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34744 Homes For Sale & 34744 FL Real Estate

Home For Sale $495,000

Charming single-story home features a well-manicured lawn and beautiful landscaping at 1558 Regal Oak Dr, Kissimmee, FL 34744
View Details 39 Photos
Bright living room with a white brick fireplace, mantle, and new wood flooring at 1558 Regal Oak Dr, Kissimmee, FL 34744
Stylish kitchen featuring an island with breakfast bar, stainless steel appliances, and herringbone flooring at 1558 Regal Oak Dr, Kissimmee, FL 34744
Aerial view of property featuring screened pool, fenced yard and mature trees at 1558 Regal Oak Dr, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1786

  • Year Built

    1984

  • $/SqFt

    $277

Don’t wait too long, this house will not last! REAL BROKER, LLC.

Home For Sale $448,000

Charming single-story home with stone accents, lush lawn, and mature palm trees at 1458 Heather Way, Kissimmee, FL 34744
View Details 28 Photos
Inviting front entrance with stone facade and manicured landscaping at 1458 Heather Way, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances, white countertops, and wood-look cabinets at 1458 Heather Way, Kissimmee, FL 34744
Spacious living room with stone fireplace, wood-look floors, and bright natural light at 1458 Heather Way, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1610

  • Year Built

    1979

  • $/SqFt

    $278

Whether you’re looking for your forever home or an income opportunity, this one checks every box. Schedule your showing today! MY REALTY GROUP, LLC..

Home For Sale $445,000

Charming one-story home featuring a well-manicured lawn and a two-car garage at 1312 Axel Graeson Ave, Kissimmee, FL 34744
View Details 25 Photos
Well maintained one-story house featuring a lovely front lawn and attached garage at 1312 Axel Graeson Ave, Kissimmee, FL 34744
Bright living room featuring a large sectional sofa, stylish lighting, and neutral decor at 1312 Axel Graeson Ave, Kissimmee, FL 34744
Comfortable living room featuring a sectional sofa, modern lighting, and neutral tones at 1312 Axel Graeson Ave, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1500

  • Year Built

    2024

  • $/SqFt

    $297

With low HOA fees, great amenities, and a prime location, this is your chance to own a piece of the Weston lifestyle. AROD PARTNERS REALTY.

Home For Sale $325,000

Charming single-story home featuring a well-maintained lawn and a white picket fence at 2164 Rj Cir, Kissimmee, FL 34744
View Details 25 Photos
Aerial view of the property highlighting the layout, boundaries, and surrounding neighborhood at 2164 Rj Cir, Kissimmee, FL 34744
Bird's eye view of the property showcasing its location within the residential area at 2164 Rj Cir, Kissimmee, FL 34744
Overhead view of the home, illustrating the backyard, fencing, and proximity to nearby streets at 2164 Rj Cir, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1232

  • Year Built

    1994

  • $/SqFt

    $264

Country Walk - Don’t miss this opportunity to make it yours! LPT REALTY, LLC.

Home For Sale $475,000

Charming one-story home with a well-manicured lawn, mature trees, and a tile roof at 2560 Greenwood Dr, Kissimmee, FL 34744
View Details 35 Photos
Overhead view of home with large, private backyard surrounded by mature trees at 2560 Greenwood Dr, Kissimmee, FL 34744
Home featuring a long driveway with mature landscaping at 2560 Greenwood Dr, Kissimmee, FL 34744
Backyard featuring screened in patio and mature landscaping at 2560 Greenwood Dr, Kissimmee, FL 34744
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1459

  • Year Built

    1984

  • $/SqFt

    $326

IRON VALLEY REAL ESTATE OSCEOL.

Home For Sale $459,000

Collage featuring the aerial view, living room, floors and the home's exterior at 302 E Drury Ave, Kissimmee, FL 34744
View Details 13 Photos
Aerial view of the property showing the surrounding landscape and nearby Lake Tohopekaliga at 302 E Drury Ave, Kissimmee, FL 34744
Open living and dining area with ample natural light and modern furnishings at 302 E Drury Ave, Kissimmee, FL 34744
Spacious living area featuring a dining area and plenty of natural light at 302 E Drury Ave, Kissimmee, FL 34744
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1528

  • Year Built

    1950

  • $/SqFt

    $300

Schedule Your Private Showing Today — This Home Is Truly One-Of-A-Kind And Awaits You! RADIUS REALTY GROUP LLC.

Home For Sale $435,000

Charming single-story home with a brick driveway, stone accents, and lush landscaping at 4327 Silver Creek St, Kissimmee, FL 34744
View Details 32 Photos
Attractive single-story home displaying a blue exterior, brick driveway, and well-maintained landscaping at 4327 Silver Creek St, Kissimmee, FL 34744
Modern kitchen boasts white cabinets, stainless steel appliances, granite countertops, and pendant lighting at 4327 Silver Creek St, Kissimmee, FL 34744
Modern kitchen boasts white cabinets, stainless steel appliances, granite countertops, and pendant lighting at 4327 Silver Creek St, Kissimmee, FL 34744
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1818

  • Year Built

    2020

  • $/SqFt

    $239

Classic design, modern innovation, and an unbeatable location — your dream home awaits at Creekside! RESOURCE ONE REALTY.

