Location: Winter Haven
Do Not Show Listings
2414 WILLOW WAY, WINTER HAVEN, FL 33881
$1,85024 Days on yellowkey MLS ID: S5150332
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1425 Built: 2024Community: Bount & Whitledge SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Modern Comfort Meets Style – Beautiful 2-Bed, 2.5-Bath Home in Winter Haven! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2414 Willow Way, a stunning and move-in-ready 2-bedroom, 2.5-bathroom home nestled in one of Winter Haven’s most desirable and fast-growing communities! Step into a bright and open floor plan designed for both relaxing and entertaining. The spacious living area flows effortlessly into a modern kitchen featuring sleek countertops, ample cabinet space, and stainless steel appliances—perfect for cooking up your favorite meals. Upstairs, you’ll find three generously sized bedrooms, including a private primary suite with a walk-in closet and en-suite bath. The additional bedrooms are ideal for family, guests, or a home office. With 2.5 baths, there’s plenty of space for everyone. Enjoy Florida living in the private backyard, perfect for weekend barbecues or morning coffee. This home also features an attached garage, indoor laundry, and plenty of storage throughout. Conveniently located near shopping, dining, schools, and major highways—everything you need is just minutes away! Don’t miss this opportunity to live in comfort and style—schedule your showing today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
332 AVENUE D SE, WINTER HAVEN, FL 33880
$1,80025 Days on yellowkey MLS ID: S5150205
REDUCED by $200 (10.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1977Community: Twin Oaks AddApartment
Remarks: This 2 bedroom 2 bathroom end unit is fully furnished with a modern flair. Renovated with new roof, energy efficient tankless water heater, paint, appliances & more. Featuring luxury vinyl floors throughout, granite countertops in the kitchen, both bathrooms feature renovated showers & tub, vanities & fixtures. This home is turnkey including all linens, electronics and kitchenware. The living room is spacious while offering a 75" smart TV and sectional couch. Master bedroom features a king size bed, large walk-in closet, 55" smart TV, en suite bathroom with shower/tub combo. The guest bedroom offers a queen size bed and 43" smart TV. The guest bathroom has a walk-in shower. This unit is equipped with a washer & dryer in the laundry closet. There is a private parking area onsite. Located close to hospitals, schools, shopping, restaurants and more.
Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)
Listing Agent: Kathryn Shevlin (407-414-7009)
368 KAYDEN CV, WINTER HAVEN, FL 33884
$2,29045 Days on yellowkey MLS ID: O6402509
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Peace Creek Reserve 40'SSingle Family
Elementary School: Wahneta Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and convenience. The bedrooms are generously sized, with a comfortable primary suite that includes a private bathroom and walk-in closet. Located in a well-maintained community, residents can enjoy amenities such as a resort-style pool, playground, and walking areas that enhance the neighborhood’s appeal. The home is conveniently situated in Winter Haven, providing easy access to shopping, dining, schools, and major roadways for commuting. You’ll also be just a short drive from local attractions and the beautiful chain of lakes the area is known for. The application process is simple and straightforward, making it easy to move forward quickly. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Ashley Porto (407-360-7386)
534 AVENUE H SE, WINTER HAVEN, FL 33880
$8753 Days on yellowkey MLS ID: P4938908
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1950Community: Hilgreen AddHalf Duplex
Remarks: CLOSE TO WINTER HAVEN HIGH SCHOOL, THIS ONE BED ROOM DUPLEX IS LOCATED IN REAR OF 532 AVE H SE ON WEST SIDE OF DUPLEX.HAS PARKING FOR ONLY ONE SPACE.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: William Beasley (863-299-1256)
241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,00037 Days on yellowkey MLS ID: S5149482
0 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2020Community: Lucerne Park ReserveSingle Family
Remarks: Welcome home! This cheerful 3-bedroom, 2-bath beauty is just four years young and sits in the sought-after community of Lucerne Park Reserve. Step inside, and bright open spaces and plenty of space for the whole family will greet you. The island kitchen is ready for real everyday living with stainless steel appliances and a roomy pantry that keeps everything in its place. The primary suite offers a comfortable retreat with a walk-in closet and a comfortable walk-in shower featuring a dual-sink vanity. With its split floor plan, you’ll also enjoy two additional bedrooms, a second full bath, and an indoor laundry room. Out back, the covered porch gives you a relaxing spot to unwind and soak up that famous Florida sunshine. You’ll be less than 10 minutes from Highway 27 and only about 20 minutes from Legoland—making everyday errands and weekend fun easy. Schedule your showing today! SUBMIT YOUR APPLICATION HERE: https://apply.link/nVCV-_o
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Luis Colon, Jr (407-748-2765)
6204 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
$2,35034 Days on yellowkey MLS ID: S5149360
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2280 Built: 2026Single Family
Remarks: Brand-New Corner Lakeview Home for Rent in Winter Haven Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities. This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square feet of living space on a 6,334 square foot corner lot. The home features a premium corner location with beautiful lake views, no front neighbors, and added side privacy. The spacious primary suite includes a private bathroom and a large walk-in closet. All bedrooms are conveniently located upstairs. The large fenced backyard with grass and a paver area is perfect for outdoor entertaining and relaxing. Community amenities include a resort-style pool located directly across the street and a playground. Conveniently located approximately 4 minutes from Chain of Lakes Elementary School, 10 minutes from LEGOLAND Florida Resort and Bok Tower Gardens, minutes from Downtown Winter Haven, and approximately 40 miles from Walt Disney World Resort. Modern, spacious, private, and ideally located, this home offers comfort and convenience in the heart of Central Florida. Contact the listing agent for additional information or to schedule a private showing.
