Location: Winter Haven
Do Not Show Listings
2500 21ST ST NW #31, WINTER HAVEN, FL 33881
$1,70027 Days on yellowkey MLS ID: P4938059
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1184 Built: 1975Community: Casa Del Sol Condo Village Ph 01Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Modern 2-Bed, 2.5-Bath Townhome in Desirable Casa del Sol... Step into comfort and convenience in this beautifully designed two-story end unit townhome, perfect for professionals seeking a stylish, low-maintenance lifestyle. Downstairs Living: Formal living room ideal for relaxing or entertaining, Convenient guest half bath, Bright kitchen featuring refrigerator, range, microwave, dishwasher, and breakfast bar, Spacious family/dining room combination that opens to a private screened back porch overlooking the community pool. Upstairs Retreat: Primary bedroom with ensuite bath (tub/shower combo), double built-in closets, and a peaceful screened balcony, Second bedroom with its own private ensuite bath (tub/shower combo), Laundry closet with stackable washer and dryer for added convenience, Additional Features: One-car garage with automatic opener, Private gated front patio entry. Rent includes water and trash collection. Community Amenities for Casa del Sol offers a welcoming community atmosphere with great amenities, including: Clubhouse and pool overlooking scenic Lake Idylwild, Additional centrally located community pool. Conveniently located between Winter Haven and Auburndale and just minutes from Winter Haven Regional Airport, this townhome offers both comfort and accessibility. Schedule your showing today and make Casa del Sol your next home.
Listing is courtesy of: FL REALTY (863-967-0096)
Listing Agent: Dorothea Bogert (863-967-0096)
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,4001 Day on yellowkey MLS ID: S5146256
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2003Community: Eagle Pond CondoCondo
Remarks: Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently accessible to Hwy 27, I-4, medical facilities, Legoland, shopping, & dining. Applicants must complete the application form for pre-screening, once the landlord review the application & ready to proceed there will be an application fee of $50 for a background screening. All applicants 18 years old and above must complete a background screening. Applicants must provide proof of Verifiable Income & must meet landlord minimum income requirements, Proof of Employment, Valid Proof of Identification, & must honestly disclose the number of occupants residing in the home. Showing schedules are by appointment only.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
319 AVENUE P NE, WINTER HAVEN, FL 33881
$1,65064 Days on yellowkey MLS ID: S5142582
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1946Community: Hess & Nagle SubSingle Family
Remarks: REDUCE FOR APRIL MOVE IN Welcome home to this beautifully updated, move-in-ready residence that blends modern finishes with easy, everyday living. Inside, you’ll find a bright, new floorings, fresh paint throughout, and a thoughtfully updated kitchen with sleek quartz countertops, and new kitchen cabinets. The open, functional layout offers comfortable living spaces and convenient washer/dryer hookups, while the backyard provides a private outdoor retreat ideal for relaxing, entertaining. Located just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, dining, and entertainment, plus easy access to LEGOLAND and major Orlando attractions, this property delivers both convenience and lifestyle appeal. Easy to Qualify!!
Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)
Listing Agent: Veronica Castro Ramos (407-800-7800)
3832 GIORGIO DR, WINTER HAVEN, FL 33884
$1,9001 Day on yellowkey MLS ID: S5146822
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 2024Community: Villamar Ph 6Single Family
Remarks: Appointment Only, Combination Lockbox, See Remarks, Use ShowingTime Button
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniela Leal Castro (407-219-2183)
1103 CYPRESS GARDENS BLVD #C106, WINTER HAVEN, FL 33884
$1,000100 Days on yellowkey MLS ID: L4958049
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 475 Built: 1980Community: Lamplighter VillageCondo
Remarks: 1 bedroom 1 bath ground floor condo with access to Lake Roy on the famous Winter Haven Chain of Lakes. New Luxury Vinyl Plank Flooring and fresh interior paint.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,30070 Days on yellowkey MLS ID: S5142251
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 2023Single Family
Remarks: Gorgeous 3BR/2BA Home - AVAILABLE FOR APRIL Looking for a hassle-free rental? This beautifully furnished 3-bedroom, 2-bathroom home in Winter Haven is move-in ready! Just unpack and start living. Features You\'ll Love: -Modern Kitchen - Stainless steel appliances & tons of counter space. -Washer & Dryer In-Unit - Laundry made easy. -Attached Garage - Convenient parking & extra storage. -Fantastic Location - Close to Legoland, shopping & dining! $2,300/month | 12-month lease | Utilities separate Pets? Ask for details This won\'t last long! Message now to schedule a tour!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
2000 15TH CT NW #15, WINTER HAVEN, FL 33881
$1,395148 Days on yellowkey MLS ID: S5137939
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Blount & Whitledge SubApartment
Remarks: One or more photo(s) has been virtually staged. NOW LEASING - AQUA APARTMENT HOMES! MOVE-IN READY! THIS SECOND (2ND) FLOOR UNIT COMES KITCHEN APPLIANCES, IN UNIT WASHER/DRYER, NEW TILE BACKSPLASH, NEW COUNTERTOPS AND TILE FLOORING THROUGHOUT. THIS UNIT IS FRESHLY PAINTED AND ALL FIXTURES HAVE BEEN REPLACED. UNIT OFFERS A VIEW TO THE INGROUND COMMUNITY POOL. LAUNDRY FACILITIES LOCATED ON SITE. OTHER AMENITIES ARE CURRENTLY BEING INSTALLED AND WILL BE AVAILABLE FOR TENANT USE SUCH AS DOG PARK AND PICNIC AREA. PROPERTY IS LOCATED A SHORT DISTANCE TO YOUR LOCAL PUBLIX SUPER MARKET AS WELL AS TO THE WINTER HAVEN HOSPITAL, SHORT DRIVE TO DOWNTOWN WINTER HAVEN AND MANY MORE SHOPPING CENTERS AND RESTAURANTS FOR YOUR CONVENIENCE. ALL OF OUR LEASES ARE FOR TWELVE (12) MONTHS. APPLICANTS MUST HAVE AN AVERAGE HOUSEHOLD MONTHLY INCOME OF AT LEAST THREE (3) TIMES THE AMOUNT OF RENT. ALL APPLICANTS 18 AND OVER MUST EACH SUBMIT AN APPLICATION, AND UPLOAD COPIES OF IDENTIFICATION, SOCIAL SECURITY, AND PROOF OF INCOME (CURRENT LAST THREE MONTHS OF PAYSTUBS) TO PROCESS YOUR APPLICATION.
2000 15TH CT NW #11, WINTER HAVEN, FL 33881
$1,395148 Days on yellowkey MLS ID: S5137935
Remarks: Now Leasing - Aqua Apartment Homes! Move-in Ready! This 2nd floor unit comes with all stainless steel kitchen appliances, in unit washer/dryer, new tile backsplash, new countertops and tile flooring throughout. This unit is freshly painted and all fixtures have been replaced. Unit offers a view to the inground community pool. Laundry facilities located on site. Property is located a short distance to your local Publix Super Market as well as to the Winter Haven Hospital, Short drive to Downtown Winter Haven and many more shopping centers and restaurants for your convenience. All of our leases are for twelve (12) months. All applicants 18 and over must each submit an application, upload copies of Identification, Social Security, and Proof of Income (current last three months of paystubs) to process your application.
