Winter Haven Homes For Sale & Real Estate - 980 homes

Remarks: Under contract-accepting backup offers. BEAUTIFUL 3-BEDROOM POOL HOME ~ This inviting residence offers the perfect blend of comfort and functionality, featuring a spacious living room ideal for relaxing or entertaining, expansive kitchen, along with a desirable layout for added privacy. The home includes 3 bedrooms and 2 bathrooms, with a unique primary suite setup that features a private sink area separate from the bathroom for added convenience. Step outside to enjoy a screened-in lanai with a 10,000-gallon in-ground pool, perfect for soaking up the Florida lifestyle year-round. The patio provides additional outdoor space for dining or lounging, while the fully fenced backyard showcases mature landscaping for both beauty and privacy, along with a handy storage shed. This well-maintained property is move-in ready and offers everything you need to enjoy indoor-outdoor living at its finest—schedule your showing today!

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

Listing Agent: Erin Floyd (863-412-2286)

Remarks: Welcome to this Charming and newly remodeled home, located in the heart of Winter Haven! This inviting property offers comfortable living with a functional layout, perfect for both relaxing and entertaining. Whether you’re a first-time homebuyer, downsizing, or looking for an investment opportunity, this home is a must-see!

Listing is courtesy of: TCA REALTY, LLC (407-507-3982)

Listing Agent: Deidre Rios (407-433-6238)

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: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)

Listing Agent: Michael Human (813-343-4383)

Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)

Listing Agent: Michael Human (813-343-4383)

Remarks: Under contract-accepting backup offers. Welcome to a home where comfort, convenience, and peace of mind come together in one of Winter Haven’s most desirable and evolving areas. Nestled just minutes from the shores of Lake Howard and the charm of Downtown Winter Haven, this property offers the lifestyle so many are seeking—close to it all, yet tucked away in a quiet, established neighborhood.From the moment you arrive, you’ll appreciate the care and updates that make this home truly move-in ready. Major systems have already been taken care of for you, including a brand-new hot water heater installed in 2026, roof and HVAC systems both replaced in 2018, giving confidence for years to come. Inside all-new windows bring in natural light while improving energy efficiency. The home continues to shine with newer cabinets and updated appliances. The interior tells a story of thoughtful updates and everyday functionality—spaces that feel welcoming whether you’re hosting friends, enjoying a quiet evening, or simply living life comfortably. Every improvement has been made with both style and practicality in mind, allowing you to settle in without the stress of immediate projects.Step outside and you’re just moments away from everything that makes Winter Haven special. Spend your weekends enjoying the Chain of Lakes lifestyle at Lake Howard, take in the growing dining and entertainment scene downtown, or simply enjoy the continued growth and investment happening throughout the area—making this not just a great home, but a smart move for the future.If you’ve been looking for a home that blends updated features, prime location, and long-term value, this one checks all the boxes.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Chris Loschiavo (863-280-2201)

Remarks: Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42" white cabinets, a walk-in pantry and a center island; an elegant dining room; a spacious great room; a lavish primary suite showcasing a generous walk-in closet and a private bath; a laundry and a covered patio. This could be your dream home! *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks. An additional bedroom and bathroom round out this inspired plan. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Under contract-accepting backup offers. Welcome to 525 Winter Terrace in Winter Haven, an inviting, move-in-ready 2-bedroom, 2-bath, single-level townhouse in a maintenance-free family community with outstanding amenities. Step inside to find ceramic tile throughout the main living areas, spacious bedrooms, and a bright Florida room perfect for relaxing or entertaining. The heart of the home is the completely updated kitchen featuring nice appliances, wood cabinetry, and granite countertops, complemented by neutral interior paint and updated tile. Enjoy even more comfortable living space in the enclosed back room, offering additional air-conditioned square footage. The primary suite has sliding glass doors that lead to your own, private, enclosed porch. Community perks include a clubhouse, solar-heated pool, shuffleboard, and a private boat dock on beautiful Lake Smart. Schedule your showing today because this one won’t last long!

