Winter Haven, FL Homes

• 

  

  

  /22

  $33,500

  • 2 Beds
  • 2 Baths

  687 Century Ln, Winter Haven, FL 33881

  Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

  

  Cindy Minnick

  Sun Resales, Inc.

  687 Century Ln, Winter Haven, FL 33881
• 

  

  

  /39

  Starting at $1,295 Per Month

  • 1 - 2 Beds

  200 Avenue C SW, Winter Haven, FL 33880

  Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

  Raindance

  

  200 Avenue C SW, Winter Haven, FL 33880
• 

  

  

  /3

  $23,000

  Sold Apr 17, 2026

  0 Sunset Dr E, Winter Haven, FL 33881

  • Land
  • 1.77 Acres
  • $13,023 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 107 Days On Market

  Last Listing Agent Silvio Islamaj ELIS Realty Advisors, LLC.

  0 Sunset Dr E, Winter Haven, FL 33881
• 

  

  /2

  Not Listed For Sale

  103 Hamlin St, Winter Haven, FL 33880

  • 5 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2016

  103 Hamlin St, Winter Haven, FL 33880

  Last Sold Summary

  • 96 Days On Market
• 

  

  

  /40

  $235,000

  $20K PRICE DROP

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

  3363 Livingston Way, Winter Haven, FL 33884

  Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

  

  Beena Kokeram

  AGILE GROUP REALTY

  3363 Livingston Way, Winter Haven, FL 33884
• 

  

  /3

  $2,400 Per Month

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to this beautiful 4-bedroom, 2-bath home built in 2024, offering modern style and comfortable living. The open-concept floor plan features a spacious kitchen with granite countertops, stainless steel appliances, and ample cabinet space, flowing seamlessly into the living and dining areas. Enjoy a screened lanai overlooking a fully fenced backyard, perfect for relaxing or entertaining.

  

  Kelley Spear

  RIGHT TRACK REALTY

  Unlisted Address
• 

  /2

  $349,999

  Sold Mar 06, 2026

  5544 Taverna Loop, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,470 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $142/SF
  • 10 Days On Market

  Current Estimated Value $349,561

  Last Listing Agent Dale Human CASA FRESCA REALTY

  5544 Taverna Loop, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  0 Hwy 542 W, Winter Haven, FL 33880

  0 Hwy 542 W, Winter Haven, FL 33880

  Last Sold Summary

  • 7 Days On Market
• 

  

  /32

  $399,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  357 Ruby Lake Loop, Winter Haven, FL 33884

  Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  357 Ruby Lake Loop, Winter Haven, FL 33884
• 

  

  /65

  Starting at $959 Per Month

  • Studio - 3 Beds

  7676 Carlton Arms Blvd, Winter Haven, FL 33884

  Carlton Arms of Winter Haven located on 122 acres of wooded lakefront property, offers country club living at many different rental rates. With its cascading fountains, beautifully landscaped grounds, peaceful woods and 5 freshwater lakes, this resort-style community provides every resident with professional management and maintenance that are trademarks of all Mahaffey planned properties.

  Carlton Arms Of Winter Haven

  

  7676 Carlton Arms Blvd, Winter Haven, FL 33884
• 

  

  /57

  $53,500

  Sold Jan 15, 2026

  109 Rigi Slope Dr, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $40/SF
  • 204 Days On Market

  Last Listing Agent Chrissy Walter Sunset Home Sales

  109 Rigi Slope Dr, Winter Haven, FL 33881
• 

  /2

  Est $283,742

  Not Listed For Sale

  1786 White Elephant Loop, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 2025

  1786 White Elephant Loop, Winter Haven, FL 33884

  Last Sold Summary

  • 107 Days On Market
• 

  

  /25

  $185,000

  • 2 Beds
  • 1 Bath
  • 934 Sq Ft

  790 Avenue Q SE, Winter Haven, FL 33880

  Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  790 Avenue Q SE, Winter Haven, FL 33880
• 

  

  /17

  $2,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,705 Sq Ft
  • House for Rent

  5117 Sylas Jax Ave, Winter Haven, FL 33884

  Welcome to this beautiful 3-bedroom, 2.5-bath home in the desirable VillaMar community of Winter Haven! Built in 2025, this modern two-story home offers an open-concept floor plan designed for comfortable everyday living. The spacious kitchen features quartz countertops, stainless steel appliances, a large center island, and a walk-in pantry, all overlooking the dining and living areas. Luxury

  

