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Rupert Vermont Real Estate

Bennington County
Chartered: August 20, 1761
Area: 28,659 Acres = 44.78 Square Miles
Population (US Census, 2000): 704
Population Density (persons per square mile): 15.7

Rupert Vermont is on the western side of Vermont, next to the New York border. It is just northwest of Manchester, Vermont, west of Dorset, Vermont, and south of Pawlet, Vermont. This small, quiet Vermont town features real estate of all types, including primary residences, vacation homes, and retirement homes. Just a short drive away one can be shopping in Manchester’s famous designer outlets or enjoying a play at the Dorset Playhouse. Rupert Vermont real estate is under an hour away from some of Vermont’s most popular ski resorts, including Stratton Mountain Ski Resort, Magic Mountain Ski Resort, and Bromley Mountain Ski Resort.

369 Sykes Hollow Road Rupert VT 05761

Rupert, VT369 Sykes Hollow Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4807072

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,988

Traditional 1920's New England farmhouse located minutes from the Dorset Green. Property and buildings were renovated in 2010/2011 and have been meticulously maintained since. In addition to the main house, there is a guest house and studio apartment. Pond, pergola, brook, fruit trees, mature maples, porch and patios surround the farmhouse. The equine facilities are "A" show quality and include: seven stall barn (with heated tack room, wash stall with heat lamps, grain room, work area, loft for hay and shaving storage), 100 x 200 outdoor ring with TravelRight footing, 70 x 144 indoor ring with TravelRight footing, derby field, three large turn-out fields with run-in sheds and dry paddocks, three regular sized grass fields, three sand paddocks and equipment sheds. Alarm system, generator, chicken coop, and organic garden. Privacy and beautiful views. 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: 3.15% last updated on May 28, 2020
* 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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334 Dole Road Rupert VT 05776

Rupert, VT334 Dole Road

Price$995,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,300

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: 3.15% last updated on May 28, 2020
* 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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926 Hebron Road Rupert VT 05768

Rupert, VT926 Hebron Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4791123

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 4,950

Just 15 minutes to Dorset, Stone Ridge Farm offers complete privacy and commanding views of the Taconic Mountains. The owners, purveyors of fine Scandinavian antiques, built the 4,950-square-foot residence in 2001 at the end of a ½-mile drive. The home is a New England farmhouse with a distinct Scandinavian influence, which reflects the timeless lineage of two cultures with its high craftsmanship and attention to detail. The interior design includes antique pickled pine floors, built in antique Scandinavian wall cabinets and four fireplaces. The Great Room with its gourmet kitchen, informal dining and sitting area is cozy with its defining Norwegian woodstove, and spacious with its 14-foot ceilings and endless views to the South and East. The living spaces are light filled and flexible in use. There are four en suite bedrooms with a master bedroom and generous 1st floor guest suite. A 2-story barn and 4-bay equipment shed complete the farmstead. Threaded through 44 acres of meadows, ponds, and woodlands are trails to snow shoe, x/c ski, hike, bike or ride horses. The 40 mile D & H rail trail is close by, providing additional trails to enjoy. 16 miles from Manchester's fine dining and shopping, 22 miles to Bromley, 34 miles to Stratton, and 35 minutes to Saratoga Springs! Available with more land - w/ 119A $945,000 / with 130A $999,000

Listed by Scott Mcchesney of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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57 Ike Wright Road Rupert VT 05768

Rupert, VT57 Ike Wright Road

Price$495,000

Est. Mortgage: $/month

MLS Number 4763750

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,800

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: 3.15% last updated on May 28, 2020
* 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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14 Sykes Hollow Road Rupert VT 05768

Rupert, VT14 Sykes Hollow Road

Price$469,000

Est. Mortgage: $/month

MLS Number 4801300

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,845

Sykes Hollow renovated farmhouse. 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, 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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4563 Route 315 Route Rupert VT 05761

Rupert, VT4563 Route 315 Route

Price$450,000

Est. Mortgage: $/month

MLS Number 4782278

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,119

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: 3.15% last updated on May 28, 2020
* 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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TBD Foote Rupert VT 05768

Rupert, VTTBD Foote Road

Price$375,000

Est. Mortgage: $/month

MLS Number 4693545

  • Land
  • Acreage 17
  • Zoning Rural Residential

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: 3.15% last updated on May 28, 2020
* 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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5251 Suncrest Rupert VT 05768

Rupert, VT5251 Suncrest Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4769958

  • Land
  • Acreage 122.12
  • Zoning Rural

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: 3.15% last updated on May 28, 2020
* 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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89 Main Street Rupert VT 05768

Rupert, VT89 Main Street

Price$295,000

Est. Mortgage: $/month

MLS Number 4719939

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 2,600

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 of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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2774 315 Route Rupert VT 05761

Rupert, VT2774 315 Route

Price$249,000

Est. Mortgage: $/month

MLS Number 4775789

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,600

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: 3.15% last updated on May 28, 2020
* 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

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Copyright 2020 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 May 31, 2020.