27

Cypress Gardens, FL Homes for Sale under $300,000

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  • /69

    $259,900

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

    263 Mariposa, Winter Haven, FL 33884

    A BEAUTIFUL HOME! 2 BONUS ROOMS, UPDATED JUST ABOUT ALL SYSTEMS REPLACED SINCE 2008, INCLUDING: ROOF, DRYWALL, FLOORING, KITCHEN, BATHROOMS, BEDROOMS, A/C, TANKLESS WATER HEATER, ELECTRICAL SYSTEM, PLUMBING, CEILING, INSULATION, AND MORE. VERY 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
  • /35

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,747 Sq Ft

    104 Pasco Rd SE, Cypress Gardens, FL 33884

    Welcome to this well-loved 3-bedroom, 2-bathroom home in Winter Haven. Sitting on a roomy .26-acre lot, this home offers plenty of space both inside and out. The yard is beautifully landscaped with mature greenery, and the fenced backyard is perfect for pets, playtime, or weekend gatherings. Inside, the layout features a split floorplan for added privacy. The dining/kitchen combo comes equipped

    Stephanie Mayo REGAL REAL ESTATE LLC

    104 Pasco Rd SE, Cypress Gardens, FL 33884
  • /40

    $289,999

    • 3 Beds
    • 2 Baths
    • 1,935 Sq Ft

    2470 Salzburg Loop, Winter Haven, FL 33884

    This property is located in one of the best neighborhoods in Winter haven.

    Neree Augustin PREMIUM REAL ESTATE SERVICES

    2470 Salzburg Loop, Winter Haven, FL 33884
  • /48

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    103 Lake Ring Dr, Cypress Gardens, FL 33884

    THIS IS THE ONE YOU HAVE BEEN WAITING FOR! BETTER THAN NEW!! 3 BED 2BATH, 2 CAR GARAGE with privacy fenced backyard for your kiddos or pets all in an established neighborhood with NO HOA! Built in 2019 and been lovingly cared for, this home is move-in ready. Stainless steel appliances and even the washer and dryer come with this gem. Close to shopping, churches, downtown and less than 5 minutes

    Joe Paladina LA ROSA REALTY PRESTIGE

    103 Lake Ring Dr, Cypress Gardens, FL 33884
  • /28

    $263,500

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1815 6th St SE, Winter Haven, FL 33880

    GREAT LOCATION!! Enjoy the convenience of this ideally situated home with NO HOA's. Just minutes from the Lake Summitt and Lake Roy boat launches, with access to the Chain of Lakes, experience lake life in mere minutes. This spacious and updated 3-bedroom, 2-bathroom ranch features Luxury Vinyl Plank throughout the home, no carpet here! Light and bright with neutral touches throughout, the

    Carmen Padilla LOCKHART & ASSOCIATES INC

    1815 6th St SE, Winter Haven, FL 33880
  • /33

    $285,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    113 Citrus Dr, Winter Haven, FL 33884

    VERY MOTIVATED SELLER!! Welcome to this charming 3 Bedroom 2 Bath single-family home, where you can enjoy the peace of mind that comes with a newer roof, new carpet, and newer A/C. This inviting home offers a harmonious blend of comfort and functionality with its single-story layout and open floor plan, creating a seamless flow between rooms and ensuring easy accessibility. This home allows

    Candice Knoll EXP REALTY LLC

    113 Citrus Dr, Winter Haven, FL 33884
  • /36

    $275,000

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft

    228 Kilmer Ln, Winter Haven, FL 33884

    This 4 bed, 2.5 bath SE Winter Haven home has been carefully maintained and updated. Bring your belongings and move right in! A new roof, new exterior and interior paint, new carpet, new water heater, and new landscaping are among the upgrades that will provide peace of mind for years to come. Large dual living spaces offer ample room for entertaining and the back yard is ready for your grill and

    Misty McCracken FATHOM REALTY FL LLC

    228 Kilmer Ln, Winter Haven, FL 33884
  • /35

    $268,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    134 Saint Kitts Cir, Winter Haven, FL 33884

    SE WINTER HAVEN- Lovely 3BR 2BA & 2 car garage home with bonus Florida room and covered 10'X20' screened lanai located on a desirable perimeter, 64' X 145' lot. This inviting and spacious home with open floor plan and volume ceilings allows you to add your personal decorating style to make it your own. Everyday living revolves around the living room, dining room and eat in kitchen with breakfast

