Winter Haven Homes for Sale and Rent by Zip Code

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Newest Winter Haven Homes by Zip Code

  • 44 LAKE ELOISE CT, WINTER HAVEN, FL - MLS# P4938605

    33884 - P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 8:47PM

    $619,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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 SPACE. ENJOY THIS 38X10 LANAI OVERLOOKING THE SCREEN ENCLOSED POOL, PERFECT FOR ENTERTAINING AND RELAXING YEAR ROUND. LARGE ENTRY FOYER WITH FORMAL LIVING ROOM WITH FIREPLACE, PLANTATION SHUTTERS THROUGHOUT. FORMAL DINING ROOM FOR THOSE FAMILY DINNERS. LARGE OPEN KITCHEN WITH ABUNDANCE OF CABINETS, LARGE CENTER ISLAND WITH GRANITE COUNTERTOPS AND STAINLESS APPLIANCES, A CHEF'S DELIGHT. 20 X 16 FAMILY ROOM WITH FULL STORAGE WALL. SPACIOUS PRIMARY BEDROOM HAS MASTER BATH WITH DOUBLE VANITIES AND STEP IN SHOWER. WALK IN CLOSET WITH ORGANIZER SHELVING. DON'T NEED TO FORGET ... THE OVERSIZED SIDE ENTRY GARAGE HAS A MINI SPLIT AC UNIT AND HAS PREVIOUSLY COOLED THE SPACE FOR AN ART STUDIO, SO MANY POSSIBILITIES. THIS HOME IS CONVENIENTLY LOCATED NEAR SHOPPING, DOWNTOWN EVENTS, RESTAURANTS AND NEAR AREA LAKES ON OUR FAMOUS WINTER HAVEN CHAIN OF LAKES. THIS IS A RARE OPPORTUNITY TO OWN A HOME IN ONE OF OUR SE WINTER HAVEN'S MOST ESTABLISHED COMMUNITIES. PLEASE NOTE: ADDITIONAL PHOTOS TO FOLLOW

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    Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
    Listing Agent: Glenda Pruitt (863-412-2727)

  • 1137 MICHELANGELO LN, WINTER HAVEN, FL - MLS# S5148932

    33884 - S5148932 - 1137 MICHELANGELO LN, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 7:21PM

    $2,200 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Move in READY! Located in Estates of Lake Florence, this 4-bedroom, 2-bath home with a 2-car garage offers 1,850 sq. ft. of open living, highlighted by a beautiful kitchen and a fully fenced backyard with two gate access points—the true showstoppers of the home, where you’ll create lasting memories whether you’re cooking, enjoying family time, entertaining, or simply unwinding. Step inside to a long hallway that leads past three well-positioned bedrooms and a dedicated indoor laundry room with washer, dryer, and built-in shelving, before opening into the heart of the home. The kitchen flows seamlessly into the dining and living areas, featuring granite countertops, a stylish backsplash, a large island, and a walk-in pantry, all filled with natural light. Bedrooms are carpeted for comfort, with tile in all wet areas for easy upkeep. The primary bedroom and en-suite is tucked just off the living room, offering privacy along with dual sinks, a spacious walk-in closet, a private toilet room, and a walk-in shower. Out back, enjoy a fully fenced yard and covered porch—perfect for relaxing, entertaining, or giving pets room to roam. Located in Winter Haven, you’re approximately 10 minutes to downtown, 10 minutes to Cypress Lanes, 15 minutes to LEGOLAND Florida Resort, about 25 minutes to Lakeside Village, and within 45–60 minutes of Walt Disney World Resort and Universal Orlando Resort. Easy access to US-27, FL-540, and I-4 makes commuting simple. Application requirements: Must make 2x monthly rent, pass background and credit screening. Pets considered with owner approval, photo, and non-refundable deposit. No smoking permitted inside the home. Renters insurance required. Scheule you're showing today. RentSpree link to apply https://apply.link/6rTqkaM

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    Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
    Listing Agent: Lisa Siner, Llc (407-486-8605)

  • 2015 6TH ST NE, WINTER HAVEN, FL - MLS# O6403905

    33881 - O6403905 - 2015 6TH ST NE, WINTER HAVEN, FL 33881
    Just Added on 05/01/2026 5:37PM

    $279,000 | Single Family Home | 3 beds | 2.0 baths

    LOOKING FOR THAT AMAZING HOME? Discover it in this fully renovated 3-bedroom, 2-bathroom beauty featuring a NEW roof (2025), NEW A/C unit (2026), NEW water heater (2025), and NEW electrical service panel (2026)—perfectly positioned just opposite Jewett Middle Academy. Enjoy your morning coffee on the radiant front porch before stepping into a bright and welcoming interior where the living room and kitchen greet you the moment you enter. The home is complemented by new vinyl flooring throughout and a cozy rug in the primary closet. The kitchen shines with a fresh, modern update, showcasing brand-new appliances, new cabinetry, and sleek quartz countertops. Whether you’re hosting guests or enjoying a quiet evening, the living room serves as the perfect centerpiece for everyday living. The primary suite offers a serene escape, highlighted by a fully remodeled ensuite bathroom and a spacious walk-in closet. The Fenced backyard is perfect for gatherings and outdoor enjoyment, with the added convenience of being close to shopping, schools, dining, and Winter Haven Hospital. Don’t miss this opportunity to own your happy place. Schedule your showing today

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    Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)
    Listing Agent: Sarita Khan (407-385-2077)

  • 6429 DOMIZIO DR, WINTER HAVEN, FL - MLS# O6404176

    33884 - O6404176 - 6429 DOMIZIO DR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 5:15PM

