4,271

Cypress Gardens, FL Homes

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  • /20

    $349,990 Pending

    • 4 Beds
    • 2 Baths
    • 1,865 Sq Ft

    1058 Michelangelo Ln, Winter Haven, FL 33884

    Under contract-accepting backup offers. Welcome to this beautiful 4 bedroom / 2 bathroom / 2 car garage home in Winter Haven! With just under 2,000 SqFt of living space, this home was BUILT IN 2022 and has plenty of features throughout! Walking up to the property, you'll immediately be greeted by the well landscaped yard with tropical landscaping. The home has an OPEN FLOOR PLAN with tiled

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    (863) 264-4958

    1058 Michelangelo Ln, Winter Haven, FL 33884
  • /21

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 1,078 Sq Ft
    • Condo for Rent

    150 El Dorado Unit 203, Winter Haven, FL 33884

    This fully furnished 1-bedroom, 1-bath condo offers a bright, open floor plan with plenty of space to relax and enjoy. The expansive 7x19 Florida Room provides lovely treetop views and includes a convenient storage closet for extra belongings. Laundry facilities are located on the same level near the elevator for easy access. The Hawaiian building is a peaceful, adult-only (55+) community,

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 277-8855

    150 El Dorado Unit 203, Winter Haven, FL 33884
  • /2

    $320,000 Sold Sep 19, 2025

    • 1,469 Sq Ft
    • $218/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    217 Shore Loop, Winter Haven, FL 33884

    Welcome to Summerhaven Shores in Winter Haven, FL! This beautifully updated 3-bedroom, 2-bath home is tucked away on a quiet cul-de-sac and offers 1,469 square feet of living space on a generous .3611-acre lot. With no HOA and private boat access to Lake Daisy, this property is perfect for those seeking both comfort and freedom. Inside, you’ll find a modern kitchen with granite stone countertops,

    Sandra Perry WATSON REALTY CORP.

    217 Shore Loop, Winter Haven, FL 33884
    • /2

      Est $114,018 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,372 Sq Ft

      150 El Dorado Unit 106, Winter Haven, FL 33884

      150 El Dorado Unit 106, Winter Haven, FL 33884
  • /14

    $129,900

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gad is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 328-4197

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /21

    $1,400 per month

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

    1814 3rd St SE Unit D, Winter Haven, FL 33880

    Experience the comfort of this spacious 2-bedroom, 1-bath unit with durable vinyl plank flooring throughout. Open living room seamlessly flowing into the kitchen with dining area. Access to small open rear patio with access from dining area. Both bedrooms are generously sized and equipped with ceiling fans, with a shared bath, and stackable washer/dryer is in the hallway for added convenience.

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 766-2061

    1814 3rd St SE Unit D, Winter Haven, FL 33880
  • /2

    $225,000 Sold Sep 09, 2025

    • 1,443 Sq Ft
    • $156/SF
    • 121 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    259 Mariposa, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to 259 Mariposa – Updated Comfort in a Charming Mediterranean-Inspired Community with NO Age Restrictions!Located in the desirable Orchid Springs community of Winter Haven, this beautifully updated 3-bedroom, 2-bathroom home has undergone approximately $30,000 in recent upgrades, enhancing both its comfort and value. Featuring new

    Deanna Stone THE STONES REAL ESTATE FIRM

    259 Mariposa, Winter Haven, FL 33884
    • /2

      Est $398,345 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,580 Sq Ft

      152 Lake Mariam Rd, Winter Haven, FL 33884

      152 Lake Mariam Rd, Winter Haven, FL 33884
  • /67

    $950,000

    • 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
  • /50

    $1,320 - $1,789 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

    $215,000 Sold Sep 08, 2025

    • 1,157 Sq Ft
    • $186/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    465 Las Cruces, Winter Haven, FL 33884

    Welcome to effortless Florida living in the charming Orchid Springs community of Winter Haven! This beautifully updated 2-bedroom, 2-bath home is move-in ready with a **brand-new stone coated metal tile roof installed in July 2023**, fresh **interior and exterior paint**, and stylish **wood plank tile flooring throughout** for a seamless, modern look. The updated kitchen features **newer