  Lorena Cabal Ospina

  EXP REALTY LLC

  5117 Sylas Jax Ave, Winter Haven, FL 33884
• 

  /2

  $525,000

  Sold Dec 16, 2025

  1301 Hidden Creek Ct, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 2,278 Sq Ft
  • Built 1998

  Last Sold Summary

  • $230/SF
  • 13 Days On Market

  Current Estimated Value $515,864

  Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

  1301 Hidden Creek Ct, Winter Haven, FL 33880
• 

  /2

  Not Listed For Sale

  6055 Grand Oaks Dr SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1983

  6055 Grand Oaks Dr SE, Winter Haven, FL 33884

  Last Sold Summary

  • 167 Days On Market
• 

  

  /16

  $109,999

  $15K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  900 Avenue Z SE Unit D6, Winter Haven, FL 33880

  Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and

  

  Samantha Whitmore

  WHITMORE PROPERTIES

  900 Avenue Z SE Unit D6, Winter Haven, FL 33880
• 

  

  /35

  Starting at $1,099 Per Month

  • Studio - 2 Beds

  350 24th St NW, Winter Haven, FL 33880

  Haven at Lake Deer is the retreat you've been looking for in Winter Haven, FL. Our lakeside community features studio, one and two bedroom homes complete with patios, wood-style flooring, and upgraded kitchens. What's more, as a member of the community you'll also have access to our sparkling swimming pools and a 24-hour gym. At Haven at Lake Deer, you're guaranteed to find a place to live with a

  Haven at Lake Deer

  

  350 24th St NW, Winter Haven, FL 33880
• 

  /2

  $273,000

  Sold Dec 03, 2025

  4070 Island Lakes Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 2011

  Last Sold Summary

  • 28% Below List Price
  • $147/SF
  • 400 Days On Market

  Current Estimated Value $274,973

  Last Listing Agent Natalie Rivera VESTI LLC

  4070 Island Lakes Dr, Winter Haven, FL 33881
• 

  /2

  Est $347,652

  Not Listed For Sale

  3833 Giorgio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,631 Sq Ft
  • Built 2024

  3833 Giorgio Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 100 Days On Market
• 

  

  /31

  $450,000

  $75K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  184 Lake Otis Rd, Winter Haven, FL 33884

  Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  184 Lake Otis Rd, Winter Haven, FL 33884
• 

  

  /42

  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • House for Rent

  624 Honey Bell Rd, Winter Haven, FL 33880

  Welcome to 624 Honey Bell Road in the desirable Squires Grove community of Winter Haven! Built in 2022, this move-in ready 3-bedroom, 2-bath home offers the perfect blend of modern design, open living spaces, and everyday comfort. Step inside to discover a bright and inviting open-concept floor plan featuring tile flooring in the main living areas, abundant natural light, and a spacious living

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  624 Honey Bell Rd, Winter Haven, FL 33880
• 

  

  /16

  $272,490

  Sold Apr 08, 2026

  2154 Chris Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 5% Below List Price
  • $145/SF
  • 38 Days On Market

  Current Estimated Value $276,122

  2154 Chris Dr, Winter Haven, FL 33884
• 

  /2

  Est $393,628

  Not Listed For Sale

  2522 Sage Valley Way, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft
  • Built 2025

  2522 Sage Valley Way, Winter Haven, FL 33884

  Last Sold Summary

  • 161 Days On Market
• 

  

  /33

  $69,999

  • 2 Beds
  • 2 Baths

  645 Century Ln, Winter Haven, FL 33881

  Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

  

  Cindy Minnick

  Sun Resales, Inc.

  645 Century Ln, Winter Haven, FL 33881
• 

  

  /47

  Starting at $1,200 Per Month

  • 1 - 2 Beds

  1150 3rd St SW, Winter Haven, FL 33880

  The Best Amenities in TownThe Jade offers the most comprehensive amenity package in town, offering an unmatched blend of luxury, comfort, and convenience at one inclusive price—no other apartment complex nearby provides such a diverse range of options under one roof.

  The Jade

  

  1150 3rd St SW, Winter Haven, FL 33880
• 

  

  /21

  $299,490

  Sold May 28, 2026

  6216 Botticella Blvd, Winter Haven, FL 33884

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $129/SF
  • 7 Days On Market

  Lennar Villa Mar

  6216 Botticella Blvd, Winter Haven, FL 33884
• 

  /2

  Est $379,761

  Not Listed For Sale

  4145 Giorgio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft
  • Built 2025

  4145 Giorgio Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 127 Days On Market
• 

  

