Homes For Sale in Winter Haven 33880 - 229 homes

Remarks: Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many amenities such as tennis, fishing pier, two heated pools, shuffle board, miniature golf, bocce ball, two club houses, fishing pier, plus many planned activities.

Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)

Listing Agent: Reta Stead (863-299-7800)

Remarks: This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. This home will be sold mostly furnished. If that isn't enough, from the carport area there is a beautiful view of the lake and lakeside amenities. Oakwood Estates is a very active 55+ community offering many amenities including two pools, two clubhouses, miniature golf, tennis courts, shuffleboard and more. You can be as busy as you want, or just sit back and enjoy peaceful Florida living. Visit the Oakwood website for more info on the community and to see the governing docs.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Winter Haven. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a breakfast bar and adjacent dining area, perfect for everyday living and entertaining. An inside laundry room adds convenience. Enjoy outdoor living in the fully fenced backyard, complete with plenty of room to relax, play, or entertain, and a perfectly sized patio for gatherings. Ideally located close to shopping, dining, entertainment, medical facilities, and the world-famous Plant City Strawberry Festival

Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)

Listing Agent: Lindsey Funderburk (352-606-9639)

Remarks: Under contract-accepting backup offers. Move right into this well maintained home. The home comes furnished with everything you see. The cathedral ceilings give you an open and spacious feel to the living area. You will find upgraded kitchen with a nice cooktop stove and built in oven and microwave. The bathrooms have been updated with new vanities. A new HVAC system has just been installed. The roof is a roof-over which adds extra insulation value and has a very long life. The windows have also been upgraded adding even more insulation value to the home. This home is located in Oakwood Estates, a 55+ community which offers many amenities and activities. Enjoy the Florida sun in one of the two pools or join in with water aerobics or volleyball. You can join in with the Koffee Klatch, ice cream socials, or one of the many potlucks, or just sit back, relax and enjoy the beautiful Florida weather. Check this out today!!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms. Don't miss out- schedule a showing today!

Listing is courtesy of: RIVERA & ASSOCIATES REALTY (813-443-5031)

Listing Agent: Maria Rivera (813-842-7399)

Remarks: Under contract-accepting backup offers. Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes for the price of one. This property includes a single-family home with 2 bedrooms and 1 bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL 33880. The single-family & Mobile home needs Lot's TLC but has great potential. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers flexibility depending on your needs. This is truly a rare find at this price point. Don't miss out on this fantastic investment opportunity! Dual Rental Income, Fix-and-Flip Potential, Multi-Generational Living

Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)

Listing Agent: Jennifer Daniell (863-440-3603)

Remarks: Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai offers extra living space as well as the bonus room on the front of the home. The refrigerator and washer and dryer are newer. The metal roof was installed in 2024. Oakwood Estates, a 55+ community, offers many activities and amenities, so you can be as busy as you would like, or just sit back and enjoy the peaceful community. The rocker recliner in the living room and TVs do not convey.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Under contract-accepting backup offers. Investor opportunity meets wide-open space! Situated on 10.74 acres at the end of a quiet dead-end road, this unique property offers privacy, flexibility, and endless potential. Featuring a 4-bedroom, 2-bathroom mobile home, this property is ideal for investors, renovators, or buyers looking to create their own private retreat or family compound. ***SELLER IS MOTIVATED TO SELL*** SELLER IS WILLING TO NEGOTIATE!!!! DO NOT MISS THIS OPPORTUNITY!!! ***$3,000 Minimum EMD*** The home is in need of cosmetic updates, but major components have already been addressed, including a roof (3 years old), HVAC (4 years old), and hot water heater (4 years old) new sump pump ($700) the septic was pumped 3 months ago —providing a solid foundation for improvements. Inside, you’ll find a functional layout with original kitchen and bathrooms, stainless steel appliances included, carpet in living areas and bedrooms, and vinyl flooring in the kitchen. Washer and dryer hookups are available. This expansive property is perfect for those seeking space to spread out—bring your ATVs, off-road vehicles, boats, or work equipment, or explore the potential for multi-use living. With no HOA and a peaceful, rural setting, this property is well-suited for outdoor enthusiasts or those looking to escape city congestion. Sold AS-IS. Seller will make no repairs. SELLER IS MOTIVATED TO SELL!!! BRING ALL REASONABLE OFFERS!! Don’t miss this rare chance to own acreage with unlimited potential!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Teri Hunter (863-307-1683)

Remarks: PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residence offers the space you've looking for, filled with natural light and and large fenced backyard ideal for gatherings, pets or relaxing outdoors. Well located near shopping, dining, hospitals, major highways, and just minutes from LEGOLAND. Book your showing today!.

Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)

Listing Agent: Lulis Batista (407-969-2098)

Remarks: Short Sale. Requires a some TLC & Refresh. Pool Home.

Listing is courtesy of: WESTBAY REAL ESTATE (813-833-2045)

Listing Agent: Randy Patrick (813-833-2045)

Remarks: Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Deborah Grogan (863-812-5944)

Remarks: Short Sale. Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.

