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.
For sale
$2,149,900
348 Weekeepeemee Road, Woodbury, CT 06798
5beds
5,973sqft
Single Family Residence
Built in 2004
9.48 Acres Lot
$-- Zestimate®
$360/sqft
$-- HOA
What's special
- 23 days
- 1,573
- 133
Zillow last checked:
Listing updated:
Listed by:
Timothy Drakeley (203)510-9184,
Drakeley Real Estate, Inc. 203-263-4336,
Joyce Drakeley 203-449-3568,
Drakeley Real Estate, Inc.
Source: Smart MLS,MLS#: 24209591
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Laundry, Workshop
Primary bedroom
- Features: High Ceilings, Bedroom Suite, Fireplace, French Doors, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Bedroom Suite, Hardwood Floor
- Level: Upper
Dining room
- Features: High Ceilings, French Doors, Hardwood Floor
- Level: Main
Family room
- Features: High Ceilings, Ceiling Fan(s), Fireplace, French Doors
- Level: Main
Kitchen
- Features: High Ceilings, Breakfast Bar, Eating Space, Fireplace, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Wall/Wall Carpet
- Level: Upper
Heating
- Forced Air, Hydro Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Subzero, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan, Entrance Foyer
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Storage Space,Walk-Out Access,Concrete
- Attic: Floored,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 5,973
- Total interior livable area: 5,973 sqft
- Finished area above ground: 5,973
Property
Parking
- Total spaces: 10
- Parking features: Barn, Attached, Garage Door Opener
- Attached garage spaces: 10
Features
- Patio & porch: Terrace, Patio, Porch, Covered
- Exterior features: Rain Gutters, Sidewalk, Garden, Stone Wall
- Has private pool: Yes
- Pool features: Gunite, Pool/Spa Combo, In Ground
- Fencing: Wood
Lot
- Size: 9.48 Acres
- Features: Farm, Level, Cleared, Landscaped, Rolling Slope
Details
- Additional structures: Barn(s)
- Parcel number: 933819
- Zoning: OS100
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Golf, Library, Medical Facilities, Park, Private School(s), Tennis Court(s)
- Security: Security System
- Subdivision: Weekeepeemee
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $360/sqft
- Tax assessed value: $750,610
- Annual tax amount: $18,795
- Date on market: 9/27/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2026 | Listed for sale | $2,149,900+924.2%$360/sqft |
Source:  Smart MLS #24209591 Report a problem | ||
| 9/2/2015 | Sold | $209,900+2276%$35/sqft |
Source: Public Record Report a problem | ||
| 8/15/2003 | Sold | $8,834$1/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,729 +1.9% | $750,610 |
| 2024 | $17,392 +7% | $750,610 +34.2% |
| 2023 | $16,254 -0.4% | $559,340 |
| 2022 | $16,316 | $559,340 |
| 2021 | $16,316 | $559,340 |
| 2020 | $16,316 | $559,340 |
| 2019 | $16,316 -13.8% | $559,340 -21.4% |
| 2018 | $18,920 -2.1% | $711,800 |
| 2017 | $19,332 +3.3% | $711,800 |
| 2016 | $18,713 +6.4% | $711,800 +5.5% |
| 2015 | $17,593 +1.5% | $674,850 |
| 2014 | $17,337 +4.2% | $674,850 -5.1% |
| 2013 | $16,632 -3.4% | $710,760 |
| 2012 | $17,222 +7.9% | $710,760 |
| 2011 | $15,964 +4.7% | $710,760 |
| 2010 | $15,246 +1.5% | $710,760 |
| 2009 | $15,018 +7.4% | $710,760 +23.7% |
| 2008 | $13,986 +1.6% | $574,380 |
| 2007 | $13,762 +6.7% | $574,380 +1.5% |
| 2006 | $12,893 | $565,720 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06798
Nearby schools
Schools provided by the listing agent
- Middle: Woodbury
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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