Homes For Sale in Winter Haven 33880 - 248 homes

Remarks: Welcome to your private slice of Old Florida! Nestled on a fully fenced half-acre lot, this well-maintained 2-bedroom, 2-bath home offers the perfect combination of space, privacy, and freedom with NO HOA restrictions. Inside, you'll find an inviting open floor plan featuring updated waterproof laminate flooring, a spacious kitchen with breakfast bar, and a comfortable living area ideal for everyday living and entertaining. The split-bedroom layout provides added privacy, while the screened rear porch creates the perfect place to enjoy morning coffee and peaceful wooded views. Outdoor enthusiasts, hobbyists, and business owners will appreciate the impressive 24' x 24' insulated metal garage/workshop with power, offering ample space for vehicles, boats, RV storage, projects, or a home-based business. Additional covered parking, storage buildings, and a large fenced yard provide even more versatility. Recent updates include a durable metal roof, updated HVAC system, updated plumbing, newer water heater, and fresh interior and exterior paint, allowing for worry-free ownership. The property backs up to expansive wooded acreage, creating a tranquil setting with no rear neighbors. Conveniently located with easy access to the Polk Parkway, I-4, Lakeland, Orlando, and Tampa, this property offers country-style privacy while remaining close to shopping, dining, and everyday amenities. Whether you're looking for a primary residence, winter retreat, or a property with room for all your toys, this unique opportunity delivers space, flexibility, and value.

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

Listing Agent: Ron Astorga (407-595-2272)

Remarks: Short Sale. Great opportunity to own this spacious home! Please note this is a short sale and purchase is subject to lender/bank approval. Property is being sold strictly in As-Is condition, and buyer is responsible for all municipal inspections. Bring your vision and custom touches to make this home your own! Opportunity meets value in this 3-bedroom, 2-bath home located in a well-established Winter Haven neighborhood. NO HOA. Positioned on a spacious, fully fenced corner lot, this property offers exceptional outdoor space and includes an above-ground pool, perfect for cooling off on hot Florida days, entertaining guests, or enjoying your own private backyard retreat. Inside, you’ll find a functional, comfortable layout with great natural light and flexible living space. This home presents an excellent opportunity for buyers looking to add personal style, build equity, or secure a solid investment property in a growing area. Whether you’re a first-time buyer, downsizing, or expanding your investment portfolio, this home offers strong potential, location convenience, and everyday livability. Ideally located near shopping, dining, Downtown Winter Haven, and the Polk Parkway, with easy access to both Orlando and Tampa for commuting or weekend travel. If you’re looking for space, flexibility, and long-term value with NO HOA restrictions, this is one you don’t want to miss. Schedule your private showing today and explore the possibilities.

Listing is courtesy of: SIGNATURE INTERNATIONAL REAL E (561-404-7263)

Listing Agent: Barbi Rodriguez, Llc (352-404-2377)

Remarks: **PRICE IMPROVEMENT** Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

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

Listing Agent: Cheryl Brewer (863-224-0045)

Remarks: Nestled on a spacious 0.5-acre lot with an in-ground pool, this solid Winter Haven home balances completed improvements with an opportunity to add your own personal updates. A stunning converted family room boasts a natural wood interior, full wet bar, and an open layout, while a separate detached 2-car garage provides ample parking. Enjoy a cozy living area with a brick fireplace and built-in bookshelf. The large master suite features a walk-in closet and a jacuzzi tub. With extensive storage, a large cabinet-packed kitchen, and an optional HOA, this home is ready for your vision!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access. Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry, providing plenty of storage and room to cook or entertain. In the living room, you will find a cozy fireplace with a raised hearth and wood accents, adding a welcoming focal point to the downstairs. This home also features beautifully updated bathrooms and walk-in closets, as well as a brand new electric water heater and newer A/C units as of 2022 for added efficiency and comfort during those Florida summer days. Outside, you’ll find a newer roof as of 2022, a freshly painted exterior, an attached 1-car garage with a driveway, and plenty of space to enjoy the outdoors in the back yard or a day on the lake. Relax or entertain on the large rear patio, or spend a cozy night in the enclosed, two-story back porch, each offering gorgeous lake views. The third bedroom is located within the home’s loft and is equipped with a walk in closet and direct access to the upper back porch. This move-in-ready lakefront home blends those new enhancements, comfort, scenic surroundings, and the charm of living in Winter Haven, FL, making it an opportunity you won’t want to miss!

