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.
Single-familyProperty Type
1990Year Built
6,778 sq ftLot Size
$174Price/Sq.Ft.
$157/moHOA Dues
2 car garageParking
Listed by Ralph Eugene• BOARDWALK REALTY ASSOCIATES, LLC
Cypresswood Country Club, located between Cypress Gardens Boulevard and Spirit Lake Road, is a golf-course and lakeside Winter Haven neighborhood with fairway views and winding cul-de-sacs. The streets read as low-slung Florida ranch homes and newer builds framed by palms, ponds, and cart paths. The neighborhood’s character concentrates around the Cypresswood Golf & Country Club clubhouse, where tee times, patio tables, and bag-drop traffic set the daily rhythm. For a local night out, Grove Roots Brewing Co., Theatre Winter Haven, and the Winter Haven Farmers Market act as familiar community pillars. Nearby lakes and the Chain of Lakes Trail shape a walk-and-ride lifestyle. Shopping and dining cluster along Cypress Gardens Boulevard without changing the quiet, residential feel.
Provided by Walk Score and Local Logic
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Ceiling fans
Open floor plan
Stone counters
Electric fireplace in the living room (non wood-burning)
Bedrooms
3 bedrooms
Bathrooms
2 full bathrooms
Kitchen
Dishwasher
Disposal
Microwave
Range
Refrigerator
Stone counters
Laundry & utility
Washer and dryer
Laundry located in garage
Gas water heater
Flooring
Tile
Heating & cooling
Electric heating
Natural gas heating
Central air conditioning
Exterior features
Covered, enclosed, and screened patio/porch
Rain gutters
Sliding doors
Irrigation equipment
Paved road access
Home design
Single-family residence
One story
South-facing
Parking
Attached 2-car garage
Security
Gated community (community amenity)
Construction
Block and stucco construction
Shingle roof
Slab foundation
Built as single-story home
Utilities
Public water
Public sewer
Cable available
High-speed internet available
Electricity available
Natural gas connected
HOA & community
HOA required (annual fee $1,892 / $157.67 monthly)
Association amenities include clubhouse, fitness center, gated entry, golf course, pool
Association fee includes 24-hour guard and pool
Financial info
Lease restrictions apply
Other
Homestead exempt
Community features: clubhouse, deed restrictions, golf carts allowed, golf, pool, sidewalks, tennis courts, pets allowed
Electricity and solar
View estimated energy costs and solar savings for this home
Best and final offers by 5pm 7-5-22. Located in the desirable gated community of Cypresswood sits this beautiful 3 bedroom and 2 bathroom home. You can enjoy driving through the neighborhood and along the stream that leads you to the property where you have no neighbors in the front of your new home. The large driveway leads you to your 2 car garage and in to your covered front entrance. The home is laid out in a split floor plan giving the large master bedroom a lot of privacy. The master boasts an attached bathroom with walk in closet and large closet as well as sliding glass doors leading out to the bonus living area. The other 2 bedrooms share the hall bathroom on the other side of the home. The owner has recently remodeled the kitchen with new cabinets and stainless steel appliances and it has also been opened up so that the dining area is open to the kitchen making for a great entertaining space. There is a bonus living area at the back of the home with exterior windows on 2 sides allowing for a lot of natural light to enter the home and making it easy to enjoy the outdoor views. Off of this space there is also a fully screened in back lanai area if you want to enjoy the FL outdoors. The AC and hot water heater have recently been replaced. This home is a must see in a great location.
Stellar MLS as Distributed by MLS Grid #P4910599
Dec 8, 2020
Sold
$165,000
$86/sq ft
Sep 28, 2020
Pending
—
Jul 31, 2020
Relisted
—
Jul 30, 2020
Listing Removed
—
Jun 18, 2020
Relisted
—
Jun 10, 2020
Pending
—
Apr 22, 2020
Listed
$179,900
$94/sq ft
BACK ON THE MARKET! Super opportunity in Cypresswood. 3 bedroom 2 bathroom home with a screened-in back porch. Laminate and tile floors throughout. At a price like this, it will not last long. Call for your appointment today.
Public Records
Dec 15, 2004
Sold
$150,000
$78/sq ft
Public Records
Jul 28, 1995
Sold
$145,200
$75/sq ft
Public Records
May 1, 1992
Sold
$114,500
$60/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$2,715 (+7.3%)
2024
$2,531 (+8.0%)
2023
$2,343 (−21.1%)
2022
$2,970 (+11.1%)
2021
$2,673 (+0.2%)
2020
$2,667 (+81.5%)
$31,000 + $129,541
$160,541
2019
$1,469 (+2.7%)
$30,000 + $130,345
$160,345
2018
$1,431 (+2.3%)
2017
$1,398 (+2.9%)
2016
$1,359 (+1.4%)
2014
$1,340 (−0.3%)
2013
$1,344 (+35.2%)
2012
$994
Public record
Public record
Zoning
Permits
Beds
3
Baths
3
Stories
1
Lot width
—
Lot depth
—
Lot size
6,778 Sq. Ft.
Year renovated
1990
Finished Sq. Ft.
1,924
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,924
Year built
1990
Style
Single Family Residential
County
Polk County
APN
272829000000044320
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 10, 2026.
RM
PUD 72-2
Residential Medium District
The purpose of the RM district is to provide areas for medium density residential development within urban areas. The RM district permits single-family dwelling units, duplex units, multi-family units, group living facilities, and community facilities.
Zone overlays
RES DEV
Permitted uses
Include but are not limited to:
Agriculture
Housing-Single unit
Housing-Multiple units
Infrastructure
Apr 22, 2026 • Final
Electric
Electrical
Oct 25, 2022 • Final
Re-roof
Tear off the existing roof and install new shingles on a residential building.
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
5/10 Fire Factor
6% chance of being in a wildfire in next 30 years
8/10 Heat Factor
7 days above 108° expected this year, 24 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Winter Haven, FL • 33884
Average low and high temperatures (°F)
70
48
78
55
82
60
86
64
92
71
93
74
94
75
92
76
90
74
85
69
80
60
76
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
75/ 100
Good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.1 hrs
5.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 419 Greenfield Rd
$327,002
$7,988 under list price of $335K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $243K to $363K.