Date
Details
Price
Change
Source
8/12/2026
Listed
$299,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/34
$299,000 Sale Pending
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Property Description
Winter Park 32789 - Affordable single-family home across from beautiful Mead Botanical Gardens - or a great parcel to build your new abode. Lot size 60' x 125' (.17 acre) on sewer. Perhaps a rental investment property - Rollins College campus is less than 1 mile away. This charming and solid 2 bed, 1 bath block home with carport offers a NEW ROOF (2026) and fresh paint inside and out with original hardwood parquet floors. It even has double pane windows to help keep the heat out and the cool in (AC 2018). The front living room leads to the kitchen (freshly painted wood cabinets), which opens to a bright and sunny eating area (an additional 140 sq ft not accounted for in property records) with a handy inside laundry closet (washer/dryer included). The two bedrooms have ceiling fans and a shared hall bathroom (tub/shower combo) which completes the inside spaces. Out back you'll find a covered patio and the spacious and grassy fenced-in backyard. This fantastic location in sought after 32789 is just a block away from the entrance to Winter Park's 55-acre Mead Botanical Gardens, 2 blocks from the Winter Park Tennis Center, the new Seven Oaks Park, and a short bike ride to Foxtail Coffee, Rollins College, and famed Park Ave shops and restaurants (1 mile away). Come call this your new home, rental investment, or buildable parcel for your new construction abode.
Full Property Details
Full Property Details for 1333 S Denning Dr
General
- Price: $299,000
- Taxes: $3,531 (2025)
- Status: Pending
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6431370
- Updated: 8/14/2026
- Added to Site: 14 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s), Thermostat
- Appliances: Dryer, Range, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Parquet
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside, Laundry Closet
Exterior
- Exterior Features: Rain Gutters
- Deck/Patio: Covered, Rear Porch
- Porch/Patio/Deck: Covered, Rear Porch
Parking
- Carports: Yes
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 1
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: ELIZABETH HEIGHTS SUB
- Driving Directions: From N Orange Ave and S Denning Dr, head south on S Denning Dr. Property is on the right.
- Direction Faces: East
School Information
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K-8
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Bungalow
- Architectural Style: Bungalow
- Exterior Const.: Block
- Roof: Shingle
- Windows: Blinds
- Stories/Levels: One
- Square Feet: 702
- Sq. Ft. Source: Public Records
- Year Built: 1950
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,505
- Lot Size: 7505
- Lot Dimensions: 60 x 125
- Street/Road Desc.: Asphalt
- Fencing (Description): Fenced, Wood
Financial Considerations
- Tax Amount: $3,531.5
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ELIZABETH HEIGHTS SUB R/71 LOT 4 BLK A
- Flood Zone Info: X
- APN: 122229245601040
- Property ID: 122229245601040
- Block/Lot/Section: A
Listed by Keller Williams Winter Park
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Listing agent
— 1333 S Denning Dr —
Keller Williams Winter Park
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1333 S Denning Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 1.6 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1333 S Denning Dr
Tax History
Tax History for 1333 S Denning Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,532
3%
$219,175
1%
2024
$3,427
7%
$216,049
2%
2023
$3,195
28%
$210,846
33%
2021
$2,503
-10%
$158,729
-16%
2022
$2,794
12%
$189,458
17%
2021
$2,503
6%
$162,210
8%
2019
$2,368
4%
$149,886
—
2018
$2,280
7%
$149,193
8%
2017
$2,123
8%
$138,491
7%
2016
$1,968
9%
$129,603
34%
2015
$1,811
11%
$96,627
10%
2014
$1,626
16%
$87,843
10%
2013
$1,400
—
$79,857
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1333 S Denning Dr
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1333 S Denning Drive, Winter Park, FL 32789 (MLS# O6431370) is a Single Family property with 2 bedrooms and 1 full bathroom. 1333 S Denning Drive is currently listed for $299,000 and was received on August 12, 2026. Want to learn more about 1333 S Denning Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.