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.
For sale
Price cut: $10K (12/3)
$210,000
423 Greenfield Rd, Winter Haven, FL 33884
2beds
1,432sqft
Est.:
Single Family Residence
Built in 1985
7,157 Square Feet Lot
$208,400 Zestimate®
$147/sqft
$136/mo HOA
What's special
Florida roomCommunity pool
- 114 days |
- 969 |
- 35 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 29, 2025 at 04:11pm
Listing Provided by:
Chace Vaughn 727-348-8020,
TOWN & COUNTRY REAL ESTATE 863-293-1141
Source: Stellar MLS,MLS#: P4936572
Originating MLS: East Polk

Tour with a local agent
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
- Subdivision: CYPRESSWOOD MDWS
HOA
- Has HOA: Yes
- HOA fee: $136 monthly
- HOA name: Cypresswood HOA
- Pet fee: $0 monthly
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: 239 days
- Ownership: Fee Simple
- Total actual rent: 16200
- Road surface type: Asphalt
Estimated market value
$208,400
$198,000 - $219,000
$1,703/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/3/2025 | Price change | $210,000-4.5%$147/sqft |
Source: | ||
| 10/28/2025 | Price change | $220,000-8.3%$154/sqft |
Source: | ||
| 10/6/2025 | Listed for sale | $239,900+4.3%$168/sqft |
Source: | ||
| 8/12/2025 | Listing removed | $230,000$161/sqft |
Source: | ||
| 6/10/2025 | Price change | $230,000-6.1%$161/sqft |
Source: | ||
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% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$1,458/mo
Principal & interest
$978
Property taxes
$270
Other costs
$210
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
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