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304 SANTIAGO Drive
WINTER PARK FL 32789 US

$2,195,000

Active Under Contract Listing ID O6447782
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5 bed
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4,213 square feet
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.50 Acres
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Single Family Residence

$2,195,000

Active Under Contract Listing ID O6447782
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304 SANTIAGO Drive 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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Property Features

  • Facts
  • Lot Size: 0.50 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Outdoor Kitchen, Rain Gutters, Sidewalk
  • Floor Covering: Carpet, Tile, Hardwood
  • Roof Type: Shingle
  • Heating Fuels: Central
  • Additional Features
  • Fireplace
  • Patio
  • Pool

School Information

  • School
  • Audubon Park K-8(MiddleSchool)
  • Winter Park High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2195000
  • unparsedaddress: 304 SANTIAGO Drive
  • postalcity: WINTER PARK
  • stateorprovince: FL
  • country: US
  • postalcode: 32789
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.5
  • lotsizeunits: Acres
  • lotsizearea: 0.5
  • livingarea: 4213
  • livingareaunits: Square Feet
  • latitude: 28.583479
  • longitude: -81.354429
  • listagentfullname: Lisa Fleming
  • listagentemail: lisa@fanniehillman.com
  • listagentkey: 3yd-MFRMLSFL-261072829
  • listagentmlsid: 261072829
  • listagentpreferredphone: 3212288341
  • listagentofficephone: 3212288341
  • listofficekey: 3yd-MFRMLSFL-51588
  • listofficemlsid: 51588
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1999
  • listingcontractdate: 2026-10-07
  • listagentfax: 4076282908
  • listagenturl: https://www.FannieHillman.com
  • countyorparish: Orange
  • parcelnumber: 07-22-30-7939-00-630
  • highschool: Winter Park High
  • appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Wine Refrigerator
  • cooling: Central Air
  • constructionmaterials: Block, Stucco
  • flooring: Carpet, Tile, Hardwood
  • heating: Central
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Open
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: 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
  • exteriorfeatures: Outdoor Kitchen, Rain Gutters, Sidewalk
  • rooms: Bedroom 2, Bedroom 1, Bedroom 5, Bedroom 4, Bathroom 1, Family Room, Bathroom 5, Bedroom 3, Bathroom 3, Bathroom 2, Dining Room, Bonus Room, Bathroom 4
  • securityfeatures: Security System
  • otherstructures: Outdoor Kitchen
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.35443, 28.583479
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6447782", "OpenHouseEndTime": "2026-10-10 14:00:00", "OpenHouseId": "11491159", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-10-10 12:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6447782", "OpenHouseEndTime": "2026-10-11 15:00:00", "OpenHouseId": "11491179", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-10-11 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Fannie Hillman + Associates, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"lisa@fanniehillman.com", "ListBrokerageCity":"Winter Park", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Scott@fanniehillman.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/c9d25e617b4211e0bf6100219b994c72k-c1546861245r.png", "ListBrokerageName":"Fannie Hillman + Associates, Inc.", "ListBrokeragePhone":"(407) 644-1234", "ListBrokeragePostalCode":"32789", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"205 W Fairbanks Ave.", "ListBrokerageWebsiteUrl":"https://www.FannieHillman.com", "ListOfficeAddress1":"205 W Fairbanks Ave ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"51588", "ListOfficeCity":"Winter Park", "ListOfficeCountry":"US", "ListOfficeEmail":"scott@fanniehillman.com", "ListOfficePostalCode":"32789", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, WINTER PARK, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/304-Santiago-Dr_Winter-Park_FL_32789_M56043-69982?f=listhub&s=MFRMLSFL&m=O6447782&c=rexren", "MLSModificationTimestamp":"2026-10-10 01:19:10", "Neighborhoods":[{"Description":null, "Name":"SEVILLA"}], "PostalCode":null, "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":11778, "TaxDescription":"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)", "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/10/2026 1:41:55 AM GMT
Source Updated Date: 10/11/2026 12:52:36 AM GMT

Courtesy of: Lisa Fleming, FANNIE HILLMAN & ASSOCIATES, lisa@fanniehillman.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.