Courtesy: FIVE STAR REAL ESTATE OF FLORIDA LLC
904-539-3336
Looking for the perfect starter home or turnkey investment? Welcome to 117 4th Ave N! This well-maintained 3-bedroom, 1.5-bath home has been lovingly cared for by the same family for over 40 years and is now ready for its next chapter. Situated just minutes from shopping and dining, this property delivers both comfort and convenience in the heart of Winter Haven. Recent updates include a brand-new roof (2025), providing peace of mind and long-term value. For investors, current tenants are interested in staying—offering an immediate income opportunity if desired. Inside, you'll find an open and inviting floor plan where the kitchen flows seamlessly into the spacious living room. Each bedroom offers generous space with nice-sized closets, perfect for growing families or long-term renters. But here's the bonus: attached to the back of the home is additional flex space not included in the square footage. This area could easily be converted into a 4th bedroom, mother-in-law suite, home office, or studio—adding even more value and versatility to the property. Parking is another standout feature with a covered carport plus a detached garage—ideal for extra vehicles, storage, or workshop space. Priced to sell and brimming with potential, this gem won't last long.
Courtesy: LPT REALTY, LLC
877-366-2213
Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently renovated kitchen complete with modern finishes, making mal prep a delight. A huge backyard, ideal for family gatherings, gardening or creating your dream outdoor retreat. An expansive driveway and 2 car garage, with enough space to park multiple vehicles. A newer roof 2020 for added peace of mind and longevity. Well maintained interior and exterior ensuring move in readiness. prime locatioin near Lake Howard perfect for outdoor enthusiasts who enjoy fishing, boating and lakeside strolls. No HOA fees allowing you the freedom to enjoy your property without added restrictions or costs. Wether you are looking to grow your family or generate extra income, this home is a rare find. Don't miss the opportunity to own a property that combines comfort, style and versatility in a highly desirable area of Winter Haven. Ready to schedule a showing?
Courtesy: COLDWELL BANKER REALTY
863-294-7541
Pack your bags and move right into this beautiful home. The kitchen was remodeled three years ago. The side porch/lanai adds approximately 200 sf of living space (included in total sf) and is vented with central air. The home features beautiful built ins in the dining area as well as the 2nd bedroom. The primary bathroom has an updated shower and vanity. The shingled roof is 11 years old and the ac is 12 years old. The home comes furnished. The golf cart is negotiable with a good offer on the home. Walk through the new sliding door to the front porch which features tinted windows and Berber carpet. This home is located in the Dog area where you can have two pets up to 20lb each. Enjoy Oakwood Estates, a peaceful 55+ community offering many amenities and activities, or just sit on the front porch and watch the world go by. This home is located in the area of Oakwood Estates that allows dogs. There is a 2 pet limit of up to 20 lbs.
Courtesy: COLDWELL BANKER REALTY
863-294-7541
Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded with a new vanity and flooring. The home has had new plumbing installed in 2025 including a new water heater and washing machine. Just pack your bags and move right into this fully furnished home. Oakwood Estates, a 55+ community offers many amenities and activities. You can be as busy and join all the activities or just sit back and enjoy the peaceful community.
Courtesy: BEYCOME OF FLORIDA LLC
804-656-5007
INVESTOR OPPORTUNITY HANDYMAN SPECIAL / VALUE-ADD RENTAL Property is Tenant Occupied. – Do Not Disturb Tenants. Unlock strong rental income and value-add potential with this fixer-upper located in the heart of Polk County. For investors, landlords, fix-and-flippers, or owner-occupants, this property has multiple exit strategies. The home is currently leased at $1,100/month, providing immediate income while renovations are planned. Situated on a spacious 0.36-acre fully fenced lot, the property features 3 bedrooms, 1 bathroom, a covered porch, ceiling fans throughout, a durable metal roof, and an on-site shed—all solid fundamentals for a value-add project. The property is being sold AS-IS, allowing buyers full flexibility to renovate, reposition, increase rents, or resell. LOCATION HIGHLIGHTS – STRONG RENTAL DEMAND AREA Conveniently located near parks, schools, shopping, and local attractions, this property sits minutes from LEGOLAND Florida Resort, a major driver of consistent rental demand. Enjoy the best of Polk County lake life, surrounded by lakes and canals, with easy access to the Chain of Lakes Trail— for walking, biking, and outdoor recreation. These features enhance long-term rental appeal and resale value. A solid opportunity to acquire a property with existing income, upside through renovations, and strong location fundamentals. Property is Tenant Occupied. – Do Not Disturb Tenants.
