Home Homes for Sale Middlebury, CT 245 Upper Whittemore Road

245 Upper Whittemore Road, Middlebury, CT 06762

Single Family For Sale

$815,000
$273/sqft
245 Upper Whittemore Road, Middlebury, CT
Active
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3
Bedrooms
3
Bathrooms
2,990
Sq Ft
3.03
Acres
2005
Year Built

About This Home

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.

Listed by Donna Bannon (203) 233-7499 with BHGRE Gaetano Marra Homes (203) 758-1300

Listing Snapshot

Price $815,000 Days on Market 0 days
Property Tax $14,608/yr Style Cape Cod
Year Built 2005 Total Sq Ft 2,990
Lot Size 3.03 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 8 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Available
  • Central Vacuum
  • Security System
Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Electric Dryer
Outdoor
  • Underground Utilities
  • Sidewalk
  • Gutters
  • Underground Sprinkler
  • Patio
  • Heated
  • Vinyl
  • Salt Water
  • In Ground Pool
Nearby
  • Bocci Court
  • Golf Course
  • Lake
  • Library
  • Medical Facilities
  • Park
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage, Under House Garage, Driveway

Systems & Utilities

Heat Hydro Air
Fuel Propane
Cooling Central Air
Hot Water Propane, Domestic
Water Private Well
Sewer Septic

Schools

Elem Long Meadow
Middle Memorial
High Pomperaug

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,217/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 16, 2026 Listed $815,000

Frequently Asked Questions

How much does 245 Upper Whittemore Road in Middlebury, CT cost?
This property is listed at $815,000, which works out to $273 per square foot.
How many bedrooms does 245 Upper Whittemore Road have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 245 Upper Whittemore Road?
The home is 2,990 square feet, situated on 3.03 acres.
When was 245 Upper Whittemore Road in Middlebury built?
This property was built in 2005.
Is 245 Upper Whittemore Road, Middlebury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 245 Upper Whittemore Road, Middlebury in?
This home is served by the Middlebury public school system, with Long Meadow as the elementary school and Pomperaug as the high school.
How do I schedule a tour of 245 Upper Whittemore Road, Middlebury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Donna Bannon · (203) 233-7499

BHGRE Gaetano Marra Homes · (203) 758-1300

MLS# 24167463 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 20, 2026 4:05 AM UTC