OFF MARKET

Listed by Richard Caplan • Deerfield Valley Real Estate. Bought with Four Seasons Sotheby's Int'l Realty.

Off market feb 2023 for $315K

$335,999

Est. refi paymentEst. refi $2,092/mo

•

2,100

sq ft

42 Old Town Rd, Wilmington, VT 05363

About this home

Classic Vermont Ski Chalet. Lovingly used by the same family for over 60 years. Rustic with an updated kitchen, 2 bedrooms plus sleeping loft, partially finished lower level, family room, sauna and shower. Great location close to Mount Snow, Haystack and the Village of Wilmington. Double lot with a large vegetable garden, mature plantings, stone walls and more. Needs a little TLC but everything is good to go.

Single-familyProperty Type

1962Year Built

2.2 acresLot Size

$160Est. Price/Sq.Ft.

Listed by Richard Caplan • Deerfield Valley Real Estate

Bought with Betsy Wadsworth • Four Seasons Sotheby's Int'l Realty

Redfin checked: a minute ago

•Source:PrimeMLS #4938705

Redfin Estimate

$335,999

$21K since sold in February 2023$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.2% lower than the average sale price ($432K) of 6 comparable homes.

SOLD SEP 25, 2026
$550,000
A
3 beds2 baths2,360 sq ft
68 Ellis Brook Rd, West Dover, VT 05356
SOLD JUN 5, 2026
$301,000
B
4 beds2 baths1,750 sq ft
91 Happy Haven Rd, Wilmington, VT 05363
SOLD OCT 2, 2026
$465,000
C
3 beds2 baths2,070 sq ft
18 Quail Ct, Wilmington, VT 05363
SOLD JUN 5, 2026
$491,200
D
3 beds2 baths2,250 sq ft
36 Buckboard Dr, West Dover, VT 05356
SOLD FEB 23, 2026
$250,000
E
3 beds2 baths1,328 sq ft
876 Route 100, Wilmington, VT 05363
SOLD SEP 24, 2026
$535,000
F
4 beds2 baths1,440 sq ft
67 Heritage Dr, Dover, VT 05356

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,830/mo

Redfin rental estimate

List your home for rent

Market trends in 05363, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

99.0%

0.4% MoM

Median sale price

$397K

$13K MoM

Avg. days on market

78d

32 days MoM

Recently sold homes

1 MoM

New listings for sale

$335,000
3 beds2 baths1,400 sq ft
19 View Rd, Wilmington, VT 05363
VIDEO TOUR
$539,000
3 beds2 baths1,584 sq ft
5 First Ln #4, Wilmington, VT 05363
$999,000
6 beds3.5 baths5,312 sq ft
23 Shincracker Way, Wilmington, VT 05363-0000
3D WALKTHROUGH
$399,000
3 beds2 baths1,140 sq ft
36 Ives Rd, Wilmington, VT 05363
$289,900
5 beds2.5 baths1,700 sq ft
3 Lightning Ledge Way, Wilmington, VT 05363
$599,000
4 beds3 baths2,352 sq ft
90 Big Bend Loop, Wilmington, VT 05363
VIDEO TOUR
$1,395,000
3 beds3 baths3,113 sq ft
529 Coldbrook Rd, Wilmington, VT 05363
VIDEO TOUR
$499,900
3 beds2.5 baths3,197 sq ft
14 High Top Rd Unit B124, Wilmington, VT 05359
See all

Provided by Redfin

Sale history for 42 Old Town Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,577 (−0.6%)

$41,100 + $298,350

$339,450

2024

$4,607 (+16.2%)

$41,100 + $298,350

$339,450

2023

$3,963 (−20.3%)

$31,000 + $192,250

$223,250

2022

$4,971 (+1.3%)

$31,000 + $192,250

$223,250

2021

$4,910 (−9.2%)

$31,000 + $192,250

$223,250

2020

$5,406 (+10.1%)

$31,000 + $192,250

$223,250

2019

$4,910 (+3.8%)

2018

$4,730 (+8.3%)

2017

$4,367 (+2.7%)

2016

$4,252 (+1.8%)

2015

$4,178 (+6.1%)

2014

$3,938

2013

Tax history for 42 Old Town Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,577 (−0.6%)

$41,100 + $298,350

$339,450

2024

$4,607 (+16.2%)

$41,100 + $298,350

$339,450

2023

$3,963 (−20.3%)

$31,000 + $192,250

$223,250

2022

$4,971 (+1.3%)

$31,000 + $192,250

$223,250

2021

$4,910 (−9.2%)

$31,000 + $192,250

$223,250

2020

$5,406 (+10.1%)

$31,000 + $192,250

$223,250

2019

$4,910 (+3.8%)

2018

$4,730 (+8.3%)

2017

$4,367 (+2.7%)

2016

$4,252 (+1.8%)

2015

$4,178 (+6.1%)

2014

$3,938

2013

*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

Stories

Lot width

—

Lot depth

—

Lot size

2.2 Acres

Year renovated

—

Sq. Ft.

