Winter Haven FL Just Listed Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code

LAKEFRONT COMMUNITY...Welcome home to Lakeside Ranch, a gated 55+ community with NO LOT RENT! This 2 Bedroom/2 Bath home features a large living room that leads to the lovely Florida room.This open concept home has a tastefully renovated kitchen with lots of counterspace and cabinets, a dining room with built-in cabinetry, a large living room with lighted ceiling fan, luxury vinyl plank flooring throughout. Utility shed all offers additional storage space and includes washer and dryer. Sold Furnished or Vacant, your choice. HOA inscludes water, sewer, lawn service and security. The community features a large clubhouse with a variety of scheduled activities and holiday events, library, meeting space, a boat ramp and fishing dock on Lake Henry, trailer storage area, heated swimming pool, shuffleboard, horseshoe area, and a billiards room. Are you ready for an active lifestyle? Or just relax and fish the day away? This is the place for you either way! Live here year-round or escape the cold winters in sunny Florida!

100 Lakeside Ranch Drive, Winter Haven

$379,000

3 Beds ⋅ 2 Baths ⋅ Valhalla SubDv. ⋅ 33884 Zip Code

Valhalla - A GATED subdivision with pool, club house and more! 3-bedroom, 2-bath villa home with a connecting property but considered a single family home. This special villa has a functional layout with updated features throughout. A screened entry with leaded glass doors opens to vaulted ceilings and custom architectural touches. The open concept kitchen includes granite countertops, custom cabinetry, a center island with breakfast bar, Bosch dishwasher, stainless oven and range, walk-in pantry, and a passthrough to the living area for open flow. Wood plank flooring runs throughout the main spaces. The living room features large windows and an adjacent flex space for dining, office, or den use. The primary suite includes an ensuite bathroom with slate tile, jacuzzi tub, glass shower, dual sinks, and the laundry room is part of the primary. The guest room features a window seat and recessed lighting. A third room functions well as an office or additional guest space. HOA covers lawn care, water, trash, basic cable, pool, and tennis access.

104 Woden Way, Winter Haven

$389,000

Koplin Sub SubDv. ⋅ 33881 Zip Code

Entitled land! 14 Unit townhome development approved and ready for construction immediately! 1.57 acres consisting of 103 feet of lake frontage on Lake Buckeye in Winter Haven. Documents will be provided upon requests.

1530 11th Street Ne, Winter Haven

$179,999

2 Beds ⋅ 2 Baths ⋅ Stonebridge Vls Ph 02 SubDv. ⋅ 33880 Zip Code

Turnkey Villa in Stonebridge — Low Maintenance Living, Prime Location Step into easy Florida living with this move-in ready 2-bedroom, 2-bath villa in the highly desirable Stonebridge community. With vaulted ceilings, abundant natural light, and an open-concept layout, the home feels bright, spacious, and immediately inviting. The thoughtfully designed split-bedroom floor plan offers ideal privacy for guests, roommates, or a dedicated home office. The primary suite provides a relaxing retreat with a walk-in closet and a spacious walk-in shower. The kitchen is both functional and welcoming, featuring generous counter space, ample cabinetry, and a breakfast bar that flows seamlessly into the main living area—perfect for everyday living or casual entertaining. Major systems—including the roof, HVAC, and water heater—are all approximately 3 years old, giving buyers peace of mind from day one. Step outside and enjoy one of the home’s standout features: direct proximity to the community pool—just steps away for effortless relaxation. Conveniently located near downtown Winter Haven, Legoland, Disney, and major roadways with access to Florida’s beaches, this home is ideal for full-time living, a seasonal retreat, or an investment opportunity. Opportunities like this don’t last—schedule your private showing today.

2218 Abbey Road, Winter Haven

$215,000

2 Beds ⋅ 2 Baths ⋅ Vienna Square Duplex SubDv. ⋅ 33884 Zip Code

Virtually Staged. MAKE AN OFFER!! - THIS IS NOT THE SAME HOME BUYERS MAY REMEMBER! This inviting villa has been refreshed and is ready to make a brand-new impression. Recent improvements include fresh interior paint, new carpet in both bedrooms, brand-new stainless-steel kitchen appliances, a freshly painted garage floor, and a new glass shower door in the primary bathroom. Located in the gated 55+ community of Vienna Square, this move-in-ready 2-bedroom, 2-bath villa offers 1,118 square feet of comfortable, single-story living. The bright, open living area, functional kitchen, spacious primary suite, attached two-car garage, and screened rear porch provide an easy, low-maintenance Florida lifestyle. Community amenities include a clubhouse, swimming pool, fitness center, recreational facilities, and organized social activities. Monthly fees also include cable television, water, lawn and grounds maintenance, pool maintenance, and recreational facilities. If you viewed this property before the improvements were completed, come back and see the difference. At $215,000 this refreshed home deserves a fresh look. Schedule your private showing today!

