Save
Ask
Tour
Hide
Share
$529,000
1 Day On Site

283 Whittemore Road
Middlebury, CT 06762

For Sale|Single Family Residence|Coming Soon
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,300
SqFt
$407
/SqFt
1972
Built
County:
New Haven
Listing courtesy of Jennifer Sisco of RE/MAX Heritage Office Phone: (203) 452-7653 Broker Contact: (203) 417-5764

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Call Now: 203-498-2031
Is this the listing for you? We can help make it yours.
203-498-2031
Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Sat, May 2, 11:00 AM - 1:00 PM
283 Whittemore Road283 Whittemore Road283 Whittemore Road283 Whittemore Road
Save
Ask
Tour
Hide
Share

Thoughtful updates, versatile living space, and an unbeatable location come together at this gorgeous, meticulously maintained Middlebury home which offers the perfect blend of comfort and functionality and a layout designed for both everyday living and gracious entertaining. Freshly painted throughout, the home feels bright, clean, and move-in ready from the moment you step inside. The heart of the home flows from the kitchen and dining area out to a spacious bi-level deck, overlooking a large, flat backyard, ideal for gatherings, play, or simply enjoying peaceful time outdoors. A lovely lower patio creates an additional outdoor living space that feels like your own private retreat. Downstairs, the recently renovated lower level adds exceptional value and flexibility. Finished with upscale touches, this space features a comfortable living area with a luxurious fireplace, a private bedroom, full bathroom, and direct access to both the oversized 2-car garage and the backyard patio through sliding doors. Practical upgrades provide peace of mind and long-term efficiency, including: New roof and leaf guards (2020), Upgraded 200-amp electrical service, Generator hookup (2020), New double-wall 300-gallon oil tank (2020), New well pump and water softener (2025), and hot and cold water supply in garage (2025).

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$529,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
1,300 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.39 Acres
Year Built 
1972
MLS® Number 
24169230
Status 
Coming Soon
Property Tax 
$6,159
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.39
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2500
Style 
Raised Ranch
Water Source 
Well
Zoning 
R40
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeOvenRefrigeratorWasher
Basement 
FullFinishedWalk-Out Access
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplaces 
1
Heating 
OilHot Water
Bedroom 
Level - LowerFeatures - Ceiling Fan(s)
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Vinyl SidingFrame
Exterior 
Garden
Lot Features 
Corner LotLevel
Other Structures 
Shed(s)
Patio And Porch 
DeckPatioPorch
Roof 
Asphalt
Community Features
Accessibility Features 
Accessible Full BathGrip-Accessible Features
Community Features 
Golf
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Per Board of Ed
Listing courtesy of Jennifer Sisco of RE/MAX Heritage Office Phone: (203) 452-7653 Broker Contact: (203) 417-5764



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.
Last checked: 2026-04-29 08:09 AM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share
Click here to chat with us.
Tap the home icon to begin chatting with our assistant.