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Off market
  • $738,000

    5221 Winding Way, Sarasota, FL 34242

    3beds
    1,717sqft
    Single Family Residence
    Built in 1963
    7,683 Square Feet Lot
    $738,000 Zestimate®
    $430/sqft
    $3,624 Estimated rent

    Home value

    $738,000

    $679,000 - $804,000

    $3,624/mo

    Zestimate® history
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    What's special

    Incredible, Idyllic, Island Escape on Siesta Key. Welcome to Twin Oak Pond, a deed restricted community with 37 single family residences in the neighborhood association. Whether surf is up or not, you will be happy relaxing on your screened in porch and watching the birdlife on the neighborhood pond ... rain or shine. This 3-bedroom, 2-bathroom split-plan home is reminiscent of old Florida and has a relaxed vibe thanks to the open floor plan. The large master bedroom is a retreat from reality and the en-suite master bathroom, with dual sinks and a whirlpool tub, is the perfect place to end each day. A large walk-in, master closet also has ample room for more than just bathing suits, shorts & sarongs -- business attire is allowed too. The additional 2 bedrooms, with new carpeting, will ensure your family and friends are happy hanging out when they are not at the beach. Siesta Beach is a 5 minute bicycle ride and Siesta Village only 2 more minutes away. Give your car a rest and spend the weekends and evenings cycling around and enjoying the quartz sand of Siesta & stunning sunsets. This charming home is the best value on Siesta Key and won't last long. Your island home is ready and waiting for you!

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Originating MLS: Sarasota - Manatee

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced air, Electric
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Range / Oven, Refrigerator
    • Laundry: Inside
    Features
    • Ceiling Fans(s), Eating Space In Kitchen, Open Floorplan, Split Bedroom, Walk-In Closet(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Window Treatments
    • Flooring: Tile
    • Windows: Blinds
    • Has fireplace: Yes
    Interior area
    • Structure area source: Public Records
    • Total interior livable area: 1,717 sqft

    Property

    Features
    • Levels: One
    • Patio & porch: Deck, Patio, Porch, Screened
    • Exterior features: Stucco
    • Fencing: Wood
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Pond
    • Body of water: TWIN OAK POND
    Lot
    • Size: 7,683 sqft
    • Features: Street Paved
    • Residential vegetation: Fruit Trees
    Details
    • Additional structures: Shed(s)
    • Parcel number: 0082010051
    • Zoning: RSF3

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • masonry
    • Foundation: Concrete
    • Roof: Other
    Condition
    • Completed
    • Year built: 1963

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Sewer Connected, Cable Connected, Water Connected

    Community & neighborhood

    Security
    • Security features: Security System Owned
    Location
    • Region: Sarasota
    • Subdivision: Twin Oak Pond

