304 Santiago Drive, WINTER PARK, FL

$2,195,000

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5

Beds

5

Baths

4,213

Square feet

0.50

Acres

About 304 Santiago Drive

Located in the highly desirable Sevilla neighborhood of Winter Park, this exceptional 5-bedroom, 4.5-bath pool home offers over 4,200 square feet of thoughtfully designed living space on a half-acre corner lot. A circular front driveway, oversized 3-car side-entry garage, and abundant parking provide plenty of room for family and guests. Engineered hardwood floors flow throughout the main living areas. The well-designed floor plan features separate living and dining rooms, a spacious family room, dedicated office, downstairs primary suite, and downstairs guest suite. The completely redesigned chef’s kitchen is a true dream featuring a Thermador induction cooktop and vent hood, built-in Miele coffee maker, warming drawer, under-counter microwave, and large center island with pop-up outlet tower. Custom cabinetry includes soft-close drawers and doors, appliance garage, toe-kick drawers, pull-out pantry, under-cabinet lighting, and built-in wine refrigerator. Open to the family room, the kitchen overlooks a stunning stone fireplace wall with abundant natural light and remote-controlled window shades. The dining room features a stylish wet bar with Quartzite countertops, soft-close cabinetry, under-cabinet lighting, and drawer bottle dividers. The separate living room provides direct access to the outdoor living area. The spacious downstairs primary suite includes a sitting area w/outdoor access and a spa-inspired bath w/dual granite-topped vanities, jetted spa tub, glass-enclosed shower with dual shower heads, two walk-in closets, and an additional wall closet. A private downstairs guest suite with full bath featuring Quartzite countertops offers comfortable accommodations for guests or extended family. The dedicated front-facing office provides an ideal work-from-home space. Upstairs, two generously sized guest bedrooms share a Jack-and-Jill bath, while a large bonus room w/ full bath and abundant storage offers flexibility as a 5th bedroom, media room, playroom, or gym. All upstairs bathrooms have been updated with Quartzite countertops, painted cabinetry, and resurfaced tubs. The outdoor living spaces are designed for entertaining and everyday enjoyment. The covered patio features large ceiling fans and direct access to a convenient half bath. An outdoor kitchen includes Quartz countertops, beverage refrigerator and sink, plus wiring for TV and stereo. The propane-heated pool and spa were renovated in 2024 and feature LED lighting, brick pavers, and a black aluminum fence. A propane hookup is in place for a future grill or outdoor fireplace. Storage is abundant, including custom closets in all bedrooms, a full standing-height attic spanning the length above the 3-car garage, and additional second-floor attic access. Recent improvements include a 2017 roof w/gutter guards and transferable warranty, upstairs A/C replaced in 2023, and exterior paint completed in 2022. The half-acre corner lot provides plenty of room to roam with a tree-fort play deck, spacious side yard, and expansive driveway. Zoned for coveted Audubon K-8 and Winter Park High School, this home is also conveniently located within a short walk or bike ride of Park Avenue, Mead Gardens, Rollins College, SunRail, the Winter Park Farmers’ Market, shopping, and dining. With its exceptional floor plan, lovely outdoor living space, abundant storage, and fantastic Winter Park location, this home is designed for comfortable family living and effortless entertaining. Welcome home!

Open House

Sat, Oct 10th, 2026 @ 12pm - 2pm
Sun, Oct 11th, 2026 @ 1pm - 3pm

Features of 304 Santiago Drive

MLS® # O6447782
Price $2,195,000
Bedrooms 5
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,213
Acres 0.50
Year Built 1999
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 304 Santiago Drive
Area Winter Park
Subdivision SEVILLA
City WINTER PARK
County Orange
State FL
Zip Code 32789

Amenities

Parking Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
Appliances Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Wine Refrigerator
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Gas

Exterior

Exterior Features French Doors, Irrigation System, Outdoor Kitchen, Rain Gutters, Sidewalk
Lot Description Corner Lot, City Lot, Landscaped, Oversized Lot, Sidewalk
Roof Shingle
Foundation Slab

School Information

Middle Audubon Park K-8
High Winter Park High

Additional Information

Date Listed October 7th, 2026
Zoning R-1AA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeFANNIE HILLMAN & ASSOCIATES

Listing Map

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