OFF MARKET

Listed by Mary Cooper • Chimney Hill Realty. Bought with Heritage Associates.

Off market feb 2016 for $170K

$388,363

Est. refi paymentEst. refi $1,106/mo

•

1,508

sq ft

89 Academy Rd, Jacksonville, VT 05342

About this home

Built in 1999, this extremely well maintained 3 Bedroom, 2 Bath home is situated on almost 4 wooded acres on a private right of way but within walking distance to Jacksonville center. Features master bedroom with jetted tub, Central Air Conditioning, raised hearth double-sided fireplace, comfortable sitting room/den, living room, deck, and huge garage (length of house) with double doors/electric door openers, storage/work areas, and separate garage area (under deck) for snowmobiles, etc.

Single-familyProperty Type

1999Year Built

3.76 acresLot Size

$258Est. Price/Sq.Ft.

4 car garageParking

Listed by Mary Cooper • Chimney Hill Realty

Bought with Regina Perrotto • Heritage Associates

Redfin checked: a few seconds ago

•Source:PrimeMLS #4379805

Redfin Estimate

$388,363

$218K since sold in February 2016$6,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.7% lower than the average sale price ($421K) of 6 comparable homes.

SOLD SEP 18, 2026
$248,900
A
3 beds1.5 baths1,080 sq ft
2448 Burrington Hill Rd, Whitingham, VT 05361
SOLD FEB 20, 2026
$429,500
B
3 beds2 baths1,564 sq ft
210 Burrington Hill Rd, Whitingham, VT 05361
SOLD JUL 30, 2026
$429,900
C
3 beds2 baths1,576 sq ft
1422 Merrifield Rd, Whitingham, VT 05361
SOLD OCT 2, 2026
$525,000
D
3 beds2 baths1,410 sq ft
7 High Top Rd Unit B-117 & B-118, Wilmington, VT 05363
SOLD OCT 30, 2026
$491,500
E
3 beds2 baths1,600 sq ft
44 High Top Rd, Wilmington, VT 05363
SOLD JUN 19, 2026
$400,000
F
3 beds2 baths1,472 sq ft
68 E Brook Xing, Wilmington, VT 05363

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,538/mo

Redfin rental estimate

List your home for rent

Market trends in 05342, VT

Last updated October 2026

Sale-to-list price

95.0%

0.0% MoM

Median sale price

$285K

$84 MoM

Avg. days on market

71d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

COMING SOON
$89,000
3 beds2 baths1,730 sq ft
314 VT 112 Rte, Whitingham, VT 05361
$875,000
3 beds3 baths3,400 sq ft
221 Pratt Rd, Whitingham, VT 05361
$269,000
2 beds2 baths1,624 sq ft
195 Vermont Route 112, Jacksonville, VT 05342
See all

Provided by Redfin

Sale history for 89 Academy Rd

Date

Event

Price

PrimeMLS #4379805

Feb 17, 2016

Sold

$170,000

$113/sq ft

Nov 21, 2015

Contingent

—

Feb 10, 2015

Price Changed

$189,000

$125/sq ft

Feb 3, 2015

Listed

$210,000

$139/sq ft

PrimeMLS #3092278

Jun 30, 2004

Sold

$180,000

$119/sq ft

Jan 6, 2004

Listed

$189,000

$125/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$3,905 (+16.8%)

$44,400 + $310,600

$355,000

2024

$3,344 (−1.0%)

$40,300 + $148,200

$188,500

2023

$3,379 (−23.7%)

$40,300 + $148,200

$188,500

2022

$4,430 (−3.2%)

$40,300 + $148,200

$188,500

2021

$4,574 (−4.7%)

$40,300 + $148,200

$188,500

2020

$4,799 (−4.2%)

$40,300 + $148,200

$188,500

2019

$5,008 (+2.8%)

$40,300 + $148,200

$188,500

2018

$4,871 (−5.6%)

$40,300 + $148,200

$188,500

2017

$5,159 (+12.2%)

$40,300 + $148,200

$188,500

2016

$4,599 (−13.1%)

$40,300 + $148,200

$188,500

2015

$5,293 (+97.7%)

$43,800 + $214,700

$258,500

2014

$2,677

$43,800 + $228,000

$271,800

2013

$43,800 + $228,000

$271,800

Tax history for 89 Academy Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,905 (+16.8%)

