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Explore Similar Homes Within 2 Miles of Rupert, VT

  • /47

    $1,500,000

    • Land
    • 38.57 Acres
    • $38,890 per Acre

    500 Nims Rd, Dorset, VT 05251

    This Majestic and Private 38 + acre parcel located nearby the Dorset Village, is tucked away on an elevated and prepped site which just happens to be one of the most dreamy and picturesque estate quality lands offered in all of Dorset. Just a mile from the Dorset Green and perched up on a knoll with nothing less than amazing mountain views to the south, east and the north. Absolutely stunning

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 634-4776

    500 Nims Rd, Dorset, VT 05251
  • /60

    $1,600,000

    • 5 Beds
    • 4.5 Baths
    • 4,243 Sq Ft

    397 Fern Hill, Dorset, VT 05251

    Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 347-9044

    397 Fern Hill, Dorset, VT 05251
  • /41

    $939,000

    • 5 Beds
    • 6 Baths
    • 3,031 Sq Ft

    3191 Vermont 30, Dorset, VT 05251

    Dorset Village Investor's choice! Village Commercial... Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed... dry as can be... clean as any basement can be hoped for! There are a mix of one bedrooms and studios... The configuration can be easily altered to

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 416-3525

    3191 Vermont 30, Dorset, VT 05251
  • /36

    $275,000

    • 1 Bed
    • 2 Baths
    • 3,960 Sq Ft

    7365 New York 22, Granville, NY 12832

    Reimagine the possibilities in this 3,960 sq ft former church, a rare property offering endless potential for residential, commercial, or creative use. With soaring ceilings, custom woodwork, and a flexible single-level layout, the space currently features a great room with stage, office/bedroom with built-in bookshelves, kitchenette, utility room, restrooms, and foyer. Imagine transforming it

    Agent Photo

    Kristen Preble

    Preble Realty LLC

    (518) 519-7710

    7365 New York 22, Granville, NY 12832
  • /43

    $2,300,000

    • Land
    • 60 Acres
    • $38,333 per Acre

    215 Vermont 30, Dorset, VT 05251

    Opportunities are Knocking! Welcome to an extraordinary 60 +/- acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta—location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 300-4271

    215 Vermont 30, Dorset, VT 05251
  • /59

    $3,475,000

    • 5 Beds
    • 4.5 Baths
    • 5,905 Sq Ft

    220 Camptown Rd, Manchester Center, VT 05255

    Set high on a hillside overlooking a picturesque horse farm, this exceptional Manchester property captures far-reaching mountain views and covetous privacy. Nearly 39 acres of sweeping lawn and open meadow transition into wooded terrain, with direct access to over 1,000 acres of conserved land leading to Mount Equinox and Myrick Mountain in the Equinox Highlands. Trails on the property and

    Christiane Carroccio TPW Real Estate

    220 Camptown Rd, Manchester Center, VT 05255
  • /40

    $795,000

    • 6 Beds
    • 5 Baths
    • 5,689 Sq Ft

    2677 Route 30, Dorset, VT 05251

    Step into the timeless charm of this beautifully preserved Dorset farmhouse, where historic character meets the ease of modern living. Set on 1.79 scenic acres with sweeping mountain views, this inviting six-bedroom home with additional apartment offers space, flexibility, and classic Vermont appeal.A bright and welcoming mudroom greets you upon entry, featuring wide-plank original flooring,

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    2677 Route 30, Dorset, VT 05251
  • /9

    $19,900

    • Land
    • 2.3 Acres
    • $8,652 per Acre

    135 Clark Way, Hebron, NY

    If you are looking for a private get away or a secluded place to wind down from the hustle and bustle here it is. This 2.3+/- acres is located on a private road not maintained by the town. There is power at the property and a slab with a mobile home that needs dismantling. I suggest 4x4 access!

