Home in 304 Santiago Dr Winter Park for sale with MLS# O6447782

Under contract-accepting backup offers. 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 Quartz 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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304 Santiago Dr, Winter Park, FL 32789

Price
Price:
$2,195,000.00
Original List Price:
$2,195,000.00
List Price per Sq Ft (Calculated, Approx.):
$521.01
Property Status and Type
Listing Type:
For Sale
Status:
Active Under Contract (An offer has been accepted, considering Backup Offers)
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6447782
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
4
Half Bath:
1
Additional Rooms:
Inside Utility, Bonus Room, Formal Dining Room Separate, Formal Living Room Separate
Measures
Living Area:
4,213 Sqft
Built-Up Area:
5,613 Sqft
Lot Area:
21,828 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot, Oversized Lot, City Limits, Sidewalk, Landscaped
Lot Size Acres:
0.5
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground
Spa
Spa Features:
Heated
Security:
Smoke Detector(s), Security System
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Cooktop, Electric Water Heater, Exhaust Fan, Convection Oven, Wine Refrigerator
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Wet Bar, Ceiling Fans(s), Stone Counters, Thermostat, Solid Wood Cabinets, Crown Molding, Primary Bedroom Main Floor
Exterior:
Sidewalk, Rain Gutters, Outdoor Kitchen
Patio and Porch:
Patio, Covered
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Gas, Family Room
Air Conditioning System:
Central Air
Heating System:
Central
Property Entrance Faces:
North
Other Equipment:
Irrigation Equipment
Construction
Year Built:
1999
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Carpet, Tile, Hardwood
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$11,778.33
Tax Year:
2026
Association Fee:
$1,042.12
Association Fee Frequency:
Annually
Total Annual Fees:
$1,042.12
Total Monthly Fees:
$86.84
Parking
Garage
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Circular Driveway, Garage Faces Side
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Water Connected, Public
Water Source:
Public
Community
Association
Minimum Lease Term:
No Minimum
Pets Allowed?
Subdivision Name:
SEVILLA
Senior Community:
No
Association Fee Required:
Required
Association Management:
Tom Eastwood
Association Phone:
321-228-1547
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax 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)
Real Estate Folio Number (Parcel Number):
07-22-30-7939-00-630
Zoning:
R-1AA
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
High School:
Winter Park High
Middle Or Junior School:
Audubon Park K-8
Listing History
Originally published on:
October 7, 2026 3:17 pm
Active on the market since:
October 7, 2026
Listing Agreement executed on:
October 7, 2026
Purchase Contract Date:
October 9, 2026
Listing Status Last Changed On:
October 10, 2026 1:18 am
Photos updated on:
October 9, 2026 7:00 pm
Last Modified:
October 11, 2026 7:05 pm
Additional Information
Courtesy of:
FANNIE HILLMAN & ASSOCIATES
Attribution:
407-644-1234
Road Surface Type:
Paved
Location
Street Name:
SANTIAGO
Street Number:
304
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 35' 0.5''
Longitude:
W82° 38' 44.1''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of October 11, 2026, 7:05 PM.