1224 Vienna Square Drive, Winter Haven

$800,000

Acreage SubDv. ⋅ 33884 Zip Code

Seller has replaced the roof on the 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. Building 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. Survey shows potential. 40 minutes from Walt Disney World, 20 minutes to Kissimmee, and 52 minutes to Orlando Int'l.

1505 Dundee Road, Winter Haven

$175,000

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

$124,000

2 Beds ⋅ 2 Baths ⋅ Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. ⋅ 33880 Zip Code

Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms. Don't miss out- schedule a showing today!

689 Lake Howard Drive Nw Unit 1E, 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

Under contract-accepting backup offers. 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

$145,066

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

$193,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

NEW LOWER PRICE!! This villa has recently had upgrades added and the seller is offering $7,000 AT CLOSING TOWARD CLOSING COSTS OR ADDITIONAL UPGRADES. New HVAC system, new kitchen cabinets, new appliances, new flooring, and even new drywall. This beautiful home is located directly on golf course frontage and has newer metal roof. You will be living in a community with a manned guard gate and your villa is only a short walk to the clubhouse, restaurant, and pool. Don't miss out on this one, call to view today. Flood zone area is deemed to be correct but must be verified by buyer/buyer broker.

683 Broadmoor Circle Unit 683, Winter Haven

$248,000

2 Beds ⋅ 2 Baths ⋅ Vienna Square Phase 3a SubDv. ⋅ 33884 Zip Code

NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver driveway, granite counter tops, shaker cabinets, new Whirlpool appliances, Delta fixtures, designer lighting, inside laundry and more. In the owners retreat, there is a walk-in closet and tiled walk-in shower. The guest bathroom has a tub/shower combo. Lawn maintenance and most exterior maintenance are included in the monthly HOA dues, along with Spectrum basic cable/internet, access to the clubhouse, heated pool, fitness center, and more. This new home comes with a structural warranty. Call today!

1703 Linz Court, Winter Haven

$79,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Ranch For Mobile Homes SubDv. ⋅ 33881 Zip Code

ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. OUTSIDE OF HOME RECENTLY PAINTED 2026. THE AIR CONDITIONER IS NEW IN 2025. KING AND QUEEN SIZE BEDS WITH MATCHING DRESSERS, SOFA BED, 70 IN TV, LEATHER COUCH AND ROCKING RECLINERS. SUN ROOM HAS TV WITH LARGE BAR WITH STOOLS. LAMINATE FLOORS IN ALL ROOMS EXCEPT BEDROOMS HAVE CARPET. BRING YOUR TOOTHBRUSH, EVERYTHING ELSE IS READY FOR YOU TO MOVE IN. ENJOY SCHEDULED ACTIVITIES COMMUNITY HEATED POOL, LIBRARY, SHUFFLEBOARD, HORSESHOES, BILLIARDS, AND MORE. TRAILER STORAGE AREA AND LAUNDRY. SELF CONTAINED WATER AND SEWER SYSTEM WITH BACKUP GENERATORS. NO PETS EXCEPT SERVICE ANIMALS. NO MOTORCYCLES. THE $11,000 SHARE IS INCLUDED IN SALES PRICE. LAKE HENRY IS AN 810 ACRE PRIVATE LAKE.

508 Lakeside Ranch Way, 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

Under contract-accepting backup offers. 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

Under contract-accepting backup offers. 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

$155,700

2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code

LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished everything stays! Pet Friendly lot. Gorgeous updating, Very Clean & Move-In ready! Brookhaven Village Resident Owned and located in the heart of Central Florida is a well-established and maintained age 55+ community. You Own your Lot! Perfect for winter months or year around living. Very affordable $34.00 monthly HOA which includes Clubhouse activities, Heated Pool, Shuffleboard, Common grounds maintenance and a boat or trailer storage parking area. This home has numerous updates including a new metal Roof in 2022, New central HVAC 2022, house has been Replumbed, Kitchen and Bath updates and more. This home also features convenient double wide driveway parking, carport, attached utility/workshop/storage, 16X12 Florida porch with screen and vinyl windows, plus a rear 13X11 open patio. No rear neighbors. Located just steps from the Clubhouse/Heated Pool and activities. Take a Look! Easy to show. Quick response to offers and can close fast. All items on property will convey!

