Location: Winter Haven
Do Not Show Listings
321 KAYDEN CV, WINTER HAVEN, FL 33884
$1,000Listed 04/21/2026 1:39PM MLS ID: S5148324
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Charming and private 1-bedroom, 1-bath annex unit located within the desirable Peace Creek Reserve community in Winter Haven. This well-designed space offers comfort and efficiency, perfect for those seeking a low-maintenance lifestyle in a quiet, growing area. Enjoy convenient access to Highway 60 and Highway 27, with nearby shopping, dining, and schools just minutes away. Plus, you’re only a short drive from LEGOLAND Florida Resort and many other popular Central Florida attractions. Be the first to enjoy this beautiful new annex—schedule your private showing today! ??
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Luis Leon Medina (407-619-2759)
161 GREENVIEW DR #161, WINTER HAVEN, FL 33881
$2,100Listed 04/21/2026 9:51AM MLS ID: S5148304
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 950 Built: 1987Manufactured Home
Remarks: Furnished 2/2 in Swiss Golf & Tennis — Winter Haven's Premier 55+ Lakefront Community Move-in ready furnished home on 850-acre Lake Henry. Includes 2006 Club Car electric golf cart. Water, sewer, trash, cable/internet, and landscaping all included — tenant pays electric only. Amenities: 18-hole golf course, two pools, clubhouse, restaurant and pub, tennis, pickleball, fitness room, and lake access. Gated with 24/7 security. 12-month lease. Community application and approval required. Small pets considered.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Daniel Bustamante (863-207-7046)
304 AVENUE P NW, WINTER HAVEN, FL 33881
$2,200Listed 04/21/2026 4:38PM MLS ID: P4938515
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2820 Built: 2021Community: Harrington A B SubHalf Duplex
Elementary School: Inwood Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: This fully furnished 3-bedroom, 2-bath duplex unit on Avenue P in Winter Haven delivers easy, stylish living in a fantastic location. The bright, open layout creates a welcoming feel from the moment you step inside, with a comfortable living area, a well-equipped kitchen, and spacious bedrooms designed for everyday convenience. Both bathrooms are modern and practical, and the fully furnished setup makes moving in effortless. Situated close to shopping, dining, parks, and major roadways, this home offers a vibrant blend of comfort and accessibility right in the heart of Winter Haven.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
333 LAKE HOWARD DR NW #312C, WINTER HAVEN, FL 33880
$1,425Listed 04/21/2026 4:45PM 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)
1019 GOTTHARD PASS DR PASS, WINTER HAVEN, FL 33881
$2,00048 Days on yellowkey MLS ID: S5144857
REDUCED by $100 (4.8%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2023Community: Lake Lucerne IiSingle Family
Elementary School: Chain O Lakes Elem
High School: Chain of Lakes Collegiate High
Remarks: Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience. Vacant and move-in ready. Easy to show. Exceptional value for the area This home won’t last long! Schedule your private showing today and secure this amazing rental before it’s gone!
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Maria Del Villacis (786-200-1063)
606 HOLT CIR, WINTER HAVEN, FL 33880
$1,70015 Days on yellowkey MLS ID: P4938363
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1973Community: Jan Phyl VillageSingle Family
Elementary School: Lake Shipp Elem
Middle School: Denison Middle
Remarks: This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!
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
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 Agent: Manuel Paredes (407-840-2272)
3101 AVENUE V NW #3107, WINTER HAVEN, FL 33881
$1,250Listed 04/21/2026 9:48AM MLS ID: S5148303
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1986Community: Inwood Un #4Apartment
Remarks: Beautiful apartment with balcony in Winter Haven FL Apartment For Rent - Move In Ready! MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. This first-floor unit has tile throughout, features a cozy kitchen with complete appliances that include refrigerator, exhaust hood, stove and clean crisp cabinets, washer and dryer hookups, private balcony, vaulted ceilings and so much more. Unit is equipped with Central A/C.
3063 LAUREL OAK LN, WINTER HAVEN, FL 33884
$1,69562 Days on yellowkey MLS ID: O6369521
REDUCED by $100 (5.6%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 2023Community: VillamarSpa: NoSingle Family
Remarks: 2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect for entertaining. The master suite boasts a walk-in closet, dual sinks, and a spacious shower, while additional bedrooms are generously sized. Enjoy the convenience of an indoor laundry room with washer and dryer, an energy-efficient design, and a 2-car garage. Pet-friendly and thoughtfully designed for comfort, the home also includes a paver driveway and patio slab. Residents of VillaMar enjoy resort-style amenities, including a sparkling pool overlooking a gorgeous lake, umbrellas, loungers, a playground, and community mailboxes. Don’t wait—schedule your showing today! Sorry No Cats.
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10035 Days on yellowkey MLS ID: O6391046
REDUCED by $100 (4.5%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
High School: Lake Region High
Middle School: Mclaughlin Academy Of Excellence
Remarks: Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The primary suite includes a walk-in closet and private bathroom. Three additional bedrooms provide flexibility for guests, office space, or family needs. The home also includes a 2-car garage, driveway parking, and a landscaped yard. Villa Mar residents enjoy community amenities including a swimming pool, playground, dog park, and walking trails. Conveniently located near major roads, shopping, dining, entertainment and more.
Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)
Listing Agent: Patricia Padron (407-803-1393)
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
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)
1125 EVERGREEN CT, WINTER HAVEN, FL 33881
$1,790143 Days on yellowkey MLS ID: R4910307
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 3654 Built: 2012Community: Buckeye HeightsTownhouse
Remarks: This beautiful 3-bedroom, 2.5-bath townhouse is now ready for its next occupants! This home features hardwood flooring in the common areas and a spacious living room perfect for relaxing or entertaining. The kitchen offers wide countertops and comes fully equipped with all the appliances you need for everyday convenience. Upstairs, the master bedroom includes an ensuite with both a bathtub and a separate shower, ensuring comfort and luxury. You'll also get two additional bedrooms that share access to a full bathroom with a bathtub for added flexibility. This house is nestled in the heart of the quiet and welcoming community of Evergreen, where you'll have access to amenities designed to enhance your lifestyle like a community pool, a club house and a dog park. Its central location provides easy access to local shopping, dining, and entertainment options. Apply today before the end of December and get an exclusive 40 discount on your first month's rent!
Listing is courtesy of: BULL PROPERTY MANAGEMENT (407-792-6778)
Listing Agent: Mohamed Souissi (407-792-6778)
WINTER HAVEN, FL 33884
$1,9997 Days on yellowkey MLS ID: TB8497756
REDUCED by $20 (1.0%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Whispering Trls Ph 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, _3 bathrooms, 2 car garage and approximately 2,150 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)
140 AVENUE W NW #3, WINTER HAVEN, FL 33881
$1,10077 Days on yellowkey MLS ID: L4958961
REDUCED by $200 (15.4%) on 04/20/2026
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. 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
$1,10078 Days on yellowkey MLS ID: L4958973
2000 15TH CT NW #23, WINTER HAVEN, FL 33881
$1,3951 Day on yellowkey MLS ID: S5148225
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Blount & Whitledge SubApartment
Remarks: Apartment For Rent - Move In Ready! MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. This second (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. 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.
7903 WATERVIEW WAY #7903, WINTER HAVEN, FL 33884
$1,600120 Days on yellowkey MLS ID: P4936543
REDUCED by $50 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Garden Villas Condo Ph 01Spa: NoCondo
Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
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
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!
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