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283 Whittemore Road

Middlebury, CT 06762
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Bed 3

Bed

Bath 3

Bath

SqFt1,300

Sqft

Acres0.39

Acre(Lot)

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 upscal e 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).

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Detail Ic Property Details

Property Type : Residential

Price : $519,000

AD Id : 77786748

MLS Id : 24169230

Beds : 3

Lot Size : 0.39 Acre

Living Area Size : 1,300

Year Built : 1972

Garage : 2

County : New Haven

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 6 Has Basement: Yes Basement: Full, Finished, Walk-Out Access
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Window Unit(s)

  • Building Information

    Year Built: 1972 Building Area Total: 2500 Construction Materials: Vinyl Siding, Frame Patio And Porch Features: Deck, Patio, Porch Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 0.39 Lot Description: Corner Lot, Level

  • Listing Price Information

    Listing Price: $519000 Original Price: $529000

  • Tax Information

    Parcel Number: 1193292 Annual Tax: $6159

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Per Board of Ed
    Junior High School:
    Senior High School: Per Board of Ed
  • Location Information

    Direction: I-84 to Straits Tpk, to Whittemore Rd. Turn onto Shadduck Rd. Driveway is on Shadduck. WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
80 Anawan Avenue, Middlebury, CT, 06762 $529,900 2 2 1,962 1,962 SqFt
301 Steinmann Avenue, Middlebury, CT, 06762 $409,900 3 2 1,572 1,572 SqFt
851 South Street, Middlebury, CT, 06762 $950,000 5 3 3,301 3,301 SqFt
90 Fenn Road, Middlebury, CT, 06762 $679,900 4 4 3,162 3,162 SqFt
775 South Street, Middlebury, CT, 06762 $2,850,000 8 8 9,619 9,619 SqFt
64 Watertown Road, Middlebury, CT, 06762 $759,900 3 4 2,834 2,834 SqFt
818 Middlebury Road, Middlebury, CT, 06762 $385,000 2 1 1,489 1,489 SqFt
223 Carriage Drive, Middlebury, CT, 06762 $674,900 4 4 2,176 2,176 SqFt
122 Crest Road, Middlebury, CT, 06762 $825,000 3 3 3,253 3,253 SqFt
117 Crest Road, Middlebury, CT, 06762 $750,000 4 3 2,543 2,543 SqFt

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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/08/2026 @ 23:36

MLS: 24169230 LISTED BY: Jennifer Sisco, RE/MAX Heritage SOURCE: SmartMLS

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