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329 Results

34744 Homes For Sale & 34744 FL Real Estate

Home For Sale $285,000

Charming single-story home with a spacious front yard and mature palm trees, perfect for curb appeal at 950 Windway Cir, Kissimmee, FL 34744
View Details 24 Photos
Expansive backyard with lush greenery, leading to a tranquil waterfront view, perfect for relaxation at 950 Windway Cir, Kissimmee, FL 34744
Cozy living room featuring hardwood floors, a comfortable sofa, and bright natural light, creating an inviting atmosphere at 950 Windway Cir, Kissimmee, FL 34744
Functional kitchen with stainless steel appliances, ample cabinet space, and a ceiling fan for added comfort at 950 Windway Cir, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1410

  • Year Built

    1987

  • $/SqFt

    $202

Located in a friendly Kissimmee neighborhood with easy access to amenities and the shared lake, this property is a fantastic opportunity for a prospective homebuyer seeking both comfort and convenience. KARIZA CAPITAL REALTY, LLC.

Home For Sale $499,990

Two-story home with neutral-colored exterior, dark brown shutters, well-maintained landscaping, and attached two-car garage at 422 Janice Kay Pl, Kissimmee, FL 34744
View Details 12 Photos
Aerial view of a home showing the roof, driveway, and proximity to neighboring houses with green lawns and landscaping at 422 Janice Kay Pl, Kissimmee, FL 34744
Two-story home with neutral-colored exterior, dark brown shutters, well-maintained landscaping, and attached two-car garage at 422 Janice Kay Pl, Kissimmee, FL 34744
Spacious kitchen featuring an island, wood cabinets, stainless steel appliances, tile backsplash, and tiled floor at 422 Janice Kay Pl, Kissimmee, FL 34744
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3424

  • Year Built

    2004

  • $/SqFt

    $146

Eagles Landing - Schedule a showing today and imagine the endless possibilities that await you in this beautiful space. LPT REALTY, LLC.

Home For Sale $468,000

Charming two-story home with a well-manicured lawn and inviting curb appeal at 1907 Partin Terrace Rd, Kissimmee, FL 34744
View Details 40 Photos
Bright office space with hardwood floors, a white couch, and modern decor at 1907 Partin Terrace Rd, Kissimmee, FL 34744
Open kitchen with dark wood cabinets, an island, and a breakfast nook at 1907 Partin Terrace Rd, Kissimmee, FL 34744
Spacious kitchen island with granite countertops and stainless steel appliances at 1907 Partin Terrace Rd, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2674

  • Year Built

    2018

  • $/SqFt

    $175

Schedule your showing today and experience the exceptional living this beautiful home offers. G FIRST REALTY LLC.

Home For Sale $680,000

Charming single-story home featuring a brick facade, two-car garage, and mature landscaping at 1391 Terry Ln, Kissimmee, FL 34744
View Details 34 Photos
Inviting home with a long driveway leading to an attached two-car garage, complemented by lush green lawn at 1391 Terry Ln, Kissimmee, FL 34744
Single story home with a brick facade, manicured lawn, and a bench under a mature tree at 1391 Terry Ln, Kissimmee, FL 34744
View of the front porch and doorway, complete with textured walls and tile flooring at 1391 Terry Ln, Kissimmee, FL 34744
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1702

  • Year Built

    1994

  • $/SqFt

    $400

Located just minutes from US-192, Florida's Turnpike, and Osceola Parkway, this property offers the perfect mix of privacy, space, and convenience. Schedule your private tour today. LA ROSA REALTY LLC.

Home For Sale $469,500

Charming two-story home with a cozy front porch, featuring a red door and lush landscaping at 2345 Volunteer Ave, Kissimmee, FL 34744
View Details 24 Photos
Side view of a one-car garage with garden bed and side door at 2345 Volunteer Ave, Kissimmee, FL 34744
A one-car garage and paved driveway of a home with landscaping at 2345 Volunteer Ave, Kissimmee, FL 34744
Covered front porch with chairs and plants at 2345 Volunteer Ave, Kissimmee, FL 34744
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2044

  • Year Built

    2022

  • $/SqFt

    $230

and discover this "Model" like home. HOMECOIN.COM.

Home For Sale $468,900

Charming two-story home featuring a two-car garage, well-maintained lawn and beautiful sky at 2723 Callaway Ln, Kissimmee, FL 34744
View Details 57 Photos
Charming two-story home featuring a two-car garage, a covered porch, and a well-maintained lawn at 2723 Callaway Ln, Kissimmee, FL 34744
Charming two-story home featuring a two-car garage and a covered porch at 2723 Callaway Ln, Kissimmee, FL 34744
Aerial view of beautiful homes with screened-in pools overlooking a peaceful lake at 2723 Callaway Ln, Kissimmee, FL 34744
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2513

  • Year Built

    2005

  • $/SqFt

    $187

3D Matterport Video Link : https://my.matterport.com/show/?m=dS3ZLFq6oqA&mls=1 NEXTHOME LOCATION.

