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

Save to Favorites
Print
Share
PRICE $950,000 dsIDX morgage calculator
BEDS 5
BATHS 3.5
HOME SIZE 4,114 sqft
LOT SIZE 3.21 ac

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.

DAYS ON MARKET 1 LAST UPDATED 8/13/2026
YEAR BUILT 1855 GARAGE SPACES 2.0
COUNTY New Haven STATUS Active
PROPERTY TYPE(S) Single Family

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


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 12810
WATER Well
ZONING R80
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
P
I
*Estimate only



We respect your online privacy and will never spam you. By submitting this form with your telephone number you are consenting for Ryan Smith to contact you even if your name is on a Federal or State "Do not call List".

Listing courtesy of W. Raveis Lifestyles Realty
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

Bristol: 985 Farmington Ave, Bristol, CT 06010
Avon: 412 West Avon Rd, Avon, CT 06001
(860) 578-2016 | ryansmith@tier1realestate.com

Subscribe to New Listings

  • Click here to review our privacy policy.
  • This field is for validation purposes and should be left unchanged.
The information on this website is for general information purposes only. Nothing on this site should be taken as legal advice for any individual case or situation. This information is not intended to create, and receipt or viewing does not constitute, a real estate agent and client relationship. Tier 1 Real Estate is licensed & insured. Call (860) 578-2016. Email with any questions you may have regarding this website, or anything associated with it. @2019 All Rights Reserved. 

linkedin facebook pinterest youtube rss twitter instagram facebook-blank rss-blank linkedin-blank pinterest youtube twitter instagram