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$1,990,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,515 Sq. Ft.
  • Updated 4 days ago
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Under contract-accepting backup offers. Nestled in coveted Winter Park's Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-renovated chef's kitchen-an airy showpiece anchored by a 10-ft quartz island with bar seating, custom cabinetry, designer appliances, including a Thermidor side-by-side paneled refrigerator, Thermidor gas range & hood, and a Scotsman ice maker. The main hallway leads to the re-imagined primary retreat: spa-inspired bath with double vanities, oversized walk-in shower, soaking tub, dressing table, and custom closet. Two additional guest bedrooms share a refreshed full shower bath, while a separate en-suite-ideal for in-laws or overnight guests-enjoys direct access to the pool off the kitchen hall. Upstairs, a large bonus room with full bath adapts effortlessly to a 5th bedroom, media space, or private office. A utility-minded laundry/mud room links the interior to an oversized side-entry garage. Out back, entertain year-round beneath a covered lanai overlooking the expansive pool and sun deck. Mature oak canopy, manicured shrubs, and full privacy fencing create a park-like sanctuary just blocks from Park Avenue dining and the back gate to Mead Botanical Garden. Audubon K-8 and Winter Park High School District.

Full Property Details for 319 Santiago Dr

General

  • Price: $1,990,000
  • HOA FEE: $82/month
  • HOA FEE FREQ.: Annually
  • Taxes: $13,715 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6347294
  • Updated: 1/13/2026
  • Added to Site: 109 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 12
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Gas Dryer Hookup, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Tile

Exterior

  • Exterior Features: Irrigation System, Sidewalk
  • Deck/Patio: Covered, Front Porch, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: SEVILLA
  • Driving Directions: From Orange Avenue heading into Winter Park, turn right on Pennsylvania Avenue, then right on Santiago
  • Direction Faces: South

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park
  • Association: Yes
  • Assoc. Name: Catherine Philips
  • Assoc. Fees Include: Maintenance Repairs

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Sewer Connected

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Exterior Const.: Brick
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,515
  • Sq. Ft. Source: Public Records
  • Year Built: 1973

Lot Features

  • Lot Size (Acres): 0.45
  • Lot Size (Sq. Ft.): 19,487
  • Lot Size: 19487
  • Lot Dimensions: 133 x 140
  • Street/Road Desc.: Brick

Financial Considerations

  • Association Fee: $985
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $13,715.43
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: SEVILLA 3/24 LOT 2
  • Flood Zone Info: X
  • APN: 72230793900020
  • Property ID: 72230793900020

Listed by Anne Rogers Realty Group Inc

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Listing agent

— 319 Santiago Dr —

  • Anne Rogers Realty Group Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 319 Santiago Dr

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-81.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 319 Santiago Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2025
Listed
$1,990,000
80.91%
MLS
9/30/2016
Sold
$1,100,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 319 Santiago Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,715
—
$912,199
3%
2024
$13,715
4%
$886,491
3%
2023
$13,205
8%
$860,671
6%
2021
$12,219
-1%
$811,265
-3%
2022
$12,344
1%
$835,603
4%
2021
$12,219
—
$800,064
2%
2019
$12,166
—
$782,076
2%
2018
$12,106
1%
$767,494
2%
2017
$12,007
41%
$751,708
38%
2016
$8,531
-2%
$543,617
1%
2015
$8,734
-1%
$539,838
1%
2014
$8,809
17%
$535,554
15%
2013
$7,561
—
$466,948
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 319 Santiago Dr

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NMLS#: 1598647

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Listed by Anne Rogers Realty Group Inc

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319 Santiago Drive, Winter Park, FL 32789 (MLS# O6347294) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 319 Santiago Drive is currently listed for $1,990,000 and was received on October 01, 2025. Want to learn more about 319 Santiago Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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