423 Greenfield Rd

1,432 Sq. Ft.
$147 / Sq. Ft.
1,432
Sq. Ft.
$147
per Sq. Ft.

Description

Great house in gated Cyrpresswood neighborhood, close to US 27 and I 4, gplf community with multiple courses in the neighborhood. Fresh paint on the house, roof is right at 10 years old, A/C is about 7 years old estimated. Great place to live with clubhouse and restaurant in neighborhood, community pool, no need to leave the neighborhood. Nice 2 bed/2bath with Florida room that has the possibility to convert into a third bedroom. Come see today.Great house in gated Cyrpresswood neighborhood, close to US 27 and I 4, gplf community with multiple courses in the neighborhood. Fresh paint on the house, roof is right at 10 years old, A/C is about 7 years old estimated. Great place to live with clubhouse and restaurant in neighborhood, community pool, no need to leave the neighborhood. Nice 2 bed/2bath with Florida room that has the possibility to convert into a third bedroom. Come see today.
  1. Listed by Chace Vaughn • Brokerage DRE #89650 • TOWN & COUNTRY REAL ESTATE
    P: (727)-348-8020 C: (727)-348-8020 Chacev@icloud.com

Property Details for 423 Greenfield Road

Subdivision Name
CYPRESSWOOD MDWS
Township
28
Garage Spaces
2
Waterfront
No
LISTING UPDATED: 12/29/2025 07:11 PM

Property Details for 423 Greenfield Road

StatusActive
MLS #P4936572
Days on Market120
Taxes$3,013 / year
HOA Fees$1,635 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1985
Lot Size0.16 AC / 7,157 SF
CountyPolk County

Location

Listing Courtesy of TOWN & COUNTRY REAL ESTATE, Chace Vaughn
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Building Information for 423 Greenfield Road

Stories1Year Built1985Building Size-Lot Size0.16 AC / 7,157 SF

Payment Calculator

$1,411 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,024

Property Taxes

$251

HOA Dues

$136

The Payment Calculator is for illustrative purposes only.

Property Information for 423 Greenfield Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 1985.0
  • Building Area Units: Square Feet
  • Direction Faces: Southeast
  • Directions: Off of US 27 going south, take a right on Dundee, then go about a mile and take a left into Cypresswood. Go down 1 mile and turn left at the second stop sign onto Greenfield, home will be soon the left hand side.
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 423
  • 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 Requirement: Required
  • Association Name: Cypresswood HOA
  • Association: Yes
  • CDD: No
  • Number Of Pets: 3
  • Pet Restrictions: See HOA docs
  • Tax Book Number: P-81
  • Tax Legal Description: BEG 243.48 FT N & 392.22 FT E OF SW COR OF SECTION RUN E 55 FT S 130 FT W 47 FT TO POINT ON CURVE WLY ALONG CURVE 8 FT N 129.98 FT TO POB BEING LOT 37 OF UNREC CYPRESSWOOD MEADOWS
  • Tax Lot: 37
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 272829000000044620
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Living Area: 1432
Property and Assessments
  • Year Built Numeric: 1985
  • Flood Zone Code: X
  • Flood Zone Date: 12-22-2016
  • Flood Zone Panel: 12105C0369G
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 29
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Fire Hydrant
  • Water Source: None
Interior and Exterior Features
Exterior Features
  • Construction Materials: Brick, Stucco
  • Exterior Features: Irrigation System, Lighting
  • Foundation Details: Slab
  • Levels: One
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 2
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Tankless Water Heater
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Ceramic Tile
  • Heating: Central, Heat Pump
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Living Room/Dining Room Combo, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s)
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 4.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Currency Monthly Rent Amt: $1,350.00
  • Days Notice To Tenant If Not Ren: 30 days
  • Minimum Lease Period: 0
  • Pets Allowed: Breed Restrictions

Property History for 423 Greenfield Road

DateEvent & SourcePriceAppreciation
Dec 3, 2025

Price Change

MFRMLS #P4936572

$210,000—
Oct 28, 2025

Price Change

MFRMLS #P4936572

$220,000—
Oct 6, 2025

Listed (Active)

MFRMLS #P4936572

$239,900—
Aug 12, 2025

Withdrawn

MFRMLS #P4934428

$230,000—
Apr 9, 2025

Listed (Active)

MFRMLS #P4934428

$245,000—
Apr 28, 2016

Sold (Public Record)

Public Record #569751928

$87,000

-6.0% / yr

Sep 3, 2015

Withdrawn

MFRMLS #P4701102

$80,000—
Aug 21, 2014

Listed (Active)

MFRMLS #P4701102

$109,900—
Jul 18, 2006

Sold

MFRMLS #L4592405

$159,900—
Jul 14, 2006

Sold (Public Record)

Public Record #199649709

$159,900—
Jun 16, 2006

Pending

MFRMLS #L4592405

—
Mar 10, 2006

Listed (Active)

MFRMLS #L4592405

$179,900—
DateEvent & SourcePrice
12/03/2025

Price Change

MFRMLS #P4936572

$210,000
10/28/2025

Price Change

MFRMLS #P4936572

$220,000
10/06/2025

Listed (Active)

MFRMLS #P4936572

$239,900
08/12/2025

Withdrawn

MFRMLS #P4934428

$230,000
04/09/2025

Listed (Active)

MFRMLS #P4934428

$245,000
04/28/2016

Sold (Public Record)

Public Record #569751928

$87,000

-6.0% / yr

09/03/2015

Withdrawn

MFRMLS #P4701102

$80,000
08/21/2014

Listed (Active)

MFRMLS #P4701102

$109,900
07/18/2006

Sold

MFRMLS #L4592405

$159,900
07/14/2006

Sold (Public Record)

Public Record #199649709

$159,900
06/16/2006

Pending

MFRMLS #L4592405

—
03/10/2006

Listed (Active)

MFRMLS #L4592405

$179,900

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

Public Records for 423 Greenfield Road

Taxable ValueLand$42,000Additions$151,094Total$193,094
Tax Record2025$2,497 ($208 / month)
Home Facts
Beds2Total Finished SqFt1,432 SqFtAbove Grade Finished SqFt1,432 SqFtStories1Lot Size7,157 SqFtStyleSingle Family ResidenceYear Built1985CountyPOLKAPN272829000000044620

Schools near 423 Greenfield Road

This home is within Polk.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - PK to 8
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.

Similar Homes

Similar Sold Homes

423 Greenfield Road is a single family home for sale in Winter Haven, FL 33884. This property was listed for sale on October 6, 2025 by TOWN & COUNTRY REAL ESTATE, it's currently listed at $210,000. It has been on the market for a total of 120 days and was last sold on April 28, 2016. This listing's school district is Polk. Nearby schools include Frank E. Brigham Academy, Elbert Elementary School and Jewett School Of The Arts. 423 Greenfield Road is a 2-bed, 2-bath, 1,432 sqft single family home built in 1985.

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 TOWN & COUNTRY REAL ESTATE, Chace Vaughn

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: 12/29/2025 07:11 PM