Welcome to The Cloisters, one of Winter Park's most established lakefront communities, ideally located between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home's oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community's heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering both elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building's few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association's commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in close proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.
Property Type(s):
Condo/Townhouse/Co-Op
|
Last Updated
|
9/10/2025
|
Tract
|
CLOISTERS CONDO
|
|
Year Built
|
1971
|
Community
|
32789 - Winter Park
|
|
County
|
Orange
|
SCHOOLS
| Elementary School |
Audubon Park K8 |
| Jr. High School |
Audubon Park K-8 |
| High School |
Winter Park High |
Additional Details
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| AMENITIES |
Cable TV, Insurance, Internet, Maintenance Grounds, Maintenance Structure, Pest Control, Sewer, Trash, Water |
| APPLIANCES |
Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator |
| AREA |
32789 - Winter Park |
| CONSTRUCTION |
Block, Concrete, Stucco |
| EXTERIOR |
Dock, Lighting, Rain Gutters |
| HEAT |
Central, Electric |
| INTERIOR |
Built-in Features, Crown Molding, Elevator, Stone Counters, Walk-In Closet(s) |
| LOT DESCRIPTION |
Landscaped, Near Golf Course, Near Public Transit, Paved |
| PARKING |
Assigned, Circular Driveway, Covered, Deeded, Electric Vehicle Charging Station(s), Guest |
| SEWER |
Public Sewer |
| STORIES |
1 |
| STYLE |
Florida, Traditional |
| SUBDIVISION |
CLOISTERS CONDO |
| TAXES |
7843.74 |
| UTILITIES |
Cable Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected |
| VIEW |
Yes |
| VIEW DESCRIPTION |
Lake, Water, City, Garden, Pool |
| WATER |
Public |
| WATER ACCESS |
LAKE OSCEOLA |
| WATERFRONT DESCRIPTION |
Lake Privileges |
Location
Listing provided by Drew Henner, PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/10/25 3:36 PM PDT.
This IDX solution is (c) Diverse Solutions 2025.
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