Newest Homes for Sale in Winter Haven, FL

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  /29

  $294,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4418 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4418 Blackwell Avenue LAKE WALES FL 33859 priced at 294990, 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 Builder

  4418 Blackwell Ave, Lake Wales, FL 33859
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  /27

  $277,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft

  4253 Lester Dr, Lake Wales, FL 33859

  The property is located at 4253 Lester Drive LAKE WALES FL 33859 priced at 277990, the square foot and stories are 1498, 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 Builder

  4253 Lester Dr, Lake Wales, FL 33859
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  /36

  $29,500

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  515 Century Dr, Winter Haven, FL 33881

  2 Bed | 1 1/2 Bath | 672 square foot | $29,500 (Hidden Golf Club Lot 515) Charming 2-bedroom home in highly sought after 55+ Hidden Golf Community with great bones and lots of potential! This home has a NEW ROOF, VINYL SIDING, AND CARPORT. Inside, the home needs a little TLC but offers a cozy open layout. This gem is full of potential just waiting on your personal touch! Key Features include -NEW

  Brandi Sappington CRF Communities

  515 Century Dr, Winter Haven, FL 33881
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  /4

  $8,000

  • 2 Beds
  • 1 Bath

  72 Stebbins Dr Unit 72, Winter Haven, FL 33884

  Bring your imagination and tool belt! This 2 bed/1 bath, 840 sq.ft. home is located in Grove Shores , a well maintained, professionally managed manufactured home community. This fixer upper has endless possibilities. Call to schedule your private tour!

  Tori Coil Grove Shores

  72 Stebbins Dr Unit 72, Winter Haven, FL 33884
• 

  

  

  /12

  $4,000

  • 1 Bed
  • 1 Bath

  5601 Cypress Gardens Rd Unit 137, Winter Haven, FL 33884

  Nora Mcdonald Hammondell MHP LLC

  5601 Cypress Gardens Rd Unit 137, Winter Haven, FL 33884
• 

  

  /10

  $9,500

  • 2 Beds
  • 1 Bath

  5601 Cypress Gardens Rd Unit M26, Winter Haven, FL 33884

  Nora Mcdonald Hammondell MHP LLC

  5601 Cypress Gardens Rd Unit M26, Winter Haven, FL 33884
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  /32

  $485,000

  • 4 Beds
  • 3 Baths
  • 2,569 Sq Ft

  305 Hernando Rd, Winter Haven, FL 33884

  Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a

  Sherry Sapp COLDWELL BANKER REALTY

  305 Hernando Rd, Winter Haven, FL 33884
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  /30

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,538 Sq Ft

  194 S Lake Mariam Dr, Winter Haven, FL 33884

  Welcome to this beautifully updated home in desirable Southeast Winter Haven, offering space, privacy, and modern upgrades on a generous half-acre lot.Step inside to vaulted ceilings and rich hardwood flooring that create a warm, open feel. The living room features a gas fireplace with mantle detail, adding character and comfort to the main gathering space. The fully renovated kitchen stands

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  194 S Lake Mariam Dr, Winter Haven, FL 33884
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  /35

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  389 San Jose Dr, Winter Haven, FL 33884

  Welcome to the Patio Homes section of Orchid Springs — ideally positioned in the heart of Winter Haven, right in the center of the state.This well-maintained 3-bedroom home features a desirable split floor plan, offering privacy between the primary suite and guest bedrooms — ideal for visitors, hobbies, or a dedicated home office. Situated on a cul-de-sac street with no rear neighbors, this

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  389 San Jose Dr, Winter Haven, FL 33884
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  /39

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,557 Sq Ft

  822 Hart Lake St, Winter Haven, FL 33884

  WELCOME TO THIS REFINED SANCTUARY WHERE TIMELESS ELEGANCE MEETS FLORIDA'S TRANQUIL LANDSCAPE!!! Custom-built home by Mike Hickman was awarded "Best of Show" in the Parade of Homes! This is a beautifully maintained 4BR 2.5 Bath home that is perfect, spotless and immaculate! Located in gated Hart Lake Hills, this "one-of-a-kind" property features outstanding curb appeal. Driveway and inviting front

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  822 Hart Lake St, Winter Haven, FL 33884
• 

  

  /35

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft

  191 Broad St, Winter Haven, FL 33881

  Property is tenant/owner occupied. Strictly by appointment only with at least 24-hour notice. To schedule a showing, please text the Listing Agent with your name, brokerage, and requested time. Please do not disturb the occupants. Thank you for showing!"

