Location: Winter Haven
Keyword(s): Lake Region High
Keyword(s) High School: Lake Region High
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2029 CARROLL LN., WINTER HAVEN, FL 33880
$2,5001 Day on yellowkey MLS ID: S5150858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2097 Built: 2024Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year:
Middle School: Westwood Middle
Remarks: Welcome to this stunning new-construction home (2024), situated in the highly sought-after community of Sutton Preserve in Winter Haven. This beautifully designed single-story residence features a spacious open floor plan comprising 4 bedrooms and 3 bathrooms—including a spacious primary suite highlighted by a large walk-in closet and private en-suite bath. Enjoy a modern kitchen equipped with quartz countertops, brand-new stainless steel appliances, and generous storage space. The split-bedroom layout ensures both privacy and functionality, with abundant natural light filling every living area. A fully fenced backyard offers ample space and security to meet all your needs. Additional features include large walk-in closets in several bedrooms and a two-car garage. Conveniently located just minutes from LEGOLAND, as well as local shops, restaurants, and the area's major attractions.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marilin Lugo (407-285-6145)
2154 CHRIS DR, WINTER HAVEN, FL 33884
$2,1904 Days on yellowkey MLS ID: O6410980
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Community: Peace Creek Reserve 40'SSingle Family
Elementary School: Wahneta Elem
Remarks: FOR RENT! Beautiful and move-in ready home located in the heart of Winter Haven! This charming property offers a bright and spacious floor plan with comfortable living areas, generously sized bedrooms, and a welcoming atmosphere perfect for everyday living. Enjoy a functional kitchen, plenty of natural light, and a peaceful neighborhood setting. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways for easy commuting. This home is clean, well-maintained, and ready for immediate occupancy. Don’t miss this incredible rental opportunity — homes like this lease quickly!
Listing is courtesy of: NOSSA REALTY LLC (321-558-0990)
Listing Agent: Daniel Serpa (321-558-0990)
1744 TEAGAN LN, WINTER HAVEN, FL 33884
$1,78030 Days on yellowkey MLS ID: S5148933
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20 (1.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: South Pointe Elementary
Remarks: Beautiful Property | 3 Bedrooms | 2 Bathrooms | Peace Creek Reserve. This beautiful single-family home featuring 3 bedrooms and 2 bathrooms, located in the desirable Peace Creek Reserve community. This move-in ready home offers a modern open floor plan, ideal for comfortable living and entertaining. The upgraded kitchen includes quartz countertops, solid cabinets, and stainless-steel appliances (refrigerator, dishwasher, microwave, and range). The home features tile flooring throughout the main living areas, with cozy bedrooms and elegant bathrooms with quartz finishes. Enjoy added value with a conservation lot with no rear neighbors, providing privacy and peaceful views, plus window blinds already installed. Conveniently located near shopping centers, supermarkets, restaurants, and major highways, with easy access to outdoor attractions like parks, lakes, Bok Tower Gardens, and Lake Kissimmee State Park.
Listing is courtesy of: A & V FLORIDA REALTY GROUP LLC (786-641-7923)
Listing Agent: Edgar Brito (786-641-7923)
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,8535 Days on yellowkey MLS ID: TB8512014
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2021Community: Kensington ViewSingle Family
Elementary School: Eagle Lake Elem
Remarks: Beautiful 3 Bedroom home welcomes you with spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths. Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kevin Watson (813-777-3586)
3110 GOWAN DR #A1, WINTER HAVEN, FL 33884
$1,424353 Days on yellowkey MLS ID: O6317379
REDUCED by $1 (0.1%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 2024Apartment
Elementary School: Chain O Lakes Elem
Middle School: Denison Middle
Remarks: Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from Lakeland, our pet-friendly luxury apartment community offers spacious floor plans, upscale finishes, and resort-style amenities—all thoughtfully crafted with you in mind. Here, you’ll find more than a home, you’ll discover a curated lifestyle. Lounge by the resort style pool and entertainment cabana, stay energized in the 24-hour fitness center, join invigorating on-site fitness classes, or grab complimentary breakfast on your way to work. It’s boutique living designed to elevate your everyday. With convenient access to Tampa, Orlando, and beyond, Prose Cypress Pointe let’s you live chic, live central and completely you.
