48,062

Winter Haven, FL Homes

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  • /20

    $174,500

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

    2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880

    Welcome to this charming first-floor condominium in the heart of Winter Haven! Offering several upgrades such as hardwood floors, granite countertops and crown molding. Conveniently located on the renowned Chain of Lakes, this spacious 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Step inside to enjoy an open and inviting floorplan with plenty of natural light

    Agent Photo

    Tony Insua Jr.

    CRAIG BURKE REAL ESTATE GROUP, LLC

    (863) 310-1224

    2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880
  • /38

    $1,595 - $2,195 per month

    The Townhomes of Evergreen on Lake Idylwild

    3 Beds

    2402 Willow Way, Winter Haven, FL 33881

    .A BRAND NEW gated community is currently being constructed with your comfort and security as our first priority! As a resident of Evergreen on Lake Idylwild, you’ll enjoy quiet, upscale, and maintenance free living with direct access to Chain of Lakes and MUCH MORE! All town homes are equipped with high end decorative touches such as granite counter tops, wood floors, stainless steel appliances

    2402 Willow Way, Winter Haven, FL 33881
  • /2

    $284,999 Sold Mar 28, 2025

    1954 Sarah Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $156/SF
    • 66 Days On Market

    Current Estimated Value $283,907

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1954 Sarah Ln, Winter Haven, FL 33884
    • /2

      Est $338,995 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,730 Sq Ft

      537 Adriel Ave, Winter Haven, FL 33880

      537 Adriel Ave, Winter Haven, FL 33880
  • /25

    $47,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    706 Century Ln, Winter Haven, FL 33881

    Beautifully furnished 2 bedroom, 2 bath home featuring a desirable split floorplan with bedrooms on each end for added privacy. The primary bath renovation, including a brand-new shower, will be completed by 2/1/26. Comfortable living is ensured with a 2023 AC system and an inside laundry room for convenience. Enjoy the added living space in the bright Florida Room, fully equipped with heat and

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 663-2543

    706 Century Ln, Winter Haven, FL 33881
  • /15

    $1,200 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    730 W Central Ave Unit 7, Winter Haven, FL 33880

    Discover this beautifully updated second-floor 2-bedroom, 1-bath apartment, available now in the heart of downtown Winter Haven—just steps from the picturesque shores of Lake Howard. Designed with comfort and functionality in mind, this home makes excellent use of space to create a welcoming and inviting atmosphere. One bedroom features a spacious walk-in closet, while the well-appointed bathroom

    Keirstin Nice CENTURY 21 MYERS REALTY

    730 W Central Ave Unit 7, Winter Haven, FL 33880
  • 5465 San Pietro Dr, Winter Haven, FL 33884

    $369,999 Sold Oct 20, 2025

    • 2,292 Sq Ft
    • $161/SF
    • 4 Beds
    • 3 Baths
    • Built 2025

    5465 San Pietro Dr, Winter Haven, FL 33884

    Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space

    Casa Fresca Homes

    5465 San Pietro Dr, Winter Haven, FL 33884
    • /2

      Est $212,273 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,179 Sq Ft

      1832 Nicaragua Way, Winter Haven, FL 33881

      1832 Nicaragua Way, Winter Haven, FL 33881
  • /42

    $275,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft

    1332 Coventry Ct, Winter Haven, FL 33880

    Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home located in the quiet and sought-after community of Coventry Cove. Designed with comfort and functionality in mind, this home features an open-concept layout that seamlessly connects the living room and kitchen—perfect for both everyday living and entertaining. The kitchen offers a convenient

    Agent Photo

    Brooke Boyette

    KELLER WILLIAMS TAMPA PROP.

    (863) 264-2833

    1332 Coventry Ct, Winter Haven, FL 33880
  • /15

    $997 - $1,555 per month

    Briarcrest at Winter Haven

    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

    200 Avenue K SE, Winter Haven, FL 33880
  • /2

    $352,690 Sold Sep 10, 2025

    • 2,298 Sq Ft
    • $153/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    2803 San Marco Way, Winter Haven, FL 33884

    Discover The Lancaster — Classic Elegance Meets Modern Comfort Welcome to The Lancaster, a stunning two-story home from our Heritage Collection, offering 2,298 square feet of thoughtfully designed living space. This residence beautifully blends timeless architectural charm with today’s modern conveniences. Step into the open foyer and flow effortlessly through the expansive main floor, featuring

    Maronda Homes

    2803 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $475,244 Not Listed For Sale

      • 2 Beds
      • 3,456 Sq Ft

      3064 Saint Paul Dr, Winter Haven, FL 33880

      3064 Saint Paul Dr, Winter Haven, FL 33880
  • /31

    $180,000 Pending

    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    577 6th St SE, Winter Haven, FL 33880

    Under contract-accepting backup offers. Situated on a spacious 69x105 lot, This 2 bedroom 1-bath Home boasts new roof January 2025, new HVAC system March 2025, and an all-new screened-in L-shaped lanai, that expands your functional living space and adds serious curb appeal. Inside, enjoy ceramic tile flooring throughout, a cozy living room that flows into the kitchen and eat-in area. The

