Quick Winter Haven FL MLS Search

Browse All Winter Haven FL Properties for Sale

$274,400
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
$185,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.

503 Holt Circle, Winter Haven
$275,000
2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code
NEW ROOF 6/2026. Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene & secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exterior features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area & is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Roof will be replaced before closing. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.

441 San Jose Drive, Winter Haven
$99,900
2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code
Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second bedroom adjacent to guest bathroom with tub/shower, and a versatile 7' x 23' Florida room perfect for home office, hobbies, or relaxation. The all-inclusive condo fee covers cable TV, internet, water, sewer, trash removal, building maintenance (exterior, roof, insurance), reserve funds, common area upkeep, on-site management, and access to all community amenities including swimming pool, exercise room, recreation room with kitchen, library, game area, shuffleboard, laundry facilities, and active social calendar with enhanced security features. Situated on the "Chain of Lakes" for fishing, boating, and water activities with boat slips available for a reasonable fee (verify with management), this property boasts a rare assigned covered parking space in close proximity to the unit and is adjacent to Northgate shopping plaza featuring Publix, restaurants, and services, minutes from medical facilities, Winter Haven Hospital, places of worship, and downtown. No pets or smoking permitted. This perfect full-time residence or seasonal retreat (measurements approximate, information believed accurate but not guaranteed).

700 Mirror Terrace Nw Unit 303, Winter Haven
$116,000
2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, making maintenance a breeze. The kitchen features new appliances and solid surface countertops, while the updated bathroom adds a modern touch. Assigned covered parking is included with the unit. The active 55+ community boasts a newly remodeled, heated pool, clubhouse, shuffleboard courts, and a grilling area perfect for entertaining. A convenient car wash station is also available on-site. Public transportation stops right outside the community, and you're just a short distance to shopping and dining options. Medical facilities and a hospital are just blocks away. Centrally located between Tampa and Orlando, this location is ideal for both convenience and connectivity. OWNER WILL CONSIDER FINANCING. Please note: Buyer approval is required. All units are owner-occupied—rentals are not permitted.

1700 6th Street Nw Unit C26, Winter Haven
$280,000
4 Beds ⋅ 3 Baths ⋅ Spirit Lndgs SubDv. ⋅ 33880 Zip Code
Under contract-accepting backup offers. Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!

292 Spirit Landings Circle, 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
$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
$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
$309,990
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
Under Construction. Discover The Vista – a perfectly crafted single-story home in the sought-after Villamar community, where modern style, smart features, and effortless comfort come together. This beautifully designed residence features three bedrooms, two full bathrooms, and a spacious open-concept layout that’s ideal for both everyday living and entertaining. With upgraded ceramic tile throughout the main areas and cozy carpeting in the bedrooms, the Vista offers a stylish yet practical interior from the moment you step inside. At the heart of the home, the kitchen impresses with quartz countertops, soft-close cabinetry with upgraded crown molding, a chic tile backsplash, and a stainless steel side-by-side refrigerator. The oversized island provides the perfect spot for casual meals or gathering with guests, all flowing seamlessly into the dining space and expansive great room. Tucked away for privacy, the owner’s suite features a generous walk-in closet and a sleek en-suite bathroom complete with dual vanities and a beautifully tiled shower with glass enclosure. Two additional bedrooms are located at the front of the home, with easy access to a full bath and a linen closet. The dedicated laundry room—complete with a washer and dryer—adds convenience to your daily routine. Enjoy peace of mind with smart home technology, including a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Smart Switches, putting control and security at your fingertips. Outside, this home shines with lush landscaping, a full irrigation system, and a two-car garage—all backed by a full builder warranty. Located in Villamar, one of the area’s premier communities, residents enjoy exceptional amenities: a resort-style swimming pool with lap lane, expansive pool deck with shaded seating, a stylish clubhouse, playground and park area, dog park, walking paths, green spaces, tranquil ponds, wetlands, and waterfront and conservation homesites. The Vista isn’t just a home—it’s a lifestyle. Move-in ready and filled with features that matter most, this home is the perfect blend of function, beauty, and peace of mind. Schedule your private showing today!

