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Cypress Gardens Homes for Sale

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  • /16

    $114,000

    $6K PRICE DROP
    • 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

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    Steven Perkins

    CLARK REALTY LLC

    (863) 434-8323

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /41

    $325,000

    $70K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,336 Sq Ft

    262 Santa Rosa Dr, Winter Haven, FL 33884

    PRICE REDUCTION! 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.

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-6637

    262 Santa Rosa Dr, Winter Haven, FL 33884
  • /42

    $359,000

    $10K PRICE DROP
    • 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

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    Brad Martin

    BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    (863) 310-1889

    1063 Brimstone Cir, Winter Haven, FL 33884
  • /14

    $115,000

    $20K PRICE DROP
    • 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

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /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. 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 room that can

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, Winter Haven, FL 33884
  • /31

    $489,000

    $36K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,921 Sq Ft

    184 Lake Otis Rd, Winter Haven, FL 33884

    Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

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    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 340-7440

    184 Lake Otis Rd, Winter Haven, FL 33884
  • /72

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 3,255 Sq Ft

    1028 S Lake Mariam Dr, Winter Haven, FL 33884

    Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home

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    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-0950

    1028 S Lake Mariam Dr, Winter Haven, FL 33884
  • /45

    $459,000

    $6K PRICE DROP
    • 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

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    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    (863) 599-6261

    148 Lake Otis Rd, Winter Haven, FL 33884
  • /67

    $795,000

    $180K PRICE DROP
    • 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,

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    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 343-1106

    200 Island Way, Winter Haven, FL 33884
  • /93

    $749,000

    $26K PRICE DROP
    • 5 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

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    Kelly Fain

    KELLER WILLIAMS REALTY SMART

    (863) 270-2472

    153 Lake Otis Rd, Winter Haven, FL 33884
  • /61

    $430,000

    • 3 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    236 W Lake Ina Dr, Winter Haven, FL 33884

    Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home

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    Scott Loveridge

    RELENTLESS REAL ESTATE CO.

    (863) 343-1589

    236 W Lake Ina Dr, Winter Haven, FL 33884
  • /82

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,186 Sq Ft

    2553 Partridge Dr, Winter Haven, FL 33884

    Don't miss out on this very rare opportunity to secure a home in the prestigious Eloise Pointe Estates, as homes in this gated subdivision rarely come on the market. This split-bedroom, open-plan POOL home is on an oversized lot and features 4 bedrooms, a den, and 2 baths. Upon arrival, the twin large oak trees that dominate the front yard serve to bracket the home. The mature landscaping is

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    Michael Krigelski

    A+ REALTY LLC

    (863) 563-1309

    2553 Partridge Dr, Winter Haven, FL 33884
  • /72

    $394,900

    New Construction $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,386 Sq Ft

    1138 Michelangelo Ln, Winter Haven, FL 33884

    *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 343-0543

    1138 Michelangelo Ln, Winter Haven, FL 33884
  • /40

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft

    3875 Osprey Pointe Cir, Winter Haven, FL 33884

    This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver driveway and walkway, an attached 2-car

    Jared Lippelgoos COLDWELL BANKER REALTY

    3875 Osprey Pointe Cir, Winter Haven, FL 33884
  • 1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880

    $292,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

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

    Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880
  • /34

    $301,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

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

    Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202791, Winter Haven, FL 33880
  • /28

    $346,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

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

    The Robie is a two-story floorplan featured in Harmony at Lake Eloise in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202785, Winter Haven, FL 33880
  • 1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880

    $415,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,336 Sq Ft

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

    Introducing the Denham at Harmony at Lake Eloise, in Winter Haven, Florida. A stunning 2,336 square foot, single-story home featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car garage. As you step inside a grand foyer draws you in, leading you through a thoughtfully designed layout where every detail shines. Bedrooms 2, and 3, and 4 branch off from the foyer, creating a private wing for family

