Studio to 5 Bedroom Homes for Sale in Winter Haven, FL

• 

  

  

  /20

  $189,000

  • 2 Beds
  • 2 Baths
  • 979 Sq Ft

  3356 Dexter Dell SE, Winter Haven, FL 33884

  Minutes from Legoland Florida!! Furnished home!! Featuring a BRAND-NEW Roof, lovely Sunroom, Convenient Carport for parking and 1/10 ownership of the community lake front access to Lake Dexter. This is an excellent Starter home, investment opportunity or personal retreat!

  Sarah Garner COLDWELL BANKER REALTY

  3356 Dexter Dell SE, Winter Haven, FL 33884
• 

  

  

  /56

  $470,000

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft

  319 Terranova Blvd, Winter Haven, FL 33884

  Step into this elegant residence nestled within a serene gated community, where comfort meets sophistication. This home offers 4 spacious bedrooms and 3 full bathrooms, beautifully designed with thoughtful upgrades and stylish finishes throughout. Bask in the Florida sunshine by your sparkling screened-in pool—an inviting retreat for relaxation or entertaining. Perfectly positioned near Winter

  Laura Pizarro PIZARROS GROUP

  319 Terranova Blvd, Winter Haven, FL 33884
• 

  

  

  /18

  $309,990 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  Edison Plan at VillaMar, Winter Haven, FL 33884

  The first floor of this new two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom.

  Lennar Builder

  6614 Crescent Loop Unit 38667750, Winter Haven, FL 33884
• 

  

  

  /21

  $795,000

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

  912 Lake Jessie Dr, Winter Haven, FL 33881

  * Unique Investment or Multi-Generational Living Opportunity on the Winter Haven Chain of Lakes! * Set up as a Kosher Kitchen, or can separate the 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, rental

  Leslie Wichman EXP REALTY LLC

  912 Lake Jessie Dr, Winter Haven, FL 33881
• 

  

  

  /13

  $314,390 New Construction

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft

  3873 Giorgio Dr, Winter Haven, FL 33884

  Open floor plan creates a unified living space with a large great room that overlooks the kitchen.

  Meritage Homes Builder

  3873 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /45

  $14,900

  • 2 Beds
  • 1 Bath

  54 Dale Dr, Winter Haven, FL 33880

  Discover your new home at 54 Dale Dr in Winter Haven, FL! This 2-bedroom, 1-bathroom house is now on the market and ready for its next owner. Nestled in a peaceful, wooded neighborhood, this property offers the perfect blend of small-town living with big-city convenience. Recently updated with brand new flooring, this home will be move-in ready when you arrive. It's part of the Winter Haven MHC,

  Chrissy Walter Sunset Home Sales

  54 Dale Dr, Winter Haven, FL 33880
• 

  

  /64

  $144,900

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  276 18th St NE, Winter Haven, FL 33881

  Discover the potential of this 3-bedroom, 2-bathroom home in Winter Haven, offering a versatile layout with a combined living and dining room perfect for everyday living or entertaining. The property features a fenced-in backyard, a spacious yard with room to customize, an empty pool ready for renovation or removal, and an enclosed back porch that adds extra flexible living space. With solid

  Jana Lutz COLDWELL BANKER REALTY

  276 18th St NE, Winter Haven, FL 33881
• 

  

  /64

  $19,990

  • 1 Bed
  • 1 Bath

  225 Mockingbird Ln, Winter Haven, FL 33884

  Discover your perfect retreat in this charming one-bedroom, one-bathroom home nestled in the vibrant Lake Deer community. This must-see property awaits your personal touch. Step into a world where relaxation meets recreation. The expansive clubhouse buzzes with engaging activities and friendly neighbors who know how to have a good time. Stay fit with convenient on-site fitness equipment, or soak

  Chrissy Walter Sunset Home Sales

  225 Mockingbird Ln, Winter Haven, FL 33884
• 

  

  /7

  $245,000

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

  1540 Avenue C NE, Winter Haven, FL 33881

  Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

  Robert Miller MILLSHIRE REALTY

  1540 Avenue C NE, Winter Haven, FL 33881
• 

  

  /28

  $185,000

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  1607 2nd St SE, Winter Haven, FL 33880

  PRIME LOCATION!! Prime Investment Opportunity with Commercial Zoning! Located in the Historic Pughsville neighborhood of Winter Haven. This property offers incredible versatility. Currently a cozy 2-bedroom, 1-bath residential wood framed home, the lot is zoned commercial, opening the door for various business uses. The property features a spacious, fenced-in yard with the added benefit of No HOA

  Twanna Dewdney LA ROSA REALTY PRESTIGE

  1607 2nd St SE, Winter Haven, FL 33880
• 

  

  /13

  $272,670 New Construction

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft

  3889 Giorgio Dr, Winter Haven, FL 33884

  Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet.