    $2,098 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Brand new 4-bedroom, 2.5-bath home for rent in the desirable VillaMar community in Winter Haven. This home offers a bright and open layout with a spacious living, dining, and kitchen area downstairs—perfect for everyday living, relaxing, or hosting friends and family. Upstairs features a versatile loft space that can be used as a second living area, home office, or playroom, along with well-sized bedrooms for comfortable living. The home also includes upgraded vinyl flooring throughout for a clean, modern look that’s easy to maintain. Enjoy a spacious backyard with room to unwind or spend time outdoors. VillaMar is a quiet and well-kept community with amenities such as a swimming pool, playground, and walking areas—great for enjoying some fresh air without leaving the neighborhood. The location is very convenient, with easy access to major roads like US-27 and Highway 17, making daily commutes simple. You’ll be just a short drive from grocery stores, shopping centers, restaurants, and schools, as well as downtown Winter Haven. Popular spots like Legoland are also nearby, adding to the convenience and lifestyle. If you’re looking for a clean, brand-new home in a comfortable and convenient location, this one is definitely worth seeing. Schedule your showing today!

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    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Anna Shi (407-216-1215)

  • 2330 SE ROYAL ISLE, WINTER HAVEN, FL - MLS# O6402947

    33880 - O6402947 - 2330 SE ROYAL ISLE, WINTER HAVEN, FL 33880
    Just Added on 05/01/2026 4:50PM

    $220,000 | Townhouse | 2 beds | 2.5 baths | 1 gar

    Charming 2 bedroom, 2.5 bath townhouse offering an ideal blend of style and convenience. Spacious main level features a beautiful kitchen with gas stove, granite counters and matching granite backsplash, plus a convenient half bath. Upstairs includes 2 bedrooms and two full baths, with a relaxing soaking tub in the primary bathroom. HOA covers grounds maintenance; plenty of nearby shopping and the Advent Health Sports Center is nearby. A lovely option for first-time homeowners or an attractive investment property. Virtual tour has floor plan for upstairs and downstairs.

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    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Janet Lynn (407-314-6198)

  • 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL - MLS# L4961519

    33880 - L4961519 - 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880
    Just Added on 05/01/2026 4:43PM

    $118,000 | Condo | 2 beds | 2.0 baths | 1 car

    Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.

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    Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
    Listing Agent: Deborah Grogan (863-812-5944)

  • 23 OAKWOOD RD, WINTER HAVEN, FL - MLS# L4961490

    33880 - L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880
    Just Added on 05/01/2026 3:47PM

    $574,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.

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    Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
    Listing Agent: Kimberly Davis (850-625-8855)

  • 5460 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8504154

    33884 - TB8504154 - 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 2:50PM

    $339,999 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

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    Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
    Listing Agent: Michael Human (813-343-4383)

  • 4263 STAFFORD DR, WINTER HAVEN, FL - MLS# O6404043

    33880 - O6404043 - 4263 STAFFORD DR, WINTER HAVEN, FL 33880
    Just Added on 05/01/2026 2:18PM

    $380,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Ready to be impressed, this move-in ready 4-bedroom, 2-bathroom home at 4263 Stafford Dr is perfectly situated in Winter Haven, FL, with easy access to shopping, restaurants, major roads, and so much more. Step inside and you'll immediately notice the high ceilings and open floor plan that make this 2,234 square foot home feel even bigger than it already is. Hard flooring runs throughout the entire house, giving it a clean and modern look that's super easy to maintain. The family room is a real standout with a cozy fireplace that's perfect for those cooler Florida evenings when you just want to kick back and relax. The split bedroom layout gives you plenty of privacy, with the primary bedroom tucked away on one side and the additional bedrooms on the other. It's a great setup for families or anyone who likes their own space. Now let's talk about the backyard because this is where it gets really good. The screened-in back porch opens up to your very own pool and hot tub. Imagine coming home after a long day and just diving right in. Whether you're hosting friends on the weekend or enjoying a quiet evening under the stars, this outdoor space is going to be your favorite spot. Homes like this one in such a convenient Winter Haven location don't sit on the market for long. Come take a look before someone else scoops it up!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
    Listing Agent: Scottie Wilson (305-510-2446)

  • 3322 OAK HILL PL, WINTER HAVEN, FL - MLS# O6404080

    33884 - O6404080 - 3322 OAK HILL PL, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 2:14PM

    $349,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    WELCOME HOME to this beautifully updated 3-bedroom, 2-bath residence located in the pristine gated community of Cypresswood! From the moment you enter the neighborhood, you’ll feel the charm of this private, resort-style community nestled in the heart of Polk County—just minutes from US Hwy 27, providing easy access to all that Central Florida has to offer. Step through the front door into a grand foyer with soaring ceilings that opens to a spacious, light-filled living room—perfect for entertaining guests or enjoying quiet evenings at home. The kitchen is designed to impress, featuring beautiful cabinetry, abundant pantry space, and brand-new stainless steel appliances that elevate both style and functionality. Just off the kitchen, the oversized laundry room offers even more storage along with a convenient laundry sink. On the opposite side, a charming breakfast nook overlooks the large backyard—ideal for morning coffee or casual dining. The generously sized primary suite is a true retreat, complete with an expansive walk-in closet, dual vanities, a walk-in shower, and private access to the screened lanai—perfect for enjoying Florida evenings. Bedrooms two and three both feature double closets, providing plenty of storage space for family or guests. Major updates give you peace of mind for years to come, including the roof (2021), new A/C (2024), gas water heater 2021, new stainless appliances. This move-in-ready gem offers comfort, style, and thoughtful upgrades in one of the area’s most desirable golf communities which include an 18 hole champion designed course, pro shop, wellness center, Pub/restaurant, clubhouse, swimming pool and more! Don’t miss your opportunity to make it yours—schedule your private showing today!

