304 SANTIAGO DRIVE Winter Park, FL $ 2,195,000
304 SANTIAGO DRIVE
$ 2,195,000
Recently Listed
Open House 10/10 12pm - 2pm
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304 SANTIAGO DRIVE

Winter Park, FL, 32789
$ 2,195,000
Bedrooms5 Baths4.1 Sq 4,213

Monthly Estimate*

$ 15,160

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Single Family Home for sale in Winter Park, FL

for $2,195,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,213 square foot home was built in 1999 on a lot size of 0.5.

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!

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Open House

10/10/2026 12:00 PM - 2:00 PM
10/11/2026 1:00 PM - 3:00 PM
304 SANTIAGO DRIVE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,195,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 11,778

Style

Single Family Residence

Lot Size

0.5

Year Built

1999

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6447782

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Public Water Connected
Roof Shingle
Appliances Convection Oven Cooktop Dishwasher Disposal Electric Water Heater Exhaust Fan Microwave Refrigerator Wine Refrigerator
Zoning R-1AA
HOA Fee 1042.12
Patio/Porch Features Covered Patio
Pool Features In Ground Gunite
Security Features Security System Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1999
Levels Two
Property Subtype Single Family Residence
Tax Year 2026
Ownership Fee Simple
Assoc Fee Paid Per Annually
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SEVILLA
Facing Direction North
Garage Y/N true
Total Rooms 11
Full Baths 4
Status Active
Directions Pennsylvania Avenue to Santiago/Sevilla neighborhood. Home will be on Left.
High School Winter Park High
City WINTER PARK
Association Name Tom Eastwood
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 21828
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated
Land Lease Y/N false
Tax Annual Amount 11778.33
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/embed/Acstlyg3zIc
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 63
Legal Description SEVILLA 3/24 LOT 63 & PT OF LOT 62 DESCAS BEG NE COR OF LOT 62 TH S 17 DEG E ALONG E LINE OF LOT 62 8.30 FT N 43 DEG W9.25 FT TO R/W ELY 4.02 FT TO POB (LESSPT ON N TAKEN FOR R/W PER OR 2077/930)
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 86.84
Additional Rooms Bonus Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities 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
Flooring Carpet Engineered Hardwood Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities French Doors Irrigation System Outdoor Kitchen Rain Gutters Sidewalk
Parking Features Circular Driveway Driveway Garage Door Opener Garage Faces Side
Lot Features Corner Lot City Lot Landscaped Oversized Lot Sidewalk
Water Source Public
Lot Size Area 21828
Foundation Details Slab
Spa true
Building Area Total 5613
Lot Size Acres 0.5
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

Lisa@FannieHillman.com

Email

Affordability Calculator

$16,142
Per Month
94%
6%
0%
Monthly Principal & Interest
$15,160
Monthly Property Taxes
$982
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
10/7/2026$2,195,000 Listed Price

Map


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304 SANTIAGO DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $2,195,000 with 4,213 sqft and a lot size of 0.5. 304 SANTIAGO DRIVE has 5 bedrooms, 4.1 baths, and was built in 1999. The property's zip code is 32789 which is in Winter Park, FL