Location: Winter Haven
Do Not Show Listings
2066 KATIE CT, WINTER HAVEN, FL 33884
$2,05556 Days on yellowkey MLS ID: P4938449
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1983Community: Winterset North Ph 03Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 3/2 in Southeast Winter Haven near Legoland. Big porch, oversized garage. New Roof! Call owner Bob Jessee for showing info.
Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)
Listing Agent: Frank Vaughn (863-207-5746)
1734 CARNOSTIE RD, WINTER HAVEN, FL 33884
$2,05057 Days on yellowkey MLS ID: TB8497301
REDUCED by $50 (2.4%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1418 Built: 2023Community: Villamar Ph 3Single Family
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last long.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Hillorie Dias (813-417-9549)
2587 SAGE VALLEY WAY, WINTER HAVEN, FL 33884
$2,30020 Days on yellowkey MLS ID: O6409720
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2024Community: Harmony/Lk Eloise Ph 2Spa: NoSingle Family
Remarks: Welcome to your dream home! This beautiful property offers 3 spacious bedrooms, 2 modern bathrooms, and is move-in ready with top-of-the-line finishes. Located in the desirable Winter Haven area, this home features appliances and smart home technology, offering you the convenience of a fully integrated, intelligent home system. Key Features: 3 Bedrooms – Generously sized for comfort. 2 Modern Bathrooms – Tastefully designed with contemporary finishes. Appliances included – energy-efficient models. Smart Home Technology. Don't miss the opportunity to rent this exceptional home! Perfect for those who appreciate modern living with smart features. Contact us today for a private viewing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mardonia Gina (863-513-3056)
1662 TEAGAN LN, WINTER HAVEN, FL 33884
$2,40020 Days on yellowkey MLS ID: O6409324
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1432 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Beautiful 3-bedroom, 2-bath home located in the desirable community of Winter Haven. This property features a spacious and bright floor plan with an open living and dining area, perfect for entertaining. The kitchen offers ample cabinet space and modern appliances. The primary suite includes a private bathroom and generous closet space. Enjoy a large backyard ideal for relaxing or outdoor gatherings. Conveniently located near shopping, restaurants, schools, and major highways. A wonderful opportunity to own or rent a charming home in a great location!
Listing is courtesy of: OPTIMAR INTERNATIONAL REALTY (305-944-0477)
Listing Agent: Cristina Lopez (786-346-3157)
5667 STRUTHERS CT, WINTER HAVEN, FL 33884
$1,35026 Days on yellowkey MLS ID: P4938716
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 775 Built: 1983Community: Lake Fox ShoresHalf Duplex
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with tile tub/shower. Conveniently located near shopping, Walmart, Publix, Legoland, and quick access to HWY 27 for Orlando/Tampa.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
3904 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$1,950133 Days on yellowkey MLS ID: P4937653
REDUCED by $200 (9.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2023Community: Osprey PointeSpa: NoSingle Family
Remarks: Modern design with comfort in mind! MOVE IN READY! SUMMER MOVE IN SPECIAL: $1,950.00/month! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks, shopping, and dining, this home perfectly blends comfort and convenience. Enjoy peace of mind with a 2-car garage for secure parking, and relax on the rear patio while taking in the beautiful Florida weather. The community features a private boat dock, swimming pool, and clubhouse available for resident events and gatherings. Inside, you’ll find an inviting open floor plan with elegant finishes throughout, including granite countertops, luxury vinyl plank flooring in the main living areas, and plush carpet in the bedrooms. The primary suite offers a spacious walk-in closet, tray ceiling, and a private en suite bath. Additional features include a mudroom/laundry room, vaulted ceilings in the living room, and a dining nook with space for counter seating at the kitchen bar. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator with water and ice dispenser, electric oven with glass cooktop, dishwasher, and built-in microwave. A full-size washer and dryer are also included in the laundry room. This home combines modern comfort with community charm — a true must-see! AMENITIES INCLUDED: Lawn Mowing provided by HOA (Tenant responsible for irrigation and keeping lawn and plants "green") Community Pool & Clubhouse Full size washer and dryer Central AC/Heat PRICING: RENT: $2150.00/month + utilities SUMMER MOVE IN SPECIAL: $1,950.00/month! SECURITY DEPOSIT: Starts at $21,950.00 AREA: 1700 SF LEASE TERMS: 1 Year ADDRESS: 3904 Osprey Pointe Cir, Winter Haven, FL 33884
