527 CORNWALL ROAD, Winter Park, FL 32792
OFF MARKET

527 CORNWALL ROAD
Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,620 sqft

$570,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,967/mo*
Refinance Your Home

$570,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,967/mo*
Refinance Your Home
4 Beds
2 Baths
1,620 sqft

Home Value

Trulia Estimate
$571K
Since last month
Decreased$900 (-0.2%)
Since last year
Increased$21K (+3.8%)
Since last sale
Increased$58K (+11.3%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$573K
July 2026$574K
June 2026$570K
May 2026$573K
April 2026$566K
March 2026$563K
February 2026$554K
January 2026$548K
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
505 CORNWALL ROAD, Winter Park, FL
0.04
Single-Family Home
$670,000
07/22/26
4
2
1,813
513 CORNWALL ROAD, Winter Park, FL
0.03
Single-Family Home
$629,000
04/03/26
3
2
1,735
2700 CADY WAY, Winter Park, FL
0.16
Single-Family Home
$610,000
07/24/26
4
2
1,876
2485 MIDDLETON AVENUE, Winter Park, FL
0.13
Single-Family Home
$450,000
10/27/25
3
2
1,515
2492 BROOKSHIRE AVENUE, Winter Park, FL
0.13
Single-Family Home
$589,900
03/12/26
3
1.5
1,352
422 S RANGER BOULEVARD, Winter Park, FL
0.33
Single-Family Home
$495,000
02/17/26
4
2
1,680
2774 BANCHORY ROAD, Winter Park, FL
0.18
Single-Family Home
$645,000
07/21/26
3
2
1,560
2814 SHERIFF WAY, Winter Park, FL
0.28
Single-Family Home
$545,000
04/22/26
4
2
1,948
2412 MIDDLETON AVENUE, Winter Park, FL
0.19
Single-Family Home
$500,000
01/26/26
3
2
1,340
402 SAINT DUNSTAN WAY, Winter Park, FL
0.14
Single-Family Home
$656,402
09/05/25
3
2
1,779

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
519 CORNWALL ROAD, Winter Park, FL 32792
0.01
$502,800
3
2
1,630
Off Market
536 CORNWALL ROAD, Winter Park, FL 32792
0.03
$565,500
4
2
1,405
Off Market
513 CORNWALL ROAD, Winter Park, FL 32792
0.03
$629,000
3
2
1,735
Recently Sold
505 CORNWALL ROAD, Winter Park, FL 32792
0.04
$670,000
4
2
1,813
Recently Sold
470 FITZWALTER DRIVE, Winter Park, FL 32792
0.04
$693,100
3
2
2,019
Off Market
520 FITZWALTER DRIVE, Winter Park, FL 32792
0.05
$1,000,000
3
2
2,111
Recently Sold
419 CORNWALL ROAD, Winter Park, FL 32792
0.09
$571,400
3
2
1,524
Off Market
2565 BROOKSHIRE AVENUE, Winter Park, FL 32792
0.10
$528,800
3
1.5
1,000
Off Market
433 GILBERT ROAD, Winter Park, FL 32792
0.13
$675,000
3
2
1,770
For Sale
2536 BROOKSHIRE AVENUE, Winter Park, FL 32792
0.10
$1,264,100
4
3.5
3,140
Off Market
417 GILBERT ROAD, Winter Park, FL 32792
0.14
$651,200
4
3
2,231
Off Market

Local Information

  • Map ViewExplore the area around 527 CORNWALL ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Living Area
1,620 sqft
Price/Sqft
$352
Parking
2 Car Garage
HOA
None

