Location: Winter Haven , 33881
Do Not Show Listings
161 GREENVIEW DR #161, WINTER HAVEN, FL 33881
$2,10053 Days on yellowkey MLS ID: S5148304
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 950 Built: 1987Manufactured Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,200143 Days on yellowkey MLS ID: S5142251
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $100 (4.3%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 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)
3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881
$2,10015 Days on yellowkey MLS ID: S5150873
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 2014Community: Lake Smart EstatesSpa: NoSingle Family
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Stambaugh Middle
Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath rental located in the desirable Lake Smart Estates community of Winter Haven! This spacious home features an open and functional floor plan with high ceilings, a large living and dining area, and a bright kitchen complete with breakfast bar and ample cabinet space. Enjoy laminate flooring throughout, generously sized bedrooms, and a private primary suite designed for comfort and relaxation. Step outside to the screened lanai, perfect for enjoying Florida evenings. Community amenities include a pool and lakefront dock with access to Lake Julius and the Winter Haven Chain of Lakes.
Listing Agent: Stephanie Florez (407-810-5874)
1830 2ND ST NW #B, WINTER HAVEN, FL 33881
$1,60015 Days on yellowkey MLS ID: O6411725
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1075 Built: 2006Community: Laramore SubHalf Duplex
Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Stackable Washer and dryer! Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.
Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)
Listing Agent: Jessica Martinez Cestero (407-219-3297)
1830 2ND ST NW #A, WINTER HAVEN, FL 33881
$1,60016 Days on yellowkey MLS ID: O6411721
Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Washer and dryer hookups. No pets. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.
658 AVENUE B NW, WINTER HAVEN, FL 33881
$1,09521 Days on yellowkey MLS ID: P4938796
REDUCED by $200 (15.4%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 440 Built: 1925Community: Winter HavenSpa: NoApartment
Remarks: Enjoy the charm of historic Winter Haven in this newly renovated ground-floor 1-bedroom, 1-bath apartment located just minutes from Lake Howard and downtown Winter Haven. This cozy unit offers a private fenced yard, giving you your own outdoor space to relax, garden, or enjoy the Florida weather. Inside, the apartment features updated countertops, newer appliances, a renovated bathroom with new vanity and shower, and classic built-in details that add character. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Please note this is a lower-ceiling unit, adding to the cozy cottage-style feel of the space. Water is included in the rent, and residents also enjoy 1 assigned parking space plus onsite coin laundry facilities. Conveniently located near shopping, dining, parks, and downtown attractions. Contact us today to schedule your showing.
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Lucas Oliveira (407-538-2096)
2429 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881
$2,35017 Days on yellowkey MLS ID: P4938778
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 2018Community: Eagle CrestSpa: NoSingle Family
Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath single-family residence in Winter Haven offering 1,860 square feet of thoughtfully designed living space. Featuring rich real wood flooring, this home combines warmth, character, and timeless appeal with the comfort and functionality today’s tenants are looking for. The spacious layout offers generous living areas perfect for both everyday living and entertaining, while the well-designed floorplan provides flexibility for families needing extra bedrooms, a home office, or guest space. Natural light enhances the inviting interior, creating a bright and welcoming atmosphere throughout. Ideally suited for those seeking space, comfort, and a polished residential setting, this home offers the feel of upscale living at an exceptional value. Conveniently located near shopping, dining, schools, and major roadways, residents will enjoy both everyday convenience and the comfort of a well-established Winter Haven location. A rare rental opportunity offering space, style, and classic charm. Schedule your private showing today.
Listing is courtesy of: AMERICAN HOMES REALTY GROUP (800-913-8384)
Listing Agent: Reva Martin (863-206-8478)
1705 3RD ST NW #A, WINTER HAVEN, FL 33881
$1,65030 Days on yellowkey MLS ID: L4961475
REDUCED by $50 (2.9%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1472 Built: 2023Community: Inmans AllotmentSingle Family
Remarks: 1/2 DUPLEX - UNIT A Be the next to enjoy this newer construction (2023) 3-bedroom, 2-bathroom duplex unit offering 1,472 sq ft of modern living! Unit A features a bright open-concept floor plan with tile flooring throughout the entire unit, a spacious living room and dining room area, and a well-appointed kitchen with stainless steel appliances, granite countertops, and ample cabinetry. The home includes a beautifully tiled shower, generously sized bedrooms with large closet space, and a dedicated indoor laundry room for added convenience. Neutral finishes throughout create a clean, modern feel. You will find this unit to be conveniently located near downtown Winter Haven where there is plenty of shopping, dining, and near major roadways. Note: This is Unit A. See separate listing for Unit B.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Chelsey Collins (863-873-3989)
326 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,60099 Days on yellowkey MLS ID: S5144995
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Community: Lucerne Park ReserveSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning two-story rental home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of thoughtfully designed living space, combining modern comfort with everyday functionality. The open floor plan features a bright and inviting living area, perfect for relaxing or entertaining guests. The kitchen offers ample cabinetry and generous counter space — ideal for meal prep, hosting, and daily living. Upstairs, you’ll find generously sized bedrooms that provide comfort and privacy for the entire household. Enjoy added peace of mind with a recently repaired roof and the benefit of newer construction. Perfectly situated with convenient access to the best of Winter Haven, including shopping, dining, schools, and major roadways. Now available for lease — don’t miss the opportunity to make this beautiful property your next home. Schedule your private showing today.
