21

Cypress Gardens, FL Homes under $400,000

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  • /49

    $315,000

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

    3905 Osprey Pointe Cir, Winter Haven, FL 33884

    This home is top notch and built to last. Located in Osprey Pointe on Lake Ned, this 3 bedroom, 2 bathroom home has over 1700 square feet of living space and a gorgeous open concept floor plan. As you walk in the front door, you are greeted with vaulted ceilings through the kitchen, nook and great room. The kitchen is a dream with a natural gas range, upgraded cabinets and granite counter tops.

    Cole Bataille STRAIGHT UP REALTY & PM LLC

    3905 Osprey Pointe Cir, Winter Haven, FL 33884
  • /28

    $325,000

    • 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
  • /48

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    209 Santa Rosa Dr, Winter Haven, FL 33884

    Sellers will contribute up to $10,000 Toward buyers closing cost or buy down with an acceptable offer!! Make the Seller an Offer!Welcome to your dream Pool Home! Awesome Gated community. This 3/2.1 Pool home, is located in beautiful city of Winter Haven, Fl. This property is perfect for first time home buyers, for retirement home or for an investment property. Enjoy its porch, pool and back yard.

    Liliana Guzman Caraballo LA ROSA REALTY PRESTIGE

    209 Santa Rosa Dr, Winter Haven, FL 33884
  • /27

    $339,988

    • 3 Beds
    • 2 Baths
    • 1,659 Sq Ft

    1050 Michelangelo Ln, Winter Haven, FL 33884

    This 3-bedroom, 2-bathroom home features gray cabinets, quartz countertops in the kitchen and bathrooms, and ceramic tile flooring in all main areas. The owner's suite includes a large walk-in closet. The kitchen has an integrated island and a walk-in pantry. Located on an oversized wedge lot. 13,874 SqFt Over 1/4 acre of land, Huge lot.

    David Cepeda KELLER WILLIAMS REALTY SMART 1

    1050 Michelangelo Ln, Winter Haven, FL 33884
  • /27

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    220 Escambia Dr, Winter Haven, FL 33884

    Enjoy $5,000 Toward Your Closing Costs—Courtesy of the Sellers! 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 is outfitted with sleek stainless steel appliances, while the laundry

    Kenzie Breetz MARK SPAIN REAL ESTATE

    220 Escambia Dr, Winter Haven, FL 33884
  • /41

    $364,999

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    202 Saint Lucie Rd, Winter Haven, FL 33884

    Corner Lot Charmer in SE Winter Haven — Price Improvement! NO HOA, Major Upgrades & Closing Cost Assistance!Now offered at $364,999, this beautifully maintained 3-bedroom, 2-bath home in southeast Winter Haven delivers unbeatable value, space, and freedom—with NO HOA restrictions!Perfectly situated on a generous corner lot, you'll have the flexibility to bring your RV, boat, or backyard dreams to

    John Calhoun CENTURY 21 WATSON & MYERS REALTY

    202 Saint Lucie Rd, Winter Haven, FL 33884
  • /44

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    221 Stevenson Rd, Winter Haven, FL 33884

    Discover this beautiful 4 bedroom, 2 bath pool home in the desirable Garden Grove neighborhood with NO HOA—giving you freedom and flexibility. The bright and open floor plan features vaulted ceilings and a stunning wood-burning fireplace, perfect for cozy evenings. The eat-in kitchen opens seamlessly to the main living area, perfect for everyday living and entertaining. With nearly 2,000 sq ft of

    Nikki Casha CENTURY 21 MYERS REALTY

    221 Stevenson Rd, Winter Haven, FL 33884
  • /46

    $360,000

    • 4 Beds
    • 3.5 Baths
    • 3,050 Sq Ft

    1905 Emily Blvd, Winter Haven, FL 33884

    Welcome to your new dream home! This spacious 4-bedroom, 3.1-bathroom gem spans over 3,000 square feet, offering ample room for comfort and creativity. Nestled in a vibrant, family-friendly community, this two-story haven boasts a BRAND-NEW ROOF, ensuring worry-free living for years to come. ADDITIONAL UPDATES: TOILETS WERE UPGRADED, KITCHEN CABINETS PAINTED, SECOND FLOOR FLOORING, GARAGE

