Winter Haven, FL Homes for Sale under $100,000

• 

  

  

  /30

  $58,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  76 Greenview Dr, Winter Haven, FL 33881

  Welcome to your new happy place! This charming 2-bedroom, 2-bath home, nestled in the sought-after 55+ Community of Swiss Golf & Tennis, offers around 1200 square feet of cozy living space. Picture this: your backyard is the lush golf course, right between the 14th and 15th holes! You can kick back in your living room or lanai, both bathed in natural light, while you sip your morning coffee and

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 356-7943

  76 Greenview Dr, Winter Haven, FL 33881
• 

  Explore Winter Haven

• 

  

  

  /22

  $68,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  648 Century Ln, Winter Haven, FL 33881

  Welcome to this well-maintained 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living space. Enjoy peace of mind with a 2023 roof, 2016 tilt-in double pane windows, and a 2021 AC system for year-round efficiency. Inside, you'll find Pergo flooring (2019) throughout the main areas, with cozy carpeted bedrooms for added comfort. The Samsung washer and dryer (2022) make laundry a breeze.

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 342-6949

  648 Century Ln, Winter Haven, FL 33881
• 

  

  

  /32

  $47,600

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  590 Century Dr, Winter Haven, FL 33881

  This beautifully updated 2-bedroom, 2-bathroom unfurnished home offers 728 sq ft of interior living space, plus an additional 187 sq ft heated and cooled lanai, perfect for year-round enjoyment. Recent upgrades, including fresh neutral interior paint, make this home move-in ready and worry-free! 2023 Updates Include: • Membrane roof over the home, shed, and carport, New windows and HVAC system,

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 651-8938

  590 Century Dr, Winter Haven, FL 33881
• 

  

  

  /29

  $50,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  195 Fairway Cir, Winter Haven, FL 33881

  OWNER VERY MOTIVATED!! This charming 2-bedroom, 2-bathroom home offers stunning views of the golf course, perfect for relaxation. Enjoy the convenience of an inside laundry room and unwind in your private screened room featuring a soothing hot tub. The Florida Room, equipped with HVAC, ensures year-round comfort. With an Everpure Water Filtration System, two connecting sheds, and a carport, this

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 563-2495

  195 Fairway Cir, Winter Haven, FL 33881
• 

  

  

  /20

  $72,400

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  204 Fairway Cir, Winter Haven, FL 33881

  This lovely 2-bedroom, 2-bathroom gem overlooks a picturesque golf course, offering striking views right from your kitchen bay windows! The kitchen is a chef's delight, updated with brand-new appliances (2023) that make cooking a joy. Enjoy the convenience of an inside laundry room with extra storage. A large driveway for an outside sitting area and a roof over for added comfort. Both bathrooms

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 349-8831

  204 Fairway Cir, Winter Haven, FL 33881
• 

  

  /18

  $72,500

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft

  471 Putter Cir, Winter Haven, FL 33881

  Welcome to your dream oasis! This stunning 2-bedroom, 2-bathroom home is a perfect blend of comfort and style. Step into a beautifully renovated kitchen that will inspire your inner chef! Enjoy the luxury of updated bathrooms, including a fabulous primary bath. The spacious enclosed Florida Room, equipped with HVAC, is perfect for year-round relaxation and adding an additional 160 sq ft. Plus,

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 622-7245

  471 Putter Cir, Winter Haven, FL 33881
• 

  

  /27

  $84,900

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  645 Century Ln, Winter Haven, FL 33881

  Experience comfortable living in this beautifully updated two-bedroom, two-bath home. Enjoy brand-new flooring installed in 2022, enhancing the modern feel throughout. The spacious bonus room offers versatile options for your lifestyle needs, while the large shed provides ample storage. Relax in the inviting Florida room, equipped with an efficient HVAC system for year-round comfort. The primary

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 431-1518

  645 Century Ln, Winter Haven, FL 33881
• 

  

  /23

  $69,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  193 Fairway Cir, Winter Haven, FL 33881

  Discover the charm of this exceptional property, featuring: - 2 spacious bedrooms for comfort and relaxation - 2 modern bathrooms designed for convenience - A suite of newer appliances that blend functionality with style - An upgraded air conditioning system to keep you cool year-round - Generous living space spanning 1,344 square feet - A newer roof providing peace of mind - An

