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About this home
Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours.
Single-familyProperty Type
1978Year Built
0.3 acresLot Size
$180Price/Sq.Ft.
$152/moHOA Dues
Listed by Kayly Malinas, PA• JOHN WOOD REALTY, INC.
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
Crown molding
Split-bedroom layout
Thermostat
Walk-in closet
Window treatments
Aluminum-framed windows
Bedrooms
3 bedrooms
Bathrooms
2 full bathrooms
Kitchen
Eat-in kitchen
Solid-surface and stone countertops
Solid wood cabinets
Cooktop
Dishwasher
Microwave
Refrigerator
Laundry & utility
Washer
Dryer
Flooring
Tile
Vinyl
Heating & cooling
Central heating
Central air conditioning
Exterior features
Screened deck
Heated, in-ground gunite pool with screen enclosure
Mature landscaping and trees
Pond view
Golf course lot
Exterior lighting
Home design
Single-family residence
One story
Southwest-facing
Parking
Attached garage
Side-facing garage
Golf cart parking
Security
Gated community
Security lighting
Construction
Block construction
Shingle roof
Slab foundation
Utilities
Public water
Public sewer
Electricity connected
Cable available
Internet available
Phone available
HOA & community
Required association fees of $1,825 annually, or $152.08 monthly
Fees include 24-hour guard service, common-area taxes, pool access, escrow reserves, and private road maintenance
Community amenities include a clubhouse, fitness center, golf course, basketball, pickleball and tennis courts, pool, and recreation facilities
Golf carts allowed
Pets allowed
Furnished status negotiable
Electricity and solar
View estimated energy costs and solar savings for this home
Enjoy serene pond and golf course views from this well maintained estate home. Features include a split plan with formal living and dining areas, family room, screen enclosed heated pool and circular drive.
Public Records
Feb 4, 2010
Sold
$150,000
$77/sq ft
Stellar MLS as Distributed by MLS Grid #P4606661
Oct 12, 2009
Listing Removed
—
Public Records
Jul 16, 2004
Sold
$162,500
$83/sq ft
Public Records
Feb 10, 1997
Sold
$143,500
$74/sq ft
Public Records
Feb 10, 1997
Sold
$140,000
$72/sq ft
Public Records
Nov 1, 1992
Sold
$121,000
$62/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,885 (+4.9%)
$63,936 + $223,489
$287,425
2024
$5,613 (+6.5%)
$63,936 + $223,489
$287,425
2023
$5,268 (+9.1%)
2022
$4,827 (+14.4%)
2021
$4,220 (+1.3%)
2020
$4,164 (+7.2%)
$46,886 + $153,563
$200,449
2019
$3,883 (+4.1%)
$44,755 + $151,879
$196,634
2018
$3,729 (+5.5%)
$44,755 + $134,869
$179,624
2017
$3,535 (+3.0%)
$39,427 + $124,235
$163,662
2016
$3,431 (−3.7%)
$39,427 + $124,235
$163,662
2014
$3,564 (+15.1%)
$37,829 + $119,383
$157,212
2013
$3,097 (+14.6%)
2012
$2,701
Public record
Beds
3
Baths
2
Stories
1
Lot width
111 ft.
Lot depth
114 ft.
Lot size
0.3 Acres
Year renovated
1978
Finished Sq. Ft.
1,947
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,947
Year built
1978
Style
Single Family Residential
County
Polk County
APN
272829000000024150
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 10, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
5/10 Fire Factor
5% 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)
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
93/ 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.
9.6 hrs
7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 260 Greenfield Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $275,000 and $365,900.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $275K to $366K.