5 Exclusive Residences in Connecticut and Vermont and Maine Blending History and Luxury

Set against the serene backdrop of Ogunquit’s waterfront, 59 Meadow Lane offers a rare blend of coastal elegance and tranquil living. This 3-bedroom, 3-bathroom retreat captures the essence of Maine’s charm while delivering resort-style comfort year-round. A standout feature is the private indoor swimming pool, inviting relaxation no matter the season. Just three-quarters of a mile from Ogunquit’s iconic beach, the home provides easy access to sandy shores and vibrant local attractions, yet resides in a peaceful neighborhood for ultimate privacy. Impeccably maintained, the property showcases thoughtful design and timeless appeal. Imagine waking to the gentle sounds of the nearby ocean, spending afternoons by the water, or unwinding in your own poolside oasis. This coastal haven seamlessly blends luxury with the laid-back lifestyle of a seaside escape, creating an idyllic setting for cherished memories.

Rising above the rolling hills of Vermont, The Vermont Inn offers a rare glimpse into history with its origins as an 1840s farmhouse, thoughtfully transformed into a charming inn since 1940. This elevated mountain estate spans 5.1 acres of level land, ideal for outdoor events, and includes an additional 2.5-acre wooded lot brimming with potential for expansion—think event barns, luxury cabins, or private trails. With 16 uniquely appointed guest suites, a 50-seat restaurant featuring a commercial kitchen, and an adjoining pub, the inn seamlessly blends tradition with modern comfort. Guests enjoy a cozy lobby, a split-level sun porch, a seasonal pool, a hot tub, a fitness center, and a steam sauna, while shared spaces like the game room, library, and outdoor fire pit foster connection. Less than ten minutes from Killington’s vibrant heart, this historic retreat promises a lifestyle steeped in serenity and opportunity.

Set across a sprawling 17 acres of serene countryside, this established equestrian facility offers a haven for horse enthusiasts and rural dwellers alike. The property boasts two well-appointed barns with a total of 22 box stalls, 4 pony stalls, and an additional 4 quarantine or emergency stalls on the second floor of the original barn. Training and riding are effortless with a spacious indoor arena measuring 70 by 120 feet and a generous outdoor arena spanning 240 by 110 feet. Both barns feature heated tack rooms and running water for added convenience. Complementing the equestrian amenities is a comfortable 3-bedroom, 3.5-bath home, thoughtfully designed with a flexible floor plan and separate entries for privacy. This estate seamlessly blends functionality with the tranquility of rural living, creating an ideal setting for both work and relaxation.

Set within the serene confines of a gated community, this turnkey equestrian estate spans 10.88 acres of fenced, corner-lot perfection. The renovated Colonial home blends historic elegance with modern comforts, boasting a chef’s kitchen with premium stainless-steel appliances, a first-floor primary bedroom, and ensuite bathrooms for every bedroom. A second-floor veranda offers a peaceful retreat, while practical features like a Briggs Stratton generator, central air, and fully paid solar panels ensure ease of living. The expansive multi-section barn, complete with six stalls, a birthing stall, heated hydrants, and room for expansion, caters to equestrian enthusiasts. Three electric-fenced paddocks, an outdoor riding arena, and a proper round pen enhance the experience. Beyond the facilities, the grounds captivate with a tranquil pond, stone walls, and professional landscaping, all in a quiet, private setting with convenient access to town and major routes.

Set against the serene backdrop of Highland Lake, this exquisite waterfront home in Winchester, built in 2014, offers a rare chance to embrace lakeside living. Spanning three bedrooms and three baths, the residence captivates with its open-concept design and high-end finishes, seamlessly blending comfort with elegance. Panoramic lake views pour in from every angle, visible both indoors and through the walkout lower level that leads to a covered patio, hot tub, and private dock. Whether savoring a sunrise over the water or hosting gatherings with loved ones, the space effortlessly connects indoor and outdoor living. Practicality shines with a two-car attached garage, ample basement storage, and a dedicated workshop. Tucked off the main road, this impeccably maintained property promises year-round tranquility and the allure of vacation-style living on one of Connecticut’s most cherished lakes.