552 Breakneck Hill Road Middlebury, CT $ 950,000
552 Breakneck Hill Road
$ 950,000
Recently Listed
Open House 8/15 12pm - 2pm
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552 Breakneck Hill Road

Middlebury, CT, 06762
$ 950,000
Bedrooms5 Baths3.1 Sq 4,114

Monthly Estimate*

$ 5,998

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Single Family Home for sale in Middlebury, CT

for $950,000 with 5 bedrooms and 3 full baths, 1 half bath. This 4,114 square foot home was built in 1855 on a lot size of 3.21.

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.

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Open House

8/15/2026 12:00 PM - 2:00 PM
552 Breakneck Hill Road Middlebury, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 950,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 12,810

Style

Lot Size

3.21

Year Built

1855

Town/City

Middlebury

MLS | Web ID

24198521

Features
General
Zoning R80
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.21
Directions Corner of Breakneck Hill Rd and Mirey Dam Rd. Middlebury CT
High School Per Board of Ed
City Middlebury
Elementary School Per Board of Ed
Sq Ft Total 4114
DOM 1
Year Built 1855
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 11
Basement Description Full Unfinished Storage Interior Access Walk-out Concrete Floor
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Exterior
Water Source Private Well
Lot Description Corner Lot Lightly Wooded Professionally Landscaped Rolling Open Lot
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* Excluded Features
List By
Rebecca Doh

Listing Agent

W. Raveis Lifestyles Realty

Broker

rebecca.doh@raveis.com

Email

Affordability Calculator

$7,066
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,998
Monthly Property Taxes
$1,068
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
8/13/2026$950,000 Listed Price

Map


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552 Breakneck Hill Road, Middlebury, CT, 06762 is a Single Family Home for sale at $950,000 with 4,114 sqft and a lot size of 3.21. 552 Breakneck Hill Road has 5 bedrooms, 3.1 baths, and was built in 1855. The property's zip code is 06762 which is in Middlebury, CT