Set along the shores of beautiful Lake Sherwood, behind the gates of this exclusive community, this exceptional lakefront residence offers breathtaking water views, remarkable privacy, and a truly enchanting setting. Designed to capture the beauty of its surroundings, spectacular lake views can be enjoyed from nearly every room, creating a constant connection to the water. With its own private dock, infinity-edge spool, and beautifully landscaped grounds, the property captures the romance and tranquility of lakeside living.Thoughtfully designed with exceptional attention to detail, the home showcases rich solid walnut flooring, exquisite rock crystal chandeliers, custom cabinetry, and elegant finishes throughout. Expansive windows frame the lake views, filling the living spaces with natural light and bringing the beauty of the outdoors into the home.The main living level is designed for both comfortable everyday living and effortless entertaining. A beautifully appointed kitchen opens to the spacious great room, where expansive pocketing glass doors disappear to reveal a spectacular screened outdoor living area. Complete with a wood-burning fireplace and generous seating and dining spaces, this extraordinary extension of the home creates a seamless indoor-outdoor experience, all overlooking the lake.The luxurious primary suite offers a peaceful private retreat, featuring a beautifully appointed bath with Carrara marble finishes and generous walk-in closets. A spacious secondary primary suite provides additional comfort and privacy, with direct access to steam shower and sauna facilities.Additional highlights include an impressive private office with an expansive custom partner's desk, walnut bookshelves, and fireplace. A beautifully designed private media room with eight luxurious leather reclining seats offers the ultimate setting for movie nights and entertainment. A studio apartment with its own private entrance provides wonderful flexibility for guests or extended stays.The outdoor grounds are equally captivating. An infinity-edge pool appears to flow seamlessly into the lake, while multiple patios and secluded garden areas offer beautiful spaces for entertaining and relaxation. Eight mature oak trees grace the property, including a magnificent ancient oak sheltering a private garden. Original stone retaining walls, a charming wishing well, cascading waterfall, and lush landscaping create a setting reminiscent of a romantic European retreat. A raised vegetable garden and garden shed add to the property's unique charm.A particularly rare feature for lakefront living is the exceptional parking, including a circular lakefront driveway and additional parking accessible from Upper Lake.Additional amenities include an elevator, whole-house water purification system, tankless water heaters, central vacuum, Tesla solar panels with four Powerwalls, and multiple electric vehicle charging connections.Combining spectacular lake views from nearly every room, a private dock, enchanting gardens, and exceptional indoor-outdoor living, this distinctive residence offers a rare opportunity to experience the very best of Lake Sherwood with NO HOA dues.

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Property Details of 395 Upper Lake Road

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Listed by Team Nicki and Karen of Compass

Based on information submitted to CRMLS as of November 2, 2026 10:52 PM EST . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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