    Melissa Witter KELLER WILLIAMS REALTY SMART 1

    465 Las Cruces, Winter Haven, FL 33884
    • /32

      Est $288,403 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,993 Sq Ft

      1920 Bretton Ridge Dr, Winter Haven, FL 33884

      1920 Bretton Ridge Dr, Winter Haven, FL 33884
  • /18

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    107 Alachua Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Charming 3-Bed, 2-Bath Block Home on .22-acre Oversized Corner Lot No HOA!Back on Market – Through No Fault of the Home!After being under contract for an extended period, the buyer chose not to proceed with the purchase. The home passed inspection with flying colors, comes with a clean inspection report, current survey, and recent

    Agent Photo

    Danielle Davis

    ELEVE REAL ESTATE LLC

    (863) 887-7789

    107 Alachua Dr, Winter Haven, FL 33884
  • /22

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft
    • House for Rent

    112 Lagoon Rd, Winter Haven, FL 33884

    For Rent – Winter Haven, FLWelcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location.?? Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor laundry area for added

    Zulmy Serrano AGENT TRUST REALTY CORPORATION

    112 Lagoon Rd, Winter Haven, FL 33884
  • /2

    $180,000 Sold Sep 02, 2025

    • 1,351 Sq Ft
    • $133/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    132 Terrace Dr, Winter Haven, FL 33884

    Investor Special! This 1-story, 3-bedroom, 2-bath home is a fixer-upper with tons of potential. Featuring a spacious layout, this property is perfect for those looking to renovate and make it their own. Home needs significant work, but with the right vision, it could shine again. Great opportunity for flippers or buyers seeking a project. Sold as-is.

    Robert Salmons ENTERA REALTY LLC

    132 Terrace Dr, Winter Haven, FL 33884
    • /27

      Est $130,487 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,366 Sq Ft

      400 El Camino Dr Unit 102, Winter Haven, FL 33884

      400 El Camino Dr Unit 102, Winter Haven, FL 33884
  • /28

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    1841 5th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Live in this beautiful home with NO HOA!!! Nestled in one of Winter Haven’s most convenient locations, this beautifully maintained 3-bedroom, 2-bath home offers stunning lake views right at the end of the street. As you drive up, the serene water in the distance adds to the home’s charm and appeal. Inside, you’ll find an open floor plan featuring

    Amy Long REDFIN CORPORATION

    1841 5th St SE, Winter Haven, FL 33880
  • /14

    $1,580 per month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    924 Ave T SE, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    924 Ave T SE, Winter Haven, FL 33880
  • /2

    $255,000 Sold Aug 29, 2025

    • 1,350 Sq Ft
    • $189/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    412 Lake Ned Rd, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to Your Dream Home in Desirable Winter Haven, Florida! Step into style and comfort at 412 Lake Ned Rd, a beautifully renovated 3-bedroom, 2-bathroom home offering modern upgrades and effortless charm. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly throughout the home, complemented by fresh paint, updated baseboards,

    Jason Stone BHHS FLORIDA PROPERTIES GROUP

    412 Lake Ned Rd, Winter Haven, FL 33884
    • /29

      Est $278,724 Not Listed For Sale

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

      2168 Bretton Ridge Loop, Winter Haven, FL 33884

      2168 Bretton Ridge Loop, Winter Haven, FL 33884
  • /62

    $565,000

    • 3 Beds
    • 2 Baths
    • 3,388 Sq Ft

    345 S Lake Florence Dr, Winter Haven, FL 33884

    Houses like this don't come around often. 345 South Lake Florence Drive offers you 3 bedrooms, 2 bathrooms, office, formal dining, formal living, game room, loft, gorgeous family room, 3 car garage and a pool. The grand entrance has soaring ceilings that carry through the main living space and into the family room with its original wood burning brick fireplace. You'll have plenty of space to

