Listed by Peter Demong • Coldwell Banker Bill Beck R.E. Midd. Bought with Coldwell Banker Bill Beck R.E. Midd.

Off market jun 2011 for $900K

$1,650,269

•

4,108

sq ft

1096 S Street Ext, Middlebury, VT 05753

About this home

Exceptional Middlebury property, available for the first time since 1957. Consisting of two residences, approximately 15 acres, an indoor heated pool, barn, and scenic pond. Bordered by college owned land and the golf course, the 6 bedroom main house boasts original molding, extensive stenciling, and wide board pine floors. The second home has 2 bedrooms, and is a delightful combination of old and new. Pastoral and Green Mountain views and a short bike ride to downtown Middlebury complete this offering.

Single-familyProperty Type

1850Year Built

14 acresLot Size

$402Est. Price/Sq.Ft.

2 car garageParking

Listed by Peter Demong • Coldwell Banker Bill Beck R.E. Midd

Bought with Peter Demong • Coldwell Banker Bill Beck R.E. Midd

Redfin checked: 3 minutes ago

•Source:PrimeMLS #4045077

Redfin Estimate

$1,650,269

$750K since sold in June 2011$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 122% higher than the average sale price ($743K) of 6 comparable homes.

SOLD OCT 16, 2026
$1,000,000
A
4 beds3.5 baths2,804 sq ft
1844 Halladay Rd, Middlebury, VT 05753
SOLD JUN 25, 2026
$782,000
B
4 beds3.5 baths3,617 sq ft
560 Route 30, Cornwall, VT 05753
SOLD AUG 21, 2026
$500,000
C
5 beds3.5 baths3,116 sq ft
458 E Main St, Middlebury, VT 05753
SOLD SEP 18, 2026
$525,000
D
5 beds3.5 baths3,160 sq ft
103 Court St, Middlebury, VT 05753
SOLD JUL 29, 2026
$1,197,615
E
5 beds2.5 baths2,661 sq ft
182 Morningside Dr, Middlebury, VT 05753
SOLD SEP 25, 2026
$455,000
F
4 beds2.5 baths3,406 sq ft
1029 Richville Rd, Shoreham, VT 05770

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Earn from this home

Rent

$3,119/mo

Redfin rental estimate

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Market trends in 05753, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.9%

1.1% MoM

Median sale price

$455K

$45K MoM

Avg. days on market

84d

14 days MoM

Recently sold homes

1 MoM

New listings for sale

$514,000
4 beds2.5 baths2,560 sq ft
424 Quarry Rd, Middlebury, VT 05753
$420,000
4 beds2 baths2,429 sq ft
434 E Main St, Middlebury, VT 05740
See all

Provided by Redfin

Sale history for 1096 S Street Ext

Tax history for 1096 S Street Ext

*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

14 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Addison County

APN

38712010281

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2
# of Baths (3/4): 1

Basement Information
Basement: Yes
Stairs - Interior

Other Interior Features
# of Rooms: 12
Water Heater: Off Boiler

Room 1 Information
Kitchen
Kitchen
Dimensions: 12x12
Level: 1

Room 2 Information
Dining Room
Dimensions: 21x12
Level: 1

Room 3 Information
Living Room
Dimensions: 25x12
Level: 1

Room 4 Information
Family Room
Dimensions: 12x21
Level: 1

Room 5 Information
Office/Study
Dimensions: 6x8 & 6x6
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 21x15
Level: 2

Room 8 Information
Bedroom
Dimensions: 12x15
Level: 1

Room 9 Information
Bedroom
Dimensions: 11x12
Level: 2

Room 10 Information
Bedroom
Dimensions: 14x11
Level: 2

Room 11 Information
Bedroom
Dimensions: 11x17
Level: 2

Room 13 Information
Other
Dimensions: Sun 28x13
Level: 1

Room 14 Information
Other
Dimensions: sitting 16x8
Level: 2

Room 15 Information
Other
Dimensions: Pool House 62x22
Level: 1

Room 16 Information
Full Bath
Level: 1

Room 17 Information
Full Bath
Level: 2

Room 18 Information
Full Bath
Level: 3

Room 19 Information
Full Bath
Level: 3

Room 20 Information
3/4 Bath

Room 21 Information
3/4 Bath
Level: 3

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 4108
Construction: Wood Frame
Foundation: Concrete, Stone
Roof: Shingle - Asphalt, Slate
Exterior: Clapboard

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot: 0734
Mountain View

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1850
Water Body Access: Yes

Financial

Tax Information
Tax Year: 2009
Gross Amount Tax: 19387
SPAN Number: 007034000

Other Tax Information
Page Deed: 537

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Air, Hot Water
Heat Fuel: Gas - Liquid Propane Bottle, Oil

Sewer Information
Concrete

Electric Information
220 Plug

Water Information
Drilled Well

Location

School Information
Elementary School: Middlebury ID #4 School
Elementary School: Middlebury ID #4 School
Middle/Jr School: Middlebury Union Middle #3

Neighborhood Information
Abuts Golf Course

Road Information
Road Frontage: Yes
Road Frontage Length: 450
Gravel

Other Location Information
Directions: South Street Extension in Middlebury past Porter Hospital and East View properties on right (west side)

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 14 acres
Style: Other
Year Built: —
Year Renovated: —
County: Addison County
APN: 38712010281

Home facts updated by county records on Sep 21, 2026

Other

Water Body Information
Pond
Access: Owned

Around this home

Schools

Mary Hogan School

Public PreK-5 • Assigned • 1.6mi

7/10

Middlebury Union Middle School

Public 6-8 • Assigned • 1.3mi

6/10

Middlebury Senior Uhsd #3

Public 9-12 • Assigned • 1.3mi

7/10

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

2/10 Heat Factor

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

2/10 Wind Factor

1% 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

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

Provided by Shadowmap

Estimated sale price

$1.57M – $1.90M

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

Nearby similar homes

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Small pond • Mature trees • Perennial plantings

New listings for sale in 05753

$514,000

4 beds2.5 baths2,560 sq ft

424 Quarry Rd, Middlebury, VT 05753

Upstairs office • Oversized mudroom • Two-car garage

$420,000

4 beds2 baths2,429 sq ft

434 E Main St, Middlebury, VT 05740

Sunny kitchen • Charming pantry • 1 acre lot

Home values near 1096 S Street Ext

Data from public records.

Address	Redfin Estimate
1229 S Street Extension, Middlebury, VT 5 Beds \| 4 Baths \| 3820 Sq. Ft.	$917,691
484 S Street Extension, Middlebury, VT 4 Beds \| 1.5 Baths \| 2770 Sq. Ft.	$479,744

Address	Redfin Estimate
1270 S Street Extension, Middlebury, VT 3 Beds \| 2 Baths \| 2184 Sq. Ft.	$467,832
358 S Street Extension, Middlebury, VT 3 Beds \| 2 Baths \| 2013 Sq. Ft.	$422,766

Address	Redfin Estimate
540 S Street Extension, Middlebury, VT 2 Beds \| 1 Baths \| 1336 Sq. Ft.	$352,718
322 S Street Extension, Middlebury, VT 3 Beds \| 1.5 Baths \| 2416 Sq. Ft.	$459,895

Property information provided by PrimeMLS when last listed in 2011. This data may not match . Learn more.

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