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880
  • /33

    $345,990

    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
  • /32

    $479,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,569 Sq Ft

    305 Hernando Rd, Winter Haven, FL 33884

    Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law

    Sherry Sapp COLDWELL BANKER REALTY

    305 Hernando Rd, Winter Haven, FL 33884
  • /63

    $389,900

    $39K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,492 Sq Ft

    144 Beverly Dr, Winter Haven, FL 33884

    FLORIDA LIVING AT ITS BEST! Pool home + oversized lot + NO HOA + Chain of Lakes access just minutes from LEGOLAND Florida Resort! This fully updated 4-bedroom, 3-bath home in SE Winter Haven offers the lifestyle buyers are chasing with TWO master suites, a HUGE FENCED BACK YARD, heated pool, and room to bring the boat, jet skis, golf cart, and all the toys. Inside you’ll find a designer-style

    Christina Loesch KELLER WILLIAMS REALTY SMART 1

    144 Beverly Dr, Winter Haven, FL 33884
  • /38

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    132 Duval Rd, Winter Haven, FL 33884

    This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large

    Steven Koleno BEYCOME OF FLORIDA LLC

    132 Duval Rd, Winter Haven, FL 33884
  • /28

    $292,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft

    1660 Hummingbird Rd, Winter Haven, FL 33884

    Under Construction. Let me Introduce you to the Astor this 1593 Sqft. 3 Bedroom 2 Bath home with the Garage in the rear is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1660 Hummingbird Rd, Winter Haven, FL 33884
  • /10

    $135,000

    $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    5850 Cypress Gardens Blvd Unit 302, Winter Haven, FL 33884

    Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from world-class shopping, dining, and the famous LEGOLAND Florida Resort! This well-maintained two-story unit has been tastefully updated throughout. Rich dark luxury vinyl plank flooring flows through the spacious living areas, giving the home a

    Vince Reina HAVEN REALTY & INVESTMENTS

    5850 Cypress Gardens Blvd Unit 302, Winter Haven, FL 33884
  • /17

    $309,900

    New Construction $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    2527 Sage Valley Way, Winter Haven, FL 33884

    The property is located at 2527 Sage Valley Way WINTER HAVEN FL 33884 priced at 309900, the square foot and stories are 1672, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    2527 Sage Valley Way, Winter Haven, FL 33884
  • /30

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,538 Sq Ft

    194 S Lake Mariam Dr, Winter Haven, FL 33884

    Welcome to this beautifully updated home in desirable Southeast Winter Haven, offering space, privacy, and modern upgrades on a generous half-acre lot.Step inside to vaulted ceilings and rich hardwood flooring that create a warm, open feel. The living room features a gas fireplace with mantle detail, adding character and comfort to the main gathering space. The fully renovated kitchen stands

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    194 S Lake Mariam Dr, Winter Haven, FL 33884
  • /7

    $291,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

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

    The Aria is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202790, Winter Haven, FL 33880
  • /21

    $239,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    638 Lake Dexter Cir, Winter Haven, FL 33884

    This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and

    Robert Salmons ENTERA REALTY LLC

    638 Lake Dexter Cir, Winter Haven, FL 33884
  • /43

    $320,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,466 Sq Ft

    132 Alachua Dr, Winter Haven, FL 33884

    Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offers a warm and functional layout perfect for everyday living, entertaining, and creating lasting memories.??The open kitchen and living area serve as the heart of the home, complete with granite countertops, stainless steel appliances, abundant cabinet

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    132 Alachua Dr, Winter Haven, FL 33884
  • /26

    $17,500

    • 2 Beds
    • 2 Baths

    122 King Dr, Winter Haven, FL 33884

    Welcome to easy, low-maintenance living in the desirable Orange Manor East community in Winter Haven, Florida! This well-updated 1975 double-wide mobile home offers comfort, space, and value all in one. Step inside and you'll immediately notice the completely redone subflooring with continuous laminate flooring throughout, giving the home a clean, modern feel. The interior flows nicely with 2

    Brandy Duncan Brandy Duncan Group Mobile Home Sales

    122 King Dr, Winter Haven, FL 33884
  • /33

    $130,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    400 El Camino Dr Unit 210, Winter Haven, FL 33884