  Meritage Homes Builder

  3889 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /40

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  1004 Avenue G NE, Winter Haven, FL 33881

  Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range.Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

  Austin Towns STACEY TOWNS REALTY LLC

  1004 Avenue G NE, Winter Haven, FL 33881
• 

  

  /52

  $169,900

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

  6044 Grand Oaks Dr SE, Winter Haven, FL 33884

  Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where you OWN THE LAND! Enjoy peaceful water views right from your backyard and take advantage of a recent $15,000 price improvement, making this home an incredible value. This charming 2-bedroom, 2-bath residence offers the perfect blend of comfort, modern

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6044 Grand Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /16

  $306,950 New Construction

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5351 Mickey Ave, Lake Wales, FL 33859

  **Take advantage of special financing + Flex Funds on quick move-in homes** THIS HOME OFFERS, 9"4' CEILINGS AND 8' DOORS, 42' CABINETS, WHITE QUARTZ COUNTER TOPS IN KITCHEN, CERAMIC TILE THROUGHOUT THE WET AND MAIN LIVING AREAS OF THE HOME, ALL BEDROOMS, FAMILY ROOM, AND COVERED LANAI ARE PREWIRED FOR CEILING FANS. *Options may vary by community, so see your sales associate for details. These

  Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

  5351 Mickey Ave, Lake Wales, FL 33859
• 

  

  /57

  $79,900

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  281 Putter Cir, Winter Haven, FL 33881

  Beautifully updated and move-in ready home in a highly sought-after 55+ active golf community! This spacious open-layout home offers comfort, style, and plenty of room to relax or entertain. Partially furnished and loaded with upgrades, including a new roof and double carport (2023), AC (2021), new gutter guards, hurricane tie-downs, and side door. Features two living areas, a large kitchen with

  Brandi Sappington CRF Communities

  281 Putter Cir, Winter Haven, FL 33881
• 

  

  /50

  $124,000

  • 2 Beds
  • 2 Baths
  • 1,364 Sq Ft

  4119 Rolling Oaks Dr, Winter Haven, FL 33880

  A "FIVE STAR" GATED, RESIDENT OWNED COMMUNITY IN WINTER HAVEN, FLORIDA! Own your lot with this spacious two bedroom two bath manufactured home, which offers the finest in carefree living in this 55+ community. It boasts a fabulous floor plan that features a freshly painted kitchen with new kitchen cabinets, new hardware, new backsplash, new countertops, new sink, new faucet and updated

  Becky Blake CHARLES RUTENBERG REALTY ORLANDO

  4119 Rolling Oaks Dr, Winter Haven, FL 33880
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  /39

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  3365 Raleigh Dr, Winter Haven, FL 33884

  Welcome to Traditions at Lake Ruby — a vibrant 55+ lakeside community where every day feels like a Florida resort getaway. Welcome to this lovely 2-bedroom, 2-bathroom home in the highly sought-after Traditions at Lake Ruby community!Walk through the front door into an open-concept living and dining area that flows seamlessly into the kitchen. With bright windows and quality finishes, the

  James Barris EXP REALTY LLC

  3365 Raleigh Dr, Winter Haven, FL 33884
• 

  

  /25

  $459,900 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
• 

  

  /54

  $310,000

  • 4 Beds
  • 3 Baths
  • 2,101 Sq Ft

  3952 Warbler Dr, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to this spacious 4-bedroom, 3-bathroom home located in the desirable Winter Haven area. This residence offers an open floor plan with plenty of natural light, a modern kitchen with ample storage, and a comfortable layout ideal for everyday living or entertaining. The owner’s suite includes a private bath and walk-in closet, while the

  Rosalina Esquilin ZARIA REALTY GROUP LLC

  3952 Warbler Dr, Winter Haven, FL 33880
• 

  

  /71

  $375,000

  • 5 Beds
  • 3 Baths
  • 2,616 Sq Ft

  605 Honey Bell Rd, Winter Haven, FL 33880

  Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF

  Yanery Perez XCELLENCE REALTY, INC

  605 Honey Bell Rd, Winter Haven, FL 33880
• 

  

  /5

  $338,967 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2331 Brassie Ct, Winter Haven, FL 33884

  Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry

  Claudia Gutierrez ADAMS HOMES REALTY

  2331 Brassie Ct, Winter Haven, FL 33884
• 

  

