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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
    $1,282,400 Zestimate®
    $262/sqft
    $5,816 Estimated rent

    Home value

    $1,282,400

    $1.09M - $1.51M

    $5,816/mo

    Zestimate® history
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    What's special

    Wraparound mahogany deckSoaring nine foot ceilingsGraceful archesSurrounded by hiking trailsSerene brookOpen flowing floor planPark like grounds
    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.

    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#: 24130861MLS Logo

    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
    • On waterfront: Yes
    • 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 & HOA

    Community
    • Features: Golf, Lake, Library, Paddle Tennis, Private School(s), Stables/Riding
    • Subdivision: Good Hill
    HOA
    • Has HOA: No
    Location
    • Region: Woodbury

    Financial & listing details

    • Price per square foot: $262/sqft
    • Tax assessed value: $581,140
    • Annual tax amount: $13,727
    • Date on market: 10/3/2025

    Price history

    DateEventPrice
    11/16/2025Sold$1,225,000+4.3%$262/sqft
    Source: Smart MLS #24130861 Report a problem
    11/16/2025Pending sale$1,175,000$251/sqft
    Source: Smart MLS #24130861 Report a problem
    10/3/2025Listed for sale$1,175,000+46.9%$251/sqft
    Source: Smart MLS #24130861 Report a problem
    10/30/2020Sold$800,000-5.8%$171/sqft
    Source: Smart MLS #170307965 Report a problem
    8/20/2020Pending sale$849,000$181/sqft
    Source: Drakeley Real Estate, Inc. #170307965 Report a problem
    6/21/2020Listed for sale$849,000-3.4%$181/sqft
    Source: Drakeley Real Estate, Inc. #170307965 Report a problem
    8/26/2016Listing removed$879,000$188/sqft
    Source: Realty By Design #T10155937 Report a problem
    7/6/2016Price change$879,000-2.1%$188/sqft
    Source: Owner Report a problem
    6/6/2016Listed for sale$898,000+413.1%$192/sqft
    Source: Owner Report a problem
    11/3/2004Sold$175,000$37/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax 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 homes

    Nearby schools

    GreatSchools rating
    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.

    Sell for more on Zillow
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    $1,282,400
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    With Zillow Showcase(estimated)
    $1,308,048
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $1,282,400
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    With Zillow Showcase(estimated)
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