OFF MARKET

Listed by Amey Ryan • IPJ Real Estate. Bought with Greentree Real Estate.

Off market aug 2021 for $445K

$531,527

Est. refi paymentEst. refi $3,013/mo

•

2,459

sq ft

999 Happy Valley Rd, Middlebury, VT 05753

About this home

You've driven by it so many times. Haven't you wondered about what sits behind the privacy hedges? It's been 30 years since this house was last for sale and now is your chance to make a lasting imprint on this stately home. It all starts with good bones, you can turn the rest into exactly what you want. Move in and work on it as you go, or plan the renovation of your dreams! There is original trim, pocket doors, hardware and plenty of natural light filtering in through the large windows. Open all the doors and you have a very open feeling home with a dining room, living room and front parlor. Upstairs are the bedrooms and a 1/2 bath and then the attic is prime for a bit of expansion space if you need more! There are views of Chipman Hill and the eastern slope of the Green Mountains towards Bristol. Take a quick drive and you're in Middlebury or a short walk to the entrance to the Trail Around Middlebury at the end of Ellen Drive - just down the road. A detached garage with extra storage, dog fence/dog house and a concrete pad for parking or basketball round out the outside. Town water and town sewer and a new boiler!

Single-familyProperty Type

1900Year Built

1.21 acresLot Size

$216Est. Price/Sq.Ft.

1 car garageParking

Listed by Amey Ryan • IPJ Real Estate

Bought with Bill Martin • Greentree Real Estate

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4860683

Redfin Estimate

$531,527

$87K since sold in August 2021$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1% higher than the average sale price ($527K) of 6 comparable homes.

SOLD AUG 24, 2026
$565,000
A
3 beds2 baths2,068 sq ft
399 Pulp Mill Bridge Rd, Weybridge, VT 05753
SOLD MAY 12, 2026
$350,000
B
3 beds1.5 baths2,196 sq ft
166 South St, New Haven, VT 05472
SOLD JUN 18, 2026
$405,000
C
3 beds2 baths2,085 sq ft
1994 Upper Plains Rd, Salisbury, VT 05769
SOLD AUG 5, 2026
$650,000
D
3 beds2 baths2,438 sq ft
44 N Pond Rd, Salisbury, VT 05769
SOLD JUL 15, 2026
$699,000
E
3 beds3 baths2,668 sq ft
1571 VT Route 30, Cornwall, VT 05753
SOLD MAY 28, 2026
$490,000
F
3 beds1.5 baths1,161 sq ft
4 Gorham Ln, Middlebury, VT 05753

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,534/mo

Redfin rental estimate

List your home for rent

Market trends in 05753, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.1%

2.5% MoM

Median sale price

$500K

$20K MoM

Avg. days on market

98d

10 days MoM

Recently sold homes

1 MoM

New listings for sale

3D WALKTHROUGH
$980,000
4 beds3 baths2,682 sq ft
1967 Route 74, Cornwall, VT 05753
See all

Provided by Redfin

Sale history for 999 Happy Valley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,157 (−15.7%)

$77,100 + $237,100

$314,200

2024

$6,114 (+16.1%)

$77,100 + $237,100

$314,200

2023

$5,266 (−31.3%)

$77,100 + $237,100

$314,200

2022

$7,661 (−0.3%)

$77,100 + $237,100

$314,200

2021

$7,683 (+0.7%)

$77,100 + $237,100

$314,200

2020

$7,633 (+50.0%)

$77,100 + $237,100

$314,200

2019

$5,088 (−34.3%)

$77,100 + $237,100

$314,200

2018

$7,749 (+2.0%)

$78,900 + $193,800

$272,700

2016

$7,597 (−1.4%)

$78,900 + $193,800

$272,700

2015

$7,704 (+61.4%)

$78,900 + $193,800

$272,700

2014

$4,774

$78,900 + $193,800

$272,700

2013

$78,900 + $193,800

$272,700

Tax history for 999 Happy Valley Rd

Year

Property tax

Land + Additions

Assessment*

2025

$5,157 (−15.7%)

$77,100 + $237,100

$314,200

2024

$6,114 (+16.1%)

$77,100 + $237,100

$314,200

2023

$5,266 (−31.3%)

$77,100 + $237,100

$314,200

2022

$7,661 (−0.3%)

$77,100 + $237,100

$314,200

2021

$7,683 (+0.7%)

$77,100 + $237,100

$314,200

2020

$7,633 (+50.0%)

$77,100 + $237,100

$314,200

2019

$5,088 (−34.3%)

$77,100 + $237,100

$314,200

2018

$7,749 (+2.0%)

$78,900 + $193,800

$272,700

2016

$7,597 (−1.4%)

$78,900 + $193,800

$272,700

2015

$7,704 (+61.4%)

$78,900 + $193,800

$272,700

2014

$4,774

$78,900 + $193,800

$272,700

2013

$78,900 + $193,800

$272,700

*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

1.21 Acres

Year renovated

—

Sq. Ft.

