555 Whittemore Road Middlebury, CT $ 449,000
555 Whittemore Road
$ 449,000
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555 Whittemore Road

Middlebury, CT, 06762
$ 449,000
Bedrooms4 Baths2.1 Sq 1,855

Monthly Estimate*

$ 2,835

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Single Family Home for sale in Middlebury, CT

for $449,000 with 4 bedrooms and 2 full baths, 1 half bath. This 1,855 square foot home was built in 1946 on a lot size of 0.34.

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.

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Single Family Contingent

Price

$ 449,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 5,984

Style

Lot Size

0.34

Year Built

1946

Town/City

Middlebury

MLS | Web ID

24181461

Features
General
Zoning R40
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 0.34
Directions gps friendly
High School Pomperaug
City Middlebury
Elementary School Per Board of Ed
Sq Ft Total 1855
DOM 53
Year Built 1946
Style Cape Cod
Year Built Source Public Records
Energy Features Storm Doors Thermopane Windows
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Interior
Cooling System Ceiling Fans Window Unit
Total Rooms 8
Basement Description Full Full With Hatchway
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Exterior
Water Source Private Well
Lot Description Corner Lot
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* Excluded Features
List By
Deb Smolley

Listing Agent

Dave Jones Realty, Llc

Broker

debsmolley@sbcglobal.net

Email

Affordability Calculator

$3,334
Per Month
85%
15%
0%
Monthly Principal & Interest
$2,835
Monthly Property Taxes
$499
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042222 Elementary School
3042695 Middle School
Pomperaug High School High School
Pricing History
DatePricePrice ChangeDescription
7/5/2026$449,000 Listed Price

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555 Whittemore Road, Middlebury, CT, 06762 is a Single Family Home for sale at $449,000 with 1,855 sqft and a lot size of 0.34. 555 Whittemore Road has 4 bedrooms, 2.1 baths, and was built in 1946. The property's zip code is 06762 which is in Middlebury, CT