Location: Winter Haven , 33880
Do Not Show Listings
521 20TH ST SW #C, WINTER HAVEN, FL 33880
$1,17571 Days on yellowkey MLS ID: R4911037
REDUCED by $100 (7.8%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2732 Built: 1971Community: Lake Howard Cove Pines N Sec RepApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Winter Haven.. private home with rental unit. Only mins walk to Food and shopping, Lake Howard and Lake Howard Nature Park This unit is currently available for June 1 .Plenty of windows, enclosed/covered porch, sccond floor unit Only minutes from major shopping and dining, and directly across from Lake Howard. This one bedroom unit is ground floor has large living space. Open floor plan with eat-in space in kitchen. Kitchen includes all appliances. Additional items include access to Laundry room with washer/dryer. Plenty of parking including one covered space available for this unit. Great quiet location
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)
Listing Agent: Scott Butts (321-239-8509)
209 AVENUE B SE, WINTER HAVEN, FL 33880
$1,50016 Days on yellowkey MLS ID: S5151255
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1977Community: East College AddHalf Duplex
Elementary School: Frank E. Brigham Academy
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: This charming 2-bedroom, 1-bathroom duplex offers the perfect combination of comfort, location, and accessibility. Ideal for those seeking a quiet location yet close to everything essential. Located just minutes from Winter Haven Hospital, clinics, doctors' offices, supermarkets, restaurants, and multiple entertainment options. A strategic and central location for your lifestyle! The interior features a functional design, well-distributed spaces, and plenty of natural light, creating a cozy and practical environment for daily living. Call or write today to schedule a tour
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Loayza Jimenez (570-856-6822)
2001 SAN MARCOS DR SE #11, WINTER HAVEN, FL 33880
$1,32518 Days on yellowkey MLS ID: P4938907
REDUCED by $25 (1.9%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1984Community: Park LakeCondo
Remarks: A SPACIOUS GROUND FLOOR END UNIT NEAR FAST FOOD, SHOPPING & BUS LINE. UNIT HAS GAS RANGE & HOT WATER, PLUS GAS HEAT, READY TO MOVE IN NO AGE RESTRICTIONS. CLUB HOUSE & POOL WITH DOCK ON CHAIN OF LAKE.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
513 AVENUE J SE, WINTER HAVEN, FL 33880
$1,35018 Days on yellowkey MLS ID: K4903535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1956Community: Hackles AddHalf Duplex
Remarks: Well-maintained 2 bedroom, 1 bathroom duplex featuring terrazzo throughout and several recent updates. The home offers a functional layout with a bright living area, comfortable bedrooms, and easy-to-maintain finishes. Conveniently located near shopping centers, dining, and major employers. Ideal for commuters seeking a centrally located rental.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
2414 AVENUE A TER NW, WINTER HAVEN, FL 33880
$1,900276 Days on yellowkey MLS ID: L4955978
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1955Community: Haven HomesSingle Family
Remarks: ~Charming 3/2 Winter Haven Residence Offered for Lease~ Just steps away from Lake Deer, this home features a neutral color scheme throughout, bonus room that could be used as a 4th bedroom/office/media room, beautiful galley style kitchen with granite counters, stainless steel appliances and wood cabinetry, generous sized rooms, inside utility/laundry room, sizeable fenced yard, shed and a one-car carport. Convenient to all that Winter Haven has to offer!
Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)
Listing Agent: Andrea Muzzy (863-430-1733)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,44980 Days on yellowkey MLS ID: L4960800
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $50 (3.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1974Apartment
Elementary School: John Snively Elem
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. ***This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents.*** Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -Pest control
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL 33880
$1,70052 Days on yellowkey MLS ID: P4938603
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Community: Lake Howard TerraceCondo
Remarks: 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.
Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)
Listing Agent: Christopher Collany (863-412-2170)
2025 SAN MARCOS DR SE #27, WINTER HAVEN, FL 33880
$1,200101 Days on yellowkey MLS ID: P4938089
REDUCED by $100 (7.7%) on 05/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 792 Built: 1984Community: Park LakeApartment
Remarks: Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Marisol Padilla (863-604-7252)
730 W CENTRAL AVE, WINTER HAVEN, FL 33880
$1,10053 Days on yellowkey MLS ID: TB8503264
REDUCED by $50 (4.3%) on 05/30/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 8232 Built: 1920Community: Lake AddApartment
Remarks: 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.
