For sale

$410,000

Est. $3,237/mo —

•

2,350

sq ft

300 Greenfield Rd, Winter Haven, FL 33884

About this home

NEW PRICE POINT, SELLER IS MOTIVATED! RECENTLY REMODELED 4 BEDROOM ON THE GOLF COURSE IN THE BEAUTIFUL & GATED COMMUNITY OF CYPRESSWOOD GOLF & COUNTRY CLUB!!! Open, spacious floor plan & ready to move in! Enjoy the Cypresswood Country Club lifestyle, including an active clubhouse, junior Olympic size pool, pickle ball courts, tennis, golf and a great restaurant with bar! When you're not enjoying all of the amenities, take a walk or ride your bike on the quiet, tree-lined streets throughout the community! This is a one-of-a-kind, two-story classic home on an extra-large lot, so plenty of room for a swimming pool!!! No rear neighbors, just Florida nature and golf in your backyard! Great place for socializing, family gathering and just lots of relaxing! You can park a dozen cars in your driveway and room to park your fishing boat or up to 6 cars in your garage! The oversized garages come complete with a "golf cart" garage in the rear of the home. Freshly remodeled by Bill Reed Construction, the updates include a freshly painted & neutral color scheme and luxury vinyl flooring throughout. You'll enjoy the golf-course views in the updated kitchen with granite tops and GE appliances. The open & bright kitchen nook area has sliding glass doors, and the family room is adjacent as well as a spacious dining room with lots of windows to enjoy! There is a separate living room with glass sliding doors to the oversized screened lanai and features a brick wood-burning fireplace creating a cozy area with lots of "flex" space. Room for all with 4 bedrooms and the primary suite boasts a walk-in closet, built-ins, dual sinks and a modern barn door. Three of the bedrooms are on the second floor. Mature landscaping and shade trees make perfect areas for enjoying the outdoor beauty and watching golf. Cypresswood is just minutes to Highway 27, great shopping, medical and the new Publix. Right in the heart of Central Florida with a "Chain of Lakes" for boating, fishing and a great "foodie" scene in the charming downtown district. This property has so much for your family to enjoy!!! Call today to schedule your private tour!

Single-familyProperty Type

1975Year Built

0.48 acresLot Size

$174Price/Sq.Ft.

$152/moHOA Dues

6 car garageParking

Listed by Cathy Kluytenaar • THE K TEAM REAL ESTATE SERVICES LLC

Contact: 863-604-1601

Listing updated: Oct 7, 2026 at 01:47pm

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #P4939591

Payment calculator

$3,237 per month

Principal and interest$2,265

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

Open houses

No upcoming open houses.

Nearby open houses (10)

NEW 15 HRS AGO
$300,000
3 beds2.5 baths1,867 sq ft
222 Cloverdale Rd, Winter Haven, FL 33884
$305,000
3 beds2 baths1,725 sq ft
124 Citrine Loop, Kissimmee, FL 34758
OPEN TODAY, 1PM TO 6PM
$279,000
4 beds2 baths1,680 sq ft
1831 Carnostie Rd, Winter Haven, FL 33884
OPEN SAT, 9:30AM TO 12PMVIDEO TOUR
$350,000
4 beds3 baths1,546 sq ft
3029 Barbados Ln, Haines City, FL 33844
OPEN SAT, 11AM TO 3PM
$319,900
3 beds2 baths1,484 sq ft
1097 Carefree Cove Dr, Winter Haven, FL 33881
OPEN SAT, 2PM TO 3PM3D WALKTHROUGH
$200,000
4 beds2 baths1,400 sq ft
1825 Hudson Ct, Poinciana, FL 34759
OPEN SAT, 4:30PM TO 5:30PM
$275,000
3 beds2.5 baths2,631 sq ft
4253 Stafford Dr, Winter Haven, FL 33880
OPEN SUN, 1PM TO 4PM
$239,900
3 beds2.5 baths1,544 sq ft
113 Nemo Ln, Winter Haven, FL 33881
OPEN SUN, 1PM TO 4PM
$710,000
4 beds3 baths3,428 sq ft
1020 W Lake Hamilton Dr, Winter Haven, FL 33881
OPEN OCT 24, 11AM TO 2PM
$311,990
4 beds2.5 baths1,643 sq ft
3286 Viceroy Ct, Poinciana, FL 34759

