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Rupert Real Estate & Homes For Sale

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  • Rupert, VT 05768
    3 beds
    2 baths
    Single-Family Home
    1,650 sqft

    Lee D. McChesney Real Estate, Inc

    • Source Lee D. McChesney Real Estate, Inc
    • Broker Lee D. McChesney Real Estate, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Year Built 1800
    • Zip 05768

    Description Antique home with charm (needs some TLC) less than 4 miles to the Dorset Green and situated on 3 acres of mostly meadow - ideal for horse or gardening. Pretty gardens & slate patio area.Upgrades...

    View full details on 14 Sykes Hollow Rd

  • Rupert, VT 05768
    Lot/Land

    LandVest, Inc.

    • Source LandVest, Inc.
    • Broker LandVest, Inc.
    • Agent T Story Jenks
    • Listing Type Resale
    • Zip 05768

    Description With over 325 acres tucked in its own private mountain valley at the end of road just five miles from Dorset village, Maynard Brook Farm is the site of a classic Vermont hill farm. An old farm road...

    View full details on 999 Sykes Hollow Road Rd

  • Rupert, VT 05768
    5 beds
    3 baths
    Single-Family Home

    Josiah Allen Real Estate

    • Source HomesAndLand.com
    • Broker Josiah Allen Real Estate
    • Agent Dave Shehadi
    • Listing Type Resale
    • Zip 05768

    Description Immaculate 5BR Country House Immaculate 5BR/3Bath, 3400 sq ft country house offering fantastic entertainment space. Large greatroom features massive riverstone FP that can also be appreciated from...

    View full details on 1271 Kent Hollow Rd

  • Rupert, VT 05768
    6 beds
    5 baths
    Single-Family Home
    5,767 sqft

    Josiah Allen Real Estate inc.

    • Source Josiah Allen Real Estate inc.
    • Broker Josiah Allen Real Estate inc.
    • Agent Laura Beckwith
    • Listing Type Resale
    • Year Built 1992
    • Zip 05768

    Description Dorset Green is 14 minutes to 90.4 acres hilltop tradition boasting authentic mortise and tendon P&B colonial home of over 4,527 SF open living space. The Great Room offers the butternut gourmet...

    View full details on 96 Lewis Rd

  • Rupert, VT 05768
    4 beds
    6 baths
    Single-Family Home
    4,950 sqft

    Lee D. McChesney Real Estate, Inc

    • Source Lee D. McChesney Real Estate, Inc
    • Broker Lee D. McChesney Real Estate, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Year Built 2001
    • Zip 05768

    Description Exquisitely designed & crafted home with complete privacy and incredible views. The unencumbered land is comprised of fenced pastures with ponds, meadowland & the balance in hardwoods with miles of...

    View full details on 926 Hebron Rd

  • Rupert, VT 05768
    3 beds
    2 baths
    Single-Family Home
    1,650 sqft

    • Source Capital Region Multiple Listing Service, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Zip 05768

    Description Antique home with charm (needs some TLC) less than 4 miles to the Dorset Green and situated on 3 acres of mostly meadow - ideal for horse or gardening. Pretty gardens & slate patio area.Upgrades...

    View full details on 14 Sykes Rd

  • Rupert, VT 05768
    3 beds
    3 baths
    Single-Family Home
    3,000 sqft

    Dorset Village Properties

    • Source Dorset Village Properties
    • Broker Dorset Village Properties
    • Agent R. Diedrich August
    • Listing Type Resale
    • Year Built 1802
    • Zip 05768

    Description Historic tavern building dating from 1803. Long time home of antique collectors who improved building. Third floor sports 14x38 ft. "sprung floor ballroom with original benches. National Historic...

    View full details on 234 Dorset West Rd

  • Rupert, VT 05768
    Lot/Land

    Lee D. McChesney Real Estate, Inc

    • Source Lee D. McChesney Real Estate, Inc
    • Broker Lee D. McChesney Real Estate, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Zip 05768

    Description Just a few minutes from the Dorset Green sits this lovely 6 acre parcel. There's lots of frontage on Route 315 and also Derby Hill Road. Easy access is afforded in an old drive past the 2 bay open...