    Chris Goode JUDY B CLEAVES PROPERTIES INC

    134 Saint Kitts Cir, Winter Haven, FL 33884
  • /27

    $260,000

    • 4 Beds
    • 2 Baths
    • 1,253 Sq Ft

    3307 Fox Ridge Dr, Winter Haven, FL 33884

    Short Sale. Welcome to your 3 bedroom 2 bathroom home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. The roof and AC were replaced in 2023. This home features luxury vinyl plank flooring throughout. The living room is spacious and features vaulted ceilings. The kitchen has been remodeled and features newer cabinets and granite countertops and a

    Casandra Vann KELLER WILLIAMS REALTY SMART

    3307 Fox Ridge Dr, Winter Haven, FL 33884
  • /75

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1709 Linz Ct, Winter Haven, FL 33884

    NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary

    Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    1709 Linz Ct, Winter Haven, FL 33884
  • /34

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,231 Sq Ft

    1584 Vienna Square Dr, Winter Haven, FL 33884

    Welcome to your dream home in the serene 55-plus gated community of Vienna Square in Winter Haven! This exquisite 2-bedroom, 2-bathroom villa is designed for comfortable living and entertaining, featuring an inviting open floor plan that welcomes you with warmth and style. As you step inside, you'll appreciate the spacious layout where the dining room and living room seamlessly combine, creating

    John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    1584 Vienna Square Dr, Winter Haven, FL 33884
  • /17

    $254,900

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    3830 Osprey Pointe Cir, Winter Haven, FL 33884

    Beautiful community of Osprey Pointe on Lake Ned. This 2 bedroom/2 bath home is move in ready. Kitchen with stainless steel appliances, granite counter tops, tile flooring, dinette area. The open floor plan is great for entertaining complete with a large screened in porch and extended paver patio area. No rear neighbors. Living room has newer laminate flooring, master bath has ceramic tile, dual

    Jonathan Minerick HOMECOIN.COM

    3830 Osprey Pointe Cir, Winter Haven, FL 33884
  • /24

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1865 4th St SE, Winter Haven, FL 33880

    Welcome to 1865 4th St. SE, Winter Haven, FL! Step into charm and possibility with this delightful 3-bedroom, 2-bathroom home nestled in a serene neighborhood. From the moment you enter, you'll be greeted by a spacious living room bathed in natural light—perfect for cozy evenings or lively family gatherings.The kitchen offers generous cabinet space and a welcoming eat-in area, ideal for

    Nette Nelson EXP REALTY LLC

    1865 4th St SE, Winter Haven, FL 33880
  • /44

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft

    454 San Jose Dr, Winter Haven, FL 33884

    Fall in love with the laid-back Florida lifestyle! *** BRAND NEW TILE ROOF *** This standout 2-bedroom, 2-bathroom patio home sits on an expansive, oversized lot that offers unmatched outdoor space, lush landscaping, and total privacy with no rear neighbors. Originally built as a model home and lovingly cared for by its one and only family, this property combines charm, space, and serenity in a

    Bethany Cromwell KELLER WILLIAMS REALTY SMART

    454 San Jose Dr, Winter Haven, FL 33884
  • /37

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,843 Sq Ft

    441 San Jose Dr, Winter Haven, FL 33884

    Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front

    Dee Norris NEXTHOME NORRIS & COMPANY REALTY

    441 San Jose Dr, Winter Haven, FL 33884
  • /38

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft

    1620 Linz Ct, Winter Haven, FL 33884

    Introducing your dream retirement oasis! Nestled in a serene 55+ community, this charming 2-bedroom, 2-bathroom abode offers comfort and convenience at every turn. Step inside to discover a modern kitchen boasting 40" cabinets, a breakfast nook, microwave, and dishwasher. With ceramic tile and wood laminate flooring accentuating the living spaces, plush carpeting invites you into the bedrooms,

    Paula Aponte LPT REALTY, LLC

    1620 Linz Ct, Winter Haven, FL 33884
  • /51

    $295,000

    • 3 Beds
    • 2 Baths
    • 2,149 Sq Ft

    912 Avenue T SE, Winter Haven, FL 33880

    Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close toLEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    912 Avenue T SE, Winter Haven, FL 33880
  • /46

    $259,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1703 Linz Ct, Cypress Gardens, FL 33884

    **This property qualifies for a significant discount if closed by 10/31/2025. NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver

    Austin Schreiber DGCF REALTY ADVISORS LLC

    1703 Linz Ct, Cypress Gardens, FL 33884
  • /2

    $240,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    1987 8th St SE, Winter Haven, FL 33880

    Short Sale. "SHORT SALE!! Seller accepting CASH ONLY!! APPROVED SHORT SALE PRICE BY LIEN HOLDER AND CAN CLOSE QUICKLY. Needs TLC. This midcentury POOL home has much potential. It features 3 bedrooms and 3 baths. It has a formal living room area, an office area and a large dining/family room for family gatherings. The fireplace has been converted to gas. Pool enclosure can be developed to be

    Kelly Hansell COLDWELL BANKER REALTY

    1987 8th St SE, Winter Haven, FL 33880
  • /38

    $204,900

    • 2 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    2304 Isle Royale Ct SE, Winter Haven, FL 33880

    Calling all investors! This could be a great investment opportunity to add to your portfolio. This unit in a desirable neighborhood, close to shopping, walking distance to restaurants. Next to the Chain of Lakes Complex. Lots of new development coming to the area. Property is move-in ready, new carpet, freshly painted. Could be a great first-time home as well. This property offers good size

    Angie Garcia RE/MAX HERITAGE PROFESSIONALS

    2304 Isle Royale Ct SE, Winter Haven, FL 33880
  • /46

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    3912 Cypress Landing N, Winter Haven, FL 33884

    The property you are inquiring about is located in Winter Haven, FL in the Cypress Landing area of Polk County. This 2-bed, 2-bath home located in Southeast Winter Haven is conveniently located to Legoland, churches, shopping, and schools. This 1,278 square feet home features split bedrooms, recently renovated kitchen, large primary suite and bathroom, new laminate flooring throughout and an

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    3912 Cypress Landing N, Winter Haven, FL 33884
  • /19

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,303 Sq Ft

    2033 Whispering Trails Blvd, Winter Haven, FL 33884

    Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 15 minutes from the exciting attractions of Legoland, and less than an hour from the magical world of Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and

    Vivian Ortiz OAK AVENUE REAL ESTATE LLC

    2033 Whispering Trails Blvd, Winter Haven, FL 33884
  • /27

    $215,000

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2352 Isle Royale Ct SE, Winter Haven, FL 33880

    Welcome Home to this charming 2 bedroom, 2.5 bathroom townhouse in Park Lake, one of Winter Haven's desirable communities located close to shopping, restaurants, schools, lakes, Legoland and the beautiful downtown Winter Haven area. This move in ready home offers a bright and spacious living area located on the first floor with new luxury vinyl flooring, fresh paint and a convenient half bath

    Wendy Watson KELLER WILLIAMS REALTY SMART 1

    2352 Isle Royale Ct SE, Winter Haven, FL 33880
  • /31

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,691 Sq Ft

    1452 Grand Cayman Cir, Winter Haven, FL 33884

    PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dexter—a peaceful 166-acre lake in southeast Winter Haven, accessible only through private community ramps. Perfect for fishing, waterskiing, or simply cruising, Lake Dexter has something for everyone.Located in the highly sought-after Lake Dexter Moorings Community, residents enjoy a sparkling community pool and private boat

    Tomi Miller-Troupe COLDWELL BANKER REALTY

    1452 Grand Cayman Cir, Winter Haven, FL 33884
  • /47

    $224,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    Recently Fully Renovated Townhouse – Move-In Ready! Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and worry-free living. All 3 bathrooms fully renovated with fresh, modern finishes, Brand-new kitchen featuring new

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /44

    $227,000

    • 2 Beds
    • 2 Baths
    • 1,231 Sq Ft

    1561 Vienna Square Dr, Winter Haven, FL 33884

    R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT,

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    1561 Vienna Square Dr, Winter Haven, FL 33884
  • /17

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1224 Vienna Square Dr, Winter Haven, FL 33884

    REDCUCED AGAIN! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in a desirable adult living gated community. This well-kept residence features a spacious master suite with a walk-in shower, a bright and open living area, and a functional kitchen perfect for everyday living. Step outside to a screened-in back porch—ideal for relaxing or entertaining in comfort.

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    1224 Vienna Square Dr, Winter Haven, FL 33884

Home Trends in Cypress Gardens, FL

Housing Trends

Median Sale Price
$404,990
Median Single Family Sale Price
$299,900
Average Price Per Sq Ft
$181
Number of Homes for Sale
4
Last 12 months Home Sales
1
Months of Supply
48.00
Median List Price
$325,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
20%
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