$44,400 + $310,600

$355,000

2024

$3,344 (−1.0%)

$40,300 + $148,200

$188,500

2023

$3,379 (−23.7%)

$40,300 + $148,200

$188,500

2022

$4,430 (−3.2%)

$40,300 + $148,200

$188,500

2021

$4,574 (−4.7%)

$40,300 + $148,200

$188,500

2020

$4,799 (−4.2%)

$40,300 + $148,200

$188,500

2019

$5,008 (+2.8%)

$40,300 + $148,200

$188,500

2018

$4,871 (−5.6%)

$40,300 + $148,200

$188,500

2017

$5,159 (+12.2%)

$40,300 + $148,200

$188,500

2016

$4,599 (−13.1%)

$40,300 + $148,200

$188,500

2015

$5,293 (+97.7%)

$43,800 + $214,700

$258,500

2014

$2,677

$43,800 + $228,000

$271,800

2013

$43,800 + $228,000

$271,800

*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

3.76 Acres

Year renovated

—

Sq. Ft.

1,508

Year built

1998

Style

Single Family Residential

County

Windham County

APN

75323910728

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 4
Location: Under

Interior

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Interior
Concrete, Full, Stairs - Interior, Storage Space, Unfinished

Other Interior Features
# of Rooms: 7
Flooring: Carpet, Vinyl
Water Heater: Oil, Owned
Blinds, Dining Area, Draperies, Fireplace - Wood, Fireplaces - 1, Kitchen Island, Kitchen/Dining, Master Bedroom With Bath, Whirlpool Tub, Window Treatment, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Dryer, Range - Electric, Refrigerator, Washer
Satellite Dish, Smoke Detectr-Battery Powered

Room 1 Information
Kitchen
Kitchen
Dimensions: 12X10
Level: 1

Room 2 Information
Dining Room
Dimensions: 15x10
Level: 1

Room 3 Information
Living Room
Dimensions: 17X12
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 14X12
Level: 1

Room 8 Information
Bedroom
Dimensions: 12x12
Level: 1

Room 9 Information
Bedroom
Dimensions: 12X9
Level: 1

Room 12 Information
Dimensions: 15x12

Room 13 Information
Dimensions: 12x9

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 1508
Deck, Porch - Covered, Window Screens, Windows - Storm
Construction: Modular Prefab
Foundation: Concrete
Roof: Shingle - Other
Exterior: Vinyl

Driveway
Paved, Right-Of-Way (ROW)

Lot, Zoning, & Easement Information
Easements: Yes
Country Setting, Wooded

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1999

Financial

Assessment Information
Assessment Amount: 258500

Tax Information
Tax Year: 2015
Gross Amount Tax: 5293.3
SPAN Number: 753-239-10728

Other Tax Information
Page Deed: 209-210

Financing Information
Conventional

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Baseboard
Heat Fuel: Oil

Sewer Information
Public

Electric Information
Electric Company: Jacksonville Elec
200 Amp, Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Phone Company: Fairpoint
Underground Utilities

Location

School Information
School District: Whitingham/Wilmington Sch Dist

Road Information
Dead End, Paved

Other Location Information
Directions: Route 100 to center of Jacksonville. Continue on Route 100 up hill and take second right onto Academy Road. House is located up first driveway on left (Sign says Woodland Ln Pvt - 600' driveway).

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,508
Stories: —
Lot Size: 3.76 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Windham County
APN: 75323910728

Home facts updated by county records on Sep 23, 2026

Other

Documents & Disclosures
Documents Available: Deed, Plot Plan, Property Disclosure, Right-Of-Way (ROW)

Around this home

Schools

K - 12
Preschool & daycare

Deerfield Valley Elementary School

Public PreK-5 • Assigned • 6.7mi

8/10

Twin Valley Middle High School

Public 6-12 • Assigned • 1.0mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 88° expected this year, 17 days in 30 years

4/10 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

Jacksonville, VT • 05342

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 8.5 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$369,000 – $447,000

