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$349,900
Monthly Est:$1,742
3 Beds
- 2 Baths
2 full baths
1,947sqft
260 Greenfield Rd, Winter Haven, FL 33884
$349,900
$1,742/moEst:
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Single Family Residence
Built in 1978
$152.08/mo HOA
12,876 sqft lot
$180/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 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.
- Houzeo last checked: 14 minutes ago
- Listing updated: October 20, 2026 at 10:48 am
- Listing Provided by: Kayly Malinas, PA (863) 258-1426 | JOHN WOOD REALTY, INC. (863) 324-9663
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: P4940214

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1978
HOA Fees
$152.08/mo
Finished Area
1,947 sqft
Lot Size
12,876 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
P4940214
MLS Status
Active
Days on Market
15
Cumulative Days on Market
1

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Location
HOA Management
Jonathan Turner
HOA Fees
$1,825/ Annually
Cypresswood Community Association
HOA Fees
$-/
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Club House
Tennis
Pool
Gym
Security Gate
Security Guard
Golf
Basket Ball
Sports Court
Recreation Facilities
Common Area Taxes
Private Road
Escrow Reserves Fund
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Flooring
Tile, Vinyl
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Interior Features
Ceiling Fans(s), Crown Molding, Eat In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk In Closet(s), Window Treatments
Sewer
Public Sewer
Window Features
Aluminum Frames, Window Treatments
Cooling
Central Air
Heating
Central
Exterior Features
Lighting
Construction
Year Built
Year Built: 1978
Home type
Single Family Residence
Construction Materials
Block
Foundation Details
Slab
Property Condition
Completed
Roof
Shingle
Utilities & Energy
Water Source
Public
Laundry Features
In Garage
Parking Features
Garage Faces Side, Golf Cart Parking
Pool Features
In Ground, Gunite, Heated, Screen Enclosure
Association Amenities
Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Tennis Court(s)
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Security Features
Gated Community, Secured Garage/parking, Security Lights
Other Features
Lot Features
Landscaped, Level, On Golf Course
Patio And Porch Features
Deck, Screened
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Golf, Pool, Restaurant, Tennis Court(s)
Subdivision Name
Cypresswood Greenfield Village
Vegetation
Mature Landscaping, Trees/landscaped
Price History
| Date | Event | Price |
|---|---|---|
10/19/2026 Source: | Listed for Sale | $349,900 -5.43% $180/sqft |
05/11/2026 Source: | Listing Removed | $370,000 $190/sqft |
05/02/2026 Source: | Price Decreased | $370,000 -5.85% $190/sqft |
02/10/2026 Source: | Listed for Sale | $393,000 +124.57% $202/sqft |
08/09/2013 Source: | Sold | $175,000 -7.85% $90/sqft |
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Based on information from Stellar MLS® through Nov 04, 2026, 04:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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