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39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo
39 Whitcomb Hill Road, Strafford, VT 05070 Photo

31 Total Photos [Click to View All]

  • Listing Provided by:
    Four Seasons Sothebys Intl Realty
    Phone: 603-643-6070
    Agent: Kate Cassidy IDX logo

  • 3
    Beds
  • 2
    Baths
  • 1,884
    Square Feet
  • White River Valley Supervisory Union
    School
  • 5091374
    MLS#
$699,900
Status: Active
39 Whitcomb Hill Road Strafford, VT 05070

Property Description

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 40.87 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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Property Features

MLS Number: 5091374
Subdivision:
County: Orange
Bedrooms: 3
Full Baths: 2
Total Square Feet: 1,884
Style: ,New Englander
New Constuction: No
Construction: Wood Frame,Clapboard Exterior
Outdoor Features: Garden Space, Natural Shade, Outbuilding, Covered Porch, Shed, Window Screens, Poultry Coop
Waterfront: No
Property Type: Residential - Single Family
Basement: Yes
Basement: Bulkhead, Concrete, Concrete Floor, Dirt Floor, Full, Gravel, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
Cooling: Other
Heating: Oil, Wood, Baseboard, Forced Air
Lot Size: 40.87 Acres
Road Frontage: 1218
Roof Type: Architectural Shingle
Stories: 2.5
Year Built: 1960

Amenities

Dining 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
Garden Space
Natural Shade
Outbuilding
Covered Porch
Shed
Window Screens
Poultry Coop

Feature Descriptions

Appliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Owned Water Heater, Tank Water Heater
Baths Full: 2
Construction: Wood Frame, Clapboard Exterior
Construction Status: Existing
Days on Market: 17
Driveway: Gravel
Electric: On-Site
Equipment: Window AC, CO Detector, Dehumidifier, Security System, Battery Smoke Detector, Wood Stove
Exterior: Wood Frame, Clapboard Exterior
Flood Zone: No
Flooring: Ceramic Tile, Softwood, Wood
Foundation: Concrete
Home Style: ,New Englander
Lot: Country 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
Number of Rooms: 7
Parking: On-Site, Parking Spaces 2
Roads: Dead End, Gravel, Public
Sewer: Private
Sq. Ft. Above Grade Finished: 1884
Sq. Ft. Total Finished: 1884
Total Stories: 2.5
Water: Drilled Well
Zoning: Rural Residential

Room Sizes

Living Room: 15.5 x 15.9 Level - 1
Dining Room: 15.5 x 8.11 Level - 1
Breakfast Nook: 11.5 x 4.10 Level - 1
Kitchen: 13.9 x 10.2 Level - 1
Foyer: 8.11 x 6.7 Level - 1
Primary BR Suite: 15.9 x 9.7 Level - 2
Bathroom Three Quarter: 8.11 x 5.4 Level - 2
Bathroom Full: 11.3 x 7.3 Level - 3
Bedroom: 11.2 x 12.4 Level - 3
Bedroom: 11.10 x 12.1 Level - 1

Location

Listed By / Shown By

Listed By

Broker Name: Four Seasons Sothebys Intl Realty
Agent Name: Kate Cassidy
Broker Phone: 603-643-6070

agent picture

Shown By

Agent Name: Sue Sampson
Agent Phone: Cell: (603) 387-9770
Broker Title: Badger Peabody & Smith Realty

IDX logo

Estimate Your Payment

Estimated Payment

$ 3,633.47 per month $3,429.34 Principal & Interest $0.00 Property Tax (data not provided by mls) $204.14 Homeowner's Insurance

Source: Delta Media Group, Inc.

Change Payment Information

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(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/13/2026. The listing information on this page last changed on 06/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/13/2026 12:41:00 AM EST) or Prime MLS (last updated Fri 06/12/2026 11:33:16 PM EST) or MREIS (last updated Sat 06/13/2026 12:35:15 AM EST). Real estate listings held by brokerage firms other than Badger Peabody & Smith Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-06-12 23:33:16

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