783 Whittemore Road
Middlebury, CT, 06762 $ 725,000
Bedrooms5 Baths3.0 Sq 3,728 Monthly Estimate*
$ 5,007
for $725,000 with 5 bedrooms and 3 full baths. This 3,728 square foot home was built in 1953 on a lot size of 1.04.
At 783 Whittemore Road, beautifully detailed living spaces are paired with something rarely found in a residential property: an expansive garage with room for far more than everyday parking. Extensively rebuilt in 2010, this Middlebury home offers five bedrooms, three full baths, and remarkable flexibility across its living and utility spaces. Beneath the main living level, the multi-vehicle garage offers substantial room for automobile collections, restoration projects, recreational equipment, and a personal workshop. It's a defining feature for a property where practicality and distinctive design share equal billing. Upstairs, vaulted ceilings, exposed beams, skylights, and blue and green zinc paneling lend architectural character throughout. The kitchen features solid wood cabinetry, a professional gas range, French-door wall oven, convection oven, dual Sub-Zero refrigerators, a separate freezer, and two dishwashers, opening to the dining and family rooms. Radiant-heated hardwood floors distinguish the family room. The primary suite includes a sitting area, two walk-in closets, and a bath with heated floors, soaking tub, oversized shower, and heated towel bars. Additional rooms provide flexibility for living or working, complemented by built-in storage and dedicated laundry. A distinctive combination of craftsmanship, comfortable living, and exceptional space for the things that matter beyond the front door.
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Single Family Coming Soon
FeaturesGeneralZoning R40
Neighborhood N/A
County New Haven
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Coming Soon
Acres 1.04
Directions Route 188 to Whittemore Rd
High School Per Board of Ed
City Middlebury
Elementary School Middlebury
Sq Ft Total 3728
Year Built 1953
Exclusions Per Inclusion / Exclusion Addendum
Style Ranch Hi-Ranch
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 10
Basement Description Full Garage Access Interior Access Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Fence - Partial Rolling
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* Excluded FeaturesList BySean JacksonListing Agent
Keller Williams RealtyBroker
sean@ctlifestyleandhomes.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,007
- Monthly Property Taxes
- $1,119
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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.
Learn more about how to save NearbySingle family listings in Middlebury, CT
Average List Price $704,298
Percent of Sale Price 3%
About Middlebury, CT 7,671 Population
18% Since 2002
$ 105,125 Median Income
46.66 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/13/2026 | $725,000 | | Listed Price |