Location: Winter Haven , 33880
Do Not Show Listings
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,55019 Days on yellowkey MLS ID: L4960800
REDUCED by $100 (6.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1974Apartment
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: 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)
955 6TH ST SE #11, WINTER HAVEN, FL 33880
$1,295Listed 04/21/2026 10:00AM MLS ID: S5148306
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1954Community: Hackles AddApartment
Elementary School: None
High School: None
Middle School: None
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.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
1018 SUNSHINE WAY SW, WINTER HAVEN, FL 33880
$1,48511 Days on yellowkey MLS ID: L4960999
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1105 Built: 1985Community: Sunshine Tree Ph 02Single Family
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining. Enjoy the screened-in room overlooking a fully fenced backyard—ideal for relaxing or entertaining. Additional highlights include a 2-car garage and washer/dryer connections for your convenience. Located in a desirable neighborhood with great schools, nearby shopping, and easy access to the Polk Parkway, this home offers both comfort and convenience. 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
570 EAGLE LANDING BLVD SW, WINTER HAVEN, FL 33880
$1,7007 Days on yellowkey MLS ID: S5147792
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1452 Built: 2026Community: Eagle Landing Phase ISingle Family
Remarks: Modern Home, Bright, Open and Confortable Living Spaces, in excellent condition and move-in ready. SOLAR PANELS are included in the rent, enjoy very low electricity bills, making it extremely convenient and cost-effective and Water Softener. Three spacious bedrooms, two full bathrooms. Prime location, just minutes from Legoland, close to Schools, quiet and convenient neighborhood. Perfect for families looking for comfort, location, and quality living. Don't miss this amazing opportunity!
Listing is courtesy of: FLORIDA LEGACY REALTY LLC (407-914-6402)
Listing Agent: Claudia Saavedra (407-914-7736)
WINTER HAVEN, FL 33880
$1,8897 Days on yellowkey MLS ID: TB8497765
REDUCED by $30 (1.6%) on 04/20/2026
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)
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,97519 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
411 AVENUE E SE #B, WINTER HAVEN, FL 33880
$9506 Days on yellowkey MLS ID: O6399397
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1910Community: College Heights Or Coker & BuzbeeApartment
Remarks: BEAUTIFUL STUDIO/EFFICIENCY. Located in the heart of downtown in WINTER HAVEN TOTALLY REMODELED TOTALLY PRIVATE - STUDIO APRTMENT, 400 SqFt Full Kitchen, Full Baths, Walk-In Closet 1 parking space. Nice and quiet neighborhood. Rent included water and electricity. Close to: Polk State College, Winter Haven Hospital, US Army National Guard, Denison Middle School, Brigham Academy, Lake Otis, Walmart Super Center, Lowes Home Improvement, Macy's, Borden Dairy Products, Chain O' Lakes Sport Complex, LEGOLAN Florida, Many places for fun, relaxation and entertainment. Restaurants and shops. Application fee: $ 27 per person 18 and over (FOR JUST ONE WORKING PERSON). Will check: Background, eviction history and score credit If you have more than 600 score credit the owner requires one month security deposit, if not you have to put 2 months security deposit The studio is ready to move but the approval could take 5 to 7 days
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Juan Campana (407-860-3803)
301 SE AVENUE B #2, WINTER HAVEN, FL 33880
$1,0004 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.
