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27 Middle Quarter Road

Woodbury, CT 06798
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Bed 3

Bed

Bath 3

Bath

SqFt2,042

Sqft

Acres1.49

Acres(Lot)

Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. Th e exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

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Detail Ic Property Details

Property Type : Residential

Price : $999,900

AD Id : 72206063

MLS Id : 24146826

Beds : 3

Lot Size : 1.49 Acres

Living Area Size : 2,042

Year Built : 1825

Garage : 4

County : Litchfield

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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: 9 Has Basement: Yes Basement: Full, Partial
  • Roofing Information

    Asphalt
  • Interior Features

    Open Floorplan Roof: Asphalt Laundry Features: Main Level Window Features: Storm Window(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Propane, Forced Air, Hot Water Has Cooling: Yes Cooling: Central Air Water front: 1

  • Building Information

    Year Built: 1825 Building Area Total: 2042 Construction Materials: Frame, Clapboard Patio And Porch Features: Patio Private Pool: No

  • Lot Information

    Lot Size Acres: 1.49 Lot Description: Level, Waterfront

  • Listing Price Information

    Listing Price: $999900 Original Price: $1100000

  • Tax Information

    Parcel Number: 936023 Annual Tax: $6728

  • Garage Information

    Has Garage: Yes Garage Space: 4

  • School Information

    Elementary School: Mitchell
    Junior High School:
    Senior High School: Nonnewaug
  • Utility Information

    Underground Utilities
  • Location Information

    Direction: 6 to middle quarter road or 64 to old sherman to middle quarter road WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
2 Judd Hill Road, Woodbury, CT, 06798 $574,900 3 2 884 884 SqFt
33 Hurds Hill Road, Woodbury, CT, 06798 $565,000 5 3 3,072 3,072 SqFt
5 Kimberly Lane, Woodbury, CT, 06798 $470,000 3 3 1,400 1,400 SqFt
437 Middle Road Turnpike, Woodbury, CT, 06798 $559,000 3 2 1,144 1,144 SqFt
104 Hard Hill Road, Woodbury, CT, 06798 $425,000 3 1 1,364 1,364 SqFt
12 Walker Road, Woodbury, CT, 06798 $499,989 3 3 1,580 1,580 SqFt
49 Scuppo Road, Woodbury, CT, 06798 $540,000 3 2 1,939 1,939 SqFt
8 Curtiss Meadows, Woodbury, CT, 06798 $899,000 4 5 3,865 3,865 SqFt
253 Bacon Pond Road, Woodbury, CT, 06798 $895,000 4 3 2,283 2,283 SqFt
242 Bacon Pond Road, Woodbury, CT, 06798 $475,000 4 1 1,836 1,836 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 06/16/2026 @ 17:29

MLS: 24146826 LISTED BY: Timothy Drakeley, Drakeley Real Estate, Inc. SOURCE: SmartMLS

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