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: David Gonzalez Martell, Pa (407-760-0792)
669 AVENUE B NW #10, WINTER HAVEN, FL 33881
$1,29521 Days on yellowkey MLS ID: P4938794
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1925Spa: NoApartment
Remarks: Discover the charm of historic Winter Haven in this newly renovated 1-bedroom, 1-bath apartment located just steps from beautiful Lake Howard and within walking distance to downtown Winter Haven. This updated unit blends classic character with modern touches, featuring built-in details, new countertops, updated appliances, a new vanity, and a newly renovated shower. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Water is included in the rent, and residents also enjoy 1 assigned parking space plus access to onsite coin laundry facilities. Enjoy lakeside living with nearby shopping, dining, parks, and downtown attractions all just minutes away. Contact us today to schedule your private showing!
680 GROVE ST, WINTER HAVEN, FL 33881
$2,10022 Days on yellowkey MLS ID: S5150395
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Welcome to this beautiful newer construction home located in the desirable community of Inman Groves in Winter Haven. Built in 2023, this spacious 3-bedroom, 2-bath residence offers over 2,000 square feet of comfortable living space with a modern open-concept design perfect for everyday living and entertaining. The home features a bright and inviting layout with stylish finishes throughout, a spacious kitchen with modern appliances, built-in features, and a large living area filled with natural light. In addition to the bedrooms, the home also includes a versatile flex space perfect for a home office, playroom, formal dining area, gym, or additional sitting room. The primary suite offers plenty of space and privacy, while the additional bedrooms provide comfort and flexibility for family or guests. Enjoy the convenience of a 2-car garage, indoor laundry room with washer and dryer included, and a pet-friendly policy for small dogs and cats. Conveniently located near shopping, dining, schools, and major roadways with easy access throughout Central Florida. Available June 1st. Schedule your private showing today before it’s gone!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Vicky Torres Rodriguez (863-258-9439)
245 WINTER RIDGE BLVD, WINTER HAVEN, FL 33881
$1,55023 Days on yellowkey MLS ID: S5150403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1992Community: Winter Ridge CondoHalf Duplex
Elementary School: Fred G. Garnier Elem
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting. Inside, you’ll find a bright and open floor plan with spacious living and dining areas filled with natural light. The kitchen features ample cabinetry, generous counter space, and a breakfast bar perfect for casual dining. The primary suite includes a walk-in closet and private en-suite bathroom, while the second bedroom is ideal for guests, a home office, or flex space. Enjoy relaxing mornings and evenings on the private enclosed rear lanai overlooking mature landscaping. Washer and dryer are included for added convenience. Residents of Winter Ridge enjoy access to a community pool, scenic walking paths, and a private dock on Lake Smart, perfect for fishing and boating enthusiasts. Conveniently located near shopping, dining, golf courses, and downtown Winter Haven. Don’t miss this opportunity to enjoy the Florida lifestyle in a quiet lakeside community!
Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)
Listing Agent: Jose Marrero Cruz (407-729-3280)
711 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$1,40029 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
$2,07550 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
$1,55097 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)
702 COUNTRY LN NE #702, WINTER HAVEN, FL 33881
$1,70029 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
$1,69529 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
$2,20033 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)
140 AVENUE W NW #3, WINTER HAVEN, FL 33881
$1,100130 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)
652 GROVE ST, WINTER HAVEN, FL 33881
$2,70037 Days on yellowkey MLS ID: O6406013
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2025Community: Inman Grvs Ph 2Single Family
Elementary School: Elbert Elem
Remarks: TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly makes this property stand out is the private annex/guest house, complete with its own separate entrance, 1 bedroom, 1 bathroom, semi-equipped kitchen, and private laundry area, creating the perfect setup for extended family, guests, multi-generational living, or a private retreat space. This rare “home within a home” offers flexibility, privacy, and functionality that is hard to find at this price point. Conveniently located near US-27, shopping, dining, and everyday essentials, this unique property is a must-see to truly appreciate its layout and possibilities. Schedule your private showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
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