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Single family home for sale at 260 Greenfield Rd, Winter Haven, FL 33884 | MLS# P4940214 | Listing updated on 2026-10-20
Photo 1 of Single family home for sale at 260 Greenfield Rd, Winter Haven, FL 33884 | MLS# P4940214 | Listing updated on 2026-10-20
Photo 2 of Single family home for sale at 260 Greenfield Rd, Winter Haven, FL 33884 | MLS# P4940214 | Listing updated on 2026-10-20
Photo 3 of Single family home for sale at 260 Greenfield Rd, Winter Haven, FL 33884 | MLS# P4940214 | Listing updated on 2026-10-20
Photo 4 of Single family home for sale at 260 Greenfield Rd, Winter Haven, FL 33884 | MLS# P4940214 | Listing updated on 2026-10-20
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$349,900

Monthly Est:$1,742

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,947sqft

260 Greenfield Rd, Winter Haven, FL 33884

$1,742/moEst:

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  • Single Family Residence

  • Built in 1978

  • $152.08/mo HOA

  • 12,876 sqft lot

  • $180/sq.ft

Description

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 private 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.

  • Houzeo last checked: 14 minutes ago
  • Listing updated: October 20, 2026 at 10:48 am
  • Listing Provided by: Kayly Malinas, PA (863) 258-1426 | JOHN WOOD REALTY, INC. (863) 324-9663
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: P4940214 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Polk County

  • City

    Winter Haven

  • Neighborhood

    --

  • Year Built

    1978

  • HOA Fees

    $152.08/mo

  • Finished Area

    1,947 sqft

  • Lot Size

    12,876 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    P4940214

  • MLS Status

    Active

  • Days on Market

    15

  • Cumulative Days on Market

    1

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Location

HOA Management

Jonathan Turner

HOA Fees

$1,825/ Annually

Cypresswood Community Association

HOA Fees

$-/

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Club House Club House

Tennis Tennis

Pool Pool

Gym Gym

Security Gate Security Gate

Security Guard Security Guard

Golf Golf

Basket Ball Basket Ball

Sports Court Sports Court

Recreation Facilities Recreation Facilities

Common Area Taxes Common Area Taxes

Private Road Private Road

Escrow Reserves Fund Escrow Reserves Fund

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Flooring

    Tile, Vinyl

  • Appliances

    Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer

  • Interior Features

    Ceiling Fans(s), Crown Molding, Eat In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk In Closet(s), Window Treatments

  • Sewer

    Public Sewer

  • Window Features

    Aluminum Frames, Window Treatments

  • Cooling

    Central Air

  • Heating

    Central

  • Exterior Features

    Lighting

Construction

  • Year Built

    Year Built: 1978

  • Home type

    Single Family Residence

  • Construction Materials

    Block

  • Foundation Details

    Slab

  • Property Condition

    Completed

  • Roof

    Shingle

Utilities & Energy

  • Water Source

    Public

  • Laundry Features

    In Garage

  • Parking Features

    Garage Faces Side, Golf Cart Parking

  • Pool Features

    In Ground, Gunite, Heated, Screen Enclosure

  • Association Amenities

    Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)

  • Utilities

    Bb/hs Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

  • Security Features

    Gated Community, Secured Garage/parking, Security Lights

Other Features

  • Lot Features

    Landscaped, Level, On Golf Course

  • Patio And Porch Features

    Deck, Screened

  • Community Features

    Clubhouse, Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Golf, Pool, Restaurant, Tennis Court(s)

  • Subdivision Name

    Cypresswood Greenfield Village

  • Vegetation

    Mature Landscaping, Trees/landscaped

Price History

DateEventPrice

10/19/2026

Source: mls_logoStellar MLS-FL #MFRP4940214

Listed for Sale

$349,900 -5.43%

$180/sqft

05/11/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRP4937787

Listing Removed

$370,000

$190/sqft

05/02/2026

Source: mls_logoStellar MLS-FL #MFRP4937787

Price Decreased

$370,000 -5.85%

$190/sqft

02/10/2026

Source: mls_logoStellar MLS-FL #MFRP4937787

Listed for Sale

$393,000 +124.57%

$202/sqft

08/09/2013

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRP4625257

Sold

$175,000 -7.85%

$90/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 04:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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