Winter Haven, FL Homes

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  /45

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  606 Morgan Rd, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Nearly 5 acres of fenced and cross-fenced land offering privacy and room to spread out. This 3 bedroom, 2 bath split plan home features an open living and dining area filled with natural light and a large screened lanai overlooking the property. The private primary suite includes a walk-in closet, granite counters, soaking tub, and separate shower.

  Melissa Ramirez BHHS FLORIDA PROPERTIES GROUP

  606 Morgan Rd, Winter Haven, FL 33880
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  /9

  $1,475 per month

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • Condo for Rent

  1406 Eagle Pond Dr Unit 14F, Winter Haven, FL 33884

  Second-floor two-bedroom, two-bathroom condo located in the gated golf community of Cypresswoods. Condo features inside laundry, upgraded kitchen, storage room and spacious living room. Enjoy the numerous HOA amenities including a private gated entrance with 24/7 guard, pool, gym, tennis courts, and golf. Home available immediately.

  Sharon Billups SKYELINE REALTY LLC

  1406 Eagle Pond Dr Unit 14F, Winter Haven, FL 33884
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  /24

  $342,990 Sold Aug 08, 2025

  • 1,828 Sq Ft
  • $188/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  4133 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4133 Giorgio Drive WINTER HAVEN FL 33884 priced at 342990, the square foot and stories are 1828, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton

  4133 Giorgio Dr, Winter Haven, FL 33884
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  /43

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,441 Sq Ft

  6457 Hollyberry Ln NE, Winter Haven, FL 33881

  6457 Hollyberry Ln NE, Winter Haven, FL 33881
• 

  

  

  /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
• 

  

  /11

  $1,930 per month

  • 4 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • House for Rent

  1314 Normandy Heights Cir, Winter Haven, FL 33880

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2074.90. That covers your base rent, $1930.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1314 Normandy Heights Cir, Winter Haven, FL 33880
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  /10

  $352,990 Sold Aug 08, 2025

  • 1,900 Sq Ft
  • $186/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  3458 Evening Star Dr, Winter Haven, FL 33881

  Entering the home from the covered porch, you step into a bright foyer that leads to two bedrooms sharing a full bath. Continuing down the hallway, you’ll find a third bedroom and a laundry room with convenient access to the two-car garage. The layout opens up into a connected kitchen, family room, and dining area, creating a welcoming central living space. A covered patio extends off the family

  Starlight Homes

  3458 Evening Star Dr, Winter Haven, FL 33881
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  /2

  Not Listed For Sale

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

  6034 Grand Oaks Dr SE, Winter Haven, FL 33884

  6034 Grand Oaks Dr SE, Winter Haven, FL 33884
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  /58

  $209,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  1012 Medinah Dr, Winter Haven, FL 33884

  Welcome to The Tennis Villas!?Nestled in the highly desired Cypresswood Golf & Country Club, this gated community with 24/7 security offers the perfect blend of comfort, convenience, and resort-style living.At the entry, a classic wrought iron gate opens to a private front patio, creating a welcoming first impression and a charming space to enjoy.This 2-bedroom, 2-bath villa features expansive

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  1012 Medinah Dr, Winter Haven, FL 33884
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  /12

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • House for Rent

  1732 Avenue C NE, Winter Haven, FL 33881

  Very nice and beautiful home in North East Winter Haven area. 3/2 plus a bonus room.

