48,351

Winter Haven, FL Homes

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  • /60

    $159,900

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    200 El Camino Dr Unit 101, Winter Haven, FL 33884

    CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 282-7384

    200 El Camino Dr Unit 101, Winter Haven, FL 33884
  • /11

    $1,295 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    320 Spirit Landings Cir, Winter Haven, FL 33880

    Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near

    Laura Medina Ruiz RE/MAX HERITAGE PROFESSIONALS

    320 Spirit Landings Cir, Winter Haven, FL 33880
  • /2

    $292,500 Sold Apr 30, 2025

    441 Squires Grove Dr, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $158/SF
    • 50 Days On Market

    Current Estimated Value $296,489

    Last Listing Agent Blanca Pagan CHARLES RUTENBERG REALTY ORLANDO

    441 Squires Grove Dr, Winter Haven, FL 33880
    • /2

      Est $181,056 Not Listed For Sale

      316 8th St NE, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 1,068 Sq Ft
      • Built 1923
      316 8th St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $179/SF
      • 9 Days On Market

      Last Sold Price $191,000

      Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  • /63

    $259,000

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880

    BIG HOUSE, BIG YARD, BIG OPPORTUNITY!! This solid block and brick 5-bedroom, 2-bath home sits on nearly an acre and offers incredible flexibility — whether you're looking to invest or create your own spacious homestead. With a newer roof and two newer central A/C units already in place, several major components have been updated, giving you a strong head start on improvements and long-term value.

    Agent Photo

    Kimberly Gay

    COLDWELL BANKER REALTY

    (863) 277-6984

    5158 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880
  • /16

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • House for Rent

    546 Lake Dexter Blvd, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    546 Lake Dexter Blvd, Winter Haven, FL 33884
  • /2

    $143,300 Sold Jul 22, 2025

    1740 Inman Dr NW, Winter Haven, FL 33881

    • 3 Beds
    • 1 Bath
    • 805 Sq Ft
    • Built 1961

    Last Sold Summary

    • 6% Above List Price
    • $178/SF
    • 6 Days On Market

    Current Estimated Value $149,707

    Last Listing Agent Carrissa Henshaw RE/MAX COLLECTIVE

    1740 Inman Dr NW, Winter Haven, FL 33881
    • /2

      Est $368,379 Not Listed For Sale

      444 Archaic Dr, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 2,003 Sq Ft
      • Built 2005
      444 Archaic Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 3% Below List Price
      • $190/SF
      • 66 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Nqobile McDonald EPIQUE REALTY, INC.

  • /16

    $64,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    213 Lakeside Ranch Cir, Winter Haven, FL 33881

    MAJOR PRICE IMPROVEMENT! Experience relaxed Florida living in this furnished 2-bedroom, 1-bath manufactured home located in the gated 55+ community of Lakeside Ranch. The home features laminate flooring with carpeted bedrooms, central A/C, and a roof that is only 2 years old, offering added peace of mind for the next owner. Residents enjoy an impressive array of amenities, including a heated

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 285-3315

    213 Lakeside Ranch Cir, Winter Haven, FL 33881
  • /19

    $1,595 per month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • House for Rent

    1504 Avenue F NE, Winter Haven, FL 33881

    Welcome to 1504 Avenue F NE, Winter Haven, FL a beautifully updated 3 Bedroom 2 Bath single-family home boasting a bright, spacious layout and all the comforts you're looking for. This well-maintained residence features ceramic tile floors throughout and an open, clean kitchen and bathrooms that give the home a fresh, modern feel. With 3 bedrooms, 2 bathrooms, and approximately 1,232 sq. ft.,

    Sarah Schlobohm THE SCHLOBOHM GROUP, LLC

    1504 Avenue F NE, Winter Haven, FL 33881
  • /23

    $329,990 Sold May 12, 2025

    1799 Teagan Ln, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,451 Sq Ft
    • Built 2025

    Last Sold Summary

    • 14% Below List Price
    • $135/SF
    • 77 Days On Market

    Current Estimated Value $321,787

    Last Listing Agent Ben Goldstein LENNAR REALTY

    1799 Teagan Ln, Winter Haven, FL 33884
    • /2

      Est $180,261 Not Listed For Sale

      930 26th St NW, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 937 Sq Ft
      • Built 1956
      930 26th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $203/SF
      • 280 Days On Market

      Last Sold Price $189,900

      Last Listing Agent Michael Olivera CIGAR CITY REALTY LLC

  • /2

    $110,000 Pending

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    201 Richburg Rd, Winter Haven, FL 33880

    Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.

