783 Whittemore Road Middlebury, CT $ 725,000
783 Whittemore Road
$ 725,000
Share Save

783 Whittemore Road

Middlebury, CT, 06762
$ 725,000
Bedrooms5 Baths3.0 Sq 3,728

Monthly Estimate*

$ 5,007

783 Whittemore Road, Middlebury, CT 06762 - Image 1
783 Whittemore Road, Middlebury, CT 06762 - Image 2
783 Whittemore Road, Middlebury, CT 06762 - Image 3
783 Whittemore Road, Middlebury, CT 06762 - Image 4
783 Whittemore Road, Middlebury, CT 06762 - Image 5
783 Whittemore Road, Middlebury, CT 06762 - Image 6
783 Whittemore Road, Middlebury, CT 06762 - Image 7
783 Whittemore Road, Middlebury, CT 06762 - Image 8
783 Whittemore Road, Middlebury, CT 06762 - Image 9
783 Whittemore Road, Middlebury, CT 06762 - Image 10
783 Whittemore Road, Middlebury, CT 06762 - Image 11
783 Whittemore Road, Middlebury, CT 06762 - Image 12
783 Whittemore Road, Middlebury, CT 06762 - Image 13
783 Whittemore Road, Middlebury, CT 06762 - Image 14
783 Whittemore Road, Middlebury, CT 06762 - Image 15
783 Whittemore Road, Middlebury, CT 06762 - Image 16
783 Whittemore Road, Middlebury, CT 06762 - Image 17
783 Whittemore Road, Middlebury, CT 06762 - Image 18
783 Whittemore Road, Middlebury, CT 06762 - Image 19
783 Whittemore Road, Middlebury, CT 06762 - Image 20
783 Whittemore Road, Middlebury, CT 06762 - Image 21
783 Whittemore Road, Middlebury, CT 06762 - Image 22
783 Whittemore Road, Middlebury, CT 06762 - Image 23
783 Whittemore Road, Middlebury, CT 06762 - Image 24
783 Whittemore Road, Middlebury, CT 06762 - Image 25
783 Whittemore Road, Middlebury, CT 06762 - Image 26
783 Whittemore Road, Middlebury, CT 06762 - Image 27
783 Whittemore Road, Middlebury, CT 06762 - Image 28
783 Whittemore Road, Middlebury, CT 06762 - Image 29
783 Whittemore Road, Middlebury, CT 06762 - Image 30
783 Whittemore Road, Middlebury, CT 06762 - Image 31
783 Whittemore Road, Middlebury, CT 06762 - Image 32
783 Whittemore Road, Middlebury, CT 06762 - Image 33
783 Whittemore Road, Middlebury, CT 06762 - Image 34
783 Whittemore Road, Middlebury, CT 06762 - Image 35
783 Whittemore Road, Middlebury, CT 06762 - Image 36

Single Family Home for sale in Middlebury, CT

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.

See more

Single Family Coming Soon

Price

$ 725,000

Bedrooms

5

Full Bath

3

Property Type

Single Family

Taxes

$ 13,428

Style

Lot Size

1.04

Year Built

1953

Town/City

Middlebury

MLS | Web ID

24213699

Features
General
Zoning 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
See more
Interior
Cooling System Ceiling Fans Central Air
Total Rooms 10
Basement Description Full Garage Access Interior Access Full With Walk-Out
See more
Exterior
Water Source Private Well
Lot Description Fence - Partial Rolling
See more
* Excluded Features
List By
Sean Jackson

Listing Agent

Keller Williams Realty

Broker

sean@ctlifestyleandhomes.com

Email

Affordability Calculator

$6,126
Per Month
82%
18%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
10/13/2026$725,000 Listed Price

Map


See all

783 Whittemore Road, Middlebury, CT, 06762 is a Single Family Home for sale at $725,000 with 3,728 sqft and a lot size of 1.04. 783 Whittemore Road has 5 bedrooms, 3.0 baths, and was built in 1953. The property's zip code is 06762 which is in Middlebury, CT