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 591-3824

    577 6th St SE, Winter Haven, FL 33880
  • /12

    $1,295 per month

    • 2 Beds
    • 1 Bath
    • 1,886 Sq Ft
    • Townhouse for Rent

    902 25th St NW, Winter Haven, FL 33881

    2 bedroom 1 bath, living room, kitchen, seperate area for laundry room and eat in area or TV room. Large back yard. Interior has been completely remodeled. Blocks from lake. Plenty of parking. All stainless appliances, vinyl plank flooring througjout,

    Linda Creager RE/MAX REALTY UNLIMITED

    902 25th St NW, Winter Haven, FL 33881
  • /2

    $55,000 Sold Jul 11, 2025

    4151 Sprucewood St, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1982

    Last Sold Summary

    • 42% Below List Price
    • $64/SF
    • 107 Days On Market

    Last Listing Agent Brandy Duncan COLDWELL BANKER REALTY

    4151 Sprucewood St, Winter Haven, FL 33880
    • /2

      Est $155,107 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft

      3201 Avenue M NW, Winter Haven, FL 33881

      3201 Avenue M NW, Winter Haven, FL 33881
  • /65

    $117,900

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881

    LAKEFRONT! MUST SEE! Charming FURNISHED 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen,

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 356-1216

    700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881
  • /12

    $1,165 - $1,598 per month

    Barrington Place At Winter Haven

    1 - 2 Beds

    1101 Cambridge Square, Winter Haven, FL 33880

    Barrington Place at Winter Haven is an intimate and charming community located in Winter Haven, FL. Our exclusive residences offer a serene retreat for residents seeking comfort and convenience. Discover the perfect balance of tranquility and accessibility, with proximity to Cypress Gardens Blvd., top-rated schools, healthcare facilities, and shopping destinations just moments away. Choose from

    1101 Cambridge Square, Winter Haven, FL 33880
  • /2

    $95,000 Sold Jul 01, 2025

    256 Lakeside Ranch Cir, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1978

    Last Sold Summary

    • 21% Below List Price
    • $86/SF
    • 92 Days On Market

    Last Listing Agent Lynne Halleran COLDWELL BANKER REALTY

    256 Lakeside Ranch Cir, Winter Haven, FL 33881
    • /2

      Est $392,150 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,858 Sq Ft

      327 24th St SW, Winter Haven, FL 33880

      327 24th St SW, Winter Haven, FL 33880
  • /21

    $42,900

    • 2 Beds
    • 1.5 Baths
    • 728 Sq Ft

    678 Century Ln, Winter Haven, FL 33881

    Discover comfort and charm in this beautifully updated 2-bedroom, 1.5-bath home designed for easy Florida living. Enjoy morning coffee or evening breezes from the screened Florida room, the perfect spot to unwind. The eat-in kitchen invites casual gatherings, while the renovated full bath adds a touch of modern elegance. Recent updates include a 2024 roof, gutters and downspouts, fresh interior

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 343-3344

    678 Century Ln, Winter Haven, FL 33881
  • /10

    $1,500 per month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1507 Eagle Pond Dr Unit 1507, Winter Haven, FL 33884

    Second-floor two-bedroom, two-bath condominium located within the gated Cypresswood golf community. Residents enjoy access to community amenities including a 24-hour guarded entrance, swimming pool, fitness center, tennis courts, and golf facilities. The unit offers a spacious living area, in-unit laundry, new carpeting, and an additional storage room. Available for immediate occupancy with a

    Henry Linder XPERT REALTY GROUP

    1507 Eagle Pond Dr Unit 1507, Winter Haven, FL 33884
  • /2

    $250,000 Sold Jun 30, 2025

    216 Kingshill Ct SE, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • Built 1990

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $250,740

    Last Listing Agent Ce Ce Devereaux MARK SPAIN REAL ESTATE

    216 Kingshill Ct SE, Winter Haven, FL 33884
    • /2

      Est $228,306 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,275 Sq Ft

      3409 Grenville Dr, Winter Haven, FL 33884

      3409 Grenville Dr, Winter Haven, FL 33884
  • /33

    $49,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    422 Tennis Ln, Winter Haven, FL 33881

    Welcome to this well-maintained 2-bedroom, 2-bath furnished home offering an open-concept layout and a bright Florida room at the front, perfect for relaxing or entertaining with 816 sf. Recent updates provide peace of mind, including a new shingle and metal roof (2023), double pane, tilt in windows and AC replaced in 2021. The main living areas feature durable tile flooring with laminate

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 349-3149

    422 Tennis Ln, Winter Haven, FL 33881
  • /50

    $1,275 - $1,613 per month

    Vista Lake Ned

    1 - 3 Beds

    4025 Lake Ned Village Cir, Winter Haven, FL 33884

    Flow through the good life at Vista Lake Ned Apartments. The park-like setting, eclectic amenities, and expansive interiors will make you fall in love with our apartments in Winter Haven. Even better, our Cypress Gardens location places you right off Highway 27 and close to Legoland! Add in the top-notch services that have earned us glowing reviews throughout the years, and you know you're in the

