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Single family home for sale at 39 Whitcomb Hill Rd, South Strafford, VT 05070 | MLS# 5091374 | Listing updated on 2026-10-15
Photo 1 of Single family home for sale at 39 Whitcomb Hill Rd, South Strafford, VT 05070 | MLS# 5091374 | Listing updated on 2026-10-15
Photo 2 of Single family home for sale at 39 Whitcomb Hill Rd, South Strafford, VT 05070 | MLS# 5091374 | Listing updated on 2026-10-15
Photo 3 of Single family home for sale at 39 Whitcomb Hill Rd, South Strafford, VT 05070 | MLS# 5091374 | Listing updated on 2026-10-15
Photo 4 of Single family home for sale at 39 Whitcomb Hill Rd, South Strafford, VT 05070 | MLS# 5091374 | Listing updated on 2026-10-15
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Listed by: Kate Cassidy | Four Seasons Sotheby's Int'l Realty (603) 643-6070

$625,000

Monthly Est:$3,111

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,884sqft

39 Whitcomb Hill Rd, South Strafford, VT 05070

$3,111/moEst:

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  • Single Family Residence

  • Built in 1960

  • $-- HOA

  • 40.87 acres lot

  • $332/sq.ft

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 cabinetr
y, 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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 15, 2026 at 3:22 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5091374 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Orange County

  • City

    South Strafford

  • Neighborhood

    --

  • Year Built

    1960

  • HOA Fees

    -

  • Finished Area

    1,884 sqft

  • Lot Size

    40.87 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5091374

  • MLS Status

    (10) Active - Active

  • Days on Market

    159

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Appliances

    Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Owned Water Heater, Tank Water Heater

  • Exterior Features

    Garden, Natural Shade, Outbuilding, Covered Porch, Shed, Window Screens, Poultry Coop

  • Interior Features

    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

  • Flooring

    Ceramic Tile, Softwood, Wood

  • Heating

    Oil, Wood, Baseboard, Forced Air

  • Sewer

    Private

  • Cooling

    Other

Construction

  • Year Built

    Year Built: 1960

  • Home type

    Single Family Residence

  • Roof

    Architectural Shingle

  • Construction Materials

    Wood Frame, Clapboard

  • Architectural Style

    Multi Level, New Englander

  • Property Condition

    Existing

  • Foundation Details

    Concrete

Utilities & Energy

  • Basement

    Bulkhead, Concrete, Concrete Floor, Dirt Floor, Exterior Entry, Full, Gravel, Storage Space, Basement Stairs, Interior Stairs, Unfinished

  • Parking Features

    On Site, Parking Spaces 2

  • Water Source

    Drilled Well

  • Utilities

    Propane

  • Electric

    On Site

Other Features

  • Lot Features

    Country Setting, Horse/animal Farm, Pasture, Hilly, Landscaped, Mountain View, Open Lot, Orchard(s), Trail/near Trail, Views, Walking Trails, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near School(s), Private

Price History

DateEventPrice

10/14/2026

Source: mls_logoNEREN/Prime MLS-NH #5091374

Price Decreased

$625,000 -6.70%

$332/sqft

08/16/2026

Source: mls_logoNEREN/Prime MLS-NH #5091374

Price Decreased

$669,900 -4.29%

$356/sqft

06/09/2026

Source: mls_logoNEREN/Prime MLS-NH #5091374

Listed for Sale

$699,900

$371/sqft

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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