23 Winding Hill Rd, Brattleboro, VT 05301

Listed by Christine Lewis • Brattleboro Area Realty. Bought with Brattleboro Area Realty.

Off Market Jun 2008 for $63K

$97,861

•

924

sq ft

23 Winding Hill Rd, Brattleboro, VT 05301

About this home

ManufacturedProperty Type

1986Year Built

$106Est. Price/Sq.Ft.

Listed by Christine Lewis • Brattleboro Area Realty

Bought with Christine Lewis • Brattleboro Area Realty

Redfin checked: a minute ago

•Source:PrimeMLS #3052864

Redfin Estimate

$97,861

$35K since sold in June 2008$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 45.2% lower than the average sale price ($179K) of 5 comparable homes.

SOLD MAR 31, 2026
$93,000
A
2 beds2 baths1,008 sq ft
26 Lynwood Dr, Brattleboro, VT 05301
SOLD JAN 23, 2026
$89,900
B
2 beds2 baths910 sq ft
2 Wagon Dr, Brattleboro, VT 05301
SOLD AUG 31, 2026
$65,000
C
2 beds1 bath728 sq ft
4 Reservoir Rd, Brattleboro, VT 05301
SOLD NOV 6, 2025
$120,000
D
2 beds1 bath888 sq ft
15 Lynwood Dr, Brattleboro, VT 05301
SOLD AUG 31, 2026
$525,000
E
2 beds1 bath1,576 sq ft
211 Pleasant Valley Rd, Brattleboro, VT 05301

Claim this home to receive a free report every month with insights on the changing estimate.

Market trends in 05301, VT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.7%

+0.5% MoM

Median sale price

$387K

$2K MoM

Avg. days on market

59d

9 days MoM

Recently sold homes

8 MoM

New listings for sale

$830,000
5 beds5.5 baths5,064 sq ft
253 Sugar House Hl, Guilford, VT 05301
$149,900
3 beds2 baths1,232 sq ft
14 Deepwood Park, Brattleboro, VT 05301
$395,000
2 beds2 baths1,400 sq ft
215 Gilbert Rd, Marlboro, VT 05344
$190,000
2 beds1 bath930 sq ft
39 Brookside Dr #5, Brattleboro, VT 05301
$120,000
2 beds1 bath924 sq ft
21 Winding Hl, Brattleboro, VT 05301
$499,000
2 beds2 baths1,775 sq ft
171 Buttonwood Dr, Brattleboro, VT 05301
$525,000
3 beds2.5 baths2,330 sq ft
205 Wantastiquet Dr, Brattleboro, VT 05301
$479,000
2 beds2 baths1,775 sq ft
162 Buttonwood Dr, Brattleboro, VT 05301
$439,000
2 beds2 baths1,550 sq ft
77 Buttonwood Dr, Brattleboro, VT 05301
$289,000
2 beds1 bath925 sq ft
45 Kopkind Rd, Guilford, VT 05301
See all

Provided by Redfin

Sale history for 23 Winding Hill Rd

Tax history for 23 Winding Hill Rd

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

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

104.07 Acres

Year renovated

—

Sq. Ft.

924

Year built

1986

Style

Mobile/Manufactured Home

County

Windham County

APN

08102514624

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 8, 2026.

Residential Neighborhood District

The Residential Neighborhood District is composed of high- to moderate-density residential neighborhoods extending outward from downtown Brattleboro and West Brattleboro village, and along the Route 9 corridor. While primarily residential in use, these neighborhoods vary significantly in the form and density of housing they offer, and include traditional neighborhoods, post-war suburban-style neighborhoods, multi-family developments, townhouses and mobile home parks. The land within this district is generally served by municipal water and sewer. Walkability and proximity to public transit service, neighborhood stores, schools, parks and other amenities varies by neighborhood. The purpose of this district is to allow a diverse range of housing, encourage an increase in and improvement of the town’s housing stock, and promote more compact, walkable neighborhoods in balance with protection of neighborhood character and quality of life, and in accordance with the policies of the Brattleboro Town Plan.