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Welcome home to this beautifully maintained concrete block residence, perfectly situated on a spacious lot in the heart of Winter Haven. Offering 3 bedrooms and 2 updated bathrooms, this home combines comfort, functionality, and exceptional living space both inside and out. The true centerpiece of this home is the stunning, fully renovated kitchen—a chef's dream designed for both everyday living and entertaining. Featuring brand-new cabinetry, beautiful new countertops, and a complete suite of new appliances, this impressive space offers abundant storage, generous prep areas, and a fresh, modern design that is sure to impress family and guests alike. Whether preparing a weeknight meal or hosting a gathering, this kitchen is designed to be the heart of the home. Just beyond the kitchen, you'll find one of the property's most remarkable features: an enormous permitted enclosed porch with soaring ceilings and double-pane windows. This versatile space offers endless possibilities and could easily become a bonus room, game room, home office, fitness area, media room, or additional family living space with the addition of air conditioning. Fresh interior and exterior paint provide a crisp, move-in-ready feel throughout. Additional updates include a new roof installed in 2018, a new air conditioning system installed in 2022, double-pane windows, and beautifully renovated primary and secondary bathrooms. The converted garage adds even more flexibility and can serve as a man cave, children's playroom, hobby room, oversized laundry area, or be converted back into a single-car garage if desired. A charming screened front porch provides the perfect place to enjoy your morning coffee or unwind after a long day. Conveniently located just minutes from Publix, schools, shopping, and dining, with easy access to the Polk Parkway for quick commutes to Tampa and Orlando. Nestled in the heart of Central Florida, Winter Haven offers an exceptional quality of life with its picturesque Chain of Lakes, year-round sunshine, and welcoming community atmosphere. Residents enjoy a blend of small-town charm and modern conveniences, along with endless opportunities for boating, fishing, outdoor recreation, dining, and entertainment. This must-see home offers outstanding value, a spectacular renovated kitchen, versatile living spaces, and an unbeatable location. Schedule your private showing today and experience everything this exceptional property has to offer.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Gregory Buckley (407-383-9620)

Remarks: Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

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

Listing Agent: Jay Scharff, Jr (863-651-5691)

Remarks: Under contract-accepting backup offers. Fully remodeled two story 4 bedrooms 3 bathrooms home featuring a modern neutral color palette, light color cabinets, vinyl plank flooring throughout, and brand new stainless steel appliances. Bright and updated interior with a clean contemporary feel. Move-in ready and designed for low-maintenance living.

Listing is courtesy of: NUMBER ONE CHOICE REALTY CORP (352-404-5638)

Listing Agent: Daulis Webb Gagnon (407-234-9789)

Remarks: New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. Can be purchased together with 73 High Street to make a family compound or have an income producing property. (MLS P4937859)

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Dwight Head (863-965-0207)

Remarks: Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout. Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office, playroom, or additional lounge space. The open floor plan feels bright and inviting, with plenty of natural light, walk-in closets, and a centrally located guest bath. The owner has already completed all the major updates for you, including a newer roof, newer water heater, and a brand-new septic system, ready for you to just move in and enjoy. Outside, the home features a sparkling courtyard pool, a storage shed, and a convenient circular driveway that provides plenty of parking. This property is perfect as a primary residence, seasonal getaway, or fully furnished short-term rental with excellent Airbnb potential. Located near shopping, dining, and Central Florida attractions, this home offers a wonderful combination of comfort, privacy, and convenience.

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

Listing Agent: Emily Ward (863-632-1865)

