5 Private New England Retreats with Acreage and Waterfront Living

Tucked near the end of a double cul-de-sac on the Avon/West Hartford town line, 46 Henderson Drive pairs rare scale with an easy sense of privacy. Set on 2.06 acres and directly abutting West Hartford Reservoir land, it places miles of scenic trails—including popular mountain biking routes—close enough for an everyday routine, yet keeps main roads and the Greater Hartford and Farmington Valley dining and amenities within quick reach. Remodeled in 2005, 2011, and 2016, the layout includes 3,802 square feet of above-grade living plus a 750-square-foot walk-out lower level suited to recreation, guests, fitness, or work-from-home flexibility, with potential for an in-law conversion. Outdoor living centers on an above-ground pool integrated into an approximately 500-square-foot deck, plus a patio and seasonal flowerbeds—made for unhurried, at-home afternoons.

Set on 6 private acres in New Hampshire’s Monadnock Region, this timberframe residence pairs artisan craft with a flexible, everyday flow. A generous chef’s kitchen—finished with black granite countertops and a rainforest-green marble island—opens seamlessly to expansive dining and living areas. Cherry inlaid hardwood floors run throughout, while a Frank Lloyd Wright–inspired stained-glass entry sets a distinctive tone. At the center, a dramatic double-sided, two-story stone gas fireplace anchors the layout, visually linking two gracious gathering spaces. The plan includes 3 bedrooms, including a primary en-suite, 3 baths, and first-floor laundry. A four-season heated sunroom leads to landscaped gardens with a water feature, patio, and gazebo—an easy backdrop for morning coffee or evening unwinding. An oversized detached 2-car garage with walk-up space above offers storage now and future studio, office, or guest-suite potential.

Set on a quiet, expansive 8+ acre lot in Middletown, this fully remodeled 6+ bedroom, 3.5-bath residence offers more than 5,500 square feet of beautifully updated living space with a distinctly move-in-ready feel. The expansive kitchen anchors daily life, finished with quartz countertops, stainless steel appliances, a double oven, and generous prep and storage space that supports everything from weeknight cooking to easy entertaining. Large windows and glass doors throughout draw in abundant natural light, emphasizing the open-concept layout and spacious living areas. Thoughtful upgrades extend across the home, delivering exceptional flexibility and design versatility. With multiple floor plan configuration options—including the potential for a private secondary living area—there’s room to accommodate multi-generational living, welcome guests, or establish home-based business needs, all while enjoying the calm of its acreage-forward setting.

Along the water’s edge on Woodbury Pond, this rare 6.6-acre lakefront offering captures 620 feet of pristine frontage on the last open cove, part of the 1,000-acre Tacoma Lakes chain. Privacy carries throughout the property, while the shoreline remains level—an easy, everyday approach to the water. Three waterfront lots are designed and permitted, with an engineered road already in place, creating a thoughtful framework for what comes next. At the dock, good depth supports easy lake access and unhurried afternoons on the cove. Set in Litchfield and centrally located between Augusta, Lewiston, and Brunswick, it balances a quiet, natural setting with practical reach. Life here can move at the pace of the pond—calm mornings, long light on the water, and space to plan for the future.

Size: 7.00 acres

Along the water’s edge on Molasses Pond, this custom-built, meticulously maintained home sits within approximately 50 feet of the shoreline, with a private sandy beach and an easy rhythm of sunsets and frequent eagle sightings. Offered fully furnished and turnkey, the four-bedroom, two-bath layout is designed for relaxed everyday living and effortless hosting, while also lending itself to income-producing rentals. An oversized primary bedroom frames sweeping pond views—an inviting place to fall asleep to gentle waves and the call of loons. Inside, granite countertops carry through the kitchen and bathrooms, complemented by pine walls, custom trim, and rustic farmhouse accents that keep the mood warm and grounded. Exceptional craftsmanship shows in the details, but it’s the rare sandy beach and close-to-the-water setting that shape the experience most.

Price: Contact for pricing