  Othner Stfleurose OSF REAL ESTATE SERVICE

  1732 Avenue C NE, Winter Haven, FL 33881
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  /11

  $309,990 Sold Aug 08, 2025

  • 1,605 Sq Ft
  • $193/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  3502 Evening Star Dr, Winter Haven, FL 33881

  Step into the foyer, where two bedrooms with a shared bath are located at the front of the home. As you continue down the hallway, you’ll pass the laundry room and access to the two-car garage before entering the open-concept kitchen, family room, and dining area. A covered patio sits just off the dining space, and tucked away on the opposite side of the family room is the primary bedroom,

  Starlight Homes

  3502 Evening Star Dr, Winter Haven, FL 33881
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  /2

  Est $253,326 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  1035 Harold Pass, Winter Haven, FL 33884

  1035 Harold Pass, Winter Haven, FL 33884
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  /46

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  5530 Forest Ridge Dr, Winter Haven, FL 33881

  Welcome to 5530 Forest Ridge Dr in beautiful Winter Haven!This well-maintained home offers comfort, efficiency, and a touch of nature. Step inside to find a spacious primary bedroom complete with a walk-in closet, giving you plenty of storage and convenience.The kitchen features up-to-date appliances, making meal prep a breeze while providing a modern look and functionality.

  Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

  5530 Forest Ridge Dr, Winter Haven, FL 33881
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  /15

  $1,715 per month

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft
  • House for Rent

  2181 Rose Blvd, Winter Haven, FL 33881

  Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

  2181 Rose Blvd, Winter Haven, FL 33881
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  /2

  $388,630 Sold Aug 08, 2025

  • 1,815 Sq Ft
  • $214/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  1933 Quail Fields Cir, Winter Haven, FL 33884

  Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5

  Bill Maltbie MALTBIE REALTY GROUP

  1933 Quail Fields Cir, Winter Haven, FL 33884
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  /2

  Est $284,752 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  256 Hayley St, Winter Haven, FL 33884

  256 Hayley St, Winter Haven, FL 33884
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  /45

  $480,000

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft

  143 Broad St, Winter Haven, FL 33880

  COME SEE THIS BEAUTIFUL POOL HOME IN THE HEART OF CENTRAL FLORIDA! Gently meander through the charming gated community of Hampton Cove to this residence that offers a well-designed floorplan with a perfect blend of open-concept living areas and defined spaces. This spacious 4-bedroom, 3-bathroom home presents an inviting screened lanai entrance into the 2,720 SqFt of modern luxury living. The

  Erin Floyd COLDWELL BANKER REALTY

  143 Broad St, Winter Haven, FL 33880
• 

  

  /23

  $1,450 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Townhouse for Rent

  5764 E Country Road 542 Unit 1, Winter Haven, FL 33880

  Welcome to your new home at 5764 CR 542, Unit 1, Winter Haven, FL 33880! This charming 2-bedroom, 1-bath unit offers easy-care tile flooring throughout, making cleaning a breeze while keeping the space cool and comfortable year-round.The functional kitchen flows into a spacious living area, perfect for relaxing after a long day. Both bedrooms are well-sized and has ample natural

  Carissa Lawhun FLORIDA REALTY INVESTMENTS

  5764 E Country Road 542 Unit 1, Winter Haven, FL 33880
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  /2

  $225,000 Sold Aug 08, 2025

  • 1,348 Sq Ft
  • $167/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  1081 Sunshine Way SW, Winter Haven, FL 33880

  ****New Roof scheduled to be installed prior to closing. Charming 3/2 Starter Home in Winter Haven – Spacious Layout & Prime LocationWelcome to 1081 Sunshine Way SW, a 3-bedroom, 2-bath home nestled in a quiet, established neighborhood just off Highway 542. With easy access to Winter Lake Road and the Polk Parkway, this home offers quick commutes to Winter Haven, Lakeland,

  Glenn Offutt LAKELAND HOMETOWN PROPERTIES

  1081 Sunshine Way SW, Winter Haven, FL 33880
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  /2

  Est $330,132 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,019 Sq Ft

  904 Harold Pass, Winter Haven, FL 33884

  904 Harold Pass, Winter Haven, FL 33884
• 

  

  /37

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  119 14th St SE, Winter Haven, FL 33884

