David Shippey
863.521.4517

Swimming Pool Homes for Sale in Winter Haven FL


Winter Haven FL Real Estate with Swimming Pool listings are included below. These homes for sale in Winter Haven Florida with Swimming Pools are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL pool homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 81-90 of 97
34 Photos 733 Oleander Drive Winter Haven, FL 33880

733 Oleander Drive
Winter Haven, FL 33880
Highland Estates
Residential

MLS# B4901999 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1433 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Highland Estates

Welcome to this inviting 3-bedroom, 2-bathroom pool home nestled in the desirable Southeast Winter Haven area. This well-maintained property offers... 

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$289,900
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
24 Photos 403 Saint Anns Drive Winter Haven, FL 33884

403 Saint Anns Drive
Winter Haven, FL 33884
Planters Walk Ph 03
Residential

MLS# L4950593 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1596 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Planters Walk Ph 03

WOW!!! $30,000 PRICE ADJUSTMENT!! NEW ROOF to be installed prior to closing at this price! Welcome HOME!! WOW, It is time to get into this Spacious... 

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$287,500
Provided courtesy of KELLER WILLIAMS REALTY SMART
34 Photos 307 Sterling Drive Winter Haven, FL 33884

307 Sterling Drive
Winter Haven, FL 33884
Berryhill
Residential

MLS# S5131074 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Berryhill

Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2... 

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$260,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE III
36 Photos 728 Waterbridge Drive Winter Haven, FL 33880

728 Waterbridge Drive
Winter Haven, FL 33880
Whisper Lake 03
Residential

MLS# TB8386118 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1320 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Whisper Lake 03

This house comes with a REDUCED RATE as low as 5.99% (APR 6.233%) as of 06/12/2025 through List & Lock. This is a seller paid rate-buydown that red... 

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$259,999
Provided courtesy of LIVE FLORIDA REALTY
13 Photos 201 Cleveland Avenue Winter Haven, FL 33881

201 Cleveland Avenue
Winter Haven, FL 33881
Eastwood Subdivision, Unit 1
Residential

MLS# P4933868 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1296 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Eastwood Subdivision, Unit 1

Here's a chance to purchase a home with 7 lots + 15' of another lot to the north of the 7 lots. Home has had some birthdays & needs renovation/repa... 

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$239,000
Reduced -$20,000
Provided courtesy of TOWN & COUNTRY REAL ESTATE
51 Photos 2488 Hartridge Point Drive UNIT #2488 Winter Haven, FL 33881

2488 Hartridge Point Drive UNIT #2488
Winter Haven, FL 33881
Hartridge Pointe Condo
Residential

MLS# A4635538 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1188 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Pointe Condo

MAINTENANCE-FREE FLORIDA-LIFESTYLE LIVING!!! Major price improvement and ready to sell!!! 2 BEDROOM, 2 BATH, 2 CAR GARAGE, ONE-STORY CONDO that is ... 

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$219,900
Provided courtesy of S & D REAL ESTATE SERVICE LLC
22 Photos 700 Mirror Terrace UNIT #403 Winter Haven, FL 33881

700 Mirror Terrace UNIT #403
Winter Haven, FL 33881
Spring Lake Towers
Residential

MLS# B4901839 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1190 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Spring Lake Towers

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the Chain of Lakes. Be the first to enj... 

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$168,000
Provided courtesy of KLINE REAL ESTATE SERVICES
9 Photos 6685 Briarhill Dr Ne Winter Haven, FL 33881

6685 Briarhill Dr Ne
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential

MLS# P4935348 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1534 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates Add

WELCOME TO FLORIDA RETIREMENT LIVING....See this CHARMIMG 2BR 2BA home located in Lake N Golf Estates in beautiful Winter haven !! A MUST SEE is th... 

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$149,900
Provided courtesy of TOWN & COUNTRY REAL ESTATE
35 Photos 6515 Raintree Lane Winter Haven, FL 33881

6515 Raintree Lane
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# P4934174 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1620 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

Wonderful 2 bedroom/2 bath FURNISHED home located in Winter Haven's Brookhaven Village, an established 55+ community with a community pool, clubhou... 

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$148,000
Reduced -$6,000
Provided courtesy of CENTURY 21 MYERS REALTY
10 Photos 333 Lake Howard Drive UNIT 302B Winter Haven, FL 33880

333 Lake Howard Drive UNIT 302B
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# O6296320 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1134 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

COMPLETLY FURNISHED - READY TO MOVE IN- WAS USED AS WINTER HOME IN BEAUTIFUL 55+ IMPERIAL HARBORS COMMUNITY. GORGEOUS VIEW OF LAKE HOWARD FROM THIS... 

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$134,500
Provided courtesy of UNITED REALTY GROUP INC

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