Location: Winter Haven , 33881
Do Not Show Listings
3022 HICKORY ST NW, WINTER HAVEN, FL 33881
$1,90033 Days on yellowkey MLS ID: A4687467
REDUCED by $100 (5.0%) on 04/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1602 Built: 1955Community: Biltmore ShoresSingle 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 incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that make this property stand out in today’s market. Major Upgrades Include: Brand-new roof – big-ticket item already done, New HVAC system + thermostat – energy-efficient comfort year-round, New water heater, New pool pump & chlorinator – easy, low-maintenance swimming, New laundry units included, New front exterior doors, Expansive driveway with ample parking The private in-ground pool creates your own backyard oasis, while the oversized lot gives you room to expand, build an outdoor kitchen, add a firepit, store boats or recreational toys, or design the ultimate entertaining space. With no mention of restrictive HOA, this property offers flexibility buyers are searching for. Located in the heart of Winter Haven, you’re minutes from everything that makes this area one of Central Florida’s hidden gems. Boat lovers and anglers will love being near Gene’s Lakeside Marina with access to the famous Chain of Lakes — featuring over 50 interconnected lakes perfect for boating, fishing, and waterfront dining. Spend weekends exploring local farmers markets, golfing at one of nine nearby courses, or making family memories at LEGOLAND Florida Resort. Winter Haven is known as the Water Ski Capital of the World and offers a thriving, growing community atmosphere with exciting development underway — including a new hospital opening December 2025, further strengthening property values and long-term investment potential. If you’ve been searching for: • Florida pool home • Move-in ready home in Winter Haven • Large lot property • Investment opportunity in Central Florida • No-fuss upgrades already completed • Close to lakes & boating This is the one. Schedule your private showing today — homes with this many upgrades, a pool, and this location do not last.
Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)
Listing Agent: Ashlee Morrell (941-740-9134)
502 WINTER TER #121, WINTER HAVEN, FL 33881
$1,5501 Day on yellowkey MLS ID: S5148336
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1995Community: Winter Ridge CondoCondo
Remarks: The community of Winter Ridge Condos has a lot to offer: Swimming pool, club house and private boat dock on lake Smart. This tranquil community is everybody's dream to enjoy and relax. this bright and inviting condo features 2 large bedrooms and 2 bathrooms. An open layout living/dinning combo and abundant natural light, Conveniently located near shopping, dining, and major roadways, this well-kept unit is perfect for comfortable living.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Luz Solano (217-853-2424)
1550 11TH ST NE #G3, WINTER HAVEN, FL 33881
$1,3752 Days on yellowkey MLS ID: P4938529
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.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
2410 HARTRIDGE POINT DR W, WINTER HAVEN, FL 33881
$2,5003 Days on yellowkey MLS ID: P4938525
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2583 Built: 1983Community: Hartridge Pointe CondoSpa: NoCondo
Elementary School: Walter Caldwell Elem
Middle School: Westwood Middle
Remarks: Wide open views of Lake Hartridge (Chain of Lakes) draw you straight through the living space and out to an oversized 11x25 screened lanai, setting the tone the moment you step inside! This isn’t your typical condo layout; it’s designed to maximize water views from both levels. This 3-bedroom, 3-bath home features a unique two-story layout that delivers both space and functionality. The main level offers an open living and dining area centered around a decorative stone fireplace, flowing seamlessly into a true chef’s kitchen—complete with abundant cabinetry, generous counter space, a center cooking island, and a breakfast bar. Also on this level is a well-positioned bedroom, a separate full guest bath, a 6x6 storage closet, and direct access to the 2-car garage with additional storage space. Downstairs, the primary suite is positioned to capture even more of those lake views, with direct access to a second 11x25 screened lanai—same impressive size, just steps closer to the water. Just off the suite is a versatile flex space with built-in shelving, ideal for a home office, second living area, or fitness setup, along with a large under-stair storage closet. An additional bedroom, full bath, and a separate laundry room complete the lower level, offering a layout that truly works for everyday living. Tile flooring runs throughout most of the home, with carpet in select bedrooms for added comfort. Rent includes Spectrum Signature Select cable (150+ channels with two cable boxes) and Spectrum Internet Ultra (500 Mbps). Lawn care is covered, keeping things simple and low maintenance. Residents also enjoy access to the community pool and dock, just steps from the water. If you’re looking for something that actually stands out, with real space and true Chain of Lakes views from both levels, this one delivers.