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    Listing is courtesy of: INFINITE REAL ESTATE POWERED BY ILIST (321-689-8731)
    Listing Agent: Michelle Keohane (850-866-5905)

  • 134 CLOVERDALE RD, WINTER HAVEN, FL - MLS# L4961268

    33884 - L4961268 - 134 CLOVERDALE RD, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 12:54PM

    $319,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    This 4 bedroom, 2 bath pool home brings the space you need with a personality that actually makes you feel something the second you walk in. It is bright, it is open, and it has just enough bold style to keep things interesting without trying too hard. Inside, the open layout is filled with natural light and designed for how you really live. The upgraded flooring keeps everything feeling fresh and pulled together, while the pops of color and unique touches give the home a vibe you will not find in a basic, cookie cutter house. The kitchen is right where it should be, open to everything. You have updated appliances, including a newer refrigerator, and a layout that makes it easy to cook, host, laugh, and still be part of the conversation. Whether it is a casual night in or a full house of friends, this space just works. And then we get to the backyard, because yes, she is the moment. A fully screened in pool area gives you your own private escape. Think slow weekends, evening swims, maybe a little music playing in the background. And with solar heating, you are not just looking at it, you are actually using it all year long. The big ticket items are already handled too. Newer AC and water heater, both about a year and a half old, so you can skip the stress and go straight to enjoying your new home. Location wise, you are minutes from LEGOLAND, close to the Chain of Lakes, and a quick drive into downtown Winter Haven. So you are connected to everything without giving up your own space. If you have been waiting for something that feels a little more fun, a little more expressive, and a lot less boring, this one is absolutely worth seeing in person. Trust me, you are going to feel it the second you walk in.

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    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Jen Lay (863-370-1793)

  • 136 LAKE RING DR, WINTER HAVEN, FL - MLS# P4938606

    33884 - P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 11:03AM

    $324,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.

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    Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
    Listing Agent: Lamanda Jones (863-557-3627)

  • 1100 MARTINIQUE DR #207, WINTER HAVEN, FL - MLS# P4938584

    33884 - P4938584 - 1100 MARTINIQUE DR #207, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 9:50AM

    $72,500 | Condo | 1 beds | 1.0 baths

    Located in desirable southeast Winter Haven, this second-floor, east-facing one bedroom, one bath condo, with NO age restrictions, offers a functional layout with great potential for customization. The unit features a combined kitchen, dining, and living/office space that opens to a rear enclosed patio/sunroom with sliding glass doors- perfect for enjoying morning light. While the condo is need of updating, it presents an excellent opportunity for investors or buyers looking to personalize a space to their taste. Conveniently situated near local schools, shopping, and hospitals, and just minutes from LEGOLAND Florida Resort, the location also provides easy access to both Tampa International Airport and Orlando International Airport, along with the wide array of attractions located within each city.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
    Listing Agent: Dawn Van Meter (863-287-7013)

  • 1633 NANTUCKET WAY, WINTER HAVEN, FL - MLS# O6403149

    33884 - O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 9:44AM

    $338,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.25% available making homeownership more accessible than ever. Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today!

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    Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
    Listing Agent: Chris Courtney (407-406-0506)

  • 2134 CHRIS DR, WINTER HAVEN, FL - MLS# O6403978

    33884 - O6403978 - 2134 CHRIS DR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 9:27AM

    $2,220 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    his beautiful 5-bedroom, 3-bathroom home in Winter Haven! This spacious and inviting property offers the perfect blend of comfort and style, ideal for families or anyone looking for extra room to relax and entertain. With bright living spaces, a well-designed layout, and plenty of room for everyone, this home is a true gem in a peaceful and growing community.

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    Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
    Listing Agent: Elaine Garcia (407-920-3616)

  • 100 ALACHUA DR, WINTER HAVEN, FL - MLS# B4902232

    33884 - B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 8:47AM

    $575,000 | Single Family Home | 3 beds | 1.5 baths

    One or more photo(s) has been virtually staged. Wonderful opportunity to live in your home and collect income of $1800 monthly from 2 detached studio apartments on your property. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. No need to worry about skyrocketing electric bills as this home also has solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely 15 x 30 screened pool to provide an escape in the warmer months. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA.

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    Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
    Listing Agent: Scott Kline (863-287-0204)

  • 3304 COSTELLO CIR, WINTER HAVEN, FL - MLS# S5148883

    33884 - S5148883 - 3304 COSTELLO CIR, WINTER HAVEN, FL 33884
    Just Added on 05/01/2026 7:59AM

    $279,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Better Than New | 2023 Build | Upgraded & Move-In Ready Welcome to this beautifully upgraded 2023-built Begonia II model, offering 1,553 sq ft of thoughtfully designed living space in the desirable Winter Haven area. This solid block construction home stands out as truly better than new, with premium upgrades already completed—saving buyers time, money, and hassle. Step inside to discover luxury vinyl plank flooring throughout—no carpet anywhere, creating a clean, modern look that’s both stylish and low-maintenance. The heart of the home features a bright, open-concept living and kitchen area, perfect for entertaining or everyday living. The kitchen is a true highlight, showcasing beautiful white modern-style cabinetry paired with elegant quartz countertops, offering both durability and a sleek, upscale finish, along with ample prep space and seamless flow into the main living area. The split-bedroom floor plan offers privacy and functionality. The spacious primary suite is tucked away from the secondary bedrooms, featuring a large walk-in closet and a well-appointed en-suite bathroom. On the opposite side, two additional bedrooms share a full hallway bath, with the second bedroom also boasting its own walk-in closet—a rare and valuable feature. Enjoy Florida living year-round on the upgraded screened-in lanai, ideal for relaxing mornings or evening gatherings without the bugs. This home combines the peace of mind of newer construction with the added value of thoughtful upgrades already in place—making it a standout opportunity you don’t want to miss.

