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Browse All Winter Haven FL Between $700K - $800K Properties for Sale

205 Lake Hamilton Boulevard, Winter Haven
$749,000
Eastwood Sub SubDv. ⋅ 33881 Zip Code
OWNER FINANCING AVAILABLE. This fully fenced and gated property offers a combination of office space, detached garages, and pole barns, making it an attractive opportunity for investors, business owners, contractors, equipment operators, or anyone seeking substantial workspace and storage capacity. The property features a 770-square-foot office, a 1,410-square-foot detached garage, a 1,200-square-foot detached garage, and three pole barns measuring 1,120, 3,090, and 4,860 square feet, respectively. Together, these structures provide a total of 12,450 square feet of building space, offering a versatile setup for business operations, equipment storage, vehicle storage, workshop activities, or other uses permitted by local zoning. The fully fenced and gated perimeter provides controlled access and added security for vehicles, equipment, inventory, and materials. Located in Winter Haven in Polk County, this property offers an opportunity for buyers seeking a versatile property with multiple existing structures and room to support a range of operational needs.

205 Lake Hamilton Boulevard, Winter Haven
1020 W Lake Hamilton Drive, Winter Haven
$710,000
4 Beds ⋅ 3 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code
Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

1020 W Lake Hamilton Drive, Winter Haven
9504 Waterford Oaks Boulevard, Winter Haven
$725,000
5 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to an impressive 5-bedroom, 3-bath pool home with nearly 3,000 square feet of living space and an oversized 3-car garage. Decorative glass double entry doors open to a beautifully detailed interior featuring soaring ceilings, extensive crown molding, substantial millwork, architectural columns and arches, plantation shutters and elegant formal living and dining spaces. Thoughtful details continue throughout the home, creating a level of character and craftsmanship rarely found in newer construction. A versatile fifth bedroom at the front of the home also provides an ideal private office or den. At the center of the home, the kitchen combines function with elevated finishes, including granite countertops, rich wood cabinetry, upgraded KitchenAid appliances, a large breakfast bar and walk-in pantry. The kitchen flows into the spacious family room, where recessed lighting and expansive views toward the pool create a comfortable yet refined gathering space. A three-way split bedroom plan provides exceptional privacy. The primary suite is privately positioned in its own wing and features a spacious bath with dual granite-topped vanities, a soaking tub, separate walk-in shower and generous storage. On the opposite side of the home, a separate bedroom and adjacent full bath create an excellent option for guests or in-law accommodations, while two additional bedrooms and another full bath occupy their own private wing. The home's attention to detail carries outdoors to an expansive covered lanai and screened pool, creating a true extension of the living space with room for outdoor dining, entertaining and relaxing year-round. Mature landscaping adds privacy to the backyard setting. Located within gated Waterford Oaks, residents also enjoy community boat ramp and dock access to Lake Winterset and the Winter Haven Chain of Lakes. The combination of architectural detailing, upgraded finishes, a flexible three-way split floor plan, private pool, oversized 3-car garage and Chain of Lakes access makes this a distinctive opportunity in Winter Haven.

9504 Waterford Oaks Boulevard, Winter Haven
281 Gerber Dairy Road, Winter Haven
$700,000
3 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code
NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central Florida! Situated on nearly 5 acres in Winter Haven, this unique property offers the space, privacy, and freedom that can be hard to find. A gated entrance and long private driveway welcome you home, creating a sense of seclusion as you approach this spacious 3-bedroom residence surrounded by beautiful greenery and expansive open space. Whether you're looking for room to spread out, enjoy outdoor hobbies, create beautiful gardens, accommodate recreational equipment, or simply escape the close quarters of traditional neighborhoods, this property offers incredible flexibility. The expansive grounds provide plenty of space for outdoor activities, entertaining, or simply relaxing and enjoying the peaceful surroundings. A detached shed, currently used as a charming "she shed," offers additional space for storage, hobbies, or creative projects. One of the property's standout features is NO HOA! Enjoy the freedom of acreage living without the rules and restrictions of a traditional homeowners association. With nearly 5 acres to make your own, you'll have the opportunity to create an outdoor lifestyle that suits your needs, subject to local zoning and land-use regulations. While the property offers a peaceful, private setting, you're still conveniently located near everything Winter Haven has to offer. Enjoy boating, fishing, and kayaking along the area's famous Chain of Lakes, explore downtown Winter Haven's restaurants, shops, and entertainment, or spend the day at nearby LEGOLAND Florida Resort, Peppa Pig Theme Park, and Bok Tower Gardens. Winter Haven's Central Florida location also provides convenient access to the greater Orlando and Tampa areas. If you've been searching for acreage, privacy, and the freedom to enjoy your property without an HOA, this is an opportunity you won't want to miss. Nearly 5 acres, a gated entrance, and room to make it your own! Schedule your private showing today and discover the possibilities at 281 Gerber Dairy Road!

