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Land with Home for Sale in Woodbury, Connecticut

509 Weekeepeemee Rd, Woodbury, CT 06798

$1,395,000
5.19 acres
Active sale
ago
Est $7,987/mo

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 horses, chickens, and hosting friends and extended family.

2,346
Sq feet
3
Beds
2
Full baths
1
1/2 bath
1747
Built

Location

Street address
509 Weekeepeemee Rd
Zip code
06798
Elevation
524 feet
Coordinates
41.5977, -73.2333

Directions

Listing agent to accompany all showings. Notice of Video Recording at Ring camera.

Property details

Acreage
5.19 acres
Zoning
os100
MLS #
CTMLS 24192284
Posted

Property taxes

2026
$10,317

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

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

Exterior

Parking Spaces
6
Pool
Patio
Structures
Guest House
Features
Grill, Shed, Porch, Barn, Gutters, Guest House, Stone Wall, Patio

Structure

Style
Saltbox
Basement
Concrete, Full, Unfinished
Water
Private
Cooling
Central Air

Interior

Rooms
Basement, Bathroom x 3, Bedroom x 3
Fireplaces
Yes
Appliances
Dishwasher, Electric Dryer, Gas Range, Oven/Range, Range Hood, Refrigerator, Washer
Security
Security System
Features
Cable-Available, Security System

Nearby schools

NameType
NonnewaugHigh

Listing history

DateEventPriceChangeSource
July 24, 2026New listing$1,395,000CTMLS
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This 5.19-acre property is located at 509 Weekeepeemee Rd in Woodbury, CT 06798. The property is available for sale, priced at $1,395,000. It has a 2,346 square foot 3-bedroom, 2.5-bath house built in 1747.

Listed by William Pitt Sotheby's Int'l, (860) 868-6600

Checked 2 hours agoUpdated Source

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