Location: Winter Haven
Do Not Show Listings
1341 AVENUE S NW, WINTER HAVEN, FL 33881
$1,89534 Days on yellowkey MLS ID: L4960493
REDUCED by $55 (2.8%) on 04/02/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1566 Built: 1959Community: Stately OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
530 SHORT LN, WINTER HAVEN, FL 33881
$2,20027 Days on yellowkey MLS ID: O6395480
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2254 Built: 2022Community: Inman Grvs Ph 1Single Family
Remarks: LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant, Legoland is only 10 minutes away, call to schedule a showing.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
258 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,15053 Days on yellowkey MLS ID: S5145223
REDUCED by $140 (6.1%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 2020Community: Lucerne Park ReserveSingle Family
Remarks: Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms feature carpet flooring. The open-concept layout includes a large kitchen island, perfect for entertaining and everyday living.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Ruth Romero (954-687-7155)
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,40029 Days 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)
748 REGGIE, WINTER HAVEN, FL 33884
$2,60030 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)
310 FARNOL ST SW #3, WINTER HAVEN, FL 33880
$1,000106 Days on yellowkey MLS ID: P4937509
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 456 Built: 1965Community: Hoffmans & Lake View Add RepApartment
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Middle School: Denison Middle
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)
103 4TH ST SE #B, WINTER HAVEN, FL 33880
$1,20053 Days on yellowkey MLS ID: K4903323
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 507 Built: 1940Community: Denison Heights Estates Rep PtHalf Duplex
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)
393 KAYDEN CV, WINTER HAVEN, FL 33884
$2,40046 Days on yellowkey MLS ID: O6379064
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2109 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex room suitable for office or hobbies. Three additional bedrooms include an owner’s suite positioned for added privacy. A covered patio extends the living space outdoors. Lease includes both the main home and the attached private suite. Located in Winter Haven with convenient access to shopping, dining, lakes, and parks. Approx. 3.5 mi to Downtown Winter Haven, 5.2 mi to LEGOLAND Florida Resort, 5.3 mi to Peppa Pig Theme Park, 14.8 mi to Bok Tower Gardens, and 2.1 mi to Cypress Gardens Boulevard.
Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)
Listing Agent: Angela Rodriguez (407-873-8379)
1220 TYLER LOOP, WINTER HAVEN, FL 33884
$2,09598 Days on yellowkey MLS ID: O6375534
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2254 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Pet-Friendly 5-Bedroom Home in Winter Haven, FL! This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living. Highlights include: Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetry Spacious living area, perfect for guests or multi-generational living Primary suite featuring dual sinks, a walk-in closet, plus additional bedrooms and a laundry room 2-car garage for extra storage and convenience Located in a nice neighborhood, enjoy both tranquility and easy access to local amenities. Schedule a visit today to see your future home!
Listing is courtesy of: RESZI MANAGEMENT I, LLC (949-542-7559)
Listing Agent: Morgan Evans (949-542-7559)
1498 AUSTIN ST, WINTER HAVEN, FL 33884
$2,00034 Days on yellowkey MLS ID: P4938243
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1935 Built: 2023Community: Peace Crk ReserveSingle Family
Remarks: One or more photo(s) has been virtually staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean finishes, and ceiling fans in every bedroom for year-round comfort. A dedicated laundry room with hookups makes chores easier, and the 2-car garage offers plenty of room for parking and storage. Peace Creek Reserve also features a refreshing community pool — the perfect spot to unwind, cool off, or enjoy a quiet weekend afternoon. Ready to see it in person? Contact us today to schedule your tour and explore everything this home has to offer!
5202 WATERVIEW WAY #5202, WINTER HAVEN, FL 33884
$1,80060 Days on yellowkey MLS ID: P4937984
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1992Community: Garden Villas 02 Ph 01Condo
Remarks: A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if you prefer to bring your own style. Winterset adds to the appeal with lakefront views, a community pool, tennis courts, and beautifully maintained grounds that make everyday living feel calm and inviting. Don't miss your opportunity to live in this luxurious community! Schedule a tour today! ($1,900 with furniture, $1,800 without)
1502 NE BUCKEYE RD NE #2, WINTER HAVEN, FL 33881
$1,950102 Days on yellowkey MLS ID: A4678769
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2004 Built: 1974Community: Buckeye HeightsTownhouse
Remarks: Experience lakefront living at its best in this 2-story townhouse with 3-bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone. ONLY ONE MONTHS RENT & SECURITY $1950.00 TO MOVE IN. Housing Choice Voucher Programs are always Welcome.