Listing is courtesy of: DENNIS REALTY PROPERTY MGMT. (813-949-7444)
Listing Agent: Kelly Lamplugh (610-999-8687)
1539 ROSELAWN ST SW, WINTER HAVEN, FL 33880
$1,80030 Days on yellowkey MLS ID: S5149633
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1957Community: Tranquility Park 02 RepSingle Family
Remarks: Beautifully fully remodeled 3-bedroom, 2-bathroom home located at 1539 Roselawn, offering modern comfort and stylish living throughout. This residence features premium waterproof luxury vinyl flooring, a spacious and upgraded kitchen with elegant granite countertops, and stainless steel appliances. The home has been thoughtfully updated to provide both functionality and design, along with a reliable AC system updated in 2018 for added comfort and efficiency. Located in a desirable area with no HOA restrictions, this property offers flexibility and convenience. Ideal for tenants seeking a move-in ready home with quality finishes and modern upgrades. A true rental opportunity combining comfort, style, and value.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ines Morales (863-738-8794)
310 FARNOL ST SW #3, WINTER HAVEN, FL 33880
$900160 Days on yellowkey MLS ID: P4937509
REDUCED by $50 (5.3%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 456 Built: 1965Community: Hoffmans & Lake View Add RepApartment
Elementary School: Lake Shipp Elem
Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
955 6TH ST SE #5, WINTER HAVEN, FL 33880
$1,19060 Days on yellowkey MLS ID: S5148308
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1954Community: Hackles AddApartment
Remarks: The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Sunny Beaches.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
900 AVENUE Z SE #A3, WINTER HAVEN, FL 33880
$1,37534 Days on yellowkey MLS ID: O6408764
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1974Community: Sandy Cove Winter HavenCondo
Remarks: 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!
Listing Agent: Nomar Rosa (646-673-3900)
257 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$2,25038 Days on yellowkey MLS ID: TB8508068
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2024Community: Spirit LndgsSingle Family
Remarks: Spacious 3-bedroom, 2-bathroom rental home featuring an open layout, a versatile bonus room perfect for an office or playroom, and a garage for parking and extra storage. This well-maintained property offers comfort, space, and flexibility for modern living.
Listing Agent: Enmanuel Carballo (863-332-4244)
710 AVENUE C SW #4A, WINTER HAVEN, FL 33880
$1,15038 Days on yellowkey MLS ID: K4903489
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 680 Built: 1970Community: Sunset ParkApartment
Remarks: This well maintained first floor 1 BD/1 BA apartment is on a quiet street near Lake Howard. Centrally located, approximately 10 min. walking distance to downtown Winter Haven. The apartment has been freshly painted for the new residence and is ready for immediate move in! The building has a free on site laundry facility and off street parking. Call today to schedule your private tour!
267 LAKE THOMAS DR, WINTER HAVEN, FL 33880
$1,80041 Days on yellowkey MLS ID: P4938588
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1033 Built: 1984Community: Timber WoodSingle Family
Remarks: Welcome to this beautiful WATERFRONT VIEW home, where comfort and scenery meet in perfect harmony. The kitchen has just been re done new cabinets, granite counter tops new flooring, adding a fresh touch to the heart of the home. Inside, you’ll find a desirable split floor plan, a huge living room with plenty of space to relax or entertain, and stunning lake views that can be enjoyed right from the screened-in porch plus wood patio. Tucked away on a dead-end road, this property offers added privacy and a peaceful setting. Move-in ready and waiting for you to call it home.
5320 LAUREL OAK DR, WINTER HAVEN, FL 33880
$1,65075 Days on yellowkey MLS ID: P4938371
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1508 Built: 2008Manufactured Home
Remarks: One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.
320 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$1,295125 Days on yellowkey MLS ID: S5144017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 900 Built: 2024Community: Spirit LndgsSingle Family
Remarks: Fully furnished 1-bedroom apartment available for immediate occupancy. Rent includes all utilities electric, water, internet, and trash providing a truly hassle-free living experience. Well-maintained unit featuring comfortable furnishings, a functional layout, and abundant natural light. Ideal for professionals, traveling nurses, or anyone seeking a turnkey rental. Conveniently located near shopping, dining, and major roadways. No setup required—just bring your suitcase.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Laura Medina Ruiz (863-207-4784)
301 SE AVENUE B #4, WINTER HAVEN, FL 33880
$1,00058 Days on yellowkey MLS ID: O6400348
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1941Community: East College AddApartment
Remarks: Cozy 1 bedroom, 1 bathroom unit located on the second floor. Situated in a calm, residential neighborhood near a local school, with convenient access to downtown just minutes away. Approximately 10–15 minutes from Legoland, offering an ideal central location. No pets allowed. First month’s rent and security deposit required. A great option for comfortable and convenient living.
Listing is courtesy of: MASIS ROYALTY REAL ESTATE (760-620-2065)
Listing Agent: Liljana Masis (760-620-2065)
301 SE AVENUE B #2, WINTER HAVEN, FL 33880
$1,00065 Days on yellowkey MLS ID: O6400322
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1052 Built: 1941Community: East College AddApartment
Remarks: Cozy 1 bed / 1 bath + den with built-in closet, perfect for a home office or guest space, located on the ground floor for easy access. Freshly painted and offering a functional layout with great natural light. Enjoy a shared backyard and on-site coin laundry for added convenience. Includes 1 assigned parking space. Situated in a quiet, well-kept neighborhood near a local school, just 5 minutes from downtown and 10–15 minutes from Legoland, with easy access to shopping and dining. No pets allowed. Available now with a minimum 1-year lease.
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