Location: Winter Haven
Do Not Show Listings
4214 ROBERTA DR, WINTER HAVEN, FL 33881
$1,799Listed 04/20/2026 11:32AM MLS ID: O6400669
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2018Community: Buckeye RdgSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautifully maintained 3-bedroom, 2-bathroom single-family home built in 2018, offering 1,690 sq. ft. of living space in a desirable Winter Haven neighborhood. This home features an open floor plan with a spacious living and dining area, modern kitchen with plenty of cabinet space, a master suite with private bath and ample closet space, carpet and tile flooring throughout, and comes with appliances including a washer and dryer. Additional highlights include an attached garage with driveway parking, a fully fenced backyard perfect for outdoor enjoyment, and the property is offered unfurnished. Pet-friendly—yes, we accept pets!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jose Diaz (407-967-8858)
2000 15TH CT NW #23, WINTER HAVEN, FL 33881
$1,395Listed 04/20/2026 11:00AM 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.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
7903 WATERVIEW WAY #7903, WINTER HAVEN, FL 33884
$1,600120 Days on yellowkey MLS ID: P4936543
REDUCED by $50 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Garden Villas Condo Ph 01Spa: NoCondo
Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
1018 SUNSHINE WAY SW, WINTER HAVEN, FL 33880
$1,48511 Days on yellowkey MLS ID: L4960999
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1105 Built: 1985Community: Sunshine Tree Ph 02Single Family
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Check out this beautifully refreshed 2-bedroom, 2-bath rental home! This property features vaulted ceilings, a freshly painted interior, and tile flooring throughout the main living areas. The galley-style kitchen includes a cozy breakfast nook, perfect for casual dining. Enjoy the screened-in room overlooking a fully fenced backyard—ideal for relaxing or entertaining. Additional highlights include a 2-car garage and washer/dryer connections for your convenience. Located in a desirable neighborhood with great schools, nearby shopping, and easy access to the Polk Parkway, this home offers both comfort and convenience. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -PestShare Service -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
570 EAGLE LANDING BLVD SW, WINTER HAVEN, FL 33880
$1,7007 Days on yellowkey MLS ID: S5147792
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1452 Built: 2026Community: Eagle Landing Phase ISingle Family
Remarks: Modern Home, Bright, Open and Confortable Living Spaces, in excellent condition and move-in ready. SOLAR PANELS are included in the rent, enjoy very low electricity bills, making it extremely convenient and cost-effective and Water Softener. Three spacious bedrooms, two full bathrooms. Prime location, just minutes from Legoland, close to Schools, quiet and convenient neighborhood. Perfect for families looking for comfort, location, and quality living. Don't miss this amazing opportunity!
Listing is courtesy of: FLORIDA LEGACY REALTY LLC (407-914-6402)
Listing Agent: Claudia Saavedra (407-914-7736)
WINTER HAVEN, FL 33880
$1,8897 Days on yellowkey MLS ID: TB8497765
REDUCED by $30 (1.6%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1300 Built: 2010Community: Central PointeSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 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. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
WINTER HAVEN, FL 33884
$2,0197 Days on yellowkey MLS ID: TB8497756
REDUCED by $20 (1.0%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Whispering Trls Ph 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, _3 bathrooms, 2 car garage and approximately 2,150 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. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,97519 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing Agent: Christopher Gallon, Pa (407-967-9363)
235 HAYLEY ST, WINTER HAVEN, FL 33884
$1,80032 Days on yellowkey MLS ID: S5146226
REDUCED by $100 (5.3%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 2024Community: Peace Crk ReserveSpa: NoSingle Family
Elementary School: Chain O Lakes Elem
High School: Bartow High
Middle School: Bartow Middle
Remarks: Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort and convenience. Pet-friendly (with breed and size restrictions), making it a great option for tenants with pets. Ideally situated in a desirable area of Winter Haven, this home offers easy access to shopping centers, restaurants, schools, and major roadways. The community is known for its quiet atmosphere, family-friendly environment, and proximity to beautiful lakes and outdoor recreational areas. Don’t miss the opportunity to live in a well-located home that combines comfort, convenience, and lifestyle.
Listing Agent: Djanira Puyosa (407-717-5231)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,30090 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!
140 AVENUE W NW #3, WINTER HAVEN, FL 33881
$1,10077 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. HALF OFF FIRST MONTHS RENT! 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
$1,10078 Days on yellowkey MLS ID: L4958973
411 AVENUE E SE #B, WINTER HAVEN, FL 33880
$9506 Days on yellowkey MLS ID: O6399397
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1910Community: College Heights Or Coker & BuzbeeApartment
Remarks: BEAUTIFUL STUDIO/EFFICIENCY. Located in the heart of downtown in WINTER HAVEN TOTALLY REMODELED TOTALLY PRIVATE - STUDIO APRTMENT, 400 SqFt Full Kitchen, Full Baths, Walk-In Closet 1 parking space. Nice and quiet neighborhood. Rent included water and electricity. Close to: Polk State College, Winter Haven Hospital, US Army National Guard, Denison Middle School, Brigham Academy, Lake Otis, Walmart Super Center, Lowes Home Improvement, Macy's, Borden Dairy Products, Chain O' Lakes Sport Complex, LEGOLAN Florida, Many places for fun, relaxation and entertainment. Restaurants and shops. Application fee: $ 27 per person 18 and over (FOR JUST ONE WORKING PERSON). Will check: Background, eviction history and score credit If you have more than 600 score credit the owner requires one month security deposit, if not you have to put 2 months security deposit The studio is ready to move but the approval could take 5 to 7 days
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Juan Campana (407-860-3803)
301 SE AVENUE B #2, WINTER HAVEN, FL 33880
$1,0004 Days on yellowkey MLS ID: O6400322
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1052 Built: 1941Community: East College AddApartment
Elementary School: John Snively Elem
Middle School: Denison Middle
Remarks: Cozy 1 bed / 1 bath + den with built-in closet, perfect for a home office or guest space, located on the ground floor for easy access. Freshly painted and offering a functional layout with great natural light. Enjoy a shared backyard and on-site coin laundry for added convenience. Includes 1 assigned parking space. Situated in a quiet, well-kept neighborhood near a local school, just 5 minutes from downtown and 10–15 minutes from Legoland, with easy access to shopping and dining. No pets allowed. Available now with a minimum 1-year lease.
