Displaying: For Rent
Location: Winter Haven
Property Type(s): Single Family
Price: $1,500 to $1,999
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Winter Haven - 38 properties found
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,64946 Days on yellowkey MLS ID: L4960415
0 Days Off yellowkey (back on 4/22/2026)
REDUCED by $100 (5.7%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 1966Community: Spirit Lake SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Lake Shipp Elem
High School: Lake Region High
Tax Year:
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
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
606 HOLT CIR, WINTER HAVEN, FL 33880
$1,70028 Days on yellowkey MLS ID: P4938363
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1973Community: Jan Phyl VillageSingle Family
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,97532 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Elementary School: None
High School: None
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 (888-883-8509)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
319 22ND ST SW, WINTER HAVEN, FL 33880
$1,80017 Days on yellowkey MLS ID: O6400245
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1955Community: West Winter HavenSingle Family
Remarks: This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and dryers. The backyard is massive and has plenty of room to store boats, trailers or an RV. The rear yard is also fully fenced for pets. Don't wait and miss out on this opportunity to make this your next home!!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
1993 SARAH ST, WINTER HAVEN, FL 33884
$1,99823 Days on yellowkey MLS ID: O6398293
REDUCED by $52 (2.5%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1845 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. Available May 1st.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
1309 26TH ST NW, WINTER HAVEN, FL 33881
$1,950202 Days on yellowkey MLS ID: O6352228
REDUCED by $150 (7.1%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1687 Built: 2024Community: InwoodSingle Family
Remarks: One or more photo(s) has been virtually staged. For Lease | Brand New Construction | No HOA Welcome home to this brand-new 2024 build located from walking distance from Lake Cannon in beautiful Winter Haven, Florida! This stunning 3-bedroom, 2-bathroom home offers modern finishes, spacious living, and a layout designed for comfort and style. Step inside and fall in love with the bright open floor plan featuring high 12-foot ceilings, elegant laminate flooring throughout (no carpet!), and ceiling fans for added comfort. The chef’s kitchen is a true showstopper — complete with brand-new stainless steel appliances, a large center island, granite countertops, and ample cabinet space, including a spacious pantry perfect for all your kitchen essentials. The primary suite offers a peaceful retreat with a barn door entrance to the luxury ensuite bathroom, featuring a standalone soaking tub, glass-enclosed walk-in shower, and dual vanities for convenience. You’ll also love the spacious walk-in closet providing plenty of storage. For added convenience, this home comes fully equipped with a washer and dryer, making move-in a breeze. Outside, enjoy the benefits of no HOA — perfect for tenants with a boat or recreational vehicles. Lake Cannon is just a short walk away, offering a scenic trail ideal for morning jogs, walks with friends, or relaxing nature views. Located near major highways including US-92, SR-540, and Polk Parkway, this home offers easy access to schools, shopping, and dining. Nearby schools include Fred G. Garnier Academy, Westwood Middle School, and Winter Haven Senior High School. This family friendly property truly has it all — luxury, location, and lifestyle. Don’t wait any longer — come see your beautiful new home in Winter Haven today!
Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)
Listing Agent: Wendy Aldana Llc (510-316-6968)
620 REFLECTIONS LOOP, WINTER HAVEN, FL 33884
$1,750215 Days on yellowkey MLS ID: O6348886
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1489 Built: 1998Community: Reflections East Ph 01Spa: NoSingle Family
Elementary School: Chain O Lakes Elem
Remarks: Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring, adding a touch of elegance and ease of maintenance. The property also features a large yard, perfect for outdoor activities, and a two-car garage for your vehicles or extra storage. Plus, lawn service and interior pest control are included, providing you with a worry-free living experience. This home offers the perfect blend of comfort, convenience, and style. Don't miss out on this gem in Winter Haven! *Tenant must provide their own washer and dryer. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RENTERS INSURANCE REQUIRED $100K min liability coverage. Personal property coverage is not required.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
WINTER HAVEN, FL 33884
$1,90019 Days on yellowkey MLS ID: S5147918
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Bartow Elem Academy
High School: Bartow High
Middle School: Mclaughlin Academy Of Excellence
