260 Greenfield Rd

Winter Haven, FL 33884

$393,000
Price
3
Beds
1,947 Sq. Ft.
$202 / Sq. Ft.
1,947
Sq. Ft.
$202
per Sq. Ft.

Description

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...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 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. AGENTS, please see remarks.
  1. Listed by Kayly Malinas, PA • Brokerage DRE #257758 • JOHN WOOD REALTY, INC.
    P: (863)-258-1426 C: (863)-258-1426 kaylymalinas@gmail.com

Property Details for 260 Greenfield Road

Subdivision Name
CYPRESSWOOD GREENFIELD VILLAGE
Township
28
Garage Spaces
2
View
Golf Course, Trees/Woods, Water
Waterfront
No
Water View
Pond
Furnished
Negotiable
LISTING UPDATED: 02/11/2026 06:55 AM

Property Details for 260 Greenfield Road

StatusActive
MLS #P4937787
Days on Market1
Taxes$5,885 / year
HOA Fees$1,825 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1978
Lot Size0.30 AC / 12,876 SF
CountyPolk County

Location

Listing Courtesy of JOHN WOOD REALTY, INC., Kayly Malinas, PA
Add your commute

Building Information for 260 Greenfield Road

Stories1Year Built1978Building Size-Lot Size0.30 AC / 12,876 SF

Payment Calculator

$2,558 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,915

Property Taxes

$490

HOA Dues

$152

The Payment Calculator is for illustrative purposes only.

Property Information for 260 Greenfield Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2947.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
  • Direction Faces: Southwest
  • Directions: Highway 27 South to Dundee Road (west); Cypresswood entrance on south side of Dundee Road.
  • Elementary School: Elbert Elem
  • Middle Or Junior School: Denison Middle
  • High School: Winter Haven Senior
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 260
  • Street Name: GREENFIELD
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER HAVEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Garage Faces Side, Golf Cart Parking
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: 24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund
  • Association Fee Requirement: Required
  • Association Name: Jonathan Turner
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Buyer/buyer's agent responsible to verify any and all pet restrictions with Homeowners' Association.
  • Tax Book Number: P-81
  • Tax Legal Description: BEG 886.93 FT N & 2769.59 FT E OF SW COR OF SEC RUN N 48 DEG 04 MIN 34 SEC E 132 FT S 18 DEG 34 MIN 08 SEC E 137.95 FT S 64 DEG 51 MIN 32 SEC W 96 FT TO PT ON CURVE NWLY ALONG CURVE A CHORD DISTANCE OF 100 FT TO POB BEING LOT 32 OF UNRE CYPRESSWOOD
  • Tax Lot: 32
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Landscaped, Level, On Golf Course
  • Lot Size Dimensions: 111 x 114
  • Parcel Number: 272829000000024150
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 1947
  • Lot Dimensions: 111 x 114
Property and Assessments
  • Year Built Numeric: 1978
  • Amenities Additional Fees: Residents enjoy the community pool and tennis/pickleball/basketball courts included with their Association dues. Resident discount on golf plus two free rounds per year, and the fitness center is available for an additional monthly fee.
  • Association Amenities: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
  • Flood Zone Code: AE
  • Flood Zone Date: 12-22-2016
  • Flood Zone Panel: 12105C0369G
  • Homestead: No
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 27
  • Public Survey Section: 29
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: French Doors, Lighting
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Deck, Screened
  • Pool Features: Gunite, Heated, In Ground, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private, Community
  • Pool Private: Yes
  • Roof: Shingle
  • Security Features: Gated Community, Security Lights
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Tile, Vinyl
  • Heating: Central
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: Yes
  • Window Features: Aluminum Frames, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 260 Greenfield Road

DateEvent & SourcePriceAppreciation
Feb 10, 2026

Listed (Active)

MFRMLS #P4937787

$393,000—
Aug 8, 2013

Sold (Public Record)

Public Record #366544518

$175,000

+4.5% / yr

Aug 8, 2013

Sold

MFRMLS #P4625257

$175,000—
Jun 20, 2013

Pending

MFRMLS #P4625257

—
Apr 22, 2013

Listed (Active)

MFRMLS #P4625257

$189,900—
Mar 27, 2010

Expired

MFRMLS #P4606661

$238,500—
Jan 29, 2010

Sold (Public Record)

Public Record #283904396

$150,000—
Apr 3, 2009

Listed (Active)

MFRMLS #P4606661

$279,750—
Jul 15, 2004

Sold

MFRMLS #P4529555

$162,500—
Jun 29, 2004

Pending

MFRMLS #P4529555

—
Jan 16, 2004

Listed (Active)

MFRMLS #P4529555

$181,900—
DateEvent & SourcePrice
02/10/2026

Listed (Active)

MFRMLS #P4937787

$393,000
08/08/2013

Sold (Public Record)

Public Record #366544518

$175,000

+4.5% / yr

08/08/2013

Sold

MFRMLS #P4625257

$175,000
06/20/2013

Pending

MFRMLS #P4625257

—
04/22/2013

Listed (Active)

MFRMLS #P4625257

$189,900
03/27/2010

Expired

MFRMLS #P4606661

$238,500
01/29/2010

Sold (Public Record)

Public Record #283904396

$150,000
04/03/2009

Listed (Active)

MFRMLS #P4606661

$279,750
07/15/2004

Sold

MFRMLS #P4529555

$162,500
06/29/2004

Pending

MFRMLS #P4529555

—
01/16/2004

Listed (Active)

MFRMLS #P4529555

$181,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 260 Greenfield Road

Taxable ValueLand$63,936Additions$223,489Total$287,425
Tax Record2025$5,751 ($479 / month)
Home Facts
Beds3Total Finished SqFt1,947 SqFtAbove Grade Finished SqFt1,947 SqFtStories1Lot Size12,876 SqFtStyleSingle Family ResidenceYear Built1978ZoningR-1ACountyPOLKAPN272829000000024150

Schools near 260 Greenfield Road

This home is within Polk.
Rating
School
Type
Grades
Distance
Frank E. Brigham Academy
Public - PK to 5
Elbert Elementary School
Public - PK to 5
Jewett School Of The Arts
Public - PK to 8
Jewett Middle Academy Magnet
Public - 6 to 8
Rating
School
Distance
Frank E. Brigham Academy
PublicPK to 5

Elbert Elementary School
PublicPK to 5

Jewett School Of The Arts
PublicPK to 8

Jewett Middle Academy Magnet
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 260 Greenfield Road, Winter Haven, FL 33884

260 Greenfield Road is a single family home for sale in Winter Haven, FL 33884. This property was listed for sale on February 10, 2026 by JOHN WOOD REALTY, INC., it's currently listed at $393,000. It has been on the market for a total of 1 days and was last sold on August 8, 2013. This listing's school district is Polk. Nearby schools include Frank E. Brigham Academy, Elbert Elementary School and Jewett School Of The Arts. 260 Greenfield Road is a 3-bed, 2-bath, 1,947 sqft single family home built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of JOHN WOOD REALTY, INC., Kayly Malinas, PA

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/11/2026 06:55 AM