269 E CANTON AVENUE #269, Winter Park, FL, 32789
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.
Getting Around
Very Walkable
Some Transit
BikeableSchools
Construction
Condition
- Year built: 1971
Materials
- Foundation: Stem Wall
- Roof: Tile
- Construction materials: Block
Type & Style
- Home type: Condo
- Property subType: Condominium
Interior
Appliances
- Appliances included: Oven,Cooktop,Dishwasher,Disposal,Microwave,Refrigerator,Washer,Wine Refrigerator
- Laundry features: Inside,Same Floor As Condo Unit
Bedrooms & Bathrooms
- Bedrooms: 1
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
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 features: Window Treatments
- Flooring: Brick/Stone,Ceramic Tile,Hardwood
- Fireplace features: Electric,Living Room
- Fireplace: Yes
Heating & Cooling
- Heating features: Central,Electric
- Cooling features: Central Air,Zoned
Interior Area
- Total structure area: 1,109
- Total interior livable area: 1,109 sqft
Kitchen
- Level: First
- Area: 153
- Dimensions: 9x17
Living Room
- Level: First
- Area: 216
- Dimensions: 12x18
Primary Bathroom
- Features: Linen Closet
- Level: First
- Area: 126
- Dimensions: 14x9
Primary Bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 168
- Dimensions: 14x12
Property
Details
- Parcel number: 062230889302690
- Zoning: R-3
- Special condition: None
Features
- Levels: Three Or More
- Stories: 3
- Private pool: Yes
- Pool features: Deck,Gunite,Heated,In Ground
- Exterior features: Courtyard,Lighting,Storage
- Has view: Yes
- View description: City,Water
- Water view: Water
Lot
- Lot size: 1,144 sqft
Parking
- Total spaces: 1
- Parking features: Carport
- Covered spaces: 1
- Carport: Yes
- Carport spaces: 1
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Strong Wind
- Cold Wave
- Hail
- Hurricane
- Tornado
How This Home’s Risks Compare
FEMA Declared Disasters in Orange County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $5,003 | $60,036 |
| Home Insurance * | $676 | $8,112 |
| Property Taxes | $1,078 | $12,936 |
| Electricity | $197 | $2,366 |
| Total | $6,954 | $83,448 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-21 | Listed for sale | $989,500 |
| 2012-05-15 | Sold | $310,000 |
| 2012-03-21 | Listed for sale | $314,999 |
| 2012-01-15 | Listing removed | $324,999 |
| 2011-11-22 | Price change | $324,999 |
| 2011-09-16 | Listed for sale | $334,999 |
| 2008-05-05 | Sold | $370,000 |
| 1995-08-11 | Sold | $107,500 |
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