OFF MARKET

420 E Main St
Middlebury, VT 05753

East Middlebury

4 Beds
2 Baths
2,200 sqft (on 0.62 acres)

$470,900

Trulia Estimate

as of Jul 26, 2026

$470,900

Trulia Estimate

as of Jul 26, 2026

4 Beds

2 Baths

2,200 sqft

(on 0.62 acres)

Local Information

Map ViewExplore the area around 420 E Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1850

Lot Size

0.62 acres

Living Area

2,200 sqft

Price/Sqft

$214

About this House

LOVELY MOSTLY RENOVATED THREE STORY HOME ON LARGE LOT/FRONTAGE ON THE BEAUTIFUL MIDDLEBURY RIVER. OPEN KITCHEN WITH ISLAND & BIRCH CABINETS. LR WITH FIRE PLACE & WINDOW SEAT & BUILD IN BOOK SHELVES. 4 BEDROOMS & TWO BATHS CREATES A GREAT SPACE TO ENJOY YEAR ROUND. 3 CAR GARAGE, VEGETABLE GARDENS & LARGE PERENNIAL GARDENS ALL ON A BEAUTIFUL .62 AC LOT. SIDE WALKS TO ACCESS EAST MIDDLEBURY LIBRARY, POST OFFICE, PLAY GROUND & STORE. USE AS SINGLE FAMILY OR GUEST HOUSE/B&B. POTENTIAL FOR BUSINESS USE OF GARAGE. YOU DO NOT WANT TO MISS SEEING THIS DELIGHTFUL HOME WITH LARGE SHADE TREES FOR THOSE SUNNY DAYS. RECENT LARGE PRICE REDUCTION. THIRD FLOOR WILL NEED SOME UPDATING. Brokered And Advertised By: Wallace Realty Listing Agent: Claire Wallace

420 E Main St, Middlebury, VT 05753 is a 4 bedroom, 2 bathroom, 2,200 sqft single-family home in East Middlebury, built in 1850. It last sold for $230,000 on Dec 17, 2014. It is currently off market. The Trulia Estimate is $470,900, with a rent estimate of $3,158/month.

Home Details for 420 E Main St

Interior Features
Heating & Cooling Heating: OilHeating Fuel: Oil
Appliances & Utilities Cable ReadyDishwasherRefrigeratorWasher
Fireplace & Spa Fireplace

Property Information
Year Built Year Built: 1850
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Exterior Features
Exterior Home Features DeckExterior: Wood
Parking & Garage Parking Spaces: 3

Lot Information
Lot Area: 0.62 acres

Price History for 420 E Main St

Date	Price	Event	Source
12/17/2014	$230,000	Sold	N/A
Recording Date 12/17/2014 Contract Date 12/16/2014 County Transfer Tax N/A Total Transfer Tax N/A
09/06/2014	$260,000	PriceChange	Agent Provided
Price Change $25,000 (-9%)
08/06/2014	$285,000	Listed For Sale	Agent Provided

07/24/2006	$285,000	Sold	N/A
Recording Date 07/24/2006 Contract Date 07/21/2006 County Transfer Tax N/A Total Transfer Tax $2,813

Market trends in Middlebury

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

2MoM

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Property Tax and Assessment

Year	2024
Tax
Assessment	$237,600

Home facts updated by county records

Comparable Sales for 420 E Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
427 E Main Street, Middlebury, VT	0.06	Single-Family Home	$432,000	12/23/25	5	2	2,963
418 East Main Street, Middlebury, VT	0.02	Single-Family Home	$516,000	08/22/25	3	2	1,780
82 Ossie Road, Middlebury, VT	0.35	Single-Family Home	$280,000	03/18/26	3	1.5	1,330
45 Ossie Road, Middlebury, VT	0.60	Single-Family Home	$413,000	08/08/25	3	2	2,185
86 Ossie Road, Middlebury, VT	0.34	Single-Family Home	$410,000	02/11/26	3	2	1,673
72 Daisy Ln, Middlebury, VT	0.45	Single-Family Home	$590,000	06/17/26	4	2.5	2,318
37 School House Hill Road, Middlebury, VT	0.56	Single-Family Home	$460,000	08/12/25	4	2	1,500
385 East Main Street, Middlebury, VT	0.30	Single-Family Home	$399,000	10/02/25	2	2	1,206
46 Ossie Road, Middlebury, VT	0.57	Single-Family Home	$408,000	03/26/26	3	2.5	1,694
42 Lower Plains Road, Middlebury, VT	0.68	Single-Family Home	$320,000	02/25/26	4	2.5	1,875

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $542,000
3 bd
2 ba
1,780 sqft
418 East Main Street,
Middlebury, VT 05753
PrimeMLS, Closed
OFF MARKET
Est. $508,900
5 bd
2 ba
2,304 sqft
426 East Main Street,
Middlebury, VT 05753
PrimeMLS, Closed
SOLD
DEC 23, 2025
$432,000
5 bd
2 ba
2,963 sqft
427 E Main Street,
Middlebury, VT 05753
PrimeMLS, Closed
OFF MARKET
Est. $392,900
3 bd
2 ba
1,558 sqft
436 East Main Street,
Middlebury, VT 05753
PrimeMLS, Closed
FOR SALE
0.26 ACRES
$400,000
4 bd
2 ba
1,815 sqft
442 East Main Street,
Middlebury, VT 05753
PrimeMLS, Active
FOR SALE
0.88 ACRES
$399,000
3 bd
1 ba
1,724 sqft
26 and 28 Kings Row,
Middlebury, VT 05753
PrimeMLS, Active
SOLD
OCT 2, 2025
$399,000
2 bd
2 ba
1,206 sqft
385 East Main Street,
Middlebury, VT 05753
PrimeMLS, Closed
SOLD
FEB 11, 2026
$410,000
3 bd
2 ba
1,673 sqft
86 Ossie Road,
Middlebury, VT 05753
PrimeMLS, Closed
SOLD
MAR 18, 2026
$280,000
3 bd
1.5 ba
1,330 sqft
82 Ossie Road,
Middlebury, VT 05753
PrimeMLS, Closed
OFF MARKET
Est. $320,300
3 bd
2.5 ba
1,584 sqft
24 School House Hill Road,
Middlebury, VT 05753
PrimeMLS, Closed
FOR SALE
1.82 ACRES
$699,000
4 bd
3.5 ba
2,922 sqft
464 East Main Street,
Middlebury, VT 05753
PrimeMLS, Active
OFF MARKET
Est. $345,900
3 bd
1 ba
1,144 sqft
5 Case Street,
Middlebury, VT 05753
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 420 E Main St.

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