Courtesy: BHHS FLORIDA PROPERTIES GROUP
863-701-2350
Attention Investors & Homeowners! Whether you’re a seasoned investor or looking for a home with built-in income, this property presents an exciting opportunity. This well-maintained 3-bedroom, 2-bath block home is located within Winter Haven city limits and offers 1,155 square feet of tile flooring throughout with no HOA. The home features a functional layout, spacious rooms, ample kitchen counter space, and a large fenced backyard. Major updates include a newer roof (2018), A/C replacement (2014), and a water heater installed in 2004. Currently tenant-occupied, making it a great income-producing option with future flexibility. Conveniently located just minutes from shopping, downtown Winter Haven, and approximately 12 minutes from LEGOLAND. Don’t miss out—schedule your showing today and see the potential for yourself.
Courtesy: STAR REALTY OF WINTER HAVEN
863-299-7827
RECENTLY REMODLED 3 BEDROOM 1 BATH HOME FEATURING A BRAND NEW KITCHEN CABINETS, UPDATED BATHROOM, NEW FLOORING AND FRESH INTERIOR & EXTERIOR PAINT. THIS MOVEN-IN READY PROPERTY OFFERS A SPACIOUS REAR YARD IDEAL FOR GARDENING, OR OUTDOOR ACTIVITES. THIS HOME ISONLY 0.7 MILES FROM WAHNETA ELEMENTARY SCHOOL, AND 3.6 MILES FROM LAKE REGION HIGH SCHOOL. NEW MC DONALDS RESTURANT IS ONLY 4 BLOCKS NORTH OF THE HOME. NO HOA.
Courtesy: SIGNATURE INTERNATIONAL REAL E
561-404-7263
NO HOA & PRICED TO SELL! Welcome to this 3-bedroom, 2-bath home located in an established Winter Haven neighborhood. Sitting on a spacious, fully fenced corner lot, this property offers plenty of room to enjoy the outdoors, complete with an above-ground pool for relaxing or entertaining. Inside, the home has a practical layout and offers a great opportunity for buyers looking to make it their own. Whether you’re a first-time buyer, downsizing, or searching for an investment property, this home has solid potential and value. Conveniently located near shopping, dining, downtown Winter Haven, and the Polk Parkway, with easy access to Orlando and Tampa. If you’re looking for space, flexibility, and a home you can personalize, this one is worth a look. Schedule your private showing today. Don’t miss this opportunity, schedule your private showing today and explore the possibilities.
Courtesy: LA ROSA REALTY KISSIMMEE
407-930-3530
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.
Courtesy: RE/MAX HERITAGE PROFESSIONALS
863-256-2188
Welcome home to 4420 Limewood St in Winter Haven, located in the desirable 55+ co-op community of Oakwood Estates—a neighborhood known for active living, friendly neighbors, and resort-style amenities that make every day feel like a vacation.This home has been thoughtfully updated so you can move right in with confidence. One of the biggest improvements is the brand-new architectural shingle roof, designed to withstand winds up to 175 MPH—a huge value and peace-of-mind upgrade. Inside, you’ll immediately notice the refreshed, modern feel thanks to new flooring throughout, plus drywall upgrades in the kitchen and living room, replacing traditional paneling for a brighter, cleaner look.The kitchen is both functional and inviting, featuring all-new stainless steel appliances and a convenient drop-leaf table—perfect for morning coffee, casual meals, or entertaining. The home also includes a mini bar, creating the perfect space for hosting friends and family. The primary bedroom is ready for comfort from day one with a brand-new king bed and mattress included.To make ownership even easier, the seller is providing a home warranty to the buyer.Life in Oakwood Estates is all about lifestyle. Residents enjoy an incredible list of amenities including a lake for water activities, a heated community pool, clubhouse, tennis, pickleball, shuffleboard, mini golf, and a full calendar of community events and activities designed to keep you as social—or as laid back—as you’d like.Whether you’re looking for a seasonal getaway or a full-time Florida lifestyle, 4420 Limewood St offers the perfect blend of upgrades, comfort, and community living in one of Winter Haven’s most established 55+ communities.
