Save
Ask
Tour
Hide
Share
$815,000
1 Day On Site

245 Upper Whittemore Road
Middlebury, CT 06762

For Sale|Single Family Residence|Coming Soon
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,990
SqFt
$273
/SqFt
2005
Built
County:
New Haven
Listing courtesy of Donna Bannon of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 233-7499

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
245 Upper Whittemore Road245 Upper Whittemore Road245 Upper Whittemore Road245 Upper Whittemore Road
Save
Ask
Tour
Hide
Share

Enjoy magnificent sunsets from this exceptional home, privately set on just over three acres in one of the area's most desirable locations. The beautifully landscaped grounds offer both open space and a wooded backdrop for added privacy, along with views of a neighboring stone wall. An in-ground heated saltwater pool is surrounded by an expansive patio and charming pergola-perfect for outdoor entertaining. Three garages are conveniently accessible from both the upper and lower driveways. Inside, the home features 2,990 square feet of thoughtfully designed living space with custom touches throughout. The spacious kitchen includes a dining area, breakfast bar, and a 36" GE Monogram dual-fuel range, offering ample space for cooking and gathering. The adjoining 23' x 20' family room provides a welcoming setting, a propane fired custom fireplace and overlooks the scenic rear property. The primary suite features a walk-in closet, an additional closet, and an updated full bath. The main level is completed by a formal dining room, private office/library, powder room, and laundry area. Upstairs, you'll find two additional bedrooms, a full bath, and a flexible guest area and lots of room for expansion. Additional highlights include the lush grounds, patio, heated saltwater pool, pergola, and more.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$815,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
2,990 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
3.03 Acres
Year Built 
2005
MLS® Number 
24167463
Status 
Coming Soon
Property Tax 
$14,608
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
3.03
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
PavedGarage Door OpenerDrivewayAttached
Parking Spaces 
8
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
2990
Style 
Cape Cod
Utilities 
Underground Utilities
Water Source 
Well
Zoning 
R40
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeOvenRefrigeratorWasher
Basement 
FullWalk-Out Access
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
1
Heating 
Propane
Interior 
Central Vacuum
Laundry Features 
Main Level
Dining Room 
Dimensions - 14 x 12Level - Main
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
FrameShake Siding
Patio And Porch 
Patio
Pool Features 
HeatedOutdoor PoolSalt WaterVinylIn Ground
Roof 
Asphalt
Community Features
Accessibility Features 
Accessible Full BathGrip-Accessible Features
Community Features 
GolfTennis Court(s)
Schools
School District
Unknown
Elementary School
Long Meadow
Middle School
Memorial
High School
Pomperaug
Listing courtesy of Donna Bannon of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 233-7499



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: 2026-04-19 05:27 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.