Listing Agent: Carlee Marchetti (863-258-3338)
3110 AVENUE U NW, WINTER HAVEN, FL 33881
$2,1003 Days on yellowkey MLS ID: K4903434
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1958Community: InwoodSingle Family
Remarks: Spacious and nicely updated 4-bedroom, 2-bath rental home, perfect for families or those who love extra space! This home boasts modern improvements throughout, offering comfort and style. The huge, fully fenced backyard provides privacy and security, complete with a convenient double gate for easy access. Whether you’re hosting gatherings, enjoying outdoor activities or simply relaxing, this property is designed to meet your needs. Don’t miss the chance to call this beautiful home yours!
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
361 WINTER RIDGE BLVD #361, WINTER HAVEN, FL 33881
$1,55050 Days on yellowkey MLS ID: O6388844
REDUCED by $50 (3.1%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 2000Community: Winter Ridge CondoCondo
Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.
Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)
Listing Agent: Alvaro Molina (407-839-9731)
3180 ROYAL TERN DR, WINTER HAVEN, FL 33881
$2,25068 Days on yellowkey MLS ID: S5144149
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2020Community: Lakeside Lndgs Ph 3Single Family
Remarks: Beautiful 4 bedroom home in the heart of Winter Haven. You'll find tile throughout living areas, spacious bedrooms, an open concept, a covered rear porch and a large yard fully fenced. Lawn maintenance included for a more relaxed living! Quiet community with pool and amenities to enjoy. Close to Davenport, Haines City, and only 28 miles to 192 in Kissimmee! Schedule your tour today and you can call this your home this Spring!
Listing is courtesy of: MERCEDES INVESTMENTS LLC (321-402-6726)
Listing Agent: Jennifer Arguello (321-402-6726)
729 CRESTWOOD DR, WINTER HAVEN, FL 33881
$1,5505 Days on yellowkey MLS ID: R4911103
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1156 Built: 1960Community: CrestwoodSingle Family
Elementary School: Inwood Elem
Remarks: This 3-bedroom, 1-bathroom home at 729 Crestwood Dr in Winter Haven offers a comfortable and practical living space in a quiet, cozy community. Featuring hardwood floors throughout, the home provides a clean, classic feel that’s easy to maintain. A dedicated laundry room includes washer and dryer hookups for added convenience. Step outside to a spacious backyard complete with a storage shed—perfect for keeping tools, equipment, or seasonal items organized. Conveniently located near local amenities, this home offers both comfort and accessibility. Section 8 vouchers are welcome.
Listing is courtesy of: CORA PROPERTIES LLC (863-651-2139)
Listing Agent: Jaquis Mccullough (863-651-2139)
4819 SUMMERFIELD CIR, WINTER HAVEN, FL 33881
$1,800131 Days on yellowkey MLS ID: O6366521
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 2016Community: Country Club EstatesSingle Family
Remarks: Super Cute Home features 4 bedroom, 2 bath, 2 car garage home, located in Country Club Estates. Freshly painted a neutral color, tile in living areas and brand new LVP in bedroom. Living room kitchen combo, great for family time. Call today for a showing!
Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)
Listing Agent: Ronald Gentile (407-247-0849)
304 AVENUE P NW, WINTER HAVEN, FL 33881
$2,2006 Days on yellowkey MLS ID: P4938515
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2820 Built: 2021Community: Harrington A B SubHalf Duplex
Remarks: This fully furnished 3-bedroom, 2-bath duplex unit on Avenue P in Winter Haven delivers easy, stylish living in a fantastic location. The bright, open layout creates a welcoming feel from the moment you step inside, with a comfortable living area, a well-equipped kitchen, and spacious bedrooms designed for everyday convenience. Both bathrooms are modern and practical, and the fully furnished setup makes moving in effortless. Situated close to shopping, dining, parks, and major roadways, this home offers a vibrant blend of comfort and accessibility right in the heart of Winter Haven.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
3101 AVENUE V NW #3107, WINTER HAVEN, FL 33881
$1,2506 Days on yellowkey MLS ID: S5148303
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1986Community: Inwood Un #4Apartment
Remarks: Beautiful apartment with balcony in Winter Haven FL Apartment For Rent - Move In Ready! MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. This first-floor unit has tile throughout, features a cozy kitchen with complete appliances that include refrigerator, exhaust hood, stove and clean crisp cabinets, washer and dryer hookups, private balcony, vaulted ceilings and so much more. Unit is equipped with Central A/C.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
1019 GOTTHARD PASS DR PASS, WINTER HAVEN, FL 33881
$2,00054 Days on yellowkey MLS ID: S5144857
REDUCED by $100 (4.8%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2023Community: Lake Lucerne IiSingle Family
Elementary School: Chain O Lakes Elem
High School: Chain of Lakes Collegiate High
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)
1125 EVERGREEN CT, WINTER HAVEN, FL 33881
$1,790149 Days on yellowkey MLS ID: R4910307
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 3654 Built: 2012Community: Buckeye HeightsTownhouse
Remarks: This beautiful 3-bedroom, 2.5-bath townhouse is now ready for its next occupants! This home features hardwood flooring in the common areas and a spacious living room perfect for relaxing or entertaining. The kitchen offers wide countertops and comes fully equipped with all the appliances you need for everyday convenience. Upstairs, the master bedroom includes an ensuite with both a bathtub and a separate shower, ensuring comfort and luxury. You'll also get two additional bedrooms that share access to a full bathroom with a bathtub for added flexibility. This house is nestled in the heart of the quiet and welcoming community of Evergreen, where you'll have access to amenities designed to enhance your lifestyle like a community pool, a club house and a dog park. Its central location provides easy access to local shopping, dining, and entertainment options. Apply today before the end of December and get an exclusive 40 discount on your first month's rent!
Listing is courtesy of: BULL PROPERTY MANAGEMENT (407-792-6778)
Listing Agent: Mohamed Souissi (407-792-6778)
140 AVENUE W NW #3, WINTER HAVEN, FL 33881
$1,10083 Days on yellowkey MLS ID: L4958961
REDUCED by $200 (15.4%) on 04/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1974Community: Florence Citrus Growers Assn SubApartment
Remarks: One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer. Ideal for tenants seeking affordability, convenience, and central location. Available for immediate occupancy!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
140 AVENUE W NW #2, WINTER HAVEN, FL 33881
$1,10084 Days on yellowkey MLS ID: L4958973
2000 15TH CT NW #23, WINTER HAVEN, FL 33881
$1,3957 Days on yellowkey MLS ID: S5148225
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Blount & Whitledge SubApartment
Remarks: Apartment For Rent - Move In Ready! MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. This second (2nd) floor unit comes with all stainless steel kitchen appliances, in unit washer/dryer, new tile backsplash, new countertops and tile flooring throughout. This unit is freshly painted and all fixtures have been replaced. Unit offers a view to the inground community pool. Laundry facilities located on site. Other amenities are currently being installed and will be available for tenant use such as Dog Park and picnic area. Property is located a short distance to your local Publix Super Market as well as to the Winter Haven Hospital, Short drive to Downtown Winter Haven and many more shopping centers and restaurants for your convenience.
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,30096 Days on yellowkey MLS ID: S5142251
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!
2854 LAKE ALFRED #6, WINTER HAVEN, FL 33881
$79510 Days on yellowkey MLS ID: O6400181
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. Water/Garbage/Sewer included in Rent. The home has new bathroom, new fixtures, new flooring and freshly painted. $50.00 additional monthly rent 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)
1309 26TH ST NW, WINTER HAVEN, FL 33881
$1,950195 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)
2500 21ST ST NW #31, WINTER HAVEN, FL 33881
$1,69553 Days on yellowkey MLS ID: P4938059
REDUCED by $5 (0.3%) on 04/17/2026
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)
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