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    Listing is courtesy of: MAZELG REALTY (863-399-0226)
    Listing Agent: Mary Sorrell (765-434-1802)

  • 1820 5TH ST SE, WINTER HAVEN, FL - MLS# P4938556

    33880 - P4938556 - 1820 5TH ST SE, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $205,000 | Single Family Home | 2 beds | 2.0 baths | 4 car

    Nestled in the heart of Winter Haven just north of Lake Lulu, this charming block home captures the true essence of a hometown retreat. Inside, the 1,338 square feet of living space feels warm and inviting, featuring a classic living and dining layout that flows into a versatile Florida room—currently used as a cozy third bedroom. Peace of mind comes standard here, thanks to a sturdy roof installed in 2019 and a solid construction that has stood the test of time. Step outside into your private sanctuary, where a spacious 0.24-acre fenced yard offers plenty of room for pets to roam or for gardening under the Florida sun. The property is a hobbyist’s dream, equipped with two large storage sheds (240 and 96 square feet) that provide ample space for a workshop, gear, or seasonal decor. The location truly bridges the gap between quiet residential living and urban convenience; you are just a short, breezy walk from the Publix Shopping Plaza, Walmart, and a variety of local restaurants. For those seeking a bit of magic, LEGOLAND Florida Resort is only 15 minutes away, while the vibrant amenities of downtown Winter Haven are practically at your doorstep. This is more than just a house; it’s a place to plant roots in a community that feels like home. Go ahead and schedule a showing today.

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    Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
    Listing Agent: Twanna Dewdney (863-207-1634)

  • 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL - MLS# L4961524

    33881 - L4961524 - 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $777,700 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.

    Contact Yellowkey Agent

    Listing is courtesy of: PROPERTY SHOPPE OF CENTRAL FL (863-638-6638)
    Listing Agent: Damon Trueman (407-276-5417)

  • 2007 9TH ST NE, WINTER HAVEN, FL - MLS# S5148784

    33881 - S5148784 - 2007 9TH ST NE, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $1,800 | Single Family Home | 3 beds | 2.0 baths

    Welcome to this well-maintained home located at 2007 9th St NE, offering comfort, convenience, and a prime location. This inviting property features a spacious layout with plenty of natural light, creating a warm and welcoming atmosphere throughout. The home offers a functional kitchen with ample cabinet space, perfect for everyday living and entertaining. Enjoy comfortable bedrooms, well-sized living areas, and a layout designed for both relaxation and practicality. Step outside to a generous yard—ideal for outdoor enjoyment, gatherings, or simply unwinding after a long day. Conveniently located near shopping, dining, schools, and major roadways, this home provides easy access to everything in Winter Haven, including nearby lakes and recreational areas. Key Features: * Spacious living areas * Ample natural light * Functional kitchen with storage * Private yard space * Convenient location near amenities Don’t miss this opportunity to make this charming property your next home—schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)
    Listing Agent: Francisco Medina (407-931-6738)

  • 208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL - MLS# P4938603

    33880 - P4938603 - 208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $1,700 | Condo | 2 beds | 2.0 baths | 2 car

    THIS IS A SUPER CLEAN CONDO. HASSLE-FREE OPEN KITCHEN THAT OPENS UP TO LIVING ROOM WITH EXPANSIVE VIEWS OF LAKE HOWARD AND THE TRAIL. WALKING DISTANCE TO ALL OF DOWNTOWN RESTAURANTS. BEAUTIFUL SUNSETS.

    Contact Yellowkey Agent

    Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)
    Listing Agent: Christopher Collany (863-412-2170)

  • 4 GROVE CT SE, WINTER HAVEN, FL - MLS# O6401108

    33884 - O6401108 - 4 GROVE CT SE, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $429,900 | Single Family Home | 4 beds | 2.5 baths | 3 gar

    One or more photo(s) has been virtually staged. STUNNING POOL HOME ON OVERSIZED .53-ACRE CUL-DE-SAC LOT WITH NO HOA! Experience the perfect Florida lifestyle in this beautifully updated 4-bedroom, 2.5-bathroom residence. Perfectly positioned at the end of a quiet cul-de-sac, this home offers rare privacy and modern comfort. KEY UPGRADES: Move in with peace of mind featuring a RECENTLY REPLACED ROOF, UPDATED AC SYSTEM, NEW POOL PUMP,and modernized ELECTRICAL AND PLUMBING systems. The property has been FULLY REPAINTED inside and out for a fresh, contemporary look. INTERIOR ELEGANCE: The functional floor plan includes a formal LIVING ROOM and a spacious FAMILY ROOM centered around a cozy DOUBLE-SIDED WOOD-BURNING FIREPLACE. The kitchen boasts NEW STAINLESS STEEL APPLIANCES, and ALL BATHROOMS HAVE BEEN COMPLETELY REMODELED with stylish finishes. OUTDOOR OASIS: Relax in your private SCREEN-ENCLOSED POOL, ideal for entertaining. The massive .53-acre backyard provides endless room for activities, while the rare 3-CAR GARAGE offers ample space for vehicles and storage. LOCATION HIGHLIGHTS: JUST 5 MINUTES (1.6 MILES) FROM LEGOLAND FLORIDA RESORT! Tucked away in a private cul-de-sac with no through traffic, yet minutes from shopping and dining. READY TO MOVE IN and easy to show. Schedule your private tour today!