2287 AVENUE G NW #Unit B, WINTER HAVEN, FL 33880
$1,29512 Days on yellowkey MLS ID: P4938165
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 908 Built: 1979Apartment
Elementary School: Inwood Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Freshly updated and full of charm, this 2-bedroom, 1.5-bath home offers a comfortable layout with stylish modern touches throughout. From the moment you arrive, you’re welcomed by a fully fenced front courtyard — a private entry space that adds both character and functionality, perfect for outdoor seating or a quiet retreat. Inside, the home features a bright and open living space that flows effortlessly into the kitchen and dining area, creating an easy, connected feel for everyday living. The kitchen has been updated with newer appliances and finishes, complementing the clean, refreshed interior. Both bedrooms are generously sized, with the primary bedroom featuring its own private half bath for added convenience. The full bathroom has also been updated, tying in with the home’s overall modern feel. To the rear, a screened-in porch provides an additional space to relax or entertain, overlooking a private backyard. With in-home laundry and a practical layout, this home is designed for both comfort and ease. Located directly across from an elementary school and just a short drive to downtown Winter Haven, you’ll enjoy quick access to shopping, dining, and everyday conveniences. A well-updated home in a convenient location — ready for its next tenant to enjoy.
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Tricia Hohn (863-207-4774)
2287 NW AVENUE G #Unit C, WINTER HAVEN, FL 33880
$1,19515 Days on yellowkey MLS ID: P4938173
Remarks: Newly updated 2 Bedroom /1 bathroom with private fenced yard. Welcome to this beautifully renovated 2-bedroom, 1.5-bath home offering comfort, convenience, and modern updates throughout. Thoughtfully refreshed from top to bottom, this property features new appliances, updated finishes, and a bright, open-concept living and kitchen area designed for easy everyday living and entertaining. The spacious layout provides two well-sized bedrooms, including a primary suite with its own private half bath for added convenience. The main living area flows seamlessly into the kitchen, creating an inviting space filled with natural light and functionality. Step outside to enjoy the screened-in porch — perfect for relaxing mornings or unwinding in the evening — overlooking a private, fully fenced backyard that offers both security and space to enjoy the outdoors. Additional features include in-home laundry and convenient off-street access. Ideally located directly across from an elementary school and just minutes from downtown Winter Haven, you’ll have easy access to local restaurants, shops, parks, and community events. This move-in-ready home combines modern updates with an unbeatable location — a perfect place to settle in and enjoy all that Winter Haven presents.
3993 WARBLER DR, WINTER HAVEN, FL 33880
$1,85069 Days on yellowkey MLS ID: S5141363
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 2005Community: Queens Cove Ph 04Single Family
Remarks: Lovely 4 bedroom home, conveniently located at 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. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty of cabinets & counter space, a nice screen lanai room, & a spacious backyard. Applicants must complete the application form for pre-screening, once the landlord review the application and ready to proceed there will be an application fee of $55 for a background screening. All applicants 18 years old and above must complete a background screening, submit proof of Verifiable Income, Proof of Employment, & no history of prior eviction. To schedule a showing, prospective applicants must submit a Valid ID, disclose total household monthly income, move-in date, & disclose the number of occupants. Showing schedules are by appointment only.
140 AVENUE W NW #3, WINTER HAVEN, FL 33881
$1,39557 Days on yellowkey MLS ID: L4958961
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1974Community: Florence Citrus Growers Assn SubApartment
Remarks: One or more photo(s) has been virtually staged. HALF OFF FIRST MONTHS RENT! Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer. Ideal for tenants seeking affordability, convenience, and central location. Available for immediate occupancy!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
140 AVENUE W NW #2, WINTER HAVEN, FL 33881
$1,39558 Days on yellowkey MLS ID: L4958973
1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880
$2,15056 Days on yellowkey MLS ID: O6379632
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2093 Built: 2009Community: Normandy HeightsSingle Family
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with both a large living room and a separate family room—perfect for gatherings, relaxing, or hosting guests. Step outside to the expansive screened back porch, ideal for outdoor dining and BBQs. The primary suite offers private access to the patio, creating a peaceful retreat. Tenant is responsible for landscaping. This home combines comfort, space, and a prime location—schedule your showing today! Pets Not Allowed Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
748 REGGIE, WINTER HAVEN, FL 33884
$2,6003 Days on yellowkey MLS ID: TB8491693
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 2023Townhouse
Remarks: Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score Required 620. Easy to Show
Listing is courtesy of: GOLDEN SANDS S. FLORIDA REALTY (954-588-1207)
Listing Agent: Donna Galloway (954-588-1207)
3110 GOWAN DR #A1, WINTER HAVEN, FL 33884
$1,474294 Days on yellowkey MLS ID: O6317379
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 2024Apartment
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from Lakeland, our pet-friendly luxury apartment community offers spacious floor plans, upscale finishes, and resort-style amenities—all thoughtfully crafted with you in mind. Here, you’ll find more than a home, you’ll discover a curated lifestyle. Lounge by the resort style pool and entertainment cabana, stay energized in the 24-hour fitness center, join invigorating on-site fitness classes, or grab complimentary breakfast on your way to work. It’s boutique living designed to elevate your everyday. With convenient access to Tampa, Orlando, and beyond, Prose Cypress Pointe let’s you live chic, live central and completely you.
