2911 MIDDLESEX ROAD

ORLANDO, FL 32803

Timeless Character & Exceptional Living in Coveted Rose Isle! This home makes a wonderful first impression with its Craftsman-inspired design, layered gables & freshly painted rich gray exterior, accented by textured stone and aged copper, all framed by lush, manicured landscaping. The column-lined front porch, arched entry and winding travertine front steps create a gracious, inviting approach, adding to the home’s welcoming neighborhood feel. Designed with a natural sense of openness, the home is grounded by newly refinished hardwood floors that carry beautifully from room to room. Freshly repainted interiors give the spaces a crisp, refreshed feel, while new recessed lighting, crown molding and other thoughtful details add interest throughout. The floor plan easily connects each of the living spaces, with wide openings from the centrally placed dining area to the kitchen, family room and living room, creating an effortless flow whether enjoying a simple evening at home or celebrating with family and friends. The family room is substantial yet comfortable, with rich hardwood floors and custom cabinetry paired with open shelving for displaying favorite pieces, books and collected finds. French doors bring the outdoors into view and open directly to the backyard, filling the room with natural light. The kitchen makes a statement with its generous scale, abundant cabinetry and stone counters, providing exceptional storage and workspace along with glass-front display cabinets and dedicated wine storage. A uniquely curved island creates a distinctive centerpiece, while the extended breakfast bar provides seating for six. The split floor plan adds privacy, with two spacious bedrooms and a full bath thoughtfully positioned together in their own area of the home. Tucked away through its own vestibule entry, the impressive owner’s suite addition feels private from the rest of the home. The bedroom features a tray ceiling, brick fireplace, customized walk-in closet and French doors opening directly to the pool. The adjoining bath has a personality all its own, featuring a clawfoot soaking tub, furniture-style vanity, glass-enclosed walk-in shower and brick-pattern tile floors. A wonderful surprise is the bonus room off the suite, complete with its own French doors to the pool and flexibility as a private office, fitness room or sitting room. The home opens beautifully to the backyard through multiple sets of French doors, leading to a free-form pool surrounded by travertine decking. Beyond the pool, a wide stretch of fully fenced lawn framed by mature trees and established landscaping gives the backyard an added sense of space and privacy. All of this in one of Orlando’s most sought-after neighborhoods, known for its tree-lined streets, with convenient access to Orlando’s major hospitals, renowned museums, Downtown Orlando and Winter Park’s celebrated Park Avenue, all within the highly rated Audubon K–8 school district.

Listing courtesy of FANNIE HILLMAN & ASSOCIATES (407) 721-9375



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Last checked: 2026-09-15 04:03 PM EDT