Beautiful 4 bedrooms, 2 bathrooms home built in 2022, offered fully furnished and move-in ready — just bring your toothbrush. Located in Winter Haven, FL, only a few miles from LEGOLAND. Modern open floor plan, spacious kitchen, and comfortable living areas, perfect as a primary residence, vacation home, or short-term rental investment. Enjoy a great location near attractions, shopping, dining, and major highways.
Courtesy: THE STONES REAL ESTATE FIRM
863-412-2080
Tucked behind a private gated entry, this extraordinary 30+ acre estate delivers an exceptional blend of luxury, privacy, and purposeful design—perfectly suited for an equestrian farm, cattle ranch, or refined country retreat with no HOA. The property features a custom-built pool home, a 30'x40' barn with a furnished apartment and a detached climate-controlled building, all thoughtfully designed to provide flexible options for multi-generational living, guest accommodations, or income potential within a refined yet highly functional setting. The 2014 custom-built residence offers an open layout with a great room, dining area, spacious kitchen, split bedrooms, primary suite with an office, expansive laundry room, oversized lanai and a 2-car garage. The great room is a stunning focal point, highlighted by an electric fireplace with heat, set against a striking bamboo and tile feature wall with integrated lighting and outlets. Triple stacking sliding glass doors with transom windows flood the home with natural light while showcasing sweeping views of the pool and pasture. The well-appointed kitchen flows seamlessly into the great room and dining area and features custom cabinetry, quartz counters, stainless appliances, double ovens, walk-in pantry and a generous island with gas cooktop and seating for four. The dining area comfortably accommodates eight and opens to the lanai by an additional set of sliders, creating an effortless indoor-outdoor connection for entertaining. The primary suite is a luxurious retreat offering an office space with an 8-foot opening—easy to enclose for privacy. The suite is completed by 2 spacious walk-in closets with built-ins and a spa-inspired bath with a granite counter, dual sinks, a soaking tub, walk-in shower, and private water closet. Secondary bedrooms offer ample space and versatility, including built-in storage and a thoughtfully designed bunk room with integrated study and play areas and a walk-in safe closet. Step outside to the screen-enclosed lanai, where resort-style living takes center stage. Enjoy a salt-filtered, heated pool, an outdoor kitchen with a granite counter, grill, sink, cooktop, fridge, outdoor shower and a gas fireplace—perfect for year-round enjoyment. A backyard fire pit adds an additional gathering space under the stars. The estate continues with an impressive barn offering flexible use for equipment, hobbies, or easy conversion to horse stalls and a tack room, complete with an air-conditioned office. Above the barn, a beautifully finished one-bedroom apartment features a living room, full kitchen, stackable washer and dryer and a private deck overlooking the serene pasture—ideal for guests. The 14'x24' detached, climate-controlled building features a half bath and internet connectivity, making it ideal for a private studio, home office or she-shed. The land includes a cross-fenced pasture with a livestock pen, persimmon trees, greenhouse with electricity, RV electrical hookup and two chicken coops. Additional highlights; a new roof (2024), paved driveway, water softener, irrigation system, two tankless gas water heaters, generator connection and foam insulated panels for energy efficiency. Set in a tranquil country setting yet just 10 minutes from shopping, dining, schools and Bartow Executive Airport and centrally located between Tampa and Orlando, this remarkable estate offers the freedom to ride ATVs, store recreational toys and enjoy wide-open acreage without compromise.
Courtesy: LA ROSA REALTY PRESTIGE
863-940-4850
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven. This home features a spacious open floor plan with a comfortable living and dining area, perfect for everyday living and entertaining. The kitchen offers ample cabinetry and counter space with a functional layout. The primary suite includes dual walk-in closets and an ensuite bath with dual sinks and a separate shower area. A generously sized guest bedroom and second full bath provide comfort for visitors. Enjoy relaxing on the covered porch, plus the convenience of a carport with covered parking and an attached storage shed. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates offers an active lifestyle with community amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant 55+ community.