    Nancy Greene Country Horizon Realty

    135 Clark Way, Hebron, NY
  • /36

    $299,500

    • 2 Beds
    • 1.5 Baths
    • 1,710 Sq Ft

    6821 Vermont 30, Pawlet, VT 05761

    Set on just over five acres with sweeping views down the Mettawee Valley, this classic 1970s chalet offers privacy, scenery, and turnkey comfort. Set well back from the road, the home overlooks a beautiful open meadow and enjoys a peaceful, elevated setting. Inside, the open living space features cathedral ceilings and a fireplace(with wood stove insert), creating a warm and inviting atmosphere.

    Scott McChesney McChesney RE, Inc.

    6821 Vermont 30, Pawlet, VT 05761
  • /6

    $50,000

    • Land
    • 5 Acres
    • $10,000 per Acre

    L11 Sheldon Rd, Granville, NY 12832

    Electric already at this beautiful 5-acre parcel. Build your dream home, rolling hills with beautiful nature and wildlife all around. Stream runs through property

    Lynn Milone Luxe Key Realty

    L11 Sheldon Rd, Granville, NY 12832
  • /3

    $55,000

    • Land
    • 5 Acres
    • $11,000 per Acre

    L12 Sheldon Rd, Granville, NY 12832

    Gorgeous sweeping views on this 5-acre parcel. Build your dream home with wildlife all around.

    Lynn Milone Luxe Key Realty

    L12 Sheldon Rd, Granville, NY 12832
  • /17

    $26,000

    • Land
    • 5.07 Acres
    • $5,128 per Acre

    L28 Koster Way, Hebron, NY 12865

    Private & Secluded! Escape to your own 5.07 property that offers the perfect backdrop for your off-grid dreams—whether you envision a cozy getaway cabin, a private retreat, or a peaceful hunting hideaway. Well maintained road for easy access and tucked away for privacy yet still just minutes from local amenities

    Laree Seeley Whipple City Realty Group Inc.

    L28 Koster Way, Hebron, NY 12865
  • /20

    $139,000

    • Land
    • 35.33 Acres
    • $3,934 per Acre

    L5.2 Warner Rd, Hebron, NY 12832

    Gorgeous spot for a new home! 35.33 acres-Discover the perfect blend of seclusion and opportunity with this stunning parcel featuring a mix of hardwoods and mature pine trees. Whether you're looking to build your dream home, establish a private hunting retreat, or enjoy recreational activities, this property offers endless potential.

    Gloria Saunders Whipple City Realty Group Inc.

    L5.2 Warner Rd, Hebron, NY 12832
  • /42

    $1,525,000

    • 4 Beds
    • 3 Baths
    • 3,931 Sq Ft

    932 Mcnamara Rd, Dorset, VT 05251

    Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring

    Britt Wohler

    932 Mcnamara Rd, Dorset, VT 05251
  • /35

    $129,900

    • Land
    • 17.91 Acres
    • $7,253 per Acre

    52 Oakhill Rd, Granville, NY 12832

    Solitude in Salem on this 17.9 acre Property. A private dirt road will lead you too this property with multiple building sites. This property offers potential local mountain views., a cabin with generator, and solar hook up, and a composting toilet. This is a great place to stay while you're planning the future dream home. Close Proximity to the Battenkill River for fishing, and Kayaking.

    Kevin Stupplebeen Roohan Realty

    52 Oakhill Rd, Granville, NY 12832
  • /93

    $122,500

    • 2 Beds
    • 672 Sq Ft

    211 Bromley Ln, Granville, NY 12832

    Just north of the farming town of Salem NY, just 500' from the VT border, sits this amazing hunting and recreation property with complete privacy featuring an incredible camp, trails, an elevated hunting blind and mature timber. Perched among a stand of mature Oak trees sits the spacious 2-bedroom hunting and recreation camp. The driveway leads up the hill to the camp where there is plenty of

    Michael Fudzinski WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    211 Bromley Ln, Granville, NY 12832
  • /20

