- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$2,195,000
Monthly Est:$10,925
5 Beds
- 5 Baths
4 full baths + 1 half bath
4,213sqft
304 Santiago Dr, Winter Park, FL 32789
$2,195,000
$10,925/moEst:
Get Pre-Approved
Single Family Residence
Built in 1999
$86.83/mo HOA
21,828 sqft lot
$521/sq.ft
Description
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!
- Houzeo last checked: 25 minutes ago
- Listing updated: October 7, 2026 at 5:27 pm
- Listing Provided by: Lisa Fleming (321) 228-8341 | FANNIE HILLMAN & ASSOCIATES (407) 644-1234
- Source: Stellar MLS-FL | MLS#: O6447782

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1999
HOA Fees
$86.83/mo
Finished Area
4,213 sqft
Lot Size
21,828 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6447782
MLS Status
Active
Days on Market
1

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
Tom Eastwood
HOA Fees
$1,042.12/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Living Room
Level: First
Area: 169.00 Square Feet
Dimensions: 13x13
Dining Room
Level: First
Area: 340.00 Square Feet
Dimensions: 17x20
Family Room
Level: First
Area: 234.00 Square Feet
Dimensions: 18x13
Kitchen
Level: First
Area: 210.00 Square Feet
Dimensions: 15x14
Dinette
Level: First
Area: 100.00 Square Feet
Dimensions: 10x10
Primary Bedroom
Level: First
Area: 400.00 Square Feet
Dimensions: 25x16
Office
Level: First
Area: 143.00 Square Feet
Dimensions: 13x11
Bedroom 2
Level: First
Area: 120.00 Square Feet
Dimensions: 12x10
Bedroom 3
Level: Second
Area: 154.00 Square Feet
Dimensions: 14x11
Bedroom 4
Level: Second
Area: 266.00 Square Feet
Dimensions: 19x14
Bonus Room
Level: Second
Area: 208.00 Square Feet
Dimensions: 16x13
Interior
Sewer
Public Sewer
Cooling
Central Air
Interior Features
Ceiling Fans(s), Crown Molding, Eat In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk In Closet(s), Wet Bar
Exterior Features
Outdoor Kitchen, Rain Gutters, Sidewalk
Flooring
Carpet, Hardwood, Tile
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Wine Refrigerator
Heating
Central
Construction
Year Built
Year Built: 1999
Home type
Single Family Residence
Foundation Details
Slab
Roof
Shingle
Construction Materials
Block, Stucco
Utilities & Energy
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
Fireplace Features
Family Room, Gas
Laundry Features
Inside, Laundry Room
Water Source
Public
Pool Features
In Ground, Gunite
Utilities
Electricity Connected, Public, Water Connected
Security Features
Security System, Smoke Detector(s)
Other Features
Patio And Porch Features
Covered, Patio
Subdivision Name
Sevilla
Lot Features
Corner Lot, City Limits, Landscaped, Oversized Lot, Sidewalk
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $2,195,000 +136.02% $521/sqft |
04/19/2017 Source: | Price Decreased | $930,000 -4.11% $221/sqft |
02/02/2017 Source: | Sold | $969,900 -2.52% $230/sqft |
04/01/2009 Source: | Listing Removed | $995,000 $236/sqft |
Nearby Homes
Find Homes by Property Features in Winter Park, FL
Nearby New Homes For Sale
Based on information from Stellar MLS® through Oct 08, 2026, 09:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information 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/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
Advertising Broker: Fred McGill | Simple Showing, Inc