Courtesy: MARKET CONNECT REALTY LLC
407-250-4708
Situated on approximately 2.2 fully fenced acres, this unique property offers space, flexibility, and opportunity in a highly desirable and convenient location surrounded by newer homes. Priced to sell, it presents an excellent option for owner-occupants, investors, or those seeking land with future potential.The main residence, positioned toward the rear of the property, is a block-constructed 3-bedroom, 1-bath home featuring a functional layout with the kitchen opening to the dining area and living space, plus a screened front porch ideal for enjoying the peaceful setting. A brand-new metal roof adds long-term value and peace of mind.Mature oak trees, expansive open space, and full fencing enhance both privacy and usability, offering endless possibilities for outdoor living, storage, or future improvements.With its generous acreage, multiple dwellings, and favorable location, experienced buyers may wish to explore zoning and development opportunities. Properties of this size and versatility are increasingly rare in the area, making this a compelling opportunity for those looking to secure land, income, and long-term upside.Don’t miss the chance to own over two acres in a rapidly growing area—schedule your private showing today.
Courtesy: THE K TEAM REAL ESTATE SERVICES LLC
863-604-1601
WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! Renovated, updated & remodeled. This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location! Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through bar leading to an open living room and dining area, primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool and a fee based recreational vehicle parking area. Fish from your backyard at the bank of Lake Lulu! This residence is convenient to The Freedom Boat Club, great restaurants, medical, shopping, entertainment, and LEGOLAND! Call today to see what Florida waterfront living is all about!
Courtesy: JASON MITCHELL REAL ESTATE FLO
754-307-0607
Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.
Courtesy: KELLER WILLIAMS REALTY SMART
863-577-1234
Welcome home to this charming 3-bedroom, 2-bath residence nestled on a spacious lot in the heart of Winter Haven. Offering nearly 1,300 square feet of comfortable living space, this well-maintained home features a functional layout with a kitchen and family room combination, ceiling fans throughout, and plenty of natural light. Step outside to your private backyard oasis complete with an in-ground pool—perfect for relaxing, entertaining, or enjoying Florida’s sunshine year-round. A one-car garage adds convenience, while the absence of HOA fees provides flexibility and freedom. Ideally located near schools, shopping, dining, and major roadways, this home is a wonderful opportunity for homeowners or investors alike. Don’t miss your chance to make this inviting Winter Haven property your own!
Courtesy: OFFERPAD BROKERAGE FL, LLC
813-534-6326
This move-in-ready 3-bedroom, 2-bath home features fresh interior paint, new carpet, and new LVP flooring throughout. The large living room showcases vaulted ceilings, creating an open and airy feel, while the kitchen offers a convenient breakfast bar. Step outside to enjoy a private yard with a patio—perfect for relaxing or entertaining.
Courtesy: ALIGN RIGHT REALTY LLC
727-264-6800
Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously sized, with additional bedrooms that can be used for guests, an office, or flex space. Step outside to a patio—perfect for morning coffee or relaxing in the evening. Conveniently located near shopping, dining, major roadways, and everyday essentials including Publix. Schedule your private showing today!
Courtesy: PREFERRED SHORE LLC
941-999-1179
This spacious 5-bedroom, 2-bath double-wide manufactured home offers modern updates and versatile living. A dedicated flex room adds extra functionality—ideal for a home office, playroom, or guest area. Recent improvements include updated bathrooms, new flooring in key areas, and fresh interior paint. The roof is in strong condition, and all systems are fully operational. Situated in the Wahneta community of Winter Haven, this property is near Wahneta Elementary School and just minutes from Lake Gwyn Park, with its walking trails, sports fields, playgrounds and a screened pavilion-ideal for gatherings and recreation. A great opportunity for those seeking updated space in a well-connected location. The generous lot provides ample outdoor space with room to garden, relax, or entertain. Whether you're upsizing or looking for multi-generational living potential, this home offers the flexibility and comfort to meet a variety of needs.