  Step back in time to the charm of the 1950s with this adorable 2 bedroom, 1 bath bungalow located in the established and character-rich neighborhood of Elbert Hills. Nestled among gently rolling streets shaded by majestic oaks, this home is surrounded by other timeless residences that reflect the grace of an earlier era. Elevated and outside flood zones, with no HOA restrictions, it’s an ideal

  Michael Stone THE STONES REAL ESTATE FIRM

  119 14th St SE, Winter Haven, FL 33884
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  /15

  $1,655 per month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  349 S Haven Ct, Winter Haven, FL 33880

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  349 S Haven Ct, Winter Haven, FL 33880
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  /2

  $279,900 Sold Aug 08, 2025

  • 1,600 Sq Ft
  • $175/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  1754 35th St NW, Winter Haven, FL 33881

  IMPROVED PRICE FOR A QUICK SALE! Take advantage of this Brand new single family home, located in the heart of Winter Haven, This lovely 3 Bedroom, 2 Bathroom 2 Car garage , The home has exceptional finishes like the kitchen with quartz counter tops, 42" solid wood doubled shaker cabinets and a large center island. The Dining room opens to a covered porch, luxury vinyl flooring , Carrara porcelain

  Maria Garcia Acosta INVESTOR'S HOME REALTY

  1754 35th St NW, Winter Haven, FL 33881
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  /2

  Est $307,646 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft

  944 Harold Pass, Winter Haven, FL 33884

  944 Harold Pass, Winter Haven, FL 33884
• 

  

  /42

  $304,900

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft

  1520 Avenue H NE, Winter Haven, FL 33881

  **Affordable housing alert**PRICE IMPROVEMENT**Attention homeowners, investors, and Air BnB'ers**SELLER IS OFFERING $9,100 TOWARDS BUYER'S CLOSING COST/RATE BUYDOWN WITH A FULL PRICED OFFER**SELLER FINANCE AVAILABLE**This beautifully updated home is move-in ready with major upgrades: brand new roof, new water heater, updated plumbing, electrical panel, fresh paint, and modern flooring throughout.

  Robert Sanders KELLER WILLIAMS REALTY SMART

  1520 Avenue H NE, Winter Haven, FL 33881
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  /26

  $2,200 per month

  • 4 Beds
  • 2.5 Baths
  • 1,874 Sq Ft
  • House for Rent

  2231 Chris Dr, Winter Haven, FL 33884

  Now available for rent — this spacious and stylish 4-bedroom, 2.5-bath home is the perfect blend of comfort and convenience! Located in a peaceful Winter Haven community, this home features an open-concept layout, modern kitchen, generous bedrooms, and a private backyard ideal for relaxing or entertaining. Close to schools, shopping, and dining, with easy access to major roads.Don’t miss your

  Yamil Castro Hernandez LA ROSA REALTY ORLANDO LLC

  2231 Chris Dr, Winter Haven, FL 33884
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  /2

  $289,900 Sold Aug 08, 2025

  • 1,810 Sq Ft
  • $160/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  1422 Avenue H SW, Winter Haven, FL 33880

  This canal frontage property offers an ideal lake lifestyle, providing direct access to the beautiful chain of lakes. The boat dock and lift enhances the convenience for water enthusiasts, making it easy to enjoy days on the water. The home features a durable metal roof that is just 10 years old, along with an A/C system that is 7 years old, ensuring both longevity and comfort. A spacious

  Lori Roberts GOLD HEART REALTY LLC

  1422 Avenue H SW, Winter Haven, FL 33880
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  /2

  Est $271,977 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft

  1122 Bowline St, Winter Haven, FL 33880

  1122 Bowline St, Winter Haven, FL 33880
• 

  

  /22

  $795,000

  • 5 Beds
  • 4 Baths
  • 2,800 Sq Ft

  Unlisted Address

  * Unique Investment or Multi-Generational Living Opportunity on the Winter Haven Chain of Lakes! *Set up as a Kosher Kitchen or can separate lower floor into 2 units.Looking for income potential, a spacious family retreat, or both? This versatile property offers two fully updated units on the main floor plus a private fully updated upstairs suite—perfect for a mother-in-law setup,

