799 Oak Shadows Road, CELEBRATION, FL

$1,895,000

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5

Beds

6

Baths

4,257

Square feet

0.30

Acres

About 799 Oak Shadows Road

Set against a serene conservation backdrop, this Contemporary Mediterranean estate is a masterwork of design, craftsmanship, and modern refinement. Custom built by ISSA and spanning over 4,200 square feet, the residence offers five bedrooms, five-and-a-half baths, and a seamless blend of grand-scale living with intimate luxury. From the moment you enter the dramatic two-story foyer, architectural archways and curated sightlines set a tone of understated elegance. Natural light pours through expansive windows, illuminating freshly updated interiors and creating a graceful connection between indoor living and the outdoor oasis beyond. The gourmet kitchen is a centerpiece worthy of the most discerning host, featuring custom cherry cabinetry, rich granite surfaces, accent lighting, warming drawer, breakfast bar, center island, and a generous eat-in area overlooking the pool and conservation. Adjacent living spaces flow effortlessly, including an expansive family room with fireplace and arched niches, as well as formal living and dining rooms designed for refined entertaining. The first-floor primary suite is a private retreat with direct access to the pool, dual walk-in closets, and a spa-inspired bath featuring a jetted soaking tub, separate walk-in shower, and custom cabinetry with split vanities. A first-floor office with a full bath offers flexibility for a private study or guest suite. Upstairs, two additional bedrooms each enjoy access to their own baths, while a large bonus suite above the three-car garage includes a kitchenette and is ideal as a home theater, guest apartment, or executive studio. The home is thoughtfully wrapped around a luxurious screened saltwater pool and spa, recently enhanced with updated systems, painted deck surfaces and ceilings, new fans, and refreshed lighting. This outdoor retreat offers tranquil views of lush conservation and tropical landscaping, creating a resort-like setting for relaxation or entertaining. Notable recent improvements include a new roof, three updated HVAC systems, WiFi-enabled thermostats, smart appliances, WiFi-enabled water heaters and irrigation controller, upgraded pool equipment, new cooktop, wired smoke detectors throughout, LED tray lighting, refreshed interior and exterior lighting, and comprehensive interior repainting. These updates reflect meticulous care and a commitment to modern comfort, efficiency, and peace of mind. A tendam three-car garage with oversized bays completes the estate, while Celebration’s renowned walking and biking trails, parks, and vibrant town center are just moments away. This is not simply a home—it is a private sanctuary, impeccably maintained and thoughtfully updated, offering timeless elegance and effortless luxury in one of Celebration’s most coveted settings.

Open House

Sat, Feb 14th, 2026 @ 12pm - 2pm

Features of 799 Oak Shadows Road

MLS® # O6374944
Price $1,895,000
Bedrooms 5
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 4,257
Acres 0.30
Year Built 2003
Type Residential
Sub-Type Single Family Residence
Style Mediterranean
Status Active

Community Information

Address 799 Oak Shadows Road
Area Kissimmee/Celebration
Subdivision CELEBRATION EAST VILLAGE UN 03
City CELEBRATION
County Osceola
State FL
Zip Code 34747-4241

Amenities

Amenities Park, Playground, Tennis Court(s)
# of Garages 3
View Garden, Trees/Woods
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Appliances Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Heating Central, Electric
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Gas

Exterior

Exterior Features Irrigation System, Lighting, Outdoor Shower, Rain Gutters, Sidewalk, Sprinkler Metered
Lot Description Conservation Area, In County, Sidewalk
Roof Tile
Foundation Slab

School Information

Elementary Celebration K-8
Middle Celebration K-8
High Celebration High

Additional Information

Date Listed January 22nd, 2026
Days on Market 16
Zoning OPUD
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeSTANICA REALTY GROUP

Listing Map

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