OFF MARKET

Listed by Jenifer Hoffman • Maple Leaf Real Estate. Bought with Maple Leaf Real Estate.

Off market jun 2019 for $290K

$527,041

Est. refi paymentEst. refi $1,902/mo

•

3,166

sq ft

266 Oak Hl, Shaftsbury, VT 05262

About this home

Nestled on 4+ acres in the desirable Oak Hill neighborhood, this spacious 4 bedroom, 2.5 bath home is move-in ready. Freshly painted throughout with soft, modern hues. Kitchen has Stainless Steel appliances, solid wood cabinets, and gorgeous new granite counters! Cathedral ceiling in kitchen & dining, plus lots of windows for natural light. Large Living Room with vaulted ceiling and wood stove for alternative heat. French doors lead to new wood deck overlooking front yard. Flexible layout with 3 bedrooms and full bath on one side, and a Master Suite with walk-in closet and 3/4 bath with laundry hook-ups on the opposite side (ideal for in-law suite). Walk-out lower level has 3 finished bonus rooms, laundry and powder room. Utility room with storage space and new 200 amp electrical panel. Concrete pad already poured for parking space or to build a detached garage. Town-maintained dirt road, only 10-15 minutes to Bennington. Comcast high-speed internet and cable currently at property. This fantastic property won't last long!

Single-familyProperty Type

2002Year Built

4.21 acresLot Size

$166Est. Price/Sq.Ft.

Listed by Jenifer Hoffman • Maple Leaf Real Estate

Bought with Jenifer Hoffman • Maple Leaf Real Estate

Redfin checked: 10 minutes ago

•Source:PrimeMLS #4747434

Redfin Estimate

$527,041

$237K since sold in June 2019$22K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.6% higher than the average sale price ($389K) of 6 comparable homes.

SOLD SEP 16, 2026
$485,000
A
3 beds2 baths2,740 sq ft
211 ROD and GUN CLUB Rd, Shaftsbury, VT 05262
SOLD AUG 28, 2026
$272,500
B
5 beds2.5 baths2,716 sq ft
886 Hidden Valley Rd, Shaftsbury, VT 05262
SOLD SEP 16, 2026
$490,000
C
3 beds2 baths2,721 sq ft
181 White Tail Run, Arlington, VT 05250
SOLD JUL 10, 2026
$350,000
D
4 beds2.5 baths2,530 sq ft
93 Russett Dr, Bennington, VT 05201
SOLD AUG 31, 2026
$439,000
E
3 beds2.5 baths2,389 sq ft
15 Polygraphic Ln, North Bennington, VT 05257
SOLD JUL 22, 2026
$295,000
F
3 beds2 baths2,753 sq ft
166 Cardinal Ln, Bennington, VT 05201

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,464/mo

Redfin rental estimate

List your home for rent

Market trends in 05262, VT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

95.6%

+2.2% MoM

Median sale price

$440K

$80K MoM

Avg. days on market

90d

0 days MoM

Recently sold homes

2 MoM

Provided by Redfin

Sale history for 266 Oak Hl

Date

Event

Price

PrimeMLS #4747434

Jun 27, 2019

Sold

$290,000

$92/sq ft

May 29, 2019

Pending

—

Apr 25, 2019

Contingent

—

Apr 23, 2019

Listed

$298,000

$94/sq ft

Public Records

May 31, 2016

Sold

$260,000

$82/sq ft

PrimeMLS #4448245

Apr 25, 2016

Sold

$260,000

$82/sq ft

Feb 20, 2016

Pending

—

Sep 1, 2015

Listed

$259,900

$82/sq ft

+16

Land, Views, Privacy, Woods, everything you are looking for in a home. Built in 2002 and situated on over 4 acres of land, this quality built home features wide pine floors, oak floors, open floor plan, master suite w/ bath & laundry hookups plus a woodstove and large deck overlooking the mountains. Lower, walk out level is mostly finished with half bath, laundry, lots of room for work out space, office, storage and more. Rural setting yet not remote. Bright, beautiful and well maintained.