  /82

  $399,900

  Pending

  • 4 Beds
  • 2 Baths
  • 2,186 Sq Ft

  2553 Partridge Dr, Winter Haven, FL 33884

  Under contract-accepting backup offers. Don't miss out on this very rare opportunity to secure a home in the prestigious Eloise Pointe Estates, as homes in this gated subdivision rarely come on the market. This split-bedroom, open-plan POOL home is on an oversized lot and features 4 bedrooms, a den, and 2 baths. Upon arrival, the twin large oak trees that dominate the front yard serve to bracket

  

  Michael Krigelski

  A+ REALTY LLC

  2553 Partridge Dr, Winter Haven, FL 33884
• 

  

  /30

  $1,300 Per Month

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

  5667 Struthers Ct, Winter Haven, FL 33884

  Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  5667 Struthers Ct, Winter Haven, FL 33884
• 

  

  /28

  $279,490

  Sold Sep 24, 2025

  4144 Giorgio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $168/SF
  • 13 Days On Market

  D.R. Horton VillaMar

  4144 Giorgio Dr, Winter Haven, FL 33884
• 

  /2

  Est $275,855

  Not Listed For Sale

  1592 Martin Luther King Blvd NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1979

  1592 Martin Luther King Blvd NE, Winter Haven, FL 33881

  Last Sold Summary

  • 159 Days On Market
• 

  

  /67

  $819,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,255 Sq Ft

  1028 S Lake Mariam Dr, Winter Haven, FL 33884

  Rare opportunity to own a direct-waterfront pool home on Lake Mariam, now offered at a reduced price. Set on the shores of Lake Mariam in Winter Haven, this home offers direct lake access, a private dock, and open water views from the backyard. Water views extend through much of the home, including the master bedroom, formal living room, family room, kitchen, and guest bedroom, with beautiful

  

  Mabel Vassallo

  CENTURY 21 MYERS REALTY

  1028 S Lake Mariam Dr, Winter Haven, FL 33884
• 

  

  /15

  Starting at $997 Per Month

  • 1 - 3 Beds

  200 Avenue K SE, Winter Haven, FL 33880

  Welcome to Briarcrest at Winter Haven Apartments, ideally located near downtown Winter Haven, FL where convenience meets comfort in a picturesque setting. Choose from our spacious and versatile one, two, and three-bedroom floor plans, each thoughtfully designed to suit diverse lifestyles. Our community boasts not just one, but two sparking pools for residents to unwind and enjoy Florida's

  Briarcrest at Winter Haven

  

  200 Avenue K SE, Winter Haven, FL 33880
• 

  /2

  $179,000

  Sold Mar 17, 2026

  710 Byni Ridge, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $170/SF
  • 146 Days On Market

  Last Listing Agent Jorge Castorani CENTRAL REALTY GROUP AND PROPERTIES

  710 Byni Ridge, Winter Haven, FL 33880
• 

  /2

  Est $333,003

  Not Listed For Sale

  3428 Costello Cir, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2024

  3428 Costello Cir, Winter Haven, FL 33884

  Last Sold Summary

  • 136 Days On Market
• 

  

  /23

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  362 Holly Ridge Rd, Winter Haven, FL 33880

  Discover the perfect blend of style, comfort, and peace of mind in this beautifully updated 3-bedroom, 2-bath home that’s ready for you to move right in. Thoughtfully refreshed with fresh interior and exterior paint, this home offers a bright, welcoming atmosphere from the moment you arrive. The heart of the home is the stunning kitchen, featuring gorgeous granite countertops, sleek stainless

  

  Katrina Asher

  MILLSHIRE REALTY

  362 Holly Ridge Rd, Winter Haven, FL 33880
• 

  

  /44

  $1,400 Per Month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  8302 Waterview Way, Winter Haven, FL 33884

  Cute and clean downstairs end unit in Winterset, a gated community. Features wood laminate flooring in living area and bedrooms and ceramic tile in the wet areas. Open floor plan, kitchen with breakfast bar overlooking living room with mirror wall and dining area. Master bedroom has sliding glass doors to a private 6x7 screened in patio. Master suite includes walk-in closet, stackable washer &

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  8302 Waterview Way, Winter Haven, FL 33884
• 

  

  /71

  $44,900

  Sold Aug 29, 2025

  654 Century Ln, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1988

  Last Sold Summary

  • 44% Below List Price
  • $39/SF
  • 225 Days On Market

  Last Listing Agent Cynthia Cole Sunset Home Sales

  654 Century Ln, Winter Haven, FL 33881
• 

  /2

  Est $272,044

  Not Listed For Sale

  1637 Teagan Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 2024

  1637 Teagan Ln, Winter Haven, FL 33884

  Last Sold Summary

  • 66 Days On Market

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