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- HOA Management
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Street View
$899,000
Monthly Est:$4,475
5 Beds
- 4 Baths
3 full baths + 1 half bath
4,114sqft
552 Breakneck Hl Rd, Middlebury, CT 06762
$899,000
$4,475/moEst:
Get Pre-Approved
Single Family Residence
Built in 1855
$-- HOA
3.21 acres lot
$219/sq.ft
Description
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. Subject to Probate.
- Houzeo last checked: 6 minutes ago
- Listing updated: October 18, 2026 at 12:40 am
- Listing Provided by: Rebecca Doh | W. Raveis Lifestyles Realty
- Source: SMART MLS-CT | MLS#: 24198521

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1855
HOA Fees
-
Finished Area
4,114 sqft
Lot Size
3.21 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24198521
MLS Status
Active
Days on Market
85

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Sewer
Septic
Cooling
Central Air
Heating
Oil
Appliances
Oven/range, Microwave, Subzero, Dishwasher, Washer, Dryer
Construction
Year Built
Year Built: 1855
Home type
Single Family Residence
Architectural Style
Colonial
Foundation Details
Stone
Roof
Asphalt Shingle, Other
Utilities & Energy
Parking Features
Detached Garage
Basement
Full, Unfinished, Storage, Interior Access, Walk Out, Concrete Floor
Laundry Features
Main Level
Water Source
Private Well
Other Features
Subdivision Name
N/a
Lot Features
Corner Lot, Lightly Wooded, Professionally Landscaped, Rolling, Open Lot
Price History
| Date | Event | Price |
|---|---|---|
10/11/2026 Source: | Price Decreased | $899,000 -5.37% $219/sqft |
08/13/2026 Source: | Listed for Sale | $950,000 +100.00% $231/sqft |
03/18/2019 Source: #170118079 | Sold | $475,000 $115/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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