Winter Haven, FL Homes for Sale

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  $694,900

  • 4 Beds
  • 3 Baths
  • 2,947 Sq Ft

  441 Archaic Dr, Winter Haven, FL 33880

  Discover this spacious & stunning lakefront 4BR, 3BA home where elegant living & breathtaking panoramic views create the perfect Florida lifestyle. This lakeside haven is ~3000 sq ft LA & has upgrades galore including new windows, granite countertops, lots of ceiling fans & engineered hardwood floors throughout with upgraded tile in the wet areas. Enter into a spacious, light-filled foyer facing

  Julie Matthews JULIE MATTHEWS GROUP LLC

  441 Archaic Dr, Winter Haven, FL 33880
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  /34

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft

  749 Overlook Grove Dr, Winter Haven, FL 33884

  Welcome to 749 Overlook Grove Dr in Winter Haven! This charming home offers a desirable split floor plan with 3 bedrooms and 2 bathrooms, providing both comfort and functionality. The open layout makes it easy to entertain, while the spacious kitchen flows seamlessly into the living and dining areas. The primary suite includes its own private bathroom. Outside, you’ll find a fenced backyard—ideal

  Derek McGehee ALL COUNTY POLK PROPERTY MANAG

  749 Overlook Grove Dr, Winter Haven, FL 33884
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  /11

  $219,900

  • 3 Beds
  • 1.5 Baths
  • 1,166 Sq Ft

  1997 26th St NW, Winter Haven, FL 33881

  Cute as a button. Great starter home or investment property. Large corner lot. Featuring NEW ROOF, NEW SEPTIC, NEW ELECTRICAL PANELS. This three bedrooms one & one half bathroom has a new modern eat in kitchen and laminate floors. Open spacious living and dining room. Covered front porch. Why rent just buy. Adjoining vacant lot is not included in the sale and has been removed from the legal

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  1997 26th St NW, Winter Haven, FL 33881
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  /62

  $555,000

  • 3 Beds
  • 2 Baths
  • 3,388 Sq Ft

  345 S Lake Florence Dr, Winter Haven, FL 33884

  SELLER IS OFFERING UP TO $10,000 IN CLOSING COST ASSISTANCE. Houses like this don't come around often. 345 South Lake Florence Drive offers you 3 bedrooms, 2 bathrooms, office, formal dining, formal living, game room, loft, gorgeous family room, 3 car garage and a pool. The grand entrance has soaring ceilings that carry through the main living space and into the family room with its original wood

  Cole Bataille STRAIGHT UP REALTY & PM LLC

  345 S Lake Florence Dr, Winter Haven, FL 33884
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  /40

  $289,999

  • 3 Beds
  • 2 Baths
  • 1,935 Sq Ft

  2470 Salzburg Loop, Winter Haven, FL 33884

  This property is located in one of the best neighborhoods in Winter haven.

  Neree Augustin PREMIUM REAL ESTATE SERVICES

  2470 Salzburg Loop, Winter Haven, FL 33884
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  /28

  $110,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  333 Lake Howard Dr NW Unit 213D, Winter Haven, FL 33880

  A 55+ Active community well maintained surrounded by gorgeous landscaping, dock access to the Winter Haven's Chain of Lakes (LAKE HOWARD). This second floor unit offers a range of amenities that includes a recreational room, heated community pool, shuffleboard, and grills to BBQ by the beautiful gazebo, community boat ramp nearby fishing allowed. Check out this 2 bedroom, 2 bath condo with an

  Lisa Simpson KELLER WILLIAMS REALTY SMART 1

  333 Lake Howard Dr NW Unit 213D, Winter Haven, FL 33880
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  /38

  $429,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,267 Sq Ft

  259 Meredith Blvd, Winter Haven, FL 33881

  Beautiful Lakeside 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! This stunning Lakeside Highbourne with the coastal elevation, greets you with a charming front porch, perfect for relaxing and enjoying the outdoors. Inside, a versatile flex space offers an ideal area for a formal living room or home office, conveniently connected to the kitchen. Just past the flex room is a

  DRB Homes Builder

  259 Meredith Blvd, Winter Haven, FL 33881
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  /28

  $334,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  329 Meredith Blvd, Winter Haven, FL 33881

  Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Welcome to the Flagler floor plan, where timeless charm meets modern luxury. The home’s traditional elevation with a welcoming front porch sets the tone for elegance and comfort. Inside, a versatile flex space off the entry offers the perfect spot for a home office or cozy reading nook. The heart of the home