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Julian Carvajal, Llc (407-454-2632)

  • 1665 TEAGAN LN, WINTER HAVEN, FL - MLS# S5148760

    33884 - S5148760 - 1665 TEAGAN LN, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $210,000 | Single Family Home | 3 beds | 1.0 baths | 1 gar

    Welcome to your next chapter in beautiful Winter Haven! This charming home offers the perfect blend of comfort, convenience, and value—an ideal opportunity whether you're a first-time buyer, downsizing, or looking to invest. Step inside to discover a bright and inviting layout designed for everyday living. The home features well-proportioned living spaces filled with natural light, creating a warm and welcoming atmosphere from the moment you walk in. The kitchen offers ample cabinet space and functionality, perfect for both casual meals and entertaining guests. Enjoy relaxing mornings or peaceful evenings in your private outdoor space, with room to personalize and make it your own. Nestled in a desirable location, this property provides easy access to shopping, dining, schools, and major roadways—making your daily commute and errands a breeze. Offered at just $210,000, this is an incredible opportunity to own a home in a growing and sought-after area of Winter Haven. Don’t miss your chance to make this property yours—schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: EXP REALTY LLC (888-883-8509)
    Listing Agent: Belkis Garcia (407-994-5885)

  • 524 HAINES TRL, WINTER HAVEN, FL - MLS# L4961454

    33881 - L4961454 - 524 HAINES TRL, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $329,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
    Listing Agent: David Cepeda (561-214-4879)

  • 1744 TEAGAN LN, WINTER HAVEN, FL - MLS# S5148933

    33884 - S5148933 - 1744 TEAGAN LN, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $1,800 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful Property | 3 Bedrooms | 2 Bathrooms | Peace Creek Reserve. This beautiful single-family home featuring 3 bedrooms and 2 bathrooms, located in the desirable Peace Creek Reserve community. This move-in ready home offers a modern open floor plan, ideal for comfortable living and entertaining. The upgraded kitchen includes quartz countertops, solid cabinets, and stainless-steel appliances (refrigerator, dishwasher, microwave, and range). The home features tile flooring throughout the main living areas, with cozy bedrooms and elegant bathrooms with quartz finishes. Enjoy added value with a conservation lot with no rear neighbors, providing privacy and peaceful views, plus window blinds already installed. Conveniently located near shopping centers, supermarkets, restaurants, and major highways, with easy access to outdoor attractions like parks, lakes, Bok Tower Gardens, and Lake Kissimmee State Park.

    Contact Yellowkey Agent

    Listing is courtesy of: A & V FLORIDA REALTY GROUP LLC (786-641-7923)
    Listing Agent: Edgar Brito (786-641-7923)

  • 5393 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8503618

    33884 - TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $409,245 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

    Contact Yellowkey Agent

    Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
    Listing Agent: Michael Human (813-343-4383)

  • 1210 ZAMBRANA CT, WINTER HAVEN, FL - MLS# O6401308

    33884 - O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $375,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.

    Contact Yellowkey Agent

    Listing is courtesy of: PAK HOME REALTY (909-351-5105)
    Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

  • 2112 RIVER HAWK LOOP, WINTER HAVEN, FL - MLS# S5148856

    33880 - S5148856 - 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $429,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Crystal River Gen Suite floor plan brings a versatile elegance to everyday living. The open layout is anchored by a stunning gourmet kitchen featuring a waterfall island, while a private Gen Suite offers ultimate flexibility and independence with its own entrance, bath, and kitchenette. It’s a lovely modern space that’s ready for you to make it your own.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
    Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)

  • 2108 RIVER HAWK LOOP, WINTER HAVEN, FL - MLS# S5148855

    33880 - S5148855 - 2108 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $384,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Everglades floor plan brings a natural ease to everyday living, from its open layout to the thoughtful finishes. At the heart of the home is a stunning kitchen featuring a large waterfall island and 42” cabinetry. Designed for hosting, the living area flows effortlessly out to a covered lanai. It’s a clean, modern space ready for you to make your own.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
    Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)

  • 612 MORGAN RD, WINTER HAVEN, FL - MLS# TB8502352

    33880 - TB8502352 - 612 MORGAN RD, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $524,900 | Manufactured Home | 2 beds | 2.0 baths

    Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

    Contact Yellowkey Agent

    Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)
    Listing Agent: Stephanie Bombinski (863-877-5520)

  • 6103 GREY HERON DR, WINTER HAVEN, FL - MLS# O6403532

    33881 - O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $305,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located at 6103 Grey Heron Dr in the desirable Winter Haven community, offering 1,828 square feet of living space with a spacious and comfortable layout, bright open interiors filled with natural light, a 2-car garage with an extended driveway, a well-kept lawn, and excellent curb appeal, perfectly suited for both homeowners and investors, ideally situated just minutes from shopping, dining, and schools with easy access to major roads and nearby attractions, all within a quiet and welcoming neighborhood, with more pictures to follow.