Listing Agent: Yamile Albornoz (407-437-1873)
604 PATRICK AVE, WINTER HAVEN, FL 33880
$1,8504 Days on yellowkey MLS ID: O6415232
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1170 Built: 1971Community: Jan Phyl VillageSingle Family
Remarks: Ready to move in property located in winter haven 3/2 No Hoa spacious backyard near stores and lakes scheduled your showing today
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Karina Turcios (407-346-7606)
3408 COSTELLO CIR, WINTER HAVEN, FL 33884
$1,8008 Days on yellowkey MLS ID: O6414344
REDUCED by $100 (5.3%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1713 Built: 2025Community: Villamar Ph 6 & Ph 6DSpa: NoSingle Family
Remarks: RECENTLY REDUCED !! 4-bedroom 2-bathrooms home for RENT ! A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting quartz countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. Located seven minutes from Legoland, five minutes from Publix, and third-teen minutes away from Lake Wales Shopping Mall. Water softener and Landscaping is included with the rent. Let’s schedule a showing today !
Listing is courtesy of: BEACH REALTORS (407-201-6300)
Listing Agent: Rachel Reyes (407-201-6300)
295 LAKE SMART CIR, WINTER HAVEN, FL 33881
$2,10022 Days on yellowkey MLS ID: L4962064
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Community: Lake Smart PointeSingle Family
Remarks: 295 Lake Smart Circle in Winter Haven offers comfortable Florida living with scenic water views in a peaceful lakeside setting. This well-maintained 3-bedroom, 2-bath home features a spacious open floor plan with plenty of natural light, creating a warm and inviting atmosphere throughout. The kitchen offers ample cabinet and counter space and opens to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy relaxing lake views from the front of the property and take advantage of the home’s convenient location near shopping, dining, schools, parks, and major roadways. Combining comfort, convenience, and beautiful surroundings, this home is a great opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marquita Smith (863-289-3343)
3912 GIORGIO DR, WINTER HAVEN, FL 33884
$1,90025 Days on yellowkey MLS ID: TB8510050
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2026Community: Villamar Phase 6 And Phase 6DSingle Family
Elementary School: Pinewood Elem
Middle School: Denison Middle
Remarks: Brand new, energy-efficient home available NOW for rent! Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet. This is a split floor plan allowing everyone their privacy. The square footage is the perfect size so you don't feel crowded, but you won't spend an eternity trying to keep it clean. Enjoy the easy clean up in your spacious kitchen with the easy to clean granite countertops. Residents have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park.
Listing is courtesy of: KEY PREMIER REALTY (813-943-3501)
Listing Agent: Rick Scott (813-751-7030)
5202 WATERVIEW WAY #5202, WINTER HAVEN, FL 33884
$1,750106 Days on yellowkey MLS ID: P4937984
REDUCED by $50 (2.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1992Community: Garden Villas 02 Ph 01Condo
Elementary School: Chain O Lakes Elem
Remarks: A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if you prefer to bring your own style. Winterset adds to the appeal with lakefront views, a community pool, tennis courts, and beautifully maintained grounds that make everyday living feel calm and inviting. Don't miss your opportunity to live in this luxurious community! Schedule a tour today! ($1,750 with furniture, $1,650 without)
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,80919 Days on yellowkey MLS ID: TB8512014
REDUCED by $20 (1.1%) on 06/09/2026
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)
6518 CRESCENT LOOP, WINTER HAVEN, FL 33884
$2,25060 Days on yellowkey MLS ID: O6399226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 2016Community: Crescent ViewSingle Family
Remarks: This is a very spacious, beautiful, freshly painted and professionally cleaned 3-bedroom/2-bath/ 2-car garage single family home in the quiet and well-kept Crescent View Community. Property features an open floor plan, beautiful ceramic and laminate flooring, a very spacious kitchen with lots of cabinet space, granite countertops and stainless steel appliances. The primary bedroom is very spacious and features a large walk-in closet. The secondary bedrooms are very spacious with large closets. The backyard is fenced so you have lots of privacy. The patio and backyard are perfect for entertaining family and friends. Close to shopping, dining, schools, and major roadways. Also listed for sale, whichever comes first. This one is just waiting for you to come home to!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
115 AVENUE F SW #B, WINTER HAVEN, FL 33880
$95064 Days on yellowkey MLS ID: P4938400
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 288 Built: 1952Community: South College Add RevSingle Family
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: This brand-new studio apartment in Winter Haven offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area and a bathroom with a walk-in shower. With its fresh construction and easy-care design, the space maintains a straightforward, functional feel ideal for someone seeking a no-frills place to call home.
