Imagine finding a home that seamlessly blends unique character with the allure of nature and modern comfort. From the serene lakeside setting of a custom colonial in Maine’s Highland Point Association to a historic gem near Connecticut’s vibrant Guilford town center, and a sprawling equestrian estate nestled against Vermont’s Green Mountains, these five properties offer distinct lifestyles. Priced between $785,000 and $899,900, each boasts flexible spaces, thoughtful updates, and access to remarkable natural or cultural surroundings, inviting you to explore a life tailored to adventure, creativity, or tranquility.
360 Commons Drive | $899,900


Perched atop an elevated expanse in the serene Highland Point Association, 360 Commons Dr. offers a custom colonial retreat on nearly 9 acres of pristine mountain land. Surrounded by natural beauty, this estate boasts 1,000 feet of shared waterfront on Highland Lake, with private association amenities including a boat slip, swimming dock, and a charming gazebo featuring a three-sided brick fireplace. Outdoor enthusiasts will relish easy access to snowmobile trails, hunting grounds, and the Highland Research Forest for walking or snowshoeing. Inside, vaulted ceilings and exquisite woodwork define the living room, warmed by a top-tier Harman pellet stove. The kitchen shines with a butcher block island, while French doors open to a deck perfect for evening fires. With a spacious master ensuite, versatile bonus room, and modern updates throughout, this home harmonizes rustic charm with refined comfort, just minutes from Pleasant Mountain and North Conway.
Size:
Price: $899,900
Contact: Pam Sessions, Bearfoot Realty, 207.740.6351
387 N River St | $894,500


Set against the serene backdrop of a waterfront locale, this captivating Guilford residence seamlessly blends historical charm with modern elegance. Just minutes from the vibrant town center, the home welcomes you with thoughtful renovations throughout. The main level boasts an expanded kitchen with a wet bar, flowing effortlessly into a cozy den with patio access, while a formal living room with built-in shelving and a gas stove invites relaxation. An oversized dining room, featuring an 1879 fireplace, and a sunlit sunroom add character and versatility. Two primary bedroom options, one with an ADA-compliant bath, cater to diverse needs. Upstairs, additional bedrooms, a sunny sitting area, and a convenient office nook await. Outside, a partially fenced yard with perennial gardens and a shed enhances outdoor living. A short stroll leads to Mill Pond Park, local shops, dining, and the heart of Guilford, with easy access to the beach, train station, and highways to Yale and New Haven.
Size:
Price: $894,500
Contact: Diana & Frank Popolizio, William Raveis Real Estate, 203.494.7435
Dream Equestrian Estate | $875,000


Rising above the heart of the Green Mountains, this captivating equestrian estate offers a rare blend of rural serenity and boundless opportunity. Bordering the Green Mountain National Forest and the Long Trail (Appalachian Trail), the property includes a perpetual easement for access to an additional 20 acres of pristine land. The charming Cape-style home welcomes with a spacious country kitchen that flows seamlessly into the living room, complemented by three well-appointed bedrooms and a delightful sunroom overlooking the landscape. Outside, an attached two-car garage and a large detached garage/workshop provide ample storage for farm equipment. The expansive horse barn, with potential for 17 stalls, tack and wash rooms, and a hay loft, is a dream for equestrian enthusiasts. Numerous paddocks, pastures, a scenic pond, and a 60’x120’ indoor arena ensure year-round riding amid breathtaking mountain vistas.
Size:
Price: $875,000
Contact: Rhonda Nash, Welcome Home Real Estate, 802.353.7075
17 Water Street Unit A8 | $795,000


Situated in the vibrant heart of Downtown Mystic, this expansive 2-bedroom, 2.5-bathroom residence at Randall’s Wharf unfolds across three floors, offering over 2,000 square feet of thoughtfully designed living space. Step into the main floor, where an open-concept kitchen and living area welcomes you with gleaming hardwood floors and modern updates. A convenient half bath and entrance closet add practicality to this level. Ascend to the second and third floors, each hosting a generous en-suite bedroom with walk-in closets and plush wall-to-wall carpeting. The tiled full bathroom on the second floor pairs with in-unit laundry, while the third-floor bath boasts double sinks, a tub, and a stall shower. Large windows on every level invite abundant natural light, enhancing the airy ambiance. With two heated garage parking spaces, this home ensures effortless access to Mystic’s waterfront charm and bustling downtown scene.
Size:
Price: $795,000
Contact: Jon Arruda, William Pitt Sotheby’s International Realty, 860.574.5470
Curated To Perfection | $785,000


Set upon two serene acres of rolling countryside, this quintessential New England Saltbox radiates timeless charm and impeccable craftsmanship. Custom-built with meticulous attention to detail, the home effortlessly marries historic elegance with modern comfort, showcasing period lighting, hand-forged hardware, and southern yellow pine flooring. The fieldstone fireplace, the heart of the residence, invites cozy winter evenings, while the screened-in porch offers a perfect retreat for warm summer nights. Formal spaces like the living room, with its crown moldings and built-in cabinetry, and the wainscoted dining room exude sophistication for special gatherings. A thoughtfully designed kitchen flows into a casual dining area and private terrace, ideal for outdoor entertaining. Upstairs, a primary suite and three additional bedrooms provide ample space, with a third-level hideaway suited for a quiet office or studio. Outside, an 18×36 in-ground pool, framed by vibrant hydrangeas and mature trees, completes this idyllic rural escape.
Size:
Price: $785,000
Contact: Kyle Hinding & Peg Mitchel, Coldwell Banker Realty, 860.857.4219, 860.391.1701