Courtesy: LPT REALTY, LLC
877-366-2213
One or more photo(s) has been virtually staged. Brand-new 2025 duplex in the heart of Winter Haven—an exceptional turnkey investment or house-hack opportunity. Each unit offers a spacious 2BR/2BA layout with a modern open concept, great natural light, and quality finishes throughout. Enjoy luxury vinyl plank flooring, sleek granite countertops, and stainless-steel appliances in both units for low-maintenance ownership and strong tenant appeal. Investor win: utilities are designed for easy management—separately metered electric and sewer (and separate water meters), helping keep operating expenses clean and straightforward while making it easy for tenants to pay their own usage. Located minutes from Central Florida’s major attractions and everyday conveniences, this new construction duplex is built for long-term performance—whether you’re building your rental portfolio, targeting mid-term/relocation tenants, or living in one side while renting the other. Schedule your private tour today.
Courtesy: ALLSTATE REALTY SERVICES
863-965-0207
Investors, don't miss this opportunity to own this 4 unit investment portfolio. This cash flowing offering consists of a four-bedroom 2 bath home, with attached one bedroom in-law apartment, a two-story duplex with 3 bedrooms in each unit.
Courtesy: LA ROSA REALTY LLC
321-939-3748
Prime Triplex Investment Opportunity – 203 22nd St NW & 2210 Ave C NW, Winter Haven, FL An exceptional chance to own a fully independent triplex property in the heart of Winter Haven, ideal for both cash-flow investors and value-add strategists. This property includes a 3-bedroom single-family home plus a duplex, each with separate electrical meters—maximizing tenant accountability and minimizing owner expenses. Property Breakdown 203 22nd St NW – Single Family Home (3 Bed / 2 Bath) • Currently rented for $1,800/mo • Strong tenant in place and consistent income 2210 Ave C NW – Duplex • Unit A – 2 Bed / 1 Bath – Rented for $1,200/mo • Unit B – 1 Bed / 1 Bath – Projected rent $1,250/mo Investment Highlights • Three-unit income stream with two units already rented • All units feature independent electrical meters, reducing utility overhead • Lot-split potential—separate the SFH from the duplex to significantly increase resale flexibility and overall ROI • Located in a growing and centrally positioned Winter Haven neighborhood • Close proximity to major employers, shopping, dining, and transportation corridors Whether you’re seeking immediate cash flow or looking to maximize returns through strategic improvements and future lot separation, this triplex delivers both stability and upside. A rare opportunity in a rapidly appreciating market—don’t miss out.
Courtesy: KELLER WILLIAMS REALTY SMART 1
863-508-3000
Introducing a well-maintained triplex located on a serene cul-de-sac with picturesque views of Lake Cannon, presenting an exceptional investment opportunity with a potential income of $37,000—an amount that can increase with the renovation of the first unit. This property features two completely updated units and one that awaits enhancement. Unit 1 boasts 2 bedrooms and 1.5 bathrooms, with carpet in the living areas and bedrooms, tile in the kitchen and bathrooms, a primary bedroom with a half bath, and a one-car carport with laundry facilities, providing a solid foundation for future upgrades. Unit 2 is fully updated, showcasing modern wood-like tile flooring, granite countertops, brand new stainless steel appliances, new cabinets, and a luxurious full bath with new tile and cabinetry, along with a convenient stackable washer and dryer closet. Unit 3 also offers 2 bedrooms and 1.5 bathrooms, featuring elegant tile throughout, a stylish kitchen with granite countertops, new stainless steel appliances, an inviting kitchen island with seating, and fresh interior paint. The property boasts a new roof, just one year old, and has been enhanced with fresh exterior paint, adding to its curb appeal. Additionally, the private vinyl fenced backyard is ideal for gatherings and relaxation. This triplex is not just a property; it is a lifestyle opportunity waiting to be seized, especially with the potential for increased income through renovations. Schedule your private showing today and explore the possibilities of this residential income venture.
