Under contract-accepting backup offers. Experience the charm and comfort of this one-story, Key West-style pool home, nestled on a brick-lined street and canopied by majestic oaks in the highly sought-after Virginia Heights neighborhood. Within true walking distance of Rollins College and Park Avenue, and in the Audubon K-8 school district, this home was thoughtfully designed for everyday living and entertaining. The 2,662 SF home features a split-bedroom floorplan with 3 bedrooms, 3 en-suite bathrooms, private home office (or a 4th bedroom), living room with wood fireplace piped for gas, dining room with built-in lighted bar, large family room, and a 400 SF covered lanai overlooking the backyard pool paradise. The oversized primary suite is a true retreat, with a sitting area, plus a cozy window bench spanning a wall of windows, with built-in cabinetry and shelving for ample storage. A mirrored barn door slides open to reveal a custom-designed spa bath, renovated down to studs in 2021. An absolute stunner, the primary bath features a large, zero-entry marble shower, mahogany-topped custom-crafted vanity, maple board-and-batten walls, brass fixtures, cypress vaulted ceilings, and windows overlooking the sparkling pool. Two walk-in closets, plus a third closet that offers easy-access housing for the home’s AV equipment, complete the owners’ suite. The sunny family room, lined with built-in shelves, cabinets, and a custom-designed “wall of books,” extends to the back of the home. French doors with hidden screens open to the private backyard oasis, showcasing a travertine lanai, lagoon-style pool with heated spa, and travertine deck surrounded by palms and lush tropical landscaping. At the heart of the home sits the kitchen with Thermador appliances— gas cooktop, oven, convection oven/microwave, and dishwasher— and a breakfast bar, plus a brand new vent hood framed by a new marble backsplash, and new under-cabinet and pendant lighting. Both secondary bedrooms have French doors that open to the covered lanai, while the rear left en-suite guest bathroom, renovated in 2021, is wrapped in marble and brass, with heated floors and a custom Kohler air-jet soaking tub. Other conveniences include a whole-house sound system with speakers in every room and the rear lanai, and a custom laundry room (renovated in 2021) that leads to a two-car garage with extensive built-in storage. Virginia Heights is truly a special neighborhood, offering residents deeded access to a private lakefront park just a 3-minute walk from this home. This hidden green space, deeded to the property owners of Virginia Heights in 1922, features a dock on College Point directly across from Rollins College, canoe/kayak racks, tables for airy picnics in the lake breeze, and a sprawling green lawn where neighbors gather for social events, holiday parties, or just to enjoy the lake view. A part of the beloved culture and history of Winter Park, this unique property is just minutes from the shops and restaurants of Park Avenue and the lively bustle of downtown Winter Park. Recent upgrades include a complete replumb and new gas water heater (July 2025), landscape clean-up/refresh, fresh paint inside and out, all new lighting and ceiling fans throughout...and a partial roof replacement (coming soon!). Ask for list of improvements and a floorplan!