304 Santiago Drive, FL
Stellar MLS
1 / 1

$2,195,000

304 Santiago DriveWinter Park, FL 32789

Listing updated: October 7, 2026 at 1:27 PM ET

Active
Stellar MLSListing courtesy of Fannie Hillman & Associates · Lisa Fleming · MLS #O6447782 · Active · 407-644-1234
5
Beds
5
Baths
4,213
Sq Ft
0.5
Acres
1999
Built
◆Private pool◆Fireplace◆$521/sqft
Single Family Residence

Property type

1999

Year built

21,828 sqft

Lot size

$521

Price / sq ft

$87/mo

HOA dues

0

Days on market

X

Flood zone

About this home

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!

Estimated monthly payment

Principal & interest$11,099
Property taxes$982
Home insurance (est.)$1,006
HOA dues$87

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Oct 7, 2026
  2. Listed$2,195,000
    Oct 7, 2026
  3. Price increased$2,195,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Sevilla
County
Orange
Year built
1999
Living area
4,213 sq ft
Price/sq ft
$521
Building area
5,613 sq ft (Public Records)
Lot size
21,828 sq ft
Lot category
1/2 to less than 1
Flood zone
X (12095C0255F)
Pool
Private pool
Annual taxes
$11,778 (2026)
Parcel #
07-22-30-7939-00-630
Zoning
R-1AA
MLS #
O6447782

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Interior Details

Bedrooms
5
Full bathrooms
4
Half bathrooms
1
Flooring
Carpet, Hardwood, Tile
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Wine Refrigerator
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
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
North
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Attached garage
Yes
Parking features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side

HOA & Financial

HOA fee
$1,042 / Annually
Monthly HOA
$87/mo
Total monthly fees
$87/mo
Total annual fees
$1,042
HOA name
Tom Eastwood
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Outdoor Kitchen, Rain Gutters, Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected, Public, Water Connected

Community

Pets allowed
Yes

Schools

MiddleAudubon Park K-8GreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst13x13
Dining RoomFirst17x20
Family RoomFirst18x13
KitchenFirst15x14
DinetteFirst10x10
Primary BedroomFirst25x16
OfficeFirst13x11
Bedroom 2First12x10
Bedroom 3Second14x11
Bedroom 4Second19x14
Bonus RoomSecond16x13

Listing Details

Listing date
2026-10-07
On market date
2026-10-07
Original list price
$2,195,000
Occupant type
Owner
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-10-07
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)

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Pennsylvania Avenue to Santiago/Sevilla neighborhood. Home will be on Left.

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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.

Based on information submitted to the MLS GRID as of October 7, 2026 at 1:27 PM ET. All data is obtained from various sources and may not have been verified by 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.

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