281 Gerber Dairy Road, Winter Haven
9513 Waterford Oaks Boulevard, Winter Haven
$750,000
5 Beds ⋅ 4 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This distinctive home offers a 2023 ROOF; NEW EXTERIOR PAINT; and a ONE YEAR HOME WARRANTY offered by the seller, along with lake access, resort-style outdoor living, flexible living spaces, and exceptional parking. A standout feature is community access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, offering convenient access for boating, fishing, and water recreation. Situated on a beautifully landscaped corner lot, the property features mature landscaping and elegant architectural details. The property offers exceptional parking with an elegant CIRCULAR DRIVEWAY and a separate SIDE ENTRY DRIVEWAY leading to the three-car garage, providing abundant space for guests, vehicles, and recreational equipment. Inside, the spacious floor plan showcases original hardwood floors, high ceilings, multiple tray ceilings, crown molding, custom built-ins, recessed lighting, and abundant natural light. The living room features custom built-in shelving surrounding an electric fireplace, while the adjoining family room offers a custom entertainment center, built-in shelving, and large windows overlooking the screened outdoor living area. The gourmet kitchen is a true centerpiece of the home, featuring custom wood cabinetry, GRANITE COUNTERTOPS, a substantial CENTER ISLAND with prep sink, built-in appliances, gas range with decorative backsplash and pot-filler faucet, abundant counter space, and generous storage. The kitchen overlooks the pool area and connects easily to the entertaining spaces. A spacious BUTLER'S CHAMBER provides additional cabinetry, workspace, storage, and a convenient laundry area. The luxurious primary suite offers a private retreat with a tray ceiling, accent lighting, large windows, plush carpeting, and a walk-in closet. The en-suite bathroom features dual vanities, tile flooring, a deep soaking tub beneath an arched window, and a spacious walk-in shower. One additional bedroom is currently used as a dedicated pool table/billiards room, offering flexibility as a recreation space or bedroom. Upstairs, an expansive TV room or potential mother-in-law suite provides additional privacy and versatility with a microwave, refrigerator, sink, 1/2 bathroom, and walk-in closet currently used as a small office. The outdoor living space is truly one of the home's major highlights, featuring a screened-in lanai, large pool with a swim-out area, OUTDOOR KITCHEN, barbecue area with NEW BARBECUE GRILL, and spacious brick-paver pool deck. The pool enclosure was rescreened last year, creating an inviting setting for swimming, dining, relaxing, and entertaining. Additional highlights include two tankless water heaters, with one serving the primary bedroom and the other serving the remainder of the home; a private well supplying irrigation for the property and adjacent vacant land which is also available for purchase. Conveniently located near shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions, this distinctive estate combines Lake Winterset access, a resort-style saltwater pool, outdoor kitchen, gourmet kitchen, three-car side-entry garage, exceptional parking, multiple entertainment spaces, flexible upstairs living, and significant recent improvements.

