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209 HIGHLAND WOODS DRIVE
SAFETY HARBOR FL 34695 US

$1,198,000

Active Listing ID TB8513515
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4 bed
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4.00 Bath (4 Full)
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Lot: 0.29 Acres
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Single Family Residence

$1,198,000

Active Listing ID TB8513515
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209 HIGHLAND WOODS DRIVE Welcome to Highland Woods, one of Safety Harbor's most sought-after communities offering a great location and gated. The home is where luxury, comfort, and privacy come together in this exceptional pool home offering a three-way split floor plan, 4 bedrooms, a spacious bonus room, and 4 full bathrooms. From the moment you arrive, the home's impressive curb appeal shines with a beautifully landscaped homesite and an elegant brick-paver driveway. Step through the grand double-door entry into a stunning formal living and dining area, where expansive sliding glass doors frame picturesque views of the covered lanai, sparkling pool, and spa—creating the perfect backdrop for entertaining and everyday living. At the heart of the home is an oversized kitchen featuring abundant cabinetry, generous storage, and a sunny breakfast nook overlooking the pool and lanai. The kitchen flows seamlessly into the light-filled family room, where additional sliding glass doors provide easy indoor-outdoor living and access to the resort-style outdoor space. Designed with functionality in mind, the home's thoughtful layout offers two spacious secondary bedrooms on the side of the home, each featuring charming window seats and ample closet space, along with a shared full bath. A fourth bedroom is privately situated toward the rear of the home and enjoys convenient access to a full bath that also serves as a pool bath with direct exterior access. The luxurious primary suite is a true retreat, complete with a sitting area, private French door access to the lanai, and a stylish sliding barn door leading to the spa-inspired en suite bath. Here you'll find a deep soaking tub, walk-in shower, dual vanities, dedicated makeup vanity, and an oversized walk-in closet with custom built-in shelving. Additional highlights include a spacious laundry room, an oversized three-car side entry garage, and a versatile second-floor bonus room with its own full bath and walk-in shower. This flexible space is ideal as a media room, guest suite, home office, or potential fifth bedroom. Outside, enjoy Florida living at its finest with a covered brick-paver lanai, sparkling pool, relaxing spa, and private backyard surrounded by mature landscaping. The expansive outdoor living area provides the perfect setting for al fresco dining, entertaining, or simply enjoying the beautiful Florida weather year-round. Ideally located just minutes from charming downtown Safety Harbor, residents enjoy easy access to local shops, dining, community events, waterfront parks, and the natural beauty of Philippe Park. This remarkable home offers the space, flexibility, and lifestyle today's buyers are seeking. Schedule your private showing today and experience everything this exceptional Highland Woods residence has to offer. Other features include Solar fully paid off with average $50 a month electric bills and the home has back up generators that store the excess solar so that in power outages you have power, giving both a savings and convenience - Plantations shutters in various places, guest suites with additional split systems offering flexibilty for guests on the temperature of their rooms; Come check out this resort like living home today! Roof 2018, Solor 2020, AC 2021 WIFI speakers in home and on back deck.

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Property Features

  • Facts
  • Lot Size: 0.29 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Sidewalk, Sliding Doors, Pool
  • Floor Covering: Carpet, Tile
  • Roof Type: Shingle
  • Heating Fuels: Central
  • Additional Features
  • Pool

School Information

  • School
  • Safety Harbor Elementary-PN(Elementary)
  • Safety Harbor Middle-PN(MiddleSchool)
  • Countryside High-PN(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1198000
  • unparsedaddress: 209 HIGHLAND WOODS DRIVE
  • postalcity: SAFETY HARBOR
  • stateorprovince: FL
  • country: US
  • postalcode: 34695
  • bathroomsfull: 4
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.29
  • lotsizeunits: Acres
  • lotsizearea: 0.29
  • livingarea: 3168
  • livingareaunits: Square Feet
  • latitude: 28.014746
  • longitude: -82.686753
  • listagentfullname: Vanessa Leonard
  • listagentemail: vanessa@vanessaleonard.com
  • listagentkey: 3yd-MFRMLSFL-261501325
  • listagentmlsid: 261501325
  • listagentpreferredphone: 7276472706
  • listagentofficephone: 7277720772
  • listofficekey: 3yd-MFRMLSFL-260010721
  • listagentstatelicense: 651272
  • listofficemlsid: 260010721
  • 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: 2000
  • listingcontractdate: 2026-06-04
  • listagenturl: http://clearwater.yourkwoffice.com/
  • countyorparish: Pinellas
  • parcelnumber: 27-28-16-39353-000-0360
  • elementaryschool: Safety Harbor Elementary-PN
  • highschool: Countryside High-PN
  • appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block
  • flooring: Carpet, Tile
  • heating: Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-in Closet(s)
  • exteriorfeatures: Fencing, Sidewalk, Sliding Doors, Pool
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -82.68675, 28.014746
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-TB8513515", "OpenHouseEndTime": "2026-06-06T23:00:00+00:00", "OpenHouseId": "TB8513515", "OpenHouseRemarks": "Stunning 4 bed/4 bath PLUS bonus pool in terrific Safety Harbor location!", "OpenHouseStartTime": "2026-06-06T21:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":140}], "GeocodeOptions":null, "LeadRoutingEmail":"vanessa@vanessaleonard.com", "ListBrokerageCity":"Palm Harbor", "ListBrokerageCountry":"US", "ListBrokerageEmail":"KLRW138@KW.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/95/269586/20140708152034345.png", "ListBrokerageName":"Keller Williams Realty", "ListBrokeragePhone":"(727) 772-0772", "ListBrokeragePostalCode":"34684", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"35095 US 19 N #100", "ListBrokerageWebsiteUrl":"http://clearwater.yourkwoffice.com/", "ListOfficeAddress1":"30522 US HWY 19 N, Suite 107", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Palm Harbor", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw138@kw.com", "ListOfficePostalCode":"34684", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - SAFETY HARBOR, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/209-Highland-Woods-Dr_Safety-Harbor_FL_34695_M65456-94177?f=listhub&s=MFRMLSFL&m=TB8513515&c=rexren", "MLSModificationTimestamp":"2026-06-05T13:06:11Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":3, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9462, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/5/2026 3:05:14 PM GMT
Source Updated Date: 6/8/2026 1:00:21 AM GMT

Courtesy of: Vanessa Leonard, KELLER WILLIAMS REALTY- PALM H, vanessa@vanessaleonard.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.