Home For Sale $350,000

Charming single-story home featuring a green roof, manicured lawn, and decorative shutters at 2314 Meadowbrook St, Kissimmee, FL 34744
View Details 29 Photos
Close-up of home exterior featuring a textured facade, well-kept lawn, and charming front entry at 2314 Meadowbrook St, Kissimmee, FL 34744
Living room featuring a stone fireplace, neutral tile flooring, and ample natural light at 2314 Meadowbrook St, Kissimmee, FL 34744
Open-concept living room with tile floors, stone fireplace, ceiling fan, and access to the pool area at 2314 Meadowbrook St, Kissimmee, FL 34744
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1448

  • Year Built

    1977

  • $/SqFt

    $242

Jacaranda Estatess - Located just minutes from the Turnpike, Hwy 192, Valencia College, and NeoCity, and only 25 minutes from Walt Disney World, this home offers unbeatable access to everything Central Florida has to offer. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $1,195,000

Beautiful two story home featuring brick paved driveway, a front fountain and well manicured landscaping at 1407 Water Lilly Ln, Kissimmee, FL 34744
View Details 100 Photos
Beautiful two story home featuring brick paved driveway, a front fountain, and well manicured landscaping at 1407 Water Lilly Ln, Kissimmee, FL 34744
A partial view of a two story home featuring black window trim, dark roof, and well manicured landscaping at 1407 Water Lilly Ln, Kissimmee, FL 34744
A partial view of a two story home featuring black window trim, dark roof, and well manicured landscaping at 1407 Water Lilly Ln, Kissimmee, FL 34744
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3845

  • Year Built

    2004

  • $/SqFt

    $311

Don’t miss the chance to live in a home where luxury, smart technology, and nature combine to offer an unparalleled living experience by beautiful Lake Toho. Schedule your private tour today! LPT REALTY, LLC.

Home For Sale $396,130

Charming single-story home with a symmetrical facade, a manicured lawn, and an attached two-car garage at 2745 Serenity Meadow Dr, Kissimmee, FL 34744
View Details 23 Photos
Detailed floor plan showcasing open concept living with kitchen, gathering room, owner's suite, and two-car garage at 2745 Serenity Meadow Dr, Kissimmee, FL 34744
Inviting entryway featuring a decorative front door and a view into a bathroom with a glass-enclosed shower at 2745 Serenity Meadow Dr, Kissimmee, FL 34744
Bright hallway with views into the living room and a bathroom featuring a glass-enclosed shower at 2745 Serenity Meadow Dr, Kissimmee, FL 34744
On Market For 4 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1707

  • Year Built

    2025

  • $/SqFt

    $232

With its exceptional design, excellent finishes, and smart features, this Prosperity home is the epitome of both comfort and luxury—perfectly tailored to fit your lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Pended $419,900

Charming two-story home with a well-manicured lawn, mature trees, and an attached two-car garage at 1835 Harbor Blvd, Kissimmee, FL 34744
View Details 27 Photos
View of home exterior showing long driveway, 2 car garage, and landscaping with mature trees at 1835 Harbor Blvd, Kissimmee, FL 34744
Inviting entryway featuring hardwood floors, a wooden door with decorative glass, and a staircase with a chairlift at 1835 Harbor Blvd, Kissimmee, FL 34744
Open-concept living room and dining area with high ceilings, hardwood floors, and a staircase to the second floor at 1835 Harbor Blvd, Kissimmee, FL 34744
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2136

  • Year Built

    1988

  • $/SqFt

    $197

Seller is leaving chairlift and additional assistance equipment for the convenience of the buyer and seller. Indoor laundry. ALL STAR PROPERTIES OF CENTRAL.

Home For Sale $467,000

Charming single-story home with a well-manicured lawn, mature palm trees, and a covered front porch at 1920 Triumfo Cir, Kissimmee, FL 34744
View Details 4 Photos
A beautiful screened-in pool shimmers beneath a vibrant, colorful sunset at 1920 Triumfo Cir, Kissimmee, FL 34744
Modern bathroom features dual sinks, a large decorative mirror, and stylish dark blue cabinets at 1920 Triumfo Cir, Kissimmee, FL 34744
Inviting front porch featuring a decorative door, lush greenery, and classic brick pavers at 1920 Triumfo Cir, Kissimmee, FL 34744
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2077

  • Year Built

    1994

  • $/SqFt

    $225

Come see why life is better in Malibu Estates. LPT REALTY, LLC.

Home For Sale $320,000

Charming single-story home with stone accents, a two-car garage, and a well-manicured lawn at 1343 Rocky Rd, Kissimmee, FL 34744
View Details 22 Photos
Close-up view of the front entrance, showing stone detailing and updated windows at 1343 Rocky Rd, Kissimmee, FL 34744
Inviting living room featuring a cozy gray sectional, tile flooring, and ample natural light at 1343 Rocky Rd, Kissimmee, FL 34744
Open living space with gray sectional, entertainment center, and seamless flow to the dining area at 1343 Rocky Rd, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1108

  • Year Built

    1983

  • $/SqFt

    $289

Pebble Creek - Its prime location places you near top-rated schools, shopping centers, dining options, and recreational facilities, ensuring you're always close to what you need CHARLES RUTENBERG REALTY ORLANDO.