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 651-8938

  193 Fairway Cir, Winter Haven, FL 33881
• 

  

  /50

  $69,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  65 Joppa Dr, Winter Haven, FL 33884

  ¡POOL AND LOTS MORE OF AMENITIES! Price improved for a quick closing! This property is in a Co-Op (no lot rent). Discover the comfort and convenience of living in this highly sought-after 55+ Community, where you'll enjoy a wealth of amenities designed to enhance your lifestyle. Relax and socialize at the charming Club House, take a refreshing dip in the in-ground pool, or enjoy friendly

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  (863) 264-2713

  65 Joppa Dr, Winter Haven, FL 33884
• 

  

  /37

  $49,000

  • 1 Bed
  • 1 Bath
  • 402 Sq Ft

  7015 Fairview Village Cir, Winter Haven, FL 33881

  Discover this inviting home in an active 55+ gated waterfront community, perfectly situated along the canal that connects Lake Hamilton and Lake Henry, offering boating, fishing opportunities, and a peaceful Florida lifestyle. Step inside to the living room that flows into the cozy dinette and functional kitchen. The bedroom features built-in drawers, a desk area, a 4x4 walk-in closet, and an

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 310-1301

  7015 Fairview Village Cir, Winter Haven, FL 33881
• 

  

  /39

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  369 Putter Cir, Winter Haven, FL 33881

  This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 250-7593

  369 Putter Cir, Winter Haven, FL 33881
• 

  

  /13

  $95,000

  • 1 Bed
  • 1 Bath
  • 1,078 Sq Ft

  1100 Martinique Dr Unit 117, Winter Haven, FL 33884

  PRICED TO SELL! Beautifully maintained 1-bedroom, 1-bath condo in the desirable Orchid Springs community. This ground-floor unit features an open living/dining area and kitchen. Community amenities include walking paths, pool, and clubhouse. Conveniently located near shopping, dining, banking, Hwy 27, the Chain of Lakes, and LEGOLAND. Don’t miss this opportunity—schedule your showing today!

  Monique Morgan LA ROSA REALTY LLC

  1100 Martinique Dr Unit 117, Winter Haven, FL 33884
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  /52

  $98,000

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft

  100 El Camino Dr Unit 309, Winter Haven, FL 33884

  Cable and Internet included in HOA Fees, valued around $250 monthly. Cable coverage should follow to a secondary home. Move-in ready with room to make it your own! Check out this 3rd FLOOR UNIT spanning over 1,500 square feet, located in the beautifully maintained 55+ Granada Building in Orchid Springs! This bright and spacious 2 bedroom, 2 bath condo with an OVERSIZED bonus room offers GORGEOUS

  Chrissi Jasso ASSOCIATE REALTY

  100 El Camino Dr Unit 309, Winter Haven, FL 33884
• 

  

  /40

  $95,000

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  1700 6th St NW Unit A36, Winter Haven, FL 33881

  Charming Condo at Winter Haven Harbor. Welcome to this beautifully updated 2-bedroom, 1.5-bath condo located in the desirable Winter Haven Harbor community! Situated on the third floor with elevator access, this unit offers both convenience and style. Step inside to discover a newly renovated kitchen, featuring elegant granite countertops, new cabinetry, and a square stainless steel deep sink

  Annie Wood HARPER REALTY FL, LLC

  1700 6th St NW Unit A36, Winter Haven, FL 33881
• 

  

  /50

  $99,995

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880

  Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat

  Justin Cans IMPACT REALTY TAMPA BAY

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880
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  /33

  $99,999

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  100 El Camino Dr Unit 102, Winter Haven, FL 33884

  Welcome to 100 El Camino Dr. Apt 102, a beautifully renovated 2-bedroom, 2-bathroom condo nestled in the serene Orchid Springs community of Winter Haven, Florida. This spacious 1,361 square-foot residence offers modern comforts and stylish finishes, making it the perfect place to call home.The condo has been fully updated, featuring contemporary fixtures and finishes throughout. With an

  Xiao Pang BLUE CHIP INTERNATIONAL REALTY LLC

  100 El Camino Dr Unit 102, Winter Haven, FL 33884
• 

  

  /5

  $35,000

  • 2 Beds
  • 2 Baths

  3 Stebbins Dr Unit 3, Winter Haven, FL 33884

  Make your new home in Grove Shores, a well-maintained, professionally managed manufactured home community! Own a 1974, 2bed/2bath, 896 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now and live in one of the state's most attractive areas. Let us show you around the place! Call and schedule a viewing today! Financing information

  Tori Coil Grove Shores

  3 Stebbins Dr Unit 3, Winter Haven, FL 33884
• 

  

  /3

  $79,000

  • Land
  • 2.54 Acres
  • $31,102 per Acre

  26-28-22-000000-0340 Lake Buckeye Rd, Winter Haven, FL 33881

  A VACANT LOT IN WINTER HAVEN IN POLK COUNTY!!!

