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Rupert VT Real Estate

Search the latest real estate in Rupert, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. Contact us for more information, questions, and to schedule a showing.

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864 Rogers Road Rupert VT 05251

Price$3,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,837

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

369 Sykes Hollow Road Rupert VT 05761

Price$2,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4764906

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

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

864 Rogers Road Rupert VT 05251

Price$2,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4771007

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,837

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

334 Dole Road Rupert VT 05776

Price$1,295,000The price has recently decreased

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.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

63 Sykes Hollow Road Rupert VT 05776

Price$825,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4703350

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 4,464

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

14 Sykes Hollow Road Rupert VT 05768

Price$535,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4751932

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

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

57 Ike Wright Road Rupert VT 05768

Price$495,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4563 Route 315 Rupert VT 05761

Price$450,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

363 Ebenville Rupert VT 05776

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4757489

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,650

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.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

TBD Foote Rupert VT 05768

Price$375,000The price has recently decreased

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5491 Vermont Route 315 Rupert VT 05776

Price$350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4705315

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 2,654

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5251 Suncrest Rupert VT 05768

Price$299,000The price has recently decreased

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.69% last updated on 2019-10-17

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 21, 2019.

 

Stunning Privacy, Sugarbush Views

30.9 +/- Acres, 3,241 SQ FT, $825,000 Details

 

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $335,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details