552 Breakneck Hill Road, Middlebury, CT 06762 (MLS # 24198521)

Price $899,000
Status Active
Beds 5
Baths 3.5 Baths
Home size 4,114 sqft
Lot Size 3.21 ac
Days on Market 74
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 primary 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. Subject to Probate.
Property Type(s): Single Family
Last Updated 10/10/2026 Year Built 1855
Garage Spaces 2.0 County New Haven

SCHOOLS

Elementary School Per Board of Ed
Jr. High School Per Board of Ed
High School Per Board of Ed

Price History

Prior to Oct 10, '26 $950,000
Oct 10, '26 - Today $899,000

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Water Heater, Microwave, Oven, Range, Washer
BASEMENT Concrete, Full, Storage Space, Unfinished, Walk-Out Access, Yes
CONSTRUCTION Frame, Vinyl Siding
FIREPLACE Yes
GARAGE Yes
HEAT Forced Air, Oil
LOT 3.21 acre(s)
LOT DESCRIPTION Corner Lot, Rolling Slope
SEWER Septic Tank
STYLE Colonial
TAXES 14313
WATER Well
ZONING R80

Location

 

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Listing courtesy of W. Raveis Lifestyles Realty
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This IDX solution is (c) Diverse Solutions 2026.

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