    Agent Photo

    Tonya Lockamy

    SWAN CITY REALTY LLC

    (863) 260-8127

    201 Richburg Rd, Winter Haven, FL 33880
  • /14

    $1,175 per month

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft
    • Condo for Rent

    3074 St Paul Dr, Jan Phyl Village, FL 33880

    Property Id: 1355900Now available: a clean and well-located 2-bedroom, 1-bathroom apartment in a quiet 4-plex community at 3078 St. Paul Drive, Winter Haven, FL 33880. This unit offers a comfortable living environment with friendly neighbors and convenient access to nearby amenities, including Publix, CVS Pharmacy, Mid Florida Credit Union, RedBox, Subway, Hungry Howie’s Pizza, and a gas

    3074 St Paul Dr, Jan Phyl Village, FL 33880
  • /2

    $284,000 Sold Dec 30, 2025

    232 Spirit Landing Cir, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $184/SF
    • 21 Days On Market

    Current Estimated Value $277,844

    Last Listing Agent Samuel Eckerson KELLER WILLIAMS ADVANTAGE REALTY

    232 Spirit Landing Cir, Winter Haven, FL 33880
    • /2

      Est $407,104 Not Listed For Sale

      2106 Jonathan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,801 Sq Ft
      • Built 1988
      2106 Jonathan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 5% Below List Price
      • $238/SF
      • 61 Days On Market

      Last Sold Price $429,000

      Last Listing Agent Brigittia Nickel-Long FLORIDA EXECUTIVE REALTY

  • /42

    $650,000

    • 3 Beds
    • 2 Baths
    • 2,491 Sq Ft

    10 Apple Tree Ln, Winter Haven, FL 33884

    Discover the perfect blend of country living and modern convenience with this well-maintained property set on over 5 acres. This spacious home offers 3 bedrooms plus a dedicated office, 2 full baths, a welcoming living room, formal dining room, and a bright kitchen with a breakfast nook. Step outside to your own private retreat featuring a screened pool, ideal for relaxing or entertaining.

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 473-8196

    10 Apple Tree Ln, Winter Haven, FL 33884
  • /16

    $1,150 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE Unit 5, Winter Haven, FL 33881

    This lovely condo is in the lovely Lake Buckeye community.. We are in the middle of a full redo.. Great new light new floors, countertops and all... its going to be lovely.... The kitchen has a large pantry with washer and dryer in the unit. Lovely lake views direct from your balcony. Two large bedrooms one with its own private bathroom and both with large closets.... Come check this out.

    Kevin Brady TOP TIER RESORT REALTY

    1550 11th St NE Unit 5, Winter Haven, FL 33881
  • /2

    $234,900 Sold Apr 11, 2025

    2327 Whispering Trails Place, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 2006

    Last Sold Summary

    • $205/SF
    • 21 Days On Market

    Current Estimated Value $231,671

    Last Listing Agent Jeff Inman FL HOME GROUP LLC

    2327 Whispering Trails Place, Winter Haven, FL 33884
    • /2

      Est $242,740 Not Listed For Sale

      12 Enclave Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,526 Sq Ft
      • Built 1997
      12 Enclave Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 7% Below List Price
      • $170/SF
      • 111 Days On Market