Listing is courtesy of: BROOKS REALTY GROUP LLC (813-653-7291)

Listing Agent: Erica Ranson (863-934-3510)

Remarks: Custom-built by Hulbert Homes, known for exceptional quality and craftsmanship, this one-of-a-kind 4-bedroom, 3-bath residence is situated on nearly ¾ of an acre in a private, in-town Winter Haven community. From the moment you arrive, the home impresses with custom mahogany double doors, a charming rocking chair front porch, soaring ceilings, crown molding, and luxury vinyl flooring throughout. The thoughtfully designed open-concept layout seamlessly connects the Great Room, dining area, and chef’s kitchen, creating an ideal space for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring a massive island, stainless steel appliances, gas range, and custom backsplash. The Great Room offers a cozy gas fireplace and built-in Sonos sound system, while abundant natural light enhances the home’s light, bright feel. The private 4th bedroom includes its own en-suite bath and direct access to the lanai, making it perfect for guests or multi-generational living, while a dedicated office/den with built-ins and a functional mudroom with additional storage add versatility. The luxurious primary suite is a true retreat, complete with a second gas fireplace, an expansive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and a walk-in shower. Step outside to your own private oasis featuring an expansive screened lanai with a saltwater pool, above-ground hot tub, covered entertaining area with wet bar, and remote-controlled hurricane shutters and shades. Additional highlights include an oversized 31x43 garage with epoxy floors, a whole-house Generac generator, and a tankless water heater. Built with efficiency and durability in mind, the home features a low-maintenance metal roof with no exposed fasteners, spray foam insulation (8–12”) for enhanced energy efficiency, a Carrier Infinity A/C system with humidity control, insulated and wind-resistant garage doors, in-wall Taexx pest control, and an in-foundation termite treatment system. Utility costs remain impressively low, with average electric around $325, water approximately $75 (without irrigation), and gas about $25. Ideally located near Legoland, the Chain of Lakes, shopping, dining, and more, this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Brian Stephens (863-647-8600)

Remarks: Under contract-accepting backup offers. Under Construction. UNDER CONSTRUCTION:Welcome to the Residences at Winter Haven, a new single-family community focused on high-quality construction and modern design. This Key West model features a spacious three-bedroom, two-bathroom layout, centered around an open-concept living area. The interior is highlighted by premium finishes, including vinyl flooring and kitchen island with a fullwaterfall countertop. Large glass sliders lead out to a covered lanai, extending the living space and emphasizing a bright and functional environment.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)

Remarks: Under contract-accepting backup offers. This newer, well-maintained 3-bedroom, 2-bath manufactured home offers a practical layout with a split-bedroom design and open living, dining, and kitchen areas. The interior provides a functional flow that is perfect for easy living. Located on a fully fenced lot with no HOA, the property offers usable outdoor space and added flexibility. Additional features include a screen entry area, an indoor laundry area with a washer and dryer included, and a storage shed for extra space. Great investment opportunity.

Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)

Listing Agent: Chrissi Jasso (863-618-4000)

Remarks: Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Anne Halbert (402-460-1352)

Remarks: Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway. The property also includes a newer shingle roof (2023) and newer LVP flooring. Inside, the living area offers two living room areas, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Welcome to a move-in ready villa in the desirable 55+ Oakview community of Winter Haven—now strategically repositioned to reflect today’s market and create immediate opportunity. This well-maintained 2-bedroom, 2-bath home offers 1,220 sq ft of comfortable living with a functional open layout, spacious bedrooms with walk-in closets, and a screened lanai designed for relaxed Florida mornings and evenings. Major updates are already done for you, including a NEW ROOF (2024) and HVAC (2019), giving buyers confidence where it matters most. The kitchen has been refreshed with brand-new appliances, making this a truly easy transition with no extra projects needed. A standout feature is the garage screen system, allowing you to enjoy fresh air and added flexibility during the day—an underrated benefit for Florida living. The HOA covers lawn care and exterior maintenance, supporting a low-maintenance, lock-and-leave lifestyle many buyers are actively seeking. Now repositioned to align with current market conditions—creating one of the most compelling opportunities in Oakview today. With recent activity in the community, buyers are moving quickly when the value makes sense—schedule your showing today.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Vanessa Aybar Badillo (352-557-1682)

Remarks: Under contract-accepting backup offers. This move-in-ready home features fresh interior paint, updated countertops, brand-new cabinets, and renovated bathrooms, offering a clean, modern feel throughout. The open-concept floor plan creates a bright and inviting living space, perfect for entertaining or relaxing. Upstairs, a versatile loft provides the ideal spot for a home office, guest area, or flex space to fit your lifestyle. Enjoy low-maintenance living with fantastic community amenities, including a sparkling pool and lake access — perfect for soaking up the Florida sunshine. Ideal for first-time homebuyers, investors or anyone looking for comfort, convenience, and location all in one, this condo offers the perfect blend of style and lifestyle in the heart of Winter Haven. Some photos have been virtually staged to illustrate the property’s potential. Furnishings, décor, and enhancements shown in staged images are for marketing purposes only.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Marquita Smith (863-289-3343)

Remarks: WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Rick Hemenway (863-289-5657)