5,857

Cypress Gardens Homes

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  • /47

    $339,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    544 Coleman Dr W, Winter Haven, FL 33884

    Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bath home on a generous .33 acre lot with no HOA, just minutes from Lake Daisy. From the moment you walk in, the home feels bright, open, and welcoming, with formal living and dining areas at the front, a separate family room with a cozy brick fireplace, and a true split bedroom floor plan that gives everyone extra

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-5614

    544 Coleman Dr W, Winter Haven, FL 33884
  • /22

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • House for Rent

    141 Poe Dr, Winter Haven, FL 33884

    Great 3 BR/2BA Home in Garden Grove area of SE Winter Haven. Ceramic tile throughout with NEW carpet in bedrooms. NEW paint inside and out. Eating space in kitchen with sliding door to screened Lanai. Lawn Maintenance and garbage are included.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 592-8670

    141 Poe Dr, 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

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

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

      Est $372,490 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,423 Sq Ft

      1544 Hummingbird Rd, Winter Haven, FL 33884

      1544 Hummingbird Rd, Winter Haven, FL 33884
  • /42

    $298,000

    • 3 Beds
    • 1.5 Baths
    • 1,852 Sq Ft

    119 Doll Dr, Winter Haven, FL 33884

    This is a solid block home featuring 3 bedrooms and 1.5 bathrooms in a convenient and well-established neighborhood. Enjoy canal access to Lake Daisy, perfect for kayaking, pedal boarding, fishing, or relaxing by the water. The home offers peace of mind with a brand-new 30-year architectural shingle roof, a major upgrade for durability and insurance savings. Ideally located near shopping, dining,

    Agent Photo

    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 265-4259

    119 Doll Dr, Winter Haven, FL 33884
  • /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

    $400,000 Sold Apr 25, 2025

    1116 Cypress Point W, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft
    • Built 1978

    Last Sold Summary

    • $197/SF
    • 6 Days On Market

    Current Estimated Value $398,498

    Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

    1116 Cypress Point W, Winter Haven, FL 33884
    • /2

      Est $345,466 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,243 Sq Ft

      2044 Marigold Aly, Winter Haven, FL 33884

      2044 Marigold Aly, Winter Haven, FL 33884
  • /14

    $128,900

    • 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
  • /13

    $2,420 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    3936 Cypress Landing N Unit 1, Winter Haven, FL 33884

    **Welcome to 3936 Cypress Landing N, Winter Haven, FL 33884** — a beautifully maintained rental that blends comfort, style, and Florida ease. Tucked into a quiet, well-kept community, this inviting home offers bright, open living spaces designed for everyday living and effortless entertaining. Enjoy a spacious layout with generous natural light, a functional kitchen ideal for home-cooked meals,

    Glen Gilzean Beachfront Realty Inc

    3936 Cypress Landing N Unit 1, Winter Haven, FL 33884
  • /2

    $232,000 Sold Aug 04, 2025

    1674 Linz Ct, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2019

    Last Sold Summary

    • 7% Below List Price
    • $172/SF
    • 59 Days On Market

    Current Estimated Value $227,295

    Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1674 Linz Ct, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      306 Lochen Cir SE, Winter Haven, FL 33884

      306 Lochen Cir SE, Winter Haven, FL 33884
  • /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
  • /7

    $1,985 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 $2129.90. That covers your base rent, $1985.00 + 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

    $299,999 Sold Apr 24, 2025

    1536 Hummingbird Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,794 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $167/SF
    • 255 Days On Market

    Current Estimated Value $304,200

    Last Listing Agent Dale Human CASA FRESCA REALTY

    1536 Hummingbird Rd, Winter Haven, FL 33884
    • /32

      Est $280,172 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
  • /16

    $120,000

    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

    Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

    Agent Photo

    Steven Perkins

    CLARK REALTY LLC

    (863) 312-1266

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /16

    $1,590 per month

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft
    • House for Rent

    107 Lake Elizabeth Dr, Winter Haven, FL 33884

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    107 Lake Elizabeth Dr, Winter Haven, FL 33884
  • /2

    $260,000 Sold Jul 16, 2025

    4422 Glenns Landing, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • Built 1990

    Last Sold Summary

    • 7% Below List Price
    • $191/SF
    • 122 Days On Market

    Current Estimated Value $255,403

    Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

    4422 Glenns Landing, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft

      225 Sweet Cir, Winter Haven, FL 33884

      225 Sweet Cir, Winter Haven, FL 33884
  • /60

    $164,900 Pending

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

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

    Under contract-accepting backup offers. 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 including washer and dryer.

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 282-7384

    200 El Camino Dr Unit 101, Winter Haven, FL 33884
  • /14

    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft
    • Condo for Rent

    817 Orchid Springs Dr Unit 817, Winter Haven, FL 33884

    This charming GROUND FLOOR end unit CONDO offers a peaceful retreat with all the right touches. Featuring 2 bedrooms and 1.5 baths, this unit has a spacious open floor plan with ceramic tile in Kitchen & Bathrooms and laminate wood flooring in the Living Room and Bedrooms for easy maintenance! Rental price includes all Kitchen appliances and the stackable washer/dryer just steps away! Dinning

    Ulises Vargas Stambaugh Inc. Real Estate Firm

    817 Orchid Springs Dr Unit 817, Winter Haven, FL 33884
  • /2

    $288,990 Sold Dec 08, 2025

    1696 Hummingbird Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $168/SF
    • 72 Days On Market

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1696 Hummingbird Rd, Winter Haven, FL 33884
    • /27

      Est $126,761 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
  • /8

    $9,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    114 Venus Ave, Winter Haven, FL 33884

