Location: Winter Haven
Do Not Show Listings
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,975Listed 04/02/2026 4:14PM MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
1313 DIEGO TER #In-Law Suite, WINTER HAVEN, FL 33884
$1,47536 Days on yellowkey MLS ID: O6385566
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Chain O Lakes Elem
High School: Bartow High
Middle School: Bartow Middle
Remarks: One or more photo(s) has been virtually staged. For Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First month’s rent + security deposit required at move-in Application Fee: $50 (non-refundable) Maximum Occupancy: 2 persons Parking: Street parking Amenities: Enjoy access to the community pool and playground area Additional Information: Pets: No pets allowed. This suite is perfect for someone seeking a peaceful home with easy access to main roads in winter haven. Interested? Contact us today to schedule a viewing or to request more information.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Andrea Jastemski (813-516-0865)
2214 Ave B SW SW 2214 AVE B SW, WINTER HAVEN, FL 33880
$1,775Listed 04/02/2026 5:51PM MLS ID: S5146974
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1957Community: Lathers Grove Sub Pb 37 Pg 17Single Family
Elementary School: Wahneta Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Sylvain Sara (727-623-5327)
1116 TYLER LOOP, WINTER HAVEN, FL 33884
$2,200Listed 04/02/2026 3:20PM MLS ID: O6395894
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 2026Community: Peace Crk ReserveSingle Family
Remarks: Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space. Spacious bedrooms and well-appointed bathrooms provide a relaxing retreat, while the private outdoor space offers room to unwind or host gatherings. Residents also enjoy access to desirable community amenities, which include a resort-style pool, clubhouse, playground, and beautifully maintained common areas that enhance the neighborhood’s appeal. With Lennar’s signature attention to detail and included upgrades, this home delivers exceptional value, convenience, and a move-in-ready experience.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: Julien Silva (352-348-9219)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,650Listed 04/02/2026 2:49PM MLS ID: L4960800
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)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,900Listed 04/02/2026 2:47PM MLS ID: O6395877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1993Community: Crystals LandingSingle Family
Remarks: Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The kitchen is designed for both functionality and style, offering a counter-height breakfast bar, movable island, oak cabinetry, two pantries, and ample counter space. The generously sized bedrooms provide comfort and flexibility, while additional features include upgraded ceiling fans, pull-down attic access, a lawn irrigation system, and a fully fenced backyard for added privacy. Conveniently located near Legoland, shopping, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss this opportunity. Schedule your showing today!
Listing is courtesy of: FHG REALTY, LLC (407-505-7600)
Listing Agent: Jeff Inman (407-505-7600)
1019 GOTTHARD PASS DR, WINTER HAVEN, FL 33881
$2,00029 Days on yellowkey MLS ID: S5144857
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2023Single Family
Remarks: Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience. Vacant and move-in ready. Easy to show. Exceptional value for the area This home won’t last long! Schedule your private showing today and secure this amazing rental before it’s gone!
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Maria Del Villacis (786-200-1063)
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,79914 Days on yellowkey MLS ID: L4960415
INCREASED by $39 (2.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 1966Community: Spirit Lake SubSingle Family
Elementary School: Lake Shipp Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
2702 ROCHELLE DR, WINTER HAVEN, FL 33881
$1,97536 Days on yellowkey MLS ID: P4937784
0 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Lake Rochelle EstatesSingle Family
Remarks: HOME IS REALTY BEAUTIFUL WIDE OPEN FLOOR PLAN. VAULTED CEILING IN PART OF HOME. A MUST TO SEE.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
1341 AVENUE S NW, WINTER HAVEN, FL 33881
$1,8958 Days on yellowkey MLS ID: L4960493
REDUCED by $55 (2.8%) on 04/02/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1566 Built: 1959Community: Stately OaksSingle Family
Remarks: 4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
7903 WATERVIEW WAY #7903, WINTER HAVEN, FL 33884
$1,650101 Days on yellowkey MLS ID: P4936543
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Garden Villas Condo Ph 01Condo
Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
530 SHORT LN, WINTER HAVEN, FL 33881
$2,2001 Day on yellowkey MLS ID: O6395480
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2254 Built: 2022Community: Inman Grvs Ph 1Single Family
Remarks: LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant, Legoland is only 10 minutes away, call to schedule a showing.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
1458 AUSTIN ST, WINTER HAVEN, FL 33884
$2,10020 Days on yellowkey MLS ID: TB8486395