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
3110 GOWAN DR #B1, WINTER HAVEN, FL 33884
$1,725353 Days on yellowkey MLS ID: O6317387
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 2024Apartment
1734 CARNOSTIE RD, WINTER HAVEN, FL 33884
$2,05047 Days on yellowkey MLS ID: TB8497301
REDUCED by $50 (2.4%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1418 Built: 2023Community: Villamar Ph 3Single Family
Middle School: McLaughlin Academy Of Excellence
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)
3912 GIORGIO DR, WINTER HAVEN, FL 33884
$1,90011 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
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)
910 SUN BURST RD, WINTER HAVEN, FL 33880
$2,00043 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
Remarks: This charming, move-in-ready home offers a popular open-concept layout with a spacious kitchen island, dining area, and 3 bedrooms/2 bathrooms. The split-bedroom plan provides privacy for the owner’s suite. Enjoy peaceful evenings on the covered screened in porch overlooking the large fenced backyard with neighbors on only one side and none behind. Proximity to downtown Winter Haven, you’ll be minutes from shopping, dining, and LEGOLAND Florida. Call today to schedule your private tour!!!
Listing is courtesy of: 1513 REALTY LLC (863-431-2000)
Listing Agent: Pedro Cartagena (863-528-2376)
693 REGGIE RD, WINTER HAVEN, FL 33884
$2,30019 Days on yellowkey MLS ID: S5149706
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1933 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: READY TO MOVE !!!! This almost 1900 sq ft beautiful two-story home features four bedrooms, two and a half baths, and a two-car garage. The perfect plan with the perfect color scheme makes this home stand out compare to others that are similar. It provides an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a large backyard via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to live.
Listing is courtesy of: WF REALTY CORP. (407-994-2900)
Listing Agent: Adriana Sanchez (321-947-4014)
123 TREMONT DR, WINTER HAVEN, FL 33884
$2,35024 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)
2845 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884
$1,800215 Days on yellowkey MLS ID: P4936849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1553 Built: 2016Community: Whispering Trails Ph 02Single Family
Elementary School: Lake Alfred Elem
Remarks: This beautiful 3-bedroom, 2-bathroom home is nestled in the sought-after Whispering Trails neighborhood of Winter Haven. Inside, you’ll find an open floor plan that creates a bright, airy flow from the living area to the kitchen and dining space—perfect for both everyday living and entertaining. The home comes equipped with a washer and dryer, making move-in easy and convenient. Step outside to enjoy a spacious screened-in porch, ideal for relaxing mornings or cozy evenings, and a fully fenced backyard that offers plenty of room to play or unwind. Located in a quiet, welcoming community just minutes from local shops, schools, and parks, this home is ready for you to settle in and make it your own.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
5202 WATERVIEW WAY #5202, WINTER HAVEN, FL 33884
$1,75092 Days on yellowkey MLS ID: P4937984
REDUCED by $50 (2.8%) on 05/01/2026
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! ($1,750 with furniture, $1,650 without)
715 MAGNOLIA PL #715, WINTER HAVEN, FL 33884
$1,65057 Days on yellowkey MLS ID: P4938303
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1078 Built: 1987Community: Winterset 03 A Condo Ph 01Condo
Remarks: Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
368 KAYDEN CV, WINTER HAVEN, FL 33884
$2,29031 Days on yellowkey MLS ID: O6402509
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Peace Creek Reserve 40'SSingle Family
Remarks: Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and convenience. The bedrooms are generously sized, with a comfortable primary suite that includes a private bathroom and walk-in closet. Located in a well-maintained community, residents can enjoy amenities such as a resort-style pool, playground, and walking areas that enhance the neighborhood’s appeal. The home is conveniently situated in Winter Haven, providing easy access to shopping, dining, schools, and major roadways for commuting. You’ll also be just a short drive from local attractions and the beautiful chain of lakes the area is known for. The application process is simple and straightforward, making it easy to move forward quickly. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Ashley Porto (407-360-7386)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10074 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
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)
620 REFLECTIONS LOOP, WINTER HAVEN, FL 33884
$1,750241 Days on yellowkey MLS ID: O6348886
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1489 Built: 1998Community: Reflections East Ph 01Spa: NoSingle Family
Remarks: Welcome to this spacious 3/2 near Legoland! Nestled in the heart of Winter Haven, FL, this home boasts three generously sized bedrooms and two full bathrooms. The split bedroom floor plan ensures privacy, while the eat-in kitchen nook provides a cozy space for meals. The master suite is a true retreat, complete with a luxurious garden tub. The entire home is outfitted with ceramic tiled flooring, adding a touch of elegance and ease of maintenance. The property also features a large yard, perfect for outdoor activities, and a two-car garage for your vehicles or extra storage. Plus, lawn service and interior pest control are included, providing you with a worry-free living experience. This home offers the perfect blend of comfort, convenience, and style. Don't miss out on this gem in Winter Haven! *Tenant must provide their own washer and dryer. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. **RENTERS INSURANCE REQUIRED $100K min liability coverage. Personal property coverage is not required.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
2772 SAN MARCO WAY, WINTER HAVEN, FL 33884
$2,20052 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)
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