Winter Haven, FL Homes for Sale

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  /65

  $445,000

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  4048 Phoenician Way, Winter Haven, FL 33884

  Lake Ashton is a 55+ golf community with all the amenities you could ask for including movie theatre, bowling alley, pickle ball, tennis, bocce, fitness centers, two clubhouses and so much more! This highly upgraded 3-bedroom, St John floor plan home is breathtaking! Once inside the elegant beveled double French glass door entry you will be amazed at the impeccably executed home finish. Such as,

  Armando Perez HEROES REAL ESTATE GROUP LLC

  4048 Phoenician Way, Winter Haven, FL 33884
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  /60

  $107,500

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  4424 Limewood St, Winter Haven, FL 33880

  Spacious is the best word to describe this home. The home has 1440 sf plus a side porch for additional entertaining space. The home has two living areas and a wonderfully functional kitchen. The primary bedroom and bath allow for lots of space with two closets for his and hers clothes. The main bathroom is directly off the guest bedroom, making it convenient for guests. The hot water heater was

  Kathy Devor COLDWELL BANKER REALTY

  4424 Limewood St, Winter Haven, FL 33880
• 

  

  

  /23

  $325,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  3777 Giorgio Dr, Winter Haven, FL 33884

  Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of

  Oscar Isaac PRIVILEGE REAL ESTATE & INVESTMENTS INC

  3777 Giorgio Dr, Winter Haven, FL 33884
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  /46

  $297,000

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  1596 Leamington Ln, Winter Haven, FL 33884

  Short Sale. Motivated Sellers- Listing reflects appraisal price for Short Sale - Price is negotiable, requires bank approval - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned

  Christian Clay DALTON WADE INC

  1596 Leamington Ln, Winter Haven, FL 33884
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  /38

  $135,000

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  2408 Crooked Stick Dr Unit 273, Winter Haven, FL 33881

  Beautifully Maintained Home offers an Inviting and Spacious Layout. Homes in theFour Lakes Golf & Country Club, a pet-friendly, 55+ golf community inWinter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $716 which gives you and your guest access to the amenities of the community. Upon entering this split-plan residence, you will be

  Kathy Sutak Renee's Resales

  2408 Crooked Stick Dr Unit 273, Winter Haven, FL 33881
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  /50

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,309 Sq Ft

  4599 Reynosa Dr SW, Winter Haven, FL 33880

  Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed residence that blends artisan craftsmanship with modern efficiency. From the moment you arrive, the home sets itself apart fully fenced with new vinyl fencing, enhanced exterior lighting, and a brand-new Trex front porch designed for relaxed mornings and long

  Jason Prieto LPT REALTY, LLC

  4599 Reynosa Dr SW, Winter Haven, FL 33880
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  /18

  $303,000

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  757 Reggie Rd, Winter Haven, FL 33884

  Beautiful modern single-family home located in a quiet and highly desirable area of Winter Haven. Currently rented at $1,900 a month, this property offers an excellent income opportunity for investors or future homeowners.Featuring spacious living areas, a modern kitchen, and a cozy backyard perfect for family gatherings, this home is filled with bright natural light that creates a warm and

  Maria Cendon LPT REALTY, LLC

  757 Reggie Rd, Winter Haven, FL 33884
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  /57

  $74,900

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  186 Fairway Cir, Winter Haven, FL 33881

  This is the one you've been waiting for! Beautifully renovated with modern appeal - Welcome home to this 2-bedroom/2-bath oasis with over 1344 sq ft of living space. This home has been fully renovated from top to bottom by someone who has been updating manufactured homes for many years. Enjoy an enormous amount of space to entertain family and friends or enjoy a cup of coffee and a good book in

  Patti Alvin Sunset Home Sales

  186 Fairway Cir, Winter Haven, FL 33881
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  /14

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft

  3256 Avenue M NW, Winter Haven, FL 33881

  This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike.The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The

  Phillip Randall DALTON WADE INC

  3256 Avenue M NW, Winter Haven, FL 33881
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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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  /16

  $275,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  Aurora Plan at VillaMar, Winter Haven, FL 33884

