245 Upper Whittemore Rd Middlebury, CT 06762
Estimated payment $5,542/month
Highlights
- Heated In Ground Pool
- 3.03 Acre Lot
- Attic
- Pomperaug Regional High School Rated A
- Cape Cod Architecture
- 1 Fireplace
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.
Listing Agent
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
- Private Company Owned 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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
|---|---|---|---|---|
| 04/21/2026 04/21/26 | Pending | -- | -- | -- |
| 04/20/2026 04/20/26 | For Sale | $815,000 | -- | $273 / Sq Ft |
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 | -- | -- | |
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $130,000 | -- | |
| Warranty Deed | $130,000 | -- |
Mortgage 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 | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $300,000 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $300,000 | Stand Alone Refi Refinance Of Original Loan |
Source: SmartMLS
MLS Number: 24167463
APN: 7-08 038
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