Pended $576,736

Two-story home with a brick paver driveway, neutral color palette, and well-manicured lawn at 1894 Clear Sky Dr, Kissimmee, FL 34744
View Details 24 Photos
Open-concept living room and kitchen with ample natural light and a modern design at 1894 Clear Sky Dr, Kissimmee, FL 34744
Stylish living room with an open floor plan into the kitchen and dining area, perfect for entertaining at 1894 Clear Sky Dr, Kissimmee, FL 34744
Comfortable sitting area featuring stylish decor and ample seating for relaxation at 1894 Clear Sky Dr, Kissimmee, FL 34744
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2571

  • Year Built

    2024

  • $/SqFt

    $224

Call and make an appt today. LENNAR REALTY.

Home For Sale $506,720

Charming single-Gathering home featuring stone accents, a two-car garage, and professionally landscaped front yard at 1899 Clear Sky Dr, Kissimmee, FL 34744
View Details 29 Photos
Modern kitchen features stainless steel appliances, gray countertops, an island, and white cabinets at 1899 Clear Sky Dr, Kissimmee, FL 34744
Modern kitchen features stainless steel appliances, gray countertops, an island, and white cabinets at 1899 Clear Sky Dr, Kissimmee, FL 34744
Kitchen island with a sink and gray countertops, complemented by dark tile backsplash and white cabinets at 1899 Clear Sky Dr, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2139

  • Year Built

    2025

  • $/SqFt

    $237

Call and make an appt today. LENNAR REALTY.

Home For Sale $405,000

Charming home exterior with a well-manicured lawn and beautiful landscaping and a two car garage at 3111 Turnberry Blvd, Kissimmee, FL 34744
View Details 44 Photos
Charming home exterior with a well-manicured lawn and beautiful landscaping and a two car garage at 3111 Turnberry Blvd, Kissimmee, FL 34744
Welcoming entryway with neutral walls, tiled floors, and an arched display niche, bathed in natural light at 3111 Turnberry Blvd, Kissimmee, FL 34744
Open-concept living room and kitchen featuring tile flooring and neutral-toned walls and dining area at 3111 Turnberry Blvd, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1400

  • Year Built

    2007

  • $/SqFt

    $289

Turnberry Reserve - (Please note: Property is video monitored) WEICHERT REALTORS HALLMARK PRO.

Home For Sale $309,000

Charming single-Gathering home features a two-car garage, neutral paint scheme, and well-maintained front yard at 2152 Rj Cir, Kissimmee, FL 34744
View Details 27 Photos
Charming single-Gathering home features a two-car garage, neutral paint scheme, and well-maintained front yard at 2152 Rj Cir, Kissimmee, FL 34744
Bright kitchen with natural wood cabinets, stainless steel oven, and view of the dining room at 2152 Rj Cir, Kissimmee, FL 34744
Well-lit kitchen with stainless steel oven, wooden cabinets, and modern appliances at 2152 Rj Cir, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1473

  • Year Built

    1994

  • $/SqFt

    $210

Country Walk - Don't miss the opportunity to own this charming home in a prime location! CINO INTERNATIONAL INC.

Home For Sale $820,000

Charming one-story home with a well-maintained lawn and large, mature trees draped with Spanish moss at 1003 Shore Dr, Kissimmee, FL 34744
View Details 63 Photos
A large one-story home with a three-car garage and a paved driveway surrounded by lush greenery at 1003 Shore Dr, Kissimmee, FL 34744
Expansive aerial view of waterfront property with lush landscaping, private dock and natural surroundings in a serene setting at 1003 Shore Dr, Kissimmee, FL 34744
Screened-in pool area with hot tub, stone waterfall, tropical plants, brick pavers and a scenic view at 1003 Shore Dr, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2508

  • Year Built

    1970

  • $/SqFt

    $327

The property is conveniently located near the Florida Turnpike and within a short drive to popular attractions, dining, and shopping destinations. EXP REALTY LLC.

Home For Sale $710,000

Charming two-story home featuring a three-car garage and well-maintained landscaping at 3149 Twisted Oak Loop, Kissimmee, FL 34744
View Details 52 Photos
Charming two-story home with a three-car garage, mature trees, and an inviting entrance at 3149 Twisted Oak Loop, Kissimmee, FL 34744
Well-manicured lawn and mature trees surround this two-story home with a three-car garage at 3149 Twisted Oak Loop, Kissimmee, FL 34744
Inviting foyer showcasing staircase, tiled flooring, and open floor plan at 3149 Twisted Oak Loop, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2821

  • Year Built

    2005

  • $/SqFt

    $252

Fells Cove - REAL BROKER, LLC.

