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Recently Sold Rupert, VT Homes

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  • /37

    $289,000 Sold Apr 18, 2025

    • 2,142 Sq Ft
    • $135/SF
    • 0 Days On Market
    • 8 Beds
    • 2.5 Baths
    • Built 1850

    771 Vermont 153, Rupert, VT 05776

    Come step back in time as you walk through this impressive 6 plus bedroom 4000+ square foot c1800 stately home awaiting restoration.  With gorgeous original floors, moldings, doors and fixtures all intact, upstairs high ceilings where legend has it there was once a  ballroom floating dance floor; this is one of Rupert’s historic pride and joys. And all set on 16 acres of beautiful level land with

    Scott McChesney McChesney RE, Inc.

    771 Vermont 153, Rupert, VT 05776
  • /34

    $375,000 Sold Mar 31, 2025

    • 2,280 Sq Ft
    • $164/SF
    • 131 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1805

    2438 Route Vt 30, Rupert, VT 05761

    A Vermont home with a perfect blend and timeless appeal of a historic home and the conveniences of modern living. This charming home has endless possibilities, from restroration to a blank canvas to make it exactly the home you have always wanted.The home features a first-floor washer and dryer conveniently located in a spacious mudroom—perfect for keeping things tidy after spending time

    Flex Realty Group Flex Realty

    2438 Route Vt 30, Rupert, VT 05761
  • /49

    $245,000 Sold Feb 21, 2025

    • Land
    • 135 Acres
    • $1,815 per Acre
    • 72 Days On Market

    1000 Bear Mountain Camp Rd, Rupert, VT 05776

    An amazing get-away in the hills of the southern VT town of Rupert, these 135 +/- acres offer amazing mountain views, open fields, apple trees & a mature forest! Located at the end of a private, seasonal shared road, the property offers an ideal vacation getaway, hunting paradise or potential homesteader property with 2 +/- acres of open fields, 23 apple trees, 2 streams & a unique off-grid cabin

    Curtis Trousdale Preferred Properties

    1000 Bear Mountain Camp Rd, Rupert, VT 05776
  • /22

    $200,000 Sold Feb 07, 2025

    • 1,728 Sq Ft
    • $116/SF
    • 92 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    61 East St, West Rupert, VT 05776

    Nestled in the Vermont village of Rupert this 3 bedroom, 2 bath home has all you need. Modular construction with large family room with pellet stove, large kitchen with island, dining room, living room, primary bedroom suite and more. Private back yard, front sitting porch and large unfinished basement. The attic space is insulated with a walk up and materials are left to begin finishing it if

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    61 East St, West Rupert, VT 05776
  • /38

    $356,000 Sold Jan 31, 2025

    • 1,225 Sq Ft
    • $291/SF
    • 51 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1964

    259 Watrous Rd, Rupert, VT 05776

    Mountain views and meadows surround this lovely cape on 2.30 acres just 6 miles from the Dorset Green. Well built two bedroom, two bath light filled home offers hardwood floors and updated kitchen with brand new stainless steel appliances. The oversized picture windows enhance the spectacular mountain views. The dining room features a gas stove or enjoying a cozy wood burning fire in the living

    Margretta Fischer Wohler Realty Group

    259 Watrous Rd, Rupert, VT 05776
  • /11

    $105,000 Sold Jan 14, 2025

    • Land
    • 11 Acres
    • $9,219 per Acre
    • 17 Days On Market

    0 Hebron Rd, Rupert, VT 05776

    This beautiful 11+ acre parcel of land offers the perfect blend of privacy, tranquility, and natural beauty in Vermont’s scenic landscape. With a mix of open meadowland and mature hardwoods, this property is ideal for anyone seeking a peaceful, off-the-grid lifestyle, nicely removed from the hustle and bustle of everyday life. Nestled along a quiet, town-maintained gravel road, this property

    Scott McChesney McChesney RE, Inc.

    0 Hebron Rd, Rupert, VT 05776
  • /2

    $100,000 Sold Nov 27, 2024

    • Land
    • 20 Acres
    • $5,000 per Acre
    • 436 Days On Market

    165 Ebenville Rd, Rupert, VT 05776

    Incredible quiet and privacy off a dead-end country road. 20 acres comprised of a south facing meadow, forest land, year round brook, orchards, views and incredible wildlife. Close to Merck Forest and access to an incredible network of snowmobile/hiking trails. A 40' Pilgrim Open Road trailer comes with the property.