    Cole Bataille STRAIGHT UP REALTY & PM LLC

    345 S Lake Florence Dr, Winter Haven, FL 33884
  • /16

    $2,145 per month

    • 4 Beds
    • 3 Baths
    • 2,008 Sq Ft
    • House for Rent

    120 Miller Dr, Winter Haven, FL 33884

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    120 Miller Dr, Winter Haven, FL 33884
  • /2

    $312,000 Sold Aug 29, 2025

    • 1,526 Sq Ft
    • $204/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    4659 Cypress Gardens Rd, Winter Haven, FL 33884

    Beautiful 3 Bedroom, 2 Bath Pool Home in Southeast Winter HavenWelcome to this stunning pool home located in the highly desirable Southeast section of Winter Haven. Just minutes from dining, shopping, and entertainment — and only blocks from Garden Grove Elementary. Plus, you’re less than 5 miles from the fun and excitement of LEGOLAND Florida!This home offers the perfect blend of

    Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

    4659 Cypress Gardens Rd, Winter Haven, FL 33884
    • /62

      Est $438,480 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,763 Sq Ft

      2118 Edgewater Cir, Winter Haven, FL 33880

      2118 Edgewater Cir, Winter Haven, FL 33880
  • /16

    Call for Price

    • Land
    • 184 Acres

    8800 State Highway 653, Cypress Gardens, FL 33884

    Situated in a high-growth area of Winter Haven, this 184-acre property is ready for immediate residential development. A high percentage of usable acreage and well-drained soils are desirable for development. Utilities are supplied by the City of Winter Haven and are currently being installed along the road frontage. The Future Land Use is RL Residential Low (2.01 10 du/ac), and the zoning is

    Richard Dempsey Saunders Land

    8800 State Highway 653, Cypress Gardens, FL 33884
  • /15

    $2,030 per month

    • 4 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • House for Rent

    2198 Bretton Ridge Loop, Winter Haven, FL 33884

    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

    2198 Bretton Ridge Loop, Winter Haven, FL 33884
  • /2

    $243,000 Sold Aug 27, 2025

    • 1,268 Sq Ft
    • $192/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    608 Lake Ned Rd, Winter Haven, FL 33884

    The beautifully updated home offers comfort, efficiency and curb appreal in a great neighborhood. Inside, you will find two spacious bedrooms along with two full baths. There is a large enclosed Florida room surrounded by all windows, perfect for year-round enjoyment. The roof was replaced in June 2021 and has a warranty. Solar panels were installed in 2022 and will be paid off at closing. The

    Joni Reiter COLDWELL BANKER REALTY

    608 Lake Ned Rd, Winter Haven, FL 33884
    • /17

      Est $305,983 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,847 Sq Ft

      129 Waterside Cir, Winter Haven, FL 33880

      129 Waterside Cir, Winter Haven, FL 33880
  • /30

    $390,000

    • 4 Beds
    • 3 Baths
    • 2,251 Sq Ft

    1418 Da Vinci Way, Winter Haven, FL 33884

    Welcome Home to 1418 Da Vinci Way — a modern gem in Estates of Lake FlorenceThis stunning single-story residence, built in 2022, offers a superb combination of space, style, and modern amenities in a sought-after location. Boasting 4 bedrooms, 3 full baths, and approximately 2,223 sq ft of living space, this home is ideal for families or anyone wanting room to grow. The kitchen, cafe, and

    Earl King, Jr REAL BROKER, LLC

    1418 Da Vinci Way, Winter Haven, FL 33884
  • /8

    $1,400 per month

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

    1804 3rd Ct SE, Winter Haven, FL 33880

    Very nice apartment for rent in the center of Winter Haven, FL. Located in a very good area close to all major stores.

