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$319,532
3 Beds ⋅ 2 Baths ⋅ Crescent Pointe SubDv. ⋅ 33884 Zip Code
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

959 Lunar Lane, Winter Haven
$341,066
4 Beds ⋅ 2 Baths ⋅ Crescent Pointe SubDv. ⋅ 33884 Zip Code
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

974 Lunar Lane, Winter Haven
$150,000
Woodpointe Phase Three SubDv. ⋅ 33884 Zip Code
Large residential lot that will accommodate a variety of floor plans. Builder and building plans must be approved by Owner.

1776 Lakehill Drive, Winter Haven
$314,900
4 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Haven SubDv. ⋅ 33881 Zip Code
PRICE TO SELL!! Seller very Motivated !! This home is located in the awesome Lake Region of Winter Haven. In a very desired area of right off Dundee road onto Country Club. Central to everything! Minutes away from Legoland & 45 min to Tampa or all of the Orlando attractions and close to downtown Winter Haven area, shopping, several lakes and travel.! This meticulously 4 Bedroom,2 bath, over 1828 sf., split floor plan have ceramic tiled entryway with 2 additional storage closets. Towards the entry of the home there are the 2 guest bedrooms & Full guest Bathroom that has extra tall vanity & granite countertops! Keep heading down the hallway you will find the 3rd guest bedroom & walk in laundry room, then, to your right you will find the heart of the home!! The chefs kitchen with Large island, walk in pantry. Breakfast bar that is open to the living/dining areas. Stainless Steel appliances! Dark wood cabinets & gorgeous Granite! Dining area is off the kitchen and open to living area! Sliding glass doors open up to into lanai and a private backyard for family fun & Back yard BBQ!!. NO CCD and very Low HOA fees. Perfect for Investors!!! Schedule your private showing today!!

3132 Country Club Circle, Winter Haven
$305,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code
Beautiful, spacious, and cozy house, practically new, with an open feel that gives it a pleasant and welcoming feeling of family togetherness. All appliances included. Beautiful laminate flooring throughout the house's social areas. The house has a screen in the front and back. Solar panels. Pleasant and spacious backyard. The community has a pool, playground, dog park, and walkways. Location: 3 minutes from elementary and middle schools, 5 minutes from Legoland theme park, 10 minutes from downtown Winter Haven, 10 minutes from Walmart and Publix, and 5 minutes from US 27. Don't miss this magnificent opportunity to live in this beautiful home! Contact me to schedule your appointment.

621 Vittorio Drive, Winter Haven
$399,000
Lake Add SubDv. ⋅ 33880 Zip Code
TWO Redesigned and remodeled office buildings by local architect. Front building is known as 737 W Central Avenue, the rear building is known as 739 W Central Avenue. These buildings are located close to downtown, shopping, and retail centers.

737 W Central Avenue, Winter Haven
$1,300,000
Inwood SubDv. ⋅ 33881 Zip Code
The property at 1701 42nd Street NW in Auburndale, Florida, includes 4 parcels, encompasses approximately 6.8 acres and features about 540 feet of frontage along 42nd Street NW. Additionally, it boasts roughly 900 feet of frontage on Lake Blue, offering significant waterfront access. This site is zoned for Residential Medium Land Use. However, there’s potential for commercial or industrial development, subject to land use modifications or annexation and rezoning into the City of Auburndale.

1701 42nd Street Nw, Winter Haven
$204,999
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to 1101 28th St NW, Winter Haven, FL 33881 – a fully remodeled and income-generating property perfect for first-time buyers, investors, or anyone needing a private space for in-laws or extended family! Public records show the home as a 2-bedroom, 1-bathroom, but it now features including a completely separate 1-bedroom, 1-bath apartment currently rented for extra income. The entire property has been tastefully updated—move-in ready with modern finishes throughout. Whether you're looking to offset your mortgage, expand your rental portfolio, or bring your parents closer while maintaining privacy, this home checks all the boxes. Don’t miss this unique opportunity

1101 28th Street Nw, Winter Haven
$280,000
5 Beds ⋅ 3 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code
Discover a rare opportunity for instant equity with this spacious 5-bedroom, 3-bathroom home in Winter Haven. Ideal for multi-generational living or growing households, the first floor features an open layout plus a bedroom and a full bathroom—perfect for guests or extended family. Upstairs, the generous master suite includes a walk-in closet and private bath, along with a large loft for flexible use and a convenient laundry. Enjoy outdoor potential with a fully fenced yard and a 2-car garage. Just 10 minutes from US Hwy 27 with quick access to I-4, shopping, and dining—this is a smart buy in a fast-growing area. Bring your vision and unlock this home’s full potential!

235 Hibiscus Street, 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
$225,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Duplex SubDv. ⋅ 33884 Zip Code
TAKE ANOTHER LOOK - 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 $225,000, this refreshed home deserves a fresh look. Schedule your private showing today!

1224 Vienna Square Drive, Winter Haven
$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
$145,089
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