1776 E CHERYL DRIVE, Winter Park, FL 32792
OFF MARKET

1776 E CHERYL DRIVE
Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,014 sqft (on 0.25 acres)

$458,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,253/mo*
Refinance Your Home

$458,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,253/mo*
Refinance Your Home
4 Beds
2 Baths
2,014 sqft
(on 0.25 acres)

Home Value

Trulia Estimate
$459K
Since last month
$200 (0%)
Since last year
Decreased$6K (-1.2%)
Since last sale
Decreased$6K (-1.3%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$459K
July 2026$459K
June 2026$454K
May 2026$457K
April 2026$458K
March 2026$463K
February 2026$461K
January 2026$462K
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
1832 E CHERYL DRIVE, Winter Park, FL
0.19
Single-Family Home
$445,000
06/04/26
4
2
1,808
1691 BOMI CIRCLE, Winter Park, FL
0.15
Single-Family Home
$505,000
11/25/25
4
2
2,002
1742 WILLA CIRCLE, Winter Park, FL
0.22
Single-Family Home
$460,000
02/17/26
4
2
2,313
1511 GLADIOLAS DRIVE, Winter Park, FL
0.42
Single-Family Home
$470,000
07/08/26
4
2
1,594
1734 WILLA CIRCLE, Winter Park, FL
0.28
Single-Family Home
$375,000
09/30/25
3
2
1,603
2009 SHADYHILL TERRACE, Winter Park, FL
0.32
Single-Family Home
$507,500
06/17/26
3
2
1,670
2209 FAIRGLENN WAY, Winter Park, FL
0.51
Single-Family Home
$435,000
08/31/25
4
2
2,027

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
2156 TALMAN COURT, Winter Park, FL 32792
0.12
$2,344,800
5
6.5
7,762
Off Market
1741 W CHERYL DRIVE, Winter Park, FL 32792
0.08
$481,800
3
2
1,550
Off Market
1748 W CHERYL DRIVE, Winter Park, FL 32792
0.08
$473,300
3
2
1,848
Off Market
1744 W CHERYL DRIVE, Winter Park, FL 32792
0.09
$440,400
4
2
1,694
Off Market
4309 STEED TERRACE, Winter Park, FL 32792
0.15
$627,400
4
3.5
2,295
Off Market
4353 STEED TERRACE, Winter Park, FL 32792
0.17
$599,900
4
2
2,275
For Sale
1691 BOMI CIRCLE, Winter Park, FL 32792
0.15
$505,000
4
2
2,002
Recently Sold
2017 DUTCHESS LANE, Winter Park, FL 32792
0.18
$512,500
3
2.5
1,956
Off Market
1620 BOMI CIRCLE, Winter Park, FL 32792
0.16
$593,100
4
3
2,391
Off Market
1724 W CHERYL DRIVE, Winter Park, FL 32792
0.15
$448,900
3
2
1,656
Off Market
2185 TALMAN COURT, Winter Park, FL 32792
0.20
$1,523,700
5
5
4,760
Off Market

Local Information

  • Map ViewExplore the area around 1776 E CHERYL DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.25 acres
Living Area
2,014 sqft
Price/Sqft
$228
Parking
2 Car Garage
HOA
$9/Monthly

About this House

Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021), house replumb (2023) and home exterior paint (2024) and new interior paint throughout the home. Outside you will find a beautiful screened in pool to enjoy the Florida sun. It also has a covered area where you can enjoy outside dining. There is ample room on the .24 square foot lot to have a garden or enjoy lawn games. Located in Winter Park, this home is conveniently situated near a variety of shopping, dining, and entertainment options. The home is in the perfect location as there is a short commute to three top-rated Seminole County schools.. With easy access to major highways and public transportation, commuting to work or school is a breeze. Additionally, the neighborhood is known for its friendly atmosphere and sense of community. Don't miss out on the chance to make this lovely property your own!.
1776 E CHERYL DRIVE, Winter Park, FL 32792 is a 4 bedroom, 2 bathroom, 2,014 sqft single-family home built in 1982. It last sold for $465,000 on Jul 30, 2025 (3% below the $478,700 asking price). It is currently off market. The Trulia Estimate is $458,800, with a rent estimate of $3,253/month.
Last check for updates: about 2 hours ago
Listed by Donna Mink, (502) 717-1722
MINK REALTY, (502) 717-1722
Bought with: Cara Seguin, (407) 616-1366, KELLER WILLIAMS ADVANTAGE REALTY, (407) 977-7600
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4644849
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 1776 E CHERYL DRIVE

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, 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: 2014 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Street Lights, Water ConnectedAppliances: Dishwasher, Disposal, Electric Water Heater, Microwave, RefrigeratorDishwasherDisposalLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Living Room, Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Laminate
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleFencing: WoodExterior: Irrigation System, Private Mailbox, Rain Gutters, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Deck, In Ground, Screen EnclosurePool
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 100

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 25213050400000200

Price & Status

Price
List Price: $478,700
Status Change & Dates
Off Market Date: Thu Jun 26 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: CAROLYN ESTATES
School Information
Elementary School: Red Bug ElementaryJr High / Middle School: Tuskawilla MiddleHigh School: Lake Howell High

Building

Building Area
Building Area: 2836 Square Feet

Community

Community Features: SidewalksNot Senior Community

HOA

HOA Fee Includes: Maintenance GroundsHOA Name: NAAssociation for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $9/Monthly

Lot Information

Lot Area: 0.25 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4644849Pets Max Weight: 999Showing Considerations: No SignShowing Requirements: Appointment OnlyUniversal Property Id: US-12117-N-25213050400000200-R-N

Additional Information

Sidewalks

Price and Tax history

DateEventPrice
Jul 30, 2025
Source: Stellar MLS #A4644849
Sold
$465,000
Jun 26, 2025
Source: Stellar MLS #A4644849
Pending
$478,700
May 19, 2025
Source: Stellar MLS #A4644849
PriceChange
$478,700
Price decreased by 1%
Apr 24, 2025
Source: Stellar MLS #A4644849
PriceChange
$483,700
Price decreased by 1%
Apr 9, 2025
Source: Stellar MLS #A4644849
PriceChange
$487,700
Price decreased by 1%

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

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
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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
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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
    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
    Flag
  • 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
    Flag
  • 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
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  • 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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LGBTQ Local Legal Protections

Frequently asked questions about 1776 E CHERYL DRIVE

  • What is 1776 E CHERYL DRIVE estimated to be worth?
    Trulia's estimated value for 1776 E CHERYL DRIVE in Winter Park, FL is $458,800.
  • What is the price history for 1776 E CHERYL DRIVE?
    1776 E CHERYL DRIVE in Winter Park, FL last sold for $465,000 in July 2025.
  • 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 1776 E CHERYL DRIVE have air conditioning?
    Yes, 1776 E CHERYL DRIVE in Winter Park, FL has air conditioning.
  • Does 1776 E CHERYL DRIVE have a pool?
    Yes, 1776 E CHERYL DRIVE in Winter Park, FL has a pool.

Explore by feature - Pet Friendly

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