  DRB Homes Builder

  329 Meredith Blvd, Winter Haven, FL 33881
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  /34

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft

  1584 Vienna Square Dr, Winter Haven, FL 33884

  Welcome to your dream home in the serene 55-plus gated community of Vienna Square in Winter Haven! This exquisite 2-bedroom, 2-bathroom villa is designed for comfortable living and entertaining, featuring an inviting open floor plan that welcomes you with warmth and style. As you step inside, you'll appreciate the spacious layout where the dining room and living room seamlessly combine, creating

  John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  1584 Vienna Square Dr, Winter Haven, FL 33884
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  /60

  $598,000

  • 4 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  725 Heritage Dr NE, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. HUGE Price Reduction! Motivated Seller-Located in the sought-after community of Hamilton Pointe, this beautifully maintained 4-bedroom, 2.5-bath, 3,114 SF pool home sits on a half-acre lot with no rear neighbors. The spacious kitchen features an eat-in area and French doors leading to the lanai, while the grand family room boasts 13’ ceilings, crown

  Laura Slocumb TRIBUTE REALTY LLC

  725 Heritage Dr NE, Winter Haven, FL 33881
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  /56

  $744,900

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft

  226 Ruby Lake Ln, Winter Haven, FL 33884

  Welcome to this stunning 3 bedroom, 3 bathroom pool home offering gorgeous views of Lake Ruby. Set on a prime waterfront lot, the property includes an oversized 3-car garage and a private boat dock complete with an automated boat lift, making it ideal for boating and lakefront living.Designed with entertaining in mind, the open layout seamlessly blends indoor and outdoor spaces. Sliding

  Eric Chastain THE STONES REAL ESTATE FIRM

  226 Ruby Lake Ln, Winter Haven, FL 33884
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  $289,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  6654 Crescent Loop, Winter Haven, FL 33884

  Discover this charming home nestled in desirable Southeast Winter Haven area, perfectly located within the Chain Of Lakes Elementary School zone. This well maintained, one-owner features a spacious split floor plan with 1820 Sq Ft Living, 4 bedrooms/2 baths offering ample space for families or guest. Home features Large kitchen with an inviting eat-in breakfast area, ideal for casual dining,

  Cindy Thornton AGILE GROUP REALTY

  6654 Crescent Loop, Winter Haven, FL 33884
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  /54

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  715 Magnolia Place, Winter Haven, FL 33884

  Beautiful waterfront views, nightly sunsets, and direct access to the world-famous Winter Haven Chain of Lakes—welcome to this beautifully updated condo in the gated lakeside community of Winterset. Offering 2 bedrooms, 2 bathrooms, and its own private one-car garage, this residence blends comfort, style, and the relaxed Central Florida lakefront lifestyle. Step inside to discover an open and

  Michael Stone THE STONES REAL ESTATE FIRM

  715 Magnolia Place, Winter Haven, FL 33884
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  /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
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  /25

  $462,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,804 Sq Ft

  306 Avenue P NW, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Brand-New 2025 Duplex – An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with

  Amalia Lucena LPT REALTY, LLC

  306 Avenue P NW, Winter Haven, FL 33881
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  $314,990 New Construction

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

  325 Meredith Blvd, Winter Haven, FL 33881

  Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Welcome to the Atlantic floor plan at Willowbrook North, a beautifully crafted new construction home in Winter Haven. This 3-bedroom, 2-bathroom home combines modern design with functional living in a bright, open-concept layout. At the heart of the home, the kitchen features a massive granite island and elegant

  DRB Homes Builder

  325 Meredith Blvd, Winter Haven, FL 33881
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  /95

  $695,000

  • 3 Beds
  • 2 Baths
  • 2,773 Sq Ft

  1336 Oakmont Dr, Winter Haven, FL 33884

  Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community. This immaculate oasis radiates style, elegance, and Florida charm at every turn. From the striking bronze facia and windows to the fresh paint scheme and professional landscaping with concrete curbing, to the panoramic bronze-domed screened lanai with custom outdoor

  Brad Kirwan GLOBAL LIFESTYLE LLC

  1336 Oakmont Dr, Winter Haven, FL 33884
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  /20

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  1109 5th St SW, Winter Haven, FL 33880

  Step inside this versatile 3-bedroom, 2-bathroom Winter Haven home and discover endless possibilities without HOA! Featuring a spacious living area, updated kitchen with ample cabinet space, and a primary suite, this home is designed for comfort and functionality. Situated on a generous fenced-in lot perfect for outdoor entertaining, or future projects, it also offers easy access to major