  Sean Seward Keller Williams Island Life RE

  26-28-22-000000-0340 Lake Buckeye Rd, Winter Haven, FL 33881
• 

  

  /43

  $69,900

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  364 Putter Cir, Winter Haven, FL 33881

  Delightful and meticulously maintained home, partially furnished and featuring two generously sized bedrooms. The primary suite includes an ensuite bathroom with a walk-in shower and dual sinks. Home boasts roomy shed for extra storage. Enjoy stunning landscaping that enhances the home's curb appeal! Highlights of Home: NEW AC (2024) -NEW DISHWASHER - NEW WASHER/DRYER- GOLF CART INCLUDED! This

  Brandi Sappington CRF Communities

  364 Putter Cir, Winter Haven, FL 33881
• 

  

  /44

  $44,900

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  581 Century Dr, Winter Haven, FL 33881

  This well maintained and beautifully furnished home, in active 55+ community, is ready for you to move right in! Nestled in a friendly community, it offers comfort, convenience, and style with thoughtful updates throughout. Enjoy the ease of Indoor laundry, a double carport with ample parking, and a covered patio perfect for relaxing or entertaining. As an added bonus, a Golf Cart is included!

  Brandi Sappington CRF Communities

  581 Century Dr, Winter Haven, FL 33881
• 

  

  /15

  $9,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  235 Cardinal Ave, Winter Haven, FL 33881

  Motivated Seller Don't miss this opportunity to own a charming 1 bedroom, 1 bath home in the desirable Lake Deer 55+ gated community. The home is currently functional and move-in ready, needing only minor cosmetic updates to make it your own. Enjoy a welcoming community atmosphere with amenities including a sparkling pool, clubhouse, and planned activities. Monthly lot rent is just $584,

  Lillian Lunsford TEAM SHERROD MOBILE HOME SALES, LLC.

  235 Cardinal Ave, Winter Haven, FL 33881
• 

  

  /6

  $69,000

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft

  164 Maple St, Winter Haven, FL 33880

  *Investor Special* Fixer upper 2 Bedroom 1 Bath mobile home. Tons of potential . Great rehab for a rental or flip in Winter Haven. Title has been retired to real property.

  Chris Davies LINCOLN MADISON REAL ESTATE LLC

  164 Maple St, Winter Haven, FL 33880
• 

  

  /3

  $19,999

  • Land
  • 0.17 Acre
  • $117,641 per Acre

  1329 32nd St NW, Winter Haven, FL 33881

  MOTIVATED SELLER! Build Your Dream Home or rental property in Winter Haven, Florida

  Polynne Soares Florida Homes Rlty & Mtg. LLC

  1329 32nd St NW, Winter Haven, FL 33881
• 

  

  /7

  $49,999

  • Land
  • 0.21 Acre
  • $238,090 per Acre

  335 Avenue O NW, Winter Haven, FL 33881

  This as-is vacant lot in beautiful Winter Haven won't last long! Utilities on site, previous house burnt down. Surrounded by development and located just minutes from lakes, shopping, and schools, and a new Rec Center. Act fast—deals like this don't stick around!

