1832 Cheryl Drive, FL
Stellar MLS

$439,995

1832 Cheryl Drive

Winter Park, FL 32792

Listing updated: May 30, 2026 at 11:01 AM ET

Pending
4
Beds
2
Baths
1,808
Sq Ft
0.21
Acres
1983
Built
Fireplace$243/sqft
Single Family Residence

Property type

1983

Year built

9,146 sqft

Lot size

$243

Price / sq ft

$8/mo

HOA dues

6

Days on market

2

Garage spaces

X

Flood zone

About this home

Under contract-accepting backup offers. 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!

Estimated monthly payment

Principal & interest$2,225
Property taxes$154
Home insurance (est.)$202
HOA dues$8

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history6 days on market

  1. Status: Pending
    Apr 30, 2026
  2. Listed$429,995
    Apr 24, 2026
  3. Price increased$439,995

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
6
Subdivision
Carolyn Estates
County
Seminole
Year built
1983
Living area
1,808 sq ft
Price/sq ft
$243
Building area
2,474 sq ft (Public Records)
Lot size
9,146 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12117C0170F)
Garage
2 spaces
Annual taxes
$1,847 (2024)
Parcel #
25-21-30-504-0000-0340
Zoning
R-2
MLS #
O6402209

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Interior Details

Bedrooms
4
Full bathrooms
2
Flooring
Ceramic Tile, Laminate, Wood
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, Refrigerator
Interior features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s)
Laundry
Electric Dryer Hookup, Inside, Washer Hookup
Stories / Levels
One
Direction faces
West
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway

HOA & Financial

HOA fee
$100 / Annually
Monthly HOA
$8/mo
Total monthly fees
$8/mo
Total annual fees
$100
HOA name
Keith Kotch
CDD
No
Homestead exemption
Yes
Min lease term
1-2 Years
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Private Yard, Rain Gutters, Sidewalk, Sliding Doors
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Electricity Connected, Fire Hydrant, Sewer Connected, Underground Utilities, Water Connected

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryBRed Bug ElementaryGreatSchools ↗
MiddleATuskawilla MiddleGreatSchools ↗
High SchoolALake Howell HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Family RoomFirst12x12
Great RoomFirst18x17
Primary BedroomFirst16x12
Bedroom 1First12x10
Bedroom 2First10x10
Bedroom 3First13x10
Utility RoomFirst
KitchenFirst

Listing Details

Listing date
2026-04-24
On market date
2026-04-24
Original list price
$429,995
Occupant type
Vacant
MLS area
32792 - Winter Park/Aloma
Listing AOR
Orlando Regional
Status changed
2026-04-30
Tax legal description
LOT 34 CAROLYN ESTATES PB 21 PG 86

Flood risk

Minimal riskFEMA Zone XPanel 12117C0170F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Tuscawilla Road proceed to Dike Road, Head West. Go Approximately 1/4 mile to Carolyn Estates Entrance on Left. Make first Left onto E. Cheryl Dr. Home is located on Cul-de-sac.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 30, 2026 at 11:01 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA