David Shippey
863.521.4517

Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

Create a Free Profile - By creating a new profile, you will be able to save your favorite listings, save search criteria, subscribe to daily listings based on your saved search criteria and have access to more features!

Modify Search Criteria

Displaying results 491-500 of 832
72 Photos 6107 Grand Oaks Drive Winter Haven, FL 33884

6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4934363 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1340 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

BIG price reduction PLUS seller is offering prospective buyer a $5,000 credit at closing toward new flooring of the buyer's choice! Welcome to 6107... 

More Details

$229,000
Reduced -$8,900
Provided courtesy of LA ROSA REALTY PRESTIGE
49 Photos 2654 Rutledge Court Winter Haven, FL 33884

2654 Rutledge Court
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# P4934383 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1536 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Welcome to this stunning villa in The Verandahs, a highly desirable community in Winter Haven! Just minutes from Legoland, Publix, a brand-new hosp... 

More Details

$249,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
22 Photos 1503 Eagle Pond Drive UNIT #1503 Winter Haven, FL 33884

1503 Eagle Pond Drive UNIT #1503
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# P4934402 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

Introducing a must-see condo in the esteemed gated community of Cypress Wood, this charming two-bedroom, two-bath home on the first floor is design... 

More Details

$174,500
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
21 Photos 59 Saint Kitts Circle Winter Haven, FL 33884

59 Saint Kitts Circle
Winter Haven, FL 33884
Planters Walk Ph 03
Residential

MLS# P4934418 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1428 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Planters Walk Ph 03

Located in the established community of Planter's Walk, this lovely 3-bedroom, 2-bath home offers comfort, charm, and functionality. Upon entry, yo... 

More Details

$255,000
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
45 Photos 259 Mariposa Winter Haven, FL 33884

259 Mariposa
Winter Haven, FL 33884
Orchid Springs Florida Highland Co
Residential

MLS# P4934419 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Florida Highland Co

One or more photo(s) has been virtually staged. Welcome to 259 Mariposa - Updated Comfort in a Charming Mediterranean-Inspired Community with NO Ag... 

More Details

$239,900
Reduced -$3,000
Provided courtesy of THE STONES REAL ESTATE FIRM
13 Photos 423 Greenfield Road Winter Haven, FL 33884

423 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential

MLS# P4934428 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1432 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Mdws

Nice Patio home in gated Cypresswood neighborhood. Home has newer ac, tankless hot water heater, large room on back that could be converted to a th... 

More Details

$230,000
Reduced -$15,000
Provided courtesy of TOWN & COUNTRY REAL ESTATE
100 Photos 3826 Gaines Court Winter Haven, FL 33884

3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4934458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled o... 

More Details

$1,999,990
Reduced -$400,009
Provided courtesy of NEW HOME ADVANTAGE LLC
29 Photos 148 Sweet Circle Winter Haven, FL 33884

148 Sweet Circle
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# P4934464 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

Fully furnished 2 bedroom/2 bath home in Orange Manor West. Enjoy your mornings/evenings on your spacious, enclosed lanai. Located in Southeast Win... 

More Details

$89,900
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
42 Photos 152 Lakeside Ranch Drive Winter Haven, FL 33881

152 Lakeside Ranch Drive
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential

MLS# P4934466 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 960 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Ranch For Mobile Homes

Step into the vibrant lifestyle of Lakeside Ranch, a serene gated 55+ community where comfort meets community spirit. This charming 2-bedroom, 2-ba... 

More Details

$89,990
Reduced -$4,510
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
41 Photos 608 William Avenue Winter Haven, FL 33880

608 William Avenue
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# P4934468 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1620 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Nestled in a peaceful neighborhood, this beautifully updated four-bedroom, three-bath residence is a true gem that perfectly blends comfort and sty... 

More Details

$295,000
Reduced -$19,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 07-28-2025 2:02 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

Related Searches
Winter Haven Florida Homes for Sale.
Homes for Sale in Winter Haven Florida.
Winter Haven FL Houses for Sale.
Houses for Sale in Winter Haven FL.