Location: Winter Haven
Do Not Show Listings
1228 HAINES DR, WINTER HAVEN, FL 33881
$1,85039 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
1202 EAGLE POND DR #1202, WINTER HAVEN, FL 33884
$1,4502 Days on yellowkey MLS ID: L4962446
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2005Community: Eagle Pond CondoCondo
Remarks: Updated 2 bedroom 2 bath first floor end unit condo located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club. This unit has just undergone a professional interior paint job along with the installation of new laminate flooring. The country club amenities include access to the clubhouse with bar and grill, jr. olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
2001 SAN MARCOS DR SE #11, WINTER HAVEN, FL 33880
$1,3253 Days on yellowkey MLS ID: P4938907
REDUCED by $25 (1.9%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1984Community: Park LakeCondo
Remarks: A SPACIOUS GROUND FLOOR END UNIT NEAR FAST FOOD, SHOPPING & BUS LINE. UNIT HAS GAS RANGE & HOT WATER, PLUS GAS HEAT, READY TO MOVE IN NO AGE RESTRICTIONS. CLUB HOUSE & POOL WITH DOCK ON CHAIN OF LAKE.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
1550 11TH ST NE #G3, WINTER HAVEN, FL 33881
$1,32542 Days on yellowkey MLS ID: P4938529
REDUCED by $50 (3.6%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1974Community: Lake Buckeye CondoCondo
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind in the evenings after a long day. Conveniently located and ready for its next tenant, this charming unit has everything you need to settle in comfortably. Call today to schedule your private showing.
513 AVENUE J SE, WINTER HAVEN, FL 33880
$1,3503 Days on yellowkey MLS ID: K4903535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1956Community: Hackles AddHalf Duplex
Remarks: Well-maintained 2 bedroom, 1 bathroom duplex featuring terrazzo throughout and several recent updates. The home offers a functional layout with a bright living area, comfortable bedrooms, and easy-to-maintain finishes. Conveniently located near shopping centers, dining, and major employers. Ideal for commuters seeking a centrally located rental.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
103 4TH ST SE #A, WINTER HAVEN, FL 33880
$1,4753 Days on yellowkey MLS ID: K4903538
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1014 Built: 1940Community: Denison Heights Estates Rep PtHalf Duplex
Remarks: Spacious 2 bedroom, 1 bathroom duplex with tile flooring throughout and recent interior updates. Enjoy a functional floor plan with a welcoming living space, well-sized bedrooms, and easy upkeep. Located in the heart of downtown offering quick access to major roads, shopping, dining, and local attractions. Great option for those looking for comfort and accessibility.
1343 BENEVENTO DR, WINTER HAVEN, FL 33884
$2,0003 Days on yellowkey MLS ID: O6413294
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 2020Community: Villamar Ph 2Single Family
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in the highly sought-after Villamar community of Winter Haven. Built by Meritage Homes, this move-in-ready residence features a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The spacious kitchen overlooks the great room and showcases granite countertops, stainless steel appliances, ample cabinetry, and a large walk-in pantry. The desirable triple-split bedroom layout provides privacy and flexibility, with two secondary bedrooms and a guest bath near the front of the home, a separate fourth bedroom ideal for guests or a home office, and a private primary suite tucked away at the rear of the property. The primary retreat boasts dual vanities, a beautifully tiled walk-in shower, and a generous walk-in closet. Ceramic tile flooring flows throughout the main living areas, while the bedrooms provide the comfort of carpeting. Residents of Villamar enjoy outstanding community amenities, including a resort-style pool overlooking Crystal Lake, a playground, and convenient community mailboxes. Ideally located near shopping, dining, medical facilities, and LEGOLAND Florida Resort, with easy access to US Highway 27 for commuting to Orlando and surrounding Central Florida destinations. Don't miss this opportunity to own a beautiful home in one of Winter Haven's fastest-growing communities.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Jose Rojo (786-502-6162)
2102 CHRIS DR, WINTER HAVEN, FL 33884
$2,1003 Days on yellowkey MLS ID: O6413284
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2026Community: Peace Creek Reserve 50'SSingle Family
Elementary School: South Pointe Elementary
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Discover comfort and convenience in this beautiful 4-bedroom, 2-bathroom home located in the sought-after Peace Creek Reserve community of Winter Haven. This spacious residence features an open-concept floor plan with a modern kitchen overlooking the dining and living areas, creating the perfect space for everyday living and entertaining. The private primary suite offers a relaxing retreat with an en-suite bathroom and generous closet space. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the covered lanai and backyard space, ideal for relaxing outdoors. Conveniently located near shopping, dining, schools, major highways, and Winter Haven's Chain of Lakes. Lawn care may be included depending on lease terms. Schedule your private showing today and make this beautiful home your next residence.
