269 E CANTON AVENUE #269, Winter Park, FL 32789
Property image
Property image
FOR SALE
3D VIEW

$989,500

  • 1 Bed
  • 1.5 Baths
  • 1,109 sqft

269 E CANTON AVENUE #269, Winter Park, FL 32789

Est. Mortgage $8,131/mo*
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Home Highlights

Condo
Built in 1971
$892/sqft
1 Carport Spaces
HOA $1,039/mo

Local Information

  • Map ViewExplore the area around 269 E CANTON AVENUE #269.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Fully remodeled penthouse suiteGlimpses of lake osceolaExtra open parking spacesBright open living spaceLarge exterior storage closetWarm natural light
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.
Last check for updates: about 19 hours ago
Listing Provided by: Cathy Sawruk Williams, (407) 489-3921
COLDWELL BANKER REALTY, (407) 647-1211
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6404706
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 269 E CANTON AVENUE #269

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Primary Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1109 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Underground UtilitiesAppliances: Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Wine RefrigeratorDishwasherDisposalLaundry: Inside,Same Floor As Condo UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Electric, Living RoomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Brick/Stone, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 6Levels: Three Or MoreElevatorFloors: Brick Stone, Ceramic Tile, Hardwood
View
Has a ViewView: City, Water

Exterior Features

Exterior Home Features
Roof: TileExterior: Courtyard, Lighting, StorageFoundation: Stem WallHas a Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageNo Attached GarageParking Spaces: 1Parking: Carport
Pool
Pool: Deck, Gunite, Heated, In GroundPool
Frontage
Road Surface Type: BrickNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 110Days on Market: 124

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 062230889302690

Price & Status

Price
List Price: $989,500Price Per Sqft: $892

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER PARKCommunity: VILLAGE WINTERSET INC

Agent Information

Listing Agent
Listing ID: O6404706

Building

Building Area
Building Area: 1109 Square Feet

Community

Community Features: Deed Restrictions, Gated Community - No Guard, Pool, SidewalksNot Senior Community

HOA

HOA Fee Includes: Common Area Taxes, Community Pool, Manager, Pool Maintenance, Security, Sewer, Trash, WaterHOA Name: Specialty Management Co, Sharon HillHOA Phone: 407-647-2622HOA Name (second): The Villages of WintersetAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $1,039/Monthly

Lot Information

Lot Area: 1144 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6404706Water View: WaterShowing Requirements: Appointment Only, Call Listing AgentUniversal Property Id: US-12095-N-062230889302690-S-269

Additional Information

Deed RestrictionsGated Community - No GuardPoolSidewalks

Around this home

What Locals Say about Winter Park

At least 596 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 84 % Say car is needed

  • 80 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "We are retired, so we do not need public transportation. I see many buses around the area, and there is a light rail train."
    0
    Flag
  • Giannina Munoz
    "All of them they are so family friendly especially around Halloween they have a haunted trail so cute "
    0
    Flag
  • Jasmine Miller
    "I see dogs everywhere. People often do meet and greets between dogs. There are always bowls of water as well as jars of dog treats often seen. "
    0
    Flag
  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
    Flag
  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
    Flag
  • Heidiromy
    "The mature landscape, is safe and family friendly, pet friendly, quiet, beautiful, community oriented. "
    0
    Flag
  • Timothyjohnson
    "Winter park art festivals and Farmers Market are always a good time. There lots of great restaurants. "
    0
    Flag
  • andrea brewer
    "It’s a quiet and beautiful area that’s perfect for families and single professionals alike. Lots of great small businesses that thrive regardless of the time of year."
    0
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  • Paul Swain
    "Holidays are dull here. People keep to themselves. Everything is close by. Things are in good condition. Driving down town is a little hectic but worth it "
    0
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  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    2
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
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  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
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  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    2
    Flag
  • Trulia User
    "You would need a car to get to most things, but there are a lot of little restaurants nearby if you like. "
    0
    Flag
  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    3
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
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  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    4
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
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  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
    Flag
  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
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  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
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  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
    Flag
  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
    Flag
  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
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  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
    Flag
  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
    Flag
  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
    Flag
  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
    Flag
  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
    Flag
  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
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  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
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  • Thompson C.
    "Perfect area to live. Close proximity to everything. Golfing, jogging, walks and casual stroll around the neighborhood is encouraged. Close access to major highways like I-4, 408 414. Plenty of restaurants to choose from Mexican, Thai, Indian, Italian etc. "
    1
    Flag
  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
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Market trends in Winter Park

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$455K
$4.03KMoM
Sale-to-List Price
98.1%
0.1%MoM
Price per sq ft
$281
$6MoM
Available listings
382
13MoM

