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MLS 24198521 For Sale Open House Updated August 16, 2026
Open House An open house is scheduled — contact us for times.
552 Breakneck Hill Road

Middlebury, Connecticut 06762

$950,000
On market 4 days
552 Breakneck Hill Road
1 / 38

About This Property

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.

Property Details

Interior

Heat
Hot Air — Oil
Cooling
Central Air
Fireplaces
3
Basement
Full,Unfinished,Storage,Interior Access,Walk-out,Concrete Floor

Exterior & Lot

Roof
Asphalt Shingle,Other
Construction
Construction
Lot Description
Corner Lot Lightly Wooded Professionally Landscaped Rolling Open Lot
Garage & Parking
Detached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Appliances

Included
Oven/Range Microwave Subzero Dishwasher Washer Dryer

552 Breakneck Hill Road

Middlebury , Connecticut 06762

$950,000

On market 4 days

Beds
5
Baths
4
SqFt
4,114
Type
Single Family
County New Haven
Garage 2
Rooms -
Lot Size 3.21 Acres
Property Tax $12,810
Assessed Value $393,900
Year Built 1855
Style Colonial
Zoning R80

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 13350.

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