    LOOKING FOR A CUTE, CLEAN, MOVE-IN READY MOBILE HOME IN THE CYPRESS GARDENS AREA OF WINTER HAVEN. YOU JUST FOUND IT! THE MAIN HOUSE HAS 2 BEDROOM AND 1 BATHROOM, LIVING/KITCHEN COMBO. THE SECOND BEDROOM HAS ITS OWN ENTRANCE FOR PRIVACY. THIS HOME HAS A LARGE CARPORT, READY TO STORE YOUR BOAT AND FISH IN LAKE DEXTER, ONE OF 55 LAKES IN BEAUTIFUL WINTER HAVEN, FLORIDA. THIS 55+ COMMUNITY IS SUPER

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 264-0761

    114 Venus Ave, Winter Haven, FL 33884
  • /15

    $1,899 per month

    • 3 Beds
    • 2 Baths
    • 1,611 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,611 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /2

    $259,900 Sold Dec 23, 2025

    4020 Cypress Landing S, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 1985

    Last Sold Summary

    • $155/SF
    • 49 Days On Market

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    4020 Cypress Landing S, Winter Haven, FL 33884
    • /29

      Est $265,242 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
  • /69

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,681 Sq Ft

    263 Mariposa, Winter Haven, FL 33884

    VERY SPACIOUS AND A BEAUTIFUL HOME! 2 BONUS ROOMS, HAVE UPDATED JUST ABOUT ALL SYSTEMS INCLUDING: ROOF, DRYWALL, FLOORING, KITCHEN, BATHROOMS, BEDROOMS, A/C, TANKLESS WATER HEATER, ELECTRICAL SYSTEM, PLUMBING, CEILING, INSULATION, AND MORE. LOTS OF SPACIOUS, A LOT OF NATURAL LIGHT. DESIGNER DOORS. OWNER artistically INSPIRED, GIVING THE HOME A UNIQUE FLAIR. A MANUAL IS AVAILABLE FOR MOST OF THE

    Agent Photo

    Tina Marie

    TINA MARIE LLC

    (863) 336-6205

    263 Mariposa, Winter Haven, FL 33884
  • /15

    $1,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    664 Lake Dexter Cir, Winter Haven, FL 33884

    Available NOW! $0 application fee for pre-approved applicants. Enjoy peaceful lakefront living in this two-story home located in the Lake Dexter Woods community. This spacious residence offers three bedrooms, two and a half bathrooms, and a comfortable layout with bright living areas and an enclosed sunroom perfect for relaxing year-round. With Lake Dexter right out front, you can take in serene

    Valentina Naumenko MILA REALTY

    664 Lake Dexter Cir, Winter Haven, FL 33884
  • /2

    $269,900 Sold Mar 14, 2025

    345 Banyan Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $149/SF
    • 134 Days On Market

    Current Estimated Value $282,778

    Last Listing Agent Scott Smith HAVEN REALTY SERVICES, INC.

    345 Banyan Dr, Winter Haven, FL 33884
    • /30

      Est $240,209 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,497 Sq Ft

      1621 Vienna Square Dr, Winter Haven, FL 33884

      1621 Vienna Square Dr, Winter Haven, FL 33884
  • /40

    $190,000

    • 3 Beds
    • 1.5 Baths
    • 1,435 Sq Ft

    137 Lowell Rd, Winter Haven, FL 33884

    Located in desirable Southeast Winter Haven, this property offers a solid footprint with strong upside for the right investor or handy buyer. With some TLC, this home provides an excellent foundation to add value! The layout features both a formal living room and a separate family room, offering flexibility for future tenants or resale appeal. One of the key value-add opportunities is the 10x10

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-6537

    137 Lowell Rd, Winter Haven, FL 33884
  • /20

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • House for Rent

    3805 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease November 15, 2025! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining,

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3805 Osprey Pointe Cir, Winter Haven, FL 33884
  • /2

    $278,000 Sold Feb 13, 2025

    3966 Cypress Landing W, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • Built 1997

    Last Sold Summary

    • $195/SF

    Current Estimated Value $280,952

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    3966 Cypress Landing W, Winter Haven, FL 33884
    • /2

      Est $94,181 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 826 Sq Ft

      1100 Martinique Dr Unit 109, Winter Haven, FL 33884

      1100 Martinique Dr Unit 109, Winter Haven, FL 33884
  • /33

    $382,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,077 Sq Ft

    LAKESIDE Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202793, Winter Haven, FL 33880
  • /16

    $2,100 per month

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

    3998 Cypress Landing S, Winter Haven, FL 33884

    AMAZING LOCATION! IMMEDIATE MOVE IN! Can be rented FULLY FURNISHED or Unfurnished!! Welcome to this beautifully updated home in theheart of Winter Haven. This 3 bedroom 2 bathroom home has almost 1700sqft of living plus an enclosed lanai adding almost 300 sqft of livingspace which is great for entertaining or could even be used as another bedroom or office space. Enjoy all the natural

    Brooke Curtis PROBITY REALTY

    3998 Cypress Landing S, Winter Haven, FL 33884
  • /2

    $290,000 Sold Dec 10, 2025

    107 Alachua Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1964

    Last Sold Summary

    • $184/SF
    • 91 Days On Market

    Last Listing Agent Danielle Davis ELEVE REAL ESTATE LLC

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

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,170 Sq Ft

      96 Parson Dr, Winter Haven, FL 33884

      96 Parson Dr, Winter Haven, FL 33884

Showing Results 1 - 40, Page 1 of 18

Home Trends in Cypress Gardens, FL

Housing Trends

Median Sale Price
$299,999
Median Single Family Sale Price
$317,995
Median Townhouse Sale Price
$219,745
Median 2 Bedroom Sale Price
$118,450
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$170
Number of Homes for Sale
106
Last 12 months Home Sales
243
Months of Supply
5.20
Median List Price
$325,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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