9513 Waterford Oaks Boulevard, Winter Haven
3831 Gaines Drive, Winter Haven
$765,000
3 Beds ⋅ 2 Baths ⋅ Gaines Cove SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Situated on an impressive half-acre-plus homesite in the established Gaines Cove area, this immaculate 3-bedroom plus dedicated office home offers the space, privacy, and character that can be difficult to find. The location is a standout. Enjoy being just minutes from the Winter Haven Chain of Lakes, with multiple nearby options for boat ramps and lake access, making it easy to spend your days boating, fishing, skiing, or exploring Winter Haven’s interconnected lakes. LEGOLAND Florida Resort is also just minutes away, along with shopping, dining, and the everyday conveniences of the Cypress Gardens area. Inside, an inviting open floor plan welcomes you with spacious living areas designed for both everyday comfort and entertaining. Architectural details, abundant natural light, plantation shutters, and a fireplace with built-ins add warmth and character throughout. The beautifully updated kitchen features brand-new appliances and flows seamlessly into the main living area, while updated bathrooms and thoughtful improvements throughout create a polished, move-in-ready feel. A dedicated office with French doors provides the perfect space for working from home, studying, or additional flex space. The upgrades go well beyond what you immediately see. The home features a Kinetico water filtration system, allergen air filtration system, and a Tesla charging station, adding modern convenience and functionality to an already impressive property. Step outside and discover what truly sets this home apart. The expansive screened outdoor living area creates your own private Florida backyard retreat, centered around a heated saltwater pool with plenty of space for relaxing and entertaining. The substantial covered lanai features an impressive outdoor kitchen with built-in grill, vent hood, sink, and refrigeration, complemented by generous outdoor dining and seating areas. Remote-controlled power sun shades on the rear lanai provide added shade, privacy, and comfort at the touch of a button, making this incredible space even more enjoyable throughout the day. And unlike many pool homes, the backyard doesn't end at the screened enclosure. Beyond the pool is an expansive fenced yard with abundant usable green space, mature trees, and beautifully maintained landscaping. The combination of a large homesite, resort-style pool area, covered outdoor living, and substantial backyard creates a wonderful sense of openness and privacy. Curb appeal is equally impressive, with a large paver driveway, expansive front lawn, mature landscaping, and welcoming covered front porch creating a memorable first impression. Spend the morning boating on the Chain of Lakes, the afternoon relaxing in your heated saltwater pool, cook dinner in your outdoor kitchen, and finish the evening unwinding on the lanai. With LEGOLAND just minutes away and shopping, dining, recreation, and multiple lake-access options nearby, 3831 Gaines Dr offers more than a beautifully updated home—it offers the Winter Haven lifestyle.

3831 Gaines Drive, Winter Haven
399 Avenue K Se, Winter Haven
$750,000
Pine Crest Heights SubDv. ⋅ 33880 Zip Code
Formerly home to a well-established dental practice, this well-maintained 2,226-square-foot medical office is ideally located within Winter Haven’s established medical corridor. The property offers a clean, professional interior that can accommodate a variety of healthcare uses, including a physician’s office, dental practice, specialty clinic, therapy center, or other medical-related business. There is also an opportunity to expand the existing space through an additional buildout, providing greater square footage to accommodate the tenant’s needs. Positioned at the prominent corner of Avenue K SE and 4th Street SE, the property provides convenient access and excellent visibility. Avenue K experiences approximately 7,600 vehicles per day, offering valuable exposure for a medical practice. This is an excellent opportunity for a doctor or healthcare provider seeking a professional office in a convenient and recognizable Winter Haven location.

399 Avenue K Se, Winter Haven
1016 S Lake Mariam Drive, Winter Haven
$750,000
5 Beds ⋅ 4 Baths ⋅ Waters Lake Mariam SubDv. ⋅ 33884 Zip Code
LAKEFRONT POOL HOME WITH PRIVATE ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custom built, one-owner home has it all! Boasting nearly 3,700 sq ft of living area, this home offers flexibility in this thoughtfully designed property featuring a fully functional in-law suite. Complete with a private entrance, comfortable living area, kitchenette, private bedroom, and full bathroom, this space ensures independence and privacy for extended family members or visitors. Whether you need a seamless multi-generational living arrangement, a quiet work-from-home office, or an option for supplemental rental income, this bonus square footage delivers unmatched utility without compromising the comfort of the main home. From the moment you arrive, the covered front entry porch creates a warm first impression. Upon entering the foyer, the home opens up into the great room with gas fireplace, dining room, kitchen, and breakfast nook. Downstairs features 10 foot ceilings and crown molding throughout. The heart of the home flows seamlessly to the covered lanai through sliding glass doors where you can unwind while taking in tranquil views of the lake and sparkling pool, creating the perfect backdrop for your morning coffee or evening sunsets. The fully functional kitchen offers generous cabinetry and counter space for preparing meals and gathering with loved ones, a breakfast bar, newer stainless-steel appliances, and a large walk-in pantry. The master suite retreat, offering gorgeous lake views, is also downstairs for privacy and includes a walk-in closet, dual sinks, linen closet, and walk-in shower with dual shower heads. Upstairs you will enter into a massive loft, providing the perfect setting for a media room, game room, or an open office space. The second floor also features, 3 generous sized bedrooms, a full bathroom, and a bonus room.  Spend your free time enjoying the Florida lifestyle floating in your pool, barbequing with friends and family, launching a kayak, or simply enjoying the sunrise and sunset views at this beautiful lakefront home.  You will save big monthly keeping your yard pristine with the irrigation well.  The massive 3-car garage provides space for all of your vehicles and toys. The well-established community of Waters Of Lake Mariam has only 22 homes and a low HOA of $300 annually. Perfectly positioned just minutes from major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal balance of peaceful lakeside living and easy access to everything Central Florida has to offer. Opportunities like this do not last—make it yours.