    Welcome to this beautifully updated mostly furnished end unit condo located on the second floor offering 1,666sf of comfortable living space in the desirable 55+ community of Orchid Springs. Tucked away in a serene setting, this end unit offers exceptional privacy & a peaceful feel while enjoying the security & convenience of community living. Inside you will find updated luxury vinyl flooring,

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    400 El Camino Dr Unit 210, Winter Haven, FL 33884
  • /18

    $309,900

    New Construction $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    3815 Pomelo, Winter Haven, FL 33884

    Short Sale. Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3815 Pomelo, Winter Haven, FL 33884
  • 1651 Hummingbird Rd Unit 39009648, Winter Haven, FL 33880

    $465,990

    New Construction $3K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,787 Sq Ft

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

    Harmony at Lake Eloise presents The Camden, available to build in Winter Haven, FL. This all-concrete block constructed, one-story multi-gen layout offers two homes under one roof. As you enter the foyer you are greeted with two guest bedrooms that share an en suite bathroom with a double vanity. Making your way down the hall you will find a large dining room perfect for the whole family. The

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 39009648, Winter Haven, FL 33880
  • /13

    $1,100,000

    • Land
    • 1.4 Acres
    • $785,714 per Acre

    0 Cypress Gardens Rd Unit MFRL4957987, Winter Haven, FL 33884

    Prime 1.4+-acre Commercial site adjacent to CVS Hard Corner with separate shared entrance to service the surrounding properties. 100+ Newly Constructed Apartment Facility wraps around northerly & westerly sides of the subject 1.4+-acres. Ideal for another prime medical facility benefiting from the nearby Emergency Centers, Eye Center, Cancer Treatment Facility,etc..

    Gregory Karlson ADVANTAGE REALTY 1

    0 Cypress Gardens Rd Unit MFRL4957987, Winter Haven, FL 33884
  • /25

    $409,900

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,336 Sq Ft

    1774 White Elephant Loop, Winter Haven, FL 33884

    Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a premium corner lot with no rear neighbors, offering added privacy and an open, peaceful setting. From the moment you walk through the door, you’re greeted by a long, inviting foyer that sets the tone for this warm and welcoming home. The first floor features a bright,

    Kennia Lozada Rivera LA ROSA REALTY CW PROPERTIES L

    1774 White Elephant Loop, Winter Haven, FL 33884
  • /58

    $619,500

    • 4 Beds
    • 3 Baths
    • 2,916 Sq Ft

    44 Lake Eloise Ct, Winter Haven, FL 33884

    BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY OFFERS PRIVACY, MATURE LANDSCAPING AND PLENTY OF OUTDOOR LIVING SPACE FOR ENTERTAINING OR FOR THOSE FAMILY GATHERINGS. THIS HOME FEATURES 4BR PLUS A PRIVATE GUEST BEDROOM AND BATH, IDEAL FOR GUESTS, MULTI GENERATIONAL LIVING OR FLEXIBLE HOME OFFICE

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    44 Lake Eloise Ct, Winter Haven, FL 33884
  • /71

    $384,900

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,626 Sq Ft

    1117 Michelangelo Ln, Winter Haven, FL 33884

    Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 2.5 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation

    Nelly Albelo PLLC ORANGE SLICE PROPERTIES

    1117 Michelangelo Ln, Winter Haven, FL 33884
  • /50

    $259,990

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,596 Sq Ft

    1454 Grand Cayman Cir, Winter Haven, FL 33884

    Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a community pool, private boat ramp, and dock on Lake Dexter. Major updates include a brand new roof installed February 2026 and fresh exterior paint, showcasing true pride of ownership. This well-cared-for home features a split bedroom plan with the

    Lizzie Zirillo SUNSHINE INTERNATIONAL REALTY LLC

    1454 Grand Cayman Cir, Winter Haven, FL 33884
  • /38

    $99,500

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    188 Sweet Cir, Winter Haven, FL 33884

    Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away

    Chris Cain MOSAIC SERVICES LLC

    188 Sweet Cir, Winter Haven, FL 33884
  • /36

    $315,000

    $35K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,078 Sq Ft

    112 Paine Dr, Winter Haven, FL 33884

    Seller motivated. Welcome to your home in Winter Haven—just minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! Originally a 3-bedroom, 2-bath layout, this home has been converted into a spacious 5-bedroom, 2-bath residence, offering incredible versatility for growing families, multigenerational living, or those needing extra space for a home office or hobby

    Brandy Duncan COLDWELL BANKER REALTY

    112 Paine Dr, Winter Haven, FL 33884

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Why Live in Cypress Gardens

Cypress Gardens in Winter Haven, Florida, is a diverse neighborhood known for its lakes and central commercial corridor. Located in Polk County, it offers a quieter alternative to nearby Orlando and Tampa. The neighborhood features a mix of older ranch-style homes with spacious lots and newer contemporary builds in walkable subdivisions. Orange Manor provides amenities-filled manufactured homes for residents aged 55 and older. Cypress Gardens is home to Legoland Florida, a major attraction that includes a botanical garden, water park, and various themed events. The area is renowned for its water-skiing history, with numerous lakes connected by canals, offering boating, kayaking, and fishing opportunities. The Lake Region Audubon Nature Preserve provides scenic trails and educational programs. Cypress Gardens Boulevard, the main commercial area, includes a Publix and popular dining spots like Harry’s Old Place. The neighborhood is served by several elementary schools, with Garden Grove Elementary located within its boundaries. Public transportation is accessible via Citrus Connection bus stops, and major highways like U.S. Highway 17 and U.S. Highway 27 facilitate travel to nearby cities. Lakeland is less than 15 miles away, while Tampa and Orlando are approximately 50 miles distant, making Cypress Gardens a well-connected yet tranquil place to live.

Frequently Asked Questions

Is Cypress Gardens a good place to live?
Cypress Gardens is a good place to live, receiving 3.4 stars from its residents. Cypress Gardens is considered car-dependent and bikeable with minimal transit options. Cypress Gardens has 9 parks for recreational activities. It is fairly sparse in population with 3.0 people per acre and a median age of 43. The average household income is $103,196 which is below the national average. College graduates make up 28.5% of residents. A majority of residents in Cypress Gardens are home owners, with 23% of residents renting and 77% of residents owning their home. A local real estate agent serving Cypress Gardens can help you decide if this neighborhood is the right one for you. Learn more on our Cypress Gardens neighborhood guide.
Is Cypress Gardens, FL a safe neighborhood?
Cypress Gardens, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Cypress Gardens?
The median home price in Cypress Gardens is $324,900. If you put a 20% down payment of $65,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $1,650 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $71K a year to afford the median home price in Cypress Gardens. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Cypress Gardens is $103K.
What are the best public schools in Cypress Gardens?
The best public schools that serve Cypress Gardens are:
What are the best private schools in Cypress Gardens?
The best private schools that serve Cypress Gardens are:
What are the most popular zip codes in Cypress Gardens, Winter Haven, FL?
The most popular zip codes in Cypress Gardens, Winter Haven, FL include 33884, 33880, 33881, 33839 and 34746.
What are the most popular neighborhoods near Cypress Gardens, Winter Haven, FL?
The most popular neighborhoods near Cypress Gardens, Winter Haven, FL are Southeast Winterhaven, Downtown Winter Haven, East Winter Haven, Lake Fox and Cypresswood.

Cypress Gardens Home Prices vs. Nearby Winter Haven, FL Neighborhoods

Cypress Gardens Chickasaw Dundee Medulla
Median Home Price
$324,900
$389,950
$295,000
$350,000
Median Sale Price
$297,990
-3% YoY
$365,000
-2% YoY
$269,499
+1% YoY
$341,000
+17% YoY
Median Single Family Price
$319,000
$395,000
$314,950
$342,000
Median Townhouse Price
$255,990
$263,250
$240,495
$257,450
Total Active Listings
131
96
89
74
Market Conditions
6 Months
Buyer's Market
3 Months
Seller's Market
4 Months
Balanced Market
3 Months
Seller's Market
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