This home's estimate is 22.8% higher than the average sale price ($819K) of 6 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate
215 Upper Whittemore Rd, Middlebury, CT 06762
About this home
Set on 4+ acres of beautifully landscaped property on a most desirable Middlebury street, this home sparkles. It was built with care and offers spacious rooms and lots of architectural interest. There is a 40' front porch so that you can enjoy the natural surroundings as you entertain family and friends. The living room offers a masonry fireplace French doors to the 22' X 15' dining room. A fabulous kitchen provides lots of opportunities for gathering friends and family as you prep food and entertain. First level also offers the master suite, powder room, laundry room and a gorgeous year round sun room that provides access to the expansive deck. Upstairs, 3 additional bedrooms, a full bath as well as a bonus room over the 3 car garage. Don't miss the walk out full basement with an overhead door and easy access to the property. All in pristine condition!
Redfin Estimate
Earn from this home
List your home with Redfin and save $10,062
Get cash now or lower your monthly rate
List your home for rent
Market trends in 06762, CT
Last updated August 2026
Buyer's Market
Seller's Market
Seller's market
0 days MoM
See all
Provided by Redfin
Sale history for 215 Upper Whittemore Rd
$121/sq ft
$132/sq ft
$138/sq ft
$144/sq ft
$161/sq ft
$184/sq ft
Tax history for 215 Upper Whittemore Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Attached Garage
- Garages Number: 3
Interior
- Interior Information
- Total Rooms: 8
- Laundry Room Location: First Floor
- Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
- In-Law Apartment: No
- Fireplaces Total: 1
- Cooling System: Ceiling Fans, Central Air
- Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Disposal
- Bathroom Information
- # of Baths (Full): 2
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 4
- Room Information
- Rooms Additional: Bonus Room, Laundry Room
- Basement Description: Full With Walk-Out
- Has Attic
- Attic Description: Access Via Hatch, Crawl Space
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle, Gable
- Exterior Siding: Vinyl Siding, Brick
- Exterior Features: Deck, Garden Area, Gutters, Porch, Sidewalk, Stone Wall, Underground Sprinkler
- Lot Information
- Lot Description: Lightly Wooded
- Building Information
- Foundation Type: Concrete
- Construction Description: Frame
- Property Information
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 4349
- Driveway Type: Paved, Asphalt
Financial
- Assessments Information
- Assessed Value: $409,700
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Septic
- Hot Water Description: Domestic
- Heat Type: Hydro Air
- Heat Fuel Type: Oil
- Fuel Tank Location: In Basement
- Energy Features: Generator, Thermopane Windows
Location
- School Information
- Middle Jr High School: Memorial
- High School: Pomperaug
- Elementary School: Long Meadow
- Location Information
- State: Connecticut
- Nearby Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Private Rec Facilities, Private School(s)
- Directions: Route 64 to Upper Whittemore
- County: New Haven
Public facts
- Beds: 4
- Baths: 2.5
- Sq. Ft.: 4,349
- Stories: 2.0
- Lot Size: 4.18 acres
- Style: Single Family Residential
- Year Built: 1999
- Year Renovated: —
- County: New Haven County
- APN: 1192049
Other
- Documents & Disclosures
- Supplement Count Public: 3
Around this home
Schools
Public PreK-5 • Assigned • 1.8mi
Public 6-8 • Assigned • 2.6mi
Public 9-12 • Assigned • 2.1mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 97° expected this year, 14 days in 30 years
26% chance of strong winds in next 30 years
2 unhealthy days expected this year, 4 days in 30 years
Sun exposure
In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06762
Home values near 215 Upper Whittemore Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 4.5 Baths | 4555 Sq. Ft. | $1,131,952 |
2 Beds | 2 Baths | 1032 Sq. Ft. | $458,182 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 2990 Sq. Ft. | $894,649 |
3 Beds | 1.5 Baths | 1636 Sq. Ft. | $558,586 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 1.5 Baths | 1704 Sq. Ft. | $537,882 |
3 Beds | 2 Baths | 2024 Sq. Ft. | $595,816 |
More real estate resources
- Cities
- Counties
- Popular Searches
| New Haven homes for sale | |||
| Trumbull homes for sale | |||
| Milford homes for sale |
| Westchester County homes for sale | |||
| Nassau County homes for sale | |||
| Suffolk County homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.
Do not sell or share my personal information.
REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.
California DRE #01521930
Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures
New Mexico Real Estate Licenses
TREC: Info About Brokerage Services, Consumer Protection Notice
All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.
Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.
If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.
REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.







































United States
Canada