Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$725,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 3,728 Sq. Ft.
  • 5 Car Garage
  • Updated 11 hours ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 783 Whittemore Rd

General

  • Price: $725,000
  • Taxes: (July 2026-June 2027)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24213699
  • Updated: 10/13/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 10/16/2026

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Laundry Room, Mud Room, Workshop
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Wall Oven, Microwave, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Primary Bath - Skyli, 10.1 x 19.4, Main

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Skylight, Vaulted Ceiling, Ceiling Fan, Full Bath, Wal, 21.4 x 20.9, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 13.1 x 12, Main
  • Bedroom 2: Bedroom - Hardwood Floor, 13.5 x 14.7, Main
  • Bedroom 3: Bedroom - Wall/Wall Carpet, 14.5 x 17.9, Main
  • Bedroom 4: Bedroom - Wall/Wall Carpet, 17.9 x 17.9, Main

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 20.9 x 20.6, Main
  • Great Room: Great Room - Skylight, 9 ft+ Ceilings, Vaulted Ceiling, Beams, Ceiling Fan, Hardwood Floor, 62.3 x 16.5, Main
  • Kitchen: Kitchen - Skylight, Vaulted Ceiling, Breakfast Bar, Granite Counters, Dining Area, 19.3 x 12.2, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Gutters, Lighting, Patio
  • Color: Blue

Parking

  • Garage: Yes
  • Garage Spaces: 5
  • Total Spaces: 12
  • Parking: Under House Garage, Driveway

Location

  • County: New Haven
  • Driving Directions: Route 188 to Whittemore Rd

School Information

  • Elementary School: Middlebury
  • Middle School: Memorial
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air
  • Heating Type: Radiant, Zoned, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch, Hi-Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Shake, Cedar
  • Basement Desc.: Full, Garage Access, Interior Access, Full With Walk-Out
  • Roof: Other
  • Attic: Yes
  • Square Feet: 3,728
  • Above Ground: 3,728 Sq. Ft.
  • Year Built: 1953

Lot Features

  • Lot Size (Acres): 1.04
  • Driveway/Sidewalk: Private, Crushed Stone
  • Zoning: R40
  • Lot Description: Fence - Partial, Rolling

Financial Considerations

  • Annual Sewer Fee: $280
  • Assessment Amount: $471,870
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Exclusions: Per Inclusion / Exclusion Addendum
  • Property ID: 999999999

Listed by Keller Williams Realty, VARTULI | JABICK TEAM AT KELLER WILLIAMS REALTY, Sean Jackson

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 783 Whittemore Rd —

  • Sean Jackson

    Keller Williams Realty

Agent Contact: (203) 581-2334 Office Contact: (203) 429-4020

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 783 Whittemore Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/12/2026
Listed
$725,000
7.41%
MLS
5/01/2024
Sold
$675,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 783 Whittemore Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,428
—
$412,900
—
2023
$13,461
1%
$412,900
—
2023
$13,320
3%
$412,900
—
2022
$12,907
10%
$412,900
23%
2021
$11,706
-1%
$336,100
—
2020
$11,797
5%
$336,100
—
2019
$11,226
3%
$336,100
—
2018
$10,927
3%
$336,100
—
2017
$10,584
6%
$336,100
5%
2016
$9,948
3%
$320,800
—
2015
$9,662
3%
$320,800
—
2014
$9,412
2%
$320,800
—
2011
$9,258
—
$320,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 783 Whittemore Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty, VARTULI | JABICK TEAM AT KELLER WILLIAMS REALTY, Sean Jackson

Similar Properties near 783 Whittemore Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

182 Green Hill Rd, Middlebury, CT 06762 - Photo 1
$699,900

182 Green Hill Rd  Middlebury, CT 06762

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,038
    Sq. Ft.
Listed by Showcase Realty, Inc.
77 Crest Rd, Middlebury, CT 06762 - Photo 1
$749,900

