Winter Haven Florida Homes For Sale

Almost directly between the major cities of Orlando and Tampa is Winter Haven. As the name suggests, Winter Haven was once a winter getaway for visitors from the rest of the United States, but now most of its residents enjoy the warm weather and live year-round in the area.

Close to plenty of big city attractions, but offering affordable real estate and a charming atmosphere, it is easy to see why people fall in love with life in Winter Haven.

Get the Facts About Winter Haven, Florida

Winter Haven is a city located in Polk County, Florida. It is just minutes from the city of Lakeland, and it is under an hour from even bigger cities like Tampa to west and Orlando to the east.

The total population of Winter Haven, as of the 2012 census, was 33,000. Prior to settlement of the Spanish in the Sunshine State in the 16th century, the region was primarily inhabited by the Timucua and Calusa.

The very first Publix supermarket was founded in Winter Haven in 1930, and the popular chain remains a strong presence and major employer in the region.

Winter Haven's Local School System

All of the public schools located in Winter Haven are operated by the Polk County Public School System. Residents have access to a dozen elementary schools, three middle schools and two high schools.

Polk County Public Schools require elementary and middle school students to wear a basic uniform, which has been successful in improving the focus and modesty of students. Residents will also have access to several private schools, preparatory academies and even Polk State College, where some high school students take advanced classes for college credit.

Why Residents Love Winter Haven

One of the biggest reasons to fall in love with Winter Haven is because the city boasts over 50 lakes. Notably, the Chain of Lakes links up several lakes, creating a larger area for boating and waterskiing. Lakes are also major bird watching areas, drawing in visitors from around the world. Many individuals opt to move to Winter Haven because it allows for commuting to a number of major urban areas. Whether you work in Lakeland, Tampa or Orlando, you can easily make the drive each day.

While the jobs, amenities and attractions of these big urban areas are nearby, Winter Haven still has a small town feel. In addition, Winter Haven property prices are incredibly affordable, making it the ideal place for those on a budget or simply those who want to get as much house as possible for their money.

Whatever the season, Winter Haven is a wonderful place to reside. Whether you're raising a family, you love water sports or you just want a warm, scenic spot to call home, Winter Haven is the answer.

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Properties For SaleSold Properties
  • $3,750,000
  • Multi-Family
  • L4720940

There Are 250 Acres Portioned Out From 4 Parcels (27-29-19-000000-012020, 27-29-20-000000-032020, 27-29-29-000000-031000, 27-29-30-000000-011010) Totaling About 700 Feet Of Frontage On 425 Acre Lake... Read More

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Courtesy of Keller Williams Realty
  • $2,900,000
  • Single Family Home
  • 5
  • 5,509
  • 3
  • 8,150
  • 1998
  • P4716426

The Property You Are Inquiring About Is Located In Winter Haven, Fl In The Country Club Area Of Polk County. This Is A Very Special Property. Enchanting Elegance Is Descriptive Of This Stunning Home... Read More

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Courtesy of Brokers Realty Of Central Flor
  • $1,795,000
  • Single Family Home
  • 5
  • 7,654
  • 4
  • 8,976
  • 2006
  • Mallard Pointe Ph 02
  • O5543900

Enjoy This Exclusive Waterfront Estate And Builder’s Dream Home, Located On 2.3 Acres On Lake Bess. With Direct Access To Lake Ruby, Live The Lakefront Lifestyle With Boating, Skiing And Fishing... Read More

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Courtesy of Premier Sothebys Int'l Realty
  • $1,795,000
  • Single Family Home
  • 5
  • 10,000
  • 8
  • 11,607
  • 2000
  • Wyndham At Lake Winterset
  • P4716386

The Property You Are Inquiring About Is Located In Winter Haven, Fl In The Wyndham Area Of Polk County. This Is A Real Exclusive Builder Built Home! It Has A Quality Of Construction That Is Rare. Be... Read More

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Courtesy of Brokers Realty Of Central Flor
  • $1,495,000
  • Single Family Home
  • 6
  • 4,503
  • 4
  • 1982
  • Gaines Cove
  • P4715623

Location, Location, Location! Views, Views, Views! "robins Nest", Turnkey Gated Massachusetts Deck Estate On Lake Eloise Remodeled Over A 14 Month Period. Lush, Tropical Landscaping With Lake... Read More

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Courtesy of Coldwell Banker Residential Re
  • $1,400,000
  • Single Family Home
  • 6
  • 5,400
  • 6
  • 7,395
  • 1989
  • Gaines Cove
  • P4715625

The Property You Are Inquiring About Is Located In Winter Haven, Fl In The Gaines Cove Area Of Polk County. Updated Price. On The Shores Of Lake Eloise You Will Find This Estate Home Situated On 2.75... Read More

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Courtesy of Brokers Realty Of Central Flor
  • $1,375,000
  • Single Family Home
  • 8
  • 11,438
  • 6
  • 14,442
  • 1990
  • Lakewood
  • P4714380