  /29

  $315,000 Open House 1/03

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  1228 Denali Dr, Winter Haven, FL 33881

  Better Than New 4 Bedroom Home, universal design features, No CDD, flexible floor plan, & Move-In Ready! This thoughtfully designed 4 bedroom, 2 bath home embraces the principles of universal design creating a comfortable, accessible, and intuitive living experience for people of all ages and abilities. You'll enjoy wide 36” interior doorways, no steps in or out of the home, and an open flowing

  Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

  1228 Denali Dr, Winter Haven, FL 33881
• 

  

  /36

  $215,000

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  302 Donald Ln, Winter Haven, FL 33880

  Check out this well-maintained 4-bedroom, 2-bath home featuring a desirable split floor plan, built in 2002 and situated on a spacious half acre fully fenced lot. The home offers vinyl plank flooring throughout, providing a modern look and easy maintenance. The roof was replaced just 3 years ago adding peace of mind for the next owner. The property is on septic, offering lower utility costs.

  Harold Baker KELLER WILLIAMS REALTY SMART 1

  302 Donald Ln, Winter Haven, FL 33880
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  /70

  $144,990

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

  5330 Laurel Oak Dr, Winter Haven, FL 33880

  Discover this exceptional 2018 manufactured home nestled on a prime cul-de-sac location at 5330 Laurel Oak Drive in Winter Haven Oaks community. Offered mostly furnished for your convenience, this residence provides immediate move-in ready comfort. This thoughtfully designed two-bedroom, two-bathroom home offers the perfect blend of comfort and convenience for discerning homeowners seeking an

  Chrissy Walter Sunset Home Sales

  5330 Laurel Oak Dr, Winter Haven, FL 33880
• 

  

  /45

  $105,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  1209 Cypress Vine Rd Unit 295, Winter Haven, FL 33881

  WELCOME to Your Stunning DREAM HOME...with Motivated Seller! 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 $724, which includes full access to RESORT-STYLE amenities for you and

  Tammy Barnhart Renee's Resales

  1209 Cypress Vine Rd Unit 295, Winter Haven, FL 33881
• 

  

  /19

  $192,500

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

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

  LOCATED IN THE HEART OF WINTER HAVEN SITS THIS BEAUTIFUL END-UNIT CONDO WITH SPECTACULAR VIEWS OF LAKE HOWARD!!! These units are hard to come by, and with it being an end unit, it has 3 sets of sliding doors along the south side of the unit which allows a massive amount of natural light to flow into the kitchen, dining room and the living room. The great room as well as the Master bedroom share a

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880
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  /38

  $36,900

  • 2 Beds
  • 1.5 Baths
  • 756 Sq Ft

  595 Century Dr, Winter Haven, FL 33881

  Priced to Sell in Hidden Golf - A Highly Sought-After 55+ Gated Community! Own your slice of paradise in the desirable, gated 55+ community of Hidden Golf! This lovely, affordable 2-bedroom, 1.5-bath home is ideal for those seeking the best of Florida living. The large carport with LANAI located behind for relaxation and an attached shed for extra storage, greets you upon entering the property.

  Cynthia Cole Sunset Home Sales

  595 Century Dr, Winter Haven, FL 33881
• 

  

  /17

  $367,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,631 Sq Ft

  Primrose Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076789, Winter Haven, FL 33884
• 

  

  /59

  $150,000

  • 2 Beds
  • 2 Baths

  353 Siberian Cypress Cir, Winter Haven, FL 33881

  Welcome home to this impeccable 2-bedroom 2-bath sanctuary awaiting your arrival! This STUNNING 2023-built residence is nestled in one of Winter Haven's most sought-after 55+ communities, Cypress Creek Village. **LOW LOT LEASE $660** and Close to all! With Palm trees lining the streets, this lovely community offers resort-style living at its finest. FULLY FURNISHED with well-appointed features,

  Linda Wilson Sunset Home Sales

  353 Siberian Cypress Cir, Winter Haven, FL 33881
• 

  

  /12

  $270,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  860 5th St NW, Winter Haven, FL 33881

  LOCATION LOCATION! 17 minutes from Cypress Gardens! 8.2 miles away from LEGOLAND! 6 mins from Winter Haven Airport! 11 miles from I-4 east Ramp! 5 mins from Publix and many local restaurants parks lakeside views and much more. Located on a quiet road newly built 1550 sq ft modern home includes continuous luxury vinyl flooring on both floors, luxury quartz countertops with matching backsplash, two

