39 Whitcomb Hill RoadStrafford, VT 05070MLS Number 5091374

  • Price: $735,000
  • Est. Mortgage of $/month
  • 1 Day on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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39 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 0507039 Whitcomb Hill Road Strafford VT 05070
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  • 3Bedrooms
  • 40.87Acreage
  • 2Bathrooms
  • 1960Year Built

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Listed by Kate Cassidy of Four Seasons Sotheby's Int'l Realty
Set high above the rolling hills of South Strafford, this charming multi-level New Englander offers the perfect blend of privacy, character, and breathtaking Vermont beauty. Situated on 40.84 acres with sweeping mountain views, this three-bedroom, two-bath home invites you to slow down and embrace four-season living. A welcoming wraparound porch overlooks open meadows and mature trees, creating the ideal setting for morning coffee, evening sunsets, or gathering with friends after a day on the trails or slopes. Inside, warm wood floors, exposed beams, and abundant natural light create a cozy yet spacious atmosphere. The thoughtfully updated kitchen features custom cabinetry, open shelving, and a functional center island, while the inviting living room offers oversized windows framing the surrounding landscape. The home's multi-level layout provides comfortable separation of space, including serene bedrooms with peaceful woodland views and flexible work-from-home potential. Outside, a classic barn adds versatility for storage, hobbies, animals, or future creative use. Located in a wonderful community close to skiing, hiking trails, and a highly regarded school system, this property is ideal for those seeking a Vermont mountain retreat with privacy, charm, and year-round recreation. Whether you are searching for a full-time residence, country getaway, or homestead lifestyle property, this special offering captures the essence of Vermont living.

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More Info

Parking

  • Parking Spaces
  • GarageNo
  • Parking DescriptionOn-Site, Parking Spaces 2

Building

  • Year Built1960
  • Building ConstructionWood Frame, Clapboard Exterior
  • ConstructionExisting
  • Property StyleMulti-Level, New Englander
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • Total Rooms7
  • Square Feet1,884
  • APX Unfin Below Grade724
  • BasementBasement Stairs, Bulkhead, Concrete, Concrete Floor, Dirt Floor, Exterior Access, Full, Gravel, Interior Stairs, Storage Space, Unfinished
  • FoundationConcrete

Utilities

  • Heat SystemOil, Wood, Baseboard, Forced Air
  • WaterDrilled Well
  • SewerPrivate
  • ElectricOn-Site
  • UtilitiesPropane

Rooms

  • Full Bath2

Location

  • Building Number39
  • StreetWhitcomb Hill Road
  • TownStrafford
  • StateVT
  • Zip05070
  • CountyOrange
  • DistrictWhite River Valley Supervisory U
  • Elementary SchoolNewton Elementary
  • Junior HighChoice
  • High SchoolChoice
  • Flood Zone Y/NNo
  • Address39 Whitcomb Hill Road

Interior

  • Interior FeaturesDining Area, Wood Fireplace,1 Fireplace, Laundry Hook-ups, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Soaking Tub, Wood Stove Hook-up,1st Floor Laundry
  • Room 1 TypeLiving Room
  • Room 1 Level1
  • Room 1 Dimensions15'5" x 15'9"
  • FloorsCeramic Tile, Softwood, Wood
  • Room 2 TypeDining Room
  • Room 2 Level1
  • Room 2 Dimensions15'5" x 8'11"
  • Room 3 TypeBreakfast Nook
  • Room 3 Level1
  • Room 3 Dimensions11'5" x 4'10"
  • Room 4 TypeKitchen
  • Room 4 Level1
  • Room 4 Dimensions13'9" x 10'2"
  • Room 5 TypeFoyer
  • Room 5 Level1
  • Room 5 Dimensions8'11" x 6'7"
  • Stories2.5
  • Room 6 TypePrimary BR Suite
  • Room 6 Level2
  • Room 6 Dimensions15'9" x 9'7"
  • Room 7 TypeBathroom Three Quarter
  • Room 7 Level2
  • Room 7 Dimensions8'11" x 5'4"
  • Room 8 TypeBathroom Full
  • Room 8 Level3
  • Room 8 Dimensions11'3" x 7'3"
  • Room 9 TypeBedroom
  • Room 9 Level3
  • Room 9 Dimensions11'2" x 12'4"
  • Room 10 TypeBedroom
  • Room 10 Level1
  • Room 10 Dimensions11'10" x 12'1"

Basic Information

  • MLS Number5091374
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$735,000
  • Listing Agent NameKate Cassidy
  • Broker NameFour Seasons Sotheby's Int'l Realty

Property

  • Acreage40.87
  • Lot DescriptionCountry Setting, Horse/Animal Farm, Field/Pasture, Hilly, Landscaped, Mountain View, Open, Orchards, Trail/Near Trail, View, Walking Trails, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near School(s), Private
  • AreaVT-Orange
  • DrivewayGravel
  • RoadsDead End, Gravel, Public
  • Road Frontage1218

Exterior

  • Exterior FeaturesGarden Space, Natural Shade, Outbuilding, Covered Porch, Shed, Window Screens, Poultry Coop
  • RoofArchitectural Shingle

Amenities

  • AmenitiesBattery Smoke Detector, CO Detector, Dehumidifier, Security System, Window AC, Wood Stove
  • PricePerSqFt390.13

Other

  • SeasonalNo
  • Page307
  • Date Listed05/28/2026
Dave Chenette | Chenette Real Estate
Dave Chenette | Chenette Real Estate
Office: 802-264-1991
9 Roberts Ct
Milton, VT 05468
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Copyright 2026 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 May 28, 2026 3:40 PM EDT

 

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