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

Nearby similar homes

$2,195,000

4 beds4 baths3,524 sq ft

392 Lake Raponda Rd, Wilmington, VT 05363

Private dock • Sweeping level lawn • Private yard

$1,725,000

6 beds6.5 baths5,545 sq ft

420 Ray Hill Rd, Wilmington, VT 05363

Custom kitchen • One-of-a-kind slide • 3.51 acre lot

$379,000

3 beds2 baths1,628 sq ft

41 Dorr Fitch Rd, West Dover, VT 05356

Gambrel-style home • 2.56 acres • Ridgeline views

$269,000

2 beds2 baths1,624 sq ft

195 Vermont Route 112, Jacksonville, VT 05342

Spacious kitchen • Walk-in pantry • Bonus room

$679,000

3 beds2 baths1,885 sq ft

48 High Top Rd Unit B130, Wilmington, VT 05363

Double lot • Landscaped grounds • 0.62 acre lot

$449,000

3 beds2 baths1,200 sq ft

47 Upper Howes Rd Unit A-23, Wilmington, VT 05363

Double lot • Woodstove • Gas cook stove

New listings for sale in 05361

COMING SOON

$89,000

3 beds2 baths1,730 sq ft

314 VT 112 Rte, Whitingham, VT 05361

Antique home • 0.36 acre lot • Built 1863

$875,000

3 beds3 baths3,400 sq ft

221 Pratt Rd, Whitingham, VT 05361

Private acres • Long-range views • Open meadows

$269,000

2 beds2 baths1,624 sq ft

195 Vermont Route 112, Jacksonville, VT 05342

Spacious kitchen • Walk-in pantry • Bonus room

Home values near 89 Academy Rd

Data from public records.

Address	Redfin Estimate
42 Academy Road, Jacksonville, VT 5 Beds \| 1 Baths \| 2114 Sq. Ft.	$294,121
3232 Vt Route 100, Jacksonville, VT 3 Beds \| 1 Baths \| 2053 Sq. Ft.	$298,361
3160 Vt Route 100, Jacksonville, VT 3 Beds \| 2 Baths \| 2248 Sq. Ft.	—
3582 Vt Route 100, Whitingham, VT 4 Beds \| 1.5 Baths \| 2080 Sq. Ft.	$401,175
56 Vt Route 112, Jacksonville, VT 2 Beds \| 1 Baths \| 960 Sq. Ft.	$164,423
3418 Vt Route 100, Whitingham, VT 3 Beds \| 2 Baths \| 1528 Sq. Ft.	$348,265
20 VT-112, Jacksonville, VT 4 Beds \| 2 Baths \| 2736 Sq. Ft.	$445,624

Address	Redfin Estimate
267 Academy Road, Jacksonville, VT 12 Beds \| 5 Baths \| 8360 Sq. Ft.	$831,581
3130 Vt Route 100, Jacksonville, VT 3 Beds \| 1.5 Baths \| 1694 Sq. Ft.	$325,690
3304 Vt Route 100, Jacksonville, VT 2 Beds \| 1 Baths \| 1356 Sq. Ft.	$290,209
3187 Vt Route 100, Jacksonville, VT 4 Beds \| 1 Baths \| 2246 Sq. Ft.	$246,611
3375 Vt Route 100, Jacksonville, VT 3 Beds \| 2.5 Baths \| 1092 Sq. Ft.	$329,873
56 Smith Road, Whitingham, VT 3 Beds \| 2 Baths \| 2400 Sq. Ft.	$421,583
2 VT-112, Jacksonville, VT 3 Beds \| 3 Baths \| 1510 Sq. Ft.	$243,909

Address	Redfin Estimate
117 Academy Road, Jacksonville, VT 3 Beds \| 2 Baths \| 1958 Sq. Ft.	$524,661
3317 Vt Route 100, Jacksonville, VT 3 Beds \| 2 Baths \| 1294 Sq. Ft.	$288,375
3110 Vt Route 100, Jacksonville, VT 2 Beds \| 1.5 Baths \| 2068 Sq. Ft.	$403,814
3216 Vt Route 100, Jacksonville, VT 4 Beds \| 2 Baths \| 1881 Sq. Ft.	$331,202
3358 Vt Route 100, Jacksonville, VT 5 Beds \| 5 Baths \| 3108 Sq. Ft.	$661,954
3143 Vt Route 100, Jacksonville, VT 4 Beds \| 3.5 Baths \| 1997 Sq. Ft.	$254,352
0 Vermont 112, Jacksonville, VT 2 Beds \| 3 Baths \| 1836 Sq. Ft.	$387,112

Property information provided by PrimeMLS when last listed in 2014. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05342, VT

Sale history for 89 Academy Rd

Tax history for 89 Academy Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05361

Home values near 89 Academy Rd

More real estate resources