    Roselin Diaz ELITE REALTY, LLC

    1905 Emily Blvd, Winter Haven, FL 33884
  • /31

    $349,900

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

    1323 Donatello Ln, Winter Haven, FL 33884

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering the perfect blend of comfort, style, and convenience in the boutique community Estates of Lake Florence. Step inside to an open-concept floorplan featuring durable tile flooring throughout the main living areas and plush carpet in the bedrooms. The heart of the home is the stunning kitchen, complete with upgraded Bosch

    Gernelle Bokuniewicz LIVELY REAL ESTATE

    1323 Donatello Ln, Winter Haven, FL 33884
  • /35

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,977 Sq Ft

    111 Beverly Dr, Winter Haven, FL 33884

    Perfect 4 Bed / 2 Bath Pool Home for entertaining! Don’t miss this beautifully maintained 4-bedroom, 2-bath split-plan home featuring the sought-after John Wood floor plan. Enjoy Florida living with a large screened-in pool and an oversized lanai, perfect for entertaining or relaxing outdoors. Recent updates include * remodeled kitchen and baths with Granite Counter-tops * a 7-year-old roof *

    Barry Macchione REMAX EXPERTS

    111 Beverly Dr, Winter Haven, FL 33884
  • /36

    $319,000

    • 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
  • /59

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    53 Paine Dr, Winter Haven, FL 33884

    PRICE REDUCED! Come take a look at this beautiful pool home in Garden Grove. Located in the desirable SE Winter Haven and only 5 minutes from LegoLand. This home has 3 Bedrooms and 2 Baths, sits on a corner lot and has NO HOA. Walk up the front steps to be welcomed into the home. This home has been well maintained and upgraded so you don't have to. With new windows and sliding glass doors, the AC

    Bree Allison KELLER WILLIAMS TAMPA CENTRAL

    53 Paine Dr, Winter Haven, FL 33884
  • /32

    $369,900

    • 3 Beds
    • 2 Baths
    • 2,466 Sq Ft

    132 Alachua Dr, Winter Haven, FL 33884

    Welcome to a home unlike any other in Winter Haven! Just minutes from LEGOLAND and local shopping, this stunning 3-bedroom, 2-bath home offers a unique, spacious floor plan perfect for entertaining, relaxing, and everyday living — all with NO HOA restrictions! Step inside to soaring high ceilings, large open rooms, and a flexible layout designed for fun and comfort. The bonus room features new

    Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

    132 Alachua Dr, Winter Haven, FL 33884
  • /48

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft

    811 W Heron Place, Winter Haven, FL 33884

    NO HOA!! Welcome to this beautifully updated 3-bedroom, 2-bathroom home, where comfort and style come together perfectly. From the moment you step onto the inviting front porch, you’ll feel right at home. Inside, the brand-new tile flooring flows throughout the entire house, starting with the welcoming foyer. Thoughtfully placed planter shelves add a touch of charm, while the cathedral ceilings

    Karen Snider LIVE FLORIDA REALTY

    811 W Heron Place, Winter Haven, FL 33884
  • /40

    $318,000

    • 3 Beds
    • 3 Baths
    • 1,922 Sq Ft

    2010 Overlook Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Charming Starter Home in Desirable Winter Haven Neighborhood with no HOA! This spacious and inviting home offers the perfect opportunity for first-time buyers or those looking to upgrade. Situated in a well-established Winter Haven neighborhood, this home combines comfort and convenience, making it ideal for family living. With over 1,900 sq. ft. of

    Yusmila Adames RE/MAX 200 REALTY

    2010 Overlook Dr, Winter Haven, FL 33884
  • /25

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    919 Avenue S SE, Winter Haven, FL 33880

