Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.
Pending
Price cut: $25K (5/26)
$525,000
2138 Whitehall Dr, Winter Park, FL 32792
3beds
1,752sqft
Est.:
Single Family Residence
Built in 1964
8,049 Square Feet Lot
$505,900 Zestimate®
$300/sqft
$-- HOA
What's special
Brand-new roofSeparate family roomExtra storageWood-burning fireplaceDining room
- 81 days
- on Zillow |
- 693 |
- 20 |
Zillow last checked: 7 hours ago
Listing updated: July 05, 2025 at 03:46pm
Listing Provided by:
Angela Mccloskey, PA 407-616-3513,
KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420
Source: Stellar MLS,MLS#: O6304563
Originating MLS: Orlando Regional

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Living Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 140 Square Feet
- Dimensions: 14x10
Bedroom 3
- Features: Built-In Shelving, Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Dining room
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Family room
- Features: Storage Closet
- Level: First
- Area: 252 Square Feet
- Dimensions: 18x14
Kitchen
- Level: First
- Area: 104 Square Feet
- Dimensions: 13x8
Living room
- Level: First
- Area: 240 Square Feet
- Dimensions: 16x15
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Electric Water Heater, Range, Refrigerator
- Laundry: In Garage
Features
- Living Room/Dining Room Combo, Primary Bedroom Main Floor
- Flooring: Carpet, Engineered Hardwood
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,282
- Total interior livable area: 1,752 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
- Details: Garage Dimensions: 21x20
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch
- Exterior features: Irrigation System, Sidewalk, Sprinkler Metered
Lot
- Size: 8,049 Square Feet
- Features: City Lot
Details
- Parcel number: 092230413205050
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1964
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
Community & HOA
Community
- Subdivision: KENILWORTH SHORES SEC 05
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $300/sqft
- Tax assessed value: $408,735
- Annual tax amount: $2,046
- Date on market: 5/2/2025
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
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