348 Weekeepeemee Road
Woodbury, Connecticut 06798
- Beds
- 6
- Baths
- 4 | 1
- SqFt
- 5,973
- Acres
- 9.48
- Year Built
- 2004
- Neighborhood
- Weekeepeemee
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Set well back from Weekeepeemee Road in one of Woodbury's finest locations, this exceptionally well-built Colonial offers approximately 5,900 square feet of thoughtfully designed living space. Multiple bedroom suites and an open floor plan provide room for everyone, with inviting spaces for both everyday living and entertaining. The beautiful kitchen opens to a covered porch overlooking an expansive patio and gunite pool, creating a seamless connection between indoor and outdoor gatherings. Car enthusiasts will appreciate the remarkable garage and barn space. An attached, heated three-car garage is complemented by a lower-level garage with room for several additional vehicles. An impressive detached barn, constructed with steel and concrete, accommodates another six to eight cars and features heat, a half bath, glass garage doors, and both upper- and lower-level access. Outside, meticulous landscaping and a paved driveway enhance the setting, while a spacious front patio provides the perfect spot to enjoy the sunsets. An open meadow offers room for outdoor celebrations or potential equestrian use. With its generous living spaces, exceptional vehicle storage, and beautifully maintained grounds, this distinctive property offers far more than the ordinary.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- Weekeepeemee
- Property / Style
- Single Family · Colonial
- Year Built
- 2004
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 4 full · 1 half
- Living Area
- 5,973 sq ft
- Lot Size
- 9.48 acres
- Garage / Parking
- 10 garage
- Property Taxes
- $18,795 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
34
14 under contract
Median List Price
$837,500
34 active listings
Median Closed Price
$580,000
95 sales
Median Days on Market
60
34 active listings
Median $ / Sq Ft
$331
34 active listings
Sale-to-List Ratio
99.5%
95 sales
How this home compares
List Price
$2.15M
vs $837,500 median
2.6× the median
Price / Sq Ft
$360
vs $331 median
8.8% above median
Days on Market
0 days
vs 60 days median
60 days fresher than median
Based on 34 active and 95 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 27, 2026.
Location
348 Weekeepeemee Road, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$11,477
- Property Taxes$1,566
- Insurance$717
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- Weekeepeemee
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2004
- New Construction
- No/Resale
- Living Area
- 5,973 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Nonnewaug
Interior
- Heating
- Hot AirHydro Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- Main level laundry room
- Appliances
- Gas RangeSubzeroDishwasherWasherDryer
- Basement
- FullUnfinishedStorageWalk-outConcrete FloorFull With Walk-Out
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Auto Garage Door OpenerOpen Floor PlanSecurity System
- Additional Rooms
- Bonus RoomFoyerLaundry RoomWorkshop
Exterior & Lot
- Lot Size
- 9.48 acres
- Zoning
- OS100
- Garage / Parking
- 10 garage spacesAttached GarageUnder House GarageBarn
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteSpaIn Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceBarnGuttersPatioSidewalkPorchGarden AreaCovered DeckStone Wall
- Lot Description
- Fence - WoodFarm LandLevel LotClearedProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $18,795 / Annually
- Days on Market
- 0
- MLS #
- 24209591
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Joyce Drakeley
Drakeley Real Estate, Inc.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/27/2026 at 5:35 PM UTC.