1261 County Rd 20

The Sills/Hepburn House (1859) is a rare Main Street landmark, meticulously restored with respect for its original character while elevating everyday living. Crafted in stone and crowned by a Belvedere, this distinguished residence offers a private lookout above Picton Harbour, extraordinary, ever-changing views that simply can't be recreated. Set on nearly an acre in the heart of downtown Picton, the property feels both central and surprisingly secluded. Its position anchors the streetscape and commands the harbour with an effortless coastal ease, French Riviera in spirit, yet grounded in authentic County heritage. Inside, period integrity meets modern function. High ceilings, oak floors, custom millwork, original stained glass, and a grand staircase with sconce lighting create a warm, elevated atmosphere. Picture windows frame the marina and lake beyond. The main level is designed for gathering and entertaining with inviting living spaces around a fireplace, a formal dining room, built-in benches and display cabinetry, and a bar area. The kitchen features a centre island, breakfast bar, and premium appliances. Upstairs, four impressive bedrooms each offer a private ensuite and beautiful vistas. The primary suite is a true retreat with a luxury-hotel feel. Practical details include a laundry room with a sitting/coffee station. Outdoor living extends to a terrace overlooking the marina. The finished basement adds flexible space for a gym, media room, or rec area. Outside, landscaped grounds, glass fencing, a gazebo, and an inviting terrace create a private backdrop for quiet relaxation or memorable celebrations. An oversized driveway and detached garage with workshop space complete this exceptional offering-ideal as a legacy residence, an elevated turn-key home, or a strategic investment in one of The County's most walkable locations.

This luxurious estate is an executive, custom post and beam waterfront property on Picton Bay. With 1.3 acres of land, directly across the harbour from the Prince Edward Yacht Club, this home is a boat lovers paradise. Built in 2012, this magnificent retreat features vaulted ceilings, three spacious levels with five bedrooms and four and a half bathrooms, a walkout patio on the lower level, and two stunning main-floor decks perfect for taking in the harbour view with your morning coffee. Over 5,000 total sq ft of living space to enjoy. A rare 2+2 car garage completes the picture. This beautiful place is a perfect gathering spot for friends and family and is an entertainer's dream complete with hot tub, custom waterfront benches, fire pit, basketball and pickleball games area, large boat dock with kayak launch, professional fitness room and more. Situated within the town limits, just minutes from all the amenities this lovely town has to offer. Located only 2.5 hours from Toronto, Prince Edward County is renowned for the beaches at Sandbanks Provincial Park, outstanding cuisine, wine, art galleries, wineries, golf, local markets and shops. Home to the Royal Hotel, which was recently awarded the prestigious MICHELIN Key, and our beloved historical Regent Theatre. Prince Edward Memorial Hospital is 10 minutes away and our new hospital is rising from the ground right behind the old one! If you have been considering buying a home in the County, this is the one you've been waiting for. Why not live where you love to visit? (See photos below of the beautiful newly restored Claramount Hotel just steps away.)

Set within the exclusive community of Port Picton, this exceptional estate occupies a coveted position on the shores of Picton Bay. As one of only a handful of detached waterfront homes in Prince Edward County's most prestigious community, this 3,744 sq ft home has been meticulously customized far beyond builder specifications. Inside, rich Master Artisan hardwood flows throughout. The chef's kitchen is a culinary powerhouse featuring a fully integrated Wolf and Sub-Zero appliance suite. Custom millwork totals nearly double the builder allowance, offering seamless storage throughout. Every bathroom has been elevated to spa-calibre, and the primary suite is a private sanctuary featuring a dedicated dressing room, a private balcony, and a wellness-focused ensuite with in-floor heating, a floor-to-ceiling tiled shower, and a custom glass enclosure. The finished lower level adds a third luxury bathroom and flexible living space ideal for a media room, home gym, or wine cellar. The exterior blends upgraded Lexa Stone with sleek aluminum siding, crowned by a standing seam metal roof. The rear facade is a wall of glass with floor-to-ceiling windows framing sweeping bay views, while seamless glass railings keep sightlines unobstructed. Multi-level outdoor living includes upper and lower decks, a stone terrace with natural gas fire pit, and flagstone steps descending to a 10x24 ft private waterfront lookout. Smart infrastructure includes a 50-amp EV charging station, CAT6 wiring for seamless connectivity, and all-dimmer lighting to set the mood. Ownership pairs with membership to the Claramount Club with access to the heated indoor pool, fitness centre, tennis and pickleball courts. Dine at Delphine, enjoy a pint at The Foundry, or stroll the private 500-ft boardwalk into downtown Picton. Whether you are arriving home by boat or simply watching the yachts glide past your deck with a glass of the County's finest local wine, life here possesses an effortless, refined rhythm.

This extraordinary Picton estate offers a rare blend of heritage charm and modern luxury, set on nearly half a town block in one of the County's most desirable in-town locations. Originally dating back to 1862, the Uplands house has been thoughtfully reimagined to deliver timeless character with elevated, contemporary living. Soaring 11-foot ceilings, refined architectural details and expansive principal rooms create an immediate sense of scale and sophistication. Designed for both everyday living and entertaining, the home flows seamlessly from the chef-inspired kitchen to the stunning great room, where vaulted ceilings and a statement fireplace anchor the space. The primary suite feels like a boutique hotel retreat, while three additional bedrooms, including a custom bunk room, offer flexibility for family and guests. A full suite of lifestyle amenities sets this home apart, including a theatre room, bar lounge, built-in speakers, private gym, infrared sauna and cold plunge. Outdoors, the property transforms into a private resort with an inground heated pool, hot tub, pergola with built-in kitchen and multiple seating areas, all surrounded by professionally landscaped grounds. A three-car garage with 12-foot lift-ready ceilings and the rare combination of privacy and walkability complete this exceptional offering. A standout property for buyers seeking space, design and lifestyle in the heart of Prince Edward County.