    Contact Yellowkey Agent

    Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)
    Listing Agent: Katherine Suero (407-346-4601)

  • 107 SUGAR CREEK RD, WINTER HAVEN, FL - MLS# P4938569

    33880 - P4938569 - 107 SUGAR CREEK RD, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $349,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    BEAUTIFUL 3-BEDROOM POOL HOME ~ This inviting residence offers the perfect blend of comfort and functionality, featuring a spacious living room ideal for relaxing or entertaining, expansive kitchen, along with a desirable layout for added privacy. The home includes 3 bedrooms and 2 bathrooms, with a unique primary suite setup that features a private sink area separate from the bathroom for added convenience. Step outside to enjoy a screened-in lanai with a 10,000-gallon in-ground pool, perfect for soaking up the Florida lifestyle year-round. The patio provides additional outdoor space for dining or lounging, while the fully fenced backyard showcases mature landscaping for both beauty and privacy, along with a handy storage shed. This well-maintained property is move-in ready and offers everything you need to enjoy indoor-outdoor living at its finest—schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
    Listing Agent: Erin Floyd (863-412-2286)

  • 239 SUNFISH DR, WINTER HAVEN, FL - MLS# O6403244

    33881 - O6403244 - 239 SUNFISH DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $325,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 239 Sunfish Dr, a 4-bedroom, 2-bath home in one of Winter Haven’s growing communities, offering modern comfort, thoughtful upgrades, and outdoor spaces designed to be enjoyed year-round. Built in 2021 and offering nearly 2,000 square feet of living space, this home is move-in ready and packed with value for homeowners and investors alike. Inside, you’ll find a spacious open-concept layout with a split-bedroom floor plan that offers both functionality and privacy. The kitchen opens seamlessly to the main living and dining areas, creating the perfect flow for everyday living and entertaining. With four full bedrooms, there is plenty of space for a growing household, guests, or a home office setup. What truly sets this home apart is the outdoor living experience. Enjoy a fully screened-in back porch, perfect for relaxing in the evenings without worrying about bugs, plus an extended outdoor living area ideal for grilling, gathering, or simply unwinding. A custom paver walkway leads to a charming gazebo, creating the perfect shaded retreat to enjoy the outdoors while staying out of the Florida sun. Whether you're hosting friends or enjoying a quiet morning coffee, this backyard was designed to be used and enjoyed. Additional upgrades include a full gutter system for added function and protection, helping direct water away from the home and adding peace of mind during Florida’s rainy season. Located in a growing area of Winter Haven with convenient access to shopping, dining, schools, and major roadways, 239 Sunfish Dr offers the perfect blend of newer construction, smart upgrades, and comfortable Florida living. Whether you're looking for your next home or a strong long-term investment, this one is easy to love.

    Contact Yellowkey Agent

    Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
    Listing Agent: Noah Stevens (863-400-1172)

  • 706 BYNI RDG, WINTER HAVEN, FL - MLS# L4961431

    33880 - L4961431 - 706 BYNI RDG, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $99,000 | Mobile Home | 3 beds | 2.0 baths

    3 bedroom, 2 bath mobile home with great potential. Needs some TLC, making it a perfect opportunity for investors or buyers looking to customize and add value.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
    Listing Agent: Ben Becton (863-617-0232)

  • 316 LAKE SMART CIR, WINTER HAVEN, FL - MLS# L4961472

    33881 - L4961472 - 316 LAKE SMART CIR, WINTER HAVEN, FL 33881
    2 Days on yellowkey
    FORECLOSURE

    $289,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be considered the first 30 days from initial MLS input date. Investors are encouraged to make an offer and will be considered after the First Look Initiative period has expired. Buyer pays Doc Stamps on deed.

    Contact Yellowkey Agent

    Listing is courtesy of: REMAX EXPERTS (863-802-5262)
    Listing Agent: Barry Macchione (863-604-7455)

  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL - MLS# O6402516

    33880 - O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $312,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home offers 1,628 sq. ft. of move-in-ready living space. The residence features a bright, open-concept floor plan with a seamless flow between the kitchen and living areas, complemented by durable tile and carpet flooring. Enjoy outside living in your private fenced in backyard or sit on the enclosed patio and enjoy the outdoors.

    Contact Yellowkey Agent

    Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE (407-468-7512)
    Listing Agent: Kal Scarvers (863-617-5236)

  • 811 22ND ST NW, WINTER HAVEN, FL - MLS# S5148769

    33881 - S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $269,990 | Single Family Home | 3 beds | 3.0 baths | 2 car

    "Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy outdoor living space. The generous backyard offers endless possibilities, plenty of room to add a pool, create your dream outdoor oasis, or simply enjoy the open space. A storage shed with electricity in the back provides additional convenience and storage. Enjoy pure, clean water throughout the entire home with a whole-house reverse osmosis filtration system. Located on a quiet dead-end street with no through traffic. No HOA, No CDD, low taxes, public water and sewer. Just minutes from Downtown Winter Haven, shopping, restaurants, and the beautiful Winter Haven Chain of Lakes. This home has so much to offer, don't miss this opportunity! Equal Housing Opportunity."

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
    Listing Agent: Romina Peragine, Pllc (407-288-4595)

  • 693 SQUIRES GROVE DR, WINTER HAVEN, FL - MLS# TB8502032

    33880 - TB8502032 - 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $285,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained newer home in the desirable Squires Grove community of Winter Haven! Built in 2022, this spacious 3-bedroom, 2-bath residence offers an open-concept layout with a bright living and dining area—perfect for entertaining. The modern kitchen features ample cabinetry, sleek appliances, and a large island overlooking the main living space. A split-bedroom floor plan provides privacy, with a generous primary suite including a walk-in closet and en-suite bath. Enjoy outdoor living in the private backyard with room to relax or host gatherings. Additional highlights include a 2-car garage, indoor laundry, and energy-efficient construction. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort, style, and convenience in one of Winter Haven’s growing communities.

