48,941

Winter Haven, FL Homes

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  • /72

    $850,000

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

    1028 S Lake Mariam Dr, Winter Haven, FL 33884

    Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-0950

    1028 S Lake Mariam Dr, Winter Haven, FL 33884
  • /25

    Starting at $1,505 Per Month

    • 1 - 3 Beds

    1015 Lake Forest Blvd, Winter Haven, FL 33884

    Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

    The Waverly at Winter Haven

    (863) 591-0648

    1015 Lake Forest Blvd, Winter Haven, FL 33884
  • /2

    $360,000

    Sold May 07, 2026

    232 College Grove Cir NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $172/SF
    • 2 Days On Market

    Current Estimated Value $355,116

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    232 College Grove Cir NE, Winter Haven, FL 33881
    • /2

      Est $315,649

      Not Listed For Sale

      3484 Julius Estates Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,900 Sq Ft
      • Built 2013
      3484 Julius Estates Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 154 Days On Market

  • /54

    $159,750

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

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

    Agent Photo

    Sanda Andrews

    GOOD COMPANY REALTY INC.

    (863) 343-1606

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /28

    $1,250 Per Month

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

    630 Pavare Ct, Winter Haven, FL 33884

    Welcome to 630 Pavare Ct, a charming 2-bedroom, 2-bath end-unit condo available for rent in the desirable Orchid Springs community. This second-floor residence offers 823 square feet of comfortable living space with an open floor plan, ceramic tile flooring throughout, with carpet in the bedrooms and neutral paint tones. The spacious great room flows into the dining area and kitchen, creating a

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 302-9940

    630 Pavare Ct, Winter Haven, FL 33884
  • /2

    $275,000

    Sold Jun 01, 2026

    3304 Costello Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Below List Price
    • $177/SF
    • 10 Days On Market

    Current Estimated Value $286,265

    Last Listing Agent Mary Sorrell MAZELG REALTY

    3304 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $1,079,268

      Not Listed For Sale

      4717 Emerald Palms Ct, Winter Haven, FL 33884

      • 5 Beds
      • 4.5 Baths
      • 4,579 Sq Ft
      • Built 2016
      4717 Emerald Palms Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 34 Days On Market

  • /30

    $65,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 431-9188

    385 Tennis Ln, Winter Haven, FL 33881
  • /54

    Starting at $1,219 Per Month

    • 1 - 3 Beds

    1015 Mahaffey Rd, Winter Haven, FL 33884

    A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

    The Carlton at Lake Dexter

    (727) 295-2861

    1015 Mahaffey Rd, Winter Haven, FL 33884
  • /2

    $257,000

    Sold Dec 02, 2025

    409 Lake Ned Rd, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $116/SF
    • 22 Days On Market

    Current Estimated Value $263,532

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

    409 Lake Ned Rd, Winter Haven, FL 33884
    • /2

      Est $378,717

      Not Listed For Sale

      227 Avenue A NE, Winter Haven, FL 33881

      • 5 Beds
      • 3 Baths
      • 2,093 Sq Ft
      • Built 2025
      227 Avenue A NE, Winter Haven, FL 33881

      Last Sold Summary

      • 2 Days On Market

  • /39

    $44,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    369 Putter Cir, Winter Haven, FL 33881

    This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 208-6761

    369 Putter Cir, Winter Haven, FL 33881
  • /15

    $2,350 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • House for Rent

    6204 Botticella Blvd, Winter Haven, FL 33884

    Pre-Construction. To be built. Brand-New Corner Lakeview Home for Rent in Winter Haven$2,350/Month | Available June 9Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities.This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square

    Agent Photo

    Yamile Albornoz

    EXP REALTY LLC

    (863) 694-0827

    6204 Botticella Blvd, Winter Haven, FL 33884
  • /2

    $260,000

    Sold Mar 23, 2026

    565 Terranova Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 2003

    Last Sold Summary

    • 7% Below List Price
    • $180/SF
    • 113 Days On Market

    Current Estimated Value $257,801

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

    565 Terranova Cir, Winter Haven, FL 33884
    • /2

      Est $256,633

      Not Listed For Sale

      341 Kayden Cove, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 2025
      341 Kayden Cove, Winter Haven, FL 33884

      Last Sold Summary

      • 11 Days On Market

  • /22

    $69,000

    • 2 Beds
    • 2 Baths

    508 Century Ln, Winter Haven, FL 33881

    Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 281-5632

    508 Century Ln, Winter Haven, FL 33881
  • /91

    Starting at $1,275 Per Month

    • Studio - 2 Beds

    265 Ave E SW, Winter Haven, FL 33880

    Discover the essence of upscale living at The Breeze, where the vibrant spirit of Winter Haven meets the serenity of a private retreat. Our community was designed for those who demand more from their surroundings. Each residence serves as a masterclass in architectural efficiency, blending high-performance energy standards with "luxury-first" essentials. From gourmet-inspired kitchens to living

    The Breeze

    (863) 356-0906

    265 Ave E SW, Winter Haven, FL 33880
  • /2

    $325,000

    Sold Dec 26, 2025

    2438 5th St NE, Winter Haven, FL 33881

    • 6 Beds
    • 3 Baths
    • 1,950 Sq Ft
    • Built 1969

    Last Sold Summary

    • $167/SF
    • 6 Days On Market

    Current Estimated Value $330,125

    Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

    2438 5th St NE, Winter Haven, FL 33881
    • /2

      Est $326,816

      Not Listed For Sale

      3837 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 1,988 Sq Ft
      • Built 2025
      3837 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 0 Days On Market

