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$2,200,000
Acreage SubDv. ⋅ 33884 Zip Code
BACK ON THE MARKET.....Seller has replaced the roof on the commercial building. UP AND COMING NEIGHBORHOOD with lots of shopping, homes and commercial offices. Multi-purpose Commerical/Residential property centrally located on Dundee Rd in Winterhaven. 3 parcels total 10.98 acres. Used to be the home of Boss Hogg Radio. Offers high visibility in a highly traveled intersection with excellent exposure directly on the highway. Buildng is 2,004 sq ft. with a reception area, bathroom, kitchen and an office, along with a paved parking area. Satellite is currently leased on a monthly basis at $1500, and conveys. The annual average daily traffic for this part of Dundee Road is approximately 16,000 cars/day! This is a great opportunity to either use the existing building or make an addition and build your own. Potential for restaurant, radio stations, professional offices & more. Lot with building is commercial; 2 other lots are deemed residential. Land is cleared and improved. Survey shows potential. Stated for 8-10 residential units. 40 minutes from Walt Disney World, 20 minutes to Kissimmee, and 52 minutes to Orlando Int'l.

1505 Dundee Road, Winter Haven
$225,000
33880 Zip Code
**Prime Commercial Lot for Sale – Spirit Lake Road, Winter Haven, FL** **Location, Location, Location!** This is a rare opportunity to own a prime commercial lot in one of Winter Haven's highest-traffic areas. Located directly on Spirit Lake Road, this vacant parcel is surrounded by thriving businesses, making it an ideal spot for your next commercial venture. With McDonald's as your neighbor, you’ll benefit from the constant flow of foot and vehicle traffic. Additionally, the lot is just a short distance from the Polk Parkway and the world-famous Legoland Florida Resort, bringing millions of visitors to the area each year. **Property Highlights:** - **High Traffic Exposure**: Located in a bustling commercial corridor, providing maximum visibility and easy access for customers. - **Proximity to Major Attractions**: Just minutes from Legoland and the Polk Parkway, ensuring a steady stream of potential customers. - **Neighboring McDonald's**: High-traffic area with established businesses, ensuring you’re in great company. - **Ideal for Retail, Dining, or Office Use**: The flat, spacious lot is versatile and ready for your business ideas. - **Easy Access**: Great road frontage and access to major routes ensure customers will have no trouble finding your location. Whether you're looking to expand your business, open a new restaurant, or develop a retail center, this lot offers an exceptional location to achieve your goals. The combination of high visibility, prime location, and proximity to major attractions makes this an unbeatable investment opportunity. **Don’t miss out on this incredible chance to own a piece of Winter Haven’s commercial future. Contact us today for more information and to schedule a showing!**

Spirit Lake Road, Winter Haven
$379,000
3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $10K PRICE IMPROVEMENT on 7/24! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.

4099 Island Lakes Drive, Winter Haven
$269,000
Florence Citrus Growers Assn Sub SubDv. ⋅ 33881 Zip Code
Prime commercial opportunity in a high-visibility location with strong owner-user and investment potential. Freestanding commercial building Just price reduced for you to start your own business. Prime corner lot with a well-established stand alone operating business for over 20 years. This commercial property offers incredible potential and could be converted for other uses with county approval. The roof is only 4 years old, and the AC unit is about 1.5 years old. It has 8 hair stylist chairs, 3 shampoo chairs, 10 waiting chairs and 9 dryers all included in the price. While the property needs some TLC, it’s priced accordingly—making it a fantastic investment. Don’t miss this chance to be your own landlord/boss! Call today for more details. Some photos are staged.

2106 1st Street N, Winter Haven
$245,000
3 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights Unit 02 02 Rep SubDv. ⋅ 33881 Zip Code
Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

1540 Avenue C Ne, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
NO CDD fees! Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!

