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For sale
  • $334,900

    416 Sandestin Dr, Winter Haven, FL 33884

    3beds
    1,744sqft
    : 
    Single Family Residence
    Built in 1986
    8,355 Square Feet Lot
    $-- Zestimate®
    $192/sqft
    $158/mo HOA

    What's special

    Remodeled bathsExtra large bathroomMaster suiteCommunity poolWood burning fireplaceVolume ceilingsNewer roof
    UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. REDUCED! Beautifully remodeled and ready for the discerning buyer. Large 3 BR/2BA patio home located in beautiful Cypresswood Golf Community. This home features updated gourmet kitchen, remodeled baths, newer roof, whole house Generac generator with new 10 year warranty, natural gas instant hot water heater, new refrigerator 2022, new gas range, new garage door opener, Bosch dishwasher, real wood/bamboo flooring, volume ceilings, wood burning fireplace, AC-2016, paver driveway and walks, replumbed-2016---too many upgrades to list!! 3rd bedroom is being used as the dining room but easily converted back to bedroom. Master suite with extra large bathroom, 7 ft tiled shower, large walk-in closet. Located in beautiful, gated golf community that features club house w/pub, newly remodeled community pool, tennis, pickleball, golf, and so much more. Affordable HOA! Owner is Realtor.
    304 days
    |
    245
    |
    11
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 25, 2026 at 05:54am

    Listing Provided by:

    Sharon Watson 863-557-4800,

    CENTURY 21 WATSON & MYERS REALTY 863-324-1000

    Source: Stellar MLS,MLS#: P4929557MLS LogoOriginating MLS: East Polk

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 216 Square Feet
    • Dimensions: 18x12
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    • Area: 144 Square Feet
    • Dimensions: 12x12
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    • Area: 154 Square Feet
    • Dimensions: 14x11
    Balcony porch lanai
    • Level: First
    • Area: 120 Square Feet
    • Dimensions: 12x10
    Foyer
    • Level: First
    • Area: 35 Square Feet
    • Dimensions: 7x5
    Kitchen
    • Level: First
    • Area: 221 Square Feet
    • Dimensions: 17x13
    Living room
    • Level: First
    • Area: 405 Square Feet
    • Dimensions: 27x15
    Heating
    • Central, Electric, Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
    • Laundry: Inside, Laundry Closet
    Features
    • Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Walk-In Closet(s)
    • Flooring: Bamboo, Carpet, Ceramic Tile
    • Doors: French Doors
    • Windows: Double Pane Windows, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Total structure area: 2,467
    • Total interior livable area: 1,744 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, Patio, Porch, Rear Porch, Screened, Side Porch
    • Exterior features: Irrigation System, Private Mailbox, Sprinkler Metered
    • Has view: Yes
    • View description: Garden
    Lot
    • Size: 8,355 Square Feet
    • Features: In County, Level, Near Golf Course
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 272829000000044860
    • Zoning: PUD
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Florida
    • Property subtype: Single Family Residence
    Materials
    • Block, Cedar, HardiPlank Type, Stucco
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • Completed
    • New construction: No
    • Year built: 1986

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
    Green energy
    • Energy efficient items: Appliances, Insulation, Water Heater, Windows
    • Indoor air quality: HVAC Filter MERV 8+
    • Construction elements: Renewable Materials

    Community & HOA

    Community
    • Features: Clubhouse, Fitness Center, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Pool, Restaurant, Tennis Court(s)
    • Security: Gated Community, Security System
    • Subdivision: CYPRESSWOOD MEADOWS
    HOA
    • Has HOA: Yes
    • Amenities included: Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pool, Security, Tennis Court(s)
    • Services included: Community Pool, Pool Maintenance, Private Road, Recreational Facilities
    • HOA fee: $158 monthly
    • HOA name: Meadows HOA/John Tasin
    • HOA phone: 863-280-6299
    • Second HOA name: Cypresswood Community Association
    • Pet fee: $0 monthly
    Location
    • Region: Winter Haven

    Financial & listing details

    • Price per square foot: $192/sqft
    • Tax assessed value: $230,043
    • Annual tax amount: $1,593
    • Date on market: 3/14/2024
    • Cumulative days on market: 513 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
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    2/25/2026Listed for sale$334,900$192/sqft
    Source: Stellar MLS #P4929557 Report a problem
    2/20/2026Pending sale$334,900$192/sqft
    Source: Stellar MLS #P4929557 Report a problem
    11/25/2025Price change$334,900-1.2%$192/sqft
    Source: Stellar MLS #P4929557 Report a problem
    10/13/2025Price change$339,000-3.1%$194/sqft
    Source: Stellar MLS #P4929557 Report a problem
    7/18/2025Price change$349,900-1.4%$201/sqft
    Source: Stellar MLS #P4929557 Report a problem
    5/12/2025Listed for sale$354,900-2.8%$203/sqft
    Source: Stellar MLS #P4929557 Report a problem
    9/27/2024Listing removed$365,000$209/sqft
    Source: Stellar MLS #P4929557 Report a problem
    9/3/2024Price change$365,000-1.1%$209/sqft
    Source: Stellar MLS #P4929557 Report a problem
    3/14/2024Listed for sale$369,000+188.3%$212/sqft
    Source: Stellar MLS #P4929557 Report a problem
    3/24/2021Listing removed--
    Source: Owner Report a problem
    8/2/2016Listing removed$128,000+16.4%$73/sqft
    Source: Owner #2704678 Report a problem
    10/5/2015Sold$110,000-14.1%$63/sqft
    Source: Public Record Report a problem
    6/23/2015Price change$128,000+2.4%$73/sqft
    Source: Owner Report a problem
    6/3/2015Price change$125,000-10.4%$72/sqft
    Source: Owner Report a problem
    4/3/2015Price change$139,500+0.4%$80/sqft
    Source: Keller Williams - Lakeland #L4704528 Report a problem
    3/28/2015Price change$139,000-7%$80/sqft
    Source: Smart Realty of Polk Inc dba Keller Williams Realty #L4704528 Report a problem
    2/10/2015Listed for sale$149,500$86/sqft
    Source: Smart Realty of Polk Inc dba Keller Williams Realty #L4704528 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$1,152 +2.9%$128,769 +3%
    2023$1,119 +3.1%$125,018 +3%
    2022$1,086 +0%$121,377 +3%
    2021$1,086 +1.1%$117,842 +1.4%
    2020$1,074 +0.6%$116,215 +2.3%
    2019$1,068 -27.4%$113,602 +1.9%
    2018$1,470 +2.7%$111,484 +2.1%
    2017$1,432 +41.5%$109,191 +2.1%
    2016$1,012 -45.2%$106,945 -12.3%
    2015$1,847 -12.8%$121,896 -1.9%
    2014$2,118 +129.4%$124,198 +27%
    2013$923 +3.7%$97,806 +1.7%
    2012$890 -26.3%$96,171 -16.9%
    2011$1,208 -2.3%$115,797 -0.3%
    2010$1,236 -0.8%$116,149 +2.7%
    2009$1,246 +6.3%$113,095 +0.1%
    2008$1,172 $112,982
    2007-- --
    2006$1,436 --
    2005-- --
    2004$1,256 +2.6%--
    2003$1,224 +0.8%$98,992 +2.4%
    2002$1,215 +2.2%$96,672 +1.6%
    2001$1,189 $95,150

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,212/mo
    Principal & interest
    $1624
    Property taxes
    $430
    HOA Fees
    $158
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