Price Reduced 1.89%
Listing courtesy of Jennifer Sisco (203) 417-5764, RE/MAX Heritage (203) 452-7653
Price History
$529,000
4/27/2026
$519,000
5/13/2026
283 Whittemore Road, Middlebury, CT, 06762
6 rooms
3 beds
2 Full / 1 Half baths
1972
Raised Ranch
2,500 sqft
Thoughtful updates, versatile living space, and an unbeatable location come together at this gorgeous, meticulously maintained Middlebury home which offers the perfect blend of comfort and functionality and a layout designed for both everyday living and gracious entertaining. Freshly painted throughout, the home feels bright, clean, and move-in ready from the moment you step inside. The heart of the home flows from the kitchen and dining area out to a spacious bi-level deck, overlooking a large, flat backyard, ideal for gatherings, play, or simply enjoying peaceful time outdoors. A lovely lower patio creates an additional outdoor living space that feels like your own private retreat. Downstairs, the recently renovated lower level adds exceptional value and flexibility. Finished with upscale touches, this space features a comfortable living area with a luxurious fireplace, a private bedroom, full bathroom, and direct access to both the oversized 2-car garage and the backyard patio through sliding doors. Practical upgrades provide peace of mind and long-term efficiency, including: New roof and leaf guards (2020), Upgraded 200-amp electrical service, New Furnace (2024), Generator hookup (2020), New double-wall 300-gallon oil tank (2020), New well pump and water softener (2025), and hot and cold water supply in garage (2025). Just a couple of minutes to I-84, commuting is a breeze, while outdoor enthusiasts will love being only half a mile from Hop Brook Lake, offering year-round recreation including swimming, fishing, hiking, mountain biking, camping, canoeing, and cross-country skiing. All of this, plus the added benefit of significantly lower taxes compared to neighboring towns, makes this property an exceptional opportunity.
Status:
Active
Type:
Single-family residential
Laundry Remarks:
Lower Level
Zoning:
R40
Garage:
2-car Attached Garage
Heating:
Hot Water
Cooling:
Window Unit
Energy Features:
Generator Ready
Basement:
Full, Heated, Fully Finished, Garage Access, Interior Access, Liveable Space, Full With Walk-Out
Acreage:
0.39
Est. Taxes:
$6,159
Assessment
$189,400
Lot Description:
Corner Lot,Level Lot
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
Days on Market:
19
Appliances:
Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
MLS #:
24169230
Community Info
School Info
Walk Score
Mass Transit
Yelp
Similar Properties
New or Coming Soon Properties
Copyright ©2026 SmartMLS, Inc.