25

Cypress Gardens, FL Homes under $400,000

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  • /30

    $360,000

    • 4 Beds
    • 2 Baths
    • 1,876 Sq Ft

    4956 Jackson St, Winter Haven, FL 33884

    Welcome to your dream home! Built in 2023, this stunning 4 bedroom modern property combines contemporary design with ultimate convenience. Nestled in a beautiful community, this home is minutes away from many shopping destinations, thrilling amusement parks and endless entertainment options! From the moment you step inside, you will be captivated by the bright and open concept layout followed by

    Agent Photo

    Manny Quiros

    RE/MAX HERITAGE PROFESSIONALS

    (863) 264-3395

    4956 Jackson St, Winter Haven, FL 33884
  • /54

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,941 Sq Ft

    102 Lake Ring Dr, Winter Haven, FL 33884

    LAKEFRONT POOL HOME on LAKE RING with NO HOA! This 4 BEDROOM, 2 BATHROOM home includes 2,489 SQFT of living space on nearly HALF AN ACRE. Nestled in a quiet and well-established Winter Haven neighborhood, the property features a 2-CAR ATTACHED GARAGE, a LARGE 16x32 SCREEN-ENCLOSED POOL, and PRIVATE LAKE VIEWS.Built in 1966, this home has been well maintained and thoughtfully updated. Key

    April Spaulding LPT REALTY, LLC

    102 Lake Ring Dr, Winter Haven, FL 33884
  • /32

    $389,900

    • 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
  • /44

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft

    202 Saint Lucie Rd, Winter Haven, FL 33884

    Corner Lot Charmer in SE Winter Haven — NO HOA & Major Upgrades!Welcome to your next chapter in sunny Southeast Winter Haven! This standout 3-bedroom, 2-bath home sits proudly on a spacious corner lot with NO HOA, offering the ultimate in freedom and flexibility—bring your boat, your RV, or your big backyard dreams!Step inside and feel right at home with a bright, split-bedroom layout, featuring

    John Calhoun CENTURY 21 WATSON & MYERS REALTY

    202 Saint Lucie Rd, Winter Haven, FL 33884
  • /48

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft

    121 Belmont Dr, Winter Haven, FL 33884

    Located just off of Cypress Gardens Blvd in an established neighborhood that shows pride of ownership. Freshly re-landscaped. Walking around the corner to Lake Roy park & boat ramp into The Chain of Lakes. Take it easy on the north facing large covered porch. Quiet street with no thoroughfare traffic. Numerous upgrades include a completely remodeled luxury primary bathroom and custom walk-in

    Scott Kline KLINE REAL ESTATE SERVICES

    121 Belmont Dr, Winter Haven, FL 33884
  • /44

    $349,999

    • 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
  • /50

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    415 Flagler Rd, Winter Haven, FL 33884

    NEW ROOF BEFORE CLOSING!! Charming 3-Bed, 2-Bath Pool Home in Peaceful Family-Friendly NeighborhoodWelcome to your dream home! This beautifully maintained 1,893 sqft 3-bedroom, 2-bathroom pool home is nestled in a serene and private neighborhood, great for executives and seeking tranquility and comfort.Key Features:• Spacious Living: Enjoy an open floor plan that

    Steven Koleno BEYCOME OF FLORIDA LLC

    415 Flagler Rd, Winter Haven, FL 33884
  • /29

    $345,000

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

    152 Audubon Ct, Winter Haven, FL 33884

    GREAT NEW PRICE!! Great Lake Daisy location - Located in prime SE Winter Haven on a large .42 acre lot with NO HOA! Large, partially furnished 3 Bedroom 2 Bathroom home with Lake view. Features include new 30 year architectural roof, a/c, insulation and sky light all in 2023, providing for optimal efficiency. This home has 2,538 square feet of living space including a large kitchen with eat in

    Tammy Graham SELLSTATE CENTRIC REALTY

    152 Audubon Ct, Winter Haven, FL 33884
  • /30

    $309,000

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

    108 Sandburg Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to 108 Sandburg Lane! This beautifully updated 3-bedroom, 3-bathroom home is nestled in a charming, well-established neighborhood in a desirable area. Enjoy Florida living at its finest with a screened-in pool, perfect for relaxing or entertaining year-round. Inside, you'll find a newly renovated kitchen and modernized bathrooms that blend