6308 Bayberry Boulevard Ne, Winter Haven

$139,000

2 Beds ⋅ 2 Baths ⋅ Royal Crescent Condo SubDv. ⋅ 33884 Zip Code

Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new owner. Located in the central Hub of Winter Haven and close to anything any everything you need. Shopping, restaurants, schools.

5850 Cypress Gardens Boulevard Unit 304, 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

$1,590,000

33880 Zip Code

High visibility business location with a property use code of Auto Repair/ Commercial Service Garage (2750). Currently owner occupied and partially leased retail. Still retains architecture of Mid-Century Modern as built. Established highest visibility business location since 1958. Clean environmental report. Corner location on the major State Road east-west corridor 540.

801 Cypress Gardens Boulevard, Winter Haven

$225,000

2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2a SubDv. ⋅ 33884 Zip Code

R E D U C E D ! YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS GREAT GATED COMMUNITY HAS CLUBHOUSE, FITNESS CENTER, POOL, TENNIS COURTS AND OFFERS SO MUCH TO YOUR OVER 55 LIFESTYLE. CONVENIENT TO SHOPPING, RESTAURANTS AND ONLY MINUTES TO DOWNTOWN WITH SOMETHING FOR EVERYONE. THIS VILLA HAS AN OPEN FLOOR PLAN WITH HIGH CEILINGS, CEILING FANS, CERAMIC TILE IN THE LIVING AREA AND CARPETING IN THE BEDROOMS. RELAX ON YOUR ENCLOSED LANAI OVERLOOKING THE SERENE ATMOSPHERE OF THE PEACEFUL WOODED AREA BEHIND YOUR UNIT WITH NO REAR NEIGHBORS. THE MONTHLY HOA FEE INCLUDES EXTERIOR PAINT, ROOF, IRRIGATION WATER, LAWN MAINTENANCE AND RECENT ADDITION OF SPECTRUM TV/WIFI SERVICE. THIS VILLA HAS BEEN CLEANED AND READY FOR YOUR MOVE.

1561 Vienna Square Drive, 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

$220,000

4 Beds ⋅ 3 Baths ⋅ Sunridge Village East SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!

5018 Strada Drive, Winter Haven

$169,900

2 Beds ⋅ 2 Baths ⋅ Winterset 02 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

One or more photo(s) has been virtually staged. Short Sale. Back on the market with renewed opportunity! Enjoy peaceful lakefront living in this beautiful updated 2 bedroom, 2 bath condo located in the gated Winterset community. Featuring an open floor plan granite countertops, stainless steel appliances, upgraded cabinetry, and a cozy breakfast nook, this home offers both comfort and style. The enclosed balcony showcases stunning views of Garden Lake, perfect for quiet mornings or relaxing evenings. Recent updates include plumbing, electrical, lighting, bathroom vanities, and updated flooring throughout, making this home truly move-in ready. Winterset offers resort - style amenities including pool, spa, clubhouse, tennis and pickleball courts, and a private lakefront pier. Conveniently located just minutes from LEGOLAND and under an hour to Orlando attractions. Short sale- priced in alignment with lender expectations. A great opportunity for buyers looking for value, a primary residence, or an investment property.

1710 Garden Lake Drive Unit 1710, 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

$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

$700,000

33880 Zip Code

The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901530. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

101 Eagle Lake Loop Road E, Winter Haven

$700,000

2 Beds ⋅ 1 Baths ⋅ 33884 Zip Code

The property you are viewing is comprised of four individual parcels all being sold together. Also see MLS B4901531. This property has two parcels with single family homes on it , two vacant parcels, and easement parcel. The two single family homes are both concrete block built, 2 bedrooms and 1 bath room The entire sale parcel is almost 1 acre. These parcels are zoned RL 3 but have the potential to have a future land use zoning change. The corner lot sits across from a commercial store. Located on the corner of Eagle Lake Loop and Rifle Range road this area is rapidly growing with both residential and commercial opportunities. Property location has great opportunities for potential land use change based on surrounding parcels.

103 Eagle Lake Loop Road, Winter Haven

$238,000

Southaven SubDv. ⋅ 33880 Zip Code

Amazing commercial property ready for a business. Backs up to CSX railroad tracks. Property is in the Elouise CRA so tax incentives are available.

