$989,500
269 Canton Avenue
Winter Park, FL 32789
Listing updated: May 31, 2026 at 2:06 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history10 days on market
- Status: ActiveMay 21, 2026
- Listed$989,500May 21, 2026
- Price increased$989,500
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 10
- Subdivision
- Village Winterset Inc
- County
- Orange
- Year built
- 1971
- Living area
- 1,109 sq ft
- Price/sq ft
- $892
- Lot size
- 1,144 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Pool
- Private pool
- Annual taxes
- $3,470 (2025)
- Parcel #
- 06-22-30-8893-02-690
- Zoning
- R-3
- MLS #
- O6404706
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Interior Details
- Bedrooms
- 1
- Full bathrooms
- 1
- Half bathrooms
- 1
- Flooring
- Brick, Ceramic Tile, Wood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Coffered Ceiling(s), Crown Molding, Dry Bar, Eat-in Kitchen, Elevator, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Same Floor As Condo Unit
- Stories / Levels
- Three Or More
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air, Zoned
Parking
- Attached garage
- No
- Carport
- Yes
HOA & Financial
- HOA fee
- $1,039 / Monthly
- Monthly HOA
- $1,039/mo
- Total monthly fees
- $1,039/mo
- Total annual fees
- $12,468
- HOA name
- Specialty Management Co, Sharon Hill
- CDD
- No
- Homestead exemption
- Yes
- Ownership
- Fee Simple
- Available for lease
- No
- Lease restrictions
- Yes
- Additional lease restrictions
- No pets allowed. This is a 55+ community.
- Approval process
- Buyer approval required by the homeowner's association.
Exterior & Construction
- Exterior features
- Courtyard, Lighting, Storage
- Construction materials
- Block
- Roof
- Tile
- Foundation
- Stem Wall
- Pool
- Private pool
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities
Community
- Pets allowed
- No
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 12x18 |
| Kitchen | First | 9x17 |
| Primary Bedroom | First | 14x12 |
| Primary Bathroom | First | 14x9 |
Listing Details
- Listing date
- 2026-05-21
- On market date
- 2026-05-21
- Original list price
- $989,500
- Occupant type
- Owner
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-21
- Tax legal description
- VILLAGE OF WINTERSET INC CB 1/23 UNIT 269 & 3.1181 % INT IN LOT A WINTERSET TOWERS
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Condominium is located on the corner of Interlachen and E Canton Avenue. Guest parking in the rear of the building.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 31, 2026 at 2:06 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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