Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tranquil surroundings beneath stately oaks, and the privilege of living in a community where privacy and exclusivity are paramount. This fully remodeled Penthouse Suite’s location is unmatched—one block to Park Avenue, offering effortless access to fine dining, boutique shopping, the Morse Museum, Rollins College, and the scenic Chain of Lakes. Whether you’re downsizing, escaping winter months or seeking a refined second home, this residence delivers the perfect blend of luxury, simplicity, and prestige. Designed for comfort and ease, the home welcomes you with a bright, open living space enhanced by crown molding, warm natural light, and a seamless flow ideal for both quiet escapes and intimate entertaining. The primary suite features a generous walk-in closet, while the kitchen offers modern functionality with quality appliances and thoughtful storage. This unit offers its own washer/dryer combo unit, large exterior storage closet, assigned parking space under canopy and extra open parking spaces. Please note rentals are not allowed and no pets except for Service Animals.
Property Details
Price:
$989,500
MLS #:
O6404706
Status:
Active
Beds:
1
Baths:
1.5
Type:
Condo
Subtype:
Condominium
Subdivision:
VILLAGE WINTERSET INC
Neighborhood:
32789winterpark
Listed Date:
May 21, 2026
Finished Sq Ft:
1,109
Total Sq Ft:
1,109
Lot Size:
1,144 sqft / 0.03 acres (approx)
Year Built:
1971
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Wine Refrigerator
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Brick/Stone, Ceramic Tile, Hardwood
Heating
Central, Electric
Interior Features
Coffered Ceiling(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Elevator, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Same Floor As Condo Unit
Levels
Three Or More
Exterior
Community Features
Deed Restrictions, Gated Community – No Guard, Pool, Sidewalks
Construction Materials
Block
Covered Spaces
1
Direction Faces
South
Exterior Features
Courtyard, Lighting, Storage
Roof
Tile
View
City, Water
Window Features
Double Pane Windows, Shutters, Window Treatments
Financial
HOA Fee
$1,039
HOA Fee Frequency
Monthly
HOA Includes
Common Area Taxes, Community Pool, Manager, Pool Maintenance, Security, Sewer, Trash, Water
HOA Name
Specialty Management Co, Sharon Hill
HOA Name 2
The Villages of Winterset
HOA Phone
407-647-2622
Tax Year
2025
Taxes
$3,470
Map
Community
- Address269 E CANTON AVENUE UNIT 269 WINTER PARK FL
- SubdivisionVILLAGE WINTERSET INC
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Condo in WINTER PARK as of Aug 29, 2026
98
Condo Listed
108
Avg DOM
267
Avg $ / SqFt
$324,042
Avg List Price
Property Summary
- Located in the VILLAGE WINTERSET INC subdivision, 269 E CANTON AVENUE UNIT 269 WINTER PARK FL is a Condo for sale in WINTER PARK, FL, 32789. It is listed for $989,500 and features 1 beds, 2 baths, and has approximately 1,109 square feet of living space, and was originally constructed in 1971. The current price per square foot is $892. The average price per square foot for Condo listings in WINTER PARK is $267. The average listing price for Condo in WINTER PARK is $324,042. To schedule a showing of MLS#o6404706 at 269 E CANTON AVENUE UNIT 269 in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 269 E CANTON AVENUE UNIT 269
WINTER PARK, FL