    Contact Yellowkey Agent

    Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
    Listing Agent: Danielle Williams (813-297-8258)

  • 730 W CENTRAL AVE, WINTER HAVEN, FL - MLS# TB8503264

    33880 - TB8503264 - 730 W CENTRAL AVE, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $1,200 | Apartment | 2 beds | 1.0 baths

    Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewer, and trash adding even more value and ease to your living experience. $75 App fee/adult, $300 non-refundable pet fee per pet, security deposit equal to one month's rent, $75 tenant annual processing fee per household after acceptance, renters insurance required.

    Contact Yellowkey Agent

    Listing is courtesy of: DENNIS REALTY PROPERTY MGMT. (813-949-7444)
    Listing Agent: Kelly Lamplugh (610-999-8687)

  • 3992 WARBLER DR, WINTER HAVEN, FL - MLS# S5148815

    33880 - S5148815 - 3992 WARBLER DR, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $1,800 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Lovely home at a convenient location in the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is meticulously well-maintained. Rent With Confidence: lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a job relocation. Applicants are required to complete the application form for pre-screening, once the landlord review the application and ready to proceed there will be an application fee of $50 for a background screening for all applicants 18 years old and above. Applicants must submit proof of verifiable income, proof of employment, valid proof of identification, & must honestly disclose the number of occupants residing in the home. Applicants to submit paystubs, recent W2, or any proof of documentation meeting the landlord income requirements. Showing schedules are by appointment only.

    Contact Yellowkey Agent

    Listing is courtesy of: MAZELG REALTY (863-399-0226)
    Listing Agent: Lienyvette Grimaldo (863-399-0226)

  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL - MLS# L4960255

    33884 - L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $302,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says "community." The home is situated on a corner lot, as well as on a cul de sac. Upon entry, the new homeowners will be delighted to see easy to maintain flooring throughout the home. No detail was missed in this home's update! New flooring, paint, ceiling fans, kitchen & baths, so she's MOVE-IN READY! The kitchen boasts new countertops, stainless appliances, a cook's workstation, generous sized pantry, and lots of storage. The open floor plan with combined living and dining space is ideal for gatherings and entertaining. The owners suite is spacious, and has a walk in closet and updated bathroom. Three MORE bedrooms, each situated around the living space. This floor plan is superb for daily function of a busy household. Fenced with a durable vinyl fence, the outdoor space is secure for pets. The shed is sturdy for your lawn & garden tools, as well as storage. Leased solar panels increase energy efficiency, with lease to be assumed by the buyer. Water Heater 2021. Roof 2022. Seller is offering a one year American Home Shield warranty!

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REAL ESTATE COMPANY (863-701-3487)
    Listing Agent: Cyleste Goodson (863-701-3487)

  • 116 MANDOLIN DR, WINTER HAVEN, FL - MLS# O6403313

    33884 - O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $370,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 116 Mandolin Dr in the desirable GATED COMMUNITY of WINTER HAVEN, FL! This spacious 4-bedroom, 2-bathroom home offers 2,248 square feet of COMFORTABLE LIVING on a generous 0.26-acre lot WITH A LOW HOA AND NO CDD! Step inside to soaring VAULTED CEILINGS in the living and dining areas—these ELEVATED CEILINGS create an open, airy feel that makes the home even larger than its footprint. The entire home features durable VINYL FLOORING, and all bedrooms are generously sized, offering FLEXIBILITY FOR FAMILIES, guests, or a home office. NATURAL LIGHT pours in throughout the home, creating a bright and welcoming atmosphere that’s perfect for new homeowners. Major updates include a NEW A/C SYSTEM (2025) and GUTTERS INSTALLED (2024), while the WATER HEATER was replaced in 2017. The roof and plumbing are original, but the seller is willing to NEGOTIATE A BRAND NEW ROOF — making this property an UN-BEATABLE VALUE for the price. Situated in a quiet gated community, this property offers both privacy and security. The location is a standout—just a short walk from a newly constructed Publix set to open in the coming months, as well as nearby Dollar General and 7-Eleven for everyday convenience. You’re also just minutes away by car from Eagle Ridge Mall, LEGOLAND Florida Resort, and all the shopping, dining, and entertainment that downtown Winter Haven has! —making this home not only comfortable, but perfectly located.

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Nomar Rosa (646-673-3900)

  • 2804 NW AVENUE M, WINTER HAVEN, FL - MLS# S5148900

    33881 - S5148900 - 2804 NW AVENUE M, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $1,395 | Single Family Home | 2 beds | 1.0 baths | 1 car

    Completely remodeled and restored residence. Solid masonry construction with BRAND NEW ROOF, hardwood floors, inside utility room & so much more! Enjoy the privacy and tranquility of the screen back porch overlooking the tree-shaded & fenced back yard. Spacious kitchen features solid wood cabinets and plenty of storage space. Make this house your home!

    Contact Yellowkey Agent

    Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)
    Listing Agent: Ekramul Chowdhury (407-360-8991)

