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Sold for $1,250,000
  • $1,250,000

    209 HIGHLAND WOODS DRIVE, SAFETY HARBOR, FL 34695

    4beds
    3,168sqft
    Single Family Residence
    Built in 2000
    0.29 Acres Lot
    $1,249,500 Zestimate®
    $395/sqft
    $6,223 Estimated rent

    Home value

    $1,249,500

    $1.15M - $1.35M

    $6,223/mo

    Zestimate® history
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    What's special

    Covered lanaiTwo spacious secondary bedroomsSpacious laundry roomSparkling poolLight-filled family roomGrand double-door entryImpressive curb appeal
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Vanessa Leonard 727-647-2706,

    KELLER WILLIAMS REALTY- PALM HARBOR 727-772-0772

    Bought with:

    Peter Arner, 3454210

    COMPASS FLORIDA LLC

    Source: Stellar MLS,MLS#: TB8513515MLS LogoOriginating MLS: Suncoast Tampa

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    Rooms
    • Room types: Family Room, Dining Room, Living Room
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 249.34 Square Feet
    • Dimensions: 13.7x18.2
    Kitchen
    • Level: First
    • Area: 307.58 Square Feet
    • Dimensions: 16.9x18.2
    Living room
    • Level: First
    • Area: 212.01 Square Feet
    • Dimensions: 19.1x11.1
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Oven, Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
    • Laundry: Laundry Room
    Features
    • Ceiling Fan(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)
    • Flooring: Carpet, Tile
    • Doors: Sliding Doors
    • Has fireplace: No
    Interior area
    • Total structure area: 4,312
    • Total interior livable area: 3,168 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Driveway
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Sidewalk
    • Has private pool: Yes
    • Pool features: Gunite, In Ground, Screen Enclosure
    • Fencing: Fenced
    Lot
    • Size: 0.29 Acres
    • Residential vegetation: Mature Landscaping, Trees/Landscaped
    Details
    • Parcel number: 272816393530000360
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 2000

    Utilities & green energy

    • Electric: Photovoltaics Seller Owned
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
    Green energy
    • Energy generation: Solar

    Community & HOA

    Community
    • Features: Gated Community - No Guard
    • Pet fee: $0 monthly
    • Subdivision: HIGHLANDS AT SAFETY HARBOR THE
    HOA
    • Has HOA: Yes
    • HOA fee: $140 monthly
    • HOA name: Melrose Corporation
    • HOA phone: 813-918-1366
    Location
    • Region: Safety Harbor

    Financial & listing details

    • Price per square foot: $395/sqft
    • Tax assessed value: $889,180
    • Annual tax amount: $9,462
    • Date on market: 6/4/2026
    • Cumulative days on market: 4 days
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Asphalt

    Price history

    DateEventPrice
    7/31/2026Sold$1,250,000+4.3%$395/sqft
    Source: Stellar MLS #TB8513515 Report a problem
    7/8/2026Contingent$1,198,000$378/sqft
    Source: Stellar MLS #TB8513515 Report a problem
    6/12/2026Pending sale$1,198,000$378/sqft
    Source: Stellar MLS #TB8513515 Report a problem
    6/4/2026Listed for sale$1,198,000+112%$378/sqft
    Source: Stellar MLS #TB8513515 Report a problem
    7/20/2014Sold$565,000+0.9%$178/sqft
    Source: Public Record Report a problem
    5/20/2014Listed for sale$559,900+13.1%$177/sqft
    Source: RE/MAX REALTEC GROUP INC. #U7620429 Report a problem
    6/30/2003Sold$495,000+12.8%$156/sqft
    Source: Public Record Report a problem
    9/7/2000Sold$439,000$139/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$9,462 +5.6%$584,700 +2.9%
    2024$8,962 +1.3%$568,222 +3%
    2023$8,848 +2.6%$551,672 +3%
    2022$8,626 -1.6%$535,604 +3%
    2021$8,767 +0.1%$520,004 +1.4%
    2020$8,761 +1.5%$512,824 +2.3%
    2019$8,627 $501,294 +1.9%
    2018$8,627 +1.2%$491,947 +2.1%
    2017$8,526 +0.7%$481,829 +1.6%
    2016$8,466 -11.4%$474,429 -0.3%
    2015$9,552 +66%$476,067 +46.1%
    2014$5,755 +2%$325,864 +1.5%
    2013$5,643 +3.7%$321,048 +1.7%
    2012$5,443 $315,681 +0.4%
    2011-- $314,267 -12.1%
    2010-- $357,414 -18.4%
    2009-- $438,005 -4.8%
    2008$7,751 $459,979 +3%
    2007-- $446,582 -2.5%
    2005-- $458,200 +11.6%
    2004$7,697 -0.4%$410,700 +7.9%
    2003$7,730 +11.3%$380,800 -1.4%
    2002$6,943 $386,200 +7.2%
    2001$6,943 +330.6%$360,400 +365.6%
    2000$1,612 $77,400
    Find assessor info on the county website

    Neighborhood: 34695

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Safety Harbor Elementary-PN
    • Middle: Safety Harbor Middle-PN
    • High: Countryside High-PN

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $1,249,500
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,249,500