Displaying: For Rent
Location: Winter Haven
Property Type(s): Single Family
Price: $1,500 to $1,999
Do Not Show Listings
Winter Haven - 47 properties found
WINTER HAVEN, FL 33884
$1,90972 Days on yellowkey MLS ID: TB8497756
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $30 (1.5%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Whispering Trls Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Laidy Mataushek (407-298-0779)
WINTER HAVEN, FL 33880
$1,88929 Days on yellowkey MLS ID: TB8512569
REDUCED by $10 (0.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 2021Community: Kensington ViewSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,678 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.
$1,80934 Days on yellowkey MLS ID: TB8511692
REDUCED by $30 (1.6%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1989Community: Whisper Lake 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 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.
3889 GIORGIO DR, WINTER HAVEN, FL 33884
$1,90073 Days on yellowkey MLS ID: V4948423
REDUCED by $100 (5.0%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2025Single Family
Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Paola Martinez (386-866-1007)
3436 COSTELLO CIR, WINTER HAVEN, FL 33884
$1,7509 Days on yellowkey MLS ID: O6417499
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2024Community: VillamarSingle Family
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Virtually Staged. BEAUTIFUL HOME in Villamar, a new community located in Winter Haven, Florida. This stunning one-story, 3-bedroom, 2-bathroom single-family home features a spacious open-concept layout where the kitchen, living, and dining areas flow seamlessly together, creating the perfect space for everyday living and entertaining. Relax on the covered lanai overlooking your backyard. The kitchen is equipped with granite countertops, stainless-steel appliances, and a walk-in pantry, offering both style and functionality for easy meal preparation. The open living and dining area ensures you're always connected to family and guests. Each bedroom features carpeted flooring and its own closet, providing comfort and versatility for use as bedrooms, home offices, or bonus spaces. The primary bedroom, located at the rear of the home for added privacy, includes an attached bathroom with a double vanity, walk-in closet, and plenty of space to get ready each morning. The home also includes smart home technology, allowing you to control and monitor your home from anywhere using your smart device. Ideally located just 5 minutes from LEGOLAND, this home is also close to shopping, schools, dining, and major highways. WE SHOW PROPERTIES 7 DAYS A WEEK! An administrative fee of $75.00 will be charged at move-in.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Raul Aleman (407-605-2595)
106 AVENUE D SW, WINTER HAVEN, FL 33880
$1,6009 Days on yellowkey MLS ID: L4962422
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 920 Built: 1946Community: South College Add RevSingle Family
Remarks: Welcome home to this beautifully renovated historic property that's located close to downtown winter haven. The owners have just had a new roof installed, new AC system, freshly painted inside and out as well as a new kitchen and bathroom. The large kitchen boasts granite countertops with upgraded, soft close cabinetry as well as a large area for a dining room table. The hardwood floors stretch in to the 2 good size bedrooms which share the new hall bathroom as well as a large bonus room which sits off one of the bedrooms. There is a large attached carport on the home as well as a fully fenced in back yard with mature landscaping providing a lot of natural shade so you can enjoy the FL outdoors year round. This is a home that must be seen to be fully appreciated.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
4973 KAIA AVE, WINTER HAVEN, FL 33884
$1,90073 Days on yellowkey MLS ID: V4948422
REDUCED by $100 (5.0%) on 06/16/2026
922 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$1,65073 Days on yellowkey MLS ID: O6398632
REDUCED by $100 (5.7%) on 06/02/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1160 Built: 1971Community: Lake Idyll EstatesSingle Family
Remarks: Move-in ready rental opportunity in a convenient Winter Haven location. This property offers comfortable living spaces, great natural light, and a functional layout ideal for families or professionals. Located near major roads, shopping, dining, and local amenities, providing both convenience and accessibility. Monthly rent is $1,800. Schedule your showing today—this opportunity won’t last.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Leidy Marroquin Bello (321-408-1934)
3992 WARBLER DR, WINTER HAVEN, FL 33880
$1,75057 Days on yellowkey MLS ID: S5148815
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $50 (2.8%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 2004Community: Queens Cove Ph 04Single Family