    Step into this charming 3-bedroom, 2-bathroom retreat, where comfort and outdoor bliss come together. Fully renovated and turn-key ready, this home is the perfect blend of modern updates and timeless charm. From the moment you arrive, you’ll immediately feel at home in this inviting space, thoughtfully designed for relaxation and enjoyment.The true highlight of this home is the enclosed

    David Small KELLER WILLIAMS REALTY SMART 1

    919 Avenue S SE, Winter Haven, FL 33880
  • /28

    $314,990

    • 3 Beds
    • 3 Baths
    • 1,594 Sq Ft

    1808 4th Ct SE, Winter Haven, FL 33880

    Welcome home, where comfort and elegance await at every turn. Upon entering, you're greeted by a warm fireplace, framed by nicely painted walls in a soothing neutral color scheme. The 3 bedrooms 2 baths and the study room home at Winter Haven location! The perfect comfort and convenience area. The big pool size, with lot of fruits trees. This home is minutes from LEGOLAND Florida Resort and just

    Trinh Le SOGO REAL ESTATE SERVICES LLC

    1808 4th Ct SE, Winter Haven, FL 33880
  • /60

    $319,000

    • 2 Beds
    • 2 Baths
    • 2,062 Sq Ft

    2505 Salzburg Loop, Winter Haven, FL 33884

    Welcome to Vienna Square in Winter Haven located in Central Florida. This 55+ community is a beautiful community and offers their homeowners many activities and amenities to enjoy. Some of the amenities include a Community Pool and Spa, Tennis and Pickleball Court, Fitness Center, Billiards Room, Library, Card Room, and a Large Clubhouse for events. Be sure to visit the Clubhouse for a list of

    David Shippey XCELLENCE REALTY, INC

    2505 Salzburg Loop, Winter Haven, FL 33884
  • /2

    $305,000

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

    1811 5th St SE, Winter Haven, FL 33880

    Very nice and beautiful home located in the heart of Winter Haven FL surrounded by all major stores and restaurants. Three beds and two baths with a bonus room.

    Othner Stfleurose OSF REAL ESTATE SERVICE

    1811 5th St SE, Winter Haven, FL 33880
  • /31

    $310,000

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

    1452 Grand Cayman Cir, Winter Haven, FL 33884

    Stunning 2BD/2BA Home in Lake Dexter Moorings! This beautifully maintained home is move-in ready and boasts many recent updates. With a new roof (2022), this property features a modern water treatment system and generator for added convenience. The large kitchen is a dream with beautiful cabinetry, and newer appliances. Enjoy cozy evenings by the fireplace or relax in the spacious screened

    Tomi Miller-Troupe COLDWELL BANKER REALTY

    1452 Grand Cayman Cir, Winter Haven, FL 33884
  • /13

    $349,920

    • Land
    • 3.69 Acres
    • $94,829 per Acre

    0 Cypress Gardens Rd Unit MFRP4927123, Winter Haven, FL 33884

    Oh, the possibilities! Enjoy this great, waterfront commercial location. This 4.0+/- acre gem, including the additional parcel #262901663500000160. It offers waterfront access and is ideally situated just a mile or so from Legoland Florida. Located approximately 1 to 1.5 hours from Tampa and Orlando International Airports and popular beaches, this versatile property combines commercial

    Kevin Tison LPT REALTY, LLC

    0 Cypress Gardens Rd Unit MFRP4927123, Winter Haven, FL 33884

Home Trends in Cypress Gardens, FL

Housing Trends

Median Sale Price
$277,500
Median Single Family Sale Price
$300,000
Median 2 Bedroom Sale Price
$118,900
Median 1 Bedroom Sale Price
$85,950
Average Price Per Sq Ft
$163
Number of Homes for Sale
35
Last 12 months Home Sales
78
Months of Supply
5.40
Median List Price
$295,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-5%
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