$699,900
860 Denning Drive
Winter Park, FL 32789
Listing updated: June 25, 2026 at 7:51 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
**NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME** This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation — delivering true new construction quality in an established neighborhood. Located steps from Winter Park Village, Park Avenue, Whole Foods, Starbucks, Publix, cinema, restaurants, and more. Arrive home to a grand 51' custom driveway flanked by mature Italian cypress trees, sculptural landscaping, and elegant iron railing — pulling directly to your covered front porch entry. No garage means no wasted space — just a clean, architectural arrival experience designed to impress. Inside, light-filled interiors with soaring 6" baseboards, full custom tile flooring, and an abundance of natural light create a gallery-like aesthetic that feels curated, not cookie-cutter. Custom liner windows in the dining room and primary suite flood the home with natural light while adding unmistakable architectural character. **The Kitchen:** - Designer floating shelves - Smart range and under-counter built-in microwave - Under-cabinet and island LED lighting - Decorative pendants and ambient lighting throughout **The Primary Suite:** A private retreat with ceiling-mounted rain shower and spa-like finishes designed to decompress after a walkable night out on Park Avenue. **Smart Home Ready:** - New AC system (inside and out) with smart thermostat - Tankless water heater and fully new plumbing - Smart lock entry - Google Nest doorbell with two-way audio - Smart soffit exterior lighting - Weather-monitored smart irrigation **Out Back:** A fully private PVC-fenced backyard sanctuary — spacious enough for pets, entertaining, and room to roam. A covered porcelain tile patio plus a separate fire pit slab make this an outdoor living extension you'll actually use year-round in the Florida lifestyle. Over 300 sq ft of additional space was added to accommodate two additional bathrooms, interior laundry, and a layout built for real life — including a new stacked washer and dryer. Properties combining true gut-renovation quality, luxury designer touches, smart technology, and this rare walkable Winter Park address don't last. Move-in ready — and built to last for decades.
Local Insight
At $496/sqft, this 1954 home sits well below Winter Park's typical price point—you're getting into the neighborhood's entry price for a reason, likely the modest 1,411 sqft and tight 0.14-acre lot, so this is a teardown or serious renovation play rather than a move-in ready purchase. The real question is whether the location premium alone (Winter Park's historic charm, top-rated schools, walkability) justifies the bones, or if you're better off looking at slightly newer stock in this same price range outside the town proper. The lack of flood risk and no HOA are genuine pluses for this micro-lot, but you're banking on either land value appreciation or a willingness to rebuild to make this pencil out versus competing inventory.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history24 days on market
- Status: ActiveJun 1, 2026
- Listed$749,900Jun 1, 2026
- Price reduced$699,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 24
- Subdivision
- Magnolia Gardens Sub
- County
- Orange
- Year built
- 1954
- Living area
- 1,411 sq ft
- Price/sq ft
- $496
- Building area
- 1,583 sq ft (Estimated)
- Lot size
- 6,000 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Annual taxes
- $4,595 (2025)
- Parcel #
- 06-22-30-5436-02-331
- Zoning
- R-1A
- MLS #
- O6412589
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Tile
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Interior features
- Built-in Features, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Walk-In Closet(s), Window Treatments
- Laundry
- Electric Dryer Hookup, Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Concrete
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Phone Available, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, 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 |
|---|---|---|
| Primary Bedroom | First | 15x15 |
| Bedroom 2 | First | 13x11 |
| Bathroom 3 | First | 10x11 |
| Living Room | First | 13x15 |
| Kitchen | First | 16x9 |
| Dining Room | First | 21x6 |
| Primary Bathroom | First | 9x8 |
| Bathroom 2 | First | 8x5 |
| Bathroom 3 | First | 4x4 |
| Balcony/Porch/Lanai | First | 11x15 |
| Laundry | First | 5x4 |
Listing Details
- Listing date
- 2026-06-01
- On market date
- 2026-06-01
- Original list price
- $749,900
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-01
- Tax legal description
- MAGNOLIA GARDENS SUB R/85 THE N 20 FT OFLOT 33 & S 40 FT OF LOT 34 BLK B
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 Orlando Ave traveling north, turn right on Dixon Ave, then right on Solana Ave, and right on N Denning Dr; the home will be on the left. From N Orlando Ave traveling south, turn left on Dixon Ave or left on Solana Ave, then continue to N Denning Dr and turn right; the home will be on the left. Approaching from Solana or Dixon provides the smoothest entry to the property.
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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 June 25, 2026 at 7:51 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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