Courtesy: LA ROSA REALTY LLC
321-939-3748
Property is currently rented. Some city Violations have been received. New owner to comply
Courtesy: LPT REALTY, LLC
877-366-2213
One or more photo(s) has been virtually staged. Brand-New 2025 Duplex – An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with quality craftsmanship, this property features luxury vinyl plank flooring, sleek granite countertops, and premium stainless steel appliances (including refrigerator, range hood, and microwave) in both units. The open-concept layout, combined with abundant natural light, creates a warm and contemporary living environment. Adding to its value, each unit comes with separate electric and sewer meters—a rare and highly desirable feature that enhances convenience for both owners and tenants. Whether you’re seeking a turnkey rental investment, a vacation property near top Florida attractions, or a low-maintenance income-producing duplex, this brand-new build delivers it all. ? Don’t miss out—schedule your private tour today!
Courtesy: BANERSY REAL ESTATE, LLC
407-962-6201
Back to the Market – Get $5,000 to help with your closing costs. Turnkey duplex generating immediate income from day one! Located at 3356 Avenue Q NW, this well-maintained property features two spacious 2-bed/1-bath units, both currently leased to reliable tenants. No vacancies, no renovations needed—just steady rental income. Situated in a quiet, established neighborhood, the property is surrounded by public schools within a 2-mile radius, making it appealing for families and long-term renters. One of its biggest draws is proximity to Winter Haven’s famous Chain of Lakes, offering public boat ramps, fishing spots, scenic parks, and walking/biking trails. Nearby Lake Shipp Park and South Lake Howard Nature Park provide playgrounds, picnic areas, and space for outdoor activities. The location offers quick access to shopping, dining, and community amenities, while remaining peaceful and residential. LEGOLAND Florida Theme Park is just 20 minutes away, adding even more appeal for tenants seeking convenience and recreation. Whether you’re an experienced investor or just starting your portfolio, this property checks all the boxes: consistent rental history, excellent location, tenant appeal, and low-maintenance operation. Opportunities like this in such a desirable area don’t last—secure your income-producing asset today!
Courtesy: IRON VALLEY REAL ESTATE OSCEOLA
407-698-4663
This duplex is perfect for Investors. Income is currently $2600 a month. The property is situated on a corner lot with two bedroom one bath in each duplex spanning 1,758 ft.². The roof was replaced in 2022. This duplex is ready for some new ownership. The duplex is AS/IS The tenants have been there for over 3 years and are month-to-month right now at $1,3000 each unit.
Courtesy: LA ROSA REALTY PRESTIGE
863-940-4850
This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — throughout the Polk City, Auburndale, Lake Alfred, and Winter Haven areas. The property also features a 1,208 sq. ft. concrete block structure built in 1955, offering additional utility or potential for redevelopment. The value lies in the land, location, and flexibility of use. Possible future options include multi-family housing, office/professional, or light industrial projects (subject to approvals). Conveniently close to downtown Winter Haven’s shopping, dining, parks, and major roadways, this site is positioned perfectly for future growth. A rare opportunity to invest, develop, or hold in one of Central Florida’s fastest-growing markets.
Courtesy: LPT REALTY, LLC
877-366-2213
Income-Generating Property with Two In-Law Suites, sitting on a huge lot with a pool!! Maximize your rental income potential with this 4-bedroom, 3-bathroom property, featuring a 2-bedroom, 1-bathroom main house and two separate in-law suites, each with private entrances—perfect for long-term tenants, short-term rentals, or multi-generational living. The main house offers two spacious bedrooms, a full bathroom, and an inviting living area, providing a comfortable primary residence or rental unit. The first in-law suite is a self-contained studio, featuring a private bathroom, kitchenette with an electric stovetop, refrigerator and separate entrance—ideal for individual renters or Airbnb. The second in-law suite is a one-bedroom unit with a private bathroom, kitchenette (including a microwave and electric hot plate), refrigerator and its own entrance, offering additional rental income potential. This home not only looks fantastic, it has also been mechanically updated. The Roof is only 4 years old, Gutters have been installed, the home has been completely replumbed with ultra-modern PEX piping, the Electric Main Panel and Sub-Panels have been recently replaced, the Windows and Exterior Doors have been recently replaced, the Appliances are newer, and there is a newer storage shed mounted to a concrete slab in the back yard. Speaking of the huge yard, the owners have had professional plans drafted for a 2 Bedroom, 1 Bath, Auxiliary Dwelling Unit which is designed to fit comfortably in a portion of the oversized back yard. Don’t miss out on this perfect opportunity and schedule your showing today!
Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.
The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.
The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.