Waterfront Masterpiece, A Gorgeous Lakefront Setting With Amazing Views, Offers The Very Best In Waterfront Living. Located On A Secluded Peninsular Lot, Enjoys 250 Ft Frontage And Panoramic Views Of... Read More

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Courtesy of Norris & Company Realty, Llc
  • $1,300,000
  • Single Family Home
  • 5
  • 5,500
  • 4
  • 7,005
  • 2006
  • Osprey Estates
  • P4718601

Mediterranean Pool Home Situated In Osprey Estates. Custom Built By Ramsey Homes, Former Parade Of Homes Model (2006). From The Custom Design & Architectural Elements Of Distinction This Home Offers... Read More

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Courtesy of Norris & Company Realty, Llc
  • $1,200,000
  • Single Family Home
  • 5
  • 4,941
  • 5
  • 6,368
  • 1958
  • South Roy Shores
  • P4718314

Privately Gated Home And Property (3 Parcels Totaling Approx. 1 Acre) On The Shores Of Lake Roy (with No Thru Traffic) On The Chain Of Lakes Provides A Great Way To Escape To The Warmth And Solitude... Read More

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Courtesy of Century 21 At Your Service
  • $990,000
  • Single Family Home
  • 4
  • 5,529
  • 4
  • 6,018
  • 1980
  • L4719992

Magnificent Lakefront Executive Estate ~ This Home Raises The Bar Of Lakefront Living. There Are Over 5 Acres Of Meticulously Well-maintained & Landscaped Grounds From The Private Gated Entry All... Read More

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Courtesy of Keller Williams Realty
  • $985,000
  • Single Family Home
  • 4
  • 4,712
  • 4
  • 6,655
  • 2001
  • Renaissance
  • P4718870

Chain Of Lakes Home In Renaissance! This 4,712 Sq Ft Arthur Rutenberg Custom Built Home On Lake Winterset Has Lake Views From Every Room In The House. There Are 4 Bedrooms, 4.5 Bathrooms Plus A Home... Read More

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Courtesy of John Webb Inc
  • $950,000
  • Single Family Use
  • P4703494

This Listing Includes Portions Of Parcel #272830-000000-024004 And #272830-000000-021002 All Of Parcel # 272830 000000 042001. Build Your Dream Estate Or Family Compound Or Farm With Up To 4... Read More

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Courtesy of John Wood Realty, Inc.
  • $925,000
  • Single Family Home
  • 4
  • 3,560
  • 4
  • 3,620
  • 1976
  • P4713940

This Amazing 3560 Sf Home Has Panoramic Lake Views, Unforgettable Sunsets & Beautiful Surroundings. Located On A Secluded 1.85 Acre Lakefront Lot. The Custom Design & Architectural Elements This Home... Read More

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Courtesy of Norris & Company Realty, Llc
  • $895,000
  • Single Family Home
  • 7
  • 4,800
  • 5
  • 7,110
  • 1973
  • Skidmore
  • P4716385

The Property You Are Inquiring About Is Located In Winter Haven, Fl In The Skidmore Area Of Polk. Amazing Lake Eloise Family Home Featuring 5 Bedrooms, 5 Full Baths And 2 Half Baths With... Read More

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Courtesy of Brokers Realty Of Central Flor
  • $884,000
  • Single Family Home
  • 6
  • 5,091
  • 5
  • 6,859
  • 1997
  • Wyndham At Lake Winterset
  • P4716841

Great Lakefront Investment Opportunity Found In This Large Chain Of Lakes Home On A Premium 0.88 Acre Lot In Guarded Wyndham At Lake Winterset. Plenty Of Immediate Upside Potential For Both The... Read More

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Courtesy of The Stones Real Estate Firm
  • $749,000
  • Single Family Use
  • Wyndham At Lake Winterset
  • P4623754

This Is The Only Lakefront Lot Left In Wyndham. It Has Over 180 Ft Of Lake Frontage. Located Inside Of One Of Winter Haven's Premier Gated Neigborhoods And Close To Any Shopping Or Restaurants. Only... Read More

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Courtesy of John Webb Inc
  • $729,000
  • Single Family Home
  • 5
  • 4,822
  • 3
  • 6,556
  • 2006
  • Skidmore
  • P4718955

See Video In Virtual Tour! Exquisite! The Single Word That Will Come To Mind As You Enter This Luxurious Home In The Sought After Skidmore Sub Division. Perched Upon More Than A 3/4 Acre Double... Read More

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Courtesy of Keller Williams Realty Of Wh
  • $699,900
  • Single Family Home
  • 6
  • 4,679
  • 4
  • 5,472
  • 2004
  • Heron Cay
  • P4711791

The Essence Of Fine Living Is Defined In An Intimate Enclave Of Distinctive Homes…heron Cay. With An Emphasis On Quality, Customization & Attention To Detail, Some Impressive Features Include:... Read More

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Courtesy of Norris & Company Realty, Llc
  • $695,000
  • Single Family Home
  • 6
  • 4,179
  • 4
  • 1969
  • Florida Hlnd Companys Sub
  • P4717988

