860 N DENNING DRIVE Winter Park, FL $ 749,900
860 N DENNING DRIVE
$ 749,900
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Open House 6/6 11am - 2pm
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860 N DENNING DRIVE

Winter Park, FL, 32789
$ 749,900
Bedrooms3 Baths2.1 Sq 1,411

Monthly Estimate*

$ 4,617

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Single Family Home for sale in Winter Park, FL

for $749,900 with 3 bedrooms and 2 full baths, 1 half bath. This 1,411 square foot home was built in 1954 on a lot size of 0.14.

**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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Open House

6/6/2026 11:00 AM - 2:00 PM
860 N 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

$ 749,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,594

Style

Contemporary Custom Elevated Florida Mid-Century Modern Patio

Lot Size

0.14

Year Built

1954

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6412589

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Fiber Optics Phone Available Public Sewer Connected Sprinkler Meter Street Lights Underground Utilities Water Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Range Hood Refrigerator Tankless Water Heater Washer
Zoning R-1A
Patio/Porch Features Covered Deck Front Porch Patio Porch Rear Porch Side Porch
Architectural Style Contemporary Custom Elevated Florida Mid-Century Modern Patio
Construction Materials Block Stucco
Year Built 1954
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name MAGNOLIA GARDENS SUB
Facing Direction West
Garage Y/N false
Total Rooms 11
Full Baths 2
Status Active
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.
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 6000
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 4594.61
Middle/Junior High School Maitland Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6412589
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 34
Legal Description MAGNOLIA GARDENS SUB R/85 THE N 20 FT OFLOT 33 & S 40 FT OF LOT 34 BLK B
Minimum Lease 1 Month
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Open Floorplan Primary Bedroom Main Floor Smart Home Thermostat Walk-In Closet(s) Window Treatments
Flooring Porcelain Tile Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N false
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities Sidewalk
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced Other Vinyl Wood
Water Source Public
Lot Size Area 6000
Foundation Details Slab
Building Area Total 1583
Lot Size Acres 0.14
Road Surface Type Concrete
Private Pool false
Waterfront Y/N false
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* Excluded Features
List By
Outlet Realty

Broker

sanderssoldthis@gmail.com

Email

Affordability Calculator

$5,000
Per Month
92%
8%
0%
Monthly Principal & Interest
$4,617
Monthly Property Taxes
$383
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
6/1/2026$749,900 Listed Price

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860 N DENNING DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $749,900 with 1,411 sqft and a lot size of 0.14. 860 N DENNING DRIVE has 3 bedrooms, 2.1 baths, and was built in 1954. The property's zip code is 32789 which is in Winter Park, FL