This magnificent Woodbury colonial, adjacent to 42 acres of open space, offers an unparalleled blend of elegance and tranquility. Surrounded by hiking trails, park like grounds and a serene brook. A light filled interior with soaring nine foot ceilings, graceful arches and an open flowing floor plan. The wraparound mahogany deck invites you to relax and take in the peace and quiet. The back patio, crafted with premium ipe decking, features tiered rock walls and a circular fire pit-perfect for entertaining or quiet evenings under the stars. Designed with quality and comfort in mind this home boasts I-beam construction, two wells, enhanced insulation, and durable HardiePlank siding, ideal for those who value sustainable, low maintenance living. Turn off the outside noise and rest assure this sanctuary will welcome you home with open arms.
Sold for $1,225,000
$1,225,000
68 Whittlesey Road, Woodbury, CT 06798
4beds
4,682sqft
Single Family Residence
Built in 2006
3 Acres Lot
$1,260,800 Zestimate®
$262/sqft
$6,390 Estimated rent
Home value
$1,260,800
$1.07M - $1.48M
$6,390/mo
Zestimate® history
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List your homeWhat's special
Wraparound mahogany deckSoaring nine foot ceilingsGraceful archesSurrounded by hiking trailsSerene brookOpen flowing floor planPark like grounds
Zillow last checked:
Listing updated:
Listed by:
Michael Caporizzo (203)644-5228,
William Pitt Sotheby's Int'l 860-868-6600,
Erin Caporizzo 203-910-8288,
William Pitt Sotheby's Int'l
Bought with:
Lori Belter, RES.0758103
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24130861
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 288 Square Feet
- Dimensions: 16 x 18
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 13 x 14
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bathroom
- Features: Hardwood Floor
- Level: Main
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 210 Square Feet
- Dimensions: 15 x 14
Family room
- Features: High Ceilings, Built-in Features, Ceiling Fan(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 352 Square Feet
- Dimensions: 16 x 22
Great room
- Features: Wet Bar, Hardwood Floor
- Level: Upper
- Area: 660 Square Feet
- Dimensions: 30 x 22
Kitchen
- Features: High Ceilings, Tile Floor
- Level: Main
- Area: 378 Square Feet
- Dimensions: 21 x 18
Living room
- Features: High Ceilings, French Doors, Hardwood Floor
- Level: Main
- Area: 252 Square Feet
- Dimensions: 18 x 14
Other
- Features: High Ceilings, Hardwood Floor
- Level: Main
Rec play room
- Level: Lower
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Subzero, Dishwasher, Wine Cooler, Water Heater
- Laundry: Upper Level
Features
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full
- Attic: Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 4,682
- Total interior livable area: 4,682 sqft
- Finished area above ground: 4,682
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Wrap Around, Covered, Patio
- Exterior features: Stone Wall
- Waterfront features: Waterfront, Brook
Lot
- Size: 3 Acres
- Features: Few Trees, Cul-De-Sac, Rolling Slope
Details
- Parcel number: 934919
- Zoning: OS100
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- HardiPlank Type
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Golf, Lake, Library, Paddle Tennis, Private School(s), Stables/Riding
Location
- Region: Woodbury
- Subdivision: Good Hill
Price history
| Date | Event | Price |
|---|---|---|
| 11/16/2025 | Sold | $1,225,000+4.3%$262/sqft |
Source:  Smart MLS #24130861 Report a problem | ||
| 11/16/2025 | Pending sale | $1,175,000$251/sqft |
Source: Smart MLS #24130861 Report a problem | ||
| 10/3/2025 | Listed for sale | $1,175,000+46.9%$251/sqft |
Source: Smart MLS #24130861 Report a problem | ||
| 10/30/2020 | Sold | $800,000-5.8%$171/sqft |
Source: Smart MLS #170307965 Report a problem | ||
| 8/20/2020 | Pending sale | $849,000$181/sqft |
Source: Drakeley Real Estate, Inc. #170307965 Report a problem | ||
| 6/21/2020 | Listed for sale | $849,000-3.4%$181/sqft |
Source: Drakeley Real Estate, Inc. #170307965 Report a problem | ||
| 8/26/2016 | Listing removed | $879,000$188/sqft |
Source: Realty By Design #T10155937 Report a problem | ||
| 7/6/2016 | Price change | $879,000-2.1%$188/sqft |
Source: Owner Report a problem | ||
| 6/6/2016 | Listed for sale | $898,000+413.1%$192/sqft |
Source: Owner Report a problem | ||
| 11/3/2004 | Sold | $175,000$37/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,727 +1.9% | $581,140 |
| 2024 | $13,465 +9.5% | $581,140 +37.3% |
| 2023 | $12,298 -0.4% | $423,190 |
| 2022 | $12,344 | $423,190 |
| 2021 | $12,344 | $423,190 |
| 2020 | $12,344 +0.8% | $423,190 +0.8% |
| 2019 | $12,248 -11.9% | $419,890 -19.8% |
| 2018 | $13,909 -2.1% | $523,290 |
| 2017 | $14,213 +3.3% | $523,290 |
| 2016 | $13,757 +0.8% | $523,290 |
| 2015 | $13,642 +1.5% | $523,290 |
| 2014 | $13,443 +0.2% | $523,290 -8.7% |
| 2013 | $13,415 -3.4% | $573,280 |
| 2012 | $13,891 +7.9% | $573,280 |
| 2011 | $12,876 +4.7% | $573,280 |
| 2010 | $12,297 +1.5% | $573,280 |
| 2009 | $12,113 -1.8% | $573,280 +13.2% |
| 2008 | $12,335 +2.5% | $506,590 +0.8% |
| 2007 | $12,038 +138.9% | $502,400 +127.2% |
| 2006 | $5,039 +157.1% | $221,120 +141.6% |
| 2005 | $1,960 | $91,510 |
| 2004 | $1,960 +73.6% | $91,510 +120.9% |
| 2003 | $1,129 +6.9% | $41,420 -23.7% |
| 1997 | $1,056 | $54,310 |
Find assessor info on the county website
Neighborhood: 06798
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.1 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 1.9 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 2.8 mi
Schools provided by the listing agent
- 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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- Connecticut
- Litchfield County
- Woodbury
- 06798
- 68 Whittlesey Road
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