Listing is courtesy of: CARREROU ENTERPRISES, LLC (863-294-2384)
Listing Agent: Ozzie Carrerou (863-294-2384)
219 CLOVERDALE RD, WINTER HAVEN, FL 33884
$2,30021 Days on yellowkey MLS ID: L4962004
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 2007Community: Savanna PointeSingle Family
Remarks: ~Fully Furnished 4/2 Winter Haven Residence Offered for Lease - Just bring your wardrobe and toothbrush!~ This resort-style home boasts a fully furnished Florida-themed beautiful interior, ceramic tiling throughout, spacious kitchen with breakfast bar and plenty of cabinetry/counter space, sizeable primary bedroom with large walk-in closet and en-suite bath featuring dual vanities and a garden jacuzzi tub. Additional features include sliding door access to a serene, screened in Mediterranean-style patio, inside utility with washer/dryer, and a two car garage. Well positioned, this property is convenient to LegoLand, dining, shopping, educational and medical facilities.
Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)
Listing Agent: Andrea Muzzy (863-430-1733)
332 AVENUE D SE, WINTER HAVEN, FL 33880
$2,00021 Days on yellowkey MLS ID: S5150205
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1977Community: Twin Oaks AddApartment
Remarks: This 2 bedroom 2 bathroom end unit is fully furnished with a modern flair. Renovated with new roof, energy efficient tankless water heater, paint, appliances & more. Featuring luxury vinyl floors throughout, granite countertops in the kitchen, both bathrooms feature renovated showers & tub, vanities & fixtures. This home is turnkey including all linens, electronics and kitchenware. The living room is spacious while offering a 75" smart TV and sectional couch. Master bedroom features a king size bed, large walk-in closet, 55" smart TV, en suite bathroom with shower/tub combo. The guest bedroom offers a queen size bed and 43" smart TV. The guest bathroom has a walk-in shower. This unit is equipped with a washer & dryer in the laundry closet. There is a private parking area onsite. Located close to hospitals, schools, shopping, restaurants and more.
Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)
Listing Agent: Kathryn Shevlin (407-414-7009)
612 HEATHER GLEN LOOP, WINTER HAVEN, FL 33884
$2,00021 Days on yellowkey MLS ID: P4938759
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2002Community: Heather Glen Ph 02Spa: NoSingle Family
Remarks: This is the ONLY rental in Winter Haven that has a pool!! This cute 3 bedroom 2 bath home 2 garage screened pool home has a fully PVC fenced in back yard, perfect for kids to play or aminals to run free. Located in a quiet neighborhood. Clean freshly painted interior and ready for a tenant!
Listing is courtesy of: SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC (863-289-3586)
Listing Agent: Amy Riggleman (863-287-0754)
900 AVENUE Z SE #A3, WINTER HAVEN, FL 33880
$1,37522 Days on yellowkey MLS ID: O6408764
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1974Community: Sandy Cove Winter HavenCondo
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)
711 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$1,40025 Days on yellowkey MLS ID: L4961738
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 884 Built: 2007Community: Le Valley SubApartment
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Well maintained 2BR 2BA apartment (part of triplex). Vaulted ceilings, granite countertops, Washer/Dryer hookups
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
3110 AVENUE U NW, WINTER HAVEN, FL 33881
$2,07546 Days on yellowkey MLS ID: K4903434
REDUCED by $25 (1.2%) on 05/18/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1958Community: InwoodSingle Family
Remarks: Spacious and nicely updated 4-bedroom, 2-bath rental home, perfect for families or those who love extra space! This home boasts modern improvements throughout, offering comfort and style. The huge, fully fenced backyard provides privacy and security, complete with a convenient double gate for easy access. Whether you’re hosting gatherings, enjoying outdoor activities or simply relaxing, this property is designed to meet your needs. Don’t miss the chance to call this beautiful home yours!