Listing is courtesy of: NOSSA REALTY LLC (321-558-0990)
Listing Agent: Daniel Serpa (321-558-0990)
700 MIRROR TER NW #705, WINTER HAVEN, FL 33881
$1,5006 Days on yellowkey MLS ID: P4938774
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1970Community: Spring Lake TowersCondo
Remarks: FLORIDA LAKEFRONT (age 55+) CONDO FOR RENT, $1,500 PER MONTH. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT. NO SMOKING, & NO PETS ARE ALLOWED. APPLICATION FEE AND BACKGROUND CHECK AND MEETING WITH BOARD ARE REQUIRED. CREDIT CHECK FEE PAID BY TENANT. MONTHLY RENT AMOUNT INCLUDES ELECTRICITY, CABLE, INTERNET, WATER, SEWER, TRASH, USE OF RECREATIONAL FACILITIES & ONE ASSIGNED COVERED PARKING SPACE. This open floor plan has plenty of natural lighting, a beautiful lake view and is nicely furnished. The updated kitchen with stainless steel appliances has a pass-through to the dining area. The oversized bedroom easily accommodates a king-size bed, has an en-suite bathroom and a walk-in closet. The bonus room and Florida room provide additional living space along with a storage closet. This condo has a washer & Dryer for your convenience. The parking lot is well lit & cameras in use. After 7pm each day the elevator access is by use of the resident's key. Northgate Shopping Center with Publix grocery store is across the adjacent street. One assigned covered parking space is provided. The swimming pool, dock, library, fitness room, and laundry are located on the basement/lake level. The association occasionally offers activities if you wish to participate. Immaculate and well-managed condominium complex that has successfully completed the integrity inspections. The association & landlord must both approve the tenant. The Background check/application fees are non-refundable. Tenant and any visiting guest are required to abide by all association rules and restrictions. A boat slip may be available with approval and a yearly fee.
Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC (863-299-5878)
Listing Agent: Chris Goode (863-287-5454)
2414 AVENUE A TER NW, WINTER HAVEN, FL 33880
$1,900261 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)
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,82912 Days on yellowkey MLS ID: TB8512014
REDUCED by $24 (1.3%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2021Community: Kensington ViewSingle Family
Elementary School: Eagle Lake Elem
Remarks: Beautiful 3 Bedroom home welcomes you with spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths. Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kevin Watson (813-777-3586)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,44965 Days on yellowkey MLS ID: L4960800
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $50 (3.3%) on 05/28/2026
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)
6433 DOMIZIO DR, WINTER HAVEN, FL 33884
$2,3004 Days on yellowkey MLS ID: O6412555
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Villa Mar 40'SSingle Family
Elementary School: Pinewood Elem
Remarks: Spacious New 5-Bedroom Residence Available for Lease in Winter Haven Experience the comfort of a never-before-occupied home in one of Winter Haven’s growing residential communities. This newly completed two-story property offers an impressive combination of space, modern design, and everyday convenience, featuring five bedrooms, two full bathrooms, and a guest powder room. The thoughtfully designed layout provides generous living spaces that flow seamlessly from one room to another, creating an inviting environment for both entertaining and daily family life. Abundant natural light fills the interior through oversized windows, enhancing the home's bright and airy feel. At the heart of the home, the contemporary kitchen showcases quality craftsmanship with rich wood cabinetry, sleek stone surfaces, and a full package of stainless-steel appliances. Whether preparing weeknight meals or gathering with friends and family, this space is designed to accommodate both functionality and style. The primary bedroom serves as a relaxing retreat, offering ample space, a large walk-in wardrobe, and a well-planned layout for privacy and comfort. Secondary bedrooms are generously proportioned and feature built-in closet storage, providing flexibility for family members, guests, or home office needs. Additional features include an attached two-car garage, modern fixtures and finishes throughout, and the advantages of energy-efficient construction designed to help reduce utility costs while enhancing year-round comfort. Ideally positioned near shopping centers, restaurants, schools, and major transportation routes, residents will enjoy convenient access to everyday necessities while benefiting from the peaceful atmosphere of a residential neighborhood. This exceptional rental presents a rare opportunity to enjoy the benefits of a brand-new home with abundant living space, contemporary finishes, and a convenient Winter Haven location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli (321-444-8701)
3992 WARBLER DR, WINTER HAVEN, FL 33880
$1,75038 Days on yellowkey MLS ID: S5148815
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
$1,80031 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 2Townhouse
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)
208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL 33880
$1,70037 Days on yellowkey MLS ID: P4938603
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Community: Lake Howard TerraceCondo
Remarks: THIS IS A SUPER CLEAN CONDO. HASSLE-FREE OPEN KITCHEN THAT OPENS UP TO LIVING ROOM WITH EXPANSIVE VIEWS OF LAKE HOWARD AND THE TRAIL. WALKING DISTANCE TO ALL OF DOWNTOWN RESTAURANTS. BEAUTIFUL SUNSETS.
Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)
Listing Agent: Christopher Collany (863-412-2170)
922 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$1,65054 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)
1200 6TH ST NE, WINTER HAVEN, FL 33881
$1,5855 Days on yellowkey MLS ID: TB8514467
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1944Community: Shepard & Acree AddSingle Family
Remarks: Ask about our move in special ! Charming 3 bedroom home in Winter Haven featuring a large yard perfect for outdoor living, play, or weekend gatherings. Call today to view
Listing is courtesy of: PALM LEAF PROPERTY MANAGEMENT (813-616-6000)
Listing Agent: Jordan Clark (813-616-6000)
1050 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,1005 Days on yellowkey MLS ID: P4938891
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 2022Community: Estates/Lk FlorenceSingle Family
Elementary School: Elbert Elem
Remarks: Check out this LIKE NEW 2022-built home located in the desirable Estates of Lake Florence community in Winter Haven, just off Overlook Drive. This beautifully maintained 3-bedroom, 2-bathroom split floorplan home offers the perfect blend of style, space, and convenience. Inside, you'll find ceramic tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The sleek, modern kitchen features gray cabinetry, quartz countertops, a spacious integrated island, and a walk-in pantry—perfect for both everyday living and entertaining. The owner’s suite is tucked away at the back of the home, just off the kitchen and living room, and boasts a large walk-in closet and a beautifully appointed en suite bathroom. Custom noise-resistant windows in the master bedroom ensure peaceful rest and privacy. Smart home features elevate the living experience, including smart light switches compatible with Alexa and Google, a smart garage door opener with an exterior keypad for easy access, and a keyless smart lock on the front door. Ceiling fans are installed throughout the home for added comfort and energy efficiency. Situated on a massive .32-acre wedge lot, this property offers one of the largest yards in the community—a rare find in an HOA neighborhood. Landscaping service is included, making maintenance a breeze. Don’t miss your chance to live in a like-new home with premium finishes, cutting-edge smart features, and an expansive outdoor space. Available now—schedule your tour today!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
36 ENCLAVE DR, WINTER HAVEN, FL 33884
$1,990150 Days on yellowkey MLS ID: P4937445
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1532 Built: 1997Community: Cypresswood Enclave Ph 2Townhouse
Remarks: One or more photo(s) has been virtually staged. Corner - unfurnished unit @ The Enclave, located within the manned, gated Cypresswood Golf & Country Club in Winter Haven, Florida. This premier community features an 18-hole championship golf course designed by award-winning architect Ron Garl. The course is open 365 days a year, from sunrise to sunset. Residents enjoy access to outstanding amenities including a pro shop, wellness center, lounge, dining rooms, swimming pool, and tennis courts. Practice facilities include a driving range, putting green, and chipping green. The clubhouse is ideal for events and celebrations, accommodating up to 175 guests. The Enclave at Cypresswood Golf Course is conveniently located just off Dundee Road, near Dollar General, and only minutes from Win-Dixie on Highway 27. It’s a short drive to downtown Winter Haven and LEGOLAND®. Shopping and entertainment options abound: • Dollar General is just across the guardhouse. Winn-dixie just 1/4 mile from the guardhouse. • Approximately 5 miles to Eagle Ridge Mall, featuring Dillard’s, Regal Cinemas, a bowling alley, arcade, and food court. • About 15 miles to Posner Commons (Posner Park) in Davenport near I-4, offering major retailers such as Target, Best Buy, BJ’s Wholesale, popular restaurants like Chipotle and Five Guys, and Cinépolis IMAX, with ongoing mixed-use development. Property Features • Exterior and lawn maintenance included • Unfurnished corner unit • Open floor plan • Backs up to vacant land for added privacy • All appliances included Navigate a 3D Interactive Virtual Tour, 360 degree interactive aerial virtual tour with zoom in & out capabilities showcasing the property backing up to vacant land and view as far as the eyes can see. Walk through videos also available.
Listing is courtesy of: 3D TEAM REALTY LLC (863-604-3662)
Listing Agent: Jimmy Aguilar (863-604-3662)
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