5,902

Cypress Gardens Homes

Section Image Section Image
  • /16

    $115,000

    • 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) 434-8323

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /50

    $1,223 - $1,808 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

    $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 $260,571

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

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

      Est $378,399 Not Listed For Sale

      1034 Brimstone Cir, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,212 Sq Ft
      • Built 2024
      1034 Brimstone Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Below List Price
      • $176/SF
      • 206 Days On Market

      Last Sold Price $389,999

      Last Listing Agent Dale Human CASA FRESCA REALTY

  • /40

    $395,000

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

    262 Santa Rosa Dr, Winter Haven, FL 33884

    Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-6637

    262 Santa Rosa Dr, Winter Haven, FL 33884
  • /11

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • House for Rent

    1019 Mockingbird Cir, Winter Haven, FL 33884

    3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly

    Donna Williams REMAX EXPERTS

    1019 Mockingbird Cir, Winter Haven, FL 33884
  • /2

    $53,000 Sold Mar 16, 2026

    100 El Camino Dr Unit 309, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 1971

    Last Sold Summary

    • 23% Below List Price
    • $34/SF
    • 66 Days On Market

    Current Estimated Value $87,000

    Last Listing Agent Chrissi Jasso ASSOCIATE REALTY

    100 El Camino Dr Unit 309, Winter Haven, FL 33884
    • /2

      Est $352,891 Not Listed For Sale

      1038 Brimstone Cir, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft
      • Built 2024
      1038 Brimstone Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $204/SF
      • 213 Days On Market

      Last Sold Price $368,857

      Last Listing Agent Dale Human CASA FRESCA REALTY

  • /47

    $389,900 Open Sat 10AM - 12PM

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

    115 Lake Mariam Way, Winter Haven, FL 33884

    Sellers say sell sell sell!! Welcome to 115 Lake Mariam Way in Winter Haven, FL, located in the highly desirable Lake Mariam Hills community. This updated 4-bedroom, 2-bath single-family home offers a functional layout ideal for comfortable everyday living, entertaining, or remote work. Homeowners have paid attention to detail! Residents enjoy private community boat ramp access to Lake Mariam,

    Agent Photo

    Lynn Arthur

    FAITH AND FAMILY REALTY LLC

    (863) 277-2033

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

    $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 $402,842

    Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

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

      Est $349,303 Not Listed For Sale

      2056 Marigold Aly, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,423 Sq Ft
      • Built 2024
      2056 Marigold Aly, Winter Haven, FL 33884

      Last Sold Summary

      • $144/SF
      • 220 Days On Market

      Last Sold Price $348,999

      Last Listing Agent Dale Human CASA FRESCA REALTY

  • /42

    $359,000

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    1063 Brimstone Cir, Winter Haven, FL 33884

    Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality. Step inside to an

    Agent Photo

    Brad Martin

    BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    (863) 310-1889

    1063 Brimstone Cir, Winter Haven, FL 33884
  • /19

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • House for Rent

    40 Jefferson Rd, Winter Haven, FL 33884

    Charming 3 Bedroom, 2 Bath Home on a Quiet Street – Available April 1st!Enjoy peaceful Florida living in this adorable home situated on a quiet street with no HOA and a spacious lot—perfect for evening walks and soaking in the sunshine.Inside, you’ll find a freshly painted interior, new vinyl flooring in the bedrooms, and tile flooring in the kitchen and living room for easy maintenance.

    AMIRE PEDRAZA HOME RENTAL FLORIDA

    40 Jefferson Rd, 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 $225,952

    Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1674 Linz Ct, Winter Haven, FL 33884
    • /20

      Est $293,728 Not Listed For Sale

      2064 Marigold Aly, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2024
      2064 Marigold Aly, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 147 Days On Market

      Last Sold Price $295,995

      Last Listing Agent Dale Human CASA FRESCA REALTY

  • /14

    $115,000

    • 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! (Gas 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) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /17

    $1,855 per month

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

    669 Lake Dexter Cir, 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.

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

    $65,000 Sold Mar 20, 2026

    200 El Camino Dr Unit 203, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • Built 1971

    Last Sold Summary

    • 34% Below List Price
    • $47/SF
    • 20 Days On Market

    Current Estimated Value $112,091

    Last Listing Agent Christina Ashley DALTON WADE INC

    200 El Camino Dr Unit 203, Winter Haven, FL 33884
    • /2

      Est $290,319 Not Listed For Sale

      2410 Salzburg Loop, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,930 Sq Ft
      • Built 2019
      2410 Salzburg Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Above List Price
      • $145/SF
      • 272 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Marti Sutton CENTURY 21 WATSON & MYERS REALTY

  • /42

    $365,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    340 Vail Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, Winter Haven, FL 33884
  • /16

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 2,116 Sq Ft
    • House for Rent