REDUCED by $50 (2.3%) on 04/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Welcome to Peace Creek Reserve! This like-new Atlanta Plan home offers exceptional space and modern living with 4 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and a beautifully designed kitchen with a large quartz island, stainless steel appliances, ample counter space, and a generous pantry—perfect for everyday living and entertaining. Sliding glass doors lead to a private backyard with serene views, ideal for relaxing and enjoying the peaceful surroundings. Tile flooring runs throughout the main living and wet areas for easy maintenance. Upstairs, you’ll find a versatile loft, a convenient laundry room, and a spacious owner’s retreat with dual vanities, a large walk-in shower, and a walk-in closet. Three additional bedrooms provide plenty of space for family, guests, or a home office. Situated on a peaceful lot with no rear neighbors overlooking a dry pond, this home offers added privacy and tranquil views—a rare find in the community. Located in the master-planned community of Peace Creek Reserve in Winter Haven, known as the Chain of Lakes City with 26 connected lakes, you’ll enjoy nearby shopping, dining, and scenic bike paths while still experiencing a charming small-town atmosphere. Move-in ready! Don’t miss this opportunity to rent a beautiful home in a highly desirable community.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Shira Bhagavatula (813-533-6467)
258 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,15027 Days on yellowkey MLS ID: S5145223
REDUCED by $140 (6.1%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 2020Community: Lucerne Park ReserveSingle Family
Remarks: Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms feature carpet flooring. The open-concept layout includes a large kitchen island, perfect for entertaining and everyday living.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Ruth Romero (954-687-7155)
211 TURTLE BAY AVE, WINTER HAVEN, FL 33881
$1,95031 Days on yellowkey MLS ID: O6386902
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1604 Built: 2025Community: Harbor At Lake HenryTownhouse
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Be the first to live in this brand new townhouse located in growing Winter Haven. The home features 4 comfortable bedrooms which one is located on the first floor alongside with a guest half bath. you'll also appreciate the open floorplan with a beautiful modern clean kitchen Samsung stainless steel appliances and light floors to make your living space spacious and elegant. Washer / dryer are included.and living in this unit requires zero maintenance. The patio has a closest space which is great for storage and you also won't need to worry about any rear neighbors. Its location off 27 offers tons of shopping, super markets, hospitals and right around the corner you'll have port 27, great for entertainment and beautiful dining options. APPLY TODAY!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Andrea Munoz (321-442-7942)
2227 9TH ST SE, WINTER HAVEN, FL 33880
$94916 Days on yellowkey MLS ID: L4960324
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1971Apartment
Remarks: Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
2500 21ST ST NW #31, WINTER HAVEN, FL 33881
$1,70028 Days on yellowkey MLS ID: P4938059
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1184 Built: 1975Community: Casa Del Sol Condo Village Ph 01Townhouse
Remarks: Modern 2-Bed, 2.5-Bath Townhome in Desirable Casa del Sol... Step into comfort and convenience in this beautifully designed two-story end unit townhome, perfect for professionals seeking a stylish, low-maintenance lifestyle. Downstairs Living: Formal living room ideal for relaxing or entertaining, Convenient guest half bath, Bright kitchen featuring refrigerator, range, microwave, dishwasher, and breakfast bar, Spacious family/dining room combination that opens to a private screened back porch overlooking the community pool. Upstairs Retreat: Primary bedroom with ensuite bath (tub/shower combo), double built-in closets, and a peaceful screened balcony, Second bedroom with its own private ensuite bath (tub/shower combo), Laundry closet with stackable washer and dryer for added convenience, Additional Features: One-car garage with automatic opener, Private gated front patio entry. Rent includes water and trash collection. Community Amenities for Casa del Sol offers a welcoming community atmosphere with great amenities, including: Clubhouse and pool overlooking scenic Lake Idylwild, Additional centrally located community pool. Conveniently located between Winter Haven and Auburndale and just minutes from Winter Haven Regional Airport, this townhome offers both comfort and accessibility. Schedule your showing today and make Casa del Sol your next home.
Listing is courtesy of: FL REALTY (863-967-0096)
Listing Agent: Dorothea Bogert (863-967-0096)
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,4003 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)
319 AVENUE P NE, WINTER HAVEN, FL 33881
$1,65065 Days on yellowkey MLS ID: S5142582
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1946Community: Hess & Nagle SubSingle Family
Remarks: REDUCE FOR APRIL MOVE IN Welcome home to this beautifully updated, move-in-ready residence that blends modern finishes with easy, everyday living. Inside, you’ll find a bright, new floorings, fresh paint throughout, and a thoughtfully updated kitchen with sleek quartz countertops, and new kitchen cabinets. The open, functional layout offers comfortable living spaces and convenient washer/dryer hookups, while the backyard provides a private outdoor retreat ideal for relaxing, entertaining. Located just minutes from Downtown Winter Haven, the Chain of Lakes, shopping, dining, and entertainment, plus easy access to LEGOLAND and major Orlando attractions, this property delivers both convenience and lifestyle appeal. Easy to Qualify!!
Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)
Listing Agent: Veronica Castro Ramos (407-800-7800)
3832 GIORGIO DR, WINTER HAVEN, FL 33884
$1,9002 Days on yellowkey MLS ID: S5146822
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 2024Community: Villamar Ph 6Single Family
Remarks: Appointment Only, Combination Lockbox, See Remarks, Use ShowingTime Button
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniela Leal Castro (407-219-2183)
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