Remarks: Showing of this property will start June 1, 2026 by appointment only. Lovely home at a convenient location in 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. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is well-maintained. Lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a future job relocation, for flexible lease terms less than a year, monthly rent will be adjusted based on terms. Applicants must submit proof of verifiable income such as paystubs, W2, proof of employment, or any documentation to verify income; landlord requires total household income at least 3 X the monthly rent, all applicants must provide a valid proof of identification, & must honestly disclose the number of occupants residing in the home. All adults are required to complete the application process & background screening. Renters insurance is required.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
1568 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$1,80050 Days on yellowkey MLS ID: O6405552
REDUCED by $100 (5.3%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 2024Community: Harmony/Lk Eloise Ph 2Single Family
Remarks: Welcome! Please call today for this 4-Bedroom home in Harmony at Lake Eloise in Winter Haven, Fl. Looking for a fresh start in a stunning newer home? Look no further! Welcome to 1568 Hummingbird Road, a brand-new, never-lived-in 4-bedroom, 2-bath home located in the desirable Harmony at Lake Eloise community in Winter Haven. This beautifully designed home offers 1740 sq ft of modern living space with elegant porcelain tile flooring through-out. Modern Kitchen with stainless steel appliances, granite island, and ample cabinet space. Bright great room combining dining and living areas. Split bedroom layout for extra privacy. Smart home technology! Large backyard. Community Pool-the perfect place to relax and unwind. Prime Location: Just minutes from Highway 27, downtown Winter Haven, shopping, dining, and entertainment. Easy commute to Lakeland, Tampa and Orlando. Homes like this don't stay on the market long-call today to schedule your private tour for this stunning home!
Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)
Listing Agent: Joe Torres (321-303-1312)
855 TURNER LN, WINTER HAVEN, FL 33881
$1,890111 Days on yellowkey MLS ID: O6388629
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Britzeida Pichardo (347-549-7568)
506 HOLT CIR, WINTER HAVEN, FL 33880
$1,67524 Days on yellowkey MLS ID: O6412151
REDUCED by $25 (1.5%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1973Community: Jan Phyl VillageSingle Family
Remarks: Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time outdoors. Small pets considered. Conveniently located just minutes from Recker Highway and Cypress Gardens Boulevard, with easy access to shopping, dining, and major roadways throughout Winter Haven and surrounding areas.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Daryle Henry, Jr. (863-651-4792)
2529 PINE PL, WINTER HAVEN, FL 33881
$1,89529 Days on yellowkey MLS ID: S5150683
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1625 Built: 2024Community: Bount & Whitledge SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2529 Pine Pl, a beautifully maintained 3-bedroom, 2.5-bath home offering the perfect blend of comfort, style, and peaceful waterfront living in Winter Haven, FL. Wake up to serene water views and enjoy relaxing mornings or quiet evenings right from your own backyard. This inviting home features a spacious open-concept layout ideal for both everyday living and entertaining. The modern kitchen offers excellent functionality and style, while the generously sized living spaces create a warm and welcoming atmosphere throughout. The private primary suite serves as a relaxing retreat with plenty of space and comfort, making it the perfect place to unwind after a long day. With thoughtful design and beautiful natural surroundings, this home truly stands out. Conveniently located near shopping, dining, schools, and major roadways, this property offers both tranquility and accessibility. Don’t miss your chance to make this waterfront gem your next home—schedule your private tour today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2430 WILLOW WAY, WINTER HAVEN, FL 33881
$1,79520 Days on yellowkey MLS ID: S5151380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1425 Built: 2024Community: Bount & Whitledge SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2430 Willow Way, a charming and well-designed 2-bedroom, 2.5-bath home that offers the perfect combination of comfort, style, and convenience. Featuring a bright and open floor plan, this home is ideal for relaxing, entertaining, and enjoying everyday living. The spacious living and dining areas flow seamlessly into a well-appointed kitchen with ample cabinet and counter space, making meal preparation and hosting effortless. Upstairs, you'll find two generously sized bedroom suites, each with its own private bathroom, providing the ultimate privacy and comfort. The additional half bath on the main floor adds convenience for guests, while the thoughtful layout maximizes both functionality and living space. Whether you're working from home, entertaining friends, or simply unwinding after a long day, this home is designed to fit your lifestyle. Located in the growing Winter Haven area, you'll enjoy easy access to shopping, dining, parks, schools, and major roadways. Don't miss this fantastic opportunity to live in a beautiful home in a convenient location—schedule your showing today!