    $995,000

    • 4 Beds
    • 3 Baths
    • 5,295 Sq Ft

    679 Rupert Hill Rd, Pawlet, VT 05761

    Live your BEST life here in this charming and quaint renovated farmhouse on 8 acres of private land with very little traffic. Come find your oasis in Green Mountains and you’ll have plenty of opportunities to reinvent yourself here. Enjoy cooking in this quintessential open concept farmhouse kitchen and dining area. Flooded with natural light from big beautiful, beveled glass window, you can

    Jason Saphire www.HomeZu.com

    679 Rupert Hill Rd, Pawlet, VT 05761
  • /28

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,610 Sq Ft

    3622 Dorset West Rd, Dorset, VT 05251

    Unique Dorset West Road offering....This rare opportunity beckons creativity,craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts

    Sunny Breen Josiah Allen Real Estate, Inc.

    3622 Dorset West Rd, Dorset, VT 05251
  • /12

    $399,500

    • Land
    • 2.7 Acres
    • $147,963 per Acre

    2937 Dorset Rd W, Dorset, VT 05251

    Prime Buildable Lot in Dorset! Embrace the Best of All Worlds! Discover a rare opportunity to own a ready-to-build lot in the heart of Dorset, perfectly positioned to offer unparalleled access to the town's finest attractions. Just moments from scenic hiking trails, the picturesque Dorset Green, and the esteemed Dorset Field Club, this property is your gateway to a lifestyle of outdoor adventure

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    2937 Dorset Rd W, Dorset, VT 05251
  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot A Forest Pond Rd, Dorset, VT 05251

    Private Dorset West Road Location... private road... nearby Manchester and Dorset. Ready to build. Waste Water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot A Forest Pond Rd, Dorset, VT 05251
  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot B Frost Pond Rd, Dorset, VT 05251

    Private but not remote. Dorset West Road Location nearby Dorset and Manchester. Nice mountain views.Waste water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot B Frost Pond Rd, Dorset, VT 05251

Why Live in Rupert

Rupert, Vermont, nestled in the Taconic Mountains near the New York border, embodies rural charm with its picturesque farm village setting. The village center, featuring a general store, post office, and churches, reflects a classic small-town atmosphere. Historic buildings, like the Carver House, add to the area's character. Housing options range from historic Colonials and midcentury Cape Cods to large farmhouses and contemporary homes, many offering scenic views of rolling farmland or mountains. The Delaware and Hudson Rail-Trail, running along the Indian River, provides opportunities for hiking, biking, and fishing, while the Merck Forest & Farmland Center offers educational nature programs and trails. Sherman's Store, a staple since the 1850s, sells local products and serves meals, with more shopping available in nearby Dorset and Manchester. Community life is vibrant, with the Rupert Village Trust hosting social events in the historic Sheldon General Store. Students in Rupert have a school choice program, with options in Vermont and New York. Travel is facilitated by Vermont routes 30, 153, and 315, with the Rutland Regional Medical Center 35 miles away and Albany International Airport 60 miles away.

Frequently Asked Questions

What is the average home price in Rupert, VT?
Homes for sale in Rupert, VT have an average home price of $483,771.
How many homes have sold over the last 12 months in Rupert, VT?
7 homes have sold in Rupert, VT over the last 12 months.
What are the most popular zip codes in Rupert, VT?
The most popular zip codes in Rupert, VT include 12832, 05251, 05761, 12865 and 05250.
How much do you need to make to afford a house in Rupert?
The median home price in Rupert is $399,000. If you put a 20% down payment of $79,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,010 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $86K a year to afford the median home price in Rupert. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Rupert, VT?
Rupert, VT has highly rated public and private schools. Some of the best schools in Rupert based on Niche Grades are Long Trail School, Salem High School and Salem Elementary School. Browse all the schools in Rupert, VT to learn more.

Home Trends in Rupert, VT

Housing Trends

Median Sale Price
$426,000
Median Single Family Sale Price
$426,000
Average Price Per Sq Ft
$279
Number of Homes for Sale
0
Last 12 months Home Sales
7
Months of Supply
0.00
Median List Price
$399,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
14%
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