Lakeshore, FL homes for sale & real estate

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ABOUT THIS HOME
Lakeshore, FL Homes for Sale
This 3 bedroom, 2 bath pool home in the Lakeshore neighborhood, located approximately one block from Lake Tohopekaliga and within 0.3 miles of Broadway Ave. in Downtown Kissimmee. The home features a split-bedroom floor plan, new vinyl flooring in the main living areas, fresh neutral paint, and large windows providing abundant natural light. The kitchen includes custom cabinetry, stainless steel appliances, and a built-in desk area. The kitchen, dining, and living areas provide an open layout with views of the in-ground pool and backyard. The primary bedroom also overlooks the pool and the backyard. The property includes a detached garage and metal storage shed for additional storage. The b

$395,000

3 beds2 baths1,895 sq ft

406 E Drury Ave, Kissimmee, FL 34744

Custom cabinetry • Built-in desk area • Open layout

ABOUT THIS HOME
Lakeshore, FL Homes for Sale
Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely re

$1,650,000

Studio— baths3,189 sq ft

304 Lakeshore Blvd, Kissimmee, FL 34741

Waterfront trails • Fishing pier • Private parking

ABOUT THIS HOME
Lakeshore, FL Homes for Sale
SELLER MOTIVATED!! Discover a rare opportunity to own a versatile property in the heart of Kissimmee’s Historic District, offering endless possibilities for homeowners, multigenerational living, or investors. Situated on an oversized 0.24-acre lot with no HOA, this unique property features a bright, open-concept main living area filled with natural light, plus a flexible bonus room created with a non-permanent wall that can easily be removed to restore the original open layout without affecting the home’s structural integrity. One of the standout features is the detached 1-bedroom, 1-bath ADU (casita) complete with its own private entrance, kitchen, living area —ideal for

$435,000

4 beds2 baths1,952 sq ft

518 Tohopekaliga Ave, Kissimmee, FL 34744

Detached adu • 30-amp rv hookup • Private entrance

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ABOUT THIS HOME
Lakeshore, FL Homes for Sale
Experience one-of-a-kind penthouse living in the heart of Downtown Kissimmee. This architect-designed top-floor residence offers 4 bedrooms, 3 full baths, 3,577 square feet under air, soaring 10-foot ceilings, two expansive living areas, and more than 1,200 square feet of private wraparound balcony. Panoramic Lake Tohopekaliga and downtown views fill nearly every room. The custom kitchen features an oversized island, premium appliances, French-door refrigerator, and built-in wine cooler. The primary suite includes lake views, custom walk-in closets, a soaking tub, and dual vanities. Smart-home improvements, custom epoxy floors, secure elevator access, and two covered assigned parking spac

$797,500

4 beds3 baths3,577 sq ft

111 E Monument Ave #801, Kissimmee, FL 34741

Custom kitchen • Premium appliances • Panoramic lake views

Based on information submitted to the MLS GRID as of Thu Oct 08 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Lakeshore, FL

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Lakeshore, FL real estate trends

$675K

Sale price

$238

Sale $/sq ft

Under list price

3.4%

Days on market

Down payment

—

Total homes sold

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7 Redfin agents serving Lakeshore

178

Deals*

4.9

Satisfaction

1068

Homes closed*

* Data from the last year

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