Home For Sale $2,189,000

Stunning two-story home with mature landscaping and a grand entrance, showcasing curb appeal at 2910 Frontier Dr, Kissimmee, FL 34744
View Details 42 Photos
Aerial view of home featuring mature trees, spacious yard, and circular driveway at 2910 Frontier Dr, Kissimmee, FL 34744
Scenic view of a tranquil lake surrounded by lush greenery and a clear blue sky at 2910 Frontier Dr, Kissimmee, FL 34744
Expansive aerial view showcasing a luxurious estate nestled amidst lush trees and a picturesque lake at 2910 Frontier Dr, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4664

  • Year Built

    1991

  • $/SqFt

    $469

Schedule your private showing today—and step into the lakefront life you’ve been envisioning. EXP REALTY LLC.

Home For Sale $620,000

Charming two-story home featuring a two-car garage and stone accents at 3173 Armstrong Spring Dr, Kissimmee, FL 34744
View Details 42 Photos
Beautiful two-story home with a brick driveway and attached two-car garage at 3173 Armstrong Spring Dr, Kissimmee, FL 34744
Light blue two-story home featuring a brick driveway and an attached two-car garage at 3173 Armstrong Spring Dr, Kissimmee, FL 34744
Resort-style pool and spa surrounded by white fencing and lush landscaping at 3173 Armstrong Spring Dr, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2048

  • Year Built

    2023

  • $/SqFt

    $303

this jewel won't last long. EXP REALTY LLC.

Home For Sale $599,900

Charming single-story home boasts a manicured lawn and traditional brick and siding exterior at 3075 Simpson Rd, Kissimmee, FL 34744
View Details 42 Photos
Traditional single-story home on a sprawling lawn surrounded by lush trees at 3075 Simpson Rd, Kissimmee, FL 34744
Inviting home entrance with classic columns, large windows, and a brick walkway at 3075 Simpson Rd, Kissimmee, FL 34744
Traditional home with a brick facade, dormer windows, attached garage, and concrete driveway at 3075 Simpson Rd, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2029

  • Year Built

    1989

  • $/SqFt

    $296

Best of all....NO HOA!!! Schedule your showing today! DAVIS REAL ESTATE GROUP.

Home For Sale $530,000

Charming two-story home with a well-manicured lawn, brick driveway, and lush landscaping with palm trees at 4455 Indigo Sky Ln, Kissimmee, FL 34744
View Details 26 Photos
Inviting two-story home with manicured lawn, brick driveway, archway entrance and tropical palm trees at 4455 Indigo Sky Ln, Kissimmee, FL 34744
Aerial view of the house showing its location in a well-maintained community with lush landscaping and green lawns at 4455 Indigo Sky Ln, Kissimmee, FL 34744
Aerial view of the backyard and fence, and showing the neighborhood and other houses nearby at 4455 Indigo Sky Ln, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2653

  • Year Built

    2013

  • $/SqFt

    $200

North Point - Located in a gated community for added peace of mind and just minutes from Lake Nona's shopping, dining, and major roadways, this home is a prime choice for convenience and family living—schedule your private showing today! CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $749,900

Stunning two-story home with a three-car garage, solar panels, and lush tropical landscaping at dusk at 3209 Waterbridge Ct, Kissimmee, FL 34744
View Details 52 Photos
Stunning two-story home with a three-car garage, solar panels, and lush tropical landscaping at 3209 Waterbridge Ct, Kissimmee, FL 34744
A spacious backyard features a sparkling pool and comfortable outdoor seating perfect for relaxation at 3209 Waterbridge Ct, Kissimmee, FL 34744
A spacious backyard features a sparkling pool and comfortable outdoor seating perfect for relaxation at sunset at 3209 Waterbridge Ct, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    3878

  • Year Built

    2004

  • $/SqFt

    $193

Don't miss your chance to explore all the features and potential it has to offer! KELLER WILLIAMS ADVANTAGE III.

Pended $547,737

Charming two-story home featuring a two-car garage, landscaped yard, and classic architectural design at 1919 Blissful Dr, Kissimmee, FL 34744
View Details 20 Photos
Modern kitchen featuring stainless steel appliances, an island with bar seating and dark wood cabinetry at 1919 Blissful Dr, Kissimmee, FL 34744
Spacious living room featuring neutral decor, modern furnishings and an open floor plan at 1919 Blissful Dr, Kissimmee, FL 34744
Bright and airy living room with an open floor plan, flowing into dining area and modern kitchen at 1919 Blissful Dr, Kissimmee, FL 34744
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3291

  • Year Built

    2024

  • $/SqFt

    $166

Call and make an appt today. LENNAR REALTY.

