Seller's Agent in 2026
Donna Bannon
BHGRE Gaetano Marra Homes
(203) 233-7499
77 Total Sales
245 Upper Whittemore Rd Middlebury, CT 06762
Middlebury Area
3
Beds
2.5
Baths
2,990
Sq Ft
3.03
Acre Lot
Highlights
- Heated In Ground Pool
- 3.03 Acre Lot
- Attic
- Pomperaug Regional High School Rated A
- Cape Cod Architecture
- 1 Fireplace
About This Home
As of June 2026Enjoy 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. The house was built with 3 bedrooms, but the septic system supports a 4 bedroom home.
Last Agent to Sell the Property
BHGRE Gaetano Marra Homes Brokerage Phone: (203) 233-7499 License #REB.0750000 Listed on: 04/16/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $14,608
Year Built
- Built in 2005
Lot Details
- 3.03 Acre Lot
- Sprinkler System
- Property is zoned R40
Home Design
- Cape Cod Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Ridge Vents on the Roof
- Shake Siding
- Radon Mitigation System
Interior Spaces
- 2,990 Sq Ft Home
- Central Vacuum
- 1 Fireplace
- Thermal Windows
- Walk-In Attic
- Home Security System
Kitchen
- Oven or Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
Laundry
- Laundry on main level
- Electric Dryer
- Washer
Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Parking
- 3 Car Garage
- Automatic Garage Door Opener
- Driveway
Accessible Home Design
- Grab Bar In Bathroom
- Doors with lever handles
Pool
- Heated In Ground Pool
- Saltwater Pool
- Vinyl Pool
Outdoor Features
- Patio
- Rain Gutters
Location
- Property is near golf course
Schools
- Long Meadow Elementary School
- Memorial Middle School
- Pomperaug High School
Utilities
- Central Air
- Hydro-Air Heating System
- Heating System Uses Propane
- Underground Utilities
- Power Generator
- Well
- Propane Water Heater
- Fuel Tank Located in Ground
- Cable TV Available
Community Details
- Bocce Ball Court
Listing and Financial Details
- Assessor Parcel Number 1192081
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Jun 15, 2018
Sold by
Bought by
Purchase Details
Closed on
Mar 12, 2004
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $130,000 | -- |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/15/2026 06/15/26 | Sold | $875,000 | +7.4% | $293 / Sq Ft |
| 04/21/2026 04/21/26 | Pending | -- | -- | -- |
| 04/20/2026 04/20/26 | For Sale | $815,000 | -- | $273 / Sq Ft |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $14,608 | $449,200 | $88,700 | $360,500 |
| 2024 | $14,644 | $449,200 | $88,700 | $360,500 |
| 2023 | $14,491 | $449,200 | $88,700 | $360,500 |
| 2022 | $14,042 | $449,200 | $88,700 | $360,500 |
| 2021 | $11,692 | $335,700 | $100,300 | $235,400 |
| 2020 | $11,783 | $335,700 | $100,300 | $235,400 |
| 2019 | $11,212 | $335,700 | $100,300 | $235,400 |
| 2018 | $10,914 | $335,700 | $100,300 | $235,400 |
| 2017 | $10,571 | $335,700 | $100,300 | $235,400 |
| 2016 | $10,872 | $350,600 | $119,500 | $231,100 |
| 2015 | $10,560 | $350,600 | $119,500 | $231,100 |
| 2014 | $10,287 | $350,600 | $119,500 | $231,100 |
Source: Public Records
Agents Affiliated with this Home
-
Donna Bannon
-
Shelley Drakeley
Buyer's Agent in 2026
Shelley Drakeley
Drakeley Real Estate, Inc.
(203) 982-7108
34 Total Sales
Map
Source: SmartMLS
MLS Number: 24167463
APN: 7-08 038
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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