Remarks: Beautiful newly built home (2024) for rent in Winter Haven! This single-story property features 3 spacious bedrooms, 2 full bathrooms, plus a versatile den—perfect for a home office, playroom, or additional living space. The home offers a modern open-concept layout with plenty of natural light, contemporary finishes, and a fully equipped kitchen with all appliances included for your convenience. Enjoy the comfort of a 2-car garage and a thoughtfully designed floor plan ideal for everyday living. Located in a quiet, well-maintained community with amenities including a playground, pool and walking trails perfect for an active lifestyle.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carolina Bela (407-533-0035)
922 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$1,80021 Days on yellowkey MLS ID: O6398632
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 Agent: Leidy Marroquin Bello (321-408-1934)
3304 WHITE INDIGO RD, WINTER HAVEN, FL 33884
$1,81727 Days on yellowkey MLS ID: O6396884
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2026Single Family
Remarks: WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL! Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking & Nature Trails, Convenient to LEGOLAND Florida, Convenient to Lake Eloise Boat Ramp Access, New Appliances, New Window Treatment, Stainless Steel Appliances INCLUDED, Blinds INCLUDED, Washer and Dryer in Unit. The deposit amount is based upon the application results. Pets: OK - 1 Small only (up to 35 lbs.) (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $1,750.00 for the first 4 months, $1,850.00 for the remaining 8 months (Average: $1,817.00/mo). AVAILABLE: NOW
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Jay Myers (407-641-5782)
422 22ND ST SW, WINTER HAVEN, FL 33880
$1,60027 Days on yellowkey MLS ID: L4960848
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1961Community: West Winter Haven RepSingle Family
Elementary School: Inwood Elem
Remarks: FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
506 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
$1,75048 Days on yellowkey MLS ID: S5145912
REDUCED by $45 (2.5%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 2023Community: Eagle Lndg Ph ISingle Family
Remarks: Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining Room. Ceramic Tile in Wet and Common Areas. Bedrooms are Carpet. Primary Bedroom features large walk-in closet and ensuite Bathroom features walk in shower. Relax on the Back Lanai. Two Car Garage. No Rear Neighbors. Washer and Dryer are convenience only. Lawn Care is Tenant Responsibility. No pets allowed at this time. Convenient to Shopping, Restaurants, and so much more! Don't miss out - Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services.
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
2214 Ave B SW SW 2214 AVE B SW, WINTER HAVEN, FL 33880
$1,77532 Days on yellowkey 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
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)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,90032 Days on yellowkey 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 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884
$1,70043 Days on yellowkey MLS ID: L4960465
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1662 Built: 1977Community: Garden Grove South Ph 1 And 2Single Family
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)
44 SAINT KITTS CIR, WINTER HAVEN, FL 33884
$1,850 MLS ID: S5144922
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1996Community: Planters Walk Ph 03Single Family
Remarks: Now available for rent in desirable Planter’s Walk! This beautifully updated 3-bedroom, 2-bath home features ceramic tile flooring throughout, a remodeled kitchen with quartz countertops and new cabinets, vaulted ceilings, and a spacious open layout filled with natural light. Enjoy a large Florida room, screened porch, and a fully fenced backyard with shed—perfect for relaxing or entertaining. Two-car garage, large driveway, and a prime Southeast Winter Haven location just minutes from LEGOLAND, shopping, dining, and major highways. Move-in ready and waiting for you!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Manny Quiros (863-221-3036)
1756 2ND ST NE, WINTER HAVEN, FL 33881
$1,600277 Days on yellowkey MLS ID: P4935670
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 626 Built: 1938Community: Maud MeadowsSingle Family
Elementary School: Frank E. Brigham Academy
Remarks: VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the backyard provides peace of mind and privacy. A wooden picnic bench and table add convenience for enjoying your morning coffee or relaxing outdoors. Inside, enjoy a cozy open floor plan filled with natural light. Recent updates include: new appliances, tankless water heater, roof with decking, plumbing, electrical, wood cabinets, and quartz countertops. All major systems have been updated—this is a true turnkey home! Utilities to be covered by the tenant. Do NOT wait, it will NOT last long! Contact us today to schedule a showing!
Listing is courtesy of: HUT TEAM REALTY (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
434 AVENUE C NE, WINTER HAVEN, FL 33881
$1,995299 Days on yellowkey MLS ID: P4935411
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1722 Built: 1920Community: Coker A B AddSingle Family
Remarks: Lovely older home with original hardwood flooring located near downtown Winter Haven. Fenced in yard great for kids or animals. Located half way between Tampa and Orlando.
Listing is courtesy of: BARON HOLDINGS REAL ESTATE LLC (863-651-1783)
Listing Agent: Steven Baron (863-651-1783)
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