Displaying: For Rent
Location: Winter Haven
Property Type(s): Single Family
Price: $2,000 to $2,499
Do Not Show Listings
Winter Haven - 40 properties found
3180 ROYAL TERN DR, WINTER HAVEN, FL 33881
$2,25075 Days on yellowkey MLS ID: S5144149
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2020Community: Lakeside Lndgs Ph 3Single 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 home in the heart of Winter Haven. You'll find tile throughout living areas, spacious bedrooms, an open concept, a covered rear porch and a large yard fully fenced. Lawn maintenance included for a more relaxed living! Quiet community with pool and amenities to enjoy. Close to Davenport, Haines City, and only 28 miles to 192 in Kissimmee! Schedule your tour today and you can call this your home this Spring!
Listing is courtesy of: MERCEDES INVESTMENTS LLC (321-402-6726)
Listing Agent: Jennifer Arguello (321-402-6726)
369 SE STERLING DR, WINTER HAVEN, FL 33884
$2,00073 Days on yellowkey MLS ID: P4937915
0 Days Off yellowkey (back on 2/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1992Community: BerryhillSingle Family
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Beautiful, fully remodeled home located in the desirable Berryhill community of SE Winter Haven. This spacious one-story home offers over 2,000 square feet of living space and features a brand new resurfaced private pool, brand new vinyl fenced backyard, and modern upgrades throughout. Large in-ground private pool (15x30), Oversized primary suite with walk-in closet, Split-bedroom floor plan, Fireplace in living area, Granite countertops in kitchen, Stainless steel appliances, Updated bathrooms with stone counters, Ceramic tile and laminate flooring, Florida room overlooking the pool, 2-car garage with epoxy flooring Located close to shopping, restaurants, medical facilities, schools, and just minutes from LEGOLAND Florida. Quiet, well-maintained neighborhood, only ONE block from elementary school This home is truly move-in ready and perfect for families, entertaining, or anyone looking for Florida living with a private pool.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Markus Khalil (407-929-3450)
2142 CHRIS DR, WINTER HAVEN, FL 33884
$2,39083 Days on yellowkey MLS ID: O6381294
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2463 Built: 2025Community: Peace Creek Reserve 40'SSingle Family
Remarks: Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area features sliding glass doors that open to a large outdoor space, perfect for relaxing and entertaining. The kitchen comes fully equipped with all essential appliances, wooden cabinetry, and a convenient countertop ideal for quick meals. An equipped laundry room adds extra convenience for everyday living. One bedroom and a full bathroom are conveniently located on the first floor, making it ideal for guests, extended family, or a home office. The home also includes a 2-car garage. Upstairs, you’ll find the remaining bedrooms, including a spacious primary suite with a private bathroom and a large walk-in closet. The second floor also features a versatile loft, perfect for a home office, TV room, or study area. Located in Peace Creek Reserve, a planned community of new single-family homes, residents enjoy: Community swimming pool Playground Walking paths Family-friendly, well-organized environment Excellent location with easy access to schools, supermarkets, restaurants, pharmacies, major roads, downtown Winter Haven, and the city’s beautiful lakes. Don’t miss the opportunity to be the first resident of this incredible home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessyka Dos Santos (407-364-0170)
1019 GOTTHARD PASS DR PASS, WINTER HAVEN, FL 33881
$2,00061 Days on yellowkey MLS ID: S5144857
REDUCED by $100 (4.8%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2023Community: Lake Lucerne IiSingle Family
Elementary School: Chain O Lakes Elem
High School: Chain of Lakes Collegiate High
Middle School: Westwood Middle
Remarks: Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience. Vacant and move-in ready. Easy to show. Exceptional value for the area This home won’t last long! Schedule your private showing today and secure this amazing rental before it’s gone!
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Maria Del Villacis (786-200-1063)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10048 Days on yellowkey MLS ID: O6391046
REDUCED by $100 (4.5%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
High School: Lake Region High
Middle School: Mclaughlin Academy Of Excellence
Remarks: Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The primary suite includes a walk-in closet and private bathroom. Three additional bedrooms provide flexibility for guests, office space, or family needs. The home also includes a 2-car garage, driveway parking, and a landscaped yard. Villa Mar residents enjoy community amenities including a swimming pool, playground, dog park, and walking trails. Conveniently located near major roads, shopping, dining, entertainment and more.
Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)
Listing Agent: Patricia Padron (407-803-1393)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,300103 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!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
6518 CRESCENT LOOP, WINTER HAVEN, FL 33884
$2,25020 Days on yellowkey MLS ID: O6399226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 2016Community: Crescent ViewSingle Family
Remarks: This is a very spacious, beautiful, freshly painted and professionally cleaned 3-bedroom/2-bath/ 2-car garage single family home in the quiet and well-kept Crescent View Community. Property features an open floor plan, beautiful ceramic and laminate flooring, a very spacious kitchen with lots of cabinet space, granite countertops and stainless steel appliances. The primary bedroom is very spacious and features a large walk-in closet. The secondary bedrooms are very spacious with large closets. The backyard is fenced so you have lots of privacy. The patio and backyard are perfect for entertaining family and friends. Close to shopping, dining, schools, and major roadways. Also listed for sale, whichever comes first. This one is just waiting for you to come home to!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
1734 CARNOSTIE RD, WINTER HAVEN, FL 33884
$2,10021 Days on yellowkey MLS ID: TB8497301
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1418 Built: 2023Community: Villamar Ph 3Single Family
Middle School: Mclaughlin Middle
Remarks: Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last long.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Hillorie Dias (813-417-9549)
3889 GIORGIO DR, WINTER HAVEN, FL 33884
$2,00021 Days on yellowkey MLS ID: V4948423
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2025Single Family
Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Paola Martinez (386-866-1007)
4973 KAIA AVE, WINTER HAVEN, FL 33884
$2,00021 Days on yellowkey MLS ID: V4948422
2772 SAN MARCO WAY, WINTER HAVEN, FL 33884
$2,20026 Days on yellowkey MLS ID: O6397232
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2024Community: VillamarSpa: NoSingle Family
Remarks: Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life. Designed with both comfort and connection in mind, the open-concept floor plan flows effortlessly through the main living areas. The spacious great room opens to the dining area and kitchen, creating a bright and inviting atmosphere filled with natural light. The kitchen overlooks the living space, allowing you to stay connected with family and guests while preparing meals, making it the true heart of the home. Location truly sets this home apart. Villamar offers a variety of community amenities including a pool, playground, dog park, and scenic walking paths, creating a lifestyle that’s both active and relaxing. Just minutes away, you’ll find everyday conveniences like Publix and Walmart, along with quick access to US-27 for an easy commute. Enjoy weekends full of fun just 5 minutes from LEGOLAND Florida Resort, or take a short 10-minute drive to explore dining, shopping, and entertainment in downtown Winter Haven. Zoned near local elementary and middle schools just minutes away, this home offers convenience for families at every stage. This is more than just a home, it’s a lifestyle opportunity in one of Central Florida’s most convenient and growing communities. Don’t miss your chance to own this beautiful, move-in ready home in Villamar. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
530 SHORT LN, WINTER HAVEN, FL 33881
$2,20033 Days on yellowkey MLS ID: O6395480
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2254 Built: 2022Community: Inman Grvs Ph 1Single Family
Remarks: LOCATION! LOCATION! LOCATION! This two-story home features a contemporary open space layout in the dining room, kitchen and family room with easy accessibility to the lanai for outdoor relaxing. Upstairs are five bedrooms and a loft as an extra common area. SOLAR SYSTEM IS INCLUDED! SAVE half of your Electricity Bill! The community is close all the major highway, supermarket and restaurant, Legoland is only 10 minutes away, call to schedule a showing.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
258 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,15059 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
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)
1220 TYLER LOOP, WINTER HAVEN, FL 33884
$2,095104 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
$2,00040 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!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
263 SUNFISH DR, WINTER HAVEN, FL 33881
$2,30090 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
$2,03088 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!
1237 DENALI DR, WINTER HAVEN, FL 33881
$2,20077 Days on yellowkey MLS ID: S5143734
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1696 Built: 2023Community: Lake Lucerne IiSingle Family
Remarks: Beautiful single-family home located in the desirable Lake Lucerne Community. This property offers an open-concept kitchen with luxury finishes, vinyl flooring in the main living areas, and fully carpeted bedrooms for added comfort.The kitchen comes fully equipped with stainless steel appliances, granite countertops, and ample cabinet space for storage.Enjoy the outdoors in the covered lanai patio, perfect for spending quality time with family and guests. For added privacy, the spacious backyard is fully fenced.Schedule your showing today and experience the comfort of living in this wonderful property! the house has two car garage. Weeks and Months
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Alfredo Bastidas (689-248-6507)
213 LAKE LUCERNE WAY, WINTER HAVEN, FL 33881
$2,000 MLS ID: O6390973
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1717 Built: 2018Single Family
Remarks: Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends. Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for outdoor enjoyment. The home is ideally situated just minutes from Highway 27, offering convenient access to everyday essentials, shopping, and dining. Posner Park is a short drive away and features a variety of retail stores, restaurants, and entertainment options. Grocery stores such as Publix and Walmart are nearby, along with popular local restaurants including Manny’s Chophouse and other dining options along Highway 27. With its spacious layout and prime Central Florida location, this home offers the perfect blend of comfort, convenience, and community living. Available for move-in May 1st.
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Yashira Arroyo Colon (407-864-4904)
233 TOWHEE RD, WINTER HAVEN, FL 33881
$2,350 MLS ID: L4960154
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2140 Built: 2005Community: Hamilton West Ph 02Single Family
Remarks: Check out this move-in ready rental home located in the desirable Hamilton West community in Winter Haven. This well-maintained residence offers 4 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, along with excellent curb appeal. Inside, you’ll find brand-new carpeting throughout, a formal dining room, and a versatile den/office space. The spacious kitchen includes all appliances, a closet pantry, and a cozy dinette area, and opens to an enormous living room with plenty of space for larger furnishings and entertaining. Additional features include an inside utility room equipped with a washer and dryer and a covered back patio overlooking the large backyard. The oversized primary bedroom features private access to the back patio and an en-suite bathroom with a dual sink vanity, garden tub, walk-in shower, and dual walk-in closets. The remaining three bedrooms are well-sized and share a full bathroom with a tub/shower combination. Lawn care is included and maintained by the owner for added convenience. A $40 application fee is required for all applicants over the age of 18. No pets and no smoking permitted. This home is available for immediate occupancy. Schedule your showing today!
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: David Fridovich (863-430-1700)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.