Listing is courtesy of: MASIS ROYALTY REAL ESTATE (760-620-2065)
Listing Agent: Liljana Masis (760-620-2065)
319 22ND ST SW, WINTER HAVEN, FL 33880
$1,8004 Days on yellowkey MLS ID: O6400245
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1955Community: West Winter HavenSingle Family
Remarks: This three-bedroom and two-bath home is nearly 1,700 SF. The home is a split floor plan for added privacy of the master suite. The master suite is 15 x 20 and has its own brand-new private bathroom. The living room provides an open concept to entertain guests. The kitchen is bright and airy with a dining area located in the kitchen. The property comes equipped with full sized stackable washer and dryers. The backyard is massive and has plenty of room to store boats, trailers or an RV. The rear yard is also fully fenced for pets. Don't wait and miss out on this opportunity to make this your next home!!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
2854 LAKE ALFRED #6, WINTER HAVEN, FL 33881
$7954 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)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$1,5004 Days on yellowkey MLS ID: S5148060
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971Community: Orchid Spgs Vill 100 CondoSpa: NoCondo
Remarks: Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
4094 GIORGIO DR, WINTER HAVEN, FL 33884
$2,300137 Days on yellowkey MLS ID: O6365255
0 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
Elementary School: Pinewood Elem
High School: Lake Region High
Remarks: Welcome home to this newly built, stunning 5-bedroom, 3 FULL bath two-story home! From the moment you step through the modern frosted-glass entry, you’re welcomed into an open and airy layout perfect for families, guests, or anyone who loves space and convenience. The first floor features an open-concept design with a stylish kitchen complete with Silestone countertops, a large center island, stainless steel appliances, walk-in pantry, and chic subway tile backsplash all overlooking the living and dining areas. A full bedroom and bathroom on the main floor is the perfect setup for guests or multi-generational living. Upstairs, enjoy a spacious loft ideal for an office. The primary suite includes a generous walk-in closet and private bathroom with double vanities. Three additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor along with plenty of extra storage space throughout. This home also includes smart home features, allowing you to control key functions from your mobile device whether you're home or away. Enjoy resort-style living with access to a beautiful community pool year-round. LOCATION PERKS: • 10 minutes from LEGOLAND • 35 minutes from Disney • Near plenty of retail, grocery stores, and dining • Close to major highways for easy commuting • A short drive to the new upscale lakefront hangout spot Port 27 • Pet-friendly! If you’re looking for a spacious, modern home in a prime location, this property has everything you need and more.
Listing is courtesy of: THE KLR GROUP LLC (407-814-3293)
Listing Agent: Vanessa Exil (407-715-1088)
1993 SARAH ST, WINTER HAVEN, FL 33884
$1,99810 Days on yellowkey MLS ID: O6398293
REDUCED by $52 (2.5%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1845 Built: 2025Community: Peace Crk ReserveSingle Family
Remarks: Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom floor plan, designed for effortless living and entertaining. The open-concept layout features a gorgeous kitchen with a center island, solid surface countertops, and brand-new stainless steel appliances, seamlessly flowing into a cozy café space and a bright, airy family room. Host gatherings with ease or unwind in your private owner’s suite, complete with a serene bedroom, a spa-like bathroom, and a roomy walk-in closet. Three additional bedrooms and a sleek second bathroom provide ample space for family or guests. Everything is included – from the oversized tile flooring in wet areas to the low-maintenance finishes that blend style and practicality. Step outside to your huge backyard, a blank canvas for gardening, play, or future upgrades. Peace Creek Reserve has a tranquil, nature-inspired lifestyle with amenities like a resort-style pool, playground, and scenic walking trails along a peaceful creek. Enjoy the charm of a safe, tight-knit community with the convenience of city living. Winter Haven’s bike paths, lakeside parks, and vibrant downtown ensure there’s always something to explore. This home combines modern luxury with small-town warmth. Don’t miss your chance to live in one of Winter Haven’s most desirable neighborhoods. Available May 1st.
Listing Agent: Anna Shi (407-216-1215)
910 SUN BURST RD, WINTER HAVEN, FL 33880
$2,1004 Days on yellowkey MLS ID: K4903409
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2022Community: Squires GroveSpa: NoSingle Family
Remarks: This lovely, Move-in-Ready home has a popular design featuring open concept living area with a spacious kitchen island, dining area and 3 BD/2 BA. The split bedroom plan gives privacy to owners’ en suite. Relax on the covered porch overlooking the privacy fenced backyard, and there are no rear neighbors.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.