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860 N DENNING DRIVE, WINTER PARK, FL - photo 1

$649,900

860 N DENNING DRIVE

WINTER PARK, FL 32789

Estimated payment $3,861/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
3Baths
1,411Sq Ft
$461Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Built in 1954
6,000 sqft Lot

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:3 (2 full, 1 half)
  • •Full bathrooms:2
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,411 sqft
  • •Total interior livable area:1,411 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:6,000 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1954

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Price history

DateEventPrice
2026-06-01T00:00:00.000ZListed for sale$649,900$461/sqft

Listing Agent

LaDarrius Sanders

OUTLET REALTY

Brokerage Phone: 407-353-5518

Source: Stellar MLS · MLS #O6412589

Data Powered by Home Junction, Inc.

Nearby

Schools

VALENCIA COLLEGE - WINTER PARK CAMPUS

0.5 mi

LA AMISTAD

Elementary · 0.6 mi

ROLLINS COLLEGE

1.1 mi

Supermarkets

Whole Foods Market

0.2 mi

Publix

0.3 mi

Winter Park Produce

0.4 mi

Dining

WP Tech Cafe

0.1 mi

Ruth's Chris Steak House

0.2 mi

Barrow Pizzaria

0.3 mi

Parks

Shady Park

0.6 mi

Martin Luther King, Jr. Park

0.6 mi

Saint Margaret Mary Playground

0.7 mi

Beaches

Lake Baldwin Park Beach

2.9 mi

Conrad Beach

16.9 mi

East Beach

17.0 mi

Nearby amenity locations include data © OpenStreetMap contributors.