552 Breakneck Hill Road, Middlebury, CT 06762
Single Family For Sale
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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. Subject to Probate.
Listed by Rebecca Doh (860) 601-4406 with W. Raveis Lifestyles Realty (860) 868-0511
Listing Snapshot
| Price | $899,000 | Days on Our Site | 75 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
- Oven/Range
- Microwave
- Subzero
- Dishwasher
- Washer
- Dryer
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Oct 11, 2026 | Price Reduced | $899,000 |
| Aug 12, 2026 | Listed | $950,000 |
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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 Oct 18, 2026 12:40 AM UTC
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552 Breakneck Hill Road, Middlebury CT, 06762
$899,000 • Active
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