Property details

Parking

Parking & Garage
Location: Carport

Interior

Bathroom Information
# of Baths (full): 1

Basement Information
None

Other Interior Features
# of Rooms: 5
Flooring: Carpet, Laminate
Water Heater: Electric
Ceiling Fan, Natural Woodwork, Laundry - 1st Floor

Equipment & Appliance Information
Dryer, Exhaust Hood, Range - Gas, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 13x10

Room 2 Information
Dining Room
Dimensions: 13x08

Room 3 Information
Living Room
Dimensions: 13x15

Room 7 Information
Master Bedroom
Dimensions: 13x12
Level: 1

Room 8 Information
Bedroom
Dimensions: 08x10

Room 16 Information
Full Bath
Level: 1

Exterior

Building Information
Approximate Sq. Ft. Total Finished: 924
Color: cream
Porch - Covered, Shed, Window Screens
Foundation: Slab w/ Frost Wall
Roof: Metal
Exterior: Vinyl

Driveway
Paved

Lot, Zoning, & Easement Information
Common Land Acres: 25
Deed Restricted, Leased, Mountain View, Trail/Near Trail

Other Property & Lot Information
Year Built: 1986

Financial

Tax Information
Tax Year: 8
Gross Amount Tax: 854

Financing Information
Cash Only, Conventional

Utilities

Heating & Cooling Information
Heat: Hot Air
Heat Fuel: Kerosene

Sewer Information
Public

Electric Information
Electric Company: CVPS
220 Plug, Circuit Breaker(s)

Water Information
Public

Other Utilities Information
Cable Company: Comcast
Fuel Company: Fleming
Phone Company: Verizon
Cable

Location

Homeowners Association
Fee: 234
Monthly

School Information
Elementary School: Brattleboro Elem Schools
Elementary School: Brattleboro Elem Schools

Road Information
Road Frontage: Yes
Road Frontage Length: 25

Other Location Information
Directions: RT 9 (Marlboro Rd) to Winding Hill, see #23
Development / Subdivision: None (Bratt)

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 924
Stories: 1.0
Lot Size: 104.07 acres
Style: Mobile/Manufactured Home
Year Built: 1986
Year Renovated: —
County: Windham County
APN: 08102514624

Home facts updated by county records on Jul 8, 2026

Other

Documents & Disclosures
Documents Available: Property Disclosure

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Windham Southeast Unified Union School District #96 website to verify.

Academy School

Public PreK-6 • 1.7mi

6/10

Neighborhood Schoolhouse

Private PreK-8 • 2.4mi

Hilltop Montessori School

Private PreK-8 • 2.9mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

4/10 Wind Factor

10% 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

Brattleboro, VT • 05301

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Is this your home?

Track this home’s value and nearby sales activity

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Home values near 23 Winding Hill Rd

Data from public records.

Address	Redfin Estimate
28 Hillwinds Rd, Brattleboro, VT 2 Beds \| 1 Baths \| 903 Sq. Ft.	$66,080
22 Hillwinds Rd, Brattleboro, VT 2 Beds \| 1 Baths \| 852 Sq. Ft.	$76,653

Address	Redfin Estimate
27 Hillwinds Rd, Brattleboro, VT 2 Beds \| 1 Baths \| 720 Sq. Ft.	$115,540
24 Hillwinds Rd, Brattleboro, VT 3 Beds \| 2 Baths \| 1084 Sq. Ft.	—

Address	Redfin Estimate
19 Hillwinds Rd, Brattleboro, VT 4 Beds \| 2 Baths \| 1836 Sq. Ft.	—
26 Hillwinds Rd, Brattleboro, VT 2 Beds \| 1 Baths \| 1172 Sq. Ft.	—

Property information provided by PrimeMLS when last listed in 2008. This data may not match . Learn more.

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