Skip main navigation
For sale
    • $615,000

    14827 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

    4beds
    2,648sqft
    : 
    $4,313/mo
    Get pre-qualified
    Single Family Residence
    Built in 2005
    5,814 Square Feet Lot
    $594,700 Zestimate®
    $232/sqft
    $243/mo HOA

    What's special

    Granite countertopsFrench doorsNew toilets throughoutCeiling fansFantastic storageLightning rodsGarden tub
    **Virtual staging in formal living and dining rooms. Video available.** Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!
    3 days
    |
    821
    |
    45
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Tennille Biggers 850-628-4455,

    KELLER WILLIAMS ELITE PARTNERS III REALTY 321-527-5111

    Source: Stellar MLS,MLS#: O6429897MLS LogoOriginating MLS: Lake and Sumter

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: Second
      • Area: 360 Square Feet
      • Dimensions: 20x18
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: Second
      • Area: 121 Square Feet
      • Dimensions: 11x11
      Bedroom 3
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 12x14
      Bedroom 4
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 12x14
      Dining room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Family room
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 20x12
      Kitchen
      • Features: Bar, Breakfast Bar, Pantry, Granite Counters, Walk-In Closet(s)
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Laundry
      • Level: First
      • Area: 40 Square Feet
      • Dimensions: 5x8
      Living room
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Office
      • Features: Ceiling Fan(s)
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 21x10
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
      • Flooring: Ceramic Tile, Laminate, Vinyl
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 3,300
      • Total interior livable area: 2,648 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 19x24
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Front Porch, Patio, Porch, Rear Porch, Screened
      • Exterior features: Irrigation System, Lighting, Other, Rain Gutters, Sidewalk
      • Has view: Yes
      • View description: Water, Pond
      • Has water view: Yes
      • Water view: Water,Pond
      • Waterfront features: Lake, Waterfront, Pond, Pond Access
      Lot
      • Size: 5,814 Square Feet
      • Dimensions: 57 x 110
      • Features: City Lot, In County, Landscaped, Level, Sidewalk
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 332227829007043
      • Zoning: PUD
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Phone Available, Sewer Connected, Sprinkler Recycled, Street Lights, Underground Utilities, Water Connected
      Green energy
      • Water conservation: Fl. Friendly/Native Landscape

      Community & HOA

      Community
      • Features: Community Boat Ramp, Fishing, Lake, Water Access, Waterfront, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
      • Security: Gated Community, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: STONEYBROOK WEST
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
      • Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Private Road, Recreational Facilities
      • HOA fee: $243 monthly
      • HOA name: Castle Group
      • HOA phone: 800-337-5850
      Location
      • Region: Winter Garden

      Financial & listing details

      • Price per square foot: $232/sqft
      • Tax assessed value: $535,817
      • Annual tax amount: $4,670
      • Date on market: 8/3/2026
      • Cumulative days on market: 3 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $594,700

        $565,000 - $624,000

        $3,711/mo

        Price history

        DateEventPrice
        8/3/2026Listed for sale$615,000+64%$232/sqft
        Source: Stellar MLS #O6429897 Report a problem
        7/19/2019Sold$375,000+23%$142/sqft
        Source: Public Record Report a problem
        6/15/2016Sold$305,000+20.6%$115/sqft
        Source: Public Record Report a problem
        5/2/2014Sold$253,000-4.5%$96/sqft
        Source: Public Record Report a problem
        2/7/2014Listed for sale$265,000+47.2%$100/sqft
        Source: Sunstar Realty, LLC Report a problem
        12/16/2011Sold$180,000-16.3%$68/sqft
        Source: Public Record Report a problem
        5/2/2011Listing removed$215,000$81/sqft
        Source: Century 21 Professional Group, Inc #O5016337 Report a problem
        3/24/2011Price change$215,000-8.5%$81/sqft
        Source: Century 21 Professional Group, Inc #O5016337 Report a problem
        11/28/2010Listed for sale$235,000-10.2%$89/sqft
        Source: Century 21 Professional Group, Inc #O5016337 Report a problem
        3/31/2005Sold$261,600$99/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$4,468 +3%$279,468 +3%
        2023$4,339 +2.7%$271,328 +3%
        2022$4,227 +4.4%$263,425 +3%
        2021$4,050 +0.7%$255,752 +1.4%
        2020$4,022 -10.4%$252,221 -11.2%
        2019$4,490 +0.1%$283,918 +1.9%
        2018$4,485 $278,624 +2%
        2017$4,485 +2.4%$273,091 +4.3%
        2016$4,382 +20.4%$261,911 +10.3%
        2015$3,638 +15.4%$237,552 +4.8%
        2014$3,153 +2.2%$226,759 +21.3%
        2013$3,086 -16.6%$186,883 +2.7%
        2012$3,698 +19.4%$181,944 -2.1%
        2011$3,098 -7.6%$185,867 -9.8%
        2010$3,354 $205,961 -13.4%
        2009-- $237,783 -23.9%
        2008$4,570 +0.3%$312,377 -7.4%
        2007$4,558 -7.2%$337,312 +18.2%
        2006$4,914 +321.2%$285,276 +533.9%
        2005$1,167 +19.3%$45,000 +28.6%
        2004$978 +743.5%$35,000 +451.2%
        2003$116 $6,350
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 34787

        Getting around

        4 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Whispering Oak Elem
        • Middle: SunRidge Middle
        • High: West Orange High

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

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Winter Garden Topics

                Search
                Updates
                Favorites
                Plan
                Inbox