Pended $525,990

Charming single-story home with a well-manicured lawn, blue shutters, and a two-car garage at 2539 Peace Of Mind Dr, Kissimmee, FL 34744
View Details 23 Photos
Modern kitchen boasts stainless steel appliances, dark cabinets, and sleek countertops at 2539 Peace Of Mind Dr, Kissimmee, FL 34744
Elegant dining room featuring wood floors, stylish decor, and sliding glass doors to the patio at 2539 Peace Of Mind Dr, Kissimmee, FL 34744
Inviting living room with tiled floors, a ceiling fan, and open access to the kitchen at 2539 Peace Of Mind Dr, Kissimmee, FL 34744
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2109

  • Year Built

    2025

  • $/SqFt

    $249

Call and make an appt today. LENNAR REALTY.

Home For Sale $435,000

Charming single-story home featuring a three-car garage, brick accents, well-manicured lawn and lush landscaping at 225 Strathmore Cir, Kissimmee, FL 34744
View Details 40 Photos
Spacious single-story home showcasing a three-car garage, neutral tones, brick accents and large driveway at 225 Strathmore Cir, Kissimmee, FL 34744
Cozy living room featuring wood floors, stylish seating, modern decor, and lots of natural light at 225 Strathmore Cir, Kissimmee, FL 34744
Comfortable living room with nice furnishings, including a contemporary sofa, stylish chairs, and a vibrant rug at 225 Strathmore Cir, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2422

  • Year Built

    1997

  • $/SqFt

    $180

Don’t miss this incredible opportunity—schedule your private showing today! LA ROSA REALTY ORLANDO LLC.

Home For Sale $359,000

Charming single-Gathering home featuring a two-car garage and screened porch with mature landscaping at 1437 Sara L St, Kissimmee, FL 34744
View Details 28 Photos
Sparkling screened-in pool with tile accents and ample space for lounging and entertaining at 1437 Sara L St, Kissimmee, FL 34744
Galley kitchen with granite countertops, modern appliances and white cabinets providing clean aesthetic at 1437 Sara L St, Kissimmee, FL 34744
Updated kitchen featuring granite countertops, sleek appliances, and vinyl flooring for modern appeal at 1437 Sara L St, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1144

  • Year Built

    1984

  • $/SqFt

    $314

Make this amazing home your personal paradise and start living the Florida dream today! ????? ? ORLANDO HOME DEALER LLC.

Home For Sale $980,000

Charming single-story home featuring well-manicured landscaping and an inviting screened porch entrance at 720 Basin Dr, Kissimmee, FL 34744
View Details 60 Photos
Spacious home with a long driveway, lush lawn, and partial lake views at 720 Basin Dr, Kissimmee, FL 34744
Bright office space featuring hardwood floors, built-in shelving, and a large window at 720 Basin Dr, Kissimmee, FL 34744
Cozy office with stylish decor, hardwood floors, and ample storage space at 720 Basin Dr, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2491

  • Year Built

    2017

  • $/SqFt

    $393

This home is truly a rare find with unbeatable views and endless outdoor activities—schedule your private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $423,000

Charming single-story home featuring an attached two-car garage and a well-manicured front yard at 654 Chadbury Way, Kissimmee, FL 34744
View Details 47 Photos
Charming home with a front porch, two-car garage and well-kept lawn providing lovely curb appeal at 654 Chadbury Way, Kissimmee, FL 34744
A brick sign for the Remington community amidst lush greenery, suggesting a well-maintained neighborhood at 654 Chadbury Way, Kissimmee, FL 34744
Brick sign for Windsor Park community with manicured hedges, suggesting a well-maintained neighborhood at 654 Chadbury Way, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1719

  • Year Built

    2005

  • $/SqFt

    $246

Zoned for short-term rentals, this home is perfect as a primary residence, vacation home, or income-producing investment. TALENT REALTY SOLUTIONS.

Home For Sale $355,000

Charming single-story home with a two-car garage and well-maintained landscaping at 2406 Knightsbridge Blvd, Kissimmee, FL 34744
View Details 1 Photo
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1326

  • Year Built

    2000

  • $/SqFt

    $268

Remington - Don't miss out on this incredible deal—schedule a showing today! ROCKER'S REAL ESTATE, LLC.