    Solomon Gallant S & D REAL ESTATE SERVICE LLC

    108 Sandburg Ln, Winter Haven, FL 33884
  • /32

    $310,000

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft

    409 Lake Ned Rd, Winter Haven, FL 33884

    Step into serene lakefront living with this beautifully maintained 3-bedroom, 2-bathroom home situated on the peaceful shores of Lake Ned. From the moment you enter, you're greeted by an open, airy floor plan filled with natural light, creating a warm and welcoming atmosphere ideal for both everyday living and entertaining guests.The stylish kitchen serves as the heart of the home, featuring

    Steven Koleno BEYCOME OF FLORIDA LLC

    409 Lake Ned Rd, Winter Haven, FL 33884
  • /59

    $334,999

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

    53 Paine Dr, Winter Haven, FL 33884

    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 unit and all

    Bree Allison KELLER WILLIAMS TAMPA CENTRAL

    53 Paine Dr, Winter Haven, FL 33884
  • /48

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    419 Broward Terrace, Winter Haven, FL 33884

    Welcome to your new home at 419 Broward Terrace! This charming residence invites you in with a beautifully tiled entry foyer that flows seamlessly into a spacious open plan living area. Here, you'll find built-in bookshelves, ample storage cabinets and a warm gas fireplace, perfect for cozy evenings. Sliding doors open to the pool and lanai area, creating an ideal space for entertainment and

    Dee Norris NEXTHOME NORRIS & COMPANY REALTY

    419 Broward Terrace, Winter Haven, FL 33884
  • /29

    $330,000

    • 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
  • /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
  • /49

    $325,000 Open Sun 12PM - 3PM

    • 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. 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 formal living and dining rooms, a spacious

    Amy Long REDFIN CORPORATION

    1841 5th St SE, Winter Haven, FL 33880
  • /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
  • /48

    $399,000

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

    209 Santa Rosa Dr, Winter Haven, FL 33884

    LOCATION,LOCATION,LOCATION.Welcome to your dream Home! 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. Your home will be located a few minutes away from Supermarket and stores. Make this house your home. Schedule a

    Margaret Piliaris LA ROSA REALTY PRESTIGE

    209 Santa Rosa Dr, Winter Haven, FL 33884
  • /28

    $379,990

    • 4 Beds
    • 3 Baths
    • 2,286 Sq Ft

    555 Alachua Dr, Winter Haven, FL 33884

    This lovely Tri Level pool home home with NO HOA and No CDD, offers 4 bedrooms and 3 full bathrooms, a cozy fireplace all on over a 1/4 acre lot. The main floor has a Formal living and dining area, a large spacious kitchen and a large laundry room, the step down level is complete with a fire place for those quiet evenings, a full bath room and bedroom and the upstairs area family area hosts the

    Cedric Rogers RE/MAX REALTY UNLIMITED

    555 Alachua Dr, Winter Haven, FL 33884
  • /60

    $338,300 Open Sat 1PM - 4PM

    • 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
  • /49

    $339,500

    • 4 Beds
    • 2 Baths
    • 2,381 Sq Ft

    220 Coleman Dr E, Winter Haven, FL 33884

    PRICE IMPROVEMENT! 4 bedroom 2 bath home with swim spa is located in the desirable Summerhaven Shores community offering access to Lake Daisy and Lake Ned. Premium, oversized PVC fenced lot with lush garden setting landscaping welcomes you to this exceptional home. Upon entering you are greeted by a spacious foyer with a coat closet that opens to a large family room with warm wood- like laminate

    Joan Byrd CENTURY 21 CIRCLE

    220 Coleman Dr E, Winter Haven, FL 33884
  • /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
  • /21

    $397,500

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft

    102 Jardin Ln, Winter Haven, FL 33884

    Beautiful 3/2 pool home in maintenance free gated community. Realtor related to seller.

    Nicholas Rhinehart LAND SOURCE REALTY, LLC

    102 Jardin Ln, Winter Haven, FL 33884
  • /13

    $384,000

    • Land
    • 3.69 Acres
    • $104,065 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

Home Trends

Median Price (12 Mo)
$290,000
Median Single Family Price
$305,000
Median 2 Bedroom Price
$126,000
Median 1 Bedroom Price
$80,950
Average Price Per Sq Ft
$166
Number of Homes for Sale
36
Last 12 months Home Sales
89
Months of Supply
4.90
Median List Price
$309,352
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
-3%
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