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 1-10 of 855
100 Photos 1955 W Lake Hamilton Drive Winter Haven, FL 33881

1955 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Meadows
Residential

MLS# P4931088 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2814 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Meadows

This is it! Absolutely stunning 20-acre property! This unique estate includes two parcels, 1955 W Lake Hamilton Dr and 5713 Lucerne Park Rd. Featur... 

More Details

$2,000,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 3001 Crystal Beach Road Winter Haven, FL 33880

3001 Crystal Beach Road
Winter Haven, FL 33880
Bingham John A Jr Sub
Residential

MLS# P4933259 / Active
8 Beds, 7.00 Total Baths, 7 Full Bath, 7810 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Bingham John A Jr Sub

Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FLa masterpiece of luxury and sophistication. This breathtaking 8-bedroom, 7... 

More Details

$1,800,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
48 Photos 1957 Rifle Range Road Winter Haven, FL 33880

1957 Rifle Range Road
Winter Haven, FL 33880
Wahneta Farms
Residential

MLS# P4932639 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 5194 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wahneta Farms

One or more photo(s) has been virtually staged. Nestled on 14 acres of serene land, this expansive property offers a rare combination of space, pri... 

More Details

$1,650,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 999 Oleander Drive Winter Haven, FL 33880

999 Oleander Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# P4932432 / Active
5 Beds, 8.00 Total Baths, 6 Full Bath, 2 Half Bath, 8505 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

This Magnificent Custom-Built Lakefront home is beautifully situated on 3.22 acres in Central Florida between Orlando and Tampa. A mid-century mode... 

More Details

$1,650,000
Provided courtesy of COLDWELL BANKER REALTY
48 Photos 1441 S Lake Roy Drive Winter Haven, FL 33884

1441 S Lake Roy Drive
Winter Haven, FL 33884
South Roy Shores
Residential

MLS# P4931110 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 4513 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: South Roy Shores

CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for - look no further. This incredible residenc... 

More Details

$1,350,000
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
65 Photos
Open House: Sat Feb 8th, 11:00am - 2:00pm
2682 Wyndsor Oaks Place Winter Haven, FL 33884

2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# O6275048 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

With a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via pr... 

More Details

$1,299,000
Provided courtesy of EXP REALTY LLC
75 Photos 108 Campbell Drive Winter Haven, FL 33884

108 Campbell Drive
Winter Haven, FL 33884
Lake Rubywood
Residential

MLS# P4931279 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 5861 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Rubywood

Discover timeless charm in this stunning lakefront residence located in the quaint gated community of Lake Rubywood. This impressive property is si... 

More Details

$1,290,000
Reduced -$109,000
Provided courtesy of THE STONES REAL ESTATE FIRM
81 Photos 121 E Lake Summit Drive Winter Haven, FL 33884

121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential

MLS# P4931785 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 4591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods

Step into a world of lakeside luxury with this majestic red-brick residence, where modern updates meet timeless elegance. Enter through the brick-p... 

More Details

$1,250,000
Reduced -$50,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
74 Photos 9 Skidmore Road Winter Haven, FL 33884

9 Skidmore Road
Winter Haven, FL 33884
Beach Haven
Residential

MLS# P4933073 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 5028 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Beach Haven

Rare Lakefront Investment Opportunity on the Iconic Winter Haven Chain of Lakes - Prime Lake Eloise Frontage!Cant you just envision this blank canv... 

More Details

$1,199,000
Reduced -$51,000
Provided courtesy of THE STONES REAL ESTATE FIRM
91 Photos 1324 Mirror Terrace Winter Haven, FL 33881

1324 Mirror Terrace
Winter Haven, FL 33881
Haven Shores
Residential

MLS# P4932730 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3897 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Haven Shores

Nestled in the sought-after Interlaken neighborhood on the Chain of Lakes in Winter Haven, Florida, this stunning lakefront home offers the ultimat... 

More Details

$1,174,000
Reduced -$25,000
Provided courtesy of LA ROSA REALTY PRESTIGE

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 02-09-2025 11:53 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 Dynamic IDX, LLC (843.637.2411)

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.