Under contract

$449,000

555 Whittemore Road, Middlebury, CT 06762

4beds

1,855sqft

$3,050/mo

Get pre-qualified

Single Family Residence

Built in 1946

0.34 Acres Lot

$-- Zestimate^®

$242/sqft

$-- HOA

What's special

First floor laundry roomFormal dining roomNewer windowsUpdated oversized country kitchenRemodeled and updated bathroomsCabinets galoreGas range

Welcome to this charming Cape Cod home, situated on a 0.34-acre corner lot in the highly desirable town of Middlebury. This home offers 1,855 square feet of comfortable living space with 4 bedrooms and 2.5 baths. The heart of the home features updated oversized country kitchen, with cabinets galore, stainless steel refrigerator, dishwaher and microwave and a gas range. Formal Living Room and Formal Dining Room for your gatherings and entertaining. Newer windows, doors. Remodeled and updated bathrooms. First floor laundry room and bedroom for your convenience. Also, an in-law apartment provides added flexibility for extended family, guests, or potential rental income. The in-law was originally the two car garage that can be converted back! Enjoy all that Middlebury has to offer, including its small-town charm, highly rated schools, wonderful parks, popular restaurants, lake, tennis courts,health club, walking and riding trails, health club and convenient access to Route 8 and I-84.

43 days

360

8

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bedroom

Features: Wall/Wall Carpet
Level: Main
Area: 169 Square Feet
Dimensions: 13 x 13

Bedroom

Features: Wall/Wall Carpet
Level: Upper
Area: 144 Square Feet
Dimensions: 12 x 12

Bedroom

Features: Laminate Floor
Level: Upper
Area: 88 Square Feet
Dimensions: 8 x 11

Bedroom

Features: Wall/Wall Carpet
Level: Upper
Area: 169 Square Feet
Dimensions: 13 x 13

Dining room

Features: Ceiling Fan(s), Hardwood Floor
Level: Main
Area: 132 Square Feet
Dimensions: 11 x 12

Kitchen

Features: Bookcases, Corian Counters, Tile Floor
Level: Main
Area: 154 Square Feet
Dimensions: 11 x 14

Living room

Features: Hardwood Floor
Level: Main
Area: 224 Square Feet
Dimensions: 14 x 16

Heating

Hot Water, Oil

Cooling

Ceiling Fan(s), Window Unit(s)

Appliances

Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater

Features

In-Law Floorplan, Smart Thermostat
Doors: Storm Door(s)
Windows: Thermopane Windows
Basement: Full
Attic: Access Via Hatch
Has fireplace: No

Interior area

Total structure area: 1,855
Total interior livable area: 1,855 sqft
Finished area above ground: 1,855

Property

Parking

Total spaces: 3
Parking features: Off Street

Features

Patio & porch: Porch, Patio
Exterior features: Rain Gutters

Lot

Size: 0.34 Acres
Features: Corner Lot

Details

Additional structures: Shed(s)
Parcel number: 1192456
Zoning: R40

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape Cod
Property subtype: Single Family Residence

Materials

Aluminum Siding
Foundation: Stone
Roof: Asphalt

Condition

New construction: No
Year built: 1946

Utilities & green energy

Sewer: Public Sewer
Water: Well
Utilities for property: Cable Available

Green energy

Energy efficient items: Doors, Windows

Community & HOA

Community

Features: Health Club, Lake, Library, Park, Playground, Private School(s), Tennis Court(s)

HOA

Has HOA: No

Location

Region: Middlebury

Financial & listing details

Price per square foot: $242/sqft
Tax assessed value: $184,000
Annual tax amount: $5,984
Date on market: 7/5/2026

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
7/28/2026	Pending sale	$449,000$242/sqft
Source: Smart MLS #24181461 Report a problem
7/5/2026	Listed for sale	$449,000$242/sqft
Source: Smart MLS #24181461 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$5,984 -0.2%	$184,000
2024	$5,998 +1%	$184,000
2023	$5,936 +3.2%	$184,000
2022	$5,752 +20.4%	$184,000 +34.1%
2021	$4,779 -0.8%	$137,200
2020	$4,816 +5.1%	$137,200
2019	$4,582 +2.7%	$137,200
2018	$4,460 +3.2%	$137,200
2017	$4,320 +1.3%	$137,200 -3.1%
2015	$4,265 +2.6%	$141,600
2014	$4,155 +1.7%	$141,600
2013	$4,087 +2.8%	$141,600
2012	$3,975 -6.6%	$141,600 -20.9%
2011	$4,258 +0.7%	$179,000
2009	$4,230 +1.8%	$179,000
2008	$4,155 +6%	$179,000
2007	$3,920 +3.3%	$179,000 +44.2%
2005	$3,793 -0.9%	$124,170
2004	$3,827 +8.2%	$124,170 0%
2003	$3,537 +14.4%	$124,200 +28.7%
2000	$3,092	$96,470