Public Records

Nov 7, 2002

Sold

$132,000

$42/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$4,104 (−1.5%)

$66,600 + $235,000

$301,600

2024

$4,165 (+3.9%)

$66,600 + $235,000

$301,600

2023

$4,010 (−27.0%)

$66,600 + $235,000

$301,600

2022

$5,495 (+1.0%)

$66,600 + $235,000

$301,600

2021

$5,441

$66,600 + $235,000

$301,600

2020

$5,438 (+4.8%)

$66,600 + $235,000

$301,600

2019

$5,187 (+2.7%)

$66,600 + $235,000

$301,600

2018

$5,050 (−1.6%)

$66,600 + $235,000

$301,600

2017

$5,134 (+3.8%)

$66,600 + $235,000

$301,600

2016

$4,946 (+0.4%)

$66,600 + $235,000

$301,600

2015

$4,927

$66,600 + $235,000

$301,600

2013

$66,600 + $235,000

$301,600

Tax history for 266 Oak Hl

Year

Property tax

Land + Additions

Assessment*

2025

$4,104 (−1.5%)

$66,600 + $235,000

$301,600

2024

$4,165 (+3.9%)

$66,600 + $235,000

$301,600

2023

$4,010 (−27.0%)

$66,600 + $235,000

$301,600

2022

$5,495 (+1.0%)

$66,600 + $235,000

$301,600

2021

$5,441

$66,600 + $235,000

$301,600

2020

$5,438 (+4.8%)

$66,600 + $235,000

$301,600

2019

$5,187 (+2.7%)

$66,600 + $235,000

$301,600

2018

$5,050 (−1.6%)

$66,600 + $235,000

$301,600

2017

$5,134 (+3.8%)

$66,600 + $235,000

$301,600

2016

$4,946 (+0.4%)

$66,600 + $235,000

$301,600

2015

$4,927

$66,600 + $235,000

$301,600

2013

$66,600 + $235,000

$301,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

—

Lot width

—

Lot depth

—

Lot size

4.21 Acres

Year renovated

—

Sq. Ft.

3,004

Year built

2002

Style

Single Family Residential

County

Bennington County

APN

57318010187

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 22, 2026.

Property details

Parking

Parking & Garage
Driveway

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 1
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Full, Partially Finished, Stairs - Interior, Storage Space, Walkout

Other Interior Features
# of Rooms: 10
Level B: 1/2 Bath, Level B: Family Room, Level B: Laundry Room, Level B: Mudroom, Level B: Office/Study, Level B: Utility Room
Flooring: Carpet, Hardwood, Laminate, Softwood, Tile
Water Heater: Off Boiler, Owned, Tank
Cathedral Ceiling, In-Law Suite, Kitchen/Dining, Living/Dining, Master Bedroom With Bath, Natural Light, Vaulted Ceiling, Walk-in Closet, Wood Stove Hook-up, Laundry - 1st Floor, Laundry - 2nd Floor

