Location: Winter Haven , 33884
Do Not Show Listings
219 CLOVERDALE RD, WINTER HAVEN, FL 33884
$2,30014 Days on yellowkey MLS ID: L4962004
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 2007Community: Savanna PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: ~Fully Furnished 4/2 Winter Haven Residence Offered for Lease - Just bring your wardrobe and toothbrush!~ This resort-style home boasts a fully furnished Florida-themed beautiful interior, ceramic tiling throughout, spacious kitchen with breakfast bar and plenty of cabinetry/counter space, sizeable primary bedroom with large walk-in closet and en-suite bath featuring dual vanities and a garden jacuzzi tub. Additional features include sliding door access to a serene, screened in Mediterranean-style patio, inside utility with washer/dryer, and a two car garage. Well positioned, this property is convenient to LegoLand, dining, shopping, educational and medical facilities.
Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)
Listing Agent: Andrea Muzzy (863-430-1733)
1103 CYPRESS GARDENS BLVD #17, WINTER HAVEN, FL 33884
$1,20014 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
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: One or more photo(s) has been 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)
612 HEATHER GLEN LOOP, WINTER HAVEN, FL 33884
$2,00014 Days on yellowkey MLS ID: P4938759
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2002Community: Heather Glen Ph 02Spa: NoSingle Family
Elementary School: Garden Grove Elem
Remarks: This is the ONLY rental in Winter Haven that has a pool!! This cute 3 bedroom 2 bath home 2 garage screened pool home has a fully PVC fenced in back yard, perfect for kids to play or aminals to run free. Located in a quiet neighborhood. Clean freshly painted interior and ready for a tenant!
Listing is courtesy of: SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC (863-289-3586)
Listing Agent: Amy Riggleman (863-287-0754)
3912 GIORGIO DR, WINTER HAVEN, FL 33884
$1,90014 Days on yellowkey MLS ID: TB8510050
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
High School: Lake Region High
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)
150 EL DORADO #208, WINTER HAVEN, FL 33884
$1,300127 Days on yellowkey MLS ID: S5142561
REDUCED by $100 (7.1%) on 05/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1078 Built: 1980Community: Hawaiian A CondoApartment
Remarks: Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located near shopping, dining, medical facilities, and public transportation. Perfect for comfortable, low-maintenance living.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Elsa Gonzalez (407-235-4018)
123 TREMONT DR, WINTER HAVEN, FL 33884
$2,35027 Days on yellowkey MLS ID: L4961568
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1260 Built: 1971Community: Eloise Woods Lake Roy UnSingle Family
Remarks: FOR RENT - 3/2 Single Family Home with a 1/1 Detached Mother-in-Law Suite. Two homes for the price of one! Come see thse two homes that have been completely updated from top to bottom. The homes come with the range and refrigerator. They are located in desirable Southeast Winter Haven and are walking distance from Lake Summit and Lake Roy which have public boat ramps. Only two minutes from LEGOLAND. Come see these homes today!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-294-7541)
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,40064 Days on yellowkey MLS ID: S5146256
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2003Community: Eagle Pond CondoCondo
Remarks: Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently accessible to Hwy 27, I-4, medical facilities, Legoland, shopping, & dining. Applicants must complete the application form for pre-screening, once the landlord review the application & ready to proceed there will be an application fee of $50 for a background screening. All applicants 18 years old and above must complete a background screening. Applicants must provide proof of Verifiable Income & must meet landlord minimum income requirements, Proof of Employment, Valid Proof of Identification, & must honestly disclose the number of occupants residing in the home. Showing schedules are by appointment only.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
3927 PALAZZO PL, WINTER HAVEN, FL 33884
$1,90019 Days on yellowkey MLS ID: O6408068
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 2023Community: Villamar Ph 4Single Family
Remarks: MOVE-IN READY and available now! Rare opportunity to lease the FINAL Amarylis model in the community—a beautifully maintained 2023-built home offering modern comfort, style, and convenience. Featuring 3 bedrooms, 2 bathrooms, soaring ceilings, a bright open-concept layout, luxury vinyl flooring throughout the main living areas, and an inviting walk-in foyer. The spacious primary suite includes a walk-in closet and en-suite bath with dedicated vanity seating. Enjoy added perks including a full security camera system for tenant use, playground set, charming front porch, and private backyard space perfect for relaxing or entertaining. Residents also enjoy access to resort-style community amenities including a pool, cabana seating, and recreational areas. Conveniently located near shopping, dining, and everyday essentials. Skip the wait—this home is ready for immediate occupancy! THIS HOME IS ALSO AVAILABLE FOR PURCHASE UNDER MLS #O6383833.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Iliana Perez (407-990-7293)