  Abigail Gomez KELLER WILLIAMS REALTY SMART 1

  191 Broad St, Winter Haven, FL 33881
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  /52

  $465,000

  • 4 Beds
  • 2 Baths
  • 2,385 Sq Ft

  183 Lake Thomas Dr, Winter Haven, FL 33880

  Charming 4-Bedroom Lakefront Home on Lake Thomas – No HOA Discover the perfect blend of comfortable family living and relaxed lakefront lifestyle in this beautiful 4-bedroom, 2-bath home on Lake Thomas. Offering a spacious layout, generous outdoor space, and scenic water access, this property delivers both everyday functionality and waterfront charm. Step inside to find tile flooring throughout

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  183 Lake Thomas Dr, Winter Haven, FL 33880
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  /37

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  525 Drayton Rd, Winter Haven, FL 33884

  The Perfect Place to Call Home! - This beautifully updated 3-bedroom, 2-bathroom home with a bonus room is ideally located just minutes from LEGOLAND Florida, as well as shopping, restaurants, hospitals, and major attractions. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property delivers comfort, space, and modern upgrades. Step inside to a

  Greg Owen EASY REALTY

  525 Drayton Rd, Winter Haven, FL 33884
• 

  

  /13

  $145,000

  • Land
  • 0.48 Acre
  • $302,083 per Acre

  332 Hamilton Shores Dr NE, Winter Haven, FL 33881

  FABULOUS HOME SITE on nearly a half an acre, situated in a beautiful neighborhood among custom built homes! This large lot is across the street from lakefront homes on Lake Hamilton. This beautiful building lot is a rare find that you don't want to miss, it is a perfect location to enjoy golfing and amenities offered at the Country Club of Winter Haven. Convenient to US Hwy 27 and just 10 minutes

  Erin Floyd COLDWELL BANKER REALTY

  332 Hamilton Shores Dr NE, Winter Haven, FL 33881
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  /34

  $289,900

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

  1568 S Lake Shipp Dr, Winter Haven, FL 33880

  New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. Can be purchased together with 73 High Street to make a family compound or have an income producing property. (MLS

  Dwight Head ALLSTATE REALTY SERVICES

  1568 S Lake Shipp Dr, Winter Haven, FL 33880
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  /39

  $426,000

  • 4 Beds
  • 2 Baths
  • 2,249 Sq Ft

  3108 Buckeye Pointe Dr, Winter Haven, FL 33881

  Welcome to 3108 Buckeye Point Dr — where comfort meets convenience in the heart of Winter Haven. From the moment you arrive, this home invites you in with a layout designed for the way you truly live. With 4 bedrooms and 2 full bath the living spaces feel open yet connected, creating an easy flow for both everyday routines and weekend gatherings. Natural light enhances the home’s warmth, while

  JP Phillips KELLER WILLIAMS REALTY SMART

  3108 Buckeye Pointe Dr, Winter Haven, FL 33881
• 

  

  /19

  $199,900

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  73 High St, Winter Haven, FL 33880

  Don't miss your opportunity to own this remodeled block home, featuring a new metal roof, new HVAC system, new windows, new kitchen, new bathroom. Conveniently located across the street from Lake Shipp and just minutes from downtown Winter Haven. Need a family compound? Purchase this home together with 1568 Lake Shipp. (MLS P4937858)

  Dwight Head ALLSTATE REALTY SERVICES

  73 High St, Winter Haven, FL 33880
• 

  

  /18

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  939 26th St NW, Winter Haven, FL 33881

  Welcome to this charming and versatile property located in the heart of Winter Haven! This 2-bedroom, 1-bath home offers comfort, character, and added flexibility with a private in-law suite — perfect for extended family, guests, or potential rental income. The main home features a bright and inviting living space, a functional kitchen, and well-sized bedrooms filled with natural light. Roof and

  Amand Johnson BOARDWALK REALTY ASSOCIATES, LLC

  939 26th St NW, Winter Haven, FL 33881
• 

  

  /17

  $179,000

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

  208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880

  This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjoyed sitting on either patio overlooking the waterfront. This is an end unit that comes with 2 covered parking spaces located directly underneath the space. A must see.

  Chris Collany COLLANY PROPERTIES

  208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880
• 

  /2

  $320,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  4161 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. Find all the space you need in our two-story Elston II floorplan in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedroom, 2 and half bathroom home, you’ll find 2305 square feet of comfortable living. The living area is an open concept, where your kitchen blends seamlessly into a spacious great room perfect for everyday living and entertaining. The

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4161 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /27

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  3406 Fox Ridge St, Winter Haven, FL 33884

  IDEAL LOCATION FOR THIS HOME situated near Garden Grove Elementary and LEGOLAND, with convenient access to shopping along the Boulevard and into downtown Winter Haven. This 3-bedroom, 2-bath split-plan home features an open-concept living and dining area that flows into the kitchen, a decorative stone fireplace for cozy winter months, attractive laminate plank flooring, cathedral ceilings, and

