Location: Winter Haven
Do Not Show Listings
258 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,15043 Days on yellowkey MLS ID: S5145223
REDUCED by $140 (6.1%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 2020Community: Lucerne Park ReserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms feature carpet flooring. The open-concept layout includes a large kitchen island, perfect for entertaining and everyday living.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Ruth Romero (954-687-7155)
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,40019 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)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,30087 Days on yellowkey MLS ID: S5142251
Bed: 3 Bath: 2.0 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!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
3993 WARBLER DR, WINTER HAVEN, FL 33880
$1,85086 Days on yellowkey MLS ID: S5141363
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 2005Community: Queens Cove Ph 04Single Family
Remarks: Lovely 4 bedroom home, conveniently located at the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty of cabinets & counter space, a nice screen lanai room, & a spacious backyard. Applicants must complete the application form for pre-screening, once the landlord review the application and ready to proceed there will be an application fee of $55 for a background screening. All applicants 18 years old and above must complete a background screening, submit proof of Verifiable Income, Proof of Employment, & no history of prior eviction. To schedule a showing, prospective applicants must submit a Valid ID, disclose total household monthly income, move-in date, & disclose the number of occupants. Showing schedules are by appointment only.
1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880
$2,15073 Days on yellowkey MLS ID: O6379632
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2093 Built: 2009Community: Normandy HeightsSingle Family
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with both a large living room and a separate family room—perfect for gatherings, relaxing, or hosting guests. Step outside to the expansive screened back porch, ideal for outdoor dining and BBQs. The primary suite offers private access to the patio, creating a peaceful retreat. Tenant is responsible for landscaping. This home combines comfort, space, and a prime location—schedule your showing today! Pets Not Allowed Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
748 REGGIE, WINTER HAVEN, FL 33884
$2,60020 Days on yellowkey MLS ID: TB8491693
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 2023Townhouse
Remarks: Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score Required 620. Easy to Show
Listing is courtesy of: GOLDEN SANDS S. FLORIDA REALTY (954-588-1207)
Listing Agent: Donna Galloway (954-588-1207)
521 REGGIE RD, WINTER HAVEN, FL 33884
$2,60025 Days on yellowkey MLS ID: L4960535
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Chain O Lakes Elem
High School: Winter Haven Senior
Middle School: Mclaughlin Middle
Remarks: 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Community amenities include pool, playground, and common areas. Convenient location with quick access to major roads, shopping, dining, and schools. Move in ready. Schedule your showing today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
310 FARNOL ST SW #3, WINTER HAVEN, FL 33880
$1,00096 Days on yellowkey MLS ID: P4937509
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 456 Built: 1965Community: Hoffmans & Lake View Add RepApartment
Elementary School: Lake Shipp Elem
Middle School: Denison Middle
Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
103 4TH ST SE #B, WINTER HAVEN, FL 33880
$1,20043 Days on yellowkey MLS ID: K4903323
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 507 Built: 1940Community: Denison Heights Estates Rep PtHalf Duplex
Remarks: Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location.
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
393 KAYDEN CV, WINTER HAVEN, FL 33884
$2,40036 Days on yellowkey MLS ID: O6379064
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2109 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex room suitable for office or hobbies. Three additional bedrooms include an owner’s suite positioned for added privacy. A covered patio extends the living space outdoors. Lease includes both the main home and the attached private suite. Located in Winter Haven with convenient access to shopping, dining, lakes, and parks. Approx. 3.5 mi to Downtown Winter Haven, 5.2 mi to LEGOLAND Florida Resort, 5.3 mi to Peppa Pig Theme Park, 14.8 mi to Bok Tower Gardens, and 2.1 mi to Cypress Gardens Boulevard.
Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)
Listing Agent: Angela Rodriguez (407-873-8379)
1220 TYLER LOOP, WINTER HAVEN, FL 33884
$2,09588 Days on yellowkey MLS ID: O6375534
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2254 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Pet-Friendly 5-Bedroom Home in Winter Haven, FL! This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living. Highlights include: Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetry Spacious living area, perfect for guests or multi-generational living Primary suite featuring dual sinks, a walk-in closet, plus additional bedrooms and a laundry room 2-car garage for extra storage and convenience Located in a nice neighborhood, enjoy both tranquility and easy access to local amenities. Schedule a visit today to see your future home!
Listing is courtesy of: RESZI MANAGEMENT I, LLC (949-542-7559)
Listing Agent: Morgan Evans (949-542-7559)
1498 AUSTIN ST, WINTER HAVEN, FL 33884
$2,00024 Days on yellowkey MLS ID: P4938243
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1935 Built: 2023Community: Peace Crk ReserveSingle Family
Remarks: One or more photo(s) has been 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!