      Last Sold Price $260,000

      Last Listing Agent April Spaulding LPT REALTY, LLC

  • /5

    $980,000

    • Land
    • 9.8 Acres
    • $100,000 per Acre

    0 Brigham Rd NW, Winter Haven, FL 33881

    9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 270-8616

    0 Brigham Rd NW, Winter Haven, FL 33881
  • /16

    $1,749 per month

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • House for Rent

    530 Squires Grove Dr, Winter Haven, FL 33880

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,718 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

    530 Squires Grove Dr, Winter Haven, FL 33880
  • /2

    $272,000 Sold Apr 16, 2025

    682 Eagle Landing Blvd, Winter Haven, FL 33880

    • 4 Beds
    • 2.5 Baths
    • 1,674 Sq Ft
    • Built 2023

    Last Sold Summary

    • 14% Below List Price
    • $162/SF
    • 417 Days On Market

    Current Estimated Value $305,676

    Last Listing Agent Gigi Sevilla NEWBERRY REALTY & DEV GRP INC.

    682 Eagle Landing Blvd, Winter Haven, FL 33880
    • /2

      Est $452,535 Not Listed For Sale

      228 Santa Rosa Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,335 Sq Ft
      • Built 1992
      228 Santa Rosa Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $202/SF
      • 13 Days On Market

      Last Sold Price $472,000

      Last Listing Agent Krystal Maddox DALTON WADE INC

  • /32

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft

    726 17th St NE, Winter Haven, FL 33881

    Welcome to this well-maintained 3-bedroom, 2-bathroom home on a desirable corner lot and offers a 2-car garage along with a fully fenced backyard. Inside, tile flooring highlights the high-traffic areas, while wood laminate flooring runs through the living room and bedrooms. The kitchen features a stainless sink, refrigerator, and stove. Step outside to enjoy a screened back porch and a paver

    Agent Photo

    Austin Henry

    CENTURY 21 MYERS REALTY LAKE WALES

    (863) 264-1499

    726 17th St NE, Winter Haven, FL 33881
  • /6

    $1,150 per month

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft
    • Apartment for Rent

    710 Avenue C SW Unit 5A, Winter Haven, FL 33880

    1 bedroom 1 bathroom apartment near downtown Winter Haven available for immediate move in. This first floor unit is freshly painted and ready for a new tenant. The property features onsite laundry. Call today to schedule a tour!!!

    Pedro Cartagena 1513 REALTY LLC

    710 Avenue C SW Unit 5A, Winter Haven, FL 33880
  • /2

    $130,000 Sold Aug 27, 2025

    3651 Rifle Range Rd, Winter Haven, FL 33880

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $143/SF
    • 44 Days On Market

    Current Estimated Value $138,851

    Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

    3651 Rifle Range Rd, Winter Haven, FL 33880
    • /2

      Est $213,325 Not Listed For Sale

      118 Whittier Ln, Winter Haven, FL 33884

      • 2 Beds
      • 1.5 Baths
      • 1,128 Sq Ft
      • Built 1970
      118 Whittier Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 5% Below List Price
      • $199/SF
      • 53 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

  • /48

    $319,900

    • 4 Beds
    • 2 Baths
    • 1,944 Sq Ft

    108 Black Skimmer Ln, Winter Haven, FL 33880

    Welcome to your dream home with low HOA fees and no CDD! This 4-bedroom, 2-bathroom home is nestled in the sought-after gated community of Lake Deer. With 1,946 square feet of heated and cooled living space, it's ideal for a growing family! The thoughtful split floor plan ensures privacy and comfort for everyone. The kitchen opens up to a spacious great room with sliding glass doors leading to a

    Agent Photo

    Geraldine Anarumo

    FLORIDA REALTY MARKETPLACE

    (863) 313-1502

    108 Black Skimmer Ln, Winter Haven, FL 33880
  • /12

    $1,765 per month

    • 4 Beds
    • 2 Baths
    • 1,694 Sq Ft
    • House for Rent

    749 Terranova Ln, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1909.90. That covers your base rent, $1765.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    749 Terranova Ln, Winter Haven, FL 33884
  • /2

