304 Santiago Dr, photo 1
Active Under ContractOpen Sat 12 to 2 PM
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Overview

5 bd5 ba4,213 sqftSingle Family
TypeSingle Family
HOA$1,042.12/yr
Built1999
Lot21,828 sqft
Living area4,213 sqft
Price / sqft$521

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

Open house

Saturday, Oct 10 · 12:00 PM to 2:00 PM

About this home

Ceiling Fans(s)Crown MoldingEat-in KitchenHigh CeilingsPrimary Bedroom Main FloorSolid Wood CabinetsStone CountersThermostat

304 Santiago Dr is a 1999-built home in Sevilla, Winter Park. Inside you'll find 5 bedrooms, 5 bathrooms, and 4,213 square feet of living space. Listed at $2,195,000 (about $521/sqft), 3 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,042.12 annually.

From the listing

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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The essentials

Built
1999
Price / sqft
$521
On market
3 days
Annual tax
$11,778
HOA
$1,042.12/yr
Flood zone
X · Low risk
Lot
21,828 sqft
Type
Single Family Residence

At a glance

Single family
Built 1999
Private pool
In Ground
0.50 acres
Lot size
4,213 sqft
Living area

Payment

Est. monthly payment
$13,614/mo
Down payment (20%)
$439,000
Property taxes
$982/mo
HOA
$1,042.12/yr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1999
Lot
21,828 sqft
Cooling
Central Air
Heating
Central
Parking
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
Pool
In Ground, Gunite
Days on Market
3
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
Outdoor Kitchen
Rain Gutters
Sidewalk
Convection Oven
Cooktop
Dishwasher
Disposal
Electric Water Heater
Exhaust Fan
Microwave
Refrigerator
Wine Refrigerator
Middle
Audubon Park K-8
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2026)
$11,778
Parcel #
07-22-30-7939-00-630

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Sevilla
County
Orange
MLS Area
32789 - Winter Park
Lot Size
21,828 sqft
Corner LotCity LimitsLandscapedOversized LotSidewalk
HOA
$1,042.12/yr
Tom Eastwood

Price history

Date
Event
Price
10/9/2026
Pending sale
Source: Stellar MLS #O6447782
$2,195,000
$521/sqft
10/7/2026
Listed for sale
Source: Stellar MLS #O6447782
$2,195,000
$521/sqft

Neighborhood

304 Santiago Dr
Winter Park, FL, 32789 · 32789 - Winter Park

Market insights

Offer Insights

Choose an offer strength

List price: $2,195,000
$2.13M – $2.19M
97.2% – 100% of listTops out right at the list price
80% of listList price
96 of the last 191 home closings in 32789 landed at this number or higher (50%). The median one sat 21 days before it went under contract, and this one is on day 3.

Sample: 191 closed home sales in 32789 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$13,614/mo
Principal & interest$11,448
Property taxes$982
Insurance$1,098
HOA$87
Down payment20% · $439,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$2,195,000

$521 per sq ft

Beds and baths

5 beds, 5 baths

Size

4,213 sq ft

Time on market

3 days

Year built

1999

Monthly payment

About $13,614/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $11,778 annual tax bill, insurance, and the $1,042.12/yr HOA fee.

HOA fee

$1,042.12/yr

Managed by Tom Eastwood.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byFANNIE HILLMAN & ASSOCIATESListing agent: Lisa FlemingListing data from Stellar MLS, MLS# O6447782.

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