Location: Winter Haven
Do Not Show Listings
WINTER HAVEN, FL 33884
$2,03923 Days on yellowkey MLS ID: TB8511683
REDUCED by $40 (1.9%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1991Community: Cypresswood MdwsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 2,136 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Laidy Mataushek (407-298-0779)
WINTER HAVEN, FL 33880
$1,89918 Days on yellowkey MLS ID: TB8512569
REDUCED by $20 (1.0%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 2021Community: Kensington ViewSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,678 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.
$1,83923 Days on yellowkey MLS ID: TB8511692
REDUCED by $20 (1.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1989Community: Whisper Lake 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.
1568 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$1,80039 Days on yellowkey MLS ID: O6405552
REDUCED by $100 (5.3%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 2024Community: Harmony/Lk Eloise Ph 2Single Family
Remarks: Welcome! Please call today for this 4-Bedroom home in Harmony at Lake Eloise in Winter Haven, Fl. Looking for a fresh start in a stunning newer home? Look no further! Welcome to 1568 Hummingbird Road, a brand-new, never-lived-in 4-bedroom, 2-bath home located in the desirable Harmony at Lake Eloise community in Winter Haven. This beautifully designed home offers 1740 sq ft of modern living space with elegant porcelain tile flooring through-out. Modern Kitchen with stainless steel appliances, granite island, and ample cabinet space. Bright great room combining dining and living areas. Split bedroom layout for extra privacy. Smart home technology! Large backyard. Community Pool-the perfect place to relax and unwind. Prime Location: Just minutes from Highway 27, downtown Winter Haven, shopping, dining, and entertainment. Easy commute to Lakeland, Tampa and Orlando. Homes like this don't stay on the market long-call today to schedule your private tour for this stunning home!
Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)
Listing Agent: Joe Torres (321-303-1312)
855 TURNER LN, WINTER HAVEN, FL 33881
$1,890100 Days on yellowkey MLS ID: O6388629
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Britzeida Pichardo (347-549-7568)
3063 LAUREL OAK LN, WINTER HAVEN, FL 33884
$1,695116 Days on yellowkey MLS ID: O6369521
7 Days Off yellowkey (back on 6/12/2026)
REDUCED by $100 (5.6%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 2023Community: VillamarSpa: NoSingle Family
Remarks: 2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a large island perfect for entertaining. The master suite boasts a walk-in closet, dual sinks, and a spacious shower, while additional bedrooms are generously sized. Enjoy the convenience of an indoor laundry room with washer and dryer, an energy-efficient design, and a 2-car garage. Pet-friendly and thoughtfully designed for comfort, the home also includes a paver driveway and patio slab. Residents of VillaMar enjoy resort-style amenities, including a sparkling pool overlooking a gorgeous lake, umbrellas, loungers, a playground, and community mailboxes. Don’t wait—schedule your showing today! Sorry No Cats.
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
60 WINTER RIDGE RD #60, WINTER HAVEN, FL 33881
$1,5503 Days on yellowkey MLS ID: S5151688
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 2000Community: Winter Ridge CondoSpa: NoCondo
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condominium located in the desirable Winter Ridge community in Winter Haven. Offering approximately 1,073 square feet of comfortable living space, this inviting home features a bright and open floor plan designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a warm and welcoming atmosphere. The primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the second bedroom and bath provide flexibility for guests, family members, or a home office. Winter Ridge residents enjoy a variety of community amenities, including a community pool, clubhouse, fishing opportunities, private boat ramp, dock access, and direct access to beautiful Lake Smart. The community is golf-cart friendly and offers a relaxed Florida lifestyle with convenient access to shopping, dining, medical facilities, and major roadways. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this charming condo offers exceptional value in a sought-after lakefront community. Schedule your private showing today!