Listing is courtesy of: KURUVILA REALTY ASSOCIATES LLC (954-530-9477)
Listing Agent: Joe Kuruvila (954-822-7900)
236 RUBY LAKE LN, WINTER HAVEN, FL 33884
$4,50063 Days on yellowkey MLS ID: B4902182
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2266 Built: 2000Single Family
Remarks: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
263 SUNFISH DR, WINTER HAVEN, FL 33881
$2,30084 Days on yellowkey MLS ID: S5143038
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1696 Built: 2021Community: Lake Lucerne Ph 2 & 3Single Family
Remarks: Now available for rent in the Lake Lucerne community—this well-maintained 4-bedroom, 2-bathroom home features a spacious and open floor plan.Newly fenced yard. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island that overlooks the living and dining areas. The primary suite offers a walk-in closet and private bath. Tile flooring is featured in the main living spaces, with carpet in all bedrooms. The home also includes an interior laundry room with washer/dryer hookups, a two-car garage, and a covered patio overlooking the backyard. Lawn care is included in the rent. Conveniently located near US-17, shopping, dining, and local attractions.
Listing is courtesy of: HONEST EXPERTS REAL ESTATE LLC (407-697-6611)
Listing Agent: Leslie Soto (617-461-2522)
2122 CHRIS DR, WINTER HAVEN, FL 33884
$2,03082 Days on yellowkey MLS ID: O6380142
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1824 Built: 2025Community: Peace Creek Reserve 50'SSingle Family
Remarks: Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and everyday enjoyment. The kitchen is fully equipped with appliances, wood cabinets, and a breakfast bar for quick meals. The primary suite includes generous closet space, offering comfort and convenience. The home is located in a planned community with newly built single-family homes and offers excellent amenities such as a community pool, playground, sidewalks, and a beautiful natural creek, providing a peaceful and family-friendly environment. Excellent location, close to: Schools and supermarkets Restaurants and local shopping Quick access to US-27 and main roads Just minutes from LEGOLAND® Florida Resort Easy access to downtown Winter Haven and nearby cities Don’t miss this opportunity to rent a brand-new home with comfort, amenities, and a prime location. Schedule your showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
150 EL DORADO #208, WINTER HAVEN, FL 33884
$1,40092 Days on yellowkey MLS ID: S5142561
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1078 Built: 1980Community: Hawaiian A CondoApartment
Remarks: Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located near shopping, dining, medical facilities, and public transportation. Perfect for comfortable, low-maintenance living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Elsa Gonzalez (407-235-4018)
1019 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884
$1,70037 Days on yellowkey MLS ID: L4960465
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1662 Built: 1977Community: Garden Grove South Ph 1 And 2Single Family
Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Donna Williams (863-701-3663)
1237 DENALI DR, WINTER HAVEN, FL 33881
$2,20071 Days on yellowkey MLS ID: S5143734
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1696 Built: 2023Community: Lake Lucerne IiSingle Family
Remarks: Beautiful single-family home located in the desirable Lake Lucerne Community. This property offers an open-concept kitchen with luxury finishes, vinyl flooring in the main living areas, and fully carpeted bedrooms for added comfort.The kitchen comes fully equipped with stainless steel appliances, granite countertops, and ample cabinet space for storage.Enjoy the outdoors in the covered lanai patio, perfect for spending quality time with family and guests. For added privacy, the spacious backyard is fully fenced.Schedule your showing today and experience the comfort of living in this wonderful property! the house has two car garage. Weeks and Months
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Alfredo Bastidas (689-248-6507)
2521 PINE PL, WINTER HAVEN, FL 33881
$1,900110 Days on yellowkey MLS ID: S5141326
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1625 Built: 2024Community: Bount & Whitledge SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to 2521 Pine Pl, where modern elegance meets peaceful lakefront living. This beautifully designed 3-bedroom, 2.5-bath home offers spectacular lake views right from your backyard, creating the perfect backdrop for morning coffee, sunset relaxation, or weekend gatherings. Inside, enjoy a bright open-concept floor plan, a sleek contemporary kitchen, and a luxurious primary suite built for comfort and retreat. Nestled in one of Winter Park’s most desirable communities, you’re just minutes from top-rated schools, upscale dining, shopping, and local attractions. Lake-view homes like this are rare—schedule your private tour today and experience it for yourself! *** SECTION 8 IS NOT ACCEPTED. All Innovation Property Management residents are enrolled in the Resident Benefits Package (RBP) for $45.00/month which includes liability insurance, HVAC air filter delivery (for applicable properties), on-demand pest control, and much more! More details upon application. Price may be reduced depending on tenant’s desire to add pest control and/or provide proof of adequate insurance coverage. HOW TO APPLY: 1. Visit the website of Innovation Property Management, Inc. 2. Click "Rentals" at the top of the page. 3. Find the rental unit you are interested in on the list and click "Apply Now”.
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
165 OSPREY HEIGHTS DR, WINTER HAVEN, FL 33880
$1,675 MLS ID: P4938155
Bed: 3 Bath: 2.0 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)
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