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$749,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,290 Sq. Ft.
  • Updated 2 days ago
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FULLY FURNISHED | NEW CONSTRUCTION-QUALITY | WALKABLE WINTER PARK | FULL SMART HOME This is not a renovation-this is a complete architectural transformation. Taken down to the studs and roofline, expanded, and rebuilt with intention, this custom luxury residence is ideally located just steps from Winter Park Village and minutes from iconic Park Avenue, offering a truly walkable, car-optional lifestyle. The home features a custom 51' x 10' driveway, mature Italian cypress trees, sculptural landscape elements, and elegant iron railing, creating exceptional curb appeal. Covered front and side porches welcome you into a thoughtfully designed interior blending contemporary architecture with refined mid-century influence. Over 300 square feet of newly added living space includes two additional bathrooms, an indoor laundry room, and an oversized primary suite designed as a private retreat. Custom liner windows in the dining room and primary suite provide abundant natural light and architectural character. Interior highlights include: "¢ Tile flooring throughout with custom tile work "¢ Designer kitchen with floating shelves "¢ Smart stove, built-in under-counter microwave and dishwasher "¢ LED under-cabinet and island lighting "¢ Custom light fixtures and ambient lighting throughout "¢ Primary bath with ceiling-mounted rain shower "¢ Zebra blinds throughout "¢ New stacked washer and dryer included The home is fully equipped with modern smart-home technology, including: "¢ New AC system with smart thermostat "¢ Tankless water heater and all-new plumbing "¢ Smart lock entry "¢ Smart soffit exterior lighting "¢ Google doorbell camera and security floodlight cameras with two-way audio "¢ Smart sprinkler system with weather monitoring The private backyard is enclosed with PVC privacy fencing and designed for outdoor living, featuring a porcelain-tiled covered patio and a separate poured slab ideal for a fire pit or grilling area, positioned safely away from the home. Enjoy unmatched proximity to dining, shopping, entertainment, parks, golf, train station, and everyday conveniences including Starbucks, Whole Foods, Publix, restaurants, and movie theater-all just moments away. Homes offering new-construction quality, designer finishes, smart-home integration, and this level of walkability rarely come to market. A turnkey opportunity for the most discerning buyer.

Full Property Details for 860 N Denning Dr

General

  • Price: $749,900
  • Taxes: $4,594 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6370723
  • Updated: 1/14/2026
  • Added to Site: 13 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 10
  • Interior Features: Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Furnished
  • 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

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 Downtown Orlando: Take I-4 East to Exit 87 (Fairbanks Ave). Head east on Fairbanks Ave toward Winter Park. Turn left onto N Denning Drive. Property will be on the right. From Winter Park / Park Avenue: Head west on Fairbanks Ave. Turn right onto N Denning Drive. Property will be on the right. From Lake Mary via Lee Road: Take Lee Road south toward Winter Park. Continue onto Aloma Avenue (FL-426 W) west. Turn left onto N Denning Drive. Property will be on the right.
  • 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: Wall/Window Unit(s)
  • Heating Type: Wall Units / Window Unit

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

Structural Information

  • Architectural Info: Contemporary, Mid-Century Modern
  • Architectural Style: Contemporary, Mid-Century Modern
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,290
  • Sq. Ft. Source: Public Records
  • 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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Listing agent

— 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 Pitney Bowes 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
1/04/2026
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
2024
$4,401
—
$287,850
2%
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# O6370723) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 860 N Denning Drive is currently listed for $749,900 and was received on January 04, 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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