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245 Upper Whittemore Road, 
Middlebury, CT 06762

$815,000


3

Beds


3

Baths


2,990

Sq Ft


Single Family

Pending

Listed by

Donna Bannon, (203) 233-7499

BHGRE Gaetano Marra Homes, (203) 758-1300

(203) 758-1300

Last updated:

May 16, 2026, 07:14 AM

MLS#

24167463

Source:

CT

About This Home

245 Upper Whittemore Road

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.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 2005

Price Summary

815,000

$272 per Sq. Ft.

MLS #:

24167463

Last Updated:

May 16, 2026, 07:14 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,990 Sq. Ft.


Structure

Structure

Architectural Style:

Cape Cod

Building Area:

2,990 Sq. Ft.

Year Built:

2005


Lot

Lot Size (Sq. Ft):

131,986


Finances & Disclosures

Finances

Price:

$815,000

Price per Sq. Ft:

$272 per Sq. Ft.

Source:CT
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Contact an Agent

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 Contact, 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 a 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.