2,459

Year built

1900

Style

Single Family Residential

County

Addison County

APN

38712012442

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 1
Location: Detached
Other, Storage Above, Barn
Unpaved

Interior

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

Basement Information
Basement: Yes
Basement Access: Interior
Bulkhead, Crawl Space, Full, Stairs - Exterior, Stairs - Interior, Unfinished, Interior Access, Exterior Access, Stairs - Basement

Other Interior Features
# of Rooms: 10
Flooring: Hardwood, Softwood, Tile, Vinyl
Water Heater: Electric
Attic, Laundry Hook-ups, Lead/Stain Glass, Natural Light, Natural Woodwork, Laundry - Basement

Accessibility Information
1st Floor Full Bathroom, 1st Floor Hrd Surfce Flor

Equipment & Appliance Information
Dishwasher, Refrigerator, Stove - Electric
Smoke Detector, Stove-Pellet

Room 1 Information
Kitchen
Kitchen
Dimensions: 14 X 12
Level: 1

Room 2 Information
Dining Room
Dimensions: 14 X 16
Level: 1

Room 3 Information
Family Room
Dimensions: 15 X 18
Level: 1

Room 4 Information
Living Room
Dimensions: 14 X 16
Level: 1

Room 5 Information
Bedroom
Dimensions: 13 X 14
Level: 2

Room 6 Information
Bedroom
Bedroom
Dimensions: 14 X 13
Level: 2

Room 7 Information
Bedroom
Dimensions: 15 X 13
Level: 2

Room 8 Information
Office/Study
Dimensions: 9 X 9
Level: 2

Room 12 Information
Full Bath
Level: 1

Room 13 Information
1/2 Bath
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2459
Approximate Sq. Ft. Total: 4352
Color: Wht/Brick
Barn, Fence - Dog, Natural Shade, Outbuilding, Porch - Covered, Shed, Storage
Construction: Wood Frame
Foundation: Marble, Stone
Roof: Shingle - Asphalt, Slate, Standing Seam
Exterior: Brick, Clapboard, Wood

Driveway
Gravel

Lot, Zoning, & Easement Information
Corner, Country Setting, Mountain View, Open, View

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1900

Financial

Assessment Information
Assessment Amount: 314200
Assessment Year: 2019

Tax Information
Tax Year: 2020
Gross Amount Tax: 7633.45
SPAN Number: 387-120-12442

Other Tax Information
Page Deed: 403

Utilities

Heating & Cooling Information
Heat: Radiator, Steam, Stove - Pellet
Heat Fuel: Oil, Pellet

Sewer Information
Public

Electric Information
Electric Company: Green Mountain Power
Circuit Breaker(s)

Water Information
Public

Other Utilities Information
Cable Company: Comcast
Fuel Company: MacIntyre Services
Phone Company: Comcast
Phone, Cable, Internet - Cable

Location

School Information
School District: Addison Central
Elementary School: Mary Hogan School
Elementary School: Mary Hogan School
Middle/Jr School: Middlebury Union Middle #3

Neighborhood Information
Near Paths, Village

Road Information
Road Frontage: Yes
Road Frontage Length: 630
Gravel, Paved, Public

Other Location Information
Directions: From Middlebury turn east onto Washington Street (near the Middlebury Inn). At the 2nd Stop sign bear left onto Washington St Ext. Turn left onto Happy Valley Rd. Property is first driveway on the right.

Public facts

Beds: 4
Baths: 1.5
Sq. Ft.: 2,459
Stories: —
Lot Size: 1.21 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Addison County
APN: 38712012442

Home facts updated by county records on Sep 21, 2026

Other

Documents & Disclosures
Documents Available: Aerials, Deed, Other, Plat/Grid Map, Property Disclosure

Around this home

Schools

Mary Hogan School

Public PreK-5 • Assigned • 1.4mi

8/10

Middlebury Union Middle School

Public 6-8 • Assigned • 2.1mi

6/10

Middlebury Senior Uhsd #3

Public 9-12 • Assigned • 1.7mi

9/10

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

3/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

2/10 Wind Factor

2% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Middlebury, VT • 05753

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 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$505,000 – $612,000

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

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3D WALKTHROUGH

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New listings for sale in 05753

3D WALKTHROUGH

$980,000

4 beds3 baths2,682 sq ft

1967 Route 74, Cornwall, VT 05753

Home values near 999 Happy Valley Rd

Data from public records.

Address	Redfin Estimate
899 Happy Valley Rd, Middlebury, VT 3 Beds \| 2.5 Baths \| 2140 Sq. Ft.	$516,450
953 Happy Valley Rd, Middlebury, VT 3 Beds \| 2.5 Baths \| 1200 Sq. Ft.	$453,056

Address	Redfin Estimate
922 Happy Valley Rd, Middlebury, VT 3 Beds \| 2 Baths \| 1620 Sq. Ft.	$553,233
121 Halpin Rd, Middlebury, VT 4 Beds \| 2 Baths \| 2236 Sq. Ft.	$492,236

Address	Redfin Estimate
959 Happy Valley Rd, Middlebury, VT 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$400,769
967 Washington Street Ext, Middlebury, VT 4 Beds \| 1 Baths \| 1440 Sq. Ft.	$224,076

Property information provided by PrimeMLS when last listed in 2021. This data may not match . Learn more.

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