    252 Santa Rosa Dr, Winter Haven, FL 33884

    Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots

    Jennifer Geiger PRESTIGE LIFESTYLES REALTY

    252 Santa Rosa Dr, 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 $301,034

    Last Listing Agent Dale Human CASA FRESCA REALTY

    1536 Hummingbird Rd, Winter Haven, FL 33884
    • /2

      Est $379,949 Not Listed For Sale

      1066 Brimstone Cir, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,212 Sq Ft
      • Built 2024
      1066 Brimstone Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $179/SF
      • 282 Days On Market

      Last Sold Price $394,999

      Last Listing Agent Dale Human CASA FRESCA REALTY

  • /56

    $518,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,987 Sq Ft

    210 Nassau Rd, Winter Haven, FL 33884

    Under contract-accepting backup offers. This beautifully updated split floor plan home in the desirable Eloise Woods subdivision offers the perfect blend of comfort, quality upgrades, and incredible outdoor living. Nearly every part of this home has been improved, making it truly move-in ready.Inside, the home features updated flooring throughout, renovated bathrooms, redone ceilings, updated

    Agent Photo

    Sam Daniels

    KELLER WILLIAMS REALTY SMART 1

    (863) 695-2487

    210 Nassau Rd, Winter Haven, FL 33884
  • /20

    $2,150 per month

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

    3904 Osprey Pointe Cir, Winter Haven, FL 33884

    Modern design with comfort in mind! Available for Lease April 1, 2026! 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, this

    Oswald Carrerou CARREROU ENTERPRISES, LLC

    3904 Osprey Pointe Cir, Winter Haven, FL 33884
  • /2

    $380,000 Sold Jan 09, 2026

    204 S Lake Mariam Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $208/SF
    • 63 Days On Market

    Current Estimated Value $375,572

    Last Listing Agent Michael Brenner CENTURY 21 MYERS REALTY

    204 S Lake Mariam Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      171 Sweet Cir, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 1986
      171 Sweet Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $64/SF
      • 0 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  • /67

    $875,000

    • 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
  • /22

    $1,400 per month

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

    150 El Dorado Unit 208, Winter Haven, FL 33884

    Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located

    Elsa Gonzalez LPT REALTY, LLC

    150 El Dorado Unit 208, 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 $252,999

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

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

      Est $259,453 Not Listed For Sale

      2331 Salzburg Loop, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,838 Sq Ft
      • Built 2008
      2331 Salzburg Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $140/SF
      • 168 Days On Market

      Last Sold Price $256,500

      Last Listing Agent Claudia Montes LPT REALTY, LLC

  • /45

    $459,000

    • 4 Beds
    • 3 Baths
    • 2,663 Sq Ft

    148 Lake Otis Rd, Winter Haven, FL 33884

    Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy

    Agent Photo

    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 599-6261

    148 Lake Otis Rd, Winter Haven, FL 33884
  • /21

    $2,500 per month

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

    112 Lagoon Rd, Winter Haven, FL 33884

    For Rent – Winter Haven, FL Welcome to this beautifully remodeled home located at 112 Lagoon Rd, Winter Haven, FL 33884. This property offers comfort, convenience, and a prime location. “The property includes an efficient that you can rent out to help cover the rent payment.” Property Features: • 3 spacious bedrooms • 2 updated bathrooms • Modern remodeled kitchen with quality finishes • Indoor

    Zulmy Serrano AGENT TRUST REALTY CORPORATION

    112 Lagoon Rd, 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

    Current Estimated Value $287,531

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

    1696 Hummingbird Rd, Winter Haven, FL 33884
    • /2

      Est $266,114 Not Listed For Sale

      866 Oriole Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,551 Sq Ft
      • Built 1979
      866 Oriole Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $173/SF
      • 25 Days On Market

      Last Sold Price $269,000

      Last Listing Agent Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

  • /93

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 3,913 Sq Ft

    153 Lake Otis Rd, Winter Haven, FL 33884

    Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard.Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered

    Agent Photo

    Kelly Fain

    KELLER WILLIAMS REALTY SMART

    (863) 270-2472

    153 Lake Otis Rd, Winter Haven, FL 33884
  • /6

    $1,150 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Townhouse for Rent

    1210 Avenue Z SE Unit A, Winter Haven, FL 33884

    Available! Beautiful and modern 1 BD/1 BA apartment featuring luxury vinyl plank flooring throughout, stainless steel appliances and granite countertops; a tastefully designed interior. Convenient location, so call today, this property won’t last long!

    Pedro Cartagena 1513 REALTY LLC

    1210 Avenue Z SE Unit A, Winter Haven, FL 33884
  • /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

    Current Estimated Value $260,023

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    4020 Cypress Landing S, Winter Haven, FL 33884
    • /2

      Est $608,232 Not Listed For Sale

      123 Old Spanish Way, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,916 Sq Ft
      • Built 1986
      123 Old Spanish Way, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Below List Price
      • $211/SF
      • 84 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

Showing Results 1 - 40, Page 1 of 18

Home Trends in Cypress Gardens, FL

Housing Trends

Median Sale Price
$303,495
Median Single Family Sale Price
$318,990
Median Townhouse Sale Price
$214,495
Median 2 Bedroom Sale Price
$115,000
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
120
Last 12 months Home Sales
256
Months of Supply
5.60
Median List Price
$323,945
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home