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.
For sale
$989,500
269 E CANTON AVENUE #269, WINTER PARK, FL 32789
1beds
1,109sqft
Condominium
Built in 1971
-- sqft lot
$936,000 Zestimate®
$892/sqft
$1,039/mo HOA
What's special
Fully remodeled penthouse suiteGlimpses of lake osceolaExtra open parking spacesBright open living spaceLarge exterior storage closetWarm natural lightCrown molding
- 94 days |
- 434 |
- 6 |
Zillow last checked:
Listing updated:
Listed by:
Cathy Sawruk Williams 407-489-3921,
COLDWELL BANKER REALTY 407-647-1211
Source: Stellar MLS,MLS#: O6404706
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Primary bathroom
- Features: Linen Closet
- Level: First
- Area: 126 Square Feet
- Dimensions: 14x9
Kitchen
- Level: First
- Area: 153 Square Feet
- Dimensions: 9x17
Living room
- Level: First
- Area: 216 Square Feet
- Dimensions: 12x18
Heating
- Central, Electric
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Inside, Same Floor As Condo Unit
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)
- Flooring: Brick/Stone, Ceramic Tile, Hardwood
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 1,109
- Total interior livable area: 1,109 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Carport
- Carport spaces: 1
Features
- Levels: Three Or More
- Stories: 3
- Exterior features: Courtyard, Lighting, Storage
- Has private pool: Yes
- Pool features: Deck, Gunite, Heated, In Ground
- Has view: Yes
- View description: City, Water
- Water view: Water
Lot
- Size: 1,144 Square Feet
Details
- Parcel number: 062230889302690
- Zoning: R-3
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Block
- Foundation: Stem Wall
- Roof: Tile
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities
Community & HOA
Community
- Features: Deed Restrictions, Gated Community - No Guard, Pool, Sidewalks
- Pet fee: $0 monthly
- Subdivision: VILLAGE WINTERSET INC
HOA
- Has HOA: Yes
- Services included: Common Area Taxes, Community Pool, Manager, Pool Maintenance, Security, Sewer, Trash, Water
- HOA fee: $1,039 monthly
- HOA name: Specialty Management Co, Sharon Hill
- HOA phone: 407-647-2622
- Second HOA name: The Villages of Winterset
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $892/sqft
- Tax assessed value: $561,080
- Annual tax amount: $3,470
- Date on market: 5/21/2026
- Cumulative days on market: 95 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Estimated market value
Zestimate®
$936,000
Estimated sales range
$889,000 - $983,000
Rent Zestimate®
$2,371/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/21/2026 | Listed for sale | $989,500+219.2%$892/sqft |
Source: | ||
| 5/15/2012 | Sold | $310,000-1.6%$280/sqft |
Source: Public Record Report a problem | ||
| 3/21/2012 | Listed for sale | $314,999-3.1%$284/sqft |
Source: MLSmart Realty, LLC #A3957757 Report a problem | ||
| 1/15/2012 | Listing removed | $324,999$293/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Springs/Oviedo #O5054572 Report a problem | ||
| 11/22/2011 | Price change | $324,999-3%$293/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Springs/Oviedo #O5054572 Report a problem | ||
| 9/16/2011 | Listed for sale | $334,999-9.5%$302/sqft |
Source: Coldwell Banker Residential Real Estate - Oviedo #O5054572 Report a problem | ||
| 5/5/2008 | Sold | $370,000+244.2%$334/sqft |
Source: Public Record Report a problem | ||
| 8/11/1995 | Sold | $107,500$97/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,357 +4.1% | $257,486 +3% |
| 2023 | $3,224 +3% | $249,986 +3% |
| 2022 | $3,131 +1.4% | $242,705 +3% |
| 2021 | $3,088 0% | $235,636 +1.4% |
| 2020 | $3,089 +1% | $232,383 +2.3% |
| 2019 | $3,060 +0.7% | $227,158 +1.9% |
| 2018 | $3,037 | $222,922 -38.8% |
| 2017 | $3,037 +1.1% | $364,000 +13.6% |
| 2016 | $3,004 +2.2% | $320,320 +10% |
| 2015 | $2,939 -3.1% | $291,200 +8.6% |
| 2014 | $3,033 -33.8% | $268,100 +2.5% |
| 2013 | $4,585 +65% | $261,587 +66.3% |
| 2012 | $2,778 -8.9% | $157,298 -8.5% |
| 2011 | $3,048 +2.2% | $171,950 -1% |
| 2010 | $2,984 | $173,681 -30.1% |
| 2009 | -- | $248,456 -21% |
| 2008 | $1,352 -11.2% | $314,501 -9.7% |
| 2007 | $1,523 -6.1% | $348,401 +39.4% |
| 2006 | $1,621 +0.5% | $250,001 +11.4% |
| 2005 | $1,613 +5.2% | $224,453 +46.7% |
| 2004 | $1,534 +6% | $153,001 |
| 2003 | $1,447 +3.2% | $153,001 |
| 2002 | $1,402 +0.8% | $153,001 +17.7% |
| 2001 | $1,391 +3.1% | $130,001 +20.1% |
| 2000 | $1,349 | $108,206 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 32789
Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 1.3 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 2.4 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.9 mi
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