  Introducing the Aurora by Highland Homes, featuring desirable details from the Craftsman-style exterior through the inviting interior! The Aurora features: A bright, open living area including a gathering room and kitchen with a pantry and eating space at the breakfast bar, under an airy volume ceiling. An owner's suite with volume ceilings, two wardrobe closets, a linen closet, and a private

  Highland Homes Builder

  521 Vittorio Dr Unit 37315717, Winter Haven, FL 33884
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  /40

  $159,900

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  126 2nd St, Winter Haven, FL 33880

  ALMOST BRAND NEW!! Check out this CHARMING 3 bedroom, 2 bath manufactured home perfectly situated within a fully fenced-in yard! Step inside to find an Open Floor Plan featuring a cozy living room that flows seamlessly into the dining area and kitchen, creating a warm and inviting space. Split Bedroom Plan with the primary bedroom located just off the kitchen, boasting its own bathroom and a

  Chrissi Jasso ASSOCIATE REALTY

  126 2nd St, Winter Haven, FL 33880
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  /43

  $305,000

  • 4 Beds
  • 3 Baths
  • 2,070 Sq Ft

  3033 Buckeye Pointe Dr, Winter Haven, FL 33881

  Reduced $20k!! Move In Ready 4BR/3BA + Flex Space Featuring a Large 41'x17' Screened Patio. This Lovely Home Offers an Open Floor Plan, Vaulted Ceilings, Large Family Room, Corian Countertops in the Kitchen, Updated Lighting, Large Walk In Closet in Master Suite, LVP & Tile Flooring, Double Pane Windows, Privacy Fence and more! One off the Best Features are the Newly Installed Solar Panels. Cool

  Shawn McDonald SHAWN R MCDONALD REALTYGRP INC

  3033 Buckeye Pointe Dr, Winter Haven, FL 33881
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  /45

  $155,000

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  1776 6th St NW Unit 305, Winter Haven, FL 33881

  RARELY AVAILABLE 3 BEDROOM 2 BATH (LAKERIDGE) CONDOMINIUM WITH 1,549 SQ.FEET & BEAUTIFUL LAKEVIEWS! The complex has all brand new dual pane, low E windows through out! Unit updates include: AC replaced in 2025; Water Heater replaced 2015; and, installation of new expensive remote controlled window shades in Florida room. Easy living is what you will find at this 55+ gated Winter Haven, Florida

  Chris Goode JUDY B CLEAVES PROPERTIES INC

  1776 6th St NW Unit 305, Winter Haven, FL 33881
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  /56

  $370,000

  • 4 Beds
  • 2.5 Baths
  • 2,203 Sq Ft

  3142 Whispering Trails St, Winter Haven, FL 33884

  Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featuring a spacious layout perfect for everyday living and entertaining, its nestled in a well-maintained GATED COMMUNITY with Clubhouse, Pool and Scenic Walking Trails. Recent upgrades inlcude: Kitchen Cabinets, Tile Floors, New Stair Rails and Stair

  Gigi Sevilla NEWBERRY REALTY & DEV GRP INC.

  3142 Whispering Trails St, Winter Haven, FL 33884
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  /47

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft

  1114 Brimstone Cir, Winter Haven, FL 33884

  Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect

  Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

  1114 Brimstone Cir, Winter Haven, FL 33884
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  /42

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,790 Sq Ft

  6825 S Lake Henry Dr NE, Winter Haven, FL 33881

  Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your own private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, stainless steel appliances including a built-in

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6825 S Lake Henry Dr NE, Winter Haven, FL 33881
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  /19

  $339,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,077 Sq Ft

  5163 Kinsley Dr, Winter Haven, FL 33859

  This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

  Richmond American Homes Builder

  5163 Kinsley Dr, Winter Haven, FL 33859
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  /63

  $57,500

  • 2 Beds
  • 2 Baths

  104 Rigi Slope Dr, Winter Haven, FL 33881

  Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed

  Chrissy Walter Sunset Home Sales

  104 Rigi Slope Dr, Winter Haven, FL 33881
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  /30

  $283,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  4032 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 Sq Ft. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful &

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4032 Giorgio Dr, Winter Haven, FL 33884
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  /14

