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.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Kate Cassidy
Price cut: $30K (8/17)
$669,900
39 Whitcomb Hill Road, Strafford, VT 05070
3beds
1,884sqft
Single Family Residence
Built in 1960
40.87 Acres Lot
$-- Zestimate®
$356/sqft
$-- HOA
What's special
Sweeping mountain viewsWarm wood floorsWelcoming wraparound porchExposed beamsThree-bedroom two-bath homeCharming multi-level new englanderOpen shelving
- 96 days
- 1,429
- 127
Zillow last checked:
Listing updated:
Listed by:
Kate Cassidy,
Four Seasons Sotheby's Int'l Realty 603-643-6070
Source: PrimeMLS,MLS#: 5091374
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Oil, Wood, Baseboard, Forced Air
Cooling
- Other
Appliances
- Included: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Owned Water Heater, Tank Water Heater
- Laundry: Laundry Hook-ups, 1st Floor Laundry
Features
- Dining Area, Living/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Soaking Tub
- Flooring: Ceramic Tile, Softwood, Wood
- Windows: Screens
- Basement: Bulkhead,Concrete,Concrete Floor,Dirt Floor,Full,Gravel,Interior Stairs,Storage Space,Unfinished,Exterior Entry,Basement Stairs,Walk-Up Access
- Number of fireplaces: 1
- Fireplace features: Wood Burning, 1 Fireplace, Wood Stove Hook-up
Interior area
- Total structure area: 2,608
- Total interior livable area: 1,884 sqft
- Finished area above ground: 1,884
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Gravel, On Site, Parking Spaces 2
Features
- Levels: 2.5,Multi-Level
- Stories: 2.5
- Patio & porch: Covered Porch
- Exterior features: Garden, Natural Shade, Shed, Poultry Coop
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 1218
Lot
- Size: 40.87 Acres
- Features: Country Setting, Horse/Animal Farm, Field/Pasture, Hilly, Landscaped, Open Lot, Orchard(s), Trail/Near Trail, Views, Walking Trails, Wooded, Near Skiing, Near Snowmobile Trails, Rural, Near School(s)
Details
- Additional structures: Outbuilding
- Parcel number: 62419610022
- Zoning description: Rural Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior
- Foundation: Concrete
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1960
Utilities & green energy
- Electric: On-Site
- Sewer: Private Sewer
- Utilities for property: Propane, Fiber Optic Internt Avail
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Security System, Battery Smoke Detector
Location
- Region: South Strafford
Financial & listing details
- Price per square foot: $356/sqft
- Tax assessed value: $333,400
- Annual tax amount: $8,684
- Date on market: 5/28/2026
- Electric utility on property: Yes
- Road surface type: Gravel
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/17/2026 | Price change | $669,900-4.3%$356/sqft |
Source:  PrimeMLS #5091374 Report a problem | ||
| 6/10/2026 | Price change | $699,900-4.8%$371/sqft |
Source: PrimeMLS #5091374 Report a problem | ||
| 5/28/2026 | Listed for sale | $735,000+133.3%$390/sqft |
Source: PrimeMLS #5091374 Report a problem | ||
| 8/13/2009 | Sold | $315,000+26%$167/sqft |
Source: Public Record Report a problem | ||
| 6/4/2002 | Sold | $250,000$133/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,684 | $333,400 |
| 2024 | -- | $333,400 |
| 2023 | -- | $333,400 |
| 2022 | -- | $333,400 |
| 2021 | -- | $333,400 |
| 2020 | -- | $333,400 |
| 2019 | -- | $333,400 |
| 2018 | -- | $333,400 |
| 2017 | -- | $333,400 |
| 2016 | -- | $333,400 +11278.8% |
| 2015 | -- | $2,930 +0.3% |
| 2014 | -- | $2,922 -17.2% |
| 2013 | -- | $3,529 -0.3% |
| 2012 | -- | $3,540 +0.1% |
| 2011 | -- | $3,538 +0.1% |
| 2010 | -- | $3,535 0% |
| 2009 | -- | $3,536 -0.3% |
| 2008 | -- | $3,546 +0.3% |
| 2007 | -- | $3,537 +62.5% |
| 2006 | -- | $2,176 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: South Strafford
Nearby schools
Schools provided by the listing agent
- Elementary: Newton Elementary
- District: White River Valley Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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