106 S Interlachen Ave

The Cloisters is a mid-rise condominium complex in downtown Winter Park built in 1971 and organized around low-rise, six-story structures overlooking Lake Osceola. Units are primarily multi-bedroom condos with layouts that emphasize roomy living/dining combinations, higher-than-average ceilings and period details such as crown molding and solid wood cabinetry. Individual residences commonly feature stone or solid-surface counters, walk-in closets, sliding glass doors leading to private balconies, hurricane shutters and built-in storage. Shared facilities are extensive for a property of this scale: landscaped grounds with a heated pool, a clubhouse/party room, exercise room with sauna, putting green, on-site laundry, covered resident parking and visitor spaces, plus boating amenities including a dock and occasional private slips. The community is elevator-served and professionally managed, with lighting, irrigation and perimeter security measures in place. Located within a block or two of Park Avenue, the complex delivers an urban-suburban mix — easy pedestrian access to boutiques, restaurants, cafés, cultural institutions and Rollins College, while offering lakeside views and outdoor recreation. Pet and specific service policies vary by unit/board; some listings note covered parking assignments and on-site management with video monitoring.