39 Whitcomb Hill Rd

Strafford, VT 05070

$735,000
Price
3
Beds
1,884 Sq. Ft.
$390 / Sq. Ft.
1,884
Sq. Ft.
$390
per Sq. Ft.
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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 40.84 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...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.
  1. Listed by Kate Cassidy • Four Seasons Sotheby's Int'l Realty

Property Details for 39 Whitcomb Hill Road

Zoning
Rural Residential
LISTING UPDATED: 06/01/2026 12:47 PM

Property Details for 39 Whitcomb Hill Road

StatusActive
MLS #5091374
Days on Market6
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1960
Lot Size40.87 AC / 1,780,297 SF
CountyOrange County
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Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
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Building Information for 39 Whitcomb Hill Road

Stories2Year Built1960Building Size-Lot Size40.87 AC / 1,780,297 SF

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$4,399 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,663

Property Taxes

$736

HOA Dues

$0

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Property Information for 39 Whitcomb Hill Road

Summary
Location and General Information
  • City: Strafford
  • County: VT-Orange
  • Directions: Follow GPS for accurate directions
  • Latitude: 43.844013000000999
  • Longitude: -72.344524000000007
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05070
Taxes and HOA Information
  • SPAN Number: 624-196-10022
  • Taxes TBD: Yes
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: 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
  • Lot Size Acres: 40.87
  • Road Frontage Length: 1218.0
  • Total Finished Area: 1884.0
  • Above Grade Finished Area: 1884.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 724.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 1780297.0
  • Total Area: 2608.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1960
  • School District: White River Valley Supervisory Union
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Newton Elementary
Utilities
  • Electric: On-Site
  • Sewer: Private
  • Water Source: Drilled Well
  • Utilities: Propane
  • Internet: Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Architectural Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Owned Water Heater, Tank Water Heater
  • Basement: Yes
  • Basement Access Type: Walk-up
  • Basement Description: Bulkhead, Concrete, Concrete Floor, Dirt Floor, Full, Gravel, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Breakfast Nook, Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: 3/4 Bathroom, Level 2: Primary Bdm Ste
  • Rooms: Level 3: Level 3: Bedroom, Level 3: Full Bathroom
  • Flooring: Ceramic Tile, Softwood, Wood
  • Heating: Oil, Wood, Baseboard, Forced Air
  • Cooling: Other
  • Total Stories: 2.5
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Dimensions: 15'5" x 15'9"
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 15'5" x 8'11"
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 11'5" x 4'10"
  • Room Level: 1
  • Room Type: Breakfast Nook
Room 4
  • Room Dimensions: 13'9" x 10'2"
  • Room Level: 1
  • Room Type: Kitchen
Room 5
  • Room Dimensions: 8'11" x 6'7"
  • Room Level: 1
  • Room Type: Foyer
Room 6
  • Room Dimensions: 15'9" x 9'7"
  • Room Level: 2
  • Room Type: Primary BR Suite
Room 7
  • Room Dimensions: 8'11" x 5'4"
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Dimensions: 11'3" x 7'3"
  • Room Level: 3
  • Room Type: Bathroom Full
Room 9
  • Room Dimensions: 11'2" x 12'4"
  • Room Level: 3
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 11'10" x 12'1"
  • Room Level: 1
  • Room Type: Bedroom

Property History for 39 Whitcomb Hill Road

DateEvent & SourcePriceAppreciation
May 27, 2026

Listed (Active)

New England Real Estate Network #5091374

$735,000—
Aug 12, 2009

Sold (Public Record)

Public Record #594364657

$315,000—
Aug 12, 2009

Sold

New England Real Estate Network #2779487

$315,000—
DateEvent & SourcePrice
05/27/2026

Listed (Active)

New England Real Estate Network #5091374

$735,000
08/12/2009

Sold (Public Record)

Public Record #594364657

$315,000
08/12/2009

Sold

New England Real Estate Network #2779487

$315,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Whitcomb Hill Road

Taxable ValueLand$167,000Additions$166,400Total$333,400
Tax Record2024$8,828 ($736 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,884 SqFtAbove Grade Finished SqFt1,884 SqFtStories2Lot Size1,780,297 SqFtStyleSingle Family ResidenceYear Built1960CountyORANGEAPN(196) 37039Fireplace TypeHas Fireplace

Schools near 39 Whitcomb Hill Road

This home is within Strafford School District.
Rating
School
Type
Grades
Distance
Newton Elementary School
Public - PK to 8
Rating
School
Distance
Newton Elementary School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 39 Whitcomb Hill Road, Strafford, VT 05070

39 Whitcomb Hill Road is a single family home for sale in Strafford, VT 05070. This property was listed for sale on May 27, 2026 by Four Seasons Sotheby's Int'l Realty, it's currently listed at $735,000. It has been on the market for a total of 6 days and was last sold on August 12, 2009. This listing's school district is Strafford School District. Nearby schools include Newton Elementary School. 39 Whitcomb Hill Road is a 3-bed, 2-bath, 1,884 sqft single family home built in 1960.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 06/03/2026 08:39 AM