  Erin Floyd COLDWELL BANKER REALTY

  3406 Fox Ridge St, Winter Haven, FL 33884
• 

  

  /45

  $289,900

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2128 Bretton Ridge Blvd, Winter Haven, FL 33884

  Welcome to 2128 Bretton Ridge Blvd, Winter Haven, FL 33884, a beautifully maintained 4-bedroom, 2-bath home built in 2017 and ideally situated in the desirable Winter Haven area of Polk County. With 1,560 square feet under roof, this move-in ready residence offers an open, thoughtfully designed floor plan that balances comfort and functionality. The spacious living and dining areas connect

  Kishroy Gilbert KISHROY REALTY GROUP LLC

  2128 Bretton Ridge Blvd, Winter Haven, FL 33884
• 

  

  /63

  $174,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  416 Siberian Cypress Cir, Winter Haven, FL 33881

  Step into this beautifully maintained home in the sought-after 55+ gated community of Cypress Creek Village in Southeast Winter Haven. The open-concept kitchen, dining, and living areas are bright and airy, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, a farmhouse sink overlooking the carport, and a center island with ample storage and seating. The

  Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

  416 Siberian Cypress Cir, Winter Haven, FL 33881
• 

  

  /45

  $269,999 Open Tue 9AM - 5PM

  • 4 Beds
  • 2 Baths
  • 1,815 Sq Ft

  1701 36th St NW, Winter Haven, FL 33881

  Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and

  Jose Hooker-Gomez CHARLES RUTENBERG REALTY ORLANDO

  1701 36th St NW, Winter Haven, FL 33881
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  /48

  $198,000

  • 3 Beds
  • 2.5 Baths
  • 1,585 Sq Ft

  2500 21st St NW Unit 88, Winter Haven, FL 33881

  Price Improvement Chain of Lakes Frontage on Lake Hartridge Enjoy true waterfront living in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo located directly on Lake Hartridge, part of the renowned Winter Haven Chain of Lakes. Situated in the desirable Casa Del Sol community, this spacious two-story home offers direct lake access and stunning panoramic views.The interior

  Irene Bryan COLDWELL BANKER REALTY

  2500 21st St NW Unit 88, Winter Haven, FL 33881
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  /38

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  4956 Jackson St, Winter Haven, FL 33884

  Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors and a chef-inspired kitchen with a large island. Relax on your screened-in lanai overlooking a private backyard. Located minutes from shopping, schools, and attractions—this move-in-ready gem is a must-see!

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  4956 Jackson St, Winter Haven, FL 33884
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  /43

  $270,000

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  1458 Austin St, Winter Haven, FL 33884

  Welcome to Peace Creek Reserve! This like-new Atlanta Plan offers exceptional space and modern design with 4 bedrooms, 2.5 baths, loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and kitchen with a large quartz island, ample counter space, generous pantry, and stainless steel appliances. Sliding glass doors lead to private backyard with serene views,

  Shira Bhagavatula STAR BAY REALTY CORP.

  1458 Austin St, Winter Haven, FL 33884
• 

  

  /20

  $338,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,863 Sq Ft

  1633 Nantucket Way, Winter Haven, FL 33884

  Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with a spacious, open-concept layout. This home showcases high ceilings, creating a bright and airy atmosphere throughout. The master suite offers a relaxing retreat with a large bedroom that flows into a luxurious en-suite bathroom, complete with a dual sink vanity for added

  Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1633 Nantucket Way, Winter Haven, FL 33884
• 

  

  /21

  $299,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  337 Meredith Blvd, Winter Haven, FL 33881

  Single Level Home with 3 Bedrooms! Under Construction, scheduled to be completed in March! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with

  DRB Homes Builder

  337 Meredith Blvd, Winter Haven, FL 33881
• 

  /2

  $317,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  4057 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. his BEATIFUL ELSTON II Model home has 4 bedrooms, 2.5 baths & a 2-car garage-2305 SqFt. NEWLY UPGRADED! Large 2-STORY open floor plan with spacious great room & kitchen to entertain & enjoy the company of your guests. All bedrooms & laundry located on the 2nd floor. Your very spacious master suite located on the 2nd floor with a large walk-closet & a double sink vanity with

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4057 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /35

  $43,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  696 Century Ln, Winter Haven, FL 33881

  2 Bed | 2 Bath | 840 square foot | $43,900 (Hidden Golf Club Lot 696) Enjoy the Florida lifestyle in this this beautifully maintained furnished home with spacious open layout and split floor plan. Home located in highly sought after 55+Community.Golf cart is included in sale! Spacious lanai with newer windows for relaxing. Outdoor concrete patio perfect for grilling and gas grill included! Home

  Brandi Sappington CRF Communities

  696 Century Ln, Winter Haven, FL 33881
• 

  