Home For Sale $540,000

Charming single-story home with a well-manicured lawn and brick driveway, creating curb appeal at 1791 Smarts Rule St, Kissimmee, FL 34744
View Details 32 Photos
A cozy front porch features a dark wood door, a welcome mat, and potted plants at 1791 Smarts Rule St, Kissimmee, FL 34744
Bright hallway with neutral tile flooring, white walls, and decorative sliding doors to the study at 1791 Smarts Rule St, Kissimmee, FL 34744
Inviting front porch with comfortable wicker seating, a dark wood door, and a well-maintained exterior at 1791 Smarts Rule St, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2500

  • Year Built

    2021

  • $/SqFt

    $216

Located less than 30 minutes from Disney and Universal and less than 10 minutes to the Florida Turnpike. AGENT TRUST REALTY CORPORATION.

Home For Sale $487,460

Beautiful one-story home showcasing a stylish garage, light colored walls, covered porch, and appealing roofline at 1931 Spring Shower Cir, Kissimmee, FL 34744
View Details 22 Photos
Detailed floor plan showcasing an open concept design, multiple bedrooms, two-car garage, and outdoor living spaces at 1931 Spring Shower Cir, Kissimmee, FL 34744
Hallway with tile flooring leading to a bathroom with a glass-enclosed shower and a living area with natural light at 1931 Spring Shower Cir, Kissimmee, FL 34744
Bathroom featuring a modern glass-enclosed shower, decorative wooden wall hangings, and elegant marble vanity at 1931 Spring Shower Cir, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1670

  • Year Built

    2025

  • $/SqFt

    $292

With its exceptional design, sophisticated finishes, and smart features, this Prosperity home is the epitome of both comfort and luxury—perfectly tailored to fit your lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Home For Sale $449,500

Charming one-story home with a well-manicured lawn, inviting entrance, and a two-car garage at 2289 Jessica Ln, Kissimmee, FL 34744
View Details 36 Photos
Bright living room featuring a fireplace, ceiling fan, hardwood floors, and comfortable sofas at 2289 Jessica Ln, Kissimmee, FL 34744
Spacious living room boasts vaulted ceiling, hardwood floors, and large windows for natural light at 2289 Jessica Ln, Kissimmee, FL 34744
Cozy breakfast nook with a glass table set, bright window, and pool view at 2289 Jessica Ln, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2056

  • Year Built

    2003

  • $/SqFt

    $219

Schedule your private tour today and explore the endless possibilities! EXP REALTY LLC.

Home For Sale $423,270

Charming single Gathering home with a well-manicured lawn and a two-car garage at 1949 Spring Shower Cir, Kissimmee, FL 34744
View Details 24 Photos
Floor plan of a new home with four bedrooms, two bathrooms, and a two car garage at 1949 Spring Shower Cir, Kissimmee, FL 34744
Bright flex room with tray ceilings, modern decor, and view into the adjacent living room at 1949 Spring Shower Cir, Kissimmee, FL 34744
Flex room with stylish green ceiling, neutral paint, sofa, desk, and modern chandelier at 1949 Spring Shower Cir, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2088

  • Year Built

    2025

  • $/SqFt

    $203

With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Pended $299,000

Inviting entryway with a decorative window and a well-maintained garden area at 2451 Quail Run N Blvd, Kissimmee, FL 34744
View Details 13 Photos
Charming single-story home with a well-manicured lawn and a mature shade tree at 2451 Quail Run N Blvd, Kissimmee, FL 34744
Inviting single-story home with a pathway leading to the front entrance and arched windows at 2451 Quail Run N Blvd, Kissimmee, FL 34744
Close-up of the front door showing the decorative screen and arched entry at 2451 Quail Run N Blvd, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1024

  • Year Built

    1998

  • $/SqFt

    $292

Dont Miss This Opportunity To Own A Well-located Home With No Community Restrictions. RIGHT CHOICE REALTY & SERVICES, INC..

Home For Sale $687,000

Beautiful two-story home featuring a three-car garage, red tile roof, and lush landscaping with palm trees at 1786 Lee Janzen Dr, Kissimmee, FL 34744
View Details 43 Photos
Stunning aerial view of a neighborhood, showcasing a home with a red tile roof near a golf course at 1786 Lee Janzen Dr, Kissimmee, FL 34744
Beautiful two-story home featuring a three-car garage, red tile roof, and lush landscaping with palm trees at 1786 Lee Janzen Dr, Kissimmee, FL 34744
Elegant entryway with double doors, tile flooring, and natural light streaming through large windows at 1786 Lee Janzen Dr, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3033

  • Year Built

    2003

  • $/SqFt

    $227

Kissimmee Bay - Don’t miss your opportunity to own a slice of paradise. Schedule your private showing today! RUSSU REALTY & ASSOCIATES PA.

Home For Sale $479,000

Charming two-story home boasts a three car garage, mature trees, and well-manicured landscaping at 162 Harwood Cir, Kissimmee, FL 34744
View Details 61 Photos
A covered patio overlooks the pool, featuring privacy screening and a great entertaining space at 162 Harwood Cir, Kissimmee, FL 34744
This backyard pool includes a screened enclosure with landscaping for outdoor privacy at 162 Harwood Cir, Kissimmee, FL 34744
A screened lanai offers lake views over the pool and well manicured lawn at 162 Harwood Cir, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2516

  • Year Built

    1998

  • $/SqFt

    $190

Community perks include basketball, tennis, and volleyball courts, plus easy access to major highways, shopping, dining, and theme parks. Schedule your showing today! ! EXP REALTY LLC.