Remarks: Virtually Staged. Fully occupied 5-unit multifamily investment property located minutes from Downtown Winter Haven in a high-demand rental market. Zoned multifamily and currently producing immediate cash flow with all units leased. Strong location near major thoroughfares, retail, and ongoing residential development, including a planned townhome project that is expected to support future rental demand. Opportunity exists for additional income growth through rent optimization. Situated in one of Central Florida's fastest-growing submarkets, this stabilized asset offers current income, long-term appreciation potential, and portfolio expansion opportunities. Contact for rent roll and financial information.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Need space? This private gated 2.38-acre Winter Haven property with NO HOA offers room to live, play, and grow—bring your RV, boat, ATV, and all your toys. Set well back from the road behind a remote-operated gated entry, this property delivers the privacy and convenience buyers are actively searching for in Winter Haven and throughout Polk County. The fully fenced acreage gives you the freedom to create the lifestyle you want—whether it’s kids playing football or volleyball, evenings around a fire-pit, playground, space for a future pool, or planting your own fruit trees and garden. Inside, the home features an open floor plan with a desirable split-bedroom layout, offering both functionality and comfort. Enjoy formal living and dining spaces for hosting, plus a spacious family room that flows into the kitchen—perfect for everyday living and gatherings. The kitchen is equipped with abundant cabinetry, hardwood flooring, a breakfast bar overlooking your private backyard. The owner’s suite is a peaceful retreat, featuring French doors leading to the screened back porch, a large walk-in closet, and a spa-style bathroom with soaking tub and separate shower. A flexible fourth bedroom near the primary suite provides the ideal space for a home office, nursery, or hobby room. Step outside and experience true Florida living from your 42’ covered front porch or 34’ screened back porch, surrounded by mature trees and open space. This property offers the perfect balance of cleared land for activities and wooded areas for added privacy. Additional features include: * Remote-operated gate for easy access and security * New roof in 2023 * Side-entry 2-car garage + metal carport * Inside laundry room * Well for irrigation & water softener * High and dry acreage *New AC, Well Pump & Water Heater in 2018 *Septic Pumped 2026 Located just minutes from the Polk Parkway, with convenient access to Lakeland, Tampa, and Orlando, this home combines privacy, land, and accessibility—a rare opportunity in today’s market. If you’ve been searching for a gated acreage property in Winter Haven with no HOA and true outdoor living potential, this one checks all the boxes.

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

Listing Agent: Kimberly Davis (850-625-8855)

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: Welcome to this beautiful open concept home! Fully remodeled in 2023 , everything new from roof to floors. Includes all the modern upgrades, kitchen includes custom cabinetry, quartz countertops, large center island , deep farmhouse sink and upgraded appliances. Primary bedroom includes en suite bath with high end tile and marble floors. Guest bath has the same features. Large bonus room can be used as 3rd bedroom, office or den. Inside laundry easily accommodates full size washer ad dryer. Step out into your large fenced backyard with shed to store all your lawn equipment, etc. conveniently. Located in the heart of southeast Winter Haven near schools, shopping,restaurants medical facilities.

Listing is courtesy of: SUN N LAKES REALTY, LLC (863-326-6147)

Listing Agent: Becky Brown (863-660-0806)

Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath single-family pool home offering 1,860 square feet of living space with NO HOA! This well-maintained property features a desirable floor plan with formal living and dining rooms, family room with cathedral ceiling and 2 car garage with opener. The spacious kitchen has tons of counter space and is equipped with a center island, quartz countertops, newer cabinetry, and matching Whirlpool stainless steel appliances. Just off the kitchen, you'll find a convenient inside laundry closet with washer and dryer hookups. The large family room features a cozy fireplace and ceiling fan while overlooking the screened pool lanai. The primary bedroom offers a private retreat with an en-suite bath, step-in closet, and sliding glass doors providing direct access to the pool lanai. Recent updates include newer luxury vinyl flooring throughout, recessed lighting, renovated bathrooms and a 2019 roof & A/C system. Step outside to enjoy the screened lanai with a large in-ground pool and a nice-sized partially fenced backyard, providing plenty of space for relaxation and outdoor activities. Conveniently located near the Polk Parkway with easy access to I-4, this home is just a short drive from Legoland, Orlando theme parks, shopping, dining, and a variety of recreational amenities. Don't miss this opportunity to own a move-in ready pool home in a prime Central Florida location!

Listing is courtesy of: VIEWPOINT VALUE REALTY (863-617-7015)

Listing Agent: Pat Pearson (908-295-7970)

Remarks: Virtually Staged. Introducing a beautifully renovated 2-bedroom, 2-bath condo located on the lakefront of Lake Howard in Winter Haven. This top-floor unit is truly turnkey, offering updated flooring, fresh paint, new drywall, new interior doors, updated kitchen cabinets, and modern appliances. Recent upgrades include energy-efficient double-hung windows, a newer A/C system, and a stackable washer and dryer. The top-floor location provides added privacy with no neighbors above, while elevator access makes daily living easy and convenient. Enjoy relaxing lake breezes and beautiful Lake Howard views within this community in addition to the peaceful pool view from the unit. Community amenities include a pool, shuffleboard, and organized activities. Covered parking and onsite storage lockers are also included. This mint-condition condo offers comfort, convenience, and lakefront living with a low condo association fee in a 55 and older setting. A rare opportunity in a desirable Winter Haven location.

Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)

Listing Agent: Joshua Taylor (863-651-5471)

Remarks: Welcome home to this charming 1 bedroom condo. Enjoy a lifestyle that blends comfort and convience, with everything you need cloSse by-shopping, parks, dining and commuting routes. Inside, you'll find a bright and functional layout with a spacious living area and cozy bedroom. Whether you're a first time homebuyer, downsizing or investor. Schedule your showing today.

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

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

Remarks: Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and granite countertops, offering both style and functionality. Additional conveniences include a laundry room, two car garage and low HOA dues, making this home an affordable and practical choice. Experience the charm of small-town living while enjoying the growth and expansion happening throughout Winter Haven. Conveniently located just minutes from Legoland, shopping, dining, and entertainment, and centrally positioned between Tampa and Orlando for easy travel in either direction. Solar panels will be paid off at closing, providing the new owner with the benefit of low electricity bills. The spacious backyard offers room to relax or entertain.

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

Listing Agent: Carla Miro (786-897-4081)

Remarks: Welcome to this spacious 3-bedroom, 2-bathroom home located in the desirable Winter Haven area. This residence offers a great floor plan with plenty of natural light, a kitchen with ample storage, and a layout ideal for both everyday living and entertaining. The owner’s suite features a private bath and walk-in closet, while the three additional bedrooms provide flexibility for family, guests, or a home office. The property is conveniently situated near major Central Florida attractions, including LEGOLAND Florida Resort, and is just a short drive from Walt Disney World and Universal Orlando Resort. Residents will also enjoy proximity to shopping at Posner Park Village, diverse dining options, and excellent medical facilities such as BayCare Winter Haven Hospital. For outdoor enthusiasts, nearby Lake Eloise, Chain of Lakes Park, and Bok Tower Gardens brings ample recreation and leisure opportunities. With its prime location and easy access to highways connecting Orlando and Tampa, this property offers the perfect combination of comfort and convenience. Don’t miss the opportunity to make this beautiful Winter Haven home yours. Roof (2017) Water heater (2025)

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Vivian Ortiz (863-514-7641)

Remarks: PRICE REDUCTION – NOW $203,000! MOVE-IN READY & FULLY RENOVATED! Don't miss your opportunity to own this beautifully renovated 2-bedroom, 2.5-bathroom townhouse in Park Lake! This exceptional price improvement makes this one of the best values in the area for a fully updated, move-in-ready home. Completely remodeled from top to bottom, this townhouse offers modern finishes, quality upgrades, and worry-free living. Recent improvements include: All 3 bathrooms fully renovated with new vanities and modern finishes Brand-new kitchen featuring stainless steel appliances, including refrigerator, gas range, range hood, microwave, new sink, and faucet New A/C system and new gas water heater, Fresh interior paint throughout, including walls, doors, and closets, New vertical and window blinds, New ceiling fans with remote controls and updated light fixtures throughout the home, balcony, and lanai, Freshly painted garage floor, Washer and dryer included. The spacious and light-filled living area opens to an extra-large screened lanai, perfect for entertaining, relaxing, or enjoying Florida's beautiful weather. Upstairs, both oversized bedrooms feature private en-suite bathrooms, while the primary suite also offers its own private screened balcony. Prime Winter Haven Location! Enjoy living in one of Winter Haven's most desirable communities with convenient access to shopping, dining, recreation, and exciting future growth: Located next to the new collegiate baseball stadium and parks project, bringing approximately $60 million in investment and development to the area, Direct access to Lake Lulu, part of the renowned Chain of 22 Lakes, offering boating, fishing, and waterfront recreation, Walking distance to popular restaurants and shopping including Starbucks, Chick-fil-A, Panera Bread, Outback Steakhouse, and Red Lobster, Just steps from the Rowdy Gaines Olympic Pool and Advent Fieldhouse, Whether you're a first-time homebuyer, seasonal resident, investor, or looking for the perfect Florida retreat, this home offers outstanding value, location, and upgrades. All the major improvements have already been completed—simply move in and enjoy. Schedule your private showing today and take advantage of this significant price reduction before it's gone!

Listing is courtesy of: HIGDON HOMES REALTY LLC (863-209-2543)

Listing Agent: Fatma Higdon (863-209-5243)