2791 San Marco Way, 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
$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
$145,083
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
$198,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
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
$259,000
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
$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
$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
$579,900
3 Beds ⋅ 3 Baths ⋅ Heron Cay SubDv. ⋅ 33884 Zip Code
BUYER COULDN'T SECURE FINANCING.. BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & dining areas, as well as a large family room. These areas, combined with a luxury kitchen create an unbelievable space for your loved ones to gather. The kitchen flaunts tons of cabinetry & granite counters, a cooking island, a HUGE walk-in pantry, a breakfast bar, casual dining nook, and it comes fully equipped with all of the appliances. So much space and versatility for entertaining. Each of the bedrooms are generously sized and a split layout lends everyone privacy of their own. You’ll especially love the master suite. It has a large private bathroom with a jetted tub, a step-in shower, separate vanity/sinks, and dual walk-in closets with organizers- making it easy to share space without much overlap. In addition to the bedrooms, there's also an office, as well as a bonus room that could also be used as a home office or craft/hobby room. Outdoors is just as impressive as the interior and has its own list of fantastic amenities. There is a wonderful screened lanai that houses a heated swimming pool & spa and has a large covered area with summer kitchen. Overlooking the large backyard, it’s sure to be your favorite spot to relax & entertain. Too many to list, the extras & improvements here include high & tray ceilings and 8' doors throughout, an inside laundry rm (appliances included), dual CHA systems, a security system, an irrigation system, a whole house generator system, and much more. Situated on a little less than ½ acre in a quiet, exclusive gated community, this fabulous find is conveniently located with easy access to shopping and restaurants. BRAND NEW ROOF INSTALLED 10/2025! Schedule your appointment today! OWNER MOTIVATED!!

3206 Heron Cove, 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
Under contract-accepting backup offers. 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
$21,000
Fairview Village SubDv. ⋅ 33881 Zip Code
Welcome to your future home site in a vibrant 55+ community, perfectly positioned along the tranquil canal connecting Lake Hamilton to Lake Henry, with breathtaking views of Lake Henry itself. This is an ideal location for boating and fishing enthusiasts, offering exclusive access to the waterway. The community boasts a wide array of activities and amenities, including a refreshing pool, well-maintained shuffleboard courts, convenient coin laundry facilities, and secure RV/boat storage (available for an additional fee). Enjoy the peace of mind that comes with living in a gated community where safety and security are top priorities. Please note that the property includes a 99-year land lease.

7066 Fairview Village Circle, 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
$38,000
Dundee Station SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. 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
$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
$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
$850,000
Royonne Place Resub SubDv. ⋅ 33884 Zip Code
“Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels & includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either side of the lake off Cypress Gardens Blvd. The utilities available include city water, electric, gas-LP, and public sewer. The land use designation of CR (Commercial Retail) by The City of Winter Haven is within the city limits. It allows commercial development with any retail, including but Not Limited to retail strip centers, restaurants, stand-alone retail stores, etc. This property is on the primary east/west commercial corridor in this part of Winter Haven & is minutes away from LEGOLAND Florida. Don’t miss out on this outstanding opportunity to develop and clear this land with commercial improvements. Easy access to Us Hwy 27, and Downtown Winter Haven. There Is Little to No Remaining Vacant Commercial Development Parcels Alone, this is a Highly Traveled Roadway Great traffic and potential exposure. Close to The Chain of Lakes Complex Redevelopment - (This is a major development that will occur in Winter Haven over the next several years). The listing price includes all four parcels and is set at $999,000. Parcel A has the physical address of 1101 Cypress Gardens Boulevard. Outstanding location for many prospective uses. The property was formerly known as Slocum Water Gardens.” Seller is willing to entertain any and all requests you put in your offer.

1101 Cypress Gardens Boulevard, Winter Haven
$1,300,000
33884 Zip Code
PLEASE CLICK ATTACHMENT FOR BROCHURE 55 total acres / 35 upland acres 1,500 feet of lakefront on Lake Ashton Perfect for residential development or a single family home site Deer, turkey and hogs on property Beautiful lakefront for fishing, boating, kayaking, canoeing. 5 mins to Chain of Lakes Elementary School 12 mins to Publix, shopping and restaurants 15 mins to downtown Winter Haven 65 mins to Orlando International Airport 75 mins to Tampa International Airport

Litchfield Loop, Winter Haven
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