Location: Winter Haven , 33880
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2227 9TH ST SE, WINTER HAVEN, FL 33880
$89944 Days on yellowkey MLS ID: L4960324
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $50 (5.3%) on 04/16/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1971Apartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: John Snively Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
103 4TH ST SE #B, WINTER HAVEN, FL 33880
$1,17555 Days on yellowkey MLS ID: K4903323
REDUCED by $25 (2.1%) on 04/30/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 507 Built: 1940Community: Denison Heights Estates Rep PtHalf Duplex
Elementary School: None
High School: None
Middle School: None
Remarks: Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
910 SUN BURST RD, WINTER HAVEN, FL 33880
$2,00013 Days on yellowkey MLS ID: K4903409
REDUCED by $100 (4.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2022Community: Squires GroveSpa: NoSingle Family
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: This lovely, Move-in-Ready home has a popular design featuring open concept living area with a spacious kitchen island, dining area and 3 BD/2 BA. The split bedroom plan gives privacy to owners’ en suite. Relax on the covered porch overlooking the privacy fenced backyard, and there are no rear neighbors.
730 W CENTRAL AVE, WINTER HAVEN, FL 33880
$1,2001 Day on yellowkey MLS ID: TB8503264
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)
900 AVENUE Z SE #C2, WINTER HAVEN, FL 33880
$1,3951 Day on yellowkey MLS ID: O6403234
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1974Community: Sandy Cove Winter HavenSpa: NoCondo
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 is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nomar Rosa (646-673-3900)
3992 WARBLER DR, WINTER HAVEN, FL 33880
$1,8001 Day on yellowkey MLS ID: S5148815
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 2004Community: Queens Cove Ph 04Single Family
Remarks: 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.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
WINTER HAVEN, FL 33880
$1,81916 Days on yellowkey MLS ID: TB8497765
REDUCED by $30 (1.6%) on 04/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1300 Built: 2010Community: Central PointeSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 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!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
165 OSPREY HEIGHTS DR, WINTER HAVEN, FL 33880
$1,67544 Days on yellowkey MLS ID: P4938155
0 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1393 Built: 2003Community: Osprey Landings Ph 02Single Family
Remarks: Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both cute and functional with plenty of space to cook and gather. Additional highlights include a two-car attached garage for convenient parking and storage, plus a small shed in the backyard for extra space to keep tools, lawn equipment, or outdoor items organized. This home is move-in ready and waiting for its next Tenant. Schedule your showing today!
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
2040 SAN MARCOS DR SE #103, WINTER HAVEN, FL 33880
$1,350155 Days on yellowkey MLS ID: P4937148
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1985Community: Park Lake #3Condo
Elementary School: Lake Shipp Elem
Remarks: Welcome to your new home just off Cypress Gardens Blvd — a spacious and inviting first-floor condo with 2 bedrooms and 2 full bathrooms. This unit features high ceilings in the living room that create an open, airy feel, and the master bedroom includes its own private ensuite for added comfort. Located in a quiet, well-kept community, you’ll also enjoy access to a sparkling pool perfect for relaxing or entertaining. With convenient first-floor access and a prime location near shopping, dining, and entertainment, this condo offers the perfect blend of comfort and convenience.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
400 RED HAWK LOOP, WINTER HAVEN, FL 33880
$1,6003 Days on yellowkey MLS ID: L4961436
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1995Community: Spirit Lake Village Ph 01Single Family
Remarks: 3BR/2BA home available now in Winter Haven. Home features all ceramic tile flooring, single car garage, and spacious yard on a corner lot.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
5320 LAUREL OAK DR, WINTER HAVEN, FL 33880
$1,65023 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.
497 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,8494 Days on yellowkey MLS ID: TB8497877
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2021Community: Kensington ViewSingle Family
Elementary School: Eagle Lake Elem
Remarks: Newly built home. 4 Bedrooms: Spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths. Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kevin Watson (813-777-3586)
301 SE AVENUE B #4, WINTER HAVEN, FL 33880
$1,0006 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)
320 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$1,29573 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)
955 6TH ST SE #5, WINTER HAVEN, FL 33880
$1,1908 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)
301 SE AVENUE B #2, WINTER HAVEN, FL 33880
$1,00013 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.
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,64942 Days on yellowkey MLS ID: L4960415
0 Days Off yellowkey (back on 4/22/2026)
REDUCED by $100 (5.7%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 1966Community: Spirit Lake SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
1111 CYPRESS GARDENS BLVD SE #12, WINTER HAVEN, FL 33880
$80021 Days on yellowkey MLS ID: L4960990
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1970Community: Royonne Place ResubApartment
Elementary School: Elbert Elem
Remarks: A studio apartment with 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if you move in on the first of the month.
Listing is courtesy of: AT YOUR SERVICE REALTY, LLC (863-665-5663)
Listing Agent: Daniel Gonzalez (863-226-9614)
955 6TH ST SE #11, WINTER HAVEN, FL 33880
$1,2959 Days on yellowkey MLS ID: S5148306
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1954Community: Hackles AddApartment
Remarks: Newly Renovated!! Second Floor Apartment. This unit features newly installed plank floors and tiles throughout, beautiful brand new kitchen cabinets, appliances will include a stove, range hood, microwave, and refrigerator. It also features new A/C unit Hight efficiency, modern lighting lamps and blinds. 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 Beautiful Lakes. Located just two blocks from Central Ave., in downtown Winter Haven were you can find dozens of grocery stores cafes and restaurants.
333 LAKE HOWARD DR NW #312C, WINTER HAVEN, FL 33880
$1,4259 Days on yellowkey MLS ID: L4961272
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974Community: Imperial Harboursphases 01 & 02Condo
Remarks: FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the early morning hours of the day. The amenities include an in-ground community pool, pool maintenance, grounds maintenance, one assigned parking space, elevator access, WI-FI, landscaping, sewer, and trash collection. Come visit this lovely unit today!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
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