Homes For Sale in Winter Haven 33880 - 234 homes

Remarks: Under contract-accepting backup offers. Beautifully renovated property in an excellent and highly desirable location. This home features modern finishes throughout, including a stunning quartz kitchen countertop and brand-new appliances. Conveniently located near hospitals, medical offices, major avenues, schools, restaurants, and shopping centers. Its strategic location offers great versatility, making it ideal for both residential living and potential commercial use. A rare opportunity to own a fully updated property in a prime area.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Graceshaly Collazo (939-441-3991)

Remarks: Under contract-accepting backup offers. 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: Discover this 3-bed, 2.5-bath pool home in the sought-after Whisper Lake community of Winter Haven. The home features a functional two-story layout with all bedrooms and full baths upstairs, plus a convenient half bath off the kitchen. Interior highlights include wood laminate and tile flooring, crown molding, wainscoting, and thoughtful finishing touches throughout. Step outside to a private backyard retreat complete with an in-ground pool, oversized patio, and vinyl fencing—perfect for relaxing or entertaining. This property offers a great blend of comfort, style, and outdoor living in a peaceful neighborhood setting. Don't delay. Schedule today!!

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

Listing Agent: Andrea Williams Llc (863-605-0408)

Remarks: MAKE YOUR APPOINTMENT NOW TO VIEW THIS WELL-MAINTAINED & UPDATED HOME . THIS IS A THREE BEDROOM, TWO BATH HOME. THE KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. LAMINATE AND TILE IS THROUGHOUT THE RESIDENCE. THE KITCHEN BOASTS WOOD CABINETRY, GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES. THE LIVING ROOM IS LARGE WITH A BEAMED VAULTED CEILING AND DOUBLE FRENCH DOORS THAT LEAD TO THE SCREENED REAR PORCH. THE PRIMARY BEDROOM HAS A HUGE ENSUITE BATH WITH LOADS OF STORAGE. THERE ARE BEAUTIFUL SHUTTERS ON ALL THE WINDOWS FOR THE NEW OWNERS. THE ROOF WAS DONE IN 2025. THE EXTERIOR OF THE HOME WAS PAINTED IN 2025 AND A NEW A/C WAS INSTALLED IN 2018. THERE IS A LARGE SOLAR HOT WATER HEATER--PANELS HAVE BEEN " PAID OFF " BY THE SELLERS. THE REAR YARD IS FENCED AND HAS A LARGE (13X11) AIR CONDITIONED SHED THAT CAN BE AN OFFICE, RETREAT, EXTRA TV ROOM, MAN CAVE OR SHE SHED--WHATEVER YOU WANT. NO HOA.

Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)

Listing Agent: Brenda J Quinn (863-412-2287)

Remarks: Welcome to your own 3/4-acre mini farm oasis! This fully fenced and gated property is a secure haven offering space for a variety of living needs, farm animals and plenty of room for parking. Large carport with garage attached. Mature trees provide serene shade on this picturesque retreat. The property includes a shed with chicken coops and pig pens, perfect for your feathered and four-legged friends. Updated remodeled 3BR, 1.5BA mobile home with an open floor plan, new fixtures, and an inside laundry room for convenience. Plenty of room for dogs, goats, boats, and RVs with electric hookup. Grow your garden with crystal clear well water. Enjoy the front porch with rocking chairs in screened room. Experience farm living with modern comfort and affordability. Welcome to your peaceful country sanctuary! Cash Only Sale. The info provided herein is subject to errors, omissions or changes without notice, and Seller expressly disclaim any warranty or representation regarding the Property Information. You must independently verify the Property Information prior to purchasing the Property.

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: This expansive property is a true diamond in the rough, perfectly positioned for the savvy investor looking for a great return on a "buy and hold" scenario or a strategic value-add project. Boasting a generous 0.41-acre lot, this property is designed for versatility. With a massive layout featuring 6 bedrooms and 4 bathrooms, the home offers the unique potential for 3 or even 4 separate doors (units), making it an ideal candidate for a multi-generational living setup or a high-performing rental portfolio addition. Only 12 minutes away from LEGOLAND!

Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)

Listing Agent: Clarisa Moody (813-446-2003)

Remarks: Under contract-accepting backup offers. Welcome to this charming and move-in ready 3-bedroom, 2-bath home located in the established Foxridge community of Winter Haven. Featuring approximately 1,148 square feet of living space, this cozy residence offers a functional split-bedroom floor plan, spacious living area, and plenty of natural light throughout. The kitchen provides ample cabinet space and flows nicely into the dining area, making it perfect for everyday living or entertaining. Situated on a generously sized lot with a private backyard, there’s plenty of room to relax, garden, or enjoy outdoor gatherings. Conveniently located near shopping, dining, schools, and major roadways with easy access to all that Winter Haven has to offer. Whether you're a first-time homebuyer, or looking to downsize, this property is a fantastic opportunity to own an affordable home in Central Florida.

Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)

Listing Agent: Benjamin Crane (302-841-8999)

Remarks: Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Karl Erickson (813-245-6181)

Remarks: Situated on just over 5 acres of pastureland shaded by mature oak trees, this property offers the perfect blend of privacy, space, and functionality. Inside, you'll find an inviting 3 bedroom, 2 bathroom split floor plan featuring a newly renovated kitchen complete with a large hidden walk-in pantry. The guest bedrooms are connected by a versatile flex space ideal for a home office, playroom, or just additional living area. Toward the rear of the home, the enclosed porch has been transformed into the perfect movie room or bonus family space. Step outside to enjoy the screened-in heated saltwater pool, great for Florida summers and entertaining. The property also includes a detached suite with its own private entrance and full bathroom, offering excellent flexibility for guests or a private office setup. Additional highlights include a whole-home generator, large storage building, treehouse with window unit, and an additional shed with attached lean-to for equipment or workspace.

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

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

Remarks: Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.

Listing is courtesy of: POLK REALTY ADVISORS LLC (786-387-1809)

Listing Agent: Zachary Strang (863-207-3523)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully upgraded 4-bedroom, 2-bath home designed for comfort, style, and the best of Florida living. Featuring a highly desirable open floor plan, this home is perfect for both everyday living and entertaining, with a spacious kitchen that flows seamlessly into the main living areas. The split-bedroom layout offers added privacy, with a generously sized primary suite separate from the additional bedrooms. Inside, a stunning decorative feature wall with a modern fireplace creates a warm and inviting focal point that truly sets this home apart. Step outside and fall in love with your private outdoor retreat—fully fenced, paved, and complete with a stylish pergola, perfect for entertaining, relaxing, or enjoying Florida evenings year-round. The large backyard offers plenty of space to enjoy and make your own. Freshly painted on the exterior, this home shows pride of ownership and is truly move-in ready. Location is everything—just 3 minutes away, enjoy access to a beautiful recreational lake where you can fish, boat, and unwind. Plus, you’re conveniently located near major roads, shopping, dining, and everything the area has to offer. Homes with these features, upgrades, and location don’t come around often—schedule your private showing today before it’s gone!

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Jose Rojo (786-502-6162)

Remarks: Short Sale. Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by a bright, open floor plan where the living room, dining area, and kitchen flow together seamlessly ideal for everyday living and effortless entertaining. The kitchen is generously sized, featuring an abundance of cabinetry and two lazy Susan's that maximize every inch of storage. Natural light floods the home through an impressive array of windows, and sliding glass doors in the main bedroom, middle bedroom, and living room all open directly onto the crown jewel of this property: a stunning 47 x 15 screened-in patio complete with a bar area, built-in grill, refrigerator, and cabinetry. Whether you're hosting guests or simply enjoying a quiet Florida evening, this outdoor space delivers. Both bathrooms have been tastefully updated. The guest bath features a brand-new tub and shower installed by Westshore Homes in October 2025, along with a new vanity, mirrored medicine cabinet, cabinet above the toilet, and new toilet. The main bathroom has also been refreshed with a new mirrored medicine cabinet, cabinet above the toilet, and new toilet. Major systems are all squared away brand-new roof in 2025, A/C replaced in 2021, and water heater from 2018 offering true peace of mind from day one. The home is also pre-wired for a generator, a smart bonus for Central Florida living. The attached garage includes a dedicated laundry and storage room with extensive shelving, and the washer and dryer convey with the home. Set on an 8,537 square foot lot at the end of a tucked-away cul-de-sac, this property offers the rare combination of privacy, space, and convenience. Just minutes from US-27, LEGOLAND Florida Resort, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes, everything Central Florida has to offer is right at your doorstep. Homes this move-in ready, this well-maintained, and this well-located don't stay on the market long schedule your private showing today!

Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)

Listing Agent: Daniel Rodriguez (407-934-0305)

Remarks: PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost! Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! Just minutes away from hosptials, shopping centers, restaurants, schools ect. Built in 2014, this charming single-story residence offers an open floor plan with bright natural light, spacious living and dining areas, and a well-appointed kitchen with ample cabinet space. The primary suite features a private bath and generous closet storage. Enjoy relaxing evenings in the fenced backyard, perfect for pets, gardening, or entertaining. Well-maintained and ready for its next owner! Sellers are highly motivated—come see this beautiful home and make an offer today!

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Alisa Cotton (863-205-2820)

Remarks: Under contract-accepting backup offers. 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: Under Construction. PRICE REDUCED $9,600 FOR QUICK SALE !!!!!!!! Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Juan Carrion (863-581-6028)

Remarks: Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one of Winter Haven’s desirable established communities. Offering the ideal blend of peaceful country-style living and convenient access, this property is centrally located to Florida’s world-renowned attractions, including Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida Resort, along with easy access to Gulf Coast beaches and Orlando’s premier shopping, dining, and entertainment. From the moment you arrive, you'll appreciate the home’s inviting curb appeal, highlighted by a charming Southern-style front porch with refreshed columns, creating timeless warmth and character. The scenic setting is truly special, featuring picturesque ponds, charming bridges, and peaceful natural surroundings, offering a park-like backdrop that makes everyday living feel like a retreat. Inside, the spacious floor plan offers room for everyone with 4 generously sized bedrooms, 2.5 baths, a versatile loft area, and an added enclosed rear playroom/flex space—perfect for a game room, homeschool area, fitness studio, or additional family living space. Thoughtful updates throughout include renovated bathrooms, tasteful touch-ups, new hardwood flooring in one bedroom, a brand-new well and filtration system, and a meticulously maintained HVAC system with annual servicing—providing comfort and peace of mind for years to come. For added value and security, the home is also equipped with a whole-house generator, a highly desirable feature that ensures convenience and preparedness year-round. Set on three-quarters of an acre, the outdoor possibilities are endless. Whether you envision a pool, garden retreat, entertaining space, or workshop, this oversized homesite provides the room to create it. A storage shed already on the property adds even more functionality for tools, hobbies, or extra storage needs. Offering space, charm, modern updates, and exceptional versatility, 1413 Hidden Creek Lane is a rare opportunity to enjoy tranquil living without sacrificing convenience.

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

Listing Agent: Vikki Thielen (863-604-6627)

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: Spacious & Updated on a Corner Lot! Welcome home to this beautifully updated 3-bedroom, 2-bath mobile home situated on a generous .41-acre corner lot with no shortage of outdoor space. Fully fenced for privacy, this property offers both comfort and functionality with room to spread out. And the best part is....NO HOA! Inside, you’ll find NEW WINDOWS that enhance energy efficiency and fill the home with natural light. The open and practical layout features a living room and a separate family room. Enjoy your large primary suite complete with a walk-in closet and private bath, creating a relaxing retreat. Two additional bedrooms provide flexibility for family, guests, or a home office. The AC, appliances and roof were all updated in 2017 so you will have peace of mind moving forward. Step outside to the back porch, perfect for morning coffee, grilling, or enjoying Florida evenings. In the backyard you also have a 110-volt receptacle with a 30-amp breaker for RV hook up. With ample yard space for pets, storage, or future additions, this corner-lot property offers incredible versatility. You have your own little slice of heaven with the privacy you'll love. Ideal for those seeking space, privacy, and affordability—this move-in-ready home checks all the boxes. Schedule your showing today!

Listing is courtesy of: REGAL REAL ESTATE LLC (863-660-7927)

Listing Agent: Tammy Storie (863-698-6000)

Remarks: Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!

Listing is courtesy of: MMV REAL ESTATE GROUP LLC (407-437-9754)

Listing Agent: Melissa Victor (407-988-6742)

Remarks: Beautiful manufactured home on a spacious 0.65-acre lot in Winter Haven! This property features 4 bedrooms, 2 bathrooms, and over 2,300 sq ft of living space. Spacious layout with great potential for customization or investment. NO HOA or CDD. Roof is original (2000). Conveniently located near shopping centers, restaurants, schools, and major highways. Enjoy easy access to everything you need while still having the privacy of your own space. Perfect for first-time buyers or anyone looking for comfort and convenience!

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

Listing Agent: Idalgisa De Jesus (347-797-7849)