Home For Sale $425,000

Two-story home with a two-car garage, well-maintained lawn, and beautiful landscaping at 3566 Southern Cross Loop, Kissimmee, FL 34744
View Details 26 Photos
Charming two-story home with a well-manicured lawn and a spacious two-car garage at 3566 Southern Cross Loop, Kissimmee, FL 34744
Bright foyer with decorative door, staircase, and tiled floor at 3566 Southern Cross Loop, Kissimmee, FL 34744
Spacious living room featuring tile flooring, neutral tones, and ample natural light at 3566 Southern Cross Loop, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2128

  • Year Built

    2018

  • $/SqFt

    $200

Experience the perfect blend of community living and modern comfort in a prime location! COLDWELL BANKER REALTY.

Home For Sale $407,000

Charming single-story home featuring a well-manicured lawn, a two-car garage, and a welcoming front entrance at 1866 Cassidy Knoll Dr, Kissimmee, FL 34744
View Details 32 Photos
Spacious driveway featuring decorative pavers lining the edges, leading to a two-car garage and the home's entrance at 1866 Cassidy Knoll Dr, Kissimmee, FL 34744
Well-maintained home exterior with lush green lawn and landscaping, offering great curb appeal in a suburban setting at 1866 Cassidy Knoll Dr, Kissimmee, FL 34744
Aerial view of a well-kept home with a lush green lawn and tidy landscaping in a suburban community at 1866 Cassidy Knoll Dr, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1846

  • Year Built

    2019

  • $/SqFt

    $220

This property is a must see! LA ROSA REALTY LLC.

Home For Sale $397,000

Charming single-story home featuring a brick facade, well-manicured lawn, and a two-car garage at 1594 Frances St, Kissimmee, FL 34744
View Details 54 Photos
Inviting single-story house with brick accents, a well-kept lawn, and a welcoming front entrance at 1594 Frances St, Kissimmee, FL 34744
Lovely single-story home boasting a brick exterior, green lawn, and convenient two-car garage at 1594 Frances St, Kissimmee, FL 34744
Attractive single-story house showcasing brick details, a spacious driveway, and an attached garage at 1594 Frances St, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1536

  • Year Built

    1973

  • $/SqFt

    $258

Don’t miss your chance to own a home in one of Kissimmee’s hidden gem communities. Schedule your private showing today! WEICHERT REALTORS HALLMARK PRO.

Pended $492,236

Charming two-story home with a two-car garage, neatly landscaped lawn, and inviting entryway at 2551 Peace Of Mind Ave, Kissimmee, FL 34744
View Details 22 Photos
Open-concept living room with modern furniture, large windows, and a seamless flow to the kitchen at 2551 Peace Of Mind Ave, Kissimmee, FL 34744
Bright living room with view of kitchen and eat in area featuring contemporary furnishings and neutral tones at 2551 Peace Of Mind Ave, Kissimmee, FL 34744
Cozy loft area with a comfortable seating arrangement, media console and stylish decor at 2551 Peace Of Mind Ave, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2571

  • Year Built

    2025

  • $/SqFt

    $191

Call and make an appt today. LENNAR REALTY.

Home For Sale $440,000

Charming single-story home featuring a gray exterior, two-car garage, and well-maintained landscaping at 634 Chadbury Way, Kissimmee, FL 34744
View Details 36 Photos
Inviting single-story home showcasing a gray exterior, manicured front yard, and a convenient two-car garage at 634 Chadbury Way, Kissimmee, FL 34744
Bright hallway featuring elegant decor, leading to an open-concept dining and living area with stylish accents at 634 Chadbury Way, Kissimmee, FL 34744
Open-concept dining area adjacent to kitchen and living room, featuring modern decor and ample natural light at 634 Chadbury Way, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1719

  • Year Built

    2004

  • $/SqFt

    $256

Zoned for short-term rental, this property is perfect as a primary residence, second home, or investment opportunity. COLDWELL BANKER REALTY.

Home For Sale $415,000

Charming single-story home featuring a well-manicured lawn, mature tree, and two-car garage at 639 Chadbury Way, Kissimmee, FL 34744
View Details 38 Photos
Charming single-story home featuring a well-manicured lawn, mature tree, and two-car garage at 639 Chadbury Way, Kissimmee, FL 34744
Inviting entryway with wood-look flooring, stylish console table, and decorative wall mirror at 639 Chadbury Way, Kissimmee, FL 34744
Cozy bedroom with a dedicated workspace and a bright window offering natural light at 639 Chadbury Way, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1639

  • Year Built

    2005

  • $/SqFt

    $253

Remington - Whether you're looking for a vacation home, investment property, or your forever home — this one checks all the boxes! LA ROSA REALTY ORLANDO LLC.