    $495,000 Sold Jan 09, 2026

    413 Horseshoe Ln NE, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,336 Sq Ft
    • Built 1991

    Last Sold Summary

    • 24% Below List Price
    • $212/SF
    • 132 Days On Market

    Current Estimated Value $524,885

    Last Listing Agent John Kelson KELLER WILLIAMS ADVANTAGE 2 REALTY

    413 Horseshoe Ln NE, Winter Haven, FL 33881
    • /2

      Est $211,535 Not Listed For Sale

      3018 Elm St Unit 2, Winter Haven, FL 33881

      • 3 Beds
      • 1 Bath
      • 1,112 Sq Ft
      • Built 1955
      3018 Elm St Unit 2, Winter Haven, FL 33881

      Last Sold Summary

      • 6% Below List Price
      • $202/SF
      • 12 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Cheryl Skinner-Marble XCELLENCE REALTY, INC

  • /25

    $289,900

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    307 Ruby Lake Loop, Winter Haven, FL 33884

    Discover this charming 4-bedroom, 2-bath home with 1,840 sqft of comfortable living space in the highly desirable Ruby Lake neighborhood in Southeast Winter Haven. Located near LEGOLAND®, this home offers both convenience and a great sense of community. Enjoy the generous bedrooms, including a comfortable primary suite, plus a backyard ready for play or entertaining! With a fantastic location

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 445-9098

    307 Ruby Lake Loop, Winter Haven, FL 33884
  • /33

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 1,811 Sq Ft
    • House for Rent

    5465 San Pietro Dr, Winter Haven, FL 33884

    Be the first to live in this brand new 4 bedroom, 2 bath home located in the highly desirable Villa Mar community in Winter Haven. Featuring 1,811 sq ft of thoughtfully designed living space with an open-concept floor plan, this home is perfect for modern family living or entertaining guests. The spacious kitchen showcases contemporary finishes, ample cabinetry, and an island that flows into the

    Veronica Martinez MY REALTY GROUP, LLC.

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

    $272,000 Sold Dec 15, 2025

    676 Augusta Rd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $160/SF
    • 108 Days On Market

    Current Estimated Value $273,125

    Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

    676 Augusta Rd, Winter Haven, FL 33884
    • /2

      Est $311,320 Not Listed For Sale

      400 Avenue B NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,991 Sq Ft
      • Built 1950
      400 Avenue B NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $163/SF
      • 74 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jatnna Jimenez LPT REALTY, LLC

  • /53

    $166,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    6071 Southern Oaks Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. Beautifully updated home in the desirable 55+ Garden Grove Oaks Community — No lot rent, you OWN the land!Welcome to easy Florida living in this exceptionally maintained 2 bedroom, 2 bathroom home located in a sought-after 55+ community in Winter Haven. This FULLY FURNISHED home is move-in ready and thoughtfully updated throughout.The spacious

    Agent Photo

    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 431-9154

    6071 Southern Oaks Dr, Winter Haven, FL 33884
  • /15

    $2,015 per month

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft
    • House for Rent

    819 Summer Glen Dr, Winter Haven, FL 33880

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    819 Summer Glen Dr, Winter Haven, FL 33880
  • /2

    $669,000 Sold May 28, 2025

    6810 Crystal Beach Rd, Winter Haven, FL 33880

    • 4 Beds
    • 2.5 Baths
    • 3,414 Sq Ft
    • Built 1998

    Last Sold Summary

    • 19% Below List Price
    • $196/SF
    • 68 Days On Market

    Current Estimated Value $671,986

    Last Listing Agent Carri McLure LPT REALTY, LLC

    6810 Crystal Beach Rd, Winter Haven, FL 33880
    • /2

      Est $259,283 Not Listed For Sale

      1120 Brenton Manor Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,231 Sq Ft
      • Built 2007
      1120 Brenton Manor Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Below List Price
      • $215/SF
      • 49 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Jana Lutz COLDWELL BANKER REALTY

Showing Results 241 - 280, Page 7 of 18

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