1016 S Lake Mariam Drive, Winter Haven
9469 Waterford Oaks Drive, Winter Haven
$759,900
4 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

9469 Waterford Oaks Drive, Winter Haven
4040 Palma Ceia Circle, Winter Haven
$749,000
3 Beds ⋅ 4 Baths ⋅ Cypresswood Palma Ceia SubDv. ⋅ 33884 Zip Code
Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

4040 Palma Ceia Circle, Winter Haven
328 Hamilton Shores Drive Ne, Winter Haven
$765,000
5 Beds ⋅ 4 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code
5 BEDROOM, 3.5 BATH HOME WITH 3800+ SQFT OF LIVING: Impressive 5-bedroom home offering over 3,800 square feet of beautifully designed living space, including 3.5 baths, an oversized bonus room, inside storage room, formal living and dining rooms, and a spacious family room—all set on a beautifully landscaped 0.40-acre corner lot in sought-after Hamilton Pointe. This immaculate home offers the perfect blend of quality finishes, versatile spaces, and detailed craftsmanship throughout—making it both impressive and move-in ready. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

328 Hamilton Shores Drive Ne, Winter Haven
7 Lake Arrowhead Drive, Winter Haven
$750,000
4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code
Under contract-accepting backup offers. EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack room and hay and feed room. Additional barn with two overhead doors for tractors and equipment as well as workshop. Both barns have metal roofs. Seller currently has a horse and donkey on the property. Property is beautifully landscaped with an abundance of tropical plants under large spreading oak trees. Plenty of parking spaces for your recreational vehicles and toys. This beautiful home has been meticulously maintained thru out the years with lots of upgrades. Wood look tile throughout, salt water inground pool overlooks the pasture. Stone fireplace welcomes you into the family room. Large gourmet kitchen with lots of room for the family cooks. Two master suites or use one for an in-law suite. House roof is shingle and was replaced in 2017 and AC is 3-4 years old. This property is one of a kind and hard to find so convenient to Winter Haven and Lakeland. These properties rarely come on the market so don’t wait to see this one.

7 Lake Arrowhead Drive, Winter Haven
211 E Central Avenue, Winter Haven
$725,000
Winter Haven Heights SubDv. ⋅ 33880 Zip Code
Excellent opportunity to acquire a fully leased, income-producing commercial property in Downtown Winter Haven. This four-unit strip center is currently cash flowing and offers investors immediate rental income in a high-visibility location along Central Avenue, with average daily traffic exceeding 11,400 vehicles. The property is located within the city’s Primary Activity Center, Urban Core, and Central Business District, just two blocks from the Winter Haven Post Office and Downtown Historic District. The surrounding area continues to benefit from redevelopment and is home to numerous restaurants, retailers, professional offices, and service businesses. Property features include new mini-split A/C units, individual electric meters, rear-alley delivery access, and 12 on-site parking spaces. The landlord currently pays for water, sewer, and trash. C-3 zoning permits a wide range of commercial uses, providing flexibility and supporting continued tenant demand. With full occupancy, existing cash flow, strong visibility, and a desirable downtown location, this property presents a solid addition to an investor’s commercial portfolio.

211 E Central Avenue, Winter Haven
2656 Wyndsor Oaks Way, Winter Haven
$724,999
5 Beds ⋅ 5 Baths ⋅ Wyndsor At Lake Winterset SubDv. ⋅ 33884 Zip Code
Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Go inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, All carpet replaced including stairs with Water/Scratch resistent Vinyl, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

2656 Wyndsor Oaks Way, Winter Haven
2999 Us Highway 92, Winter Haven
$750,000
Mariana Heights SubDv. ⋅ 33881 Zip Code
Don't miss out on this opportunity for a ready to go pool business with direct exposure to US 92. This pool business features a large lot with over 150 ft road frontage on us 92. The office/showroom features air-conditioned office space as well as plenty of covered storage space behind the office.

2999 Us Highway 92, Winter Haven
1505 Dundee Road, 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
101 Eagle Lake Loop Road E, 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
103 Eagle Lake Loop Road, 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
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