  $342,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,909 Sq Ft

  3319 Twilight Rd, Winter Haven, FL 33881

  As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

  Starlight Homes Builder

  3319 Twilight Rd, Winter Haven, FL 33881
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  /32

  $324,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  Campbell Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

  Welcome to the Campbell, a stunning four-bedroom, two and a half bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202789, Winter Haven, FL 33880
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  /27

  $246,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  Pearson Plan at Annabelle Estates - Townhomes, Lake Wales, FL 33859

  Annabelle Estates presents the Pearson, available to build in Winter Haven, Florida. This spacious all block construction townhome features 3 bedrooms and 2.5 bathrooms. When entering you are greeted with a long foyer and powder room or the option to go right upstairs. This home was designed with an open concept living feel. Enjoy the spacious kitchen with bar seating, and dining and living space

  D.R. Horton Builder

  4019 Penelope Ave Unit 37026745, Lake Wales, FL 33859
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  /5

  $45,000

  • Land
  • 0.35 Acre
  • $128,571 per Acre

  716 Avenue Y NE, Winter Haven, FL 33881

  This vacant lot offers a prime development opportunity in Winter Haven. The property is a 0.35-acre level lot, providing ample space for a residential build in an established neighborhood.

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  716 Avenue Y NE, Winter Haven, FL 33881
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  /24

  $32,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  91 Orange Manor Dr, Winter Haven, FL 33884

  ImmaculateHome with Cottage-Style Located in a 55+ Active Community in Winter Haven Homes in the Orange Manor East, a 55+ lake community, are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $ 700 which gives you and your guest access to the amenities of the community. Welcome to a beautifully maintained 2-bedroom, 1-bath

  Bette Johnson Renee's Resales

  91 Orange Manor Dr, Winter Haven, FL 33884
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  /24

  $34,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  28 Alpine Dr, Winter Haven, FL 33881

  Swiss Village / 2 Bedroom/2 Bath / 1,260 Sq. Ft. / PRICE REDUCED TO ONLY $34,000.00! Located in a beautiful lakeside community, this home offers affordability and square footage to begin your Florida lifestyle! This home has a well-maintained A/C, rubber roof, new shed roof, newer hot water heater, Florida room, & new flooring in the kitchen and both bathrooms. The bedrooms are spacious, and the

  Jennifer Torres CRF Communities

  28 Alpine Dr, Winter Haven, FL 33881
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  /10

  $303,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  Eloise Plan at Peach Crossings, Winter Haven, FL 33884

  The Eloise features three spacious bedrooms, offering plenty of room for family and guests. The heart of the house is the kitchen, which boasts an abundance of counter space, making it perfect for preparing meals and entertaining. With modern appliances and a well-designed layout, it's everyone’s dream kitchen. Just outside the back door is a covered patio that creates a cozy retreat for outdoor

  LGI Homes Builder

  1609 Nantucket Way Unit 39630296, Winter Haven, FL 33884
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  /42

  $215,000

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  6827 S Lake Henry Dr, Winter Haven, FL 33881

  Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates in Winter Haven. Here, you own both the home and the land—a rare find in this area. Perfectly positioned with Lake Henry as your backyard, this home offers stunning water views from the large living area, where expansive windows fill the space with

  Samantha Conley GREEN STAR REALTY, INC.

  6827 S Lake Henry Dr, Winter Haven, FL 33881
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  /22

  $97,900

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1689 Glen Abby Ln Unit 795, Winter Haven, FL 33881

  Charming Gem,Perfectly Priced in Winter Haven Homes in the Four Lakes Golf & Country Club, a pet-friendly, 55+ golf community in Winter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $711 which gives you and your guest access to the amenities of the community. Welcome to this perfectly priced, charming gem in the coveted Four Lakes

  Michelle Gentile Renee's Resales

  1689 Glen Abby Ln Unit 795, Winter Haven, FL 33881
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  /35

  $287,740 New Construction

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

  2787 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2787 Adeline Ave WINTER HAVEN FL 33881 priced at 287740, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  2787 Adeline Ave, Winter Haven, FL 33881
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  /18

