1832 E CHERYL DRIVE, Winter Park, FL 32792
SOLD
JUN 4, 2026

$445,000

Last sold price
  • 4 Beds
  • 2 Baths
  • 1,808 sqft

1832 E CHERYL DRIVE, Winter Park, FL 32792

Est. Refi. Payment $3,115/mo*
Refinance Your Home
Currently Off Market - Sold Jun 4, 2026 for $445,000 (1% above list price)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
1691 BOMI CIRCLE, Winter Park, FL
0.13
Single-Family Home
$505,000
11/25/25
4
2
2,002
1511 GLADIOLAS DRIVE, Winter Park, FL
0.43
Single-Family Home
$470,000
07/08/26
4
2
1,594
1742 WILLA CIRCLE, Winter Park, FL
0.18
Single-Family Home
$460,000
02/17/26
4
2
2,313
1734 WILLA CIRCLE, Winter Park, FL
0.25
Single-Family Home
$375,000
09/30/25
3
2
1,603
4664 TIFFANY WOODS CIRCLE, Oviedo, FL
0.50
Single-Family Home
$459,000
08/06/26
3
2
1,808
3720 JONQUIL LANE, Winter Park, FL
0.51
Single-Family Home
$445,000
06/01/26
3
2
1,647

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
1612 BOMI CIRCLE, Winter Park, FL 32792
0.02
$508,600
3
2
1,575
Off Market
1620 BOMI CIRCLE, Winter Park, FL 32792
0.05
$593,100
4
3
2,391
Off Market
1724 W CHERYL DRIVE, Winter Park, FL 32792
0.12
$448,900
3
2
1,656
Off Market
1712 BOMI CIRCLE, Winter Park, FL 32792
0.12
$553,300
4
2
2,012
Off Market
1691 BOMI CIRCLE, Winter Park, FL 32792
0.13
$505,000
4
2
2,002
Recently Sold
1741 W CHERYL DRIVE, Winter Park, FL 32792
0.15
$481,900
3
2
1,550
Off Market
1700 BOMI CIRCLE, Winter Park, FL 32792
0.14
$535,700
3
2
2,209
Off Market
1589 SPRINGTIME LOOP, Winter Park, FL 32792
0.17
$412,800
3
2
1,764
Off Market
1744 W CHERYL DRIVE, Winter Park, FL 32792
0.17
$440,400
4
2
1,694
Off Market
1748 W CHERYL DRIVE, Winter Park, FL 32792
0.19
$473,600
3
2
1,848
Off Market
1568 SUGARWOOD CIRCLE, Winter Park, FL 32792
0.19
$507,000
4
2
2,044
Off Market

Local Information

  • Map ViewExplore the area around 1832 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
1983
Living Area
1,808 sqft
Price/Sqft
$246/sqft
Parking
2 Car Garage
HOA
$8/Monthly

About this House

Welcome to Carolyn Estates in highly desirable Winter Park—a charming enclave of just 63 homes ideally located near Lake Howell High School. This beautifully renovated residence offers a truly unique floor plan—the only one of its kind in the community. Featuring 4 bedrooms, 2 bathrooms, and a spacious 2-car garage, this home blends comfort with functionality. Enjoy cozy evenings by the wood-burning fireplace or unwind in the screened-in patio, perfect for relaxing or entertaining. Step inside to an inviting open-concept layout highlighted by soaring ceilings and abundant natural light. Renovated in April 2026, this home showcases numerous upgrades, including fresh interior and exterior paint, new sod and lush landscaping, a fully remodeled second bathroom, new convection range and microwave, updated interior door hardware, a complete electrical update, and new lighting and ceiling fans throughout. Additional major improvements include newer windows and hot water heater (2019) and full home replumbing (2022), providing added peace of mind. Seller will provide a $10,000 credit towards a new roof with Full Price Offer. This move-in-ready home combines modern updates with a prime location—schedule your private showing today!
1832 E CHERYL DRIVE, Winter Park, FL 32792 is a 4 bedroom, 2 bathroom, 1,808 sqft single-family home built in 1983. It last sold for $445,000 on Jun 4, 2026 (1% above the $439,995 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,739/month.
Last check for updates: about 23 hours ago
Listed by Shanon Luiz, (407) 247-2241
SELECTIVE REALTY GROUP LLC, (407) 627-1727
Craig Luiz, (407) 493-0774
SELECTIVE REALTY GROUP LLC, (407) 627-1727
Bought with: Alexa Siskos, (352) 398-3753, REAL BROKER, LLC, (855) 450-0442
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6402209
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 1832 E CHERYL DRIVE

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Family Room, Great Room, Kitchen, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1808 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Fire Hydrant, Sewer Connected, Street Lights, Underground Utilities, Water ConnectedAppliances: Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, RefrigeratorDishwasherDisposalLaundry: Electric Dryer Hookup,Inside,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Masonry, Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Ceramic Tile, Laminate, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile, Laminate, Hardwood
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Patio, ScreenedFencing: WoodExterior: Irrigation System, Private Yard, Rain Gutters, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway
Frontage
Road Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida,Ranch,Traditional
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 25213050400000340

Price & Status

Price
List Price: $439,995Price Per Sqft: $246/sqft
Status Change & Dates
Off Market Date: Thu Apr 30 2026

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: 2474 Square Feet

Community

Not Senior Community

HOA

HOA Name: Keith KotchHOA Phone: 407-619-1900Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $8/Monthly

Lot Information

Lot Area: 9146 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6402209Universal Property Id: US-12117-N-25213050400000340-R-N

Price and Tax history

DateEventPrice
Jun 4, 2026
Source: Stellar MLS #O6402209
Sold
$445,000
Apr 30, 2026
Source: Stellar MLS #O6402209
Pending
$439,995
Apr 27, 2026
Source: Stellar MLS #O6402209
PriceChange
$439,995
Price increased by 2%
Apr 25, 2026
Source: Stellar MLS #O6402209
Listed For Sale
$429,995
Jun 18, 1999
Source: N/A
Sold
$105,000

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
    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
    Flag
  • 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
    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
    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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LGBTQ Local Legal Protections

Frequently asked questions about 1832 E CHERYL DRIVE

  • What is the price history for 1832 E CHERYL DRIVE?
    1832 E CHERYL DRIVE in Winter Park, FL last sold for $445,000 in June 2026.
  • 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.
  • What do residents say about Winter Park?
    Residents describe Winter Park, FL as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Winter Park, FL.
  • Does 1832 E CHERYL DRIVE have air conditioning?
    Yes, 1832 E CHERYL DRIVE in Winter Park, FL has air conditioning.
  • Does 1832 E CHERYL DRIVE have laundry facilities?
    Yes, 1832 E CHERYL DRIVE in Winter Park, FL has laundry facilities.

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