Listing is courtesy of: MASIS ROYALTY REAL ESTATE (760-620-2065)
Listing Agent: Liljana Masis (760-620-2065)
319 22ND ST SW, WINTER HAVEN, FL 33880
$1,8004 Days on yellowkey MLS ID: O6400245
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1955Community: West Winter HavenSingle Family
Remarks: This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and dryers. The backyard is massive and has plenty of room to store boats, trailers or an RV. The rear yard is also fully fenced for pets. Don't wait and miss out on this opportunity to make this your next home!!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
910 SUN BURST RD, WINTER HAVEN, FL 33880
$2,1004 Days on yellowkey MLS ID: K4903409
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
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.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
2014 8TH TER SE, WINTER HAVEN, FL 33880
$3,4504 Days on yellowkey MLS ID: L4961092
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2722 Built: 1959Community: Laha Wa ManorSingle Family
Elementary School: Chain O Lakes Elem
Remarks: A RARE RENT-TO-OWN OPPORTUNITY in the heart of Winter Haven, offering the chance to enjoy lake-view living now while working toward ownership. This beautifully updated 4-bedroom, 3.5-bath home sits just minutes from downtown and the Chain of Lakes, combining location, flexibility, and long-term potential. Inside, the home features a well-designed layout with two primary suites, making it ideal for multi-generational living or those who want additional privacy and space. The main living areas are filled with natural light, highlighted by a warm family room with views of Lake Lulu and French doors that open to a wrap-around screened porch—perfect for relaxing mornings or evening sunsets. The kitchen is equipped with granite countertops, custom maple cabinetry, and stainless steel appliances, while the formal living and dining areas feature original hardwood floors, adding character and charm. Outside, a large paver driveway provides ample parking, and the fenced backyard offers space for entertaining, pets, or family activities. With no HOA, added storage through a two-car garage, and a location close to dining, shopping, and waterfront recreation, this home offers both convenience and lifestyle. This rent-to-own program is ideal for buyers who want to secure a home now while taking the next steps toward mortgage readiness. Homes with lake views, flexible layouts, and ownership pathways like this are rarely available. Serious inquiries only — opportunities like this don’t last.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
2025 SAN MARCOS DR SE #27, WINTER HAVEN, FL 33880
$1,30040 Days on yellowkey MLS ID: P4938089
REDUCED by $100 (7.1%) on 04/17/2026
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)
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,64933 Days on yellowkey MLS ID: L4960415
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
2227 9TH ST SE, WINTER HAVEN, FL 33880
$89935 Days on yellowkey MLS ID: L4960324
REDUCED by $50 (5.3%) on 04/16/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1971Apartment
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
$1,79970 Days on yellowkey MLS ID: TB8474920
0 Days Off yellowkey (back on 4/15/2026)
INCREASED by $50 (2.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1718 Built: 2018Community: Squires GroveSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,718 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!
400 SE AVENUE D #3, WINTER HAVEN, FL 33880
$1,2957 Days on yellowkey MLS ID: O6399157
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 950 Built: 1986Single Family
Remarks: Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply. Welcome to this charming 3-bed, 2-bath home! The spacious layout offers plenty of room for comfortable everyday living. As you approach the home, you'll find a lovely outdoor area with enough space for chairs, making it an ideal spot to relax outside. Step inside and you'll be welcomed by a floor plan that highlights the living room and kitchen. We proudly welcome all pets. We fully comply with the U.S. Fair Housing Act (Title VIII of the Civil Rights Act of 1968), which prohibits discrimination in housing based on race, color, religion, sex, disability, familial status, or national origin. Move-in costs vary based on your application results. We don't base approval on income or credit — we focus mainly on prior tenancy record. Additional charges may apply for pets or prorated rent. If you have questions or want more info, check out our General Questions page or reach out to us directly.
Listing is courtesy of: ALABAMA LLC (407-674-1852)
Listing Agent: Erich Spivey (407-674-1852)
320 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$1,29564 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)
2025 SAN MARCOS DR SE #29, WINTER HAVEN, FL 33880
$1,30013 Days on yellowkey MLS ID: O6397475
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1984Spa: NoApartment
Remarks: Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are bright and welcoming, adorned with ceiling fans that keep the air fresh and circulate light throughout the rooms. Plush carpeting in the bedroom and living areas provides warmth and comfort underfoot, while sliding door windows invite natural light and create a seamless connection to the outdoors. A built-in closet offers ample storage, keeping your space organized and clutter-free. Every detail of this apartment has been thoughtfully designed to create a harmonious living environment. Whether you’re cooking a meal in the well-appointed kitchen, relaxing in the cozy living area, or enjoying the ease of modern amenities, this home offers the perfect blend of style and functionality.
Listing is courtesy of: SAFETYNET REALTY (317-603-8743)
Listing Agent: Avihai Sela (317-603-8743)
5320 LAUREL OAK DR, WINTER HAVEN, FL 33880
$1,65014 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.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
422 22ND ST SW, WINTER HAVEN, FL 33880
$1,60014 Days on yellowkey MLS ID: L4960848
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1961Community: West Winter Haven RepSingle Family
Elementary School: Inwood Elem
Remarks: FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
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