  Lajuan Chambers UNITED REAL ESTATE PREFERRED

  860 5th St NW, Winter Haven, FL 33881
• 

  Price To Be Determined New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  Plan 2202- at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36485333, Winter Haven, FL 33884
• 

  

  /25

  $275,000

  • 3 Beds
  • 2 Baths

  1421 Avenue G NE, Winter Haven, FL 33881

  Tired of a Crowded South Florida? Come check out this cozy house in Winter Haven. It is a 3BD/2B home located at short walking distance from Lake Elbert. The family room is spacious and connects to the screened in porch. The nice size kitchen provides plenty of cabinets and counter space. This home offers nice size bedrooms, a single car garage, a fenced and a private back yard. Seller has made

  Mario Perez Premium Properties R.E Service

  1421 Avenue G NE, Winter Haven, FL 33881
• 

  

  /63

  $129,900

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

  5 Marina Dr, Winter Haven, FL 33881

  Fully renovated lakefront home located directly on beautiful Lake Henry in a highly desirable 55+ community. This home offers stunning lake views from all main living areas and exceptional indoor-outdoor living. Completely updated to include a brand-new roof, brand new AC system, and brand-new siding. Features include a spacious lanai with double sliding doors overlooking the lake, dedicated

  Brandi Sappington CRF Communities

  5 Marina Dr, Winter Haven, FL 33881
• 

  

  /19

  $349,950 New Construction

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

  5355 Mickey Ave, Lake Wales, FL 33859

  *Take advantage of special financing + Flex Funds on quick move-in homes* This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. Seasons at Annabelle Estates is a must-see

  Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

  5355 Mickey Ave, Lake Wales, FL 33859
• 

  $334,700 New Construction

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  3111 Laurel Oak Ln, Winter Haven, FL 33884

  Move-in ready 4-bedroom home for sale in Winter Haven, Florida! This home features a spacious, open living area, a luxuriously appointed kitchen, and outdoor living space with a covered lanai and craftsman-style front porch! Enjoy privacy and relaxation in your spacious owner's suite complete with a large walk-in wardrobe and en-suite bath including a large tiled shower, dual vanities, a closeted

  Highland Homes Builder

  3111 Laurel Oak Ln, Winter Haven, FL 33884
• 

  

  /35

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft

  3307 Costello Cir, Winter Haven, FL 33884

  The original owner upgraded this property with a fenced in yard. In addition, all carpeting has been replaced in the bedrooms to vinyl flooring. A water softener/filtration system was installed to service the entire house. Luxury wood vinyl plank flooring is in living area, laundry room and baths. Despite this property being new construction two years ago, all rooms were painted to add to the

  Shirley Fitzsimmons UNITED REAL ESTATE PREFERRED

  3307 Costello Cir, Winter Haven, FL 33884
• 

  

  /4

  $135,000

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft

  3265 Conine Dr W, Winter Haven, FL 33881

  Cute 2 bed 1 bath home, in a quite area, oversized fenced lot, laminate floors, some renovations done.

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  3265 Conine Dr W, Winter Haven, FL 33881
• 

  /2

  $311,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  2775 San Marco Way, Winter Haven, FL 33884

  This well-planned single-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,100 square feet of living space with a 2-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen, creating an inviting space for everyday living and entertaining. The kitchen includes a center island, pantry, and ample counter space, with clear

  Maronda Homes Builder

  2775 San Marco Way, Winter Haven, FL 33884
• 

  

  /74

  $34,900

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  62 Dale Dr, Winter Haven, FL 33880

  Whether you're looking to downsize, retire, or simply embrace the best of Florida's lifestyle, this 2 bedroom|2 bathroom in Winter Haven is the perfect place to make your dreams a reality. Winter Haven MHC is a 55+ pet-friendly community for active seniors. There is plenty of additional living space to entertain family/friends and/or enjoy the Florida weather in the large air conditioned lanai,

  Patti Alvin Sunset Home Sales

  62 Dale Dr, Winter Haven, FL 33880
• 

  

  /46

  $37,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  445 Dolphin Dr, Winter Haven, FL 33881

  Hidden Cove West/ Lot #445 / 2 Bedroom/2 Bath / 924 Sq. Ft. / $37,900.00 This amazing home is at an incredible price and a great floor plan with plenty of square footage! It offers the buyer: Roof (2 years old) A/C (2 years old) New Awnings New Front Door New Underpinning Updated Luxury Vinyl Plank Flooring Updated Bathrooms Split Floor Plan Newer Windows Sprinkler System Large Master

  Jennifer Torres CRF Communities

  445 Dolphin Dr, Winter Haven, FL 33881

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