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Street View
$999,900
Monthly Est:$4,977
3 Beds
3 Baths2 full baths + 1 half bath
2,042sqft
27 Middle Quarter Rd, Woodbury, CT 06798
$999,900
$4,977/moEst:
Get Pre-Approved
Single Family Residence
Built in 1825
$-- HOA
1.49 acres lot
$490/sq.ft
Description
Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!
- Houzeo last checked: 46 minutes ago
- Listing updated: August 17, 2026 at 7:01 am
- Listing Provided by: Timothy Drakeley | Drakeley Real Estate, Inc.
- Source: SMART MLS-CT | MLS#: 24146826
Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1825
HOA Fees
-
Finished Area
2,042 sqft
Lot Size
1.49 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24146826
MLS Status
Under Contract - Continue to Show
Days on Market
278
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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: 3
Bathrooms: 3
Interior
Heating
Propane, Hot Water
Appliances
Allowance
Exterior Features
Underground Utilities, Barn, Patio
Interior Features
Cable Available, Open Floor Plan
Cooling
Central Air
Sewer
Septic
Construction
Year Built
Year Built: 1825
Home type
Single Family Residence
Architectural Style
Colonial
Foundation Details
Concrete, Stone
Roof
Asphalt Shingle
Utilities & Energy
Basement
Partial, Full
Water Source
Public Water Connected
Laundry Features
Main Level
Parking Features
Barn, Detached Garage
Other Features
Subdivision Name
Middle Quarter
Lot Features
Level Lot, Open Lot
Price History
| Date | Event | Price |
|---|---|---|
06/29/2026 Source: | Contingent (Active Under Contract) | $999,900 $490/sqft |
02/28/2026 Source: | Listed for Sale | $999,900 +42.86% $490/sqft |
11/08/2025 Source: #24075573 | Listing Removed | $699,900 +5832400.00% $343/sqft |
11/08/2025 Source: #24088437 | Price Decreased | $12 -100.00% $0/sqft |
03/12/2025 Source: | Off Market | $699,900 +118.72% $343/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. 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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