    View full details on Derby Hill Rd

  • Rupert, VT 05768
    Lot/Land

    Lee D. McChesney Real Estate, Inc

    • Source Lee D. McChesney Real Estate, Inc
    • Broker Lee D. McChesney Real Estate, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Zip 05768

    Description Surveyed 1.9 acre lot great for camping, pull up a camper or build a getaway cabin (subject to Rupert zoning permit). Total privacy tucked in the hills at the foot of Bear Mountain. Nearby access...

    View full details on Ebenville Rd

  • Rupert, VT 05768
    4 beds
    2 baths
    Single-Family Home
    1,700 sqft

    Lee D. McChesney Real Estate, Inc

    • Source Lee D. McChesney Real Estate, Inc
    • Broker Lee D. McChesney Real Estate, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Year Built 1864
    • Zip 05768

    Description Pretty village victorian with spacious rooms. Wide board floors, original moldings, double front parlor with bay window - needs a little TLC. Centrally located, walk to the store, post office, town...

    View full details on 1127 Route 153

  • Rupert, VT 05768
    2 beds
    Single-Family Home
    950 sqft

    • Source Capital Region Multiple Listing Service, Inc
    • Agent Lee Mcchesney
    • Listing Type Resale
    • Zip 05768

    Description Handcrafted log cabin built of locally harvested red spruce logs in traditional style. Remarkable craftsmanship & stone work. A true rustic "Abe Lincoln" getaway with drilled well, spring-fed hand...

    View full details on 4330 Kent Rd

  • Rupert, VT 05768
    5 beds
    3 baths
    Single-Family Home
    2,215 sqft

    Lang McLaughry Real Estate - Manchester

    • Source HomesAndLand.com
    • Broker Lang McLaughry Real Estate - Manchester
    • Agent Terri Hathaway
    • Listing Type Resale
    • Zip 05768

    Description Village Horse Property Historic Home Rupert - $349,000

    View full details on 89 Main St

  • Rupert, VT 05768
    2 beds
    2 baths
    Single-Family Home
    1,507 sqft

    Lang McLaughry Real Estate

    • Source Lang McLaughry Real Estate
    • Broker Lang McLaughry Real Estate
    • Agent Terri Hathaway
    • Listing Type Resale
    • Year Built 1965
    • Zip 05768

    Description LOCATION, LOCATION, LOCATION on Rupert Mountain Road just 3 Miles from the Dorset Green and Minutes to the Merck Forest and Farmland Center's Hiking Trails and Local Produce and Live Stock! A Two...

    View full details on 4907 Rte 315

  • Rupert, VT 05768
    1 beds
    1 baths
    Single-Family Home
    3,584 sqft

    Lang McLaughry Real Estate

    • Source Lang McLaughry Real Estate
    • Broker Lang McLaughry Real Estate
    • Agent Terri Hathaway
    • Listing Type Resale
    • Year Built 1900
    • Zip 05768

    Description COME LIVE THE DREAM AND SELL ANTIQUES IN VERMONT! Once the site of the J.H. Gould Company, well known for manufacturing of horse tack, the present owners have transformed the main building into an...

    View full details on 115 Main St

  • Rupert, VT 05768
    6 beds
    4 baths
    Single-Family Home
    3,069 sqft

    Lang McLaughry Real Estate

    • Source Lang McLaughry Real Estate
    • Broker Lang McLaughry Real Estate
    • Agent David A. Halligan
    • Listing Type Resale
    • Year Built 1890
    • Zip 05768

    Description Warm country farmhouse with 2 separate living quarters on 1.4 acres located on Dorset West road. The neighborhood is very quiet, and there are 3 barns in the back of the house that could be used...

    View full details on 215 Dorset West Rd

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