Location: Winter Haven
Do Not Show Listings
1343 BENEVENTO DR, WINTER HAVEN, FL 33884
$2,00013 Days on yellowkey MLS ID: O6413294
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 2020Community: Villamar Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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
$2,10013 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)
2414 AVENUE A TER NW, WINTER HAVEN, FL 33880
$1,900271 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)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,44975 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
High School: Winter Haven Senior
Middle School: Denison Middle
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
$2,30014 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)
208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL 33880
$1,70047 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
$1,65064 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
$1,58515 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)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$1,20060 Days on yellowkey MLS ID: S5148060
REDUCED by $300 (20.0%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971Community: Orchid Spgs Vill 100 CondoSpa: NoCondo
Remarks: Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
2854 LAKE ALFRED #6, WINTER HAVEN, FL 33881
$77560 Days on yellowkey MLS ID: O6400181
REDUCED by $10 (1.3%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1969Manufactured Home
Remarks: Check out this awesome 1 bedroom, 1 bathroom remodeled mobile home. The home sits on the corner lot with private parking, covered patio and washer/dryer hookups. The home has new bathroom, new fixtures, new hot water heater, new roof, new flooring and freshly painted. Additional of $50.00 is required for water, sewer, garbage, and lawncare. Resident pays electric Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and additional rent is required for an approve pet . Failure to report any animal intended for residency will invalidate your application and immediately terminate your lease if you are selected. YOU MUST TOUR THE PROPERTY PRIOR TO SUBMITTING AN APPLICATION. Application Process: You will be required to submit the following when you fill out your application: Driver's License/State ID, Income Verification, and pictures, if any, of your pet. This must be done when you apply in order to proceed with your application. APPLICATION FEES ARE NON-REFUNDABLE AND APPLY TO EVERYONE 18+ YEARS OR OLDER. We check: Credit (rental collections and utility collections are red flags) Rental history Employment Background (extent determined by HOA requirements) Gross income must meet or exceed 3 times the monthly rent to qualify for the property you are interested in. Example-Applicant must be able to prove $3000 gross income (verifiable) in order to qualify for home that rents for $1000 a month. What is provable income? A copy of your last pay stub or a letter from your employer will help in determining your income. Sometimes copies of your bank statement or your tax return, W2 forms or 1099 forms are necessary as well. Types of income include, Child Support, Spousal Support, SSI, Retirement and/or Disability, Wages, Parental Support and Student Financial Aid. ALL APPLICATIONS ARE SUBJECT TO OWNER APPROVAL!
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
1019 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884
$1,65086 Days on yellowkey MLS ID: L4960465
REDUCED by $50 (2.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1977Community: Garden Grove South Ph 1 And 2Single Family
Elementary School: Garden Grove Elem
Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Donna Williams (863-701-3663)
2025 SAN MARCOS DR SE #27, WINTER HAVEN, FL 33880
$1,20096 Days on yellowkey MLS ID: P4938089
REDUCED by $100 (7.7%) on 05/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 792 Built: 1984Community: Park LakeApartment
Remarks: Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Marisol Padilla (863-604-7252)
1172 TYLER LOOP, WINTER HAVEN, FL 33884
$1,40017 Days on yellowkey MLS ID: O6412037
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 600 Built: 2023Community: Peace Creek Reserve 50SSingle Family
Elementary School: Wahneta Elem
Remarks: Beautiful and fully equipped In-Law Suite with a private, independent entrance located within a Main House, which has its own separate entrance and is rented separately. This one-story suite offers a comfortable and functional layout, featuring modern finishes, quartz countertops, newer appliances, upgraded lighting, and ceiling fans. Enjoy a cozy living space with access to a fenced backyard and covered patio area. Located in Peace Creek Reserve, residents benefit from a community pool, playground, and convenient proximity to schools, shopping, dining, and recreation.
Listing Agent: Rhansel Acevedo Rodriguez (407-668-0143)
$2,20017 Days on yellowkey MLS ID: O6411165
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1509 Built: 2024Community: Peace Creek Reserve 50SSpa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Spacious one-story home for rent featuring 3 bedrooms, 2 full bathrooms, and an office. The home includes quartz countertops, newer appliances, upgraded lighting, ceiling fans, and a fenced backyard with a covered patio. The property also features an In-Law Suite with its own private, separate entrance, which is rented separately. Located in Peace Creek Reserve with access to a community pool, playground, and nearby schools, shopping, and dining.
2029 CARROLL LN., WINTER HAVEN, FL 33880
$2,50018 Days on yellowkey MLS ID: S5150858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2097 Built: 2024Single Family
Remarks: Welcome to this stunning new-construction home (2024), situated in the highly sought-after community of Sutton Preserve in Winter Haven. This beautifully designed single-story residence features a spacious open floor plan comprising 4 bedrooms and 3 bathrooms—including a spacious primary suite highlighted by a large walk-in closet and private en-suite bath. Enjoy a modern kitchen equipped with quartz countertops, brand-new stainless steel appliances, and generous storage space. The split-bedroom layout ensures both privacy and functionality, with abundant natural light filling every living area. A fully fenced backyard offers ample space and security to meet all your needs. Additional features include large walk-in closets in several bedrooms and a two-car garage. Conveniently located just minutes from LEGOLAND, as well as local shops, restaurants, and the area's major attractions.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marilin Lugo (407-285-6145)
4981 KAIA AVE, WINTER HAVEN, FL 33884
$1,87549 Days on yellowkey MLS ID: O6400860
REDUCED by $25 (1.3%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 2025Community: Villamar Ph 6 & 6DSingle Family
Remarks: Welcome to this beautiful brand new property in winter I am pleased to introduce a wonderful opportunity located at , Winter Haven. This 3-bedroom, 2-bathroom property was recently built in 2025 and offers a modern living space in a prime location. The home is ideally situated close to Highway 27, providing easy access to major commuting routes while remaining conveniently located near a variety of local stores and amenities. Come see this beauty for yourself.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jorge Barcelo (407-267-8415)
161 GREENVIEW DR #161, WINTER HAVEN, FL 33881
$2,10056 Days on yellowkey 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)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,200146 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 Agent: Manuel Paredes (407-840-2272)
730 W CENTRAL AVE, WINTER HAVEN, FL 33880
$1,10048 Days on yellowkey MLS ID: TB8503264
REDUCED by $50 (4.3%) on 05/30/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 8232 Built: 1920Community: Lake AddApartment
Remarks: Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewer, and trash adding even more value and ease to your living experience. $75 App fee/adult, $300 non-refundable pet fee per pet, security deposit equal to one month's rent, $75 tenant annual processing fee per household after acceptance, renters insurance required.
Listing is courtesy of: DENNIS REALTY PROPERTY MGMT. (813-949-7444)
Listing Agent: Kelly Lamplugh (610-999-8687)
3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881
$2,10018 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
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)
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