    Othner Stfleurose OSF REAL ESTATE SERVICE

    1804 3rd Ct SE, Winter Haven, FL 33880
  • /2

    $270,000 Sold Aug 25, 2025

    • 1,794 Sq Ft
    • $151/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    1900 Manor Cir SE, Winter Haven, FL 33880

    Timeless curb appeal, a walkable neighborhood and solid construction—this is the kind of home that stands the test of time. Perfectly situated on an oversized 0.38-acre corner lot, 1900 Manor Circle S.E. in Winter Haven, Florida, offers 3 bedrooms, 2 baths, and a spacious ranch-style layout that works beautifully whether you’re just starting out, growing a family or enjoying

    Michael Stone THE STONES REAL ESTATE FIRM

    1900 Manor Cir SE, Winter Haven, FL 33880
    • /42

      Est $235,038 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,391 Sq Ft

      1572 Vienna Square Dr, Winter Haven, FL 33884

      1572 Vienna Square Dr, Winter Haven, FL 33884
  • /27

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    417 Alachua Dr, Winter Haven, FL 33884

    Step inside this completely remodeled Southeast Winter Haven beauty and you’ll think it’s brand new. Every surface has been touched, every detail upgraded with quality workmanship and top-notch finishes. With a tasteful color palette and an open, sun-filled floorplan, this is a MOVE-IN READY home - All it is missing is you! Brand new soft-close cabinets with quartz countertops, stainless steel

    Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

    417 Alachua Dr, Winter Haven, FL 33884
  • /20

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • House for Rent

    428 Broward Terrace, Winter Haven, FL 33884

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    428 Broward Terrace, Winter Haven, FL 33884
  • /2

    $330,000 Sold Aug 22, 2025

    • 1,701 Sq Ft
    • $194/SF
    • 78 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    220 Escambia Dr, Winter Haven, FL 33884

    EEnjoy $5,000 Toward Your Closing Costs—Courtesy of the Sellers!Plus—All Solar Will Be Paid Off at Closing!This beautifully renovated 3-bedroom, 2-bathroom home is located in a quiet, friendly neighborhood with no HOA. The spacious primary suite features a luxurious jacuzzi tub and an attached bonus room—perfect for a nursery, office, or cozy retreat.The modern kitchen

    Kenzie Breetz MARK SPAIN REAL ESTATE

    220 Escambia Dr, Winter Haven, FL 33884
    • /42

      Est $685,400 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,576 Sq Ft

      651 Island Way, Winter Haven, FL 33884

      651 Island Way, Winter Haven, FL 33884
  • /47

    $399,999

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft

    115 Lake Mariam Way, Winter Haven, FL 33884

    LOCATION LOCATION AND PRICED TO SELL! Be prepared to fall in love with this dream home in the gated and enchanting Lake Mariam Hills community. This stunning 4-bedroom, 2-bathroom home is both spacious mixed with style and details. Upon entry, you’ll love the warmth and comfort of the large living room with wood burning fireplace. The amazing split floor plan just flows for maximum living!

    Lynn Arthur FAITH AND FAMILY REALTY LLC

    115 Lake Mariam Way, Winter Haven, FL 33884
  • /16

    $1,580 per month

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • House for Rent

    924 Avenue T SE, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    924 Avenue T SE, Winter Haven, FL 33880
  • /34

    $36,000 Sold Aug 21, 2025

    • 896 Sq Ft
    • $40/SF
    • 17 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    157 Ashley St, Cypress Gardens, FL 33884

    Motivated Seller - Cash Buyers Only! 55+ community, This beautiful home recently passed inspection with flying colors, but due to unforeseen circumstances, the previous buyers were unable to close. If you're a cash buyer looking for a fantastic opportunity, this is your chance! The seller is highly motivated to move quickly, and the home is ready for a fast and smooth closing.**Charming 2-Bed,

    Lillian Lunsford TEAM SHERROD MOBILE HOME SALES, LLC.

    157 Ashley St, Cypress Gardens, FL 33884
    • /2

      Est $298,457 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,879 Sq Ft

      1005 Harold Pass, Cypress Gardens, FL 33884

      1005 Harold Pass, Cypress Gardens, FL 33884

Showing Results 1 - 40, Page 1 of 18

Home Trends in Cypress Gardens, FL

Housing Trends

Median Sale Price
$404,990
Median Single Family Sale Price
$352,445
Average Price Per Sq Ft
$185
Number of Homes for Sale
3
Last 12 months Home Sales
1
Months of Supply
36.00
Median List Price
$377,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
20%
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