    Paul Carroccio TPW Real Estate

    165 Ebenville Rd, Rupert, VT 05776
  • /5

    $230,000 Sold Nov 22, 2024

    • 1,296 Sq Ft
    • $177/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    888 Ebenville Rd, Rupert, VT 05776

    Charming Vermont property with lots of potential! Nestled in the hills of Rupert Vermont on approximately 11.42 acres, this cape-style home built c1972 offers a cozy layout with two bedrooms one bath, and a great cathedral ceiling, living dining area with fireplace and sliders to the deck. The two shed outbuildings provide additional storage or workspace, perfect for a quiet retreat or hobbyist.

    Scott McChesney McChesney RE, Inc.

    888 Ebenville Rd, Rupert, VT 05776
  • /33

    $554,000 Sold Sep 20, 2024

    • 2,455 Sq Ft
    • $226/SF
    • 23 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    404 Kent Hollow Rd, Rupert, VT 05776

    Your search is over! Finding a quintessential Vermont country homestead has its challenges and this property may be the whole package. This 1900 Farm House on 18.77 acres offers mountain views, open farmland, perennial gardens, specimen trees and a river running along the back border of the property (The White Creek). Additionally there is a 2 car detached garage with workshop area, loft

    Sara Buckley Josiah Allen Real Estate, Inc.

    404 Kent Hollow Rd, Rupert, VT 05776
  • /31

    $390,000 Sold Sep 12, 2024

    • 1,088 Sq Ft
    • $358/SF
    • 20 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2004

    1388 Pawlet Mountain Rd, Pawlet, VT 05761

    This home is perfectly situated where the lush meadow meets the mature rolling woodlands with majestic views of morning sunrises from the back deck and evening sunsets from the front deck. The panoramic views of the surrounding mountains and meandering hills and dales will make you never want to leave home. Built in 2003 this home has recently been updated with newer vinyl siding and a brand

    Suanne Ohl Northland Real Estate

    1388 Pawlet Mountain Rd, Pawlet, VT 05761
  • /40

    $465,465 Sold Aug 02, 2024

    • 3,342 Sq Ft
    • $139/SF
    • 4 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1836

    1081 Route 153, Rupert, VT 05776

    After more than 180 years the Hay family is parting with this beautiful West Rupert farmstead. This is a unique and special property blending village convenience, village commercial zoning, with 25A of incredible flat/tillable prime agricultural meadowland, a 5 bedroom colonial farmhouse, and a substantial 30x50 shop building with two solar arrays with a double Tesla Powerwall. The land and

    Scott McChesney McChesney RE, Inc.

    1081 Route 153, Rupert, VT 05776
  • /11

    $24,500 Sold Jun 28, 2024

    • Land
    • 0.20 Acre
    • $122,500 per Acre
    • 20 Days On Market

    0 Sandgate Rd, Rupert, VT 05776

    Roll up your sleeves and hang your hat… Here’s a great opportunity to pick up that Vemont getaway. Set on almost a quarter acre along a lightly traveled town gravel road is this four room camp needing to be cleaned out and fixed up. Ideal for “primitive camp” weekend getaway which would allow for a composting toilet and exterior water source (no inside plumbing). Great location – a couple miles

    Scott McChesney McChesney RE, Inc.

    0 Sandgate Rd, Rupert, VT 05776
  • /40

    $600,000 Sold May 17, 2024

    • 2,300 Sq Ft
    • $261/SF
    • 90 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2010

    592 Antone Mountain View Rd, Rupert, VT 05768

    Come experience this magical setting offering expansive views overlooking Merck Forest and Farmland to the east and distant sunset views to the west! The c. 2008 built house is set on +/- 10 acres off the end of a private gravel road for total privacy. Graced by stone walls and centuries old maples, this 4 bedroom, 3 bath home offers a slate floored entry, a dining room with pellet stove, an

    Scott McChesney McChesney RE, Inc.

    592 Antone Mountain View Rd, Rupert, VT 05768
  • /6

    $575,000 Sold May 15, 2024

    • Land
    • 49 Acres
    • $11,831 per Acre
    • 0 Days On Market

    152 Danforth Dr, Dorset, VT 05251

    Scott McChesney McChesney RE, Inc.

    152 Danforth Dr, Dorset, VT 05251

Frequently Asked Questions About Rupert

What is the average home price in Rupert, VT?
Homes for sale in Rupert, VT have an average home price of $421,125.
What is the average time to sell a house in Rupert, VT?
The houses for sale in Rupert, VT spend an average of 45 days on the market.
How many homes have sold over the last 12 months in Rupert, VT?
8 homes have sold in Rupert, VT over the last 12 months.

Home Trends in Rupert, VT

Home Trends

Median Price (12 Mo)
$382,500
Median Single Family Price
$382,500
Average Price Per Sq Ft
$219
Last 12 months Home Sales
8
Median List Price
$407,500
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
23%
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