Courtesy: FLORIDA REALTY INVESTMENT FIRM
863-738-0775
55+ community. Centrally located; conveniently located near shopping, restaurants, and medical facilities. The home is special in the community because of its placement (a corner lot) and one of the largest units in community (there are two bonus rooms). The home also comes with easy-access Wheelchair-Accessible Doors, a Step-in Master Shower, and a skylight that illuminates the inner part of the spacious and open kitchen, living room, and den combination. This community has the feel of being in the heart of Winter Haven, while also being part of a close-knit neighborhood. Easy access to the Chain O’Lakes Complex just down the road, and Legoland is not far the other way. With easy access to Hwy 27, the Parkway, and I-4, you are about an hour from Tampa, and an hour from Orlando and Walt Disney World Resort. Note: All measurements are apx. Buyers' responsibility to confirm measurements.
Courtesy: FLORIDA CONNEXION PROPERTIES
407-574-2636
One or more photo(s) has been virtually staged. Welcome to 2105 9th St NE, a beautifully renovated ranch-style home in the heart of Winter Haven! This move-in-ready gem offers 4 spacious bedrooms, 2 modern bathrooms, and an open-concept layout spanning 1,295 square feet, filled with abundant natural light. As you step inside, you are greeted by elegant luxury vinyl flooring, designer neutral tones, and a bright open layout, perfect for family gatherings or entertaining friends. The fully remodeled kitchen is sure to impress, featuring quartz countertops, stainless steel appliances, a modern tile backsplash, a large center island with breakfast bar seating, and stylish pendant lighting. The primary bedroom includes a generous walk-in closet and a spa-like en-suite bathroom with a beautiful tiled shower and sleek matte black fixtures. Notable upgrades include: • New roof installed in October 2024 • New electrical system • New water heater (January 2025) • New dishwasher The spacious backyard is perfect for a garden, play area, or your own private oasis. The property is also fully fenced, providing added privacy. Best of all—no HOA! This makes the home an excellent option for investors or small families seeking flexibility and convenience. Located close to parks, shopping, and schools, this home truly offers everything you’ve been looking for in a renovated Winter Haven property. Schedule your private showing today and discover this incredible opportunity!
Courtesy: REV REALTY
850-428-3338
The Valeria is a single-story home featuring a secluded primary suite, quartz countertops throughout, and a central living, dining, and kitchen area perfect for entertaining or evenings with the family. The highlight of this Interior Design is the pebble-grey cabinets. Enjoy endless versatility with this contemporary new-neutral color, perfectly matched with stylish countertops. This home also includes a covered lanai, fenced back yard with pond frontage, stainless-steel GE appliances, including Refrigerator and Washer/Dryer, dual vanity primary bath, spacious walk-in-closet, vaulted ceiling, and a 2-car garage.
Courtesy: CENTURY 21 MYERS REALTY
863-875-5656
Welcome to Imperial Harbours, a well-maintained 55+ waterfront condominium community located on scenic Lake Howard in Winter Haven. This condominium offers comfortable living with access to community amenities including a heated pool, clubhouse, and lakeside grounds. The association provides water, sewer, trash, cable/internet, exterior maintenance, and grounds care, allowing for low-maintenance living. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and the Chain of Lakes, with easy access to major roadways. No pets permitted. Buyer to verify all room dimensions, HOA rules, and restrictions.
Courtesy: ASSOCIATE REALTY
863-618-4000
ALMOST BRAND NEW!! Check out this CHARMING 3 bedroom, 2 bath manufactured home perfectly situated within a fully fenced-in yard! Step inside to find an Open Floor Plan featuring a cozy living room that flows seamlessly into the dining area and kitchen, creating a warm and inviting space. Split Bedroom Plan with the primary bedroom located just off the kitchen, boasting its own bathroom and a walk-in closet! The separate laundry area provides added convenience - even the washer and dryer are included! Enjoy the front covered porch with side screens while having your morning coffee or just to relax after a long day! Additionally, includes a shed, which is great for your storage needs. Don’t miss your chance to see this delightful home — call today to schedule your appointment!
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Winter Haven is located in Florida. Winter Haven, Florida 33880has a population of 48,707. Winter Haven 33880 is less family-centric than the surrounding county with 24.73% of the households containing married families with children. The county average for households married with children is 26.62%.
The median household income in Winter Haven, Florida 33880 is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven 33880 is 41 years.
The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.