  Steven Koleno BEYCOME OF FLORIDA LLC

  335 Avenue O NW, Winter Haven, FL 33881
• 

  

  /35

  $64,900

  • 1 Bed
  • 1 Bath

  4320 Dundee Rd Unit 36, Winter Haven, FL 33884

  This IMMACULATE Beach Bungalow is the Perfect Dream Home come true! Located in the Pristine ALL-AGE community of Southern Duck RV Resort in central Florida! With Exquisite curb appeal, first notice the pristine landscaping, clean-coated driveway under carport, and outdoor back patio with raised pavers for an evening under the warm Florida stars! This adorable cottage offers every modern

  Linda Wilson Sunset Home Sales

  4320 Dundee Rd Unit 36, Winter Haven, FL 33884
• 

  

  /32

  $72,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  8 Captain Kidd Ln SW, Winter Haven, FL 33880

  Charming Home with 2-Bedroom, 2-Bath and Lake Shipp Views in Shipp Reck Harbor Homes in Shipp Reck Harbor community are on lot leased land Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $474 which gives you and your guest access to the amenities of the community, basic cable & trash pick-up. Looking for your perfect Florida retreat or forever home?

  Bette Johnson Renee's Resales

  8 Captain Kidd Ln SW, Winter Haven, FL 33880
• 

  

  /22

  $34,900

  • 1 Bed
  • 1 Bath
  • 618 Sq Ft

  5601 Cypress Gardens Rd Unit M14B, Winter Haven, FL 33884

  Cozy Retreat for Seniors - Move-In Ready & Fully Furnished! Located in Hammondell, a pet friendly, 55+ community situated in Winter Haven, Florida. Homes in this community are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $640.00 whichgives you and your guest access to the amenities of the community, Lawn Mowing & Basic Cable TV are also included in the

  Bette Johnson Renee's Resales

  5601 Cypress Gardens Rd Unit M14B, Winter Haven, FL 33884
• 

  

  /63

  $34,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  610 Century Dr, Winter Haven, FL 33881

  This immaculate, well-maintained 2 bedroom/2 bath manufactured home is a MUST-SEE! It is located in the popular Hidden Golf Club, a 55+ gated community in sunny Central Florida. It comes partially furnished and is just waiting for you to make it your own. The main home is very spacious with a split floor plan design offering bedrooms on each end. In addition, there is a large, fully enclosed

  Patti Alvin Sunset Home Sales

  610 Century Dr, Winter Haven, FL 33881
• 

  

  /23

  $43,500

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  224 Hummingbird Ln Unit 25, Winter Haven, FL 33884

  This Beautiful 2 bedroom 2 bath home is located on Lake Winterset, chain of Lakes in Winter Haven Florida. The roof was updated 3/9/23 and the HVAC Approximately a couple years old. As you enter the home, there is a separate living space and straight ahead is the spacious Florida room. If you turn to the right and go up the stairs you come to another formal living space dining room area into the

  Joanne Gauthier Four Star Homes, Inc.

  224 Hummingbird Ln Unit 25, Winter Haven, FL 33884
• 

  

  /66

  $99,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  4034 Rolling Oaks Dr, Winter Haven, FL 33880

  Move right into this well maintained home!! The home comes furnished with what you see in the home. The home features a 2022 air conditioner, the shingled roof was installed in 2013, and has a tankless hot water heater. The front porch offers a perfect place for your morning coffee! There are ceiling fans in all rooms. The main bath has double sinks. The oversized shed contains the washer

  Kathy Devor COLDWELL BANKER REALTY

  4034 Rolling Oaks Dr, Winter Haven, FL 33880
• 

  

  /50

  $69,999

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  199 Edelweiss Dr Unit 199, Winter Haven, FL 33881

  (Espanol a continuacion) This stunning 1988 double-wide home in Swiss Village 55+ Community offers the perfect retirement lifestyle on beautiful Lake Henry! With a lot rent of just $660 per month, this move-in ready gem features two spacious bedrooms and two full bathrooms across 1,400+ square feet. Recent upgrades include a brand-new shingle roof and HVAC heat pump system installed in 2024,

  Brenton Basinger Florida Mobile Home Solutions, Inc.

  199 Edelweiss Dr Unit 199, Winter Haven, FL 33881
• 

  

  /20

  $32,500

  • 1 Bed
  • 1 Bath

  5 Hideaway Ln Unit 5, Winter Haven, FL 33881

  Hidden Cove / Lot #5 / 1 Bedroom/1 Bath / 560 Sq. Ft. / $32,500.00 This home packs a lot of bang for the buck in this charming 55+ gated community!! This unfurnished home has been refreshed less than two years ago, with: New Hot Water Heater Siding Countertops Cabinets Appliances Fresh Paint Walk-In Shower New Bathroom Vanity Large Lot Well Maintained A/C & Roof This home is

  Jennifer Torres CRF Communities

  5 Hideaway Ln Unit 5, Winter Haven, FL 33881
• 

  

  /5

  $59,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  17 Lake Shipp Ct, Winter Haven, FL 33880

  Charming 2BR/1BA SFH with 672 sq ft on a 4,996 sq ft lot. Features include a 700 sq ft upstairs loft + downstairs loft, concrete flooring, front porch, and window A/C units. Kitchen & bath ready for updates—great opportunity to add your personal touch!