2414 WILLOW WAY, WINTER HAVEN, FL 33881
$1,85036 Days on yellowkey MLS ID: S5150332
Remarks: One or more photo(s) has been virtually staged. Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2414 Willow Way, a stunning and move-in-ready 2-bedroom, 2.5-bathroom home nestled in one of Winter Haven’s most desirable and fast-growing communities! Step into a bright and open floor plan designed for both relaxing and entertaining. The spacious living area flows effortlessly into a modern kitchen featuring sleek countertops, ample cabinet space, and stainless steel appliances—perfect for cooking up your favorite meals. Upstairs, you’ll find three generously sized bedrooms, including a private primary suite with a walk-in closet and en-suite bath. The additional bedrooms are ideal for family, guests, or a home office. With 2.5 baths, there’s plenty of space for everyone. Enjoy Florida living in the private backyard, perfect for weekend barbecues or morning coffee. This home also features an attached garage, indoor laundry, and plenty of storage throughout. Conveniently located near shopping, dining, schools, and major highways—everything you need is just minutes away! Don’t miss this opportunity to live in comfort and style—schedule your showing today!
213 LAKE LUCERNE WAY, WINTER HAVEN, FL 33881
$1,900101 Days on yellowkey MLS ID: O6390973
REDUCED by $100 (5.0%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2018Single Family
Remarks: Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends. Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for outdoor enjoyment. The home is ideally situated just minutes from Highway 27, offering convenient access to everyday essentials, shopping, and dining. Posner Park is a short drive away and features a variety of retail stores, restaurants, and entertainment options. Grocery stores such as Publix and Walmart are nearby, along with popular local restaurants including Manny’s Chophouse and other dining options along Highway 27. With its spacious layout and prime Central Florida location, this home offers the perfect blend of comfort, convenience, and community living. Available for move-in June 1st.
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Yashira Arroyo Colon (407-864-4904)
1228 HAINES DR, WINTER HAVEN, FL 33881
$1,85058 Days on yellowkey MLS ID: S5148202
REDUCED by $145 (7.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1431 Built: 2019Single Family
Remarks: This house have an open, spacious floor plan with a standout kitchen featuring stainless steel appliances and large pantry, flowing into an inviting "Great Room". The home is equipped with solar panels to assist with energy efficiency. Proximity to medical facilities, shopping, restaurants, and grocery stores, with easy access to US 27 and I-4. The community is noted for having a low HOA fee and no CDD.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Hector Figueroa (939-241-0047)
2414 AVENUE A TER NW, WINTER HAVEN, FL 33880
$1,900280 Days on yellowkey MLS ID: L4955978
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1456 Built: 1955Community: Haven HomesSingle Family
Remarks: ~Charming 3/2 Winter Haven Residence Offered for Lease~ Just steps away from Lake Deer, this home features a neutral color scheme throughout, bonus room that could be used as a 4th bedroom/office/media room, beautiful galley style kitchen with granite counters, stainless steel appliances and wood cabinetry, generous sized rooms, inside utility/laundry room, sizeable fenced yard, shed and a one-car carport. Convenient to all that Winter Haven has to offer!
Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)
Listing Agent: Andrea Muzzy (863-430-1733)
1705 3RD ST NW #A, WINTER HAVEN, FL 33881
$1,65042 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)
1993 SARAH ST, WINTER HAVEN, FL 33884
$1,99833 Days on yellowkey MLS ID: O6410479
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 2025Community: Peace Crk ReserveSingle Family
Remarks: Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom floor plan, designed for effortless living and entertaining. The open-concept layout features a gorgeous kitchen with a center island, solid surface countertops, and brand-new stainless steel appliances, seamlessly flowing into a cozy café space and a bright, airy family room. Host gatherings with ease or unwind in your private owner’s suite, complete with a serene bedroom, a spa-like bathroom, and a roomy walk-in closet. Three additional bedrooms and a sleek second bathroom provide ample space for family or guests. Everything is included – from the oversized tile flooring in wet areas to the low-maintenance finishes that blend style and practicality. Step outside to your huge backyard, a blank canvas for gardening, play, or future upgrades. Peace Creek Reserve has a tranquil, nature-inspired lifestyle with amenities like a resort-style pool, playground, and scenic walking trails along a peaceful creek. Enjoy the charm of a safe, tight-knit community with the convenience of city living. Winter Haven’s bike paths, lakeside parks, and vibrant downtown ensure there’s always something to explore. This home combines modern luxury with small-town warmth. Don’t miss your chance to live in one of Winter Haven’s most desirable neighborhoods.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.