3rd Street, Winter Haven

$3,000,000

Overstreets Sub SubDv. ⋅ 33880 Zip Code

We are pleased to present this Reputable TURNKEY Well Established Tire Center & Auto Repair Shop business, available for sale in Polk County, FL. Located near Downtown Winter Haven. Valuable Real Estate included in the sales price. First-class facility in a great location with tons of visibility. Includes: business land, building, major equipment & Inventory. Profitable equipped Tire Center & Auto Repair Business plus free-standing commercial building. Operating Since 2016 at the same location. The facility includes a large industrial building - 7440 sq ft, with high vaulted ceilings, 7 overhead doors & deep bays with 4 auto lifts. Includes storage to accommodate Motor Home or Bus. Fully Equipped with all tools & diagnostic equipment. All equipment is currently in 1st class condition. The interior has a waiting room/reception/Lobby, Showroom & Space for tire accessories and wheels., unisex restroom plus an office. The Exterior Secured Entire Fenced Side Yard Space has plenty of storage area. “Chain Link Fence’. PLENTY OF SPACE FOR PARKING VEHICLES IN FRONT OF PROPERTY. Full-Service Business. High Traffic Area with Great Road Frontage, busy, corner lot, busy prime location, sits on 0.39 acres of land. Road Front Footage 542 -2 sides. US HWY 17, Avenue E SW with access from both. This is a very well-established operation with many years of experience. Great Reputation. Highly confidential, and no financial information will be released without proof of ability. A detailed list of tire inventory & tools/equipment would be given upon receiving the buyers/ability to purchase. There will continue to be demand for good local auto repair shops. This tire center & automotive repair company is perfect for someone looking to capitalize on Polk County, Central Florida's growing population. A detailed confidential summary package is available for this Winter Haven POLK COUNTY company for sale. FULLY EQUIPPED TIRE CENTER & AUTO REPAIR BUSINESS READY FOR A NEW BUYER Services include OIL CHANGE, ALIGNMENT, BRAKES, SHOCKS & TIRES. Seller is willing to entertain any and all requests you put in your offer.

304 Avenue E Sw, Winter Haven

$495,000

33884 Zip Code

This property is located on Pollard Road, which has just been repaved. With the new easement, acquired by the City of Winter Haven, street lights have been added and also City water and City sewer is available. And best of all there is NO HOA. This property is in a rural setting, with the occasional train passing by, yet, less than 5 miles from Publix or the local theme park. Currently, this property is in the county of Polk, but surrounded by the City of Winter Haven. This property was once a grove and as indicated by the FEMA flood plane map is high and dry with good drainage.

Pollard Road, Winter Haven

$980,000

33881 Zip Code

9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are approximate to be determined by accurate survey.

Brigham Road, Winter Haven

$4,500,000

33884 Zip Code

6.82+/- Acre Self Storage Development Opportunity. Commercial zoning allows for Self Storage. The property is cleared and graded. This development project includes Lots S10, S11, and S12 shown on the attached map. The utilities are at the site. Once the buyer provides their conceptual plans for a self-storage project, the Seller's engineer can have full plans ready to submit within 4-6 weeks and approval within approximately 3 months. This project is part of a massive 450 (+-) Acre Mixed-Use Development project located just off Hwy 27 in Winter Haven.

Thompson Nursery Road, Winter Haven

$1,150,000

6 Beds ⋅ 6 Baths ⋅ Lesnick Park SubDv. ⋅ 33880 Zip Code

THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED. THE CURRENT OWNER HAS RECREATED TWO FULLY SEPARATE LIVING SPACES. OWNER LIVES IN ONE SIDE AND HAS A VERY SUCCESSFUL AIRBNB ON THE OTHER SIDE. THIS IS A UNIQUE OPPORTUNITY FOR A LARGE FAMILY, EXTENDED FAMILY WITH IN-LAWS, OR THOSE LOOKING FOR A STEADY STREAM OF SUPPLEMENTAL INCOME. BEAUTIFUL LAKEFRONT POOL HOME WITH EXPANSIVE VIEWS. EACH ROOM IS DETAILED WITH CROWN MOULDING THROUGHOUT. GORGEOUS WOOD FLOORS. LARGE BEDROOMS AND OPEN LIVING SPACES ABOUND.

1200 W Lake Otis Drive Se, Winter Haven

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