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Oralis Perez (407-325-1045)

Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom home in the heart of Winter Haven! Featuring a desirable open floor plan, this home offers comfortable living with plenty of space to relax and entertain. The modern kitchen is highlighted by granite countertops, ample cabinetry, large island, and a seamless flow into the main living area, making it perfect for gatherings. Just off the entrance, you’ll find a versatile flex space that can easily serve as a home office, dining room, or playroom to suit your needs. The spacious primary suite is a true retreat, complete with a large bedroom and dual master closets, offering plenty of storage. Two additional bedrooms and a second full bathroom provide comfortable accommodations for family or guests. Step outside from the large sliding doors to enjoy the fenced-in backyard, ideal for pets, outdoor activities, or relaxing evenings. Located in a great neighborhood in the heart of Winter Haven, this home is conveniently close to shopping, restaurants, and local schools, offering both comfort and convenience. Don’t miss the opportunity to make this wonderful home yours!

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

Listing Agent: Bethany Jack (606-584-0518)

Remarks: Charming Inwood home, located one block to lake Alfred. This 3 bedroom , 2 bathroom is perfect for 1st time home buyer or as an investment property. Its close to school and shopping. The drain field was done approximately 8 mths ago, New kitchen cabinets were put in, also both toilets and vanity, plus a new hot water tank. Please note that the hose will need a new A/C unit., however if the buyer does not want to put in new central air then they can use the window AC units(4). The house does not comes with appliances, there is a refrigerator in the garage that can be used in the kitchen.

Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)

Listing Agent: Baijnauth Singh (212-518-7621)

Remarks: Under contract-accepting backup offers. Move In Ready 3BR/2BA + Home Office + Dining / Flex Room and Large Screened Lanai. The Interior Features an Open Floor Plan, High Ceilings, Spacious Bedrooms, New & Updated Lighting & Fans, Fresh Interior Paint, Brand New Carpet in BR's and more! The Large Kitchen Offers a Spacious Breakfast Cafe Overlooking the Lanai & Backyard, Newer Countertops, Tiled Backsplash and New Dishwasher. The Master Suite Offers a Huge Walk-In Closet, Soaking Tub, Double Vanities and Walk-In Shower. The Exterior Offers a Fully Privacy Fence, Large Backyard and Newer Storage Shed. Please Note the Property Link extends another 14' beyond the rear fence. This Gated Community is conveniently located in Winter Haven close to Publix Shopping, Walmart, Restaurants and Legoland. Enjoy all that Winter Haven has to offer - Multiple Lakes for fishing & boating, Nature Trails, Golf Courses and more. Located One Hour from both Tampa and Orlando International Airports, Lakeland Linder Airport now offering domestic flights too.

Listing is courtesy of: SHAWN R MCDONALD REALTYGRP INC (863-287-0213)

Listing Agent: Shawn Mcdonald (863-287-0213)

Remarks: Under Construction. New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with shaker-style cabinets with crown molding, granite countertops, Samsung stainless steel appliances, pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Jack-and-Jill hall bath with an enclosed tub and toilet, accessed from bedrooms 3 and 4. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey."

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Under Construction. New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a bathroom. Plus, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

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: Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Located in the heart of Polk County, Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no rear neighbors, offering extra privacy and an open feel. As you step inside, a long and inviting foyer welcomes you into the home. The first floor boasts a bright and open family room, perfect for gathering, along with a modern kitchen featuring a large island, breakfast bar, and brand-new Whirlpool appliances. A guest bedroom and a full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master retreat offers plenty of space for a king-sized bed, a dresser, and even a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for added organization, and a spacious walk-in closet for all your storage needs. The four additional bedrooms are generously sized, allowing everyone their own private space. These rooms can also be used as a home office, playroom, or hobby room to suit your lifestyle. With three full bathrooms, mornings run smoothly without congestion. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Step outside and enjoy the covered back patio and covered front porch, perfect for relaxing or entertaining outdoors. Located in the highly sought-after Peach Crossings community, this home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Schedule your private showing today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

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: What a find! Cute as a button, historic charm with some nice updates. From the welcoming front porch to the massive fenced back yard, complete with dog washing station, this is a cozy spot to call home! Love the original hardwood floors, open bright kitchen, and character such as built ins. Roof is less than 10 years old, and the sellers have updated the HVAC including adding a mini split to the main bedroom for those who like it extra cold at night. Plenty of parking and extra storage outside as well...check this one before it gets away!

Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)

Listing Agent: Paula Shields (863-581-1498)