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Explore Similar Apartments Within 2 Miles of Southwest Winter Haven, FL

  • /62

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,416 Sq Ft

    577 6th St SE, Winter Haven, FL 33880

    TWO Income-Producing Properties, One Amazing Opportunity! This unique corner-lot package includes two CB 2-bedroom, 1-bath homes being sold together – ideal for investors, multi-generational living, or those looking to live in one and rent the other! Situated on a spacious 140x105 lot, Unit 577, boasts a brand-new roof, new HVAC system, and an all-new screened-in L-shaped lanai, that expands your

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-4920

    577 6th St SE, Winter Haven, FL 33880
  • /27

    $340,000

    • 7 Beds
    • 3 Baths
    • 2,056 Sq Ft

    806 Avenue O SW, Winter Haven, FL 33880

    "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

    806 Avenue O SW, Winter Haven, FL 33880
  • /32

    $674,900

    • 6 Baths
    • 2,400 Sq Ft

    351 Avenue North NE, Winter Haven, FL 33881

    **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

    351 Avenue North NE, Winter Haven, FL 33881
  • /14

    $975,000

    • 12 Beds
    • 12 Baths
    • 5,256 Sq Ft

    510 Avenue K NW, Winter Haven, FL 33881

    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

    510 Avenue K NW, Winter Haven, FL 33881
  • /78

    $329,900

    • 4 Beds
    • 4 Baths
    • 1,692 Sq Ft

    1600 W Derby Ave, Auburndale, FL 33823

    INVESTOR SPECIAL! COMMERCIAL SPACE PLUS 2 RESIDENTIAL UNITS! RENT ALL 3 SPACES OR USE ONE RENT THE OTHERS! Fully remodeled commercial building with 2 separate 1 BR 1 BA apartments with plenty of parking spaces is located close to downtown Auburndale, minutes away from Winter Haven and Lakeland. In the front of the building is the commercial space consisting of two separate offices and two

    Daniel Hut HUT TEAM REALTY

    1600 W Derby Ave, Auburndale, FL 33823
  • /8

    $360,000

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    2097 Avenue H NW, Winter Haven, FL 33881

    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

    2097 Avenue H NW, Winter Haven, FL 33881
  • /42

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    608 William Ave, Winter Haven, FL 33880

    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

    608 William Ave, Winter Haven, FL 33880
  • /76

    $249,900

    • 2,187 Sq Ft

    1294 1 2 38th St NW, Winter Haven, FL 33881

    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

    1294 1 2 38th St NW, Winter Haven, FL 33881
  • /23

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    802 Avenue L SW, Winter Haven, FL 33880

    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

    802 Avenue L SW, Winter Haven, FL 33880
  • /43

    $289,900

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    2220 Avenue F NW, Winter Haven, FL 33880

    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

    2220 Avenue F NW, Winter Haven, FL 33880
  • /23

    $750,000

    • 11 Beds
    • 7 Baths
    • 4,518 Sq Ft

    662 24th St NW, Winter Haven, FL 33880

    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

    662 24th St NW, Winter Haven, FL 33880
  • /37

    $299,000

    • 4 Beds
    • 3 Baths
    • 1,440 Sq Ft

    726 Avenue L SW, Winter Haven, FL 33880

    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

    726 Avenue L SW, Winter Haven, FL 33880
  • /26

    $545,000

    • 4 Beds
    • 3 Baths
    • 1,985 Sq Ft

    1075 8th St NW, Winter Haven, FL 33881

    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

    1075 8th St NW, Winter Haven, FL 33881
  • /22

    $339,900

    • 8 Beds
    • 6 Baths
    • 3,336 Sq Ft

    2218 Ellie Rd Unit 1, Auburndale, FL 33823

    Investor opportunity! This income-producing property features four mobile home units situated on a quiet dead-end street, offering privacy and steady rental income. All units are currently leased, generating strong cash flow.Unit 1: 2 bed, 2 bathUnit 2: 2 bed, 1 bathUnit 3: 1 bed, 1 bathUnit 4: 3 bed, 2 bathWith a mix of unit sizes, this property attracts a variety of tenants,

    Ron Denney LAND SOUTH REALTY, LLC

    2218 Ellie Rd Unit 1, Auburndale, FL 33823
  • /38

    $1,650,000

    • 8 Beds
    • 7 Baths
    • 5,194 Sq Ft

    1957 Rifle Range Rd, Winter Haven, FL 33880

    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

    1957 Rifle Range Rd, Winter Haven, FL 33880
  • /76

    $350,000

    • 6 Beds
    • 3 Baths
    • 2,132 Sq Ft

    4590 San Heath Rd, Bartow, FL 33830

    Price improvement & owner financing available! Prime Investment Opportunity: Two Income-Producing Homes on One Lot! This .70-acre property presents a unique chance to maximize your rental income with two fully remodeled homes. Whether you're looking to expand your real estate portfolio or start generating passive income, this property is a ready-made solution. At the front, there's a 1958

    Harold Baker KELLER WILLIAMS REALTY SMART 1

    4590 San Heath Rd, Bartow, FL 33830
  • /89

    $695,000

    • 9 Beds
    • 4 Baths
    • 3,446 Sq Ft

    121 Bates Ave SE, Winter Haven, FL 33880

    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

    121 Bates Ave SE, Winter Haven, FL 33880
  • /35

    $483,900 New Construction

    • 4 Beds
    • 4 Baths
    • 2,804 Sq Ft

    306 Avenue P NW, Winter Haven, FL 33881

    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

    306 Avenue P NW, Winter Haven, FL 33881

Why Live in Southwest Winter Haven

Southwest Winter Haven in Eagle Lake, Florida, combines rural charm with modern conveniences, making it an appealing area for those seeking a balance between tranquility and accessibility. The neighborhood features a mix of new planned developments and established ranch-style homes, with lakefront properties offering private docks and diverse architectural styles, including midcentury-modern and multi-level homes. Residents enjoy a variety of lakefront activities such as boating, fishing, and water skiing, particularly around the 640-acre Eagle Lake, which includes a large park with a swimming beach. Smaller lakes like Sears, Grassy, and Deer provide additional recreational options. Off the water, Lake Shipp Park and Eagle Lake Ball Park offer athletic amenities, including baseball and soccer fields. Dining options in the area feature local favorites like Blackburn’s BBQ and Harborside at Lake Shipp, while downtown Winter Haven boasts upscale restaurants such as Nutwood and Arabellas. Cultural attractions include Theatre Winter Haven and Gram Parsons Derry Down. The neighborhood is safer than the national average, providing a sense of security for residents. Commuters benefit from proximity to major thoroughfares like U.S. Route 17, Florida State Road 655, and Florida State Road 540, with public transportation provided by Citrus Connection. Lakeland is a 15-mile drive, and both Tampa and Orlando international airports are about 50 miles away. Community events like Santa’s House by the Bigda’s and the Patriotic Celebration at Eagle Lake Park foster a strong sense of local engagement.

Home Trends in Southwest Winter Haven, FL

Housing Trends

Median Sale Price
$434,450
Median Single Family Sale Price
$448,900
Median Townhouse Sale Price
$345,440
Median 2 Bedroom Sale Price
$799,900
Average Price Per Sq Ft
$366
Number of Homes for Sale
7
Last 12 months Home Sales
27
Months of Supply
3.10
Median List Price
$555,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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