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For sale
  • $393,000

    260 Greenfield Rd, Winter Haven, FL 33884

    3beds
    1,947sqft
    : 
    Single Family Residence
    Built in 1978
    0.3 Acres Lot
    $-- Zestimate®
    $202/sqft
    $152/mo HOA

    What's special

    Screen-enclosed pool deckEn suite bathroomSerene pond viewsThoughtfully designed split-bedroom floorplanCircular driveSolid wood cabinetrySpacious walk-in closet
    Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours. AGENTS, please see remarks.
    40 days
    |
    691
    |
    32
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 09, 2026 at 11:37am

    Listing Provided by:

    Kayly Malinas, PA 863-258-1426,

    JOHN WOOD REALTY, INC. 863-324-9663

    Source: Stellar MLS,MLS#: P4937787MLS LogoOriginating MLS: East Polk

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Granite Counters, Makeup/Vanity Space, Stone Counters, Water Closet/Priv Toilet, Walk-In Closet(s)
      • Level: First
      • Area: 221 Square Feet
      • Dimensions: 13x17
      Kitchen
      • Features: Breakfast Bar
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 10x11
      Living room
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
      • Laundry: In Garage
      Features
      • Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Tile, Vinyl
      • Doors: French Doors
      • Windows: Aluminum Frames, Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 2,947
      • Total interior livable area: 1,947 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Faces Side, Golf Cart Parking
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck, Screened
      • Exterior features: Lighting
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground, Screen Enclosure
      • Has view: Yes
      • View description: Golf Course, Trees/Woods, Water, Pond
      • Has water view: Yes
      • Water view: Water,Pond
      Lot
      • Size: 0.3 Acres
      • Dimensions: 111 x 114
      • Features: Landscaped, Level, On Golf Course
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 272829000000024150
      • Zoning: R-1A
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1978

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
      • Security: Gated Community, Security Lights
      • Pet fee: $0 monthly
      • Subdivision: CYPRESSWOOD GREENFIELD VILLAGE
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
      • Services included: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund
      • HOA fee: $152 monthly
      • HOA name: Jonathan Turner
      • Second HOA name: Cypresswood Community Association
      Location
      • Region: Winter Haven

      Financial & listing details

      • Price per square foot: $202/sqft
      • Tax assessed value: $292,583
      • Annual tax amount: $5,885
      • Date on market: 2/10/2026
      • Cumulative days on market: 40 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        2/10/2026Listed for sale$393,000+124.6%$202/sqft
        Source: Stellar MLS #P4937787 Report a problem
        8/8/2013Sold$175,000-7.8%$90/sqft
        Source: Stellar MLS #P4625257 Report a problem
        4/28/2013Listed for sale$189,900+26.6%$98/sqft
        Source: JOHN WOOD REALTY #P4625257 Report a problem
        2/4/2010Sold$150,000-7.7%$77/sqft
        Source: Public Record Report a problem
        7/15/2004Sold$162,500+13.2%$83/sqft
        Source: Stellar MLS #P4529555 Report a problem
        2/10/1997Sold$143,500$74/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$5,478 +6.7%$266,797 +10%
        2023$5,133 +9.4%$242,543 +10%
        2022$4,692 +12.1%$220,494 +10%
        2021$4,186 +1.4%$200,449 +1.9%
        2020$4,129 +7.3%$196,634 +9.5%
        2019$3,848 -0.9%$179,624 +4.5%
        2018$3,883 +4.1%$171,949 +5.1%
        2017$3,729 +7.3%$163,662 +4.5%
        2016$3,474 -0.4%$156,682 -0.3%
        2015$3,487 +1.9%$157,212 -0.8%
        2014$3,422 +11%$158,553 +19.5%
        2013$3,082 +11.1%$132,654 +10%
        2012$2,775 -13.3%$120,595 -14.9%
        2011$3,201 -1.5%$141,781 -3%
        2010$3,249 -16.5%$146,176 -13.2%
        2009$3,892 +16.5%$168,338 -12.7%
        2008$3,342 $192,799
        2007-- --
        2006$4,541 --
        2005-- --
        2004$3,214 +4.3%--
        2003$3,080 +38.4%$130,190 +10.8%
        2002$2,225 +2%$117,469 +1.6%
        2001$2,181 $115,619

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $2,602/mo
        Principal & interest
        $1946
        Property taxes
        $504
        HOA Fees
        $152
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          Climate risks

          Neighborhood: 33884

          Getting around

          18 / 100
          Car-Dependent
          43 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Elbert Elem
          • Middle: Denison Middle
          • High: Winter Haven Senior

          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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