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 267-9625

  1109 5th St SW, Winter Haven, FL 33880
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  /36

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  1424 Wallace Manor Pass, Winter Haven, FL 33880

  Welcome to this charming 3 bedroom, 2 bath home built in 2014, offering almost 1600 sq. ft. of comfortable living space in the heart of Winter Haven. Perfectly located just minutes from Legoland and with convenient access to both Orlando and Tampa, this home is ideal for those seeking both comfort and convenience. From the moment you arrive, you’ll notice the excellent curb appeal with

  Chris Hall KELLER WILLIAMS REALTY SMART

  1424 Wallace Manor Pass, Winter Haven, FL 33880
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  /57

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  4429 Turnberry Ln, Lake Wales, FL 33859

  Resort-Style Living in Lake Ashton's 55+ Community Golf, Pools & More! The CDD bond is paid in full! This move-in ready 3-bedroom, 2-bath home features a stunning decorative glass entry door with twin sidelights and an arched transom window that welcomes you into the grand foyer filled with natural light. The open floor plan features ceramic tile throughout the main living areas, beautiful crown

  Julie Seay COLDWELL BANKER REALTY

  4429 Turnberry Ln, Lake Wales, FL 33859
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  $272,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  ARCHER II Plan at Annabelle Estates, Lake Wales, FL 33859

  The Archer II is one of our one-story floorplans features in our Annabelle Estates community in Lake Wales, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It

  D.R. Horton Builder

  4019 Penelope Ave Unit 37619581, Lake Wales, FL 33859
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  $299,990 New Construction

  • 5 Beds
  • 2 Baths
  • 1,708 Sq Ft

  DUNDEE Plan at Annabelle Estates, Lake Wales, FL 33859

  Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Annabelle Estates in Lake Wales, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow

  D.R. Horton Builder

  4019 Penelope Ave Unit 37619580, Lake Wales, FL 33859
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  $282,990 New Construction

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

  FREEPORT II Plan at Annabelle Estates, Lake Wales, FL 33859

  The Freeport II floorplan at Annabelle Estates offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a

  D.R. Horton Builder

  4019 Penelope Ave Unit 37619577, Lake Wales, FL 33859
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  $59,900

  • 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
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  $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
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  /4

  $5,600

  • 2 Beds
  • 2 Baths

  10 Stebbins Dr Unit 10, Winter Haven, FL 33884

  Tori Coil Grove Shores

  10 Stebbins Dr Unit 10, Winter Haven, FL 33884
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  /27

  $339,999

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  905 Cambridge Dr, Winter Haven, FL 33881

  Discover comfort, style, and community living at its best in Lucerne Reserve Park — a highly desirable neighborhood in Winter Haven!This 4-bedroom, 2.5-bath home offers 2,300+ of bright, open living space designed for both gatherings and everyday comfort. The inviting floor plan is filled with natural light, while the kitchen flows seamlessly into dining and family areas. Upstairs, retreat to

  Sherraine Felder COLDWELL BANKER REALTY

  905 Cambridge Dr, Winter Haven, FL 33881
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  /57

  $284,900

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881

  Lakeside living, front-row. This 3-bedroom, 3-bath townhome sits directly on Lake Hartridge—part of the Winter Haven Chain of Lakes—in an intimate, 28-unit community with a dock right out back and postcard views from both levels. Two expansive screened lanais run the width of the home, so morning coffee, afternoon breezes, and sunset watching all happen with the water as your backdrop. Entering

  Tony Ubaldini EXP REALTY LLC

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881
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  /51

  $525,000

  • 4 Beds
  • 4 Baths
  • 3,400 Sq Ft

  1215 Cypress Point E, Winter Haven, FL 33884

  Spacious Pool Home in a Sought-After Area – Priced to Sell! This inviting 4 (or 5) bedroom, 3.5 bath home is perfect for comfortable living and entertaining. A welcoming foyer with Spanish tile flooring flows through the main living areas. The open living and dining room feature a stone fireplace, 20-foot vaulted ceilings, and sweeping views of the pool. The kitchen, complete with granite

  Yolanda Floyd PAIGE WAGNER HOMES REALTY

  1215 Cypress Point E, Winter Haven, FL 33884
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  /2

  $75,000

  • Land
  • 0.25 Acre
  • $300,000 per Acre

  0 32nd St NW, Winter Haven, FL 33881

  Two Prime Lots with Endless Possibilities – Mobile Homes Welcome! Sitting right in the heart of the growing Inwood neighborhood of Winter Haven, these two adjacent parcels at 0 32nd St NW represent an affordable and versatile opportunity for investors, builders, or anyone ready to secure a slice of Florida sunshine without breaking the bank. The deal is simple yet powerful: you’re getting two

