


$299,000
1333 Denning Drive
Winter Park, FL 32789
Listing updated: August 12, 2026 at 5:12 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
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 history0 days on market
- Status: ActiveAug 12, 2026
- Listed$299,000Aug 12, 2026
- Price increased$299,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Elizabeth Heights Sub
- County
- Orange
- Year built
- 1950
- Living area
- 702 sq ft
- Price/sq ft
- $426
- Building area
- 1,046 sq ft (Public Records)
- Lot size
- 7,505 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Annual taxes
- $3,532 (2025)
- Parcel #
- 12-22-29-2456-01-040
- Zoning
- R-2
- MLS #
- O6431370
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 1
- Flooring
- Ceramic Tile, Parquet
- Appliances
- Dryer, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Thermostat
- Laundry
- Inside, Laundry Closet
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Carport
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- See City of Winter Park for lease restrictions
Exterior & Construction
- Exterior features
- Rain Gutters
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Public, Sewer Connected, Water Connected
Schools
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
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 12x15 |
| Kitchen | First | 12x16 |
| Primary Bedroom | First | 10x10 |
| Bedroom 2 | First | 10x10 |
Listing Details
- Listing date
- 2026-08-05
- On market date
- 2026-08-12
- Original list price
- $299,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-08-12
- Tax legal description
- ELIZABETH HEIGHTS SUB R/71 LOT 4 BLK A
Flood risk
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 N Orange Ave and S Denning Dr, head south on S Denning Dr. Property is on the right.
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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 August 12, 2026 at 5:12 PM 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.
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