Displaying: For Rent
Location: Winter Haven
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
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Winter Haven - 37 properties found
1137 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,2003 Days on yellowkey MLS ID: S5148932
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2023Community: Estates/Lk FlorenceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Move in READY! Located in Estates of Lake Florence, this 4-bedroom, 2-bath home with a 2-car garage offers 1,850 sq. ft. of open living, highlighted by a beautiful kitchen and a fully fenced backyard with two gate access points—the true showstoppers of the home, where you’ll create lasting memories whether you’re cooking, enjoying family time, entertaining, or simply unwinding. Step inside to a long hallway that leads past three well-positioned bedrooms and a dedicated indoor laundry room with washer, dryer, and built-in shelving, before opening into the heart of the home. The kitchen flows seamlessly into the dining and living areas, featuring granite countertops, a stylish backsplash, a large island, and a walk-in pantry, all filled with natural light. Bedrooms are carpeted for comfort, with tile in all wet areas for easy upkeep. The primary bedroom and en-suite is tucked just off the living room, offering privacy along with dual sinks, a spacious walk-in closet, a private toilet room, and a walk-in shower. Out back, enjoy a fully fenced yard and covered porch—perfect for relaxing, entertaining, or giving pets room to roam. Located in Winter Haven, you’re approximately 10 minutes to downtown, 10 minutes to Cypress Lanes, 15 minutes to LEGOLAND Florida Resort, about 25 minutes to Lakeside Village, and within 45–60 minutes of Walt Disney World Resort and Universal Orlando Resort. Easy access to US-27, FL-540, and I-4 makes commuting simple. Application requirements: Must make 2x monthly rent, pass background and credit screening. Pets considered with owner approval, photo, and non-refundable deposit. No smoking permitted inside the home. Renters insurance required. Scheule you're showing today. RentSpree link to apply https://apply.link/6rTqkaM
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Lisa Siner, Llc (407-486-8605)
6429 DOMIZIO DR, WINTER HAVEN, FL 33884
$2,0983 Days on yellowkey MLS ID: O6404176
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1889 Built: 2026Community: Villa MarSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Brand new 4-bedroom, 2.5-bath home for rent in the desirable VillaMar community in Winter Haven. This home offers a bright and open layout with a spacious living, dining, and kitchen area downstairs—perfect for everyday living, relaxing, or hosting friends and family. Upstairs features a versatile loft space that can be used as a second living area, home office, or playroom, along with well-sized bedrooms for comfortable living. The home also includes upgraded vinyl flooring throughout for a clean, modern look that’s easy to maintain. Enjoy a spacious backyard with room to unwind or spend time outdoors. VillaMar is a quiet and well-kept community with amenities such as a swimming pool, playground, and walking areas—great for enjoying some fresh air without leaving the neighborhood. The location is very convenient, with easy access to major roads like US-27 and Highway 17, making daily commutes simple. You’ll be just a short drive from grocery stores, shopping centers, restaurants, and schools, as well as downtown Winter Haven. Popular spots like Legoland are also nearby, adding to the convenience and lifestyle. If you’re looking for a clean, brand-new home in a comfortable and convenient location, this one is definitely worth seeing. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
603 TERRANOVA DR, WINTER HAVEN, FL 33884
$1,9858 Days on yellowkey MLS ID: B4902246
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2004Community: Terranova Ph 01ASingle Family
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Move In Ready 4 bedroom 2 bathroom home in the gated community of Terranova. This home has been well maintained and boasts fresh interior paint Ceramic Tile throughout the home. Located close to shopping, restaurants, and Lego Land. The tenants will benefit from the solar panels with the average electric costs for the previous tenants have been less than $100.00 month. Home offers vinyl fenced rear yard, screen room, and open floor plan. This home will not disappoint.
Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)
Listing Agent: Craig Burke (863-899-5010)
4819 SUMMERFIELD CIR, WINTER HAVEN, FL 33881
$1,800138 Days on yellowkey MLS ID: O6366521
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 2016Community: Country Club EstatesSingle Family
Remarks: Super Cute Home features 4 bedroom, 2 bath, 2 car garage home, located in Country Club Estates. Freshly painted a neutral color, tile in living areas and brand new LVP in bedroom. Living room kitchen combo, great for family time. Call today for a showing!
Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)
Listing Agent: Ronald Gentile (407-247-0849)
2667 SAN MARCO WAY, WINTER HAVEN, FL 33884
$2,1005 Days on yellowkey MLS ID: O6403230
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2022Community: Villamar Ph FourSingle Family
Remarks: Beautiful 4-bedroom, 2-bath home offering 1,707 sq ft of heated living space in the heart of Winter Haven! This spacious home features an open floor plan, comfortable bedrooms, and plenty of room for family living and entertaining. Conveniently located near LEGOLAND Florida Resort, shopping, dining, and major roads, this property is perfect for those seeking comfort and a great location. Enjoy the best of Central Florida living in a growing and desirable area!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane De Fraga Kalkmann (407-639-4440)
910 SUN BURST RD, WINTER HAVEN, FL 33880
$2,00017 Days on yellowkey MLS ID: K4903409
REDUCED by $100 (4.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2022Community: Squires GroveSpa: NoSingle Family
Elementary School: Pinewood Elem
Middle School: Westwood Middle
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)
3992 WARBLER DR, WINTER HAVEN, FL 33880
$1,8005 Days on yellowkey MLS ID: S5148815
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 2004Community: Queens Cove Ph 04Single Family
Remarks: Lovely home at a convenient location in 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. The home offers a comfortable floor plan with a magnificent living room, fabulous master suite w/ walk-in closet & ensuite bathroom, & the formal dining area overlooking the lanai & backyard. The home is meticulously well-maintained. Rent With Confidence: lease terms can be flexible to applicants who are planning to purchase a home in the future or expecting a job relocation. Applicants are required to complete the application form for pre-screening, once the landlord review the application and ready to proceed there will be an application fee of $50 for a background screening for all applicants 18 years old and above. Applicants must submit proof of verifiable income, proof of employment, valid proof of identification, & must honestly disclose the number of occupants residing in the home. Applicants to submit paystubs, recent W2, or any proof of documentation meeting the landlord income requirements. Showing schedules are by appointment only.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
WINTER HAVEN, FL 33881
$2,0296 Days on yellowkey MLS ID: TB8502857
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1714 Built: 2019Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,714 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
$1,7496 Days on yellowkey MLS ID: TB8502889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1540 Built: 2023Community: Peace Crk ReserveSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,555 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!
1063 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,15028 Days on yellowkey MLS ID: L4960871
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Community: Estates Of Lake FlorenceSingle Family
Remarks: Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a convenient island, a large single bowl sink, white cabinets, granite countertops and Whirlpool stainless steel appliances including a dishwasher, microwave, and range. This home makes great use of space, the primary bedroom is located at the back of the house, featuring a full primary bathroom with dual sinks, a step in shower with private water closet, and large closet space. Bedrooms 2 and 3 are located at the front of the house and share the hall bath. The 4th bedroom sits by itself, perfect for a home office or bonus room. The large laundry room features extra storage space. Small pet may be accepted with owner's approval and non-refundable pet fee.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Jake Bellamy (863-838-7804)
1179 TYLER LOOP, WINTER HAVEN, FL 33884
$2,190126 Days on yellowkey MLS ID: O6369923
REDUCED by $109 (4.7%) on 04/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Beautiful semi-furnished rental home featuring 4 bedrooms, including a primary suite, plus a loft, 2 full bathrooms, and 1 half bath. The first floor offers tile flooring throughout, while the second floor is carpeted. The home comes fully equipped with all appliances, including range, dishwasher, refrigerator, microwave, washer, and dryer. Semi-furnished with dining table and six chairs, sectional sofa with cushions, coffee table, TV stand, and an 85-inch TV. The primary bedroom includes a king-size bed, nightstands, and a dresser with mirror. One of the bedrooms is set up as a home office with two desks and two chairs. Fully fenced backyard with grass. Available starting January 8, 2026.
