Winter Haven Homes For Sale & Real Estate - 927 homes

Remarks: Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Cepeda (561-214-4879)

Remarks: Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)

Listing Agent: Stephanie Bombinski (863-877-5520)

Remarks: 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: SIGNIFICANT PRICE REDUCTION: Now only $79,900 AND new roof put on prior to closing! Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on the tennis courts, quiet moments in the library, or peaceful evenings fishing from the pier. This comfortable and spacious home features 2 bedrooms and 2 bathrooms, giving you plenty of room to relax and enjoy your surroundings. Start your mornings with coffee on the inviting front porch/lanai, or start a project on the side patio. Inside, the dining area showcases beautiful built-ins that add charm and character, while a convenient desk space near the kitchen provides the perfect spot for organizing recipes, paying bills, or planning your next adventure. Even better, a brand-new roof will be included with a full-price offer, giving you added peace of mind. Located in the dog-friendly section of Oakwood Estates, this home allows up to two pets (20 lbs each), so your furry companions can enjoy the lifestyle too. If you’ve been dreaming of a friendly community, warm sunshine, and a relaxed Florida lifestyle, this home is ready to welcome you. Schedule your showing today and start enjoying the retirement lifestyle you deserve.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Kelly Fain (863-617-0074)

Remarks: Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  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: Stop scrolling—this is the one. Welcome to 1985 Sarah Street, a 2025-built home in Winter Haven that perfectly blends modern design, functional space, and move-in-ready convenience. Situated on a premium corner lot with a fully fenced backyard, this 4-bedroom, 2.5-bathroom home offers 1,874 square feet of thoughtfully designed living space—ideal for both everyday living and entertaining. Step inside and immediately feel the difference. The entire first floor is designed for connection, featuring a bright, open-concept layout where the kitchen, dining, and living areas flow seamlessly together. The kitchen is bright and spacious—complete with upgraded stone countertops, modern finishes, and a clean, fresh look that feels straight out of a model home. Tile flooring throughout the main level adds both style and durability. Upstairs, the home continues to impress. A cozy loft space creates the perfect flex area—ideal for a second living room, home office, media space or home gym. The spacious bedrooms deliver comfort for everyone, while the owner’s suite provides a true retreat with a walk-in closet and an upgraded modern shower door in the primary bathroom. Step outside and you’ll find one of this home’s standout features—a large, fully fenced backyard, offering privacy, space to play, entertain, or simply unwind. The corner lot positioning adds extra breathing room and curb appeal that’s hard to find. Located in the desirable Peace Creek Reserve community, you’ll enjoy the benefits of newer construction living in a growing area known for its natural beauty and proximity to Winter Haven’s famous Chain of Lakes, shopping, and dining. Why wait for new construction when you can have better than new—right now? This home is upgraded and move-in-ready immediately.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Tyler Wampler (863-577-1234)

Remarks: Filled with potential and flexibility, this home is perfect for buyers looking to add their own style and create value. "A great opportunity for buyers or investors to customize and build equity. The layout includes 4 bedrooms, 2 full bathrooms, a living room, kitchen, den, And a laundry room. Ideal for a family with a growing household. This home offers 1,437 sq ft of living space on a 7,148 sq ft lot, with a new roof installed in 2023 and HVAC updated in 2022. Make this home yours today!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Mikisha Joseph (813-810-8576)

Remarks: ***Invvestor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Tony Insua Jr. (863-221-0656)

Remarks: BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as well as a large family room. These areas, combined with a luxury kitchen create an unbelievable space for your loved ones to gather. The kitchen flaunts tons of cabinetry & granite counters, a cooking island, a HUGE walk-in pantry, a breakfast bar, casual dining nook, and it comes fully equipped with all of the appliances. So much space and versatility for entertaining. Each of the bedrooms are generously sized and a split layout lends everyone privacy of their own. You’ll especially love the master suite. It has a large private bathroom with a jetted tub, a step-in shower, separate vanity/sinks, and dual walk-in closets with organizers- making it easy to share space without much overlap. In addition to the bedrooms, there's also an office, as well as a bonus room that could also be used as a home office or craft/hobby room. Outdoors is just as impressive as the interior and has its own list of fantastic amenities. There is a wonderful screened lanai that houses a heated swimming pool & spa and has a large covered area with summer kitchen. Overlooking the large backyard, it’s sure to be your favorite spot to relax & entertain. Too many to list, the extras & improvements here include high & tray ceilings and 8' doors throughout, an inside laundry rm (appliances included), dual CHA systems, a security system, an irrigation system, a whole house generator system, and much more. Situated on a little less than ½ acre in a quiet, exclusive gated community, this fabulous find is conveniently located with easy access to shopping and restaurants. BRAND NEW ROOF INSTALLED 10/2025! Schedule your appointment today!

Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)

Listing Agent: Cindy Strouse (863-581-1605)

Remarks: Estate-owned property being sold AS-IS for investor value. Seller inherited the home and has never occupied the property. Property requires significant renovation and is cash offers only; may not qualify for traditional financing. Seller will make no repairs or concessions. Buyer to perform all inspections and due diligence prior to closing.

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

Listing Agent: Kevin Tison (863-206-5755)

Remarks: Short Sale. Charming, move-in ready 3-bed, 2-bath home in a peaceful Winter Haven community. Features an open living/dining layout, updated kitchen with modern finishes, and spacious bedrooms. Enjoy plenty of natural light, a private backyard perfect for gatherings and outdoor living, and an attached 2-car garage. Well-maintained and thoughtfully updated, this home offers both comfort and convenience. Monthly HOA of just $50 includes community maintenance for worry-free living. Close to shopping, dining, schools, and major roadways for easy commuting. Don’t miss this opportunity to own in a quiet, established neighborhood — schedule your showing today!

Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)

Listing Agent: Mona Cherkaoui (407-947-5736)

Remarks: Charming and well maintained! 2-Bedroom 2- Bath Home in Desirable 55+ Community – You Own the Land with low HOA fees! This inviting home features fresh interior and exterior paint and a newly screened-in front porch, perfect for enjoying your morning coffee, afternoon tea or just relaxing in the Florida breeze. The property also offers a fenced-in backyard, ideal for pets to play or gardening. Additional highlights include a one-car carport and a spacious 22x11 workshop/storage area, providing plenty of room for hobbies, tools, or extra storage. Residents enjoy access to a community clubhouse and sparkling pool, perfect for socializing and staying active in this welcoming neighborhood. Conveniently located near shopping, dining, and local amenities, this home offers both comfort and convenience. Don’t miss this opportunity to own an affordable home with land ownership in a vibrant 55+ community!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Michelle Armbruster (863-521-6879)

Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained 3-bedroom, 2-bath home awaits. From the stone on the front elevation and bronze screened front entry to the 32’ x 18’ bronze screened veranda, the home impresses in every way. It is situated on a quiet cul-de-sac with views of a large pond and golf course in the distance. Step inside and you’ll immediately notice how clean, crisp, and welcoming the home feels, offering the perfect setting for both comfortable, relaxed living and gracious entertaining. Tasteful 18” x 18” tile flooring provides a uniform flow throughout the house. Plantation shutters adorn all windows. Six interior and 2 exterior veranda fans (total of 8 fans) are remote controlled, high-end Minka ceiling fans. The living room is accented by a coffered ceiling. The kitchen is highlighted by maple cabinets in Toffee color, and feature rollout trays, a corner lazy-susan, refrigerator cabinet and bump ups and bump outs. Identical cabinets and granite counters are found in both baths. The chef’s kitchen appliances are fingerprint resistant stainless steel. A large walk-in pantry offers ample storage space off the kitchen. Multiple pocket doors afford smooth flow room to room. The granite kitchen counters are accented with pendant lighting above the island. Identical cabinets with granite counter and desk/work area are located in the laundry room. Tranquil views from the living room, kitchen and expanded veranda are stunning. The master bath provides dual vanities, one with makeup station, and a spacious, glass-enclosed shower with custom fixtures. The garage features parking for two vehicles and a separate golf cart garage. In addition to the Green Home features built into the house, extra insulation was blown in the attic, providing added energy savings. Plus, the CDD DEBT IS PAID IN FULL on this property, saving you over $10,000! With so many outstanding features, this property must be seen in person to be appreciated. Beyond your doorstep, Lake Ashton’s unmatched amenities invite you to enjoy two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, on-site restaurant, and so much more, ensuring an active and fulfilling lifestyle. This special property is the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)

Listing Agent: Brad Kirwan (863-280-0390)