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
361 WINTER RIDGE BLVD #361, WINTER HAVEN, FL 33881
$1,55093 Days on yellowkey MLS ID: O6388844
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $50 (3.1%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 2000Community: Winter Ridge CondoCondo
Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.
Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)
Listing Agent: Alvaro Molina (407-839-9731)
150 EL DORADO #208, WINTER HAVEN, FL 33884
$1,300134 Days on yellowkey MLS ID: S5142561
REDUCED by $100 (7.1%) on 05/18/2026
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 Agent: Elsa Gonzalez (407-235-4018)
2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880
$1,20067 Days on yellowkey MLS ID: L4960815
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Community: Park LakeCondo
Elementary School: John Snively Elem
Remarks: FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. 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 (863-294-7541)
123 TREMONT DR, WINTER HAVEN, FL 33884
$2,35034 Days on yellowkey MLS ID: L4961568
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1260 Built: 1971Community: Eloise Woods Lake Roy UnSingle Family
Remarks: FOR RENT - 3/2 Single Family Home with a 1/1 Detached Mother-in-Law Suite. Two homes for the price of one! Come see thse two homes that have been completely updated from top to bottom. The homes come with the range and refrigerator. They are located in desirable Southeast Winter Haven and are walking distance from Lake Summit and Lake Roy which have public boat ramps. Only two minutes from LEGOLAND. Come see these homes today!
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,40071 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)
702 COUNTRY LN NE #702, WINTER HAVEN, FL 33881
$1,70025 Days on yellowkey MLS ID: P4938736
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1986Community: Country Lake Condo Ph 01Condo
Remarks: LAKEFRONT LIVING AT ITS BEST. REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. FEATURES INCLUDE FRESH INTERIOR PAINT THROUGHOUT, LUXURY VINYL WOOD PLANK FLOORING, STAINLESS REFRIGERATOR AND MICROWAVE, OPEN GREAT ROOM DESIGN WITH LIVING AND DINING COMBO. RELAX IN THE FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOY STUNNING SUNRISE VIEWS WITH YOUR MORNING COFFEE. COMMUNITY AMENITIES INCLUDE POOL AND TENNIS COURTS. CONVENIENT LOCATION NEAR POLK STATE COLLEGE AND THE LAKE ELBERT WALKING TRAIL AROUND LAKE ELBERT. ONLY MINUTES TO DOWNTOWN WINTER HAVEN WITH SHOPPING AND RESTAURANTS.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
1743 AVENUE C NE, WINTER HAVEN, FL 33881
$1,69525 Days on yellowkey MLS ID: L4961926
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1016 Built: 1988Community: Elbert AcresSingle Family
Remarks: 3BR/2BA home available now in Winter Haven! This home features all ceramic tile flooring, fresh paint, nice recently renovated kitchen, and a single car garage.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
279 SUNFISH DRIVE DR, WINTER HAVEN, FL 33881
$2,20029 Days on yellowkey MLS ID: S5149630
REDUCED by $200 (8.3%) on 05/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1943 Built: 2021Single Family
Remarks: 4 bedrooms 2 baths for rent in lovely Winter Haven, spacious home with open concept family room, dining and fully equiped kitchen. Home has a laundry room with washer and Dryer. Spacious yard for entertaining family and friends. No neighbors in the back. New tile floors. Bedrooms are carpeted, Community pool.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Maria C Diaz (360-627-0493)
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