728 LAKE NED RD, WINTER HAVEN, FL 33884
$2,00041 Days on yellowkey MLS ID: L4961335
REDUCED by $100 (4.8%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1664 Built: 1973Community: Fla Highlands Co SubSingle Family
Remarks: This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary suite with walk-in closet, and the kitchen overlooks the combo family and dining room. Nice sized bedrooms and closets. The home also has a screened-in back porch and a large two-car garage. There is also extra driveway parking. Utilities and lawn maintenance are tenant responsibility. Applications: background check, credit report, $50/adult fee. No pets allowed. Apply online: https://apply.link/d_mhu-4
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Caitlin Meadows (863-845-6562)
304 LA SERENA, WINTER HAVEN, FL 33884
$1,70022 Days on yellowkey MLS ID: L4961811
0 Days Off yellowkey (back on 5/12/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1079 Built: 1978Community: Florida Highland CoSingle Family
Remarks: Nestled in the tranquil neighborhood of Winter Haven, 304 La Serena offers a comfortable living experience with its recent upgrades and convenient location. Step inside to discover a freshly painted interior that welcomes you with warmth and brightness. The new flooring adds a touch of modern charm to the living spaces, while providing durability for everyday life. The kitchen has been tastefully renovated, boasting new countertops and appliances that make meal preparation a breeze. With ample cabinet space, organizing your kitchen essentials is effortless. Both bedrooms feature their own updated bathrooms, providing privacy and convenience for residents and guests alike. A new roof ensures peace of mind, while the single-car garage offers practical storage solutions for your vehicles and belongings. Outside, the spacious yard invites you to enjoy the Florida sunshine, whether you're relaxing on the patio or tending to your garden. Lawn care included by the HOA. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. Ask how you can skip your security deposit with Obligo Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Holly Piccola (813-966-5147)
6472 DOMIZIO DR, WINTER HAVEN, FL 33884
$2,30022 Days on yellowkey MLS ID: O6406688
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Villamar Ph 7Single Family
Remarks: Brand-New 5-Bedroom Home for Rent in Winter Haven Be the first to live in this stunning new construction two-story home located in the desirable area of Winter Haven. Designed with comfort, style, and functionality in mind, this spacious property offers 5 bedrooms, 2 full bathrooms, and 1 half bathroom, making it the perfect home for families or tenants looking for extra space and modern living. The home features an open-concept floorplan with expansive living and dining areas that create the ideal setting for entertaining, relaxing, and everyday living. Large windows bring in plenty of natural light, enhancing the bright and welcoming atmosphere throughout the home. The beautiful kitchen is designed to impress, featuring solid wood cabinets, elegant stone countertops, and included stainless steel appliances. Whether you enjoy cooking for family or hosting guests, this kitchen offers both style and practicality. The oversized primary suite provides a private retreat with a spacious walk-in closet and a comfortable layout. The additional bedrooms are generously sized and include built-in closets, offering convenience and ample storage space for everyone in the household. Additional highlights include a 2-car attached garage, modern finishes throughout, and energy-efficient new construction features that provide both comfort and peace of mind. Conveniently located near major roads, shopping, dining, and highly rated schools, this home offers easy access to everything Winter Haven has to provide while still providing a quiet and family-friendly environment. This is an exceptional rental opportunity for tenants seeking a brand-new, spacious, and beautifully designed home in a prime Winter Haven location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
3601 CYPRESS GARDENS RD #6, WINTER HAVEN, FL 33884
$1,20022 Days on yellowkey MLS ID: P4938440
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1975Community: Fla Highlands Co SubApartment
Remarks: Spacious 2-bedroom/2-bathroom apartment in a prime southeast Winter Haven location. New luxury vinyl flooring throughout, minutes from Legoland Florida Resort, tons of convenient restaurant, grocery, shopping, and dining options. Extremely commutable to Highway 27 and the Polk Parkway.