Listing is courtesy of: EG ORLANDO LLC (407-453-8679)
Listing Agent: Isamanda Hernandez (786-542-3725)
2005 N LAKE ELOISE DR, WINTER HAVEN, FL 33884
$1,9503 Days on yellowkey MLS ID: P4938854
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 2005Community: Eloise Woods Lake Roy UnitSpa: NoSingle Family
Remarks: 3 Bedroom 2 bath home for lease: Ideally located near the Lake Summit Boat Ramp and Park, 2005 N Lake Eloise is a beautifully maintained and spacious single-family home offering comfort, convenience, and charm. Enjoy relaxing evenings, morning coffee, or peaceful outdoor living from the private screened-in patio overlooking the fully fenced backyard. The patio also features a convenient pet door and can be accessed directly from both the vaulted-ceiling living room and the private primary suite. The primary suite offers an ensuite bathroom complete with a beautifully tiled walk-in shower, while the guest bathroom includes a tub and shower combination. A full-size two-car garage provides secure entry and ample additional storage space. All kitchen appliances are included, along with a washer and dryer for added convenience. Availability Available June 2026 Amenities Include: Tile Flooring throughout living areas Carpet in Primary Bedroom 2 car garage Fenced in back yard Appliances include: Full Size Washer and Dryer Oven/Stove Dishwasher Refrigerator and Freezer with Water Dispenser and Ice Maker Microwave Pricing: $1,950/month Tenant Pays: electric, internet, water/sewer, lawn/landscaping, and telephone
Listing is courtesy of: CARREROU ENTERPRISES, LLC (863-294-2384)
Listing Agent: Ozzie Carrerou (863-294-2384)
506 HOLT CIR, WINTER HAVEN, FL 33880
$1,67513 Days on yellowkey MLS ID: O6412151
REDUCED by $25 (1.5%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1973Community: Jan Phyl VillageSingle Family
Remarks: Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time outdoors. Small pets considered. Conveniently located just minutes from Recker Highway and Cypress Gardens Boulevard, with easy access to shopping, dining, and major roadways throughout Winter Haven and surrounding areas.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Daryle Henry, Jr. (863-651-4792)
1103 CYPRESS GARDENS BLVD #17, WINTER HAVEN, FL 33884
$1,20026 Days on yellowkey MLS ID: L4961998
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 575 Built: 1980Community: Lamplighter VillageSpa: NoCondo
Elementary School: Chain O Lakes Elem
Remarks: Virtually Staged. Chain of Lakes WATERFRONT living with stunning views of Lake Roy! This beautifully updated 1-bedroom condo offers the perfect blend of peaceful lakeside charm and everyday convenience, located just minutes from shopping, dining, and entertainment. Step inside to find wood-look tile flooring throughout, fresh calming oasis-blue paint, and abundant natural light pouring in through updated windows showcasing picturesque lake views. The spacious living area flows into a versatile window-lined nook, ideal for a home office, reading corner, or expanded seating area. The updated kitchen features modern appliances and an efficient layout designed to maximize space and functionality. The bedroom offers two closets for ample storage along with a convenient stackable washer and dryer nook. The bathroom has been tastefully renovated with a modern subway-tiled tub surround. Just outside your front door, enjoy a large HOA-maintained green space with picnic seating overlooking the water. Beyond that, you’ll have direct access to Lake Roy, perfect for kayaking, paddle boarding, or simply soaking in the serene setting. The community dock provides additional space for fishing, relaxing, and enjoying breathtaking lakefront sunsets. Don’t miss this rare opportunity to lease a charming lakeside retreat on the Chain of Lakes!
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Jake Bellamy (863-838-7804)
116 HOLMES PL, WINTER HAVEN, FL 33884
$2,80061 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
Elementary School: Garden Grove Elem
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
$2,00081 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
$1,89518 Days on yellowkey MLS ID: S5150683
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1625 Built: 2024Community: Bount & Whitledge SubSingle Family
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
$1,7959 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
$1,89518 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
$1,85025 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
$1,80026 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
$2,29046 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
$8754 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
$2,00038 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)
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