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552 Breakneck Hill Road

Middlebury, CT 06762
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Bed 5

Bed

Bath 4

Bath

SqFt4,114

Sqft

Acres3.21

Acres(Lot)

Exceptional 1855 Greek Revival set in a prestigious Middlebury neighborhood, surrounded by the natural beauty of Flanders Preserve and Middlebury Land Trust land. This 5-bedroom, 31/2-bath architectural stunner is sited on 3.21 beautifully landscaped acres with mature trees, stone walls, perennial gardens and rolling open lawn, offering privacy and a feeling of escape and tranquility. The home includes wide-board floors, three fireplaces and a remarkable series of covered porches and "piazzas" capturing the romance of 19th-century country living. There is effortless flow from the gorgeous sunroom, with walls of windows, into the formal living room, dining room and large entertaining kitchen. A main-floor laundry room, enormous utility room, pantry and powder room add convenience. The prima ry suite offers a private retreat, with an en-suite bath and adjoining sitting room or study, flanked by two covered porches. Outside, a charming secluded wading pool with fountain provides a wonderfully relaxed setting for summer gatherings, cocktails and afternoons spent enjoying the gardens. A detached 2-car garage with bonus unfinished loft space invites a future artist studio. An exceptional opportunity to bring this distinctive home to the next level. 2 hrs to NYC.

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Detail Ic Property Details

Property Type : Residential

Price : $950,000

AD Id : 89540436

MLS Id : 24198521

Beds : 5

Lot Size : 3.21 Acres

Living Area Size : 4,114

Year Built : 1855

Garage : 2

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Rooms Total: 11 Has Basement: Yes Basement: Full, Walk-Out Access, Storage Space, Unfinished, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Dishwasher, Dryer, Microwave, Range, Oven, Washer, Electric Water Heater Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1855 Building Area Total: 4114 Construction Materials: Vinyl Siding, Frame Private Pool: No

  • Lot Information

    Lot Size Acres: 3.21 Lot Description: Corner Lot, Rolling Slope

  • Listing Price Information

    Listing Price: $950000

  • Tax Information

    Parcel Number: 1194380 Annual Tax: $12810

  • Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

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

    Direction: Corner of Breakneck Hill Rd and Mirey Dam Rd. Middlebury, CT WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
125 Shadduck Road, Middlebury, CT, 06762 $324,900 2 2 1,008 1,008 SqFt
42 White Avenue, Middlebury, CT, 06762 $449,900 3 3 2,112 2,112 SqFt
12 Yale Avenue, Middlebury, CT, 06762 $339,900 2 1 836 836 SqFt
24 Yale Avenue, Middlebury, CT, 06762 $375,000 3 2 1,469 1,469 SqFt
47 Middlebury Terrace, Middlebury, CT, 06762 $485,000 2 2 1,953 1,953 SqFt
112 Joy Road, Middlebury, CT, 06762 $499,900 3 2 1,236 1,236 SqFt
10 Curtis Road, Middlebury, CT, 06762 $670,000 4 3 2,484 2,484 SqFt
61 Sandy Hill Road, Middlebury, CT, 06762 $529,900 3 2 1,811 1,811 SqFt
90 Fenn Road, Middlebury, CT, 06762 $660,000 4 4 3,162 3,162 SqFt
2 Northwood Drive, Middlebury, CT, 06762 $575,000 3 3 1,252 1,252 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 08/16/2026 @ 01:45

MLS: 24198521 LISTED BY: Rebecca Doh, W. Raveis Lifestyles Realty SOURCE: SmartMLS

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