  $50,000

  • 2 Beds
  • 2 Baths

  207 Sweet Cir, Winter Haven, FL 33884

  Move in ready home in active 55+ community of Orange Manor West. This large, 2 bedroom/2bath, spacious home offers comfort, convenience and incredible value. Sellers have enjoyed the warmer winter months since owning the home but now think it is time to sell and let someone else enjoy the Florida sunshine. SELLERS ARE MOTIVATED AND WOULD LOVE TO SELL BEFORE LEAVING IN MARCH. THEY ARE OFFERING

  Emily Muscarella

  207 Sweet Cir, Winter Haven, FL 33884
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  /30

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft

  2105 9th St NE, Winter Haven, FL 33881

  Beautiful and versatile home located in the desirable Lake Idyll Estates community of Winter Haven! This property offers a functional and flexible layout with abundant natural light and thoughtfully designed living spaces. In addition to the main living areas, the home features a BONUS ROOM and additional BATHROOM, providing excellent flexibility for a home office, guest space, playroom, or

  Vivian Boscan Montaner COLDWELL BANKER REALTY

  2105 9th St NE, Winter Haven, FL 33881
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  /24

  $275,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  584 Cody Caleb Dr, Winter Haven, FL 33884

  Discover this charming three-bedroom, two-bathroom residence in the desirable Savannah Estates, where comfort meets style. This inviting space features laminate flooring throughout, complemented by tile in the bathrooms. The open-concept design showcases a spacious kitchen, complete with ample cabinets, generous counter space, a breakfast bar, and stainless steel appliances, including a gas

  David Small KELLER WILLIAMS REALTY SMART 1

  584 Cody Caleb Dr, Winter Haven, FL 33884
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  /34

  $366,690 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  804 Andrew St, Winter Haven, FL 33881

  Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 3 bedrooms! Beautiful 2 Level, Coastal elevation, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The inviting front porch opens to a gracious foyer that leads you to the open main living space. The family room is open to the dining area and adjacent kitchen. The primary suite boasts an ensuite bathroom with dual sink

  DRB Homes Builder

  804 Andrew St, Winter Haven, FL 33881
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  /24

  $24,900

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  453 Coral Dr, Winter Haven, FL 33881

  Hidden Cove West / Lot #453 / 1 Bedroom/1 Bath / 520 Sq. Ft. / $24,900.00 Now available, this adorable one-bedroom bungalow home on a cul-de-sac gives island vibes at an affordable price! It is the perfect size for anyone looking for a Winter Retreat at a fabulous price. No worries, you won't be sacrificing because you want something budget friendly. This home offers 2025 Updates of: A/C Roof

  Jennifer Torres CRF Communities

  453 Coral Dr, Winter Haven, FL 33881
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  $341,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,227 Sq Ft

  615 Ituna Cir, Winter Haven, FL 33881

  Move-in ready 2-story home for sale in Winter Haven, Florida, with 5 bedrooms! Welcome to the Seabrooke II! Downstairs, enjoy a welcoming, open living area with luxury vinyl plank flooring! Plus, enjoy outdoor living on your front porch and large covered lanai, spanning the entire back of your home! Upstairs, your beautiful owner's suite is complete with a private en-suite bath with a decorative

  Highland Homes Builder

  615 Ituna Cir, Winter Haven, FL 33881
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  /43

  $325,000

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  3935 Palazzo Place, Winter Haven, FL 33884

  Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen

  Casandra Vann KELLER WILLIAMS REALTY SMART

  3935 Palazzo Place, Winter Haven, FL 33884
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  /37

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  4099 Island Lakes Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $40,000 PRICE IMPROVEMENT! Lakefront living on the Chain of Lakes just became an incredible opportunity. Welcome to 4099 Island Lakes Dr — a well-maintained 3 bedroom, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes. Major updates already handled with a brand new roof installed

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  4099 Island Lakes Dr, 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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  /47

  $125,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  35 Tangelo Dr SE, Winter Haven, FL 33884

  FREE LOT RENT!! Yes, you read that right. Seller will pay your lot rent for one year. Welcome to your new home in an active 55+ community, where lifestyle meets comfort! This house offers a perfect blend of modern amenities and tranquil outdoor living, making it an ideal sanctuary. Step inside to discover a large open floor plan that creates a seamless flow between living, dining, and kitchen

  Emily Muscarella

  35 Tangelo Dr SE, Winter Haven, FL 33884

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