Home Value

Trulia Estimate
$934K
Since last month
Increased$9K (+1%)
Since last year
Increased$282K (+43.4%)
Since last sale
Increased$624K (+201.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +150% in the last 10 years
MonthEstimated value
2026
September 2026$934K
August 2026$925K
July 2026$927K
June 2026$935K
May 2026$959K
April 2026$664K
March 2026$666K
February 2026$665K
January 2026$654K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
300 CAROLINA AVENUE #207, Winter Park, FL
0.34
Condo
$400,000
05/08/26
1
2
1,149
259 E CANTON AVENUE #259, Winter Park, FL
0.01
Condo
$612,500
06/16/26
2
2
1,040
225 E CANTON AVENUE #225, Winter Park, FL
0.01
Condo
$632,100
10/10/25
2
2
1,057
100 S INTERLACHEN AVENUE #203D, Winter Park, FL
0.26
Condo
$750,000
10/02/25
2
2
1,267
100 S INTERLACHEN AVENUE #410F, Winter Park, FL
0.26
Condo
$535,000
12/29/25
2
1
901
300 CAROLINA AVENUE #301, Winter Park, FL
0.34
Condo
$725,000
08/07/26
2
2
1,305
311 E MORSE BOULEVARD #7-2, Winter Park, FL
0.20
Condo
$389,000
04/02/26
1
1
900
640 N PARK AVENUE #5, Winter Park, FL
0.15
Condo
$420,000
05/22/26
1
1
673
265 E CANTON AVENUE #GE, Winter Park, FL
0.01
Condo
$586,000
02/04/26
2
2
1,057
535 N INTERLACHEN AVENUE #203, Winter Park, FL
0.08
Condo
$550,000
04/30/26
2
2
986

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
455 N INTERLACHEN AVENUE, Winter Park, FL 32789
0.04
$2,215,100
4
3.5
3,276
Off Market
503 N INTERLACHEN AVENUE LOT 7, Winter Park, FL 32789
0.05
$4,500,000
-
-
-
For Sale
259 E CANTON AVENUE #259, Winter Park, FL 32789
0.01
$612,500
2
2
1,040
Recently Sold
436 N KNOWLES AVENUE LOT 11, Winter Park, FL 32789
0.03
$2,280,000
-
-
-
Recently Sold
221 E CANTON AVENUE #221, Winter Park, FL 32789
0.01
$439,900
1
1
733
Off Market
251 E CANTON AVENUE #251, Winter Park, FL 32789
0.01
$384,600
1
1
733
Off Market
215 E CANTON AVENUE #215, Winter Park, FL 32789
0.01
$453,200
2
2
1,057
Off Market
225 E CANTON AVENUE #225, Winter Park, FL 32789
0.01
$622,900
2
2
1,057
Off Market
265 E CANTON AVENUE #GE, Winter Park, FL 32789
0.01
$586,000
2
2
1,057
Recently Sold
213 E CANTON AVENUE #213, Winter Park, FL 32789
0.01
$513,500
2
2
1,040
Off Market
233 E CANTON AVENUE #233, Winter Park, FL 32789
0.01
$932,400
2
3
1,773
Off Market

Price and Tax history

DateEventPrice
May 21, 2026
Source: Stellar MLS #O6404706
Listed For Sale
$989,500
May 15, 2012
Source: N/A
Sold
$310,000
Mar 21, 2012
Source: Agent Provided
Listed For Sale
$314,999
Jan 15, 2012
Source: Agent Provided
ListingRemoved
$324,999
Nov 22, 2011
Source: Agent Provided
PriceChange
$324,999
Price decreased by 3%

LGBTQ Local Legal Protections

Cathy Sawruk Williams, COLDWELL BANKER REALTY, (407) 647-1211
Agent Phone: (407) 489-3921

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Frequently asked questions about 269 E CANTON AVENUE #269

  • What is the estimated monthly payment for 269 E CANTON AVENUE #269?
    Based on a $989,500 list price with 20% down at today's rates, the estimated monthly payment for 269 E CANTON AVENUE #269 in Winter Park, FL is approximately $7,194 (about $5,363 principal & interest, $1,756 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 269 E CANTON AVENUE #269 compare to homes in Winter Park?
    269 E CANTON AVENUE #269 in Winter Park, FL is listed at $989,500, about 117% above the $455K median sale price in Winter Park.
  • What do residents say about Winter Park?
    Residents describe Winter Park, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Winter Park, FL.
  • What are the closest schools to 269 E CANTON AVENUE #269?
    The closest schools to 269 E CANTON AVENUE #269 in Winter Park, FL are Lakemont Elementary School (rated 7/10), Maitland Middle School (rated 6/10), Winter Park High School (rated 7/10).
  • Does 269 E CANTON AVENUE #269 have air conditioning?
    Yes, 269 E CANTON AVENUE #269 in Winter Park, FL has air conditioning.
  • Does 269 E CANTON AVENUE #269 have a pool?
    Yes, 269 E CANTON AVENUE #269 in Winter Park, FL has a pool.
269 E CANTON AVENUE #269, Winter Park, FL 32789 is a 1 bedroom, 2 bathroom, 1,109 sqft condo built in 1971. This property is currently available for sale and was listed by Stellar MLS on May 21, 2026. The MLS # for this home is MLS# O6404706.