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Under contract
    • $499,000

    171 S SHADOWBAY BOULEVARD, LONGWOOD, FL 32779

    3beds
    1,655sqft
    : 
    $3,385/mo
    Get pre-qualified
    Single Family Residence
    Built in 1984
    5,775 Square Feet Lot
    $-- Zestimate®
    $302/sqft
    $156/mo HOA

    What's special

    Expansive screened lanaiNewer appliancesPrivate backyard oasisBright open floor planSpacious primary suiteLight-filled kitchenWell-appointed en-suite bath
    Under contract-accepting backup offers. Welcome to this beautifully maintained home in the sought-after Shadowbay community, a deeded lakefront neighborhood offering private access to beautiful Lake Brantley. Designed with comfort and entertaining in mind, this home features a bright, open floor plan where the spacious living area flows seamlessly into the kitchen, creating the ideal gathering space for family and friends. The light-filled kitchen is a chef’s delight, featuring newer appliances, abundant cabinetry, and generous counter space for meal preparation and entertaining. The spacious primary suite offers a relaxing retreat with a well-appointed en-suite bath and ample room to unwind. Go outside to your private backyard oasis, where a sparkling swimming pool, and expansive screened lanai create the ideal setting for weekend barbecues, morning coffee or peaceful evenings under the stars. In the desirable Shadowbay community, residents enjoy deeded access to Lake Brantley, one of Central Florida’s premier ski lakes, along with a community tennis court and a welcoming neighborhood atmosphere. Conveniently near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer, this hidden gem combines an exceptional location with an outstanding lifestyle. Don’t miss the opportunity to make this beautiful home your own. Schedule your private showing today!
    4 days
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    Zillow last checked:

    Listing updated:

    Listed by:

    Lynda Miller 407-620-2924,

    PREMIER SOTHEBYS INT'L REALTY 407-333-1900

    Source: Stellar MLS,MLS#: O6427079MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Dinette
      • Level: First
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Kitchen
      • Features: Breakfast Bar
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Living room
      • Level: First
      • Area: 374 Square Feet
      • Dimensions: 22x17
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Other
      • Laundry: Other
      Features
      • Attic Fan, Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom
      • Flooring: Ceramic Tile, Hardwood
      • Doors: Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Decorative, Living Room
      Interior area
      • Total structure area: 2,344
      • Total interior livable area: 1,655 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Deck, Enclosed, Patio, Porch, Screened
      • Exterior features: Irrigation System, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Screen Enclosure
      • Fencing: Fenced
      • Waterfront features: Lake Privileges
      Lot
      • Size: 5,775 Square Feet
      • Features: Cul-De-Sac, In County
      Details
      • Parcel number: 04212952000000410
      • Zoning: R-3
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1984

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Water Access, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: SHADOWBAY UNIT 1
      HOA
      • Has HOA: Yes
      • HOA fee: $156 monthly
      • HOA name: Shadowbay
      Location
      • Region: Longwood

      Financial & listing details

      • Price per square foot: $302/sqft
      • Tax assessed value: $384,470
      • Annual tax amount: $5,259
      • Date on market: 7/23/2026
      • Cumulative days on market: 5 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/26/2026Contingent$499,000$302/sqft
        Source: Stellar MLS #O6427079 Report a problem
        7/23/2026Listed for sale$499,000+101.2%$302/sqft
        Source: Stellar MLS #O6427079 Report a problem
        8/31/2020Listing removed$2,000$1/sqft
        Source: Zillow Rental Manager Report a problem
        8/21/2020Listed for rent$2,000+11.1%$1/sqft
        Source: Zillow Rental Manager Report a problem
        5/4/2019Listing removed$1,800$1/sqft
        Source: INNOVATION PROPERTY MANAGEMENT INC #O5777174 Report a problem
        4/22/2019Price change$1,800-2.5%$1/sqft
        Source: INNOVATION PROPERTY MANAGEMENT INC #O5777174 Report a problem
        4/14/2019Price change$1,846-1.5%$1/sqft
        Source: INNOVATION PROPERTY MANAGEMENT INC #O5777174 Report a problem
        3/30/2019Listed for rent$1,875+8.7%$1/sqft
        Source: Innovation Property Management, Inc. Report a problem
        4/13/2016Listing removed$1,725-1.4%$1/sqft
        Source: HARA MANAGEMENT, INC #O5403544 Report a problem
        2/8/2016Price change$1,750-2.8%$1/sqft
        Source: HARA MANAGEMENT, INC #O5403544 Report a problem
        11/11/2015Listed for rent$1,800+0.3%$1/sqft
        Source: HARA MANAGEMENT, INC #O5403544 Report a problem
        6/27/2015Listing removed$1,795$1/sqft
        Source: HARA MANAGEMENT, INC #O5366471 Report a problem
        6/13/2015Price change$1,795-5.5%$1/sqft
        Source: HARA MANAGEMENT, INC #O5366471 Report a problem
        5/14/2015Listed for rent$1,900$1/sqft
        Source: HARA MANAGEMENT, INC #O5366471 Report a problem
        11/10/2014Sold$248,000-4.2%$150/sqft
        Source: Stellar MLS #O5322694 Report a problem
        10/3/2014Listed for sale$259,000+17.7%$156/sqft
        Source: Watson Realty Corp #O5322694 Report a problem
        3/28/2014Sold$220,000-4.3%$133/sqft
        Source: Public Record Report a problem
        1/4/2014Listed for sale$229,900+48.3%$139/sqft
        Source: Coldwell Banker Residential Real Estate LLC #O5201830 Report a problem
        4/29/2013Listing removed$155,000$94/sqft
        Source: EXIT Real Estate Results #o5156232 Report a problem
        4/28/2013Listed for sale$155,000-53.7%$94/sqft
        Source: EXIT Real Estate Results #o5156232 Report a problem
        5/4/2006Sold$334,500+80.8%$202/sqft
        Source: Public Record Report a problem
        6/6/2001Sold$185,000+25%$112/sqft
        Source: Public Record Report a problem
        8/7/1997Sold$148,000$89/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,654 +13.2%$384,470 +1.6%
        2024$4,997 +6%$378,270 +10%
        2023$4,714 +8.4%$344,007 +10%
        2022$4,347 +2.6%$312,734 +10%
        2021$4,237 +6.3%$284,304 +7.6%
        2020$3,985 +1%$264,121 +3.8%
        2019$3,944 $254,507 +1.9%
        2018$3,944 +5.6%$249,780 +18.8%
        2017$3,734 +11%$210,336 -7.9%
        2016$3,364 -7.9%$228,462 +24.8%
        2015$3,655 $183,104 +13.4%
        2014$3,655 +112.4%$161,514 +11.8%
        2013$1,721 +1.2%$144,452 -2.6%
        2012$1,700 -6.1%$148,340 -3.8%
        2011$1,811 -5.6%$154,136 -3.5%
        2010$1,919 -7.5%$159,795 -6.2%
        2009$2,074 -30.3%$170,386 -27.5%
        2008$2,977 -9.2%$235,131 -4.8%
        2007$3,278 -9.3%$246,980 +10.1%
        2006$3,615 +38.2%$224,303 +40.5%
        2005$2,615 +4.7%$159,598 +8%
        2004$2,498 +26.1%$147,800 +5.2%
        2003$1,981 -7.2%$140,556 -4.7%
        2002$2,136 +30.1%$147,560 +25.2%
        2000$1,641 $117,815
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 32779

        Getting around

        32 / 100
        Car-Dependent
        37 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Sabal Point Elementary
        • Middle: Rock Lake Middle
        • High: Lake Brantley 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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