419 Greenfield Rd

Winter Haven, FL 33884

$349,990
Price
3
Beds
1,924 Sq. Ft.
$182 / Sq. Ft.
1,924
Sq. Ft.
$182
per Sq. Ft.
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Description

Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves...Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves to cook the space they need to store items and create meals while hosting family or company. Right off of the kitchen there is a climate controlled Florida room, with an additional screened-in patio to the rear. When you are ready to retire for the evening, your primary bedroom has plenty of space to stretch out in and keep your belongings in the large walk-in closet. Move right in and leave your worries behind. Not only has the kitchen and flooring been recently upgraded, all your major components have been replaced within the last 5 years - brand new electric panel w/surge protection installed (May 2026), roof (2022) , water heater (2021), A/C (2021). Schedule your private tour and make this home yours for years to come.
  1. Listed by Ralph Eugene • Brokerage DRE #1047140 • BOARDWALK REALTY ASSOCIATES, LLC
    P: (813)-263-8432 C: (813)-263-8432 mr.ralpheugene@gmail.com

Property Details for 419 Greenfield Road

Subdivision Name
CYPRESSWOOD MDWS
Township
28
Garage Spaces
2
Waterfront
No
Furnished
Negotiable
LISTING UPDATED: 05/31/2026 04:02 PM

Property Details for 419 Greenfield Road

StatusActive
MLS #TB8513442
Days on Market9
Taxes$2,715 / year
HOA Fees$1,892 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1990
Lot Size0.16 AC / 6,778 SF
CountyPolk County
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Location

Listing Courtesy of BOARDWALK REALTY ASSOCIATES, LLC, Ralph Eugene
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Building Information for 419 Greenfield Road

Stories1Year Built1990Building Size-Lot Size0.16 AC / 6,778 SF

Payment Calculator

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$2,128 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,744

Property Taxes

$226

HOA Dues

$158

The Payment Calculator is for illustrative purposes only.

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Property Information for 419 Greenfield Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2519.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Pool, Sidewalks, Tennis Court(s)
  • Direction Faces: South
  • Directions: From Haines City area, head south on US-27 ,Turn right onto Dundee Rd, Turn left onto Cypresswood Blvd, Turn left onto Clubhouse Rd Continue onto Greenfield Rd Destination will be on the left. refer to your GPS for specific route from your current location.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 419
  • Street Name: GREENFIELD
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER HAVEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: 24-Hour Guard, Community Pool, Pool Maintenance
  • Association Fee Requirement: Required
  • Association Name: John Tashin
  • Association Phone: 863-280-6299
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Please verify with HOA for specific breed/pet restrictions
  • Tax Book Number: P-81
  • Tax Legal Description: LOT 35 OF UNREC CYPRESSWOOD MEADOWS BEG 244.68 FT N & 546.92 FT E OF SW COR OF SEC RUN SWLY ALONG CURVE 46.71 FT W 3 FT S 130 FT E 3 FT TO CURVE NELY ALONG CURVE 49 FT N 130 FT TO POB
  • Tax Lot: 35
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 272829000000044320
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Living Area: 1924
Property and Assessments
  • Year Built Numeric: 1990
  • Association Amenities: Clubhouse, Fitness Center, Gated, Golf Course, Pool
  • Flood Zone Code: X
  • Flood Zone Date: 12-22-2016
  • Flood Zone Panel: 12105C0369G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 29
  • Dock YN: No
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Irrigation System, Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Enclosed, Screened
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Spa: No
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace Features: Electric, Living Room, Non Wood Burning
  • Fireplace: Yes
  • Flooring: Tile
  • Heating: Electric, Natural Gas
  • Interior Features: Ceiling Fan(s), Open Floorplan, Stone Counters
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 1
  • Pets Allowed: Yes

Property History for 419 Greenfield Road

DateEvent & SourcePriceAppreciation
May 30, 2026

Listed (Active)

MFRMLS #TB8513442

$349,990—
Sep 9, 2022

Sold (Public Record)

Public Record #1497616525

$280,000—
Jul 29, 2022

Sold

MFRMLS #P4921676

$280,000—
DateEvent & SourcePrice
05/30/2026

Listed (Active)

MFRMLS #TB8513442

$349,990
09/09/2022

Sold (Public Record)

Public Record #1497616525

$280,000
07/29/2022

Sold

MFRMLS #P4921676

$280,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 419 Greenfield Road

Taxable ValueLand-Additions-Total-
Tax Record2025$1,976 ($165 / month)
Home Facts
Beds3Total Finished SqFt1,924 SqFtAbove Grade Finished SqFt1,924 SqFtStories1Lot Size6,778 SqFtStyleSingle Family ResidenceYear Built1990CountyPOLKAPN272829000000044320

Schools near 419 Greenfield Road

This home is within Polk.
Rating
School
Type
Grades
Distance
Frank E. Brigham Academy
Public - PK to 5
Elbert Elementary School
Public - PK to 5
Jewett School Of The Arts
Public - PK to 8
Jewett Middle Academy Magnet
Public - 6 to 8
Rating
School
Distance
Frank E. Brigham Academy
PublicPK to 5

Elbert Elementary School
PublicPK to 5

Jewett School Of The Arts
PublicPK to 8

Jewett Middle Academy Magnet
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 419 Greenfield Road, Winter Haven, FL 33884

419 Greenfield Road is a single family home for sale in Winter Haven, FL 33884. This property was listed for sale on May 30, 2026 by BOARDWALK REALTY ASSOCIATES, LLC, it's currently listed at $349,990. It has been on the market for a total of 9 days and was last sold on September 9, 2022. This listing's school district is Polk. Nearby schools include Frank E. Brigham Academy, Elbert Elementary School and Jewett School Of The Arts. 419 Greenfield Road is a 3-bed, 2-bath, 1,924 sqft single family home built in 1990.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of BOARDWALK REALTY ASSOCIATES, LLC, Ralph Eugene

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 05/31/2026 04:02 PM