Under contract-accepting backup offers. 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.
Pending
$210,000
423 Greenfield Rd, Winter Haven, FL 33884
2beds
1,432sqft
Est.:
Single Family Residence
Built in 1985
7,157 Square Feet Lot
$204,800 Zestimate®
$147/sqft
$136/mo HOA
What's special
Florida roomCommunity pool
- 163 days |
- 124 |
- 2 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: February 09, 2026 at 01:41pm
Listing Provided by:
Chace Vaughn 727-348-8020,
TOWN & COUNTRY REAL ESTATE 863-293-1141
Source: Stellar MLS,MLS#: P4936572
Originating MLS: East Polk
Originating MLS: East Polk
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 324 Square Feet
- Dimensions: 18x18
Dining room
- Features: No Closet
- Level: First
- Area: 192 Square Feet
- Dimensions: 16x12
Kitchen
- Features: No Closet
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Living room
- Features: No Closet
- Level: First
- Area: 384 Square Feet
- Dimensions: 24x16
Heating
- Central, Heat Pump
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Tankless Water Heater
- Laundry: In Garage
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Living Room/Dining Room Combo, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s)
- Flooring: Carpet, Ceramic Tile
- Has fireplace: No
Interior area
- Total structure area: 1,985
- Total interior livable area: 1,432 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Lighting
Lot
- Size: 7,157 Square Feet
Details
- Parcel number: 272829000000044620
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Sewer: Public Sewer
- Water: None
- Utilities for property: BB/HS Internet Available, Cable Connected, Fire Hydrant
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: CYPRESSWOOD MDWS
HOA
- Has HOA: Yes
- HOA fee: $136 monthly
- HOA name: Cypresswood HOA
Location
- Region: Winter Haven
Financial & listing details
- Price per square foot: $147/sqft
- Tax assessed value: $197,250
- Annual tax amount: $3,012
- Date on market: 10/6/2025
- Cumulative days on market: 289 days
- Ownership: Fee Simple
- Total actual rent: 16200
- Road surface type: Asphalt
Estimated market value
$204,800
$195,000 - $215,000
$1,696/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/9/2026 | Pending sale | $210,000$147/sqft |
Source:  Stellar MLS #P4936572 Report a problem | ||
| 12/3/2025 | Price change | $210,000-4.5%$147/sqft |
Source: Stellar MLS #P4936572 Report a problem | ||
| 10/28/2025 | Price change | $220,000-8.3%$154/sqft |
Source: Stellar MLS #P4936572 Report a problem | ||
| 10/6/2025 | Listed for sale | $239,900+4.3%$168/sqft |
Source: Stellar MLS #P4936572 Report a problem | ||
| 8/12/2025 | Listing removed | $230,000$161/sqft |
Source: Stellar MLS #P4934428 Report a problem | ||
| 6/10/2025 | Price change | $230,000-6.1%$161/sqft |
Source: Stellar MLS #P4934428 Report a problem | ||
| 4/9/2025 | Listed for sale | $245,000+181.6%$171/sqft |
Source: Stellar MLS #P4934428 Report a problem | ||
| 10/23/2022 | Listing removed | -- |
Source: Zillow Rental Network_1 Report a problem | ||
| 10/11/2022 | Listed for rent | $1,350+22.7%$1/sqft |
Source: Zillow Rental Network_1 #P4923057 Report a problem | ||
| 10/6/2019 | Listing removed | $1,100$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4907558 Report a problem | ||
| 9/5/2019 | Listed for rent | $1,100$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4907558 Report a problem | ||
| 1/5/2018 | Listing removed | $1,100$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4718364 Report a problem | ||