5202 WATERVIEW WAY #5202, WINTER HAVEN, FL 33884
$1,80050 Days on yellowkey MLS ID: P4937984
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1992Community: Garden Villas 02 Ph 01Condo
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! ($1,900 with furniture, $1,800 without)
3063 LAUREL OAK LN, WINTER HAVEN, FL 33884
$1,79559 Days on yellowkey MLS ID: O6369521
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1269 Built: 2023Community: VillamarSingle 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)
3022 HICKORY ST NW, WINTER HAVEN, FL 33881
$2,00024 Days on yellowkey MLS ID: A4687467
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1602 Built: 1955Community: Biltmore ShoresSingle Family
Remarks: Welcome to this incredible Winter Haven pool home offering the perfect blend of comfort, upgrades, and true Florida lifestyle living. This move-in ready 3-bedroom home sits on a large oversized lot and is ideal for first-time homebuyers, families, or investors looking for a prime Central Florida opportunity. Step inside to find generous living space, a functional layout, and fresh upgrades that make this property stand out in today’s market. Major Upgrades Include: Brand-new roof – big-ticket item already done, New HVAC system + thermostat – energy-efficient comfort year-round, New water heater, New pool pump & chlorinator – easy, low-maintenance swimming, New laundry units included, New front exterior doors, Expansive driveway with ample parking The private in-ground pool creates your own backyard oasis, while the oversized lot gives you room to expand, build an outdoor kitchen, add a firepit, store boats or recreational toys, or design the ultimate entertaining space. With no mention of restrictive HOA, this property offers flexibility buyers are searching for. Located in the heart of Winter Haven, you’re minutes from everything that makes this area one of Central Florida’s hidden gems. Boat lovers and anglers will love being near Gene’s Lakeside Marina with access to the famous Chain of Lakes — featuring over 50 interconnected lakes perfect for boating, fishing, and waterfront dining. Spend weekends exploring local farmers markets, golfing at one of nine nearby courses, or making family memories at LEGOLAND Florida Resort. Winter Haven is known as the Water Ski Capital of the World and offers a thriving, growing community atmosphere with exciting development underway — including a new hospital opening December 2025, further strengthening property values and long-term investment potential. If you’ve been searching for: • Florida pool home • Move-in ready home in Winter Haven • Large lot property • Investment opportunity in Central Florida • No-fuss upgrades already completed • Close to lakes & boating This is the one. Schedule your private showing today — homes with this many upgrades, a pool, and this location do not last.
Listing is courtesy of: THE URBAN GROUP, INC. (954-522-6226)
Listing Agent: Ashlee Morrell (941-740-9134)
1502 NE BUCKEYE RD NE #2, WINTER HAVEN, FL 33881
$1,95092 Days on yellowkey MLS ID: A4678769
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2004 Built: 1974Community: Buckeye HeightsTownhouse
Remarks: Experience lakefront living at its best in this 2-story townhouse with 3-bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone. ONLY ONE MONTHS RENT & SECURITY $1950.00 TO MOVE IN. Housing Choice Voucher Programs are always Welcome.
Listing is courtesy of: KURUVILA REALTY ASSOCIATES LLC (954-530-9477)
Listing Agent: Joe Kuruvila (954-822-7900)
236 RUBY LAKE LN, WINTER HAVEN, FL 33884
$4,50053 Days on yellowkey MLS ID: B4902182
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2266 Built: 2000Single 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)
263 SUNFISH DR, WINTER HAVEN, FL 33881
$2,30074 Days on yellowkey MLS ID: S5143038
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1696 Built: 2021Community: Lake Lucerne Ph 2 & 3Single Family
Remarks: Now available for rent in the Lake Lucerne community—this well-maintained 4-bedroom, 2-bathroom home features a spacious and open floor plan.Newly fenced yard. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island that overlooks the living and dining areas. The primary suite offers a walk-in closet and private bath. Tile flooring is featured in the main living spaces, with carpet in all bedrooms. The home also includes an interior laundry room with washer/dryer hookups, a two-car garage, and a covered patio overlooking the backyard. Lawn care is included in the rent. Conveniently located near US-17, shopping, dining, and local attractions.
Listing is courtesy of: HONEST EXPERTS REAL ESTATE LLC (407-697-6611)
Listing Agent: Leslie Soto (617-461-2522)
2122 CHRIS DR, WINTER HAVEN, FL 33884
$2,03072 Days on yellowkey MLS ID: O6380142
Bed: 4 Bath: 2.0 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)
2134 CHRIS DR, WINTER HAVEN, FL 33884
$2,22072 Days on yellowkey MLS ID: O6380152
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2112 Built: 2025Community: Peace Crk ReserveSingle Family
Remarks: Brand New Two-Story Home for Rent in Winter Haven Welcome to this stunning brand new two-story home located in the heart of Winter Haven, offering the perfect combination of space, style, and convenience. Designed with modern living in mind, this beautiful property is ideal for families or anyone looking for comfort and quality in a prime location. The home features 5 spacious bedrooms, including a generous primary suite with a walk-in closet, while the additional bedrooms are equipped with built-in closets, providing excellent storage throughout. With 2 full bathrooms and 1 half bathroom, the layout is both functional and comfortable for everyday living. Enjoy an open floor plan that seamlessly connects the expansive living room and dining room, creating a bright and inviting space perfect for relaxing or entertaining. The beautiful kitchen stands out with solid wood cabinets, elegant stone countertops, a pantry, and all appliances included, making it as practical as it is stylish. Additional highlights include a 2-car attached garage and a great location, conveniently close to major roads and highly rated schools, offering easy access to everything Winter Haven has to offer. This is a rare opportunity to rent a brand new home in a desirable area. Schedule your showing today and experience comfort, space, and modern living all in one place.
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