Rare Opportunity To Own A Magnificent Estate Home In The Gated Community Of Orchid Springs. Situated On Over An Acre Of Lush Tropical Plants And Trees, This Elegant Lakefront Home Caters To The... Read More

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Courtesy of Keller Williams Realty Of Wh
  • $695,000
  • Single Family Home
  • 1
  • 1,479
  • 2
  • 1,479
  • 1940
  • P4718681

Hurry! You Will Not Want To Miss This Once In A Lifetime Chance To Own Just Below Six Acres On The Chain Of Lakes. This Property Is Perfect To Build Your Dream Home, Or For The Investor Looking To... Read More

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Courtesy of Century 21 Myers Realty
  • $675,000
  • Single Family Home
  • 3
  • 3,029
  • 4
  • 4,126
  • 1991
  • Cypress Cove
  • P4718333

Don't Miss Out On This Beautiful Lakefront Home That Gets The Best Views Across Lake Eloise At Legolands Fireworks. The Moment You Walk Through The Front Door Your Eyes Are Drawn Out To The Pool And... Read More

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Courtesy of Lakefront Investment Realty
  • $660,000
  • Single Family Use
  • Lake Eloise Sub
  • P4708132

**huge Price Reduction** Rare Opportunity! Build Your Dream Home On This 3.39 Acre Lakefront Lot On Beautiful Lake Eloise. One Of The Last Remaining Lots On Winter Haven's Famous "chain Of Lakes."... Read More

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Courtesy of Coldwell Banker Residential Re
  • $639,900
  • Single Family Home
  • 5
  • 3,295
  • 4
  • 5,207
  • 1988
  • Not A Subdivision
  • P4716179

This Amazing 4.83 Acres Of Property Is Located In An Exclusive, Gated Community In Beautiful Winter Haven That Has Plenty Of Space For A Family. This 4 Bedroom, 4.5 Bathroom Home Has A Bonus Room... Read More

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Courtesy of Keller Williams Realty Of Wh
  • $629,900
  • Single Family Home
  • 3
  • 3,703
  • 4
  • 4,835
  • 1990
  • Cypress Cove
  • L4721389

Enter This Home To Wow! And The Wows Won't Stop. This Beautiful Unique Design Has A Perfect Flow With The Living Area And Master Suite Overlooking Lake Eloise And Legoland. Three Bedrooms On The... Read More

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Courtesy of S & D Real Estate Service Llc
  • $595,000
  • Single Family Home
  • 5
  • 3,750
  • 4
  • 5,004
  • 1999
  • Renaissance
  • P4714984

Custom 2 Story Waterfront Home Situated In Renaissance. Offers; 4 Bedrooms And 4 Full And 1 ½ Bathrooms Plus Entry Foyer, Living Room, Dining Room, Office And Breakfast Nook (3617sf). Tall Specialty... Read More

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Courtesy of Norris & Company Realty, Llc
  • $589,900
  • Single Family Home
  • 3
  • 4,227
  • 4
  • 5,949
  • 1985
  • Unrecorded Lakewood Add
  • P4718647

Amazing Opportunity To Own This One Of A Kind, Lakefront Home In The Exclusive, Gated Community Of Lakewood. This Beautiful 4 Bedroom Home Also Includes An Additional 1983 Sq.ft. Indoor, Heated And... Read More

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Courtesy of Action Realty Of Polk County
  • $574,900
  • Single Family Home
  • 4
  • 3,341
  • 4
  • 4,927
  • 2004
  • Hamilton Pointe
  • P4718878

This Is A One Of A Kind Lakefront Pool Home Which Is Nestled In The Desirable Community Of Hamilton Pointe. Homes On This Lake Don't Come Up Very Often So Come And Take A Look Before Its Gone. It... Read More

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Courtesy of Lakefront Investment Realty
  • $525,000
  • Single Family Home
  • 3
  • 3,266
  • 4
  • 3,366
  • 1910
  • Interlaken Add
  • P4716503

The Property You Are Inquiring About Is Located In Winter Haven, Fl In The Lake Howard Area Of Polk County. This Is One Beautiful Home! Two Story Charmer Featuring 4 Bedrooms Plus 3 Baths,... Read More

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Courtesy of Brokers Realty Of Central Flor
  • $499,900
  • Single Family Use
  • Wyndsor At Lake Winterset
  • P4717518

This Property Is Just Over 1.6 Acres And Is Located On Lake Winterset. The Property Is Located In Wyndsor Oaks. The Property Is One Of Few Lots Of This Size, Left On The Lake! The Property Has Over... Read More

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Courtesy of By Design Real Estate Services
  • $495,000
  • Single Family Use
  • Wyndsor At Lake Winterset
  • P4711289

The Property You Are Inquiring On Is Located In Polk County In The Exclusive Gated Community Of Wyndsor Oaks And Is A Vacant Building Site On Lake Winterset. Numerous Million Dollar Roof Lines Enrich... Read More

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Courtesy of Brokers Realty Of Central Flor

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