  • /40

    $374,000

    $5K PRICE DROP
    • 4 Beds
    • 4 Baths

    1215 26th St NW, Winter Haven, FL 33881

    Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features

    Agent Photo

    Vitania Villar Sanchez

    Lifestyle International Realty

    (863) 329-5612

    1215 26th St NW, Winter Haven, FL 33881
  • /30

    $1,350 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

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 265-1579

    5667 Struthers Ct, Winter Haven, FL 33884
  • /16

    $242,490

    Sold May 28, 2026

    3040 Captain Jax Way, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 1,423 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Below List Price
    • $170/SF
    • 15 Days On Market

    Current Estimated Value $307,000

    Lennar Peace Creek Reserve - Serenity

    3040 Captain Jax Way, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      5043 Abigail Dr, Winter Haven, FL 33859

      • 4 Beds
      • 2 Baths
      • 1,598 Sq Ft
      • Built 2025
      5043 Abigail Dr, Winter Haven, FL 33859

      Last Sold Summary

      • 3 Days On Market

  • /49

    $130,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1550 11th St NE Unit D7, Winter Haven, FL 33881

    Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 267-8250

    1550 11th St NE Unit D7, Winter Haven, FL 33881
  • /22

    Starting at $1,441

    Total Monthly Price

    • 1 - 2 Beds

    3110 Gowan Dr, Winter Haven, FL 33884

    Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

    Prose Cypress Pointe

    (833) 669-3928

    3110 Gowan Dr, Winter Haven, FL 33884
  • /2

    $280,000

    Sold Mar 05, 2026

    6654 Crescent Loop, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Below List Price
    • $154/SF
    • 138 Days On Market

    Current Estimated Value $283,818

    Last Listing Agent Cindy Thornton AGILE GROUP REALTY

    6654 Crescent Loop, Winter Haven, FL 33884
    • /2

      Est $298,873

      Not Listed For Sale

      345 Kayden Cove, Winter Haven, FL 33884

      • 5 Beds
      • 2.5 Baths
      • 2,326 Sq Ft
      • Built 2025
      345 Kayden Cove, Winter Haven, FL 33884

      Last Sold Summary

      • 14 Days On Market

  • /49

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 563-3579

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /15

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Apartment for Rent

    711 Lake Jessie Dr, Winter Haven, FL 33881

    Well maintained 2BR 2BA apartment (part of triplex). Vaulted ceilings, granite countertops, Washer/Dryer hookups

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 624-3356

    711 Lake Jessie Dr, Winter Haven, FL 33881
  • /2

    $305,000

    Sold Dec 29, 2025

    435 Lanham Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,847 Sq Ft
    • Built 2021

    Last Sold Summary

    • 12% Below List Price
    • $165/SF
    • 64 Days On Market

    Current Estimated Value $308,066

    Last Listing Agent Angie Poole REMAX EXPERTS

    435 Lanham Dr, Winter Haven, FL 33881
    • /2

      Est $557,811

      Not Listed For Sale

      2750 W Lake Hamilton Dr, Winter Haven, FL 33881

      • 5 Beds
      • 4 Baths
      • 4,936 Sq Ft
      • Built 1970
      2750 W Lake Hamilton Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 49 Days On Market

  • /37

    $84,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    92 Greenview Dr, Winter Haven, FL 33881

    This spacious 2-bedroom, 2-bath home offers 1,680 sq ft of comfortable living with beautiful golf course views. A 2023 membrane roof covers the home, Florida room, and shed, providing peace of mind and long-term value. Inside, you'll find newer windows, a generous den with a wet bar-perfect for entertaining-and an inviting layout ideal for everyday living. The kitchen boasts an island, walk-in

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 281-5994

    92 Greenview Dr, Winter Haven, FL 33881
  • /39

    Starting at $1,400 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

    (863) 356-1136

    200 Avenue C SW, Winter Haven, FL 33880
  • /2

    $200,000

    Sold Jun 26, 2025

    520 Avenue L SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1961

    Last Sold Summary

    • 32% Below List Price
    • $149/SF
    • 247 Days On Market

    Current Estimated Value $207,118

    Last Listing Agent Trinh Le SOGO REAL ESTATE SERVICES LLC

    520 Avenue L SE, Winter Haven, FL 33880
    • /2

      Est $305,667

      Not Listed For Sale

      4969 Kaia Ave, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 2025
      4969 Kaia Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 35 Days On Market

  • /35

    $129,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    409 Village Cir SW, Winter Haven, FL 33880

    Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees!This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or

    Agent Photo

    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 340-7516

    409 Village Cir SW, Winter Haven, FL 33880
  • /16

    $2,600 Per Month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

    Agent Photo

    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /2

    $138,000

    Sold Jul 29, 2025

    109 2nd Jpv St, Winter Haven, FL 33880

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $119/SF
    • 7 Days On Market

    Current Estimated Value $161,827

    Last Listing Agent Nick Whitehouse RE/MAX PRIME PROPERTIES

    109 2nd Jpv St, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      310 Avenue U NE Unit A & B, Winter Haven, FL 33881

      • 4 Beds
      • 4 Baths
      • 1,790 Sq Ft
      • Built 2025
      310 Avenue U NE Unit A & B, Winter Haven, FL 33881

      Last Sold Summary

      • 55 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$295,000
Median Single Family Sale Price
$299,997
Median Townhouse Sale Price
$244,990
Median 2 Bedroom Sale Price
$136,000
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
848
Last 12 months Home Sales
2,113
Months of Supply
4.80
Median List Price
$307,300
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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