by Terri Hathaway of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

5251 Suncrest Rupert VT 05768

Rupert, VT5251 Suncrest Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4769958

  • Land
  • County Bennington
  • Property Type Land
  • Acreage 122.12

Extraordinary122 acre +/- land parcel with views, pastures, hayfields, stream, woodlands and multiple house sites with septic design and permits. This rare parcel is just 10 minutes to Dorset Green, yet a world away with privacy, peaceful location and a wonderful Vermont setting. Newly built driveway entry and culverts. Current owners have worked with USDA to improve wild life habitat and maintain apple orchard and hayfields. This special parcel offers a mix of pastures, orchards and woodland with timber. Opportunity abounds whether for equine, estate living with 4 house sites, agricultural, sugaring or timber. Simply a most exceptional opportunity to create and enjoy your Vermont country experience.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

89 Main Street Rupert VT 05768

Rupert, VT89 Main Street

Price$295,000

Est. Mortgage: $/month

MLS Number 4719939

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 2

Great opportunity! Village commercial historic 1850 Colonial. Four barns, spring fed pond, equestrian ready with all sorts of options and possibilities. Five bedroom/2 baths this charming property is located on Main St in the center of this quintessential New England village. Come be part of the Rupert Renaissance! Plenty of space for animals, gardens and farming,stalls,workshops, gym,etc. All flat meadow terrain with curb cuts on both routes 315 and 153. 10 minutes to Dorset Green and 20 minutes to Manchester. Adjacent Antique Center ( 115 Main Street) also available - both properties included for $450,000. Endless Possibilities !

Listed by David Shehadi and Jennifer Redding of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

2774 315 Route Rupert VT 05761

Rupert, VT2774 315 Route

Price$279,000

Est. Mortgage: $/month

MLS Number 4775789

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Beautiful well maintained 3 bedroom, 2 bath ranch, on 6 Acres, large lawn, babbling back yard stream, 2 car attached garage, 2 car detached garage. Great deer camp, only a few hundred yards from the 3,200 acre Merck Forest and Farmland Preserve, allowing for public hunting. Camp comfortably sleeps 4, open floor plan, great deck, sheds, views, nice lawn. Property also has a barn, and silo. Note: Property is located in the Town of Rupert, with a Pawlet, Vt. mailing address. The deer camp is taxed separately with an assessed value at $17,800 with total net tax at $371.24.

Listed by Michael Campbell of Michael Craig Campbell Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

4451 Route 315 Rupert VT 05768

Rupert, VT4451 Route 315

Price$275,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4702969

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3

Spacious 3 bedroom, 2.5 bath colonial on 28 private acres of meadows and woods is only 3.5 miles to the Dorset Village Green. Lovely hardwood floors throughout the home, combined living/dining room opens into inviting sunroom with fireplace, which opens further onto sunny deck with meadow views. Master bedroom suite plus two more bedrooms and additional full bath upstairs. 2 car attached garage is currently in use as a studio but can easily be converted back to garage.

Listed by David Citron of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

4035 Kent Hollow Rupert VT 05776

Rupert, VT4035 Kent Hollow

Price$274,500

Est. Mortgage: $/month

Pending

MLS Number 4657366

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 2

Tucked back off of a town gravel road in the hills of Rupert is this special property offering total privacy and views. Overlooking a beautiful meadow- ideal for horses etc., this 1970's chalet takes full advantage of the setting with a large open kitchen/living/dining room with cathedral ceilings, stone fireplace and sliders onto the new huge deck (16x50)! Two bedrooms each with their own bath finish off the main floor. The lower level- walkout basement contains a 1 car garage, a large utility area and a sizable office/ spare bedroom all opening to the huge new screened porch. Outbuildings include 2 chicken coops and a 24x30 2 story barn and shop (needs finishing)- great space. The land contains +/-86 acres - +/-10-12 acres of open meadow, pasture, with the balance in some reclaimable pasture and mature woods including trails throughout, a brook and a small sugarbush!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

115 Main Street Rupert VT 05776

Rupert, VT115 Main Street

Price$235,000

Est. Mortgage: $/month

MLS Number 4768556

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bathroom 2
  • Square Feet 3,584

Amazing opportunity! Commercially zoned Antique Center formally the J.H. Gould Company, this has serious potential. Live in the charming, one bedroom one bath cottage and renovate the front building into residential space for Rental income or set up shop and sell antiques ..... or anything else - live the good life in Vermont! Wonderful retail/craftsperson studio workspace. Open floor plan waiting for the next owner with a vision! Spring fed Pond out back is shared with the neighbor. Garage and Workshop for the Carpenter or Car enthusiast. . Cozy Cottage. Adjacent property ( 89 Main Street) also available as a package - both properties for $374,000 - Business and Pleasure wrapped all into one fabulous opportunity. Come take a look!