  Moe Mossa SAVVY AVENUE, LLC

  0 32nd St NW, Winter Haven, FL 33881
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  /21

  $299,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,039 Sq Ft

  5528 Taverna Way, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

  Dale Human CASA FRESCA REALTY

  5528 Taverna Way, Winter Haven, FL 33884
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  /17

  $61,900

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

  152 Winterdale Dr Unit LOT 190, Lake Alfred, FL 33850

  Discover Your Dream Home in Kings Pointe - A Premier Gated 55+ Community in Polk County Homes in Kings Pointe, a 55+ pet friendly community are on lot leased land in Lake Alfred, Florida. Owning the home, but not the land, you pay a monthly lot rent of $703.00 which gives you and your guest access to the amenities of the community. If you're searching for the perfect place to call home,

  Pam Pullen Renee's Resales

  152 Winterdale Dr Unit LOT 190, Lake Alfred, FL 33850
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  /20

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft

  2907 Shoal Creek Place Unit 799, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,254 sq ft | $89,900 Step into this delightful 2-bedroom, 2-bathroom home, offering 1,254 sq ft of open living space on lot 799 in gorgeous Four Lakes Golf Club. From the moment you arrive, you'll appreciate the thoughtful design that makes this home shine. Key Features: Turn-key (furnished) Handicap Accessible Lovely Lanai New A/C (2025) 4 TVs Included One Year

  Cheryl Dobbs CRF Communities

  2907 Shoal Creek Place Unit 799, Winter Haven, FL 33881
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  /22

  $29,900

  • 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 lot

  Bette Johnson Renee's Resales

  5601 Cypress Gardens Rd Unit M14B, Winter Haven, FL 33884
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  $153,900

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

  220 Monterey Cypress Blvd Unit 145, Winter Haven, FL 33884

  SPACIOUS, STYLISH & SERENE ... Your PEACE CREEK RETREAT Welcome to CYPRESS CREEK VILLAGE, one of Central Florida's NEWEST 55+ active ADULT, PET-FRIENDLY communities, where lifestyle comes first. Located in WINTER HAVEN, this land-LEASE community allows you to own your home while paying an approximate MONTHLY LOT RENT of $804.00, which includes full access to RESORT-STYLE amenities for you and

  Tammy Barnhart Renee's Resales

  220 Monterey Cypress Blvd Unit 145, Winter Haven, FL 33884
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  /30

  $369,900

  • 4 Beds
  • 3 Baths
  • 2,447 Sq Ft

  804 Channing St, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Nestled amid lush greenery and meticulous landscaping, this 4-bedroom, 3-bathroom dream home offers numerous upgrades and over 2400 square feet of living space. Featuring a spacious two-car garage and thoughtful details throughout, this residence is designed for both everyday living and entertaining. Step inside to discover an inviting, open-concept

  Shanta Navarro KELLER WILLIAMS ADVANTAGE III

  804 Channing St, Winter Haven, FL 33880
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  /36

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  353 Mandolin Ln, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bath home with a den is located in the highly desirable gated community of Mandolin.From the moment you arrive, the charming front porch welcomes you—a perfect spot to sit and relax. Inside, the split bedroom floor plan ensures privacy for the entire family, while the spacious great room, filled with natural light, features a striking reclaimed wood accent wall

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  353 Mandolin Ln, Winter Haven, FL 33884
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  $1,600,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,897 Sq Ft

  4323 Emerald Palms Blvd, Winter Haven, FL 33884

  AR Homes Builder

  4323 Emerald Palms Blvd, Winter Haven, FL 33884
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  $1,000,000 New Construction

  • 3 Beds
  • 3 Baths
  • 3,175 Sq Ft

  4444 Emerald Palms Ln, Winter Haven, FL 33884

  AR Homes Builder

  4444 Emerald Palms Ln, Winter Haven, FL 33884
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  /29

  $449,000

  • 5 Beds
  • 6 Baths
  • 3,015 Sq Ft

  724 W Central Ave, Winter Haven, FL 33880

  Don’t miss this prime investment opportunity! Perfect for adding to or starting your rental portfolio. With a central location and strong tenant demand, this property is ready to generate passive income today. NO seller/creative financing!

  Miraya Lane KELLER WILLIAMS ADVANTAGE III

  724 W Central Ave, Winter Haven, FL 33880

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