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $12 monthly

    Other

    Other facts
    • Additional Parcels YN: 0
    • Additional Rooms: Inside Utility, Family Room, Florida Room
    • Appliances: Dishwasher, Range, Refrigerator
    • Association Approval Required YN: 0
    • Association Fee Frequency: Annually
    • Association Fee Requirement: Required
    • Available For Lease YN: 1
    • Community Features: Deed Restrictions
    • Construction Materials: Block, Stucco
    • Cooling: Central Air
    • Country: US
    • Building Area Source: Public Records
    • DPRYN: 1
    • Exist Lse Tenant YN: 0
    • Fireplace YN: 0
    • Flooring: Ceramic Tile
    • Foundation Details: Slab
    • Disclosures: Lead Paint, HOA/PUD/Condo Disclosure
    • Heating: Central
    • Homestead YN: 1
    • Interior Features: Ceiling Fans(s), Eating Space In Kitchen, Open Floorplan, Split Bedroom, Walk-In Closet(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Window Treatments
    • Furnished: Unfurnished
    • Listing Service: Full Service
    • Listing Terms: Cash, Conventional
    • Lot Features: Street Paved
    • Major Change Type: Pending
    • Mls Status: Pending
    • New Construction YN: 0
    • Other Structures: Shed(s)
    • Ownership: Fee Simple
    • Patio And Porch Features: Deck, Patio, Porch, Screened
    • Pets Allowed: Yes
    • Pool Private YN: 0
    • Utilities: Electricity Connected, Sewer Connected, Cable Connected, Water Connected
    • Previous Status: Active
    • Property Sub Type: Single Family Residence
    • Property Type: Residential
    • Vegetation: Fruit Trees
    • Sewer: Public Sewer
    • Syndicate To: Homes.com, HomeSnap, Realtor.com, Zillow/Trulia, International MLS
    • Water Access YN: 0
    • Water Extras YN: 0
    • Water Source: Public
    • Window Features: Blinds
    • Laundry Features: Inside
    • Lease Restrictions YN: 1
    • Num Of Own Years Prior To Lse: 0
    • Security Features: Security System Owned
    • Property Condition: Completed
    • Levels: One
    • View: Water
    • Water View YN: 1
    • County Or Parish: Sarasota
    • List Agent AOR: Sarasota - Manatee
    • List AOR: Sarasota - Manatee
    • Water View: Pond
    • Garage YN: 0
    • Representation: Seller Represented
    • Roof: Other
    • Public Survey Section: 12
    • Waterfront YN: 1
    • Flood Zone Code: AE
    • Exterior Features: Hurricane Shutters
    • Direction Faces: West
    • Room Count: 7
    • Public Survey Range: 17
    • Minimum Lease: 1 Month
    • Parking Features: Circular Driveway
    • Waterfront Features: Pond
    • Association Fee: 150.00
    • Year Built: 1963
    • Water Frontage Feet Pond: 20
    • Waterfront Feet Total: 20
    • MLS Area Major: 34242 - Sarasota/Crescent Beach/Siesta Key
    • Zoning: RSF3
    • Additional Lease Restrictions: See Deed Restrictions
    • Pet Restrictions: see deed restrictions
    • Flood Zone Date: 1992-09-03
    • Building Area Total: 2029.00
    • Living Area: 1717.00
    • Subdivision Name: Twin Oak Pond
    • Fencing: Wood
    • Flood Zone Panel: 1251440143E
    • Water Body Name: TWIN OAK POND
    • Association Name: Cindi
    • Tax Year: 2020
    • Total Acreage: 0 to less than 1/4
    • Tax Annual Amount: 4004.99
    • Listing terms: Cash, Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    12/30/2020Sold$535,000$312/sqft
    Source: Stellar MLS #A4484199 Report a problem
    12/1/2020Pending sale$535,000$312/sqft
    Source: COLDWELL BANKER REALTY #A4484199 Report a problem
    11/21/2020Listed for sale$535,000+28.9%$312/sqft
    Source: COLDWELL BANKER REALTY #A4484199 Report a problem
    11/8/2016Sold$415,000-5.7%$242/sqft
    Source: Stellar MLS #T2794257 Report a problem
    8/26/2016Listed for sale$439,900$256/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    8/12/2016Pending sale$439,900$256/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    8/8/2016Price change$439,900-4.3%$256/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    5/26/2016Price change$459,900-1.1%$268/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    2/18/2016Price change$465,000-2.3%$271/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    12/28/2015Price change$475,900+5.8%$277/sqft
    Source: COMMUNITY REALTY ASSOCIATES #T2794257 Report a problem
    10/5/2015Listed for sale$449,900$262/sqft
    Source: Owner Report a problem
    9/1/2015Listing removed$449,900$262/sqft
    Source: RE/MAX ALLIANCE GROUP #A4122009 Report a problem
    7/23/2015Price change$449,900-2.2%$262/sqft
    Source: RE/MAX ALLIANCE GROUP #A4122009 Report a problem
    5/14/2015Listed for sale$459,900-2.1%$268/sqft
    Source: RE/MAX ALLIANCE GROUP #A4122009 Report a problem
    3/4/2015Listing removed$469,900$274/sqft
    Source: Visual Tour #M5903166 Report a problem
    2/13/2015Price change$469,900-4.1%$274/sqft
    Source: RE/MAX Alliance Group #M5903166 Report a problem
    11/5/2014Listed for sale$489,900+4.2%$285/sqft
    Source: RE/MAX Alliance Group #M5903166 Report a problem
    10/1/2014Listing removed$470,000$274/sqft
    Source: RE/MAX Alliance Group #M5845515 Report a problem
    7/22/2014Price change$470,000-1.9%$274/sqft
    Source: RE/MAX Alliance Group #M5845515 Report a problem
    5/23/2014Price change$478,900-0.6%$279/sqft
    Source: RE/MAX ALLIANCE GROUP #M5845515 Report a problem
    4/16/2014Listed for sale$482,000+51.1%$281/sqft
    Source: RE/MAX ALLIANCE GROUP #M5845515 Report a problem
    4/22/2011Listing removed$1,600$1/sqft
    Source: SARASOTA BEACH RENTALS #A3938582 Report a problem
    3/11/2011Price change$1,600-11.1%$1/sqft
    Source: SARASOTA BEACH RENTALS #A3938582 Report a problem
    2/16/2011Listed for rent$1,800$1/sqft
    Source: SARASOTA BEACH RENTALS #A3938582 Report a problem
    1/29/2011Listing removed$318,900+1.6%$186/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    1/28/2011Sold$314,000+38.3%$183/sqft
    Source: Public Record Report a problem
    3/31/2000Sold$227,000+87.6%$132/sqft
    Source: Public Record Report a problem
    11/28/1995Sold$121,000$70/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$7,393 -6.3%$590,100 +1.4%
    2024$7,892 +2.3%$581,780 +10%
    2023$7,712 +8.5%$528,891 +10%
    2022$7,110 +23%$480,810 +10%
    2021$5,781 +38.6%$437,100 +30.3%
    2020$4,172 +3.5%$335,442 +2.3%
    2019$4,030 $327,900 -3.2%
    2018$4,030 -2.9%$338,870 +2.1%
    2017$4,149 +8.9%$331,900 -1.9%
    2016$3,808 $338,300 +4.7%
    2015$3,808 $323,000 +12.3%
    2014$3,808 +0.5%$287,500
    2013$3,791 +2.7%$287,500 +16.2%
    2012$3,692 +1.2%$247,500 -0.4%
    2011$3,647 +19.8%$248,500 +7%
    2010$3,044 -13.5%$232,200 -11.9%
    2009$3,518 $263,500 -7.9%
    2008$3,518 -1.5%$286,017 +3%
    2007$3,571 $277,686 +2.5%
    2006-- $270,913 +3%
    2005-- $263,022 +3%
    2004$3,735 -1.1%$255,361 +1.9%
    2003$3,775 -1.9%$250,600 +8.5%
    2002$3,847 +16%$231,000 +11.6%
    2001$3,316 +75.8%$207,000 +60%
    2000$1,886 $129,404

    Find assessor info on the county website

    Neighborhood: 34242

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Phillippi Shores Elementary
    • Middle: Brookside Middle
    • High: Sarasota High

    Source: The 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
    $738,000
    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
    $738,000