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 23'10" x 11'
Level: 1

Room 2 Information
Dining Room
Dimensions: 23'10" x 12'6"
Level: 1

Room 3 Information
Living Room
Dimensions: 32' x 13'8"
Level: 1

Room 4 Information
Master Bedroom
Dimensions: 12'4" x 13'5"
Level: 1

Room 5 Information
3/4 Bath
Dimensions: 8'2" x 8'5"
Level: 1

Room 6 Information
Bedroom
Bedroom
Dimensions: 16'10" x 11'7"
Level: 1

Room 7 Information
Bedroom
Dimensions: 11'7" x 13'6"
Level: 1

Room 8 Information
Bedroom
Dimensions: 11'5" x 11'1"
Level: 1

Room 9 Information
Full Bath
Dimensions: 7'2" x 7'9"
Level: 1

Room 10 Information
Family Room
Dimensions: 22'7" x 21'7"
Level: Basement

Room 11 Information
Office/Study
Dimensions: 11'6" x 11'2"
Level: Basement

Room 12 Information
Mudroom
Dimensions: 23' x 15'10"
Level: Basement

Room 13 Information
Utility Room
Dimensions: 25' x 11'6"
Level: Basement

Room 14 Information
1/2 Bath
Level: Basement

Room 15 Information
Laundry Room
Level: Basement

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3166
Approximate Sq. Ft. Total: 3454
Color: Beige
Deck
Construction: Wood Frame
Foundation: Concrete
Roof: Shingle - Architectural
Exterior: Vinyl Siding

Driveway
Gravel

Lot, Zoning, & Easement Information
Country Setting, Landscaped, Mountain View, View, Wooded

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 2002

Financial

Assessment Information
Assessment Amount: 301600

Tax Information
Tax Year: 2018
Tax Year Notes: 2018-2019
Gross Amount Tax: 5050.29
SPAN Number: 573-180-10187

Other Tax Information
Page Deed: 045

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water
Heat Fuel: Oil

Sewer Information
Private, Septic

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Cable - Available, Internet - Cable

Location

School Information
School District: Southwest Vermont
Elementary School: Shaftsbury Elem. School
Elementary School: Shaftsbury Elem. School
Middle/Jr School: Mt. Anthony Union Middle Sch

Neighborhood Information
Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 450
Gravel, Public

Other Location Information
Directions: From Route 7A in Shaftsbury, take either Airport Rd or North Rd. Left on Oak Hill. House will be on right.

Public facts

Beds: 4
Baths: 1.5
Sq. Ft.: 3,004
Stories: —
Lot Size: 4.21 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Bennington County
APN: 57318010187

Home facts updated by county records on Oct 22, 2026

Around this home

Schools

Mt. Anthony Union Middle School

Public 6-8 • Assigned • 4.8mi

5/10

Mt. Anthony Senior Uhsd #14

Public 9-12 • Assigned • 6.1mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 91° expected this year, 16 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Shaftsbury, VT • 05262

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$501,000 – $607,000

Sell confidently with a local market expert in Shaftsbury. 3 minutes to get started.

Nearby similar homes

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Extraordinary views • Large outdoor deck • 25.3 acre lot

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4 beds2 baths1,614 sq ft

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Mountain retreat • Versatile loft area • Finished lower level

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4 beds3.5 baths3,844 sq ft

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Vermont farmhouse • More than 72 acres • Historic stone walls

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3 beds1.5 baths1,408 sq ft

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$80,000

4 beds2 baths1,465 sq ft

107 Lyons St, Bennington, VT 05201

6,969 sq ft lot • Built 1910 • Listed 130 days

$170,000

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Vermont farmhouse • Flat park-like lot • Mature landscaping

Home values near 266 Oak Hl

Data from public records.

Address	Redfin Estimate
272 Oak Hill Road, Shaftsbury, VT 3 Beds \| 2.5 Baths \| 3637 Sq. Ft.	$669,563
157 Oak Hill Road, Shaftsbury, VT 4 Beds \| 3 Baths \| 2578 Sq. Ft.	$517,388

Address	Redfin Estimate
28 Oak Hill Road, Shaftsbury, VT 4 Beds \| 2 Baths \| 1566 Sq. Ft.	$370,522
290 Oak Hill Road, Shaftsbury, VT 3 Beds \| 1.5 Baths \| 2542 Sq. Ft.	$533,392

Address	Redfin Estimate
300 Oak Hill Road, Shaftsbury, VT 3 Beds \| 2 Baths \| 1820 Sq. Ft.	$443,594
138 Oak Hill Road, Shaftsbury, VT 3 Beds \| 2.5 Baths \| 1872 Sq. Ft.	$468,145

Property information provided by PrimeMLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05262, VT

Sale history for 266 Oak Hl

Tax history for 266 Oak Hl

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 266 Oak Hl

More real estate resources