1787 White Elephant Loop, Winter Haven
$950,000
33881 Zip Code
Nestled on just under 10 acres of picturesque grounds, this property offers an unparalleled blend of rustic charm and modern convenience, making it an ideal location for weddings, parties, corporate events, and more. Formerly part of a sprawling ranch, this stunning property has been meticulously transformed into a fully equipped, multi-functional venue that combines serene country appeal with thoughtful, functional spaces. Boasting a spacious layout, the venue includes a lofted area, private rooms, dressing spaces, and a full bathroom with a shower, all designed for comfort and style. The prep kitchen and catering area, alongside separate bathrooms and versatile indoor and outdoor entertaining spaces, make this venue not only visually striking but practical for large-scale events. Additional amenities include a charming barn with horse stalls, an office, and a fenced riding arena—perfect for equestrian enthusiasts or those seeking to bring a unique touch to events. The property is fully fenced and offers ample parking and space for customization to suit your vision. Located with frontage on Lake Lucerne Rd and just minutes from US-27, this property is not only a stunning venue but also a prime, easily accessible location for events of all kinds. For those seeking to expand, an additional +/- 10 acres adjoining the property is available, offering further potential for development. This property is an exceptional opportunity for anyone looking to create a standout venue or bring their own vision to life. The possibilities here are as boundless as the property itself. For those looking for a full-package investment, an additional 9.75-acre parcel with a 2,000 sq ft custom home, which backs directly to the venue, is also available for purchase. Don’t miss your chance to own a piece of one of the most stunning properties in the area.

5713 Lucerne Park Road, Winter Haven
$185,000
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
SELLER MOTIVATED Beautiful FULLY RENOVATED single-family home. These 3 BEDS, 2 BATHROOMS home features BRAND NEW kitchen, Roof, bathrooms, flooring, paint, lighting and more. This gem provides a welcoming environment, located on a lot with surrounding greenery. Whether you're on the lookout for Starter home or an investment home, this property is a great option. What's nearby? This home is located in an area with plenty of options for recreational activity, restaurants, shopping, and more. Within a 10-minute radius, there is much to experience from the surround no lakes in the arca, includina Lake Cannon, to the movie theater al CMX Grand 10 Cinemas, and the Auburndale Speedway.

3931 Avenue R Nw, Winter Haven
$145,093
3 Beds ⋅ 2 Baths ⋅ Wahneta Farms SubDv. ⋅ 33880 Zip Code
2 Lots and 2 Homes for the price of One. Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes for the price of one. This property includes a single-family home with 2 bedrooms and 1 bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL 33880. The single-family & Mobile home needs Lot's TLC but has great potential. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers flexibility depending on your needs. This is truly a rare find at this price point. Don't miss out on this fantastic investment opportunity! Dual Rental Income, Fix-and-Flip Potential, Multi-Generational Living

215 10th Wahneta Street W, Winter Haven
$49,000
Unrec Heather Rdg SubDv. ⋅ 33881 Zip Code
This 1.10-acre vacant lot on US-17 in Winter Haven, Florida, "Zoning: XX" offers a spacious setting to build your dream spot. Enjoy the convenience of nearby shops, dining, and major road access while still having plenty of room for outdoor living and privacy. A great opportunity to create your ideal Florida lifestyle in a growing area!Pin Location: Latitude 28.10322536, Longitude -81.68755218. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements

Us-17, Winter Haven
$49,000
33880 Zip Code
This 1.04-acre vacant lot on Gerber Dairy Road in Winter Haven, Florida, "Zoning: RC" offers a great opportunity to build your dream spot with space and privacy. Enjoy a peaceful setting while remaining conveniently close to local amenities, schools, and major roads. A perfect property to create your ideal Florida lifestyle.Pin Location: Latitude 27.94515187, Longitude -81.75007994. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
Rambling Woods SubDv. ⋅ 33880 Zip Code
Take hold of this chance to own a spacious 1.04-acre vacant lot on Gerber Dairy Road in Winter Haven, FL 33880! Located in a tranquil, rural area, this lot is providing a blank slate for your custom spot. Buyers should note that parcels in this area typically have dirt road access and require the installation of a well and septic system. This is a perfect opportunity for those seeking a larger, private lot in the growing Polk County, ideal for building the ultimate peaceful Florida retreat.Pin Location: Latitude 27.94515013, Longitude -81.74808367 Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
33880 Zip Code
This 1.01-acre vacant lot on Gerber Dairy Road in Winter Haven, Florida, "Zoning: RC" offers a great opportunity to build your dream spot with space and privacy. Enjoy a peaceful setting while remaining conveniently close to local amenities, schools, and major roads. A perfect property to create your ideal Florida lifestyle.Pin Location: Latitude 27.94820195, Longitude -81.75169206. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
Rambling Woods SubDv. ⋅ 33880 Zip Code
Take hold of this chance to own a spacious 1.00-acre vacant lot on Gerber Dairy Road in Winter Haven, FL 33880! Located in a tranquil, rural area, this land providing a blank slate for your custom spot. Buyers should note that parcels in this area typically have dirt road access and require the installation of a well and septic system. This is a perfect opportunity for those seeking a larger, private lot in the growing Polk County, ideal for building the ultimate peaceful Florida retreat.Pin Location: Latitude 27.94342363, Longitude -81.74947841 Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
Sunnycroft SubDv. ⋅ 33880 Zip Code
This 1.01-acre vacant lot on Gerber Dairy Road in Winter Haven, Florida, "Zoning: RC" offers a great opportunity to build your dream spot with space and privacy. Enjoy a peaceful setting while remaining conveniently close to local amenities, schools, and major roads. A perfect property to create your ideal Florida lifestyle. Pin Location: Latitude, 27.94783832, Longitude -81.75507744. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
Devonwood SubDv. ⋅ 33880 Zip Code
Take hold of this chance to own a spacious 1.05-acre vacant lot on Gerber Dairy Road in Winter Haven, FL 33880! "Zoning: RC" Located in a tranquil, rural area, this lot providing a blank slate for your custom spot. Buyers should note that parcels in this area typically have dirt road access and require the installation of a well and septic system . This is a perfect opportunity for those seeking a larger, private lot in the growing Polk County, ideal for building the ultimate peaceful Florida retreat.Pin Location: Latitude 27.94750974 , Longitude -81.75258632. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$49,000
33880 Zip Code
This 1.07-acre vacant lot on Gerber Dairy Road in Winter Haven, Florida, offers a great opportunity to build your dream spot with space and privacy. Enjoy a peaceful setting while remaining conveniently close to local amenities, schools, and major roads. A perfect property to create your ideal Florida lifestyle. Pin Location: Latitude 27.94509460, Longitude -81.75250697. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