  • 120 MIRROR LN NW, WINTER HAVEN, FL - MLS# L4961404

    33881 - L4961404 - 120 MIRROR LN NW, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $995,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Experience refined lakefront living on the iconic Winter Haven Chain of Lakes, perfectly situated on the coveted shores of Lake Mirror—one of the most picturesque and desirable lakes in the chain. Known for its tranquility, stunning estate homes, and seamless access to the full chain, Lake Mirror offers a rare combination of privacy, beauty, and true waterfront lifestyle. This impeccably maintained 4-bedroom, 3.5-bath residence is a showcase of timeless architecture and elevated design, where every space has been thoughtfully curated to maximize comfort, light, and connection to the outdoors. From the moment you enter, you’re met with expansive living areas, soaring ceilings, and walls of French doors that line the back of the home, flooding the interior with natural light and creating a seamless transition to the outdoor living spaces. These multiple sets of French doors not only enhance the home’s elegance, but also provide direct access from several rooms to the patio, pool, and lakefront setting, blurring the line between indoor and outdoor living in the most effortless way. The outdoor experience is nothing short of exceptional. A resort-style screened pool and spa overlook the water, framed by peaceful lake views and designed for both quiet relaxation and unforgettable entertaining. Whether hosting guests, enjoying a sunset swim, or simply unwinding after a long day, this space delivers a level of serenity that is hard to replicate. Step beyond to your private dock and embrace everything the Chain of Lakes lifestyle has—boating to dinner, skiing across open water, fishing at sunrise, and cruising through one of Central Florida’s most connected and sought-after lake systems. Additional highlights include a brand-new seamless metal roof in 2025, an expansive 3-car garage, and meticulous pride of ownership throughout, ensuring both beauty and peace of mind. This is a rare opportunity to own a home where luxury, lifestyle, and location come together effortlessly—a true lakefront retreat in the heart of Winter Haven.

    Contact Yellowkey Agent

    Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
    Listing Agent: Brock Jennings (863-990-5846)

  • 368 KAYDEN CV, WINTER HAVEN, FL - MLS# O6402509

    33884 - O6402509 - 368 KAYDEN CV, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $2,290 | Single Family Home | 5 beds | 2.5 baths | 2 gar

    Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and convenience. The bedrooms are generously sized, with a comfortable primary suite that includes a private bathroom and walk-in closet. Located in a well-maintained community, residents can enjoy amenities such as a resort-style pool, playground, and walking areas that enhance the neighborhood’s appeal. The home is conveniently situated in Winter Haven, providing easy access to shopping, dining, schools, and major roadways for commuting. You’ll also be just a short drive from local attractions and the beautiful chain of lakes the area is known for. The application process is simple and straightforward, making it easy to move forward quickly. Don’t miss the opportunity to make this wonderful home yours!

    Contact Yellowkey Agent

    Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
    Listing Agent: Ashley Porto (407-360-7386)

  • 2667 SAN MARCO WAY, WINTER HAVEN, FL - MLS# O6403230

    33884 - O6403230 - 2667 SAN MARCO WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $2,100 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Beautiful 4-bedroom, 2-bath home offering 1,707 sq ft of heated living space in the heart of Winter Haven! This spacious home features an open floor plan, comfortable bedrooms, and plenty of room for family living and entertaining. Conveniently located near LEGOLAND Florida Resort, shopping, dining, and major roads, this property is perfect for those seeking comfort and a great location. Enjoy the best of Central Florida living in a growing and desirable area!

    Contact Yellowkey Agent

    Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
    Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)

  • 900 AVENUE Z SE #C2, WINTER HAVEN, FL - MLS# O6403234

    33880 - O6403234 - 900 AVENUE Z SE #C2, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $1,395 | Condo | 2 beds | 1.0 baths

    Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped with sleek stainless steel appliances and includes a convenient top and bottom loader washer and dryer. Step outside to your small covered balcony, perfect for relaxing, and take advantage of the front space ideal for chairs and unwinding after a long day. This unit also includes one designated parking spot and access to a community pool for your enjoyment. Rent includes water and trash services for added value. ESA-designated pets are welcome with proper documentation, making this a great place to call home!

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
    Listing Agent: Nomar Rosa (646-673-3900)

  • 1985 SARAH ST, WINTER HAVEN, FL - MLS# P4938491

    33884 - P4938491 - 1985 SARAH ST, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $296,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Stop scrolling—this is the one. Welcome to 1985 Sarah Street, a 2025-built home in Winter Haven that perfectly blends modern design, functional space, and move-in-ready convenience. Situated on a premium corner lot with a fully fenced backyard, this 4-bedroom, 2.5-bathroom home offers 1,874 square feet of thoughtfully designed living space—ideal for both everyday living and entertaining. Step inside and immediately feel the difference. The entire first floor is designed for connection, featuring a bright, open-concept layout where the kitchen, dining, and living areas flow seamlessly together. The kitchen is bright and spacious—complete with upgraded stone countertops, modern finishes, and a clean, fresh look that feels straight out of a model home. Tile flooring throughout the main level adds both style and durability. Upstairs, the home continues to impress. A cozy loft space creates the perfect flex area—ideal for a second living room, home office, media space or home gym. The spacious bedrooms deliver comfort for everyone, while the owner’s suite provides a true retreat with a walk-in closet and an upgraded modern shower door in the primary bathroom. Step outside and you’ll find one of this home’s standout features—a large, fully fenced backyard, offering privacy, space to play, entertain, or simply unwind. The corner lot positioning adds extra breathing room and curb appeal that’s hard to find. Located in the desirable Peace Creek Reserve community, you’ll enjoy the benefits of newer construction living in a growing area known for its natural beauty and proximity to Winter Haven’s famous Chain of Lakes, shopping, and dining. Why wait for new construction when you can have better than new—right now? This home is upgraded and move-in-ready immediately.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
    Listing Agent: Tyler Wampler (863-577-1234)

  • WINTER HAVEN, FL - MLS# TB8502889

    33884 - WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $1,749 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,555 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

    Contact Yellowkey Agent

    Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
    Listing Agent: Cathy Behe (689-244-9559)

  • WINTER HAVEN, FL - MLS# TB8502857

    33881 - WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $2,029 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,714 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

    Contact Yellowkey Agent

    Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
    Listing Agent: Cathy Behe (689-244-9559)



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