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For sale
    • $550,000

    4424 HIGHLAND PARK #5, SARASOTA, FL 34235

    3beds
    2,120sqft
    : 
    $4,503/mo
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    Villa
    Built in 1988
    5.52 Acres Lot
    $521,600 Zestimate®
    $259/sqft
    $1,045/mo HOA

    What's special

    Beautifully remodeled villa-style homeBeautiful viewsFresh interior paintMajestic oak treesGenerously sized two-car garageWood burning fireplaceBuilt in wet bar
    Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
    94 days
    |
    577
    |
    13
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kathy Morgan 941-932-5939,

    MORGAN JOHNSON REALTY LLC 941-932-5939

    Source: Stellar MLS,MLS#: A4692053MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 300 Square Feet
      • Dimensions: 20x15
      Bedroom 2
      • Features: Built-In Shower Bench, Built-in Closet
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Bedroom 3
      • Features: Tub with Separate Shower Stall, Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bathroom 1
      • Features: Split Vanities
      • Level: First
      • Area: 149.52 Square Feet
      • Dimensions: 8.9x16.8
      Bathroom 2
      • Features: Built-In Shower Bench
      • Level: First
      Dining room
      • Features: Breakfast Bar
      • Level: First
      • Area: 200 Square Feet
      • Dimensions: 20x10
      Florida room
      • Level: First
      • Area: 260 Square Feet
      • Dimensions: 26x10
      Great room
      • Features: Wet Bar
      • Level: First
      • Area: 364 Square Feet
      • Dimensions: 26x14
      Kitchen
      • Features: Stone Counters
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 11x14
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room, Same Floor As Condo Unit
      Features
      • Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Luxury Vinyl, Tile
      • Doors: Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Free Standing, Living Room, Masonry, Wood Burning
      Interior area
      • Total structure area: 2,963
      • Total interior livable area: 2,120 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, Garage Faces Side, Ground Level, Off Street
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Enclosed, Patio, Rear Porch
      • Exterior features: Courtyard, Private Entrance
      • Pool features: Auto Cleaner, Child Safety Fence, Gunite
      • Has spa: Yes
      • Spa features: In Ground
      • Has view: Yes
      • View description: Garden, Pool
      Lot
      • Size: 5.52 Acres
      • Features: Cul-De-Sac, Landscaped, Near Golf Course
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 0033051005
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Coastal,Contemporary,Florida,Patio
      • Property subtype: Villa
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Concrete,Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: None
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities
      Green energy
      • Energy efficient items: Appliances

      Community & HOA

      Community
      • Features: Buyer Approval Required, Deed Restrictions, Dog Park, Fitness Center, Golf Carts OK, Pool, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: HIGHLAND PARK
      HOA
      • Has HOA: Yes
      • Amenities included: Fitness Center, Golf Course, Pickleball Court(s)
      • Services included: Cable TV, Common Area Taxes, Community Pool, Insurance, Maintenance Grounds, Maintenance Repairs, Pest Control, Pool Maintenance, Private Road
      • HOA fee: $1,045 monthly
      • HOA name: Stokes Property Management
      • HOA phone: 941-355-4880
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $259/sqft
      • Tax assessed value: $443,700
      • Annual tax amount: $3,107
      • Date on market: 5/12/2026
      • Cumulative days on market: 12 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $521,600

        $496,000 - $548,000

        $3,330/mo

        Price history

        DateEventPrice
        5/12/2026Listed for sale$550,000$259/sqft
        Source: Stellar MLS #A4692053 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,107 +4.9%$239,728 +2.9%
        2024$2,961 +6.4%$232,972 +3%
        2023$2,784 +3.3%$226,186 +3%
        2022$2,696 +2.2%$219,598 +3%
        2021$2,637 +0.1%$213,202 +1.4%
        2020$2,636 +3.8%$210,258 +2.3%
        2019$2,538 $205,531 +1.9%
        2018$2,538 +2.7%$201,699 +2.1%
        2017$2,472 +0.5%$197,550 -29.3%
        2016$2,458 -1%$279,600 +13%
        2015$2,483 +0.4%$247,500 +31.8%
        2014$2,472 +0.4%$187,800
        2013$2,461 +1%$187,800
        2012$2,438 +1.5%$187,800
        2011$2,401 -6.1%$187,800 -3%
        2010$2,557 -11.6%$193,600 -15.8%
        2009$2,893 $229,900 -0.5%
        2008$2,893 -2.3%$230,958 +3%
        2007$2,963 $224,231 +2.5%
        2006-- $218,762 +3%
        2005-- $212,390 +3%
        2004$3,086 -1%$206,204 +1.9%
        2003$3,117 +1.3%$202,359 +2.4%
        2002$3,077 +7%$197,616 +1.6%
        2001$2,875 +3.2%$194,504 +3%
        2000$2,785 $188,839
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: The Meadows

        Getting around

        1 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Gocio Elementary
        • Middle: Booker Middle
        • High: Booker High

        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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