Home For Sale $420,000

Charming two-story home featuring an attached two-car garage, neat landscaping, and a welcoming driveway at 2511 Balmoral Dr, Kissimmee, FL 34744
View Details 18 Photos
Bright living room featuring tile floors, a chandelier, and a comfortable seating arrangement at 2511 Balmoral Dr, Kissimmee, FL 34744
Spacious living room with high ceilings, a ceiling fan, and a decorative floral rug at 2511 Balmoral Dr, Kissimmee, FL 34744
Elegant hallway with tile flooring, arched doorway, and decorative statues on a console table at 2511 Balmoral Dr, Kissimmee, FL 34744
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1963

  • Year Built

    2004

  • $/SqFt

    $214

Schedule your private tour today and make this lovely Remington home yours! WEICHERT REALTORS HALLMARK PRO.

Home For Sale $399,990

Charming two-story home featuring a two-car garage and a well-maintained lawn at 111 Owenshire Cir, Kissimmee, FL 34744
View Details 19 Photos
Bright foyer with neutral tile, a storage bench, and a view of the staircase at 111 Owenshire Cir, Kissimmee, FL 34744
Spacious living room with soaring ceilings and plenty of natural light from large windows at 111 Owenshire Cir, Kissimmee, FL 34744
Modern kitchen featuring granite countertops, stainless steel appliances, and a center island with seating at 111 Owenshire Cir, Kissimmee, FL 34744
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1523

  • Year Built

    2002

  • $/SqFt

    $263

Nearby you have shops, restaurants, major highways and everything you need for relaxed living. Don't miss this opportunity. AGENT TRUST REALTY CORPORATION.

Pended $399,000

Charming single-story home featuring a well-manicured lawn, arched windows, and a neutral color palette at 2984 Monica Ter, Kissimmee, FL 34744
View Details 38 Photos
Cozy living room with a plush sofa, modern decor, ceiling fan, and ample natural light at 2984 Monica Ter, Kissimmee, FL 34744
Dining room features a modern table, six chairs, stylish chandelier, and large window at 2984 Monica Ter, Kissimmee, FL 34744
Spacious kitchen features a large island with granite countertops and stainless steel appliances at 2984 Monica Ter, Kissimmee, FL 34744
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1798

  • Year Built

    1992

  • $/SqFt

    $222

Just minutes from East Lake Toho, known for its fishing, boating, and scenic walking paths, this location offers the ideal blend of outdoor recreation and relaxed Florida living. NORTHSTAR FIRST PROPERTIES LLC.

Home For Sale $384,990

Charming single-story home featuring a two-car garage, neutral colors, and a well-manicured lawn at 1648 Heart Bar Rd, Kissimmee, FL 34744
View Details 77 Photos
Attractive single-story house showing landscaped front yard, covered entryway, and attached two-car garage at 1648 Heart Bar Rd, Kissimmee, FL 34744
Welcoming front entrance with an arched portico, colorful landscaping, and a dark blue front door at 1648 Heart Bar Rd, Kissimmee, FL 34744
Bright dining area with tile flooring, a glass-top table set for six, and an open view to the living spaces at 1648 Heart Bar Rd, Kissimmee, FL 34744
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1516

  • Year Built

    2023

  • $/SqFt

    $254

Kindred - "You don’t miss this opportunity". LPT REALTY, LLC.

Home For Sale $368,000

Charming single-story home featuring a well-manicured lawn, complemented by a beautiful tree, swing and a serene water fountain at 2430 Mill Run Blvd, Kissimmee, FL 34744
View Details 1 Photo
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1934

  • Year Built

    1980

  • $/SqFt

    $190

Enjoy cozy nights by the wood-burning fireplace, and relax on the screened-in back porch, which provides access to the backyard. More photos coming soon... CITRUS REALTY & MANAGEMENT INC.

Pended $333,000

Charming single-story home with a well-maintained lawn, attached garage, and a unique stone facade on the exterior at 1360 Springfield St, Kissimmee, FL 34744
View Details 28 Photos
Elegant front door showcasing a dark wood finish with glass panels and a modern doorbell, complemented by textured walls at 1360 Springfield St, Kissimmee, FL 34744
Inviting living room featuring neutral tones, stylish seating arrangements, decorative mirrors and tile flooring at 1360 Springfield St, Kissimmee, FL 34744
Open concept kitchen with an island, dark wood cabinets, granite countertops, stainless steel appliances, and adjacent dining area at 1360 Springfield St, Kissimmee, FL 34744
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1060

  • Year Built

    1977

  • $/SqFt

    $314

Jacaranda Estatess - Home is sold AS IS with right to inspect. COMPLETE REALTY.

Pended $490,000

Inviting single-story home with a well-manicured lawn, mature trees, and a tile roof at 3916 Coastal Breeze Dr, Kissimmee, FL 34744
View Details 42 Photos
Spacious three car driveway with brick pavers leading to a home with a terracotta roof at 3916 Coastal Breeze Dr, Kissimmee, FL 34744
Brick paver driveway leads to a three-car garage on this home with a terracotta roof at 3916 Coastal Breeze Dr, Kissimmee, FL 34744
Charming front entry featuring a dark wood door and lush landscaping with river rock at 3916 Coastal Breeze Dr, Kissimmee, FL 34744
*IS SHORT SALE
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2519

  • Year Built

    2010

  • $/SqFt

    $195

North Shore Village - This property offers all the luxury of comfort, privacy, and an excellent investment opportunity. LPT REALTY, LLC.