1103 CYPRESS GARDENS BLVD #30, WINTER HAVEN, FL 33884
$1,10047 Days on yellowkey MLS ID: P4938564
REDUCED by $100 (8.3%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 475 Built: 1980Community: Lamplighter VillageCondo
Remarks: This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added convenience. Being on the ground floor means quick access in and out, and the lakeside path just steps away gives you a peaceful place to unwind, sip your morning coffee, or enjoy the quiet at the end of the day. Reach out to schedule a tour and see the tranquility for yourself.
1050 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,10012 Days on yellowkey MLS ID: P4938891
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 2022Community: Estates/Lk FlorenceSingle Family
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!
669 AVENUE B NW #4, WINTER HAVEN, FL 33881
$1,19521 Days on yellowkey MLS ID: P4938795
REDUCED by $100 (7.7%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1925Spa: NoApartment
Remarks: Discover the charm of historic Winter Haven in this newly renovated 1-bedroom, 1-bath apartment located just steps from beautiful Lake Howard and within walking distance to downtown Winter Haven. This updated unit blends classic character with modern touches, featuring built-in details, new countertops, updated appliances, a new vanity, and a newly renovated shower. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Water is included in the rent, and residents also enjoy 1 assigned parking space plus access to onsite coin laundry facilities. Enjoy lakeside living with nearby shopping, dining, parks, and downtown attractions all just minutes away. Contact us today to schedule your private showing!
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Lucas Oliveira (407-538-2096)
2122 CHRIS DR, WINTER HAVEN, FL 33884
$2,030128 Days on yellowkey MLS ID: O6380142
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2025Community: Peace Creek Reserve 50'SSingle Family
Remarks: Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and everyday enjoyment. The kitchen is fully equipped with appliances, wood cabinets, and a breakfast bar for quick meals. The primary suite includes generous closet space, offering comfort and convenience. The home is located in a planned community with newly built single-family homes and offers excellent amenities such as a community pool, playground, sidewalks, and a beautiful natural creek, providing a peaceful and family-friendly environment. Excellent location, close to: Schools and supermarkets Restaurants and local shopping Quick access to US-27 and main roads Just minutes from LEGOLAND® Florida Resort Easy access to downtown Winter Haven and nearby cities Don’t miss this opportunity to rent a brand-new home with comfort, amenities, and a prime location. Schedule your showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
521 REGGIE RD, WINTER HAVEN, FL 33884
$2,45081 Days on yellowkey MLS ID: L4960535
REDUCED by $150 (5.8%) on 06/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Middle School: McLaughlin Academy Of Excellence
Remarks: Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Move in ready. Schedule your showing today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
5657 STRUTHERS CT, WINTER HAVEN, FL 33884
$1,4755 Days on yellowkey MLS ID: O6415136
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1984Community: Lake Fox ShoresHalf Duplex
Elementary School: Garden Grove Elem
Remarks: Beautiful 2 bedroom, 1 bathroom duplex located in a quiet and desirable area off Cypress Gardens Boulevard. This move-in ready home features a brand-new roof, renovated interior, block construction, and a spacious oversized lot with 2 parking spaces. The property includes a bright and comfortable living area, new stove, washer and dryer, and a large deep freezer for additional food storage. Enjoy the relaxing screened-in lanai/balcony, perfect for outdoor seating and extra living space. Conveniently located just minutes from shopping centers, restaurants, schools, and major highways while still offering the privacy and comfort of a peaceful community. Property Features: • 2 Bedrooms • 1 Bathroom • Newly Renovated • Brand New Roof • Screened-In Lanai / Porch • Washer & Dryer Included • New Stove Included • Large Deep Freezer Included • 2 Parking Spaces • Oversized Lot • Quiet Community • Excellent Location
Listing is courtesy of: D & D PROPERTY MANAGEMENT SOLUTIONS LLC (407-434-1693)
Listing Agent: Teresa Dishington (407-346-5001)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.