1417 AUSTIN ST, WINTER HAVEN, FL 33884
$2,29010 Days on yellowkey MLS ID: S5148533
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1879 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: 1 MONTH FREE -AVAILABE JUNE 2026. Welcome to this beautiful 4-bedroom, 2.5-bath home in Winter Haven, this spacious two-story property features an open-concept layout with an inviting kitchen and generous living area, ideal for both everyday living and entertaining. The home also offers a 2-car garage plus 2 additional driveway parking spaces and a large backyard perfect for outdoor enjoyment. Conveniently located near Ned Lake, with easy access to boating, paddle boarding, and fishing, and just minutes from LEGOLAND, Country Club of Winter Haven, AdventHealth Fieldhouse, shopping, dining, and daily conveniences. South Pointe Elementary School is also nearby. A great opportunity to enjoy comfort, space, and a prime Winter Haven location.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Maylu Morales Hernandez (407-715-8161)
1174 HAINES DR, WINTER HAVEN, FL 33881
$2,10032 Days on yellowkey MLS ID: S5145960
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2018Community: Lakes At Lucerne Park Ph 02Single Family
Remarks: Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a double garage and sits on a premium lot with gated access to both the backyard and side yard—ideal for extra space and privacy. The backyard is fully fenced, perfect for outdoor enjoyment. Additional features include a water softener, security cameras, and a covered patio. Pest control is also included at no extra cost—adding even more value. Prime location! Just 3.6 miles from US-27, 8.2 miles Dundee Rd, 14 miles from i-4, making commuting to Lakeland or Orlando easy. Conveniently close to shopping, dining, and entertainment, including Publix, Walmart, Manny’s Chophouse, Port 27, LEGOLAND® , Lake Eva Park, and Posner Park. No smoking permitted. All occupants 18+ must complete application and screening. Rent: $2,100/month. Security deposit: $2,100. Last month’s rent due at signing (waiver may be considered for exceptionally qualified applicants with strong credit and verified landlord references)
Listing is courtesy of: ONE TEAM REALTY (407-530-5006)
Listing Agent: Maria Cruz Vazquez (863-602-6968)
1341 AVENUE S NW, WINTER HAVEN, FL 33881
$1,79540 Days on yellowkey MLS ID: L4960493
REDUCED by $100 (5.3%) on 04/27/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1566 Built: 1959Community: Stately OaksSingle Family
Remarks: 4/2 home in Winter Haven available now! Features ceramic tile and laminate flooring, inside laundry room, nice yard, and 2 car carport. Approval subject to credit, income, and rental verification.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
6424 DOMIZIO DR, WINTER HAVEN, FL 33884
$2,07075 Days on yellowkey MLS ID: O6383759
REDUCED by $30 (1.4%) on 04/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Community: Villa Mar 40'SSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, 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 spacious kitchen features contemporary finishes, ample cabinetry, and generous counter space, seamlessly connecting to the dining and living areas. The primary suite provides a private retreat with a well-appointed en-suite bath, while three 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. The layout is thoughtfully designed to maximize space and flow, making it 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. Located in one of Central Florida’s fastest-growing areas, this property presents an excellent opportunity for both homeowners and investors. Don’t miss your chance to own a newly built home in a prime Winter Haven location.
Listing Agent: Rodrigo Araujo Machado (347-776-2005)
3022 HICKORY ST NW, WINTER HAVEN, FL 33881
$1,90040 Days on yellowkey MLS ID: A4687467
REDUCED by $100 (5.0%) on 04/26/2026
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)
669 REGGIE RD, WINTER HAVEN, FL 33884
$2,10025 Days on yellowkey MLS ID: O6397160
0 Days Off yellowkey (back on 4/25/2026)
Remarks: Spacious 4-bedroom home for rent in Winter Haven, FL, located in the highly desirable Peace Creek Reserve community! This beautifully and well-maintained home offering 2.5 bathrooms and 1,933 sq ft of open-concept living space, perfect for families or anyone seeking comfort and convenience. The home features a modern and functional layout, ideal for both everyday living and entertaining. Enjoy access to resort-style community amenities including a swimming pool, playground, and dog park—perfect for enjoying the Florida lifestyle. Prime location near shopping, restaurants, schools, and major highways, with easy access to Orlando, Lakeland, and surrounding Central Florida areas. This is a great rental opportunity in one of the fastest-growing areas in Central Florida. Homes like this rent quickly—schedule your tour today!
312 KAYDEN CV, WINTER HAVEN, FL 33884
$2,10052 Days on yellowkey MLS ID: O6388984
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $50 (2.3%) on 04/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1879 Built: 2024Community: Peace Creek ReserveSingle Family
Elementary School: South Pointe Elementary
Remarks: Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community. Parents will appreciate being zoned for Garden Grove Elementary and having easy access to local parks and lakes. This home offers the perfect blend of suburban peace and city convenience, making it the ideal choice for your next move.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Ashley Porto (407-360-7386)
728 LAKE NED RD, WINTER HAVEN, FL 33884
$2,10012 Days on yellowkey MLS ID: L4961335
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)
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
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)
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