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
810 TERRANOVA RD, WINTER HAVEN, FL 33884
$1,90027 Days on yellowkey MLS ID: S5149408
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 2006Community: Terranova Ph VSingle Family
Remarks: FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mark Peters (407-552-1499)
5850 CYPRESS GARDENS BLVD #604, WINTER HAVEN, FL 33884
$1,59523 Days on yellowkey MLS ID: S5149588
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1260 Built: 1975Community: Royal Crescent CondoSpa: NoCondo
Remarks: Welcome to Cypress Gardens Blvd-SE, Winter Haven, charming and completely updated, move-in ready 2-bedroom, 1.5-bath condo for LEASE! nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from shopping, dining, and walking distance from the famous LEGOLAND Florida Resort! Spacious kitchen with an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio provides outdoor relaxation, 2 designated parking lots, a community pool is just steps away, and a tennis court - call the listing agent for a quick process and see this property
Listing Agent: Markus Khalil (407-929-3450)
236 RUBY LAKE LN, WINTER HAVEN, FL 33884
$4,50098 Days on yellowkey MLS ID: B4902182
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2266 Built: 2000Spa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
3905 GIORGIO DR, WINTER HAVEN, FL 33884
$2,10025 Days on yellowkey MLS ID: O6406247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2026Single Family
Remarks: Brand new corner-lot home for rent in the desirable Villamar community! This beautifully designed 3-bedroom + flex room home offers a bright open-concept layout, modern finishes, and a versatile flex space perfect for a home office, playroom, or additional living area. Enjoy added privacy with the premium corner lot location and the convenience of included washer and dryer. The owner is also considering installing a backyard fence for additional outdoor privacy. Located in a resort-style community with pool, clubhouse, playground, and easy access to shopping, dining, and major highways. Move-in ready!
Listing Agent: Carolina Inacio (407-401-6340)
3063 LAUREL OAK LN, WINTER HAVEN, FL 33884
$1,695104 Days on yellowkey MLS ID: O6369521
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)
630 PAVARE CT #630, WINTER HAVEN, FL 33884
$1,25026 Days on yellowkey MLS ID: L4961715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Community: Lake Kit CondoCondo
Elementary School: Elbert Elem
Remarks: Welcome to 630 Pavare Ct, a charming 2-bedroom, 2-bath end-unit condo available for rent in the desirable Orchid Springs community. This second-floor residence offers 823 square feet of comfortable living space with an open floor plan, ceramic tile flooring throughout, with carpet in the bedrooms and neutral paint tones. The spacious great room flows into the dining area and kitchen, creating a functional layout for everyday living. The kitchen includes a gas range, microwave, refrigerator, garbage disposal, closet pantry, and a stackable washer and dryer. The primary bedroom features a walk-in closet and private bath with a walk-in shower, while the guest bathroom offers a tub/shower combination. Enjoy relaxing views from the private balcony. An assigned parking space is located near the unit, with additional guest parking available. Conveniently located near shopping, dining, entertainment, medical facilities, and major roadways with easy access to Tampa and Orlando. Call today for your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
3412 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,50029 Days on yellowkey MLS ID: O6404736
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2540 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
Remarks: Discover your next rental home! This spectacular two-story property in Winter Haven offers 5 spacious bedrooms, 3 full bathrooms, and a versatile second-floor loft perfect for your lifestyle. With 2,447 square feet, you will enjoy an open-concept layout that seamlessly connects the modern kitchen, dining area, and large living room, creating the ideal space for entertaining. Features include a 2-car garage, walk-in closets, and premium finishes for a life without limits on comfort. Open for section 8. Move-in ready so you can start enjoying all its amenities immediately!
Listing is courtesy of: VENOSA REALTY LLC (407-442-6164)
Listing Agent: Kelita Uzcategui (772-203-9845)
100 EL CAMINO DR #309, WINTER HAVEN, FL 33884
$1,65029 Days on yellowkey MLS ID: P4938609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1579 Built: 1971Community: Orchid Spgs Vill 100 CondoCondo
Remarks: Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath condo located in a peaceful 55+ community tucked away from the main road. This spacious home features an open-concept layout with a large living and dining area, perfect for relaxing or entertaining. Enjoy your morning coffee or unwind in the beautiful Florida room overlooking a serene lagoon. The community offers a refreshing pool, convenient elevator access, and on-site laundry facilities. Even better, your monthly rent includes water, cable, internet, and gas—making this an exceptional value in a quiet, well-kept setting.
Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)
Listing Agent: Chrissi Jasso (863-618-4000)
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