Listed by David Shehadi and Jennifer Redding of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

2826 Pawlet Mountain Road Rupert VT 05768

Rupert, VT2826 Pawlet Mountain Road

Price$225,000

Est. Mortgage: $/month

MLS Number 4780034

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 2

STORYBOOK SETTING. Set way back off from a country town gravel road, this 5 bedroom, 2 full bath Gambrel style home sits on an amazing 5 +/- acre parcel that will take your breath away. The landscaped yard with rolling meadows, apple trees and dotted with white birch creates a magical setting. A great floor plan with eat in kitchen, a 36 foot living-dining room accented with a gorgeous stone wood burning fireplace and a conveniently located first floor master bedroom suite with another romantic stone fireplace. The second floor host 4 very spacious bedrooms with another full bath. The 52' wrap around screened porch is great for reading, puzzle building, dining, sleeping, board games or an afternoon cocktail. Many improvements include a new roof in 2012, a new furnace in 2012, repointed chimney in 2011, all new thermopane windows, oil tank and a new hot water tank . The wood stove located in the basement is included. Beautiful gleaming hardwood flooring in all bedrooms plus the living-dining area. So if you are looking for complete privacy with a story book setting - stop your search. Mettawee School District with school choice 7-12.

Listed by Lori Winn of New England Lakeside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

3044 Vermont 153 Route Rupert VT 05768

Rupert, VT3044 Vermont 153 Route

Price$169,500

Est. Mortgage: $/month

MLS Number 4781432

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

Set nicely and privately back off the road on over 2 1/2 acres is this pretty c1935 3+ bedroom cape - loaded with character and curb appeal. The land has a nice yard and some fenced hillside pasture plus a 2 story workshop outbuilding. The house has a nice sized kitchen with new cabinets and a neat old farm sink, an office or guest bedroom, spacious living/dining room with fireplace (currently with pellet stove), exposed beams and oak floors. Finishing off the first floor is an office, master bedroom and newly done tile bath with marble sink. Upstairs has 2 bedrooms with gable dormers and great walk-out attic space. Amenities include full basement, updated wiring, attached 1 car garage, oil/wood hot air heat. A special little farmstead- just 10 minutes to Dorset, Mettawee school districts and school choice 7-12!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

1127 Vermont 153 Rupert VT 05776

MLS Number 4728661

  • Commercial
  • County Bennington
  • Acreage 0.54

Here is a special opportunity to acquire and continue the legacy of one of Vermont's oldest country stores. The unique mansard roofed store's history can be traced back to c1858 and has hosted a masonic lodge ("Odd Fellows Hall") a theater known as Sheldon Hall, Grist Mill/Granary (with original huge wooden wheel and spindles in attic!) as well as the store through various owners and generations of Shermans .. It currently houses the West Rupert post office as well generating a monthly rental income. The store has had many upgrades and renovations and has +/-4,000 sq ft of store/office/kitchen space all on the main level. The cavernous basement and huge 2nd floor(the old theater) offers much additional space for expansion. Septic was redone c2005, drilled well, 4 leased split unit electric heat pumps for heating and cooling along with propane hot air furnace... The original antiquity and architectural details have been carefully preserved along with the addition of a commercial kitchen and outdoor rear porch with booths for seating. Such great character and myriad possibilities! Offered inclusive of store business, gas pumps and some kitchen equipment at $189,000

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

426 Sandgate Road Rupert VT 05776

Rupert, VT426 Sandgate Road

Price$119,900

Est. Mortgage: $/month

MLS Number 4775386

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 1

The perfect Vermont getaway retreat. Set privately along a quiet town gravel road on +/-4 acres is this 50 year old (cedar shake sided) log home overlooking a crystal clear pond. The single floor cabin of about 1,000 sq ft has 2 vaulted ceilinged bedrooms, a cathedral ceiling spacious kitchen/dining area complete with stone fireplace, a living room wing with Vermont castings woodstove with hearth and 3/4 bath. Rustic, but nicely maintained and upgraded - spring water supply, OFHA for heat and a detached one car garage with shop space. Being sold furnished, +/- 20 minutes to Dorset/Manchester area.

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

Pawlet Mountain Rupert VT 05776

Rupert, VTPawlet Mountain Road

Price$44,500

Est. Mortgage: $/month

MLS Number 4677491

  • Land
  • County Bennington
  • Property Type Land
  • Acreage 6

Set along Pawlet Mountain Road this mostly wooded +/-6 acre parcel offers privacy, a babbling brook with waterfall and some nice views of Mount Antone with some minimal clearing. There is good access with over 350' road frontage and power right at hand. Mostly hardwoods- enough sugar maples for a “backyard sugarbush.” Great possible building lot subject to satisfactory soil tests and subdivision approval. A special parcel in a great location nearby Merck Forest- within 15 minutes to Dorset/Manchester area and less than an hour to Saratoga Springs. A solid value and opportunity at $44,500!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2019 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 22, 2019.