Gerber Dairy Rd, Winter Haven
$457,465
Daniels Sub SubDv. ⋅ 33880 Zip Code
AGGRESSIVELY PRICED PORTFOLIO SALE—MUST BE SOLD TOGETHER WITH 524 1ST ST S, WINTER HAVEN, FL 33880. This 2,300± SF commercial building is part of a two-property offering with a combined price of $720,000. The adjacent property at 524 1st St S includes an additional 1,320± SF office/medical-style building. The properties will not be sold separately. Located in a visible Winter Haven commercial corridor, this building offers a flexible retail/flex-style layout with open work or display areas, storage, two restrooms, ramped access, central air conditioning, and on-site parking. Zoned C-3, the property may support a variety of retail, office, professional, wellness, service, and specialty commercial uses, subject to buyer verification and municipal approval. The health food store business may be available through a separate transaction. Inventory, refrigeration, shelving, racking, and trade fixtures are not included in the real estate sale unless separately negotiated. Buyer must independently verify square footage, zoning, permitted uses, condition, accessibility, and all other property information.

632 1st Street S, Winter Haven
$262,535
Van Sickle C H Sub SubDv. ⋅ 33880 Zip Code
AGGRESSIVELY PRICED PORTFOLIO SALE—MUST BE SOLD TOGETHER WITH 632 1ST ST S, WINTER HAVEN, FL 33880. This 1,320± SF office/medical-style commercial building is part of a two-property offering with a combined price of $720,000. The adjacent property at 632 1st St S includes an additional 2,300± SF retail/flex building. The properties will not be sold separately. This building features a reception/waiting area, office areas, support space, ramped entry, central air conditioning, and on-site parking. Zoned C-3, the property may support a variety of office, medical-related, wellness, professional, service, retail, and specialty commercial uses, subject to buyer verification and municipal approval. The adjoining 632 1st St S property is currently associated with a health food store business, which may be available through a separate transaction. Inventory, refrigeration, shelving, racking, and trade fixtures are not included in the real estate sale unless separately negotiated. Buyer must independently verify square footage, zoning, permitted uses, condition, accessibility, and all other property information.

524 1st Street S, Winter Haven
$1,479,999
Kennedy Heights SubDv. ⋅ 33880 Zip Code
Have you been looking for opportunity to get into the ever growing Food and Beverage business in central Florida? Look no Further... DUKES Sports Bar Winter Haven may just be your answer. Located Just off Cypress Gardens Blvd. and 6th Street SE. Well marked and visible from all directions, compliments of the extra Large Illuminated Signage out front. Surrounded by Shopping Centers like Walmart, TJMAXX and Publix as well as many Chain Restaurants, Chili's , Olive Garden, Red Lobster, Outback just to name a few. Winter Haven is among the fastest growing cities in Polk County, which is one of the fastest growing counties in the State of Florida. Home to the world renown Legoland just a few miles down the street. Building and Business along with all equipment is included. List of inventory is available upon request. Call for private showing after business hours.