Home For Sale $390,000

Charming single-story home features a well-maintained lawn, red roof and a two-car garage at 3105 Sangria St, Kissimmee, FL 34744
View Details 65 Photos
Bright dining area features tile floors, a modern chandelier, and a pass-through to the kitchen at 3105 Sangria St, Kissimmee, FL 34744
Cozy dining room with wood table, four chairs and natural light coming from three windows at 3105 Sangria St, Kissimmee, FL 34744
Cozy dining room with wood table, four chairs and natural light coming from three windows at 3105 Sangria St, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2017

  • $/SqFt

    $220

Villa Sol Village - The community offers a pool, playground, and easy access to all things Orlando.Whether you're a snowbird, savvy investor, or growing family—this one’s a keeper! EXP REALTY LLC.

Home For Sale $559,990

Two-story tan home with a well-manicured lawn, a two-car garage, and a blue front door at 4019 Hely Cate Pl, Kissimmee, FL 34744
View Details 10 Photos
Side view of a two-story tan home with a two-car garage and well-maintained lawn at 4019 Hely Cate Pl, Kissimmee, FL 34744
A two-story tan home with a two-car garage and well-maintained lawn on a sunny day at 4019 Hely Cate Pl, Kissimmee, FL 34744
A mostly grassy backyard with small trees, a chain-link fence, and the rear of the tan home at 4019 Hely Cate Pl, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3948

  • Year Built

    2005

  • $/SqFt

    $142

Turnberry Reserve - Don’t miss out — call today for more details! LPT REALTY, LLC.

Pended $475,000

Inviting single-story home with a well-manicured lawn, brick driveway, and a two-car garage at 3908 Coastal Breeze Dr, Kissimmee, FL 34744
View Details 20 Photos
Beautiful front entrance featuring a modern door, transom window, and decorative landscaping at 3908 Coastal Breeze Dr, Kissimmee, FL 34744
Stunning aerial view of a residential community with waterfront homes and lush landscaping at 3908 Coastal Breeze Dr, Kissimmee, FL 34744
Community aerial showcasing waterfront property, manicured lawns, and community landscaping at 3908 Coastal Breeze Dr, Kissimmee, FL 34744
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2519

  • Year Built

    2011

  • $/SqFt

    $189

North Shore Village - Don't miss this perfect blend of privacy, comfort, and convenience—schedule your private showing today! EMPIRE NETWORK REALTY.

Home For Sale $432,240

Charming single-story home with neutral stucco, brown accents, and attached two car garage at 2741 Serenity Meadow Dr, Kissimmee, FL 34744
View Details 33 Photos
Detailed floor plan showcasing a two-car garage, flex room, covered lanai, and owner's suite at 2741 Serenity Meadow Dr, Kissimmee, FL 34744
Hallway with decorative molding, neutral paint scheme and views into the living area at 2741 Serenity Meadow Dr, Kissimmee, FL 34744
Beautiful kitchen with island seating, pendant lights, and stainless steel appliances at 2741 Serenity Meadow Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1889

  • Year Built

    2025

  • $/SqFt

    $229

With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Home For Sale $421,320

Charming single-Gathering home with a well-manicured lawn and attached two-car garage at 2729 Serenity Meadow Dr, Kissimmee, FL 34744
View Details 23 Photos
Detailed floor plan showcasing the layout of the home, including bedrooms, bathrooms, and living spaces at 2729 Serenity Meadow Dr, Kissimmee, FL 34744
Inviting living room with stylish furnishings, neutral tones, and an open layout, perfect for entertaining at 2729 Serenity Meadow Dr, Kissimmee, FL 34744
A bright and functional home office space featuring a modern desk, couch and ample natural light at 2729 Serenity Meadow Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1921

  • Year Built

    2025

  • $/SqFt

    $219

With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Home For Sale $418,240

Charming single-story home with a two-car garage, green lawn, and lush landscaping at 2717 Serenity Meadow Dr, Kissimmee, FL 34744
View Details 22 Photos
Detailed floorplan showcasing the layout of the home, including bedrooms, bathrooms, and living spaces at 2717 Serenity Meadow Dr, Kissimmee, FL 34744
Stylish office space featuring a modern chandelier, desk with chairs, and view into the living room at 2717 Serenity Meadow Dr, Kissimmee, FL 34744
Elegant office space showcasing a leather sofa, stylish desk, and modern decor at 2717 Serenity Meadow Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1921

  • Year Built

    2025

  • $/SqFt

    $218

With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle. PULTE REALTY OF NORTH FLORIDA LLC.

Pended $350,000

Charming single-story home featuring a well-maintained lawn and attached garage at 3220 Midnight Star Ct, Kissimmee, FL 34744
View Details 30 Photos
A single-Gathering home with a driveway, garage and an additional storage shed in the backyard at 3220 Midnight Star Ct, Kissimmee, FL 34744
A ranch-style single-Gathering home with vinyl siding, a shingled roof and a single-car garage at 3220 Midnight Star Ct, Kissimmee, FL 34744
Aerial view of the property showcasing the home, surrounding landscape, and nearby homes at 3220 Midnight Star Ct, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1191

  • Year Built

    1987

  • $/SqFt

    $294

Located Close to Orlando and Lake Nona Medical City, Orlando Int’l Airport and All the Great Things Central Florida Has to Offer! GODWIN REALTY GROUP.

