1333 S DENNING DRIVE Winter Park, FL $ 299,000
1333 S DENNING DRIVE
$ 299,000
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Open House 8/16 1pm - 4pm
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1333 S DENNING DRIVE

Winter Park, FL, 32789
$ 299,000
Bedrooms2 Baths1.0 Sq 702

Monthly Estimate*

$ 1,888

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Single Family Home for sale in Winter Park, FL

for $299,000 with 2 bedrooms and 1 full bath. This 702 square foot home was built in 1950 on a lot size of 0.17.

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.

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Open House

8/16/2026 1:00 PM - 4:00 PM
1333 S DENNING DRIVE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 299,000

Bedrooms

2

Full Bath

1

Property Type

Single Family

Taxes

$ 3,531

Style

Bungalow

Lot Size

0.17

Year Built

1950

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6431370

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Electricity Connected Public Sewer Connected Water Connected
Roof Shingle
Appliances Dryer Range Range Hood Refrigerator Washer
Zoning R-2
Patio/Porch Features Covered Rear Porch
Architectural Style Bungalow
Construction Materials Block
Year Built 1950
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name ELIZABETH HEIGHTS SUB
Facing Direction East
Garage Y/N false
Total Rooms 4
Full Baths 1
Status Active
Directions From N Orange Ave and S Denning Dr head south on S Denning Dr. Property is on the right.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7505
Carport Spaces 1
Carport Y/N true
Listing Terms Cash Conventional
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 3531.5
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6431370
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 4
Legal Description ELIZABETH HEIGHTS SUB R/71 LOT 4 BLK A
Minimum Lease 1 Month
Water Access Y/N false
Additional Rooms Breakfast Room Separate
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities Ceiling Fan(s) Thermostat
Flooring Ceramic Tile Parquet
Furnished Y/N Unfurnished
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Closet
Total Bedrooms 2
Total Baths 1
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Exterior
Exterior Amenities Rain Gutters
Fencing Fenced Wood
Lot Features City Lot
Water Source Public
Lot Size Area 7505
Foundation Details Slab
Building Area Total 1046
Lot Dimensions 60 x 125
Lot Size Acres 0.17
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 1
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* Excluded Features
List By
steven@abodehometeam.com

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Affordability Calculator

$2,182
Per Month
87%
13%
0%
Monthly Principal & Interest
$1,888
Monthly Property Taxes
$294
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
8/12/2026$299,000 Listed Price

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1333 S DENNING DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $299,000 with 702 sqft and a lot size of 0.17. 1333 S DENNING DRIVE has 2 bedrooms, 1.0 baths, and was built in 1950. The property's zip code is 32789 which is in Winter Park, FL