  Leslie Wichman EXP REALTY LLC

  Unlisted Address
• 

  

  /15

  $1,655 per month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  211 Southern Breeze Lp, Winter Haven, FL 33880

  We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

  211 Southern Breeze Lp, Winter Haven, FL 33880
• 

  /2

  $172,000 Sold Aug 08, 2025

  • Land
  • 0.55 Acre
  • $312,727 per Acre

  • 73 Days On Market

  634 Hart Lake Dr, Winter Haven, FL 33884

  Discover the rare opportunity with this premium 1/2 acre lake lot. The beautiful waterfront property is situated in the exceptional gated Hart Lake Hills Community. This exclusive property is ready for you to design and build your dream waterfront home, where endless possibilities await. Don't miss the opportunity to own a slice of paradise in one of Winter Haven's most desired locations.

  Paquita (Chandre Tyler DALTON WADE INC

  634 Hart Lake Dr, Winter Haven, FL 33884
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  /3

  Not Listed For Sale

  0 Unassigned Unit MFRA4553205, Winter Haven, FL 33880

  0 Unassigned Unit MFRA4553205, Winter Haven, FL 33880
• 

  

  /53

  $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
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  /21

  $1,980 per month

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  1784 Carnostie Rd, Winter Haven, FL 33884

  House for Rent – Comfort and Convenience in a Prime Location!Beautiful house with 4 bedrooms and 2 full bathrooms, perfect for your family! The open-plan living room and kitchen offer spaciousness and plenty of natural light.The kitchen is fully equipped with modern appliances, custom cabinets, and a functional countertop, ideal for those who appreciate convenience and

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  1784 Carnostie Rd, Winter Haven, FL 33884
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  /2

  $350,000 Sold Aug 08, 2025

  • 1,999 Sq Ft
  • $175/SF
  • 73 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  3710 Plymouth Dr, Winter Haven, FL 33884

  Fabulous 3-Bedroom, 2-Bath Home, located in the premier active adult gated community of Traditions at Lake Ruby, this stunning eco-smart home offers both modern amenities and timeless charm. The spacious great room features porcelain plank tile flooring and glass sliding doors, seamlessly connecting to a screened-in lanai that overlooks a beautifully landscaped courtyard—bringing the outdoors in

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3710 Plymouth Dr, Winter Haven, FL 33884
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  /16

  Est $349,141 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  1198 Michelangelo Ln, Winter Haven, FL 33884

  1198 Michelangelo Ln, Winter Haven, FL 33884
• 

  

  /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
• 

  

  /10

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • House for Rent

  635 Heather Glen Loop, Winter Haven, FL 33884

  Property Id: 2117742NOTE: BEFORE SENDING A MESSAGE YOU ARE INTERESTED KINDLY LEAVE YOUR NAME AND NUMBER AND YOU WILL BE ATTENDED TO SHORTLY.

  635 Heather Glen Loop, Winter Haven, FL 33884
• 

  /2

  $240,000 Sold Aug 08, 2025

  • 1,177 Sq Ft
  • $204/SF
  • 126 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  854 4th St, Winter Haven, FL 33881

  Welcome home! This wonderful 3 bedroom 2 bath 2022 built home is located just north of downtown Winter Haven. Step inside this great home and you'll find an open concept layout with laminate flooring and NEW interior paint. The kitchen features shaker style cabinets, granite countertops and a stainless steel range, microwave and dishwasher. In the primary bedroom you'll find an ensuite bathroom

  Robert Jones OFFERPAD BROKERAGE FL, LLC

  854 4th St, Winter Haven, FL 33881
• 

  

  /42

  Est $724,690 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  651 Island Way, Winter Haven, FL 33884

  651 Island Way, Winter Haven, FL 33884

Showing Results 601 - 640, Page 16 of 18