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.
For sale
Price cut: $5K (6/16)
$344,990
419 Greenfield Rd, Winter Haven, FL 33884
3beds
1,924sqft
Single Family Residence
Built in 1990
6,778 Square Feet Lot
$-- Zestimate®
$179/sqft
$158/mo HOA
What's special
- 26 days |
- 484 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Ralph Eugene 813-263-8432,
BOARDWALK REALTY ASSOCIATES, LLC 800-567-0535
Source: Stellar MLS,MLS#: TB8513442
Originating MLS: Suncoast Tampa
Originating MLS: Suncoast Tampa
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 14x16
Bedroom 2
- Features: Built-in Closet
- Level: First
- Dimensions: 10x14
Bedroom 3
- Features: Built-in Closet
- Level: First
Primary bathroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 6x4
Bathroom 2
- Features: No Closet
- Level: First
Kitchen
- Features: Stone Counters, No Closet
- Level: First
- Dimensions: 12x8
Living room
- Features: No Closet
- Level: First
Heating
- Electric, Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: In Garage
Features
- Ceiling Fan(s), Open Floorplan, Stone Counters
- Flooring: Tile
- Doors: Sliding Doors
- Has fireplace: Yes
- Fireplace features: Electric, Living Room, Non Wood Burning
Interior area
- Total structure area: 2,519
- Total interior livable area: 1,924 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Screened
- Exterior features: Irrigation System, Rain Gutters
Lot
- Size: 6,778 Square Feet
Details
- Parcel number: 272829000000044320
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1990
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Connected
Community & HOA
Community
- Features: Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Pool, Sidewalks, Tennis Court(s)
- Pet fee: $0 monthly
- Subdivision: CYPRESSWOOD MDWS
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Pool
- Services included: 24-Hour Guard, Community Pool, Pool Maintenance
- HOA fee: $158 monthly
- HOA name: John Tashin
- HOA phone: 863-280-6299
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $179/sqft
- Tax assessed value: $230,629
- Annual tax amount: $2,714
- Date on market: 5/30/2026
- Cumulative days on market: 26 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$1,985/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Price change | $344,990-1.4%$179/sqft |
Source:  Stellar MLS #TB8513442 Report a problem | ||
| 5/30/2026 | Listed for sale | $349,990+7.7%$182/sqft |
Source: Stellar MLS #TB8513442 Report a problem | ||
| 3/23/2026 | Listing removed | -- |
Source: Owner Report a problem | ||
| 2/17/2026 | Listed for sale | $325,000+16.1%$169/sqft |
Source: Owner Report a problem | ||
| 7/29/2022 | Sold | $280,000+1.8%$146/sqft |
Source: Public Record Report a problem | ||
| 7/8/2022 | Pending sale | $275,000$143/sqft |
Source: Stellar MLS #P4921676 Report a problem | ||
| 6/30/2022 | Listed for sale | $275,000+66.7%$143/sqft |
Source: Stellar MLS #P4921676 Report a problem | ||
| 12/10/2020 | Sold | $165,000-8.3%$86/sqft |
Source: Public Record Report a problem | ||
| 9/28/2020 | Pending sale | $179,900$94/sqft |
Source: KELLER WILLIAMS REALTY SMART 1 #P4910599 Report a problem | ||
| 6/18/2020 | Listed for sale | $179,900$94/sqft |
Source: KELLER WILLIAMS REALTY SMART 1 #P4910599 Report a problem | ||
| 6/10/2020 | Pending sale | $179,900$94/sqft |
Source: KELLER WILLIAMS REALTY SMART 1 #P4910599 Report a problem | ||
| 4/22/2020 | Listed for sale | $179,900+71.2%$94/sqft |
Source: KELLER WILLIAMS REALTY SMART 1 #P4910599 Report a problem | ||
| 1/23/2020 | Sold | $105,100-29.9%$55/sqft |
Source: Public Record Report a problem | ||
| 12/21/2004 | Sold | $150,000$78/sqft |
Source: Stellar MLS #P4578220 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,976 +3.3% | $193,023 +2.9% |
| 2024 | $1,913 +2.4% | $187,583 +3% |
| 2023 | $1,868 -26% | $182,119 +3.1% |
| 2022 | $2,526 +13.6% | $176,595 +10% |
| 2021 | $2,224 -0.7% | $160,541 +0.1% |
| 2020 | $2,241 +110% | $160,345 +40.6% |
| 2019 | $1,067 -27.4% | $114,033 +1.9% |
| 2018 | $1,469 +2.7% | $111,907 +2.1% |
| 2017 | $1,431 +41.6% | $109,605 +2.1% |
| 2016 | $1,010 -1.8% | $107,351 +0.7% |
| 2015 | $1,029 -20% | $106,605 +0.8% |
| 2014 | $1,287 +25.9% | $105,759 +1.5% |
| 2013 | $1,022 +2.8% | $104,196 +1.7% |
| 2012 | $994 -25.9% | $102,454 -17.3% |
| 2011 | $1,342 -6.3% | $123,915 -3.2% |
| 2010 | $1,432 -17.3% | $127,993 -9.4% |
| 2009 | $1,731 +6.6% | $141,344 +0.1% |
| 2008 | $1,623 | $141,203 |
| 2007 | -- | -- |
| 2006 | $1,915 | -- |
| 2005 | -- | -- |
| 2004 | $2,086 +2.9% | -- |
| 2003 | $2,027 +5.9% | $121,660 +8.5% |
| 2002 | $1,913 +0.4% | $112,120 +0.4% |
| 2001 | $1,905 | $111,630 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 33884
Nearby schools
GreatSchools rating
- 2/10Elbert Elementary SchoolGrades: PK-5Distance: 3.8 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 4.9 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 4.6 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Polk County
- Winter Haven
- 33884
- 419 Greenfield Rd
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