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552 Breakneck Hill Road, 
Middlebury, CT 06762

$950,000


5

Beds


4

Baths


4,114

Sq Ft


Single Family

Active

Listed by

Rebecca Doh, (860) 601-4406

Jackson Mccard

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

(860) 868-0511

Last updated:

August 26, 2026, 11:39 AM

MLS#

24198521

Source:

CT

About This Home

552 Breakneck Hill Road

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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1855

Price Summary

950,000

$230 per Sq. Ft.

MLS #:

24198521

Last Updated:

August 26, 2026, 11:39 AM

Added:

14 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

4,114 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

4,114 Sq. Ft.

Year Built:

1855


Lot

Lot Size (Sq. Ft):

139,827


Finances & Disclosures

Finances

Price:

$950,000

Price per Sq. Ft:

$230 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.