Winter Haven, FL Multifamily Homes & Duplexes for Sale

"Bundled service pricing available for buyers. Connect with the listing agent for details." Investor's Dream! This income-generating triplex meets the investor 1% rent rule and offers instant cash flow with two units already rented! The front historic 1925 wood-frame home features 3 bedrooms, 1 bathroom, a spacious floor plan, a fully equipped kitchen, and inside laundry. Enjoy the large screened

Nancy Grabowski REDFIN CORPORATION

Full Occupancy, $57,000 Annual Gross Income, Long Term Leases in place. Turnkey QUADRUPLEX located close to downtown Winter Haven. Great opportunity to add to your portfolio or buy your first investment property. Each unit features 2 bedrooms, 1 full bathroom and 1 half bathroom, eat in kitchen, living room, a mix of tile and vinyl plank flooring, and laundry room equipped with washer and dryer

David Craig 1513 REALTY LLC

**100 PERCENT OCCUPIED**Turnkey 6-unit studio apartment building on a corner lot in Winter Haven – 100% occupied and fully remodeled! All units have been upgraded with NEW INTERIOR PAINT, NEW APPLIANCES, NEW CABINETS, NEW COUNTERTOPS, NEW TRIM, NEW FLOORING, NEWER VINYL WINDOWS, NEW CEILING FANS, and MODERN LIGHT FIXTURES. Each unit features its own FRONT PORCH, IN-UNIT LAUNDRY WITH FRONT-LOADING

Betsy Tinervin REAL BROKER, LLC

**This property qualifies for a closing cost credit up to $3,600 through the Seller’s preferred lender plus an additional $1,000 credit for carpet from the Seller.** Welcome to a peaceful and sought-after 55+ community of Vienna Square, this beautifully maintained 2-bedroom, 2-bathroom villa with a 2-car garage offers low-maintenance living with touches of elegance throughout. As you approach,

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

Turnkey 6-Unit Apartment Complex overlooking Lake Silver. FULLY occupied and exceptionally maintained 6-unit apartment building featuring updated and spacious 2 bed, 2 bath units. This property offers easy access to public transportation and is just minutes from downtown Winter Haven’s shops, restaurants, and entertainment. Winter Haven is the ski capital of the world! Tenants are able to sit on

Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

Welcome to Cypresswood Golf & Country Club Living!Discover this charming 2-bed, 2-bath, single-story Golf Villa at 2282 Firestone Pl in the exclusive gated community of Cypresswood in Winter Haven, FL. Boasting 1,164 sq ft of thoughtfully designed living space, this villa offers the perfect blend of comfort, style, and sweeping golf course views.Key Features & Upgrades:Two inviting

Juan Yglesias KELLER WILLIAMS REALTY SMART 1

Incredible seller financing opportunity-no banks, no hassle! Enjoy flexible terms with a 30-year fixed rate and easy qualification based on debt-to-income. This beautifully maintained, fully furnished home sits in the gated community of Sanctuary by the Lake, offering exclusive access to peaceful lake views, parks, and playgrounds. Perfect for a first-time buyer or someone seeking simplicity and

Carlton Watson LISTINGSPARK SOUTH FLORIDA

HARD TO FIND ...YET EASY TO OWN.!!! ENJOY COMING HOME TO THIS WONDERFUL COMMUNITY IN A TENNIS VILLA. IT IS A SPACIOUS END UNIT IN THE BEAUTIFUL CYPRESSWOOD GOLF AND TENNIS COMMUNITY WITH LOTS OF AMENITIES INCLUDING GATE SECURITY. CALL TO PREVIEW THIS WELL-MAINTAINED 2 BED 2 BATH CB VILLA, WITH FORMAL LIVING AND DINING AREA, SPACIOUS FLORIDA ROOM OVERLOOKING THE TENNIS COURTS AND POOL AREA, NICE

Heidi Gravel WESTLAKE REAL ESTATE CO., INC.

Lucia Apartments is a unique historic 100 year old 16 unit apartment project with Lake Howard (624 acre lake) views near downtown Winter Haven, which is just east of Lakeland. The 16 units are across 3 parcels all next to each other plus an additional vacant parcel for extra parking. The 8 unit building was the original Winter Haven Hospital in 1925 and has since become studio/1bedroom

Beau Beery BRG REALTY VENTURES

Welcome to this maintained 3 bedroom, 2 bath one-story villa/townhouse located in Enclave, a quiet and desirable neighborhood within the gated golf community of Cypresswood Golf & Country Club. This spacious end-unit features a functional split-bedroom floor plan, generous living and dining areas, and an inviting Florida room that adds to the overall living space. The kitchen offers ample cabinet

Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

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.

