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Explore Similar Apartments Within 2 Miles of Winston, FL

  • /42

    $270,000

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    341 Lake Harris Dr, Lakeland, FL 33813

    Welcome to 341 Lake Harris Dr in Lakeland! This charming 2 bedroom, 2 bathroom villa is located in a quiet and desirable South Lakeland neighborhood off Fitzgerald Rd. This home offers a unique combination of low-maintenance living and private amenities, including its very own pool, a rare find in this community. Inside, you’ll find an open layout with a spacious living area and a screened patio

    Glenn Offutt LAKELAND HOMETOWN PROPERTIES

    341 Lake Harris Dr, Lakeland, FL 33813
  • /33

    $860,000

    • 8 Beds
    • 4 Baths
    • 3,640 Sq Ft

    211 E Park St, Lakeland, FL 33803

    MUST SEE!!! Historic Lakeland Quadruplex!!!Discover a truly remarkable property that seamlessly blends the charm of the 1920s with the modern amenities that today’s tenants desire. Nestled in the sought-after South Lake Morton historic district, this quadruplex is ideally located in the heart of Lake Hollingsworth, offering an excellent investment opportunity.Property

    Luis Perez Garcia EXP REALTY LLC

    211 E Park St, Lakeland, FL 33803
  • /16

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    321 Lake Harris Dr, Lakeland, FL 33813

    Welcome to 321 Lake Harris Drive—a charming villa offering a comfortable 2-bedroom, 2-bath layout in a prime South Lakeland location. With spacious interiors and a practical design, this home provides easy, low-maintenance living in a location that’s close to everything you need. Whether you're looking to establish roots or simplify your lifestyle, this property offers flexibility and appeal.

    Solomon Gallant S & D REAL ESTATE SERVICE LLC

    321 Lake Harris Dr, Lakeland, FL 33813
  • /29

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2112 S San Gully Rd Unit 2112/2114, Lakeland, FL 33803

    Great investment opportunity in the heart of Lakeland. This tenant-occupied duplex features two2-bedroom, 1-bathroom units, each on a month-to-month lease—one rented at $1,000 per month and theother at $1,025. Both units are separately metered for water and electric, with tenants responsiblefor their own utilities. Centrally located with easy access to schools, shopping, and

    Kristin Kellin KELLER WILLIAMS REALTY SMART

    2112 S San Gully Rd Unit 2112/2114, Lakeland, FL 33803
  • /24

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2118 S San Gully Rd Unit 2118 /2120, Lakeland, FL 33803

    Great investment opportunity in the heart of Lakeland. This tenant-occupied duplex features two2-bedroom, 1-bathroom units. One unit is rented at $1,025 per month on a month-to-month lease,while the other is rented at $975 with a lease in place through December 31, 2025. Both units areseparately metered for water and electric, with tenants responsible for their own

    Kristin Kellin KELLER WILLIAMS REALTY SMART

    2118 S San Gully Rd Unit 2118 /2120, Lakeland, FL 33803
  • /24

    $425,000

    • 6 Beds
    • 4 Baths
    • 2,440 Sq Ft

    2502 Chestnut Woods Dr, Lakeland, FL 33815

    Attention Investors & House Hackers! This block Triplex has two occupied units and a recently renovated vacant 3/2 unit. Newer Roof (2022), New AC, New Granite countertops in 2/1 unit, new lower kitchen cabinets, new electrical panel. New Fence. The 3/2 unit has New LVP floors, New Kitchen Cabinets, New Appliances, New Paint, two New Windows, New Light Fixtures, New Tiled Showers, New Vanities

    Shane Clark AGILE GROUP REALTY

    2502 Chestnut Woods Dr, Lakeland, FL 33815
  • /16

    $669,000

    • 8 Beds
    • 4 Baths
    • 3,936 Sq Ft

    2228 Brandy Place, Lakeland, FL 33803

    Great investment opportunity! Units included: 2228, 2230, 2232, and 2234 Brandy Pl. a total of 2 duplexes. All are 2BR, 1 bath and have washer and dryer connections. All 4 units leased. (OWNER WILL GIVE $50,000 CREDIT FOR NEW ROOFS)

    Tom Scharar GATOR REALTY OF POLK

    2228 Brandy Place, Lakeland, FL 33803

Why Live in Winston

Winston, a neighborhood in Lakeland, is characterized by its expansive greenspaces, local dining options, and gated suburban communities. The area has seen significant growth due to the presence of large companies like Geico, Walmart, and Amazon, contributing to its industrial expansion. The community is heavily influenced by aviation, with the Lakeland Linder International Airport and the Florida Air Museum nearby. Housing options range from 1950s wood frame constructions to contemporary single-family homes and early-2000s stucco-exterior condos, with many properties located in gated communities such as Carillon Lakes. Residents should note the potential for noise from the nearby airport. The neighborhood is served by highly rated schools, including George W. Jenkins Senior High School, which boasts a 97% graduation rate and offers Advanced Placement classes. Dining options are diverse, with local favorites like Tacos & More food truck and Harry’s Seafood Bar & Grille, as well as popular chains near Lakeside Village. For shopping, residents frequent Lakeside Village and Harden Boulevard. Outdoor activities are plentiful, with the Alafia River Reserve offering hiking trails and picnic areas, and Grasslands Golf & Country Club providing golf and swimming facilities. Transportation is convenient with bus stops throughout the community and easy access to major highways leading to Tampa and Orlando. Entertainment options include CMX Cinemas, Silver Moon Drive-In Theatre, and the annual SUN ‘n FUN Aerospace Expo.

Home Trends in Winston, FL

Housing Trends

Median Sale Price
$357,990
Median Single Family Sale Price
$381,748
Median Townhouse Sale Price
$290,990
Median 2 Bedroom Sale Price
$314,500
Average Price Per Sq Ft
$197
Number of Homes for Sale
143
Last 12 months Home Sales
291
Months of Supply
5.90
Median List Price
$389,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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