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Property Description
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).
Features
Heating System:
Hot Water
Cooling System:
Window Unit
Basement:
Full, Fully Finished, Full With Walk-out, Garage Access, Heated, Interior Access, Liveable Space
Appliances Included:
Dishwasher, Microwave, Oven/range, Refrigerator, Dryer, Washer
Foundation Type:
Concrete
Heat Fuel Type:
Oil
Exterior Features:
Patio, Deck, Garden Area, Porch, Shed, Lighting
Exterior Siding:
Vinyl Siding
Handicap Features:
Bath Grab Bars, Multiple Entries/exits, Accessible Bath
Fireplaces Total:
1
Parking Total Spaces:
0
Hot Water Description:
Oil, Tankless Hotwater
Lot Description:
Level Lot, Corner Lot
Water Source:
Private Well
Address Map
Street:
Whittemore
Street Number:
283
Floor Number:
0
Longitude:
W74° 54′ 32.7”
Latitude:
N41° 31′ 36.2”
MLS Addon
Office Name:
RE/MAX Heritage
Agent Name:
Jennifer Sisco
List Agent MLSID:
843981
List Office MLSID:
RMXS70
Tax Year:
July 2025-June 2026
Directions:
I-84 to Straits Tpk, to Whittemore Rd. Turn onto Shadduck Rd. Driveway is on Shadduck.
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
HOA Fee Amount:
$0
Parcel Number:
1193292
Property Tax:
$6,159
Zoning:
R40

Single Family For Sale

283 Whittemore, Middlebury, 06762

3 Bedrooms
2 Bathrooms
2,500 Sqft
$519,000
Listing ID #24169230
Basic Details
Property Type :
Single Family For Sale
Listing Type :
For Sale
Listing ID :
24169230
Price :
$519,000
Bedrooms :
3
Baths Total :
3
Bathrooms :
2
Half Bathrooms :
1
Square Footage :
2,500 Sqft
Year Built :
1972
Lot Area :
0.39 Acre
City:
Middlebury
Zipcode:
06762
Style :
Raised Ranch
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
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A full-time agent with RE/MAX for 17 years. Marketing Business Degree WCSU. Volunteer Danbury Hospital. RE/MAX Executive Club. Read More…