Marcy Smiley Theobald IRON VALLEY REAL ESTATE OSCEOL

Welcome to beautiful southeast Winter Haven, home to the Chain of Lakes and Legoland! This spacious 3-bedroom, 2-bath home is in move-in ready condition, featuring a new water heater , a 4-year old a/c unit, and granite countertops in both the kitchen and bathrooms. Located in a desirable subdivision that boasts a community pool, clubhouse and 24 hour gated security, this home offers comfort,

Stephen Hachey FLAT FEE MLS REALTY

Nestled in a peaceful neighborhood, this beautifully updated four-bedroom, three-bath residence is a true gem that perfectly blends comfort and style. As you step inside, you’ll be greeted by an open concept floor plan that seamlessly connects the living, dining, and kitchen areas, creating a warm and inviting atmosphere perfect for entertaining and family gatherings. Elegant laminate wood

David Small KELLER WILLIAMS REALTY SMART 1

Fantastic duplex near LEGOLAND, an exceptional income-producing investment opportunity that promises both comfort and versatility! Nestled in a vibrant community and conveniently situated just minutes from LEGOLAND, this property is not only a savvy investment but also an ideal haven for multi-generational living, with each side offering 2 spacious bedrooms and 1 well-appointed bathroom as well

David Small KELLER WILLIAMS REALTY SMART 1

PRICE IMPROVEMENT...RARE INVESTMENT OPPORTUNITY!! This gems offers 3 Houses for the price of 1 on 1.87+/- acres. This property features 3 manufactured homes with huge upside potential. Great opportunity to live in the main house and rent the other 2 or have your own mobile home park. The Main House (Triple wide) offers 5 bedrooms and 3 full bathrooms. It also has a spacious open floorplan and

Cheryl Brewer COLDWELL BANKER REALTY

Rare lakefront development opportunity located in the Winter Haven Downtown CRA District. This 2.46-acre property offers beautiful views of Lake May and access to the Winter Haven Chain of Lakes. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — in Polk City, Auburndale, Lake Alfred, and Winter Haven.The property includes a 1,208 sq ft concrete

Veronica Bard LA ROSA REALTY PRESTIGE

Come see this duplex in the heart of Winter Haven. It’s minutes away from Winter Haven Hospital and LegoLand. This property offers a fantastic opportunity for savvy investors. Each unit features 2 bedrooms, 1 bathroom, and with enough space to make a 3rd bedroom. Both units have tile flooring throughout. Tenants are already in place so it would start cash flowing immediately. The backyard

Rick Sein REALSOURCE PROPERTY MANGNT LLC

Investor Special! Rare opportunity to acquire a 7-unit, duplex-style community offering excellent potential and cash-flow possibilities. The property features two duplex buildings, each consisting of two 2-bedroom, 1-bathroom units, plus one triplex building with three 1-bedroom, 1-bathroom units. All units require updating, providing an outstanding value-add opportunity to significantly increase

Chris Renfro KELLER WILLIAMS REALTY SMART

One or more photo(s) has been virtually staged. Welcome home to this spacious 2-bedroom/2-bathroom Golf Villa located in the highly-sought-after Cypresswood community of Winter Haven and enjoy nearly maintenance-free living. Renovations completed in recent years include newer luxury vinyl flooring, kitchen appliances, and a freshly painted interior. This single-story villa offers TWO outdoor

Kayly Malinas JOHN WOOD REALTY, INC.

BACK ON MARKET: Buyer fell through, no fault of Seller or Property! Great duplex in Winter Haven! Bottom unit currently rented at $1475 (net) / month is a 2 bed 2 bath (both full) unit with laundry hookups and ramp accessibility from front of unit. Top unit is unoccupied, and is a 2 bed 1 bath (3/4) with staircase access from rear of home. Priced to perform, this is ready for its next investor!

Ryan Sanders SELLSTATE CENTRIC REALTY

Income-Generating Property with Two In-Law Suites!! 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

Karen Corea Cuadra LPT REALTY, LLC

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,

Glenda Pruitt FLORIDA HOME CHOICE REALTY

One or more photo(s) has been virtually staged. Nestled on 14 acres of serene land, this expansive property offers a rare combination of space, privacy, and convenience, with easy access to downtown Winter Haven and Legoland. The main residence features a spacious split floor plan with 3 bedrooms and 2 bathrooms. Vaulted ceilings and an open layout create an airy, inviting atmosphere, while the

David Small KELLER WILLIAMS REALTY SMART 1

1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, lawn, paint, and exterior maintenance. Enjoy the security of living in a community with a 24 hour guard at the gate. There is plenty to do all within the community. There is a golf course, restaurant, community pool and tennis courts. The home has all

Robert webb JOHN WEBB INC

This rare offering consists of three parcels with a mix of C-3 commercial and R-3 residential zoning, presenting an exceptional investment opportunity on 1st Street South in the heart of Winter Haven. Located on a bustling four-lane road with 30,000 cars passing daily, these properties provide unparalleled exposure for businesses. The first two parcels, located at 212 1st St S and 210 1st St S,

Hank Petty KELLER WILLIAMS REALTY SMART 1

Prime LOCATION in Traditions – A Premier 55+ CommunityDiscover the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bathroom villa with a versatile Flex Room, ideal for a home office, quiet retreat, or formal dining space. This smart home is designed for modern living, featuring a work-efficient kitchen with elegant white cabinets, crown molding, brushed nickel hardware,

Michelle Urena REALTY OF AMERICA

Under Construction. This newly constructed **2025 duplex** presents an incredible **investment opportunity** in the heart of **Winter Haven**, just minutes from world-famous theme parks. Each unit features a **spacious, modern layout** with **2 bedrooms and 2 bathrooms**, offering comfort, style, and functionality for tenants or guests. Built with high-quality materials, this duplex boasts

Amalia Lucena LA ROSA REALTY PRESTIGE