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$699,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,411 Sq. Ft.
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**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.

Full Property Details for 860 N Denning Dr

General

  • Price: $699,900
  • Taxes: $4,594 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6412589
  • Updated: 6/25/2026
  • Added to Site: 47 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 11
  • Interior Features: Built-in Features, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room

Additional Information

  • Security/Safety: Security Lights, Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Sidewalk
  • Deck/Patio: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Side Porch
  • Porch/Patio/Deck: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Si

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: MAGNOLIA GARDENS SUB
  • Driving 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.
  • Direction Faces: West

School Information

  • Elementary School: Lakemont Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Fiber Optics, Phone Available, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Contemporary, Custom, Elevated, Florida, Mid-Century Modern, Patio
  • Architectural Style: Contemporary, Custom, Elevated, Florida, Mid-Century Modern, Patio
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,411
  • Sq. Ft. Source: Estimated
  • Year Built: 1954

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,000
  • Lot Size: 6000
  • Street/Road Desc.: Concrete
  • Fencing (Description): Fenced, Other, Vinyl, Wood

Financial Considerations

  • Tax Amount: $4,594.61
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: MAGNOLIA GARDENS SUB R/85 THE N 20 FT OFLOT 33 & S 40 FT OF LOT 34 BLK B
  • Flood Zone Info: X
  • APN: 62230543602331
  • Property ID: 62230543602331
  • Block/Lot/Section: B

Listed by Outlet Realty

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— 860 N Denning Dr —

  • Outlet Realty

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 860 N Denning Dr

School District:Orange County School District
NameGradesDistance
Lakemont Elementary School
901 North Lakemont Avenue, Winter Park, FL 32792
K-51.9 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-82.3 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-122.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 860 N Denning Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/25/2026
Price Reduced
$699,900
-3.45%
MLS
6/08/2026
Price Reduced
$724,900
-3.33%
MLS
6/01/2026
Listed
$749,900
248.79%
MLS
12/21/2020
Sold
$215,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 860 N Denning Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,595
4%
$316,635
12%
2024
$4,401
7%
$282,287
3%
2023
$4,106
32%
$275,173
40%
2021
$3,099
-1%
$196,472
-3%
2022
$3,116
1%
$201,651
127%
2021
$3,099
298%
$88,792
2%
2019
$778
2%
$86,796
2%
2018
$765
2%
$85,178
2%
2017
$748
3%
$83,426
2%
2016
$728
-2%
$81,710
1%
2015
$745
-1%
$81,142
1%
2014
$749
-13%
$80,498
63%
2013
$865
—
$49,331
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Outlet Realty

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860 N Denning Drive, Winter Park, FL 32789 (MLS# O6412589) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 860 N Denning Drive is currently listed for $699,900 and was received on June 01, 2026. Want to learn more about 860 N Denning Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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