| 12/18/2017 | Listed for rent | $1,100+4.8%$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4718364 Report a problem | ||
| 10/10/2017 | Listing removed | $1,050$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4717402 Report a problem | ||
| 9/28/2017 | Listed for rent | $1,050+23.5%$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4717402 Report a problem | ||
| 4/29/2016 | Sold | $87,000+8.8%$61/sqft |
Source: Public Record Report a problem | ||
| 7/30/2015 | Listing removed | $850$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4706255 Report a problem | ||
| 7/24/2015 | Listed for rent | $850$1/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4706255 Report a problem | ||
| 7/6/2015 | Listing removed | $80,000$56/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4701102 Report a problem | ||
| 5/11/2015 | Pending sale | $80,000$56/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4701102 Report a problem | ||
| 4/14/2015 | Price change | $80,000-5.8%$56/sqft |
Source: TOWN & COUNTRY REAL ESTATE #P4701102 Report a problem | ||
| 3/3/2015 | Price change | $84,900-5.6%$59/sqft |
Source: Town & Country Real Estate of Winter Haven, Inc. #P4701102 Report a problem | ||
| 2/10/2015 | Price change | $89,900-5.3%$63/sqft |
Source: Town & Country Real Estate of Winter Haven, Inc. #P4701102 Report a problem | ||
| 1/31/2015 | Price change | $94,900-5%$66/sqft |
Source: Town & Country Real Estate of Winter Haven, Inc. #P4701102 Report a problem | ||
| 1/10/2015 | Price change | $99,900-9.1%$70/sqft |
Source: Town & Country Real Estate of Winter Haven, Inc. #P4701102 Report a problem | ||
| 12/6/2014 | Listed for sale | $109,900-31.3%$77/sqft |
Source: Town & Country Real Estate of Winter Haven, Inc. #P4701102 Report a problem | ||
| 7/25/2006 | Sold | $159,900+89.7%$112/sqft |
Source: Public Record Report a problem | ||
| 10/12/1998 | Sold | $84,300+12.4%$59/sqft |
Source: Public Record Report a problem | ||
| 6/11/1996 | Sold | $75,000$52/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $2,395 +4.8% | $176,540 +10% |
| 2023 | $2,284 +10.3% | $160,491 +10% |
| 2022 | $2,072 +12.7% | $145,901 +10% |
| 2021 | $1,838 -0.2% | $132,637 +1.3% |
| 2020 | $1,841 +6.2% | $130,957 +10% |
| 2019 | $1,733 -18.9% | $119,052 +10% |
| 2018 | $2,135 +9.1% | $108,229 +6.1% |
| 2017 | $1,957 +32.1% | $102,015 +1.8% |
| 2016 | $1,481 -4.1% | $100,190 -1.7% |
| 2015 | $1,544 +58.4% | $101,913 +21.6% |
| 2014 | $975 +40.3% | $83,839 +1.5% |
| 2013 | $695 +4.1% | $82,600 +1.7% |
| 2012 | $668 -28.6% | $81,219 -16.9% |
| 2011 | $935 -7% | $97,783 -3.3% |
| 2010 | $1,006 -24.2% | $101,139 -13.9% |
| 2009 | $1,327 -13.8% | $117,450 -13.6% |
| 2008 | $1,539 | $135,876 |
| 2007 | -- | -- |
| 2006 | $2,329 | -- |
| 2005 | -- | -- |
| 2004 | $994 +2.7% | -- |
| 2003 | $967 +1% | $83,069 +2.4% |
| 2002 | $958 +2.3% | $81,122 +1.6% |
| 2001 | $936 | $79,844 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$1,404/mo
Principal & interest
$998
Property taxes
$270
HOA Fees
$136
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Climate risks
Neighborhood: 33884
Nearby schools
GreatSchools rating
- 1/10Elbert Elementary SchoolGrades: PK-5Distance: 3.7 mi
- 3/10Denison Middle SchoolGrades: 6-8Distance: 4.8 mi
- 3/10Winter Haven Senior High SchoolGrades: 9-12Distance: 4.6 mi
Local experts in 33884
- Florida
- Polk County
- Winter Haven
- 33884
- 423 Greenfield Rd
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