555 Whittemore Road, Middlebury, Connecticut

$449,000

Previous Next

4

Beds

3

Baths

1,855

Square feet

0.34

Acres

About 555 Whittemore Road

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.

Features of 555 Whittemore Road

MLS® # 24181461
Price $449,000
Bedrooms 4
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 1,855
Acres 0.34
Type Single Family For Sale
Style Cape Cod
Status Under Contract

Community Information

Address 555 Whittemore Road
Area N/A
City Middlebury
County New Haven
State Connecticut
Zip Code 06762

Amenities

Features Storm Doors, Thermopane Windows
Parking Spaces 3
Parking Off Street Parking
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available
Appliances Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling Ceiling Fans, Window Unit
Fireplace No
Has Basement Yes
Basement Full, Full With Hatchway

Exterior

Exterior Aluminum
Exterior Features Shed, Porch, Gutters, Patio
Lot Description Corner Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
High Pomperaug

Additional Information

Date Listed June 5th, 2026
Days on Market 53
Zoning R40
RE / Bank Owned No

Listing Details

OfficeDave Jones Realty, LLC

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement.
Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 SmartMLS, Inc.

Listing information last updated on September 10th, 2026 at 2:40am EDT.