  Cliff Glansen FLATFEE.COM

  17 Lake Shipp Ct, Winter Haven, FL 33880
• 

  

  /51

  $28,990

  • 2 Beds
  • 2 Baths

  20 Charles Dr, Winter Haven, FL 33880

  Welcome to this charming furnished 2-bedroom, 2-bathroom home in the peaceful Winter Haven MHC, a premier 55+ manufactured home community. This well-maintained property features recent updates including new flooring and a water softener system, plus a reliable HVAC system less than 10 years old and a durable rubber roof. Also can't forget the HURRICANE BLINDS in the screened porch! Located in

  Chrissy Walter Sunset Home Sales

  20 Charles Dr, Winter Haven, FL 33880
• 

  

  /55

  $74,900

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  63 Greenview Dr, Winter Haven, FL 33881

  Charming Updated and Modern home with privacy and stunning water views! Located in an active 55+ Community. 2 spacious bedrooms with large walk-in closets, Indoor laundry room, Large screened room and double carport. Many updates including -Newer Roof (2023) -Newer dishwasher -New garbage disposal. This vibrant 55+ gated golf community offers an array of amenities designed for active adult

  Brandi Sappington CRF Communities

  63 Greenview Dr, Winter Haven, FL 33881
• 

  

  /24

  $29,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  51 Odessa Dr SW, Winter Haven, FL 33880

  Affordable Home with 2-Bedroom/1 bath Cottage in Garden Mobile Village, a 55+ Community - Winter Haven, Florida Homes in Garden Mobile Village, a 55+ community are on lot leased land located in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $462.00 which gives you and your guest access to the Amenities of the community. Water, Sewer & Trash are included

  Bette Johnson Renee's Resales

  51 Odessa Dr SW, Winter Haven, FL 33880
• 

  

  /53

  $25,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  60 Stebbins Dr, Winter Haven, FL 33884

  (Espanol a continuacion) Discover your perfect retirement oasis in this completely renovated 1985 two-bedroom, one-bathroom mobile home in the prestigious Grove Shores 55+ Community. Located on scenic Lake Daisy with fishing dock and stunning water views, this move-in ready home offers the affordable lakefront lifestyle you've been dreaming of. Lot rent is just $714 monthly and includes water,

  Brenton Basinger Florida Mobile Home Solutions, Inc.

  60 Stebbins Dr, Winter Haven, FL 33884
• 

  

  /3

  $44,000

  • Land
  • 0.18 Acre
  • $244,444 per Acre

  2436 Edwin St NE, Winter Haven, FL 33881

  Buildable lot electrical and water on lot.... No Hoa or cdd!

  Susan Brown COLDWELL BANKER REALTY

  2436 Edwin St NE, Winter Haven, FL 33881
• 

  

  /16

  $29,900

  • 3 Beds
  • 1,248 Sq Ft

  13 Key Ave W, Winter Haven, FL 33880

  3-bedroom 2-bathroom home is waiting for new owners. Large living, dining area. Open kitchen plan. Laminate flooring in the living area. No rear neighbors. AC replaced 2023. Shed. Located across from Lake Shipp Park. Home needs some TLC. Bring your best offer and Make this home your own!

  Leslie Yokshas Flamingo Mobile Home Sales

  13 Key Ave W, Winter Haven, FL 33880
• 

  

  /81

  $69,900

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  630 Century Dr, Winter Haven, FL 33881

  If you're looking for that special home in the Central Florida Chain-of-Lakes area, this is it! This 1248 sq. ft. 2BR/2BA manufactured home is located close to the center of the popular, 55+ gated community, Swiss Golf and Tennis. It provides a totally updated, open concept floor plan with plenty of room for relaxing or entertaining family/friends. There are two enclosed Florida rooms, one in the

  Cynthia Cole Sunset Home Sales

  630 Century Dr, Winter Haven, FL 33881

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