69 Upper Taylor Hill Road, Unit DWinhall, VT 05340MLS Number 5042856

  • Price: $2,950,000
  • Est. Mortgage of $/month
  • 30 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Jun 18, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 8Bedrooms
  • 11.55Acreage
  • 9Bathrooms
  • 2009Year Built

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Listed by Sara Buckley of Josiah Allen Real Estate,Inc.
This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit. The main level of the home features a Gourmet Kitchen, grand Great Room with stone fireplace, Dining area, Library, walk in refrigerated Wine Pantry for over 900 bottles, walk in Pantry, Laundry Room, large Mudroom , and a large Primary Suite with a fireplace, private porch, and walk in closet. The Lower Level has a impressive Family/Game Room with fireplace, a Pool Table Room, walk in Game Closet, Guest Room and Bath and two additional Bunk rooms en suite. The second Floor of the Main Section of the house has two en suite - Bedrooms. Above the over-sized heated garage is another Guest Suite with its own private staircase. Exterior of the home has cedar shake siding, standing seam and wood shake roofing, beautiful stonework and mahogany doors. This Vermont property is an exceptional mountain home!

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number69
  • StreetUpper Taylor Hill Road
  • TownWinhall
  • StateVT
  • Zip05340
  • CountyBennington
  • DistrictBennington/Rutland
  • Elementary SchoolChoice
  • Junior HighChoice
  • High SchoolChoice
  • Map12
  • Flood Zone Y/NNo
  • Address69 Upper Taylor Hill Road

Interior

  • Interior FeaturesCathedral Ceiling, Ceiling Fan, Dining Area, Draperies, Fireplace - Gas, Fireplace - Wood, Fireplaces - 3+, Furnished, Hot Tub, Kitchen Island, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Security, Surround Sound Wiring, Walk-in Close
  • Room 1 TypeKitchen
  • Room 1 Level1
  • Room 1 Dimensions17 x 17
  • FloorsCarpet, Hardwood, Slate/Stone, Softwood, Tile
  • Room 2 TypeDining Room
  • Room 2 Level1
  • Room 2 Dimensions14 x 19
  • Room 3 TypeGreat Room
  • Room 3 Level1
  • Room 3 Dimensions24 x 25
  • Room 4 TypeLibrary
  • Room 4 Level1
  • Room 4 Dimensions15 x 14
  • Room 5 TypePrimary BR Suite
  • Room 5 Level1
  • Room 5 Dimensions16 x 17
  • Stories3
  • Room 6 TypeMudroom
  • Room 6 Level1
  • Room 6 Dimensions11 x 15
  • Room 7 TypeLaundry Room
  • Room 7 Level1
  • Room 7 Dimensions8 x 9
  • Room 8 TypeBedroom with Bath
  • Room 8 Level2
  • Room 8 Dimensions15 x 16
  • Room 9 TypeBedroom with Bath
  • Room 9 Level2
  • Room 9 Dimensions16 x17
  • Room 10 TypeFamily Room
  • Room 10 LevelBasement
  • Room 10 Dimensions25 x 26
  • Room 11 TypeRec Room
  • Room 11 LevelBasement
  • Room 11 Dimensions12 x 18
  • Room 12 TypeBedroom with Bath
  • Room 12 LevelBasement
  • Room 12 Dimensions12 x 14
  • Room 13 TypeBedroom with Bath
  • Room 13 LevelBasement
  • Room 13 Dimensions12 x 13
  • Room 14 TypeBedroom with Bath
  • Room 14 LevelBasement
  • Room 14 Dimensions16 x 17
  • Room 15 TypeBedroom with Bath
  • Room 15 Level2
  • Room 15 Dimensions14 x 14

Parking

  • Parking Spaces3
  • GarageYes
  • Parking DescriptionAuto Open, Direct Entry, Heated Garage, Driveway, Garage, On-Site, Parking Spaces 1 - 10, Unpaved, Attached

Building

  • Year Built2009
  • Building ConstructionShingle Siding, Stone Exterior, Wood Siding
  • ConstructionExisting
  • Property StyleAdirondack, Freestanding, Multi-Level, Walkout Lower Level
  • Bedrooms8
  • Bathroom9
  • Total Baths9
  • 3/4 Baths6
  • Half Bath1
  • Total Rooms14
  • Square Feet6,471
  • APX Unfin Below Grade485
  • BasementClimate Controlled, Concrete, Concrete Floor, Finished, Full, Insulated, Storage Space, Walkout, Interior Access, Exterior Access, Stairs - Basement
  • FoundationPoured Concrete

Utilities

  • Heat SystemPropane, Baseboard, Radiant
  • WaterDrilled Well, Private
  • SewerSeptic
  • Electric200 Amp
  • UtilitiesCable, Cable - At Site, Gas - LP/Bottle, Underground Utilities

Rooms

  • Full Bath2

Basic Information

  • MLS Number5042856
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$2,950,000
  • Listing Agent NameSara Buckley
  • Unit NumberD
  • Broker NameJosiah Allen Real Estate, Inc.

Property

  • Acreage11.55
  • Lot DescriptionCountry Setting, Landscaped, Mountain View, Ski Area, View, Near Golf Course, Near Skiing
  • AreaVT-Bennington
  • Lot64.3
  • DrivewayCircular, Gravel, Right-Of-Way (ROW)
  • RoadsPaved, Public, Easement
  • Suitable Use Land Type FarmsResidential

Exterior

  • Exterior FeaturesBarn, Garden Space, Hot Tub, Outbuilding, Porch, Porch - Enclosed, Built in Gas Grill
  • Exterior ColorTan
  • RoofShingle - Wood, Standing Seam

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom,1st Floor Bedroom,1st Floor Full Bathroom,1st Floor Hrd Surfce Flr,1st Floor Laundry
  • AmenitiesCO Detector, Security System, Smoke Detector, Generator - Standby
  • PricePerSqFt455.88

Other

  • Delayed ShowingsNo
  • SeasonalUnknown
  • Page262
  • Date Listed05/25/2025
  • View Count1
Mary Mitchell Miller Real Estate
Mary Mitchell Miller Real Estate
620 Main Street
PO Box 8
Weston, VT 05161
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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 24, 2025 12:41 AM EDT

 

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