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Property for sale at 860 N DENNING DRIVE, WINTER PARK, FL, 32789
Property for sale at 860 N DENNING DRIVE, WINTER PARK, FL, 32789
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860 N Denning DriveWinter Park, FL, 32789

3beds
3baths
1,411sqft
Single Family Residence
Built in 1954
$649,900
For sale
$749,900−$100,000 (13%)
Price per sqft
$461
Days on market
129
Listed Jun 1, 2026
Last reduction
−$25,000
Sep 30, 2026
MLS #O6412589Updated Sep 30, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
860 N Denning Drive
City
Winter Park
State
FL
ZIP code
32789
Year built
1954
New construction
No
Faces
West
Rooms
11
Living area
1,411 sqft
Total building area
1,583 sqft
Architectural style
Contemporary, Mid-Century Modern
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 12:01 AM EDT

Price & sale history

Asking price reduced by $100,000 (13.3%) since first listed.

EventPrice
Price reducedMLS #O6412589$649,900Change: −3.7%−$25,000
Price reducedMLS #O6412589$674,900Change: −10%−$75,000
Listed for saleMLS #O6412589$749,900
SoldMLS #T3268428$205,000
History may be incomplete.
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Property for sale at 860 N DENNING DRIVE, WINTER PARK, FL, 32789
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