Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN
Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 2 of 61
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Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 5 of 61
Entry - 419 GREENFIELD RD, WINTER HAVEN
Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 7 of 61
Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 8 of 61
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Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 18 of 61
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Bedroom 2 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 2 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 2 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 2 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 3 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 3 - 419 GREENFIELD RD, WINTER HAVEN
Bedroom 3 - 419 GREENFIELD RD, WINTER HAVEN
Bath 2 shared - 419 GREENFIELD RD, WINTER HAVEN
Bath 2 shared - 419 GREENFIELD RD, WINTER HAVEN
Primary - 419 GREENFIELD RD, WINTER HAVEN
Primary - 419 GREENFIELD RD, WINTER HAVEN
Primary - 419 GREENFIELD RD, WINTER HAVEN
Primary - 419 GREENFIELD RD, WINTER HAVEN
Primary bath - 419 GREENFIELD RD, WINTER HAVEN
Primary bath - 419 GREENFIELD RD, WINTER HAVEN
Primary opens to climate controlled patio area - 419 GREENFIELD RD, WINTER HAVEN
Primary opens to climate controlled patio area - 419 GREENFIELD RD, WINTER HAVEN
Climate controlled patio/Florida room - 419 GREENFIELD RD, WINTER HAVEN
Climate controlled patio/Florida room - 419 GREENFIELD RD, WINTER HAVEN
Climate controlled patio/Florida room - 419 GREENFIELD RD, WINTER HAVEN
Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 41 of 61
Screened in patio - 419 GREENFIELD RD, WINTER HAVEN
Screened in patio - 419 GREENFIELD RD, WINTER HAVEN
Screened in patio - 419 GREENFIELD RD, WINTER HAVEN
Screened in patio - 419 GREENFIELD RD, WINTER HAVEN
Laundry in garage - 419 GREENFIELD RD, WINTER HAVEN
Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 47 of 61
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Single Family Residence at 419 GREENFIELD RD, WINTER HAVEN, photo 58 of 61
Community Entrance - 419 GREENFIELD RD, WINTER HAVEN
Club house - 419 GREENFIELD RD, WINTER HAVEN
Amenity Centers - 419 GREENFIELD RD, WINTER HAVEN
61 photos

$334,990

419 GREENFIELD RD
WINTER HAVEN, FL 33884
Listed by Ralph Eugene · BOARDWALK REALTY ASSOCIATES, LLC
Bedrooms
3
Bathrooms
2
Living area
1,924 sqft
Year built
1990

About this home

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.

Highlights

Fireplace

Property details

MLS #
MFRTB8513442
Property type
Single Family Residence
Subdivision
CYPRESSWOOD MDWS
Status
Active
Days on market
95
On market date
May 30, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.16 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
DUNDEE ELEMENTARY ACADEMY
1.82 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
626
Student:teacher ratio
15.3:1
District
POLK
Middle
DUNDEE RIDGE MIDDLE ACADEMY
2.89 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
761
Student:teacher ratio
19.5:1
District
POLK
High
DON E WOODS OPPORTUNITY CENTER
1.76 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
31
Student:teacher ratio
2.4:1
District
POLK

Walkability

Blended score for WINTER HAVEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

49
Somewhat walkable
out of 100
EPA National Walkability Index
7.5 / 20 -- Below average walkable
Google Places amenity density
65 / 100
Restaurants & cafes12
Grocery stores2
Parks1
Schools2
Transit stops0
Pharmacies2

Market position

How this listing compares to current activity in WINTER HAVEN, from live MLS data.

On the market 95 days -- 1 more days than WINTER HAVEN's current average of 94 days.
For reference, the median list price across 1,269 active listings in WINTER HAVEN right now is $247,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,167/mo
$66,998 down
$267,992 loan
Principal & interest$1,738
Property tax (est.)$279
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 2, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.