77 Crest Rd  Middlebury, CT 06762

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 2,674
    Sq. Ft.
Listed by William Raveis Real Estate
59 Michael Ln, Naugatuck, CT 06770 - Photo 1
$730,000

59 Michael Ln  Naugatuck, CT 06770

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,931
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
219 Hillside Ave, Naugatuck, CT 06770 - Photo 1
$746,000

219 Hillside Ave  Naugatuck, CT 06770

  • Single Family
  • Active
  • Updated 2 days ago
  • 6
    Beds
  • 4
    Total Baths
  • 3,930
    Sq. Ft.
Listed by Re/Max Rise

Just Listed near 783 Whittemore Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

360 Pine St, Waterbury, CT 06704 - Photo 1 Just Listed
$275,000

360 Pine St  Waterbury, CT 06704

  • Multi-Family
  • Active
  • Updated 5 days ago
  • 4
    Total Beds
Listed by Mustafa Muaremi (860) 877-4682
62 Hampton Rd, Waterbury, CT 06708 - Photo 1 Just Listed
$434,900

62 Hampton Rd  Waterbury, CT 06708

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,647
    Sq. Ft.
Listed by Josh Weaver (203) 233-7943
11 Gates Ave, Waterbury, CT 06705 - Photo 1 Just Listed
$275,000

11 Gates Ave  Waterbury, CT 06705

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,366
    Sq. Ft.
Listed by Anna Laurie (860) 543-3808
11 Judson Ave, Woodbury, CT 06798 - Photo 1 Just Listed
$529,000

11 Judson Ave  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,120
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes

Price Reduced near 783 Whittemore Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

52 Wilson St, Waterbury, CT 06708 - Photo 1 Price Reduced
-$1,000 (-0.19%)
$528,300

52 Wilson St  Waterbury, CT 06708

  • Multi-Family
  • Active
  • Updated 1 day ago
  • 6
    Total Beds
Listed by Mary Helen Levine Real Estate LLC
16 Katina Dr, Waterbury, CT 06708 - Photo 1 Price Reduced
-$20,000 (-4.45%)
$429,500

16 Katina Dr  Waterbury, CT 06708

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,264
    Sq. Ft.
Listed by Gateway Real Estate
69 Nonnewaug Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$75,000 (-8.11%)
$850,000

69 Nonnewaug Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,568
    Sq. Ft.
Listed by Stone Crest Realty LLC
24 Scuppo Rd, Woodbury, CT 06798 - Photo 1 Price Reduced
-$26,000 (-3.15%)
$799,000

24 Scuppo Rd  Woodbury, CT 06798

  • Single Family
  • Active
  • Updated 5 days ago
  • 6
    Beds
  • 4
    Total Baths
  • 5,815
    Sq. Ft.
Listed by Century 21 AllPoints Realty

Recent Sales near 783 Whittemore Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

90 Fenn Rd, Middlebury, CT 06762 - Photo 1 Sold
$620,000

90 Fenn Rd  Middlebury, CT 06762

  • Single Family
  • Closed
  • Updated 3 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,162
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Better Living Realty, LLC
117 Crest Rd, Middlebury, CT 06762 - Photo 1 Sold
$735,000

117 Crest Rd  Middlebury, CT 06762

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,753
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Drakeley Real Estate, Inc.
15 Central Rd, Middlebury, CT 06762 - Photo 1 Sold
$706,000

15 Central Rd  Middlebury, CT 06762

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,870
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Showcase Realty, Inc.
223 Carriage Dr, Middlebury, CT 06762 - Photo 1 Sold
$670,000

223 Carriage Dr  Middlebury, CT 06762

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,484
    Sq. Ft.
Listed by BHGRE Gaetano Marra Homes
Sold by Miranda Micarelli

783 Whittemore Road, Middlebury, CT 06762 (MLS# 24213699) is a Single Family property with 5 bedrooms and 3 full bathrooms. 783 Whittemore Road is currently listed for $725,000 and was received on October 12, 2026. Want to learn more about 783 Whittemore Road? Do you have questions about finding other Single Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

Tour this property