Location: Winter Haven
Do Not Show Listings
116 HOLMES PL, WINTER HAVEN, FL 33884
$2,80062 Days on yellowkey MLS ID: P4938445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1967Community: Fla Highlands Co SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: Virtually Staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional bedrooms and baths offer flexibility for guests, family, or a dedicated workspace. A 2-car garage adds convenience and secure storage. Step outside to your private backyard sanctuary, fully fenced for peace of mind and designed for effortless outdoor enjoyment. The highlight of the home is the stunning in-ground pool, enclosed within an expansive, fully screened structure that creates a resort-style environment perfect for lounging, entertaining, and year-round relaxation. With pool maintenance included in the rent, you can indulge in the luxury without lifting a finger. This home blends sophistication, comfort, and an elevated outdoor lifestyle into one exceptional living experience. Schedule your tour today!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
1498 AUSTIN ST, WINTER HAVEN, FL 33884
$2,00082 Days on yellowkey MLS ID: P4938243
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1935 Built: 2023Community: Peace Crk ReserveSingle Family
Elementary School: South Pointe Elementary
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Virtually Staged. Step into this inviting 4 bedroom, 2 bathroom home in the Peace Creek Reserve community, where comfort meets modern style. The split floor plan gives everyone their own space, while the open living, dining, and kitchen area keeps the heart of the home bright, connected, and perfect for everyday life. You’ll love the modern appliances, clean finishes, and ceiling fans in every bedroom for year-round comfort. A dedicated laundry room with hookups makes chores easier, and the 2-car garage offers plenty of room for parking and storage. Peace Creek Reserve also features a refreshing community pool — the perfect spot to unwind, cool off, or enjoy a quiet weekend afternoon. Ready to see it in person? Contact us today to schedule your tour and explore everything this home has to offer!
2529 PINE PL, WINTER HAVEN, FL 33881
$1,89519 Days on yellowkey MLS ID: S5150683
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1625 Built: 2024Community: Bount & Whitledge SubSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2529 Pine Pl, a beautifully maintained 3-bedroom, 2.5-bath home offering the perfect blend of comfort, style, and peaceful waterfront living in Winter Haven, FL. Wake up to serene water views and enjoy relaxing mornings or quiet evenings right from your own backyard. This inviting home features a spacious open-concept layout ideal for both everyday living and entertaining. The modern kitchen offers excellent functionality and style, while the generously sized living spaces create a warm and welcoming atmosphere throughout. The private primary suite serves as a relaxing retreat with plenty of space and comfort, making it the perfect place to unwind after a long day. With thoughtful design and beautiful natural surroundings, this home truly stands out. Conveniently located near shopping, dining, schools, and major roadways, this property offers both tranquility and accessibility. Don’t miss your chance to make this waterfront gem your next home—schedule your private tour today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2430 WILLOW WAY, WINTER HAVEN, FL 33881
$1,79510 Days on yellowkey MLS ID: S5151380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1425 Built: 2024Community: Bount & Whitledge SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Modern 2-Bedroom Townhome with Dual Suites in Beautiful Winter Haven! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2430 Willow Way, a charming and well-designed 2-bedroom, 2.5-bath home that offers the perfect combination of comfort, style, and convenience. Featuring a bright and open floor plan, this home is ideal for relaxing, entertaining, and enjoying everyday living. The spacious living and dining areas flow seamlessly into a well-appointed kitchen with ample cabinet and counter space, making meal preparation and hosting effortless. Upstairs, you'll find two generously sized bedroom suites, each with its own private bathroom, providing the ultimate privacy and comfort. The additional half bath on the main floor adds convenience for guests, while the thoughtful layout maximizes both functionality and living space. Whether you're working from home, entertaining friends, or simply unwinding after a long day, this home is designed to fit your lifestyle. Located in the growing Winter Haven area, you'll enjoy easy access to shopping, dining, parks, schools, and major roadways. Don't miss this fantastic opportunity to live in a beautiful home in a convenient location—schedule your showing today!
2607 TANOAK TER, WINTER HAVEN, FL 33881
$1,89519 Days on yellowkey MLS ID: S5150681
Remarks: One or more photo(s) has been virtually staged. Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience! ***June Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome to 2607 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location. Step into an open-concept floor plan filled with natural light, featuring a stylish kitchen with stainless steel appliances, plenty of cabinet space, and a large center island perfect for casual meals or entertaining. The adjoining living and dining areas flow seamlessly, creating a welcoming space to relax and unwind. Upstairs, the primary suite offers a private retreat with a walk-in closet and an en-suite bathroom. Two additional bedrooms and a second full bath provide space for family, guests, or a home office. A convenient half-bath is located downstairs for added functionality. Enjoy outdoor time in your private patio area, and take advantage of the community’s amenities and great location—just minutes from shopping, dining, schools, and major highways.
2414 WILLOW WAY, WINTER HAVEN, FL 33881
$1,85026 Days on yellowkey MLS ID: S5150332
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!
332 AVENUE D SE, WINTER HAVEN, FL 33880
$1,80027 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
$2,29047 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
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
$8755 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
$2,00039 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
$2,35036 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
$1,8506 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
$1,80010 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)
5202 WATERVIEW WAY #5202, WINTER HAVEN, FL 33884
$1,750108 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)
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,80921 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
$2,25062 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
$95066 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
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
$1,10049 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
$2,10014 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!
2122 CHRIS DR, WINTER HAVEN, FL 33884
$2,030130 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)
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