Home For Sale $610,000

Charming two-story home with a brick driveway, two-car garage and manicured landscaping at 2965 Slough Creek Dr, Kissimmee, FL 34744
View Details 26 Photos
Spacious modern kitchen with white cabinets, stainless steel appliances, and large center island at 2965 Slough Creek Dr, Kissimmee, FL 34744
Bright kitchen with a large center island, white cabinets, and views of the dining area at 2965 Slough Creek Dr, Kissimmee, FL 34744
Cozy dining area with a modern table, clear chairs, and lots of natural light at 2965 Slough Creek Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3018

  • Year Built

    2022

  • $/SqFt

    $202

Call today to schedule your tour! WEMERT GROUP REALTY LLC.

Home For Sale $532,500

Charming single-Gathering home showcasing a two-car garage, and lush landscaping at 1845 Clear Sky Dr, Kissimmee, FL 34744
View Details 23 Photos
Bright kitchen featuring stainless steel appliances, dark cabinetry, and a spacious countertop at 1845 Clear Sky Dr, Kissimmee, FL 34744
Inviting dining room boasts contemporary decor, modern lighting, and seamless flow to the living area at 1845 Clear Sky Dr, Kissimmee, FL 34744
Open-concept living room with stylish furniture, a ceiling fan, and abundant natural light at 1845 Clear Sky Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2109

  • Year Built

    2025

  • $/SqFt

    $252

Call and make an appt today. LENNAR REALTY.

Home For Sale $512,990

Charming two-story home with a manicured lawn and a two-car garage at 1911 Clear Sky Dr, Kissimmee, FL 34744
View Details 21 Photos
Open-concept living room with modern furniture and bright natural light at 1911 Clear Sky Dr, Kissimmee, FL 34744
Comfortable living room with open layout to the kitchen and dining area at 1911 Clear Sky Dr, Kissimmee, FL 34744
Cozy upstairs loft area with comfortable seating and stylish decor at 1911 Clear Sky Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2571

  • Year Built

    2024

  • $/SqFt

    $200

Call and make an appt today. LENNAR REALTY.

Home For Sale $477,990

Beautiful exterior elevation features a two car garage, stone accents, and a well-manicured lawn with trees at 1863 Clear Sky Dr, Kissimmee, FL 34744
View Details 19 Photos
Modern kitchen with black cabinets, stainless steel appliances, and a large island with seating at 1863 Clear Sky Dr, Kissimmee, FL 34744
Open concept living and dining room features lots of windows, wood floors, modern lighting, and neutral decor at 1863 Clear Sky Dr, Kissimmee, FL 34744
Inviting living room with a comfortable sofa, patterned rug, accent wall, and natural light at 1863 Clear Sky Dr, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2082

  • Year Built

    2025

  • $/SqFt

    $230

Call and make an appt today. LENNAR REALTY.

Viewing HOMES 1 to 50 of 358

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-967-1435 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$512,830
$440,000
137
1.5%
46.0%
80

Apopka
$539,677
$479,900
538
1.7%
46.5%
91

Belle Isle
$809,041
$667,496
22
0.0%
54.5%
73

Casselberry
$439,705
$420,000
109
1.8%
45.9%
68

Celebration
$1,314,479
$1,012,500
48
0.0%
45.8%
99

Champions Gate
$703,916
$712,498
18
0.0%
44.4%
281

Chuluota
$852,652
$689,000
27
0.0%
25.9%
39

Clermont
$581,669
$497,392
719
0.6%
49.1%
79

Gotha
$1,039,903
$649,990
15
0.0%
60.0%
65

Groveland
$489,581
$400,070
256
2.0%
57.0%
87

Harmony
$447,445
$427,445
68
0.0%
32.4%
93

Longwood
$755,556
$570,000
221
1.4%
46.6%
71

Maitland
$898,064
$589,450
84
2.4%
53.6%
82

Minneola
$558,376
$536,995
134
0.7%
41.0%
81

Montverde
$1,510,637
$1,099,738
53
0.0%
47.2%
127

Ocoee
$531,988
$489,999
175
1.7%
56.0%
81

Orlando
$690,545
$499,990
2977
1.5%
48.9%
78

Oviedo
$731,867
$649,450
198
0.5%
45.5%
71

Poinciana
$327,756
$315,000
283
1.4%
54.8%
118

Reunion
$1,911,315
$1,132,500
102
1.0%
54.9%
161

Saint Cloud
$637,608
$475,000
137
1.5%
64.2%
215

Sanford
$527,145
$415,450
372
0.5%
52.2%
97

Sorrento
$602,403
$450,105
106
0.9%
48.1%
78

Windermere
$2,068,780
$1,272,000
288
0.3%
46.5%
98

Winter Garden
$864,960
$699,990
629
0.6%
48.3%
84

Winter Park
$1,267,544
$735,000
315
0.3%
47.6%
83

Winter Springs
$666,011
$510,000
139
0.7%
49.6%
73

EasyStreet

Call to Schedule a Showing

(407) 967-1435

(407) 967-1435