Remarks: NATURE CALLS, flies, and strolls by this beautiful NEW CONSTRUCTION Villa. Complete, and ready for its 1st happy homeowner. Bright, fresh, and relaxing 2 bedroom 2 bath with 2 car garage. The beautifully finished kitchen comes complete with a full stainless steel appliance package, granite tops, and modern gray cabinets. These lovely cabinets, and countertops also complement both the primary bath, and the guest bathroom. Neutral colors offer a nice finish to this well designed floor plan. Enjoy the privacy from your screened patio with no back door neighbors. Easy living awaits without the big worries. Exterior paint, roof replacement, irrigation water, yard maintenance, and Spectrum Internet/TV package is included in the reasonable monthly fees. Enjoy the social activities with the neighbors, splash in the community pool, or make a hit on the tennis/pickleball courts. The convenient location, and reasonable monthly fees makes this 55+ community an easy choice. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: SPLISH SPLASH--THE SOUND OF SUMMER--WELCOME TO 3407 FOX RIDGE ST WINTER HAVEN FL--THREE BEDROOM TWO BATH POOL HOME IS WAITING FOR NEW OWNER-- MANY UPGRADES IN 2025-CALL AGENT FOR LIST-- THIS HOME IS MOVE IN READY SO DONT HESITATE TAKE THE PLONGE AND MAKE APPOINTMENT TO SEE TODAY---CONVENIENT TO SHOPPING AND LEGO LAND

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

Listing Agent: Esther Skipper (863-712-7632)

Remarks: Welcome to 239 Sunfish Dr, a 4-bedroom, 2-bath home in one of Winter Haven’s growing communities, offering modern comfort, thoughtful upgrades, and outdoor spaces designed to be enjoyed year-round. Built in 2021 and offering nearly 2,000 square feet of living space, this home is move-in ready and packed with value for homeowners and investors alike. Inside, you’ll find a spacious open-concept layout with a split-bedroom floor plan that offers both functionality and privacy. The kitchen opens seamlessly to the main living and dining areas, creating the perfect flow for everyday living and entertaining. With four full bedrooms, there is plenty of space for a growing household, guests, or a home office setup. What truly sets this home apart is the outdoor living experience. Enjoy a fully screened-in back porch, perfect for relaxing in the evenings without worrying about bugs, plus an extended outdoor living area ideal for grilling, gathering, or simply unwinding. A custom paver walkway leads to a charming gazebo, creating the perfect shaded retreat to enjoy the outdoors while staying out of the Florida sun. Whether you're hosting friends or enjoying a quiet morning coffee, this backyard was designed to be used and enjoyed. Additional upgrades include a full gutter system for added function and protection, helping direct water away from the home and adding peace of mind during Florida’s rainy season. Located in a growing area of Winter Haven with convenient access to shopping, dining, schools, and major roadways, 239 Sunfish Dr offers the perfect blend of newer construction, smart upgrades, and comfortable Florida living. Whether you're looking for your next home or a strong long-term investment, this one is easy to love.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Noah Stevens (863-400-1172)

Remarks: Welcome to this stunning single-story home in Winter Haven! Built in 2019,this 3-bedroom,2-badthroom residence boasts 1,479 Square Feet of living space, perfect for who is seeking a modern and spacious retreat. With its large lot size of approximately 8,224 Square Feet, you'll have ample space for outdoor activities and entertaining. Enjoy the beautiful lakes and parks in Winter Haven, including access to boating and the public boat ramp at Lake Hartridge Nature Park. Take a stroll or stay active on the fitness trail at Inman Park, or catch a skate session at the Winter Haven Skate Park. Fresh produce and local goods are just a short drive away at the Winter Haven Farmers Market. Enjoy all of this and most importantly, No HOA! Don't miss out on this fantastic opportunity to own a piece of paradise! SCHEDULE YOUR SHOWING TODAY'!!

Listing is courtesy of: ON-TARGET REALTY, INC. (407-743-2748)

Listing Agent: Danny Quinones (321-512-2865)

Remarks: HERONS, CRANES, EGRETS, AND DUCKS! You'll have a birds eye view of Florida's most beautiful waterfowl from this custom 3 bedroom 3 bath home located in charming Vienna Square. This excellent floor plan offers a private 3rd bedroom with en suite bath perfect for the momma, in-laws, or extra guests. Enjoy the private interior courtyard with an in-ground spa, and space for fun get togethers. Check out the upgraded wood cabinets pull outs, granite countertops, 7 foot doors, elaborate crown molding, and deep wood trim throughout this well planned home. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a fun filled lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for retirement living. Monthly fees include lawn mowing, a Spectrum Internet/TV package, and all community amenities. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

Remarks: One or more photo(s) has been virtually staged. Completely renovated and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)