    4025 Lake Ned Village Cir, Winter Haven, FL 33884
  • /2

    $300,000 Sold Apr 15, 2025

    5341 Nicklaus Dr, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $196/SF
    • 41 Days On Market

    Current Estimated Value $298,503

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    5341 Nicklaus Dr, Winter Haven, FL 33884
    • /2

      Est $719,286 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,110 Sq Ft

      1871 Woodpointe Dr, Winter Haven, FL 33884

      1871 Woodpointe Dr, Winter Haven, FL 33884
  • /34

    $296,000

    • 3 Beds
    • 2 Baths
    • 2,023 Sq Ft

    2030 Leisure Dr, Winter Haven, FL 33881

    Short Sale. Short Sale Opportunity – Remodeled & Priced Below Market Value!Discover unbeatable value at 2030 Leisure Drive in Winter Haven! This beautifully remodeled 3-bedroom, 2-bath home with multiple flexible bonus rooms offers incredible space and modern upgrades at a fraction of the market price.Step inside to find Luxury Vinyl Plank flooring, fresh interior and exterior

    Agent Photo

    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    (863) 343-3369

    2030 Leisure Dr, Winter Haven, FL 33881
  • /10

    $1,300 per month

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Townhouse for Rent

    804 Avenue L SW, Winter Haven, FL 33880

    FOR RENT - 1/2 Duplex with 2 Bedrooms and 2 Bathrooms. The unit comes with all the kitchen appliances, washer/dryer and is ready to move-in. It is close to the Polk Parkway to the South and all of Central Florida's attractions to the East.

    Linda Andre COLDWELL BANKER REALTY

    804 Avenue L SW, Winter Haven, FL 33880
  • /16

    $316,990 Sold Sep 04, 2025

    • 1,536 Sq Ft
    • $206/SF
    • 3 Beds
    • 2 Baths
    • Built 2025

    3466 Evening Star Dr, Winter Haven, FL 33881

    From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

    Starlight Homes

    3466 Evening Star Dr, Winter Haven, FL 33881
    • /2

      Est $267,617 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,627 Sq Ft

      247 Lake Lucerne Way, Winter Haven, FL 33881

      247 Lake Lucerne Way, Winter Haven, FL 33881
  • /67

    $899,900

    • 4 Beds
    • 4 Baths
    • 3,555 Sq Ft

    200 Island Way, Winter Haven, FL 33884

    Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 343-1106

    200 Island Way, Winter Haven, FL 33884
  • /26

    $1,365 - $1,675 per month

    Della Vita Apartments

    2 - 3 Beds

    4200 Mahogany Run, Winter Haven, FL 33884

    Della Vita Apartments offers the best in brand new interior finishes, abundant community amenity offerings and quick and easy access to some of the best shopping, entertainment and dining Winter Haven has to offer. We’ve recently started a multi-million dollar renovation that will enhance your everyday lifestyle. Our 1, 2 & 3 bedroom apartment homes include large bedrooms with walk-in closets,

    4200 Mahogany Run, Winter Haven, FL 33884
  • /2

    $314,990 Sold May 27, 2025

    1606 Teagan Ln, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft
    • Built 2025

    Last Sold Summary

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

    Current Estimated Value $322,971

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1606 Teagan Ln, Winter Haven, FL 33884
    • /2

      Est $316,168 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,769 Sq Ft

      1664 Lemon Ave, Winter Haven, FL 33881

      1664 Lemon Ave, Winter Haven, FL 33881
  • /2

    $434,900

    • Land
    • 1.57 Acres
    • $277,006 per Acre

    1530 11th St NE, Winter Haven, FL 33881

    Entitled land! 14 Unit townhome development approved and ready for construction immediately! 1.57 acres consisting of 103 feet of lake frontage on Lake Buckeye in Winter Haven. Documents will be provided upon requests.

    Chandler Williams

    EXIT REALTY PREMIER LEGACY

    (863) 563-2453

    1530 11th St NE, Winter Haven, FL 33881
  • /17

    $1,975 per month

    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • House for Rent

    4819 Summerfield Cir, Winter Haven, FL 33881

    Super Cute Home features 4 bedroom, 2 bath, 2 car garage home, located in Country Club Estates. Freshly painted a neutral color, tile in living areas and brand new LVP in bedroom. Living room kitchen combo, great for family time. Call today for a showing!

    Ronald Gentile ORLANDO REO PROF I INC

    4819 Summerfield Cir, Winter Haven, FL 33881
  • /2

    $345,000 Sold Mar 14, 2025

    3852 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,387 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $145/SF
    • 5 Days On Market

    Current Estimated Value $340,502

    Last Listing Agent Tatiana Souza MERITAGE HOMES OF FL REALTY

    3852 Giorgio Dr, Winter Haven, FL 33884
    • /17

      Est $170,199 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      262 Ware Ave NE, Winter Haven, FL 33881

      262 Ware Ave NE, Winter Haven, FL 33881

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