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
3110 GOWAN DR #B1, WINTER HAVEN, FL 33884
$1,675294 Days on yellowkey MLS ID: O6317387
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 2024Apartment
113 AVENUE C SE, WINTER HAVEN, FL 33880
$1,59537 Days on yellowkey MLS ID: O6385085
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1950Community: Haven TerraceSingle Family
Remarks: Welcome to 113 Avenue C SE, Winter Haven – a freshly updated and cozy 3-bedroom, 1-bathroom home perfect for a new family! This home boasts gorgeous hardwood floors throughout, a beautifully updated kitchen and bathroom, and central air for year-round comfort. A washer and dryer are conveniently included, (tenant is responsible for ALL UTILITIES INCLUDING Water, electric and cable/internet). The home has been freshly painted, creating a bright and inviting atmosphere. Located just a short stroll from the brand-new Bowen Yard food hall, you’ll be in the heart of downtown Winter Haven, surrounded by dining, shopping, and entertainment options. The AdventHealth Fieldhouse and Conference Center, along with local markets and restaurants, are only minutes away. Plus, with the exciting new Super Target center that could be opened in the next few years, the convenience and vibrancy of this area are only growing! Don’t miss out on the opportunity to live in this charming home in one of Winter Haven’s most exciting neighborhoods. Schedule your tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nomar Rosa (646-673-3900)
1454 AUSTIN ST, WINTER HAVEN, FL 33884
$2,20034 Days on yellowkey MLS ID: S5144699
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2254 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Elbert Elem
Remarks: Located in Peace Creek Reserve, one of Winter Haven's most peaceful and well-connected residential areas, this property is back on the market and represents a rare opportunity. If you're looking for space, functionality, and quality of life in a natural setting with immediate access to lakes, trails, shopping, and major roads, this is your best option for your next home. This spacious 5-bedroom plus loft residence offers an open-concept design filled with natural light, where the kitchen, dining room, and living room flow seamlessly into a covered patio, perfect for relaxing or entertaining. On the second floor, the spacious loft adds versatility as an office, study, or media room, surrounded by five generously sized bedrooms. The master suite features a walk-in closet and a private bathroom designed for comfort and privacy. With modern finishes, a smart layout, and a location that balances serenity and convenience, this move-in ready property is an opportunity that deserves immediate attention.
Listing Agent: Carla Moreno Pineda (561-410-9003)
336 KAYDEN CV, WINTER HAVEN, FL 33884
$1,90013 Days on yellowkey MLS ID: L4960361
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: South Pointe Elementary
High School: Bartow High
Middle School: Bartow Middle
Remarks: FOR RENT - 3 Bedroom/2 Bathroom Single Family Home built in 2024. This is a very light, comfortable home. It is being rented with all of the Kitchen stainless steel appliances: Microwave, Range, Refrigerator, Dishwasher. The washer and dryer are also included. The Kitchen, Living Room, and Dining Room create an open floorplan with sliding glass doors to go to the back yard. The home has a split floor plan, an inside Laundry Room, and a two car Garage. Less than 10 minutes from shopping plazas, restaurants, Publix Supermarket, and LEGOLAND!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
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