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$2,149,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,973 Sq. Ft.
  • 10 Car Garage
  • Updated 4 hours ago
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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.

Full Property Details for 348 Weekeepeemee Rd

General

  • Price: $2,149,900
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24209591
  • Updated: Today (10/2/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Bonus Room, Foyer, Laundry Room, Workshop
  • Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Gas Range, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Bedroom Suite, Fireplace, French Doors, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Ceiling Fan, Jack & Jill Bath, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Jack & Jill Bath, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Bedroom Suite, Hardwood Floor, Upper
  • Bedroom 5: Bedroom - Ceiling Fan, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Ceiling Fan, Fireplace, French Doors, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Breakfast Bar, Eating Space, Fireplace, Hardwo, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, French Doors, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Wall/Wall Carpet, Upper
  • Rec Room: Wall/Wall Carpet, Upper
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Spa, In Ground Pool

Exterior

  • Exterior Features: Terrace, Barn, Gutters, Patio, Sidewalk, Porch, Garden Area, Covered Deck, Stone Wall

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 10
  • Parking: Attached Garage, Under House Garage, Barn

Location

  • County: Litchfield
  • Neighborhood: Weekeepeemee
  • Driving Directions: 6 to 47 to 132 - 132 is Weekeepeemee Road.

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Woodbury
  • High School: Nonnewaug

Community

  • Community Name: Weekeepeemee

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Hydro Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Description/Design: Horse Property
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Storage, Walk-out, Concrete Floor, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,973
  • Above Ground: 5,973 Sq. Ft.
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 9.48
  • Zoning: OS100
  • Lot Description: Fence - Wood, Farm Land, Level Lot, Cleared, Professionally Landscaped, Rolling

Horse Property

  • Horse Property: Yes

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $750,610
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 933819

Listed by Drakeley Real Estate, Inc., Timothy Drakeley and Drakeley Real Estate, Inc., Joyce Drakeley

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Listing agents

— 348 Weekeepeemee Rd —

  • Timothy Drakeley

    Drakeley Real Estate, Inc.

  • Joyce Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 510-9184 Office Contact: (203) 263-4336

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 348 Weekeepeemee Rd

School District:Regional School District 14
NameGradesDistance
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-53.8 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-82.8 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 348 Weekeepeemee Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2026
Listed
$2,149,900
132.42%
MLS
4/05/2004
Sold
$925,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 348 Weekeepeemee Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,729
2%
$750,610
—
2023
$17,392
7%
$750,610
34%
2023
$16,254
—
$559,340
—
2022
$16,316
—
$559,340
—
2021
$16,316
—
$559,340
—
2020
$16,316
—
$559,340
—
2019
$16,316
-14%
$559,340
-21%
2018
$18,920
-2%
$711,800
—
2017
$19,332
3%
$711,800
—
2016
$18,713
6%
$711,800
5%
2015
$17,593
1%
$674,850
—
2014
$17,337
4%
$674,850
-5%
2011
$16,632
—
$710,760
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 348 Weekeepeemee Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Drakeley Real Estate, Inc., Timothy Drakeley and Drakeley Real Estate, Inc., Joyce Drakeley

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348 Weekeepeemee Road, Woodbury, CT 06798 (MLS# 24209591) is a Single Family property with 6 bedrooms, 4 full bathrooms and 1 partial bathroom. 348 Weekeepeemee Road is currently listed for $2,149,900 and was received on October 02, 2026. Want to learn more about 348 Weekeepeemee Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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