1708 6th Street Se, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ Osprey Landings Ph 01 SubDv. ⋅ 33880 Zip Code
Beautiful 3BR/2BA home in a gated community of Osprey Heights. All floors are covered with wood laminate. The Solar system is paid off and included in the price of the home with no extra payment.

123 Osprey Heights Drive, Winter Haven
$295,000
3 Beds ⋅ 2 Baths ⋅ Woodmere SubDv. ⋅ 33880 Zip Code
Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close to LEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back yard and side porch. The spacious living and dining areas are perfect for family gatherings and entertaining friends. With generously sized bedrooms, tiled floors, and a custom-built kitchen, this home is ready for you to add your personal touch. With a bit of creativity and effort, this house has the potential to become your dream home. Motivated sellers.

912 Avenue T Se, Winter Haven
$169,000
Home Park Unit 1 Replat Pb 28 Pg 39 SubDv. ⋅ 33880 Zip Code
Please note: Price reduction. Curt Campbell is my brother and I represent his interest in this Transaction. This property features access to the Winter Haven Chain of Lakes and there is NO HOA.

709 Lake Shipp Drive S, Winter Haven
$169,000
33880 Zip Code
Please note: Reduced price. Curt Campbell is my brother and I represent his interest in this Transaction. This property affords access to the Winter Haven Chain of Lakes and there is NO HOA. This property accesses the canal which takes you to Lake Shipp and the Chain of Lakes.

Z Avenue Sw, Winter Haven
$360,000
5 Beds ⋅ 3 Baths ⋅ Squires Grove Ph 2 SubDv. ⋅ 33880 Zip Code
Minutes from Legoland and Peppa Pig Theme Park, this 5-bedroom, 3-bath home offers comfort and functionality in a quiet cul-de-sac. The open-concept layout features a spacious kitchen, main-floor den, and a first-floor guest suite with full bath. Upstairs includes a versatile loft and a primary suite with walk-in closet and dual vanity. Additional highlights include second-floor laundry, tile in wet areas, a 2-car garage, and a large backyard ideal for entertaining. Conveniently located near shopping and dining. Low HOA—perfect for first-time buyers or investors. (Tenant Occupied - Lease ends October 2026)

821 Sun Burst Road, Winter Haven
$49,000
33880 Zip Code
Vacant land for sale in Winter Haven, Florida (33880)! This 1.01-acre lot offers a great opportunity to build a custom spot or invest in a desirable Central Florida location. Enjoy the space, flexibility, and convenience of being close to local amenities while still having room to create your ideal retreat. Pin Location: Latitude 27.94512674, Longitude -81.74712260. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

N/A, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Jarvis Heights SubDv. ⋅ 33881 Zip Code
Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range. Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers versatile space to suit your needs. Cozy up by the fireplace on cooler evenings and create lasting memories. Located just seconds away from Polk State College, this home is ideal for investors or families alike. Plus, you're only an hour away from the magic of Disney and more attractions, and a mere 10 minutes from the fun at Legoland. For boating enthusiasts, there's a convenient boat ramp less than a quarter of a mile from the home. Don’t miss the opportunity to make this exceptional property yours!

1004 Avenue G Ne, Winter Haven
$6,000,000
33880 Zip Code
Residential Land Location in Winter Haven, FL. Proposed 368 Units - Residential Multi-Family. Winter Haven is a city in central Florida, known for its canal-linked Chain of Lakes. Several lakes have waterside parks and eateries, as well as boat ramps and water-sports rentals. On Lake Eloise, Legoland Florida Resort includes Cypress Gardens, a 1930s botanical garden, and Lego-brick attractions, rides and a water park. West of the city, Circle B Bar Reserve has forest trails and alligator-inhabited wetlands. Final Engineering approved - All permits done. Just few miles from Supermarkets, Retail, Restaurants Doctors office and more. Excellent Location with easy access to Hwy 27 and I-4

Monroe Road, Winter Haven
$3,750,000
33884 Zip Code
Property has access to traffic signal via Lake Fox Drive. Zoned C-3 in City of Winter Haven. Permitted uses include hotel/motel, retail center, professional offices, restaurants, & more. Seller will consider dividing.

Cypress Gardens Boulevard, Winter Haven
$50,000
Dundee Station SubDv. ⋅ 33881 Zip Code
SELLER IS MOTIVATED!!! Ready to build your dream home! Located close to schools, shopping malls, downtown, medical facilities, parks, public boat ramps, and Lego Land in the city chain of lake.

1304 Salisbury Drive, Winter Haven