Around this home

Schools

K - 12
Preschool & daycare

Elbert Elementary School

Public PreK-5 • Assigned • 4.2mi

2/10

Denison Middle School

Public 6-8 • Assigned • 5.3mi

3/10

Winter Haven Senior High School

Public 9-12 • Assigned • 5.0mi

3/10

Provided by GreatSchools

About Cypresswood Country

Club

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

Interior features
Ceiling fans
Open floorplan
Solid surface counters
Walk-in closet(s)

Bedrooms
4 bedrooms

Bathrooms
2 full bathrooms
1 half bathroom

Kitchen
Range
Microwave
Dishwasher
Refrigerator
Solid surface counters

Laundry & utility
Washer
Dryer
Laundry located in garage
Electric water heater

Heating & cooling
Central heating
Central air

Sale and tax history for 300 Greenfield Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$6,763 (+3.7%)

$82,080 + $249,212

$331,292

2024

$6,525 (+6.5%)

$82,080 + $249,212

$331,292

2023

$6,127 (+11.1%)

2022

$5,514 (+11.9%)

2021

$4,930 (+1.5%)

2020

$4,857 (+6.2%)

$60,192 + $174,246

$234,438

2019

$4,572 (+4.5%)

$57,456 + $172,188

$229,644

2018

$4,376 (+5.1%)

$57,456 + $154,354

$211,810

2017

$4,163 (+0.5%)

$50,616 + $142,277

$192,893

2016

$4,142

$50,616 + $142,277

$192,893

2014

$4,141 (+9.2%)

$48,564 + $143,583

$192,147

2013

$3,792 (+69.3%)

2012

$2,240

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

120 ft.

Lot depth

180 ft.

Lot size

0.48 Acres

Year renovated

1975

Finished Sq. Ft.

2,350

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,350

Year built

1975

Style

Single Family Residential

County

Polk County

APN

272829000000024060

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 10, 2026.

Feb 10, 2026 • Final

Re-roof

Perform a re-roofing project by removing the existing shingles down to the wood deck. Repair any rotten wood, re-nail the decking, and install new underlayment, eave drips, ridge vents, and pipe flashing. Install new architectural shingles.

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, 23 days in 30 years

9/10 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)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

97/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Winter Haven. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.4 hrs

6.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 300 Greenfield Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $300,000 and $455,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $300K to $455K.

SOLD JUL 16, 2026
$435,000 Last sold price
3 beds2 baths2,433 sq ft
2968 Plantation Rd, Winter Haven, FL 33884
$5/sq ft
smaller lot
22 years newer
SOLD SEP 4, 2026
$340,000 Last sold price
3 beds2 baths2,045 sq ft
1819 Sandhill Ln, Winter Haven, FL 33884
$8/sq ft
smaller lot
27 years newer
SOLD JUL 7, 2026
$330,000 Last sold price
3 beds2 baths2,109 sq ft
3322 Oak Hill Pl, Winter Haven, FL 33884
$18/sq ft
smaller lot
31 years newer
SOLD SEP 25, 2026
$455,000 Last sold price
5 beds3 baths2,588 sq ft
3749 Fieldstone Cir, Winter Haven, FL 33881
$2/sq ft
smaller lot
42 years newer
SOLD OCT 2, 2026
$300,000 Last sold price
4 beds2 baths2,134 sq ft
647 Chicago Way, Dundee, FL 33838
$33/sq ft
smaller lot
42 years newer
BOUGHT WITH REDFIN JUL 8, 2026
$305,000 Last sold price
3 beds2 baths1,964 sq ft
318 Greenfield Rd, Winter Haven, FL 33884
$19/sq ft
6 years newer

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Early Access listings

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Details provided by Stellar MLS as Distributed by MLS Grid and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Property details

Sale and tax history for 300 Greenfield Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 300 Greenfield Rd

Early Access listings

Nearby similar homes

New listings for sale in 33884

More real estate resources