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552 Breakneck Hill Road, Middlebury, CT 06762

Single Family For Sale

$950,000
$231/sqft
552 Breakneck Hill Road, Middlebury, CT
Active Open House 8/15 · 12pm–2pm
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5
Bedrooms
4
Bathrooms
4,114
Sq Ft
3.21
Acres
1855
Year Built

About This Home

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.

Listed by Rebecca Doh (860) 601-4406 with W. Raveis Lifestyles Realty (860) 868-0511

Listing Snapshot

Price $950,000 Days on Our Site 0 days
Property Tax $12,810/yr Style Colonial
Year Built 1855 Total Sq Ft 4,114
Lot Size 3.21 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 11 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Microwave
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Structure & Parking

Construction Frame
Roof Asphalt Shingle,Other
Garage Spaces 2
Garage Type Detached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Central Air
Hot Water Electric, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,068/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 12, 2026 Listed $950,000

Frequently Asked Questions

How much does 552 Breakneck Hill Road in Middlebury, CT cost?
This property is listed at $950,000, which works out to $231 per square foot.
How many bedrooms does 552 Breakneck Hill Road have?
This home has 5 bedrooms and 4 bathrooms.
What is the square footage of 552 Breakneck Hill Road?
The home is 4,114 square feet, situated on 3.21 acres.
When was 552 Breakneck Hill Road in Middlebury built?
This property was built in 1855.
Is 552 Breakneck Hill Road, Middlebury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 552 Breakneck Hill Road, Middlebury in?
This home is served by the Middlebury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 552 Breakneck Hill Road, Middlebury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Rebecca Doh · (860) 601-4406

W. Raveis Lifestyles Realty · (860) 868-0511

MLS# 24198521 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 13, 2026 3:26 PM UTC