Listed by Annette Gallo • Real Broker LLC. Bought with Four Seasons Sotheby's Int'l Realty.
Sold on Jul 2026
$1,700,000
5
bd
•
4.5 ba
•
3,218
sq ft
5491 VT Route 315, Rupert, VT 05776
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About this home
Luxury move in ready fully renovated 1909 Federal home on 5+ peaceful acres, protected mountain views and stream frontage, but just 5 minutes from the activities on the Dorset Green and the Dorset Field Club. A 3 year renovation by the areas most skilled workmen includes a custom walnut kitchen with high end appliances, island bar seating opening to dining room for entertainment and family life. New hickory floors and walnut railings throughout accentuate this light filled home. The new custom stone fireplace and chimney in the living room opens to a spacious private covered porch. The first floor primary bedroom incudes a bathroom with spa like vibe and includes spectacular views to wake up to. Upstairs has 3 bedrooms, including a second primary suite with bathroom, walk in closet and 2 additional bedrooms with bathroom and a bonus television or recreation room. Outdoor space includes an elegant custom stone deck that is perfect for quiet morning coffee, drinks or evening dinners. A fully renovated living cottage with cathedral ceilings provides privacy with its own driveway and address which could be flex space for guests, office or studio, or as a rental. Add a Airstream trailer for additional quiet space down by the stream. Both homes have new or newer septic systems; with every aspect improved including new siding; roofs; IPE decks, Marvin windows, propane tanks, and Generac generators for many years of worry free living. Landscaping improvements are still underway! Back up offers accepted.
Single-familyProperty Type
1905Year Built
5.41 acresLot Size
$528Price/Sq.Ft.
Listed by Annette Gallo• Real Broker LLC
Listed by Stephanie Sugden• Real Broker LLC
Bought with David Halligan• Four Seasons Sotheby's Int'l Realty
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Market trends in 05768, VT
Last updated August 2026
Buyer's Market
Seller's Market
Buyer's market
Sale-to-List Price
97.5%
0.0% MoM
Median sale price
$390K
$0 MoM
Avg. days on market
20d
0 days MoM
Recently sold homes
1
0 MoM
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Rental estimate
Est. $2,543 per month, based on comparable rentals
Sale and tax history for 5491 VT Route 315
Sale History
Tax History
Date
Event
Price
PrimeMLS #5051060
Jul 31, 2026
Sold
$1,700,000
$528/sq ft
Jun 17, 2026
Contingent
—
Jun 13, 2026
Price Changed
$1,749,000
$544/sq ft
Jun 12, 2026
Relisted
—
Nov 21, 2025
Delisted
—
Oct 14, 2025
Price Changed
$1,769,000
$550/sq ft
Sep 10, 2025
Price Changed
$1,795,000
$558/sq ft
Aug 29, 2025
Price Changed
$1,895,000
$589/sq ft
Aug 9, 2025
Price Changed
$1,995,000
$620/sq ft
Jul 10, 2025
Listed
$2,095,000
$651/sq ft
PrimeMLS #4912861
Aug 26, 2022
Sold
$712,000
$221/sq ft
Aug 18, 2022
Pending
—
Jul 1, 2022
Contingent
—
Jun 1, 2022
Listed
$725,000
$225/sq ft
+25
Move in ready three bedroom center hall farmhouse, cozy detached cottage, detached garage and outbuilding, frontage on head waters to Mettowee river, big mountain views on 5+ acres. Located along the side of the road that heads up Rupert Mountain to Merck Forrest and merely two and a half miles from the Dorset green. It is now picture perfect with renovated interior including kitchen and bath remodels, hardwood floors throughout, updated windows, wiring and plumbing. Further interior improvements include a master with master bath and huge walk-in closet. Exterior improvements include the renovated wood deck and covered porch both positioned to take in the stunning mountain views. The main level consists of a formal living room (25 x 14) with wood burning fireplace, large country kitchen with dining area, half bath, family room (19 x 17) with wood stove inset/fireplace, and a combination mudroom & laundry. The second level consists of three good size bedrooms, two full baths, and a bonus room. There is a full attic accessed from a pull down ladder in hallway. The detached cottage is bright and cheerful, with a cathedral ceiling, exposed beams, and separate driveway access. Recent cottage improvements include sheetrock, interior paint and electrical upgrades. Come see all the improvements, walk down to the river - it's stunning, and make this special piece of Vermont your own!
As the MLS and public records start to fill up, we'll list the details here.
Public record
Public record
Zoning
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Style
Single Family Residential
County
Bennington County
APN
537-169-10043
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Last updated by owner on May 29, 2023.
RR
A
Rural Residential District
The intent of this district is to allow for rural residential and resource-based uses in areas that are generally accessible from town roads, close to existing development, not characterized by significant natural constraints to development, and/or less well-suited for productive use. Clustering of residential development on smaller lots is strongly encouraged to protect rural character, retain open space and preserve working lands. The purpose of this district is to implement the goals and policies of the Rupert Town Plan. Specifically the town plan calls for these regulations to: Allow for new residential development in areas served by existing roads; Support the efficient use of land; Allow for resource-based industries in appropriate locations – to include an adequate land base for farming and forestry, needed support services and value-added production; and Allow home-based businesses in suitable rural locations.