About this House

Welcome to this meticulously maintained 4 bedroom 2 bathroom Winter Park gem, lovingly cared for by the same attentive owner for 50 years. Nestled within the coveted Winter Park Pines neighborhood, this residence enjoys a premium location adjacent to the picturesque Cady Way Trail. As you approach the home, the meticulously crafted paver driveway sets the tone for what's to come. Plantation shutters adorn the living spaces. Rich laminate wood flooring & ceramic tile weave a tapestry of elegance throughout that leads to a beautifully upgraded kitchen adorned with granite countertops and modern stainless-steel appliances. The ample size of the bedrooms ensures cozy retreats, while the office features built-in shelving that adds both functionality and charm. This residence follows a smart split plan layout, offering privacy and an efficient use of space. But the location is truly unbeatable. You're just steps from unique neighborhood amenities such as Winter Pines Golf Course, Ward Park, Showalter Field, Cady Way Community Pool, Pickle Ball Courts & Winter Park Advent Health Complex. TOP RATED Winter Park schools, Brookshire Elementary & Winter Park High School, are both located just a few blocks over. In addition the neighborhood amenities, it’s just a short drive from Park Avenue Winter Park, a vibrant shopping and dining district with over 100 stores and restaurants and home to a variety of art galleries, museums, theaters, and outdoor cafes. Twenty minutes from UCF & Downtown Orlando. 35 minutes from Universal & Disney and only an hour from the beach allowing you to enjoy the best of both worlds, luxury living and prime Florida living. Important notable features: NEW ROOF(May 2022), NEW SOD (2020) NEW FENCE ALONG BACK OF HOUSE, UPGRADED SECURITY SYSTEM (2020) NEW FARMHOUSE GARAGE DOOR(2020) alongside an array of other thoughtful upgrades made over the years.
527 CORNWALL ROAD, Winter Park, FL 32792 is a 4 bedroom, 2 bathroom, 1,620 sqft single-family home built in 1965. It last sold for $515,000 on Oct 19, 2023 (10% below the $569,900 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $3,050 per month. That rental listing was removed on July 14, 2026. It is currently off market. The Trulia Estimate is $570,500, with a rent estimate of $2,965/month.

Home Details for 527 CORNWALL ROAD

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1620 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Public, Water Available, Water ConnectedAppliances: Convection Oven, Dishwasher, Dryer, Electric Water Heater, Refrigerator, WasherDishwasherDryerLaundry: In GarageRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Shutters, Window Treatments, Wood FramesDoor: Sliding DoorsFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Hardwood
View
No View
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Porch, Rear PorchFencing: Board, Chain LinkVegetation: Trees/LandscapedExterior: Irrigation System, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 41

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Block, BrickNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 092230942706170

Price & Status

Price
List Price: $569,900
Status Change & Dates
Off Market Date: Sun Sep 24 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: WINTER PARK PINES
School Information
Elementary School: Brookshire ElemJr High / Middle School: Glenridge MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 2000 Square Feet

Community

Community Features: Golf Carts OK, Golf, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Name: Peter H. MasonAssociation for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 8248 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6132558Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-092230942706170-R-N

Additional Information

HOA Amenities: Maintenance,Other
Last check for updates: about 5 hours ago
Listed by Blake Murphey, (407) 637-7882
EXP REALTY LLC, (407) 641-2808
Bought with: Danielle Pensala, (407) 529-5752, KELLER WILLIAMS HERITAGE REALTY, (407) 862-9700
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6132558
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

Price and Tax history

DateEventPrice
Jul 14, 2026
Source: Zillow Rentals
ListingRemoved
$3,050
Jul 9, 2026
Source: Zillow Rentals
Listed For Rent
$3,050
Oct 19, 2023
Source: Stellar MLS #O6132558
Sold
$515,000
Sep 26, 2023
Source: Stellar MLS #O6132558
Pending
$569,900
Aug 25, 2023
Source: Stellar MLS #O6132558
PriceChange
$569,900
Price decreased by 4%

Market trends in Winter Park

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$451K
$833MoM
Sale-to-List Price
98.0%
0.3%MoM
Price per sq ft
$287
$0MoM
Available listings
368
12MoM
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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
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  • 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
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  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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Homes for sale near 527 CORNWALL ROAD

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Off Market Homes Near 527 CORNWALL ROAD

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Frequently asked questions about 527 CORNWALL ROAD

  • What is 527 CORNWALL ROAD estimated to be worth?
    Trulia's estimated value for 527 CORNWALL ROAD in Winter Park, FL is $570,500.
  • What is the price history for 527 CORNWALL ROAD?
    527 CORNWALL ROAD in Winter Park, FL last sold for $515,000 in October 2023.
  • Is Winter Park a buyer's or seller's market?
    Winter Park is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Park?
    The median sale price in Winter Park is $451K. That is down $833 from the prior month.
  • Does 527 CORNWALL ROAD have air conditioning?
    Yes, 527 CORNWALL ROAD in Winter Park, FL has air conditioning.
  • Does 527 CORNWALL ROAD have a pool?
    Yes, 527 CORNWALL ROAD in Winter Park, FL has a pool.