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13 Homes For Sale in Rupert, VT

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$225,000Est. Payment
4 Beds | 2 Baths | 1,989 Sqft

682 Vt 30 Route, Rupert, VT 05251

House For Sale

A 4 bedroom, 1.5 bath c.1900 Post Beam cape located in Rupert, Vermont. A large covered back porch overlooks the beautiful level 1.10 +/- acre tree lined lot where sounds of the Hager Brook can be enjoyed. The charming 19' beamed living room features a wood stove, bringing ambiance and warmth into the room. The 17' country eat in kitchen has a great south facing window and opens into the walk in pantry. The convenient first floor master bedroom is 12'x23' and sports a half bath. A new stainless steel liner installed in chimney 2011. A great back yard with plenty of room for gardening, pets, children's play, barbecuing or just relaxing. Small garage or large storage shed.

$279,900Est. Payment
1 Bed | 1 Bath | 640 Sqft

3923 Kent Hollow Road, Rupert, VT 05776

House For Sale

Incredible surveyed 31.5 acre lot with long road frontage, beautiful open hidden fields protected by wood line perimeters would offer numerous options to build your new home or a perfect spot for a family retreat. An adorable A frame awaits the new buyer and has had recent renovations as late as 2011 and would be a perfect weekend get away or a place to stay while building your new dream home. The property also has a detached 2 car garage with additional attached room, offering a perfect conversion for your animals. The property is easy to walk, has a small pond, and beautiful mountain vistas grace the property. One of Vermont's prettiest spots and in a great recreational area as you will find the D & H bike trail in the center of Rupert and the Merck Forest hiking trails that are approximately 1.5 miles from this property. If you are looking for additional property, then the opportunity to buy an additional 191.5 across the street is possible. Let your dreams begin. Currently in land use but with the right offer seller would entertain removing. Property shares the water with the house across the street along with power but can easily be deeded or changed.

$119,900Est. Payment
5 Acres

0 Pawlet Mountian Road, Rupert, VT 05776

Lots Land For Sale

This home is located at 0 Pawlet Mountian Road Rupert, VT 05776 US and has been listed on Homes.com since 16 September 2020 and is currently priced at $119,900.

$195,000
$1,800,000Est. Payment
3 Beds | 3 Baths | 2,970 Sqft

384 Neilson Road, Rupert, VT 05761

House For Sale

Country charm and sophistication join hands in this special home perched high on a meadow in coveted Sykes Hollow-a perfectly tranquil setting. This home sits on 69 sub dividable acres with outstanding long range mountain views to the southwest. Equine friendly with a mix of flat pastures and woodlands. Tastefully appointed with plenty of natural light throughout. Amazing outdoor venue featuring a large covered porch and an adjacent stone patio. Entering this end-of-the-road- property one immediately gets a sense of peace and tranquility. Former horse stables converted into a 3 season guest house oozes with charm. Lots of trails for recreational use. Horses, ATV, Snowmobiling right out the door. 5 minutes to the Dorset Green. A very special offering. Simply sublime. Come take a look!

$1,300,000Est. Payment
8 Beds | 6 Baths | 3,800 Sqft

625 Sykes Hollow Road, Rupert, VT 05761

House For Sale

Situated just minutes from the Dorset Village Green along a quiet country road w/ fiber optic , this special offering features a beautifully renovated& expanded vintage residence, guesthouse, heated saltwater pool, barn with studio, situated with 122 acres of pasture and woodlands. The pastoral setting and charm of the residence cannot be overstated with a lovely stream, pond, beautiful stone walls and gardens. This unique property offers something for everyone throughout the year. Whether you seek a pasture for horses or mountainside recreation, the woodlands are ideal for hiking, mountain biking, snowshoeing, snowmobiling, hunting or tapping the maple trees. Well designed to work remotely with the full studio/guest suite above the barn. The beautifully expanded and updated 1778 main house has a breathtaking great room with wood burning fireplace, a formal dining room, a spacious open kitchen and a family room with second fireplace that opens to a screened porch and patio. Two masters en-suite and 3 additional bedrooms on the second floor provides ample room for friends and family. Enjoy a view of the pond, adjacent stream, heated saltwater pool and guest house from the screened in porch and patio. Your guests will never want to leave the 2 bedroom /2 bath guest house with living room and kitchen. The 3 car heated garage/barn includes a studio apartment with a large great room, kitchen & bath.The property exudes charm and peaceful country living yet convenience to Dorset.

$16,000
$279,000Est. Payment
5 Beds | 2 Baths | 2,600 Sqft

89 Main Street, Rupert, VT 05768

House For Sale

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 !

$799,000Est. Payment
5 Beds | 6 Baths | 4,950 Sqft

926 Hebron Rd, Rupert, VT 05776

House For Sale

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 -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

$24,500Est. Payment
10 Acres

Kent Hollow Road, Rupert, VT 05776

Lots Land For Sale

Affordable 10A wooded parcel with babbling stream. Great for recreation, camping, hunting.. just up the road from trail head to Merck Forest (over 3000 acres of protected land open to public for hunting, hiking, cross country skiing). Possible potential to get seasonal camp permit (cabin with no interior plumbing). There is a section in the front along the road that is gently sloping/cleared - otherwise front of land is steep/difficult to access top/back portion other than hiking back. Beautiful quiet setting along town maintained back country gravel road.

$44,500Est. Payment
6 Acres

Pawlet Mountain Rd, Rupert, VT 05776

Lots Land For Sale

Set along Pawlet Mountain Road in Rupert, Vermont 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.

$44,500Est. Payment
6 Acres

Pawlet Mountain Road, Rupert, VT 05776

Lots Land For Sale

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!

$375,000Est. Payment
-- Beds | -- Baths | -- Sqft

Foote Road, Rupert, VT 05251

House For Sale

Last available lot of four lot subdivision. Upscale, rural, private, quiet, mountain views. Foote Road. is quiet byway off Dorset West Road. Rare opportunity for privately situated residence with views and easy access to quality schools, historic village, golf, skiing,, fishing, hunting, biking, hiking shopping, cultural attractions.

$375,000Est. Payment
17 Acres

Foote Road Lot #4, Rupert, VT 05251

Lots Land For Sale

Last available lot of four lot subdivision. Upscale, rural, private, quiet, mountain views. Foote Road. is quiet byway off Dorset West Road. Rare opportunity for privately situated residence with views and easy access to quality schools, historic village, golf, skiing,, fishing, hunting, biking, hiking shopping, cultural attractions.

$2,000,000Est. Payment
4 Beds | 3 Baths | 2,988 Sqft

Rupert, VT 05761

House For Sale

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.

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