  /47

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,480 Sq Ft

  3211 Heron Cove, Winter Haven, FL 33884

  Experience timeless elegance in this executive Mediterranean-style home, where refined architecture meets luxurious living.Welcome to Heron Cay, an exclusive retreat comprised of just two dozen custom homes tucked away near Lake Eloise. Make your way through the gate and wind around to the cul-de-sac where this exceptional home stands ready to welcome and impress you. Upon entering through

  Misty McCracken FATHOM REALTY FL LLC

  3211 Heron Cove, Winter Haven, FL 33884
• 

  

  /17

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,369 Sq Ft

  3410 Fox Ridge St, Winter Haven, FL 33884

  Welcome to 3410 Fox Ridge Street in Winter Haven, FL. This 3-bedroom 2 bath home features tiled flooring throughout, new appliances, new interior and exterior paint. Granite countertops in kitchen and bathrooms. Open floor plan with a wood burning fireplace. Inside laundry room. Master bedroom features his and her walk-in closets. The home is within walking distance of Garden Grove elementary

  Sue Ann Williamon THE HOME COMPANY

  3410 Fox Ridge St, Winter Haven, FL 33884
• 

  

  /43

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  3343 Livingston Way, Winter Haven, FL 33884

  Located in the highly desirable 55+ maintenance-free gated community of Traditions on Lake Ruby, this wonderful 2-bedroom, 2-bathroom home offers charm, functionality, and an exceptional lifestyle. Upon arrival, you’re greeted by a welcoming Screened-in front porch decked out with tile flooring. Inside, the open-concept floor plan features a spacious living room with vaulted ceilings, Laminate

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3343 Livingston Way, Winter Haven, FL 33884
• 

  

  /37

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft

  31 Cactus Cir N, Winter Haven, FL 33880

  Charming 2-bedroom, 2-bath home situated on a beautiful 1-acre lot offering space, privacy, and functionality. This unique property is a true gardener’s paradise, featuring an impressive variety of mature fruit trees including mango, pineapple, plum, pecan, pear, cherry, loquat, peach, and pink guava — providing both beauty and the opportunity to enjoy fresh fruit right from your own backyard. A

  Brandon Casselman BHHS FLORIDA PROPERTIES GROUP

  31 Cactus Cir N, Winter Haven, FL 33880
• 

  

  /59

  $387,500

  • 4 Beds
  • 2 Baths
  • 2,078 Sq Ft

  5828 Marsh Landing Dr, Winter Haven, FL 33881

  Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your Florida lifestyle, is home to 44 residences, 2 pools, a playground, and sidewalks to keep you active. HOA includes lawn maintenance which allows you to relax in your stunning new home! Thoughtfully designed with a triple-split floorplan, this residence

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  (863) 312-0317

  5828 Marsh Landing Dr, Winter Haven, FL 33881
• 

  

  /70

  $130,000

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  4056 Rolling Oaks Dr, Winter Haven, FL 33880

  Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are

  Kathy Devor COLDWELL BANKER REALTY

  4056 Rolling Oaks Dr, Winter Haven, FL 33880
• 

  $255,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  DOWNING II Plan at VillaMar, Winter Haven, FL 33884

  Discover the Downing floorplan at Villamar in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this home prioritizes efficient living without sacrificing an ounce of warmth. Step inside and be greeted by a thoughtfully arranged space, designed to maximize both comfort and flow. (Luxury vinyl) flooring guides you through the home, setting the stage for everyday living.

  D.R. Horton Builder

  3744 Giorgio Dr Unit 39403211, Winter Haven, FL 33884
• 

  

  /22

  $48,000

  • 2 Beds
  • 2 Baths

  625 Century Dr, Winter Haven, FL 33881

  This 940 sq ft home offers an open floor plan and a bright Florida room at the front of the house-perfect for relaxing or morning coffee. Recent improvements include new plumbing throughout (10/2023), a newer roof (2023), and an AC system installed around 2020. The home features convenient stackable inside laundry and a large shed for extra storage. A wonderful opportunity to make this home your

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 270-3168

  625 Century Dr, Winter Haven, FL 33881
• 

  

  /41

  $56,900

  • 2 Beds
  • 2 Baths

  828 Bunker Cir, Winter Haven, FL 33881

  Spring Savings! Enjoy $0 Lot Rent until May 1, 2026, when you close in March 2026! Enjoy the Florida lifestyle in this beautifully maintained and furnished home with no rear neighbors in highly sought after 55+ Community! This home has an abundance of space and storage with 2 outdoor sheds and concrete patio in back for grilling! Home comes with the golf cart -perfect for cruising to the

  Brandi Sappington CRF Communities

  828 Bunker Cir, Winter Haven, FL 33881

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