Weekeepeemee Real Estate

Welcome to Weekeepeemee, a hidden gem nestled within the charming town of Woodbury, Connecticut. This picturesque neighborhood, located in the heart of Litchfield County, offers a delightful blend of rural serenity and suburban convenience, making it an ideal place to call home.

As you wander through Weekeepeemee, you’ll be captivated by its scenic landscapes, featuring lush greenery, tranquil waterways, and charming historic homes. The neighborhood is characterized by its friendly community spirit, where neighbors greet each other with warm smiles and children play freely in the parks. The area boasts a rich history, with many homes dating back to the 18th and 19th centuries, showcasing stunning architecture and timeless elegance.

Outdoor enthusiasts will find plenty to love about Weekeepeemee. The nearby parks and nature reserves provide ample opportunities for hiking, biking, and picnicking, while the serene waters of the Pomperaug River offer a perfect spot for fishing and kayaking. The neighborhood is also conveniently located near the scenic Litchfield Hills, where you can explore beautiful hiking trails and enjoy breathtaking views.

For those seeking community and culture, Weekeepeemee is just a stone's throw away from downtown Woodbury, where a vibrant mix of local shops, restaurants, and art galleries await. The area also hosts various community events throughout the year, fostering a strong sense of belonging among residents.

Experience the charm and tranquility of Weekeepeemee, where a close-knit community and natural beauty come together to create the perfect backdrop for your next chapter. Discover your dream home in this idyllic neighborhood today!

Newest Listings in Weekeepeemee

$2,149,900

6 Beds ⋅ 5 Baths ⋅ 24209591 MLS

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.

348 Weekeepeemee Rd, Woodbury

$649,900

3 Beds ⋅ 2 Baths ⋅ 24207451 MLS

The John Cramer House at 10 Weekeepeemee Road is listed on the National Register of Historic Places and is a wonderful example of Greek Revival architecture. Rich in period character, the home features beautiful chestnut plank flooring, nearly 9-foot ceilings, and an original fireplace with a beehive oven. The first floor offers a study, living room, dining room, granite-countered kitchen, and a charming breakfast room with wood stove and half bath. Upstairs are three bedrooms, a full bath with marble counter, and conveniently located laundry. A full walk-up attic leads to a large finished space with additional storage and closet space. An attached shed provides a potting area and stairs to a second-floor loft. Set on 3.09 acres, the property also includes a historic barn with a two-car garage, two horse stalls, and a full second floor. Open field and wooded areas create a peaceful country setting, with elevated views toward the town of Woodbury from the upper portion of the property. Across the road, enjoy seasonal views of the Weekeepeemee River, adding to the charm and character of this special historic property.

10 Weekeepeemee Rd, Woodbury

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