For Sale
Price CutPrice Drop: $117K (10/29)
Single family home for sale at 509 Weekeepeemee Rd, Woodbury, CT 06798 | MLS# 24192284 | Listing updated on 2026-11-01
Photo 1 of Single family home for sale at 509 Weekeepeemee Rd, Woodbury, CT 06798 | MLS# 24192284 | Listing updated on 2026-11-01
Photo 2 of Single family home for sale at 509 Weekeepeemee Rd, Woodbury, CT 06798 | MLS# 24192284 | Listing updated on 2026-11-01
Photo 3 of Single family home for sale at 509 Weekeepeemee Rd, Woodbury, CT 06798 | MLS# 24192284 | Listing updated on 2026-11-01
Photo 4 of Single family home for sale at 509 Weekeepeemee Rd, Woodbury, CT 06798 | MLS# 24192284 | Listing updated on 2026-11-01
31+
Beds Icon

Street View

$1,278,000

Monthly Est:$6,361

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,346sqft

509 Weekeepeemee Rd, Woodbury, CT 06798

$6,361/moEst:

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  • Single Family Residence

  • Built in 1747

  • $-- HOA

  • 5.19 acres lot

  • $545/sq.ft

Description

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden views. Step through the screened stone-and-timber breezeway to a newly expanded patio and custom firepit crafted directly from native fieldstone, all beneath a classic wood-shingle and copper roof. The surrounding grounds function as a true New England compound. A separate two-bedroom carriage house offers built-in guest quarters with a covered porch and an oversized 2.5-car garage. Nearby, a newer two-story 40'x28' barn provides flexible space for a creative studio, vehicle storage, or livestock, complemented by two additional storage sheds. Recent improvements include, but are not limited to, a new cedar-shingle roof with copper downspouts (2025), new A/C, fresh interior paint throughout (2026), and refinished flooring. It is an unmistakable rural sanctuary with abundant room for hosting friends and extended family.

  • Houzeo last checked: 25 minutes ago
  • Listing updated: November 1, 2026 at 11:40 pm
  • Listing Provided by: Carla Mascaro | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24192284 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Woodbury

  • Neighborhood

    --

  • Year Built

    1747

  • HOA Fees

    -

  • Finished Area

    2,346 sqft

  • Lot Size

    5.19 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24192284

  • MLS Status

    Active

  • Days on Market

    105

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Sewer

    Septic

  • Interior Features

    Cable Available, Security System

  • Cooling

    Central Air

  • Heating

    Oil

  • Exterior Features

    Grill, Shed, Porch, Barn, Gutters, Guest House, Stone Wall, Patio

  • Appliances

    Gas Range, Oven/range, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer

Construction

  • Year Built

    Year Built: 1747

  • Home type

    Single Family Residence

  • Architectural Style

    Saltbox

  • Foundation Details

    Stone

  • Roof

    Wood Shingle

Utilities & Energy

  • Parking Features

    Detached Garage, Driveway

  • Basement

    Full, Unfinished, Storage, Concrete Floor, Full With Walk Out

  • Laundry Features

    Lower Level

  • Water Source

    Private Well

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Lightly Wooded, Treed, Dry, Sloping Lot, Professionally Landscaped

Price History

DateEventPrice

10/29/2026

Source: mls_logoSMART MLS-CT #24192284

Price Decreased

$1,278,000 -8.39%

$545/sqft

07/24/2026

Source: mls_logoSMART MLS-CT #24192284

Listed for Sale

$1,395,000 +91.68%

$595/sqft

08/14/2020

Source: #170304418

Price Increased

$727,782 +110.95%

$310/sqft

11/14/1996

Source: #95033079

Sold

$345,000

$147/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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