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Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique shopping, fine dining and cultural landmarks. Designed for elegant everyday living and entertaining, the open floor plan showcases a chef's kitchen with granite countertops, solid wood cabinetry, and an island for prep and serving. The spacious dining and living areas are enhanced by hardwood flooring, crown molding and a marble-trimmed wood-burning fireplace. More than 20 feet of sliding glass doors open to an expansive, L-shaped terrace that brings in natural light and offers breathtaking lake vistas. The oversized primary suite offers serene lake views and includes an en-suite bath with dual vanities, built-in closets and a walk-in shower. Additional features include a rare laundry and utility room with a full-size washer, dryer and sink, updated electrical and plumbing, and upgraded water heater and HVAC system. Just two blocks from Park Avenue, this residence places you in the heart of downtown Winter Park's sought-after lifestyle. Enjoy effortless access to fine dining, boutique shopping, world-class museums, Rollins College and year-round cultural events, all in an accessible, lakefront setting. Whether going to the Saturday farmers market, dining alfresco along the avenue or taking in the scenic views of Lake Osceola from your private residence, this property offers a seamless blend of luxury and urban elegance.
| DAYS ON MARKET | 46 | LAST UPDATED | 3/10/2026 |
|---|---|---|---|
| TRACT | CLOISTERS CONDO | YEAR BUILT | 1971 |
| COMMUNITY | 32789 - Winter Park | COUNTY | Orange |
| STATUS | Active | PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
| Elementary School | Audubon Park K8 |
|---|---|
| Jr. High School | Audubon Park K-8 |
| High School | Winter Park High |
| PRICE HISTORY | |
| Prior to Mar 10, '26 | $1,495,000 |
|---|---|
| Mar 10, '26 - Today | $1,450,000 |
| 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, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer |
| AREA | 32789 - Winter Park |
| CONSTRUCTION | Block, Stucco |
| EXTERIOR | Dock, Lighting, Rain Gutters |
| FIREPLACE | Yes |
| HEAT | Central, Electric |
| INTERIOR | Crown Molding, Elevator, High Ceilings, Open Floorplan, Stone Counters |
| LOT | 1742 sq ft |
| LOT DESCRIPTION | Landscaped, Near Golf Course, Near Public Transit, Paved, Waterfront |
| PARKING | Assigned, Circular Driveway, Covered, Guest |
| SEWER | Public Sewer |
| STORIES | 1 |
| STYLE | Contemporary, Florida |
| SUBDIVISION | CLOISTERS CONDO |
| TAXES | 9767 |
| UTILITIES | Cable Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Lake, Water |
| WATER | Public |
| WATER ACCESS | LAKE OSCEOLA |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Lake Privileges |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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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 3/24/26 8:23 AM PDT.
This IDX solution is (c) Diverse Solutions 2026.