2,304

Year built

1962

Style

Single Family Residential

County

Windham County

APN

76224211819

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

Property details

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Walkout
Partially Finished, Walkout

Other Interior Features
# of Rooms: 7
Water Heater: Gas - Liquid Propane Bottle

Room 1 Information
Living Room
Living Room
Dimensions: 12x24
Level: 1

Room 2 Information
Dining Room
Dimensions: 11x9
Level: 1

Room 3 Information
Kitchen
Dimensions: 16x7
Level: 1

Room 4 Information
Foyer
Dimensions: 14x8
Level: 1

Room 5 Information
Bedroom
Dimensions: 12x12
Level: 1

Room 6 Information
Master Bedroom
Master Bedroom
Dimensions: 19x12
Level: 1

Room 7 Information
Loft
Dimensions: 10x11
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2100
Approximate Sq. Ft. Total: 2100
Construction: Wood Frame
Foundation: Block
Roof: Shingle - Asphalt
Exterior: Shake

Driveway
Circular, Gravel

Lot, Zoning, & Easement Information
Ski Area, Sloping, Wooded

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1962

Financial

Tax Information
Tax Year: 2022
Gross Amount Tax: 4909
SPAN Number: 762-242-11819

Other Tax Information
Page Deed: 113-115

Utilities

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

Sewer Information
Septic

Electric Information
100 Amp

Water Information
Drilled Well

Other Utilities Information
Gas - On-Site, High Speed Intrnt -Avail, Telephone Available

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 150
Gravel, Public

Other Location Information
Directions: Route 100 to Dover Road, right on Smith Road, right on Old Town, house up on left, second house.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,304
Stories: 2.0
Lot Size: 2.2 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: —
County: Windham County
APN: 76224211819

Home facts updated by county records on Sep 23, 2026

Around this home

Schools

Deerfield Valley Elementary School

Public PreK-5 • Assigned • 2.5mi

5/10

Twin Valley Middle High School

Public 6-12 • Assigned • 8.9mi

5/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 85° expected this year, 16 days in 30 years

3/10 Wind Factor

7% 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

Wilmington, VT • 05363

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 8.4 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$320,000 – $387,000

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

Nearby similar homes

$1,850,000

4 beds4.5 baths4,950 sq ft

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4 beds4 baths3,374 sq ft

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New listings for sale in 05363

$335,000

3 beds2 baths1,400 sq ft

19 View Rd, Wilmington, VT 05363

VIDEO TOUR

$539,000

3 beds2 baths1,584 sq ft

5 First Ln #4, Wilmington, VT 05363

$999,000

6 beds3.5 baths5,312 sq ft

23 Shincracker Way, Wilmington, VT 05363-0000

3D WALKTHROUGH

$399,000

3 beds2 baths1,140 sq ft

36 Ives Rd, Wilmington, VT 05363

$289,900

5 beds2.5 baths1,700 sq ft

3 Lightning Ledge Way, Wilmington, VT 05363

$599,000

4 beds3 baths2,352 sq ft

90 Big Bend Loop, Wilmington, VT 05363

VIDEO TOUR

$1,395,000

3 beds3 baths3,113 sq ft

529 Coldbrook Rd, Wilmington, VT 05363

VIDEO TOUR

$499,900

3 beds2.5 baths3,197 sq ft

14 High Top Rd Unit B124, Wilmington, VT 05359

Home values near 42 Old Town Rd

Data from public records.

Address	Redfin Estimate
76 Old Town Road, Wilmington, VT 3 Beds \| 3 Baths \| 2223 Sq. Ft.	$464,611
97 Old Town Road, Wilmington, VT 3 Beds \| 2 Baths \| 3885 Sq. Ft.	$592,330

Address	Redfin Estimate
80 Old Town Road, Wilmington, VT 3 Beds \| 4 Baths \| 3327 Sq. Ft.	$1,072,701
109 Old Town Road, Wilmington, VT 3 Beds \| 2.5 Baths \| 1921 Sq. Ft.	$450,549

Address	Redfin Estimate
20 Old Town Road, Wilmington, VT 3 Beds \| 1 Baths \| 1818 Sq. Ft.	$351,287
93 Old Town Road, Wilmington, VT 3 Beds \| 2 Baths \| 2205 Sq. Ft.	$410,153

Property information provided by PrimeMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05363, VT

Sale history for 42 Old Town Rd

Tax history for 42 Old Town Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05363

Home values near 42 Old Town Rd

More real estate resources