Home For Sale $572,247

Charming two-story home featuring a two-car garage, gray siding, stone accents, and manicured landscaping at 2943 Gavin Sky Dr, Kissimmee, FL 34744
View Details 23 Photos
Material samples including cabinet, faucet, flooring, and countertop selections for kitchen and bath at 2943 Gavin Sky Dr, Kissimmee, FL 34744
Bright living room with large windows, stylish decor, a comfortable sofa, and contemporary coffee tables at 2943 Gavin Sky Dr, Kissimmee, FL 34744
Cozy living room showcasing stylish furnishings, a modern entertainment unit, and ample natural light at 2943 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $189

Seasons - *SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). THE REALTY EXPERIENCE POWERED BY LRR.

Home For Sale $570,881

Beautiful two-story home features a well-manicured lawn, stone accents, a gray facade, and a two-car garage at 2961 Gavin Sky Dr, Kissimmee, FL 34744
View Details 23 Photos
Design selections showing a dark faucet, carpet square, cabinet door, and tile samples at 2961 Gavin Sky Dr, Kissimmee, FL 34744
Bright living room with neutral-toned decor, comfortable seating, stylish accents, and ample natural light at 2961 Gavin Sky Dr, Kissimmee, FL 34744
Inviting living room featuring a cozy sectional, modern decor, and a view of the outdoors at 2961 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3030

  • Year Built

    2025

  • $/SqFt

    $188

Seasons - *SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). THE REALTY EXPERIENCE POWERED BY LRR.

Home For Sale $547,404

Charming two-story home with a two-car garage, complemented by lush landscaping and a welcoming front porch at 2967 Gavin Sky Dr, Kissimmee, FL 34744
View Details 23 Photos
Bathroom elements showing various materials, cabinets, countertops, faucet, and flooring at 2967 Gavin Sky Dr, Kissimmee, FL 34744
Elegant foyer featuring a decorative front door, tiled flooring, and a staircase with carpeted steps at 2967 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen boasting stainless steel appliances, a white countertop island, and stylish pendant lighting at 2967 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $196

Seasons - *SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). THE REALTY EXPERIENCE POWERED BY LRR.

Home For Sale $501,291

Charming one-story home with a well-manicured lawn, stone accents, a covered entryway, and tasteful landscaping at 2955 Gavin Sky Dr, Kissimmee, FL 34744
View Details 21 Photos
Home design selections featuring tile, carpet, counter samples, white cabinet door, and black faucet against a subway tile backsplash at 2955 Gavin Sky Dr, Kissimmee, FL 34744
Modern kitchen with stainless steel appliances, white cabinets, an island with seating, and pendant lighting at 2955 Gavin Sky Dr, Kissimmee, FL 34744
Stylish kitchen featuring stainless steel appliances, white cabinetry, an island with seating, and elegant pendant lights at 2955 Gavin Sky Dr, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2090

  • Year Built

    2025

  • $/SqFt

    $240

Seasons - *SAMPLE PHOTOS Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). THE REALTY EXPERIENCE POWERED BY LRR.

Pended $459,340

Charming two-story home featuring neutral siding, symmetrical windows, and well-maintained landscaping at 1985 Tohoqua Blvd, Kissimmee, FL 34744
View Details 33 Photos
Layout of the home's first floor, showing the gathering room, kitchen, bedroom, and garage at 1985 Tohoqua Blvd, Kissimmee, FL 34744
Floor plan of the second story shows owner's suite, bedrooms, bathrooms, a loft, and laundry room at 1985 Tohoqua Blvd, Kissimmee, FL 34744
Bright hallway showcasing neutral walls, modern lighting, and access to a bedroom and living room at 1985 Tohoqua Blvd, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2364

  • Year Built

    2025

  • $/SqFt

    $194

This exquisite home offers the ultimate in luxury, convenience, and modern design—everything you need to live and relax in style. PULTE REALTY OF NORTH FLORIDA LLC.

Home For Sale $347,000

Charming home with a light blue garage door, front deck, and lush landscaping at 1211 Shawnee Dr, Kissimmee, FL 34744
View Details 23 Photos
Aerial view showcasing the home's layout, yard, and neighborhood at 1211 Shawnee Dr, Kissimmee, FL 34744
Residential aerial view of the property, highlighting its location and surroundings at 1211 Shawnee Dr, Kissimmee, FL 34744
Overhead shot displays backyard and home layout within a fenced property at 1211 Shawnee Dr, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1001

  • Year Built

    1990

  • $/SqFt

    $347

Come see this move in ready home today! WEICHERT REALTORS HALLMARK PRO.

Home For Sale $299,000

Charming single-story home featuring a two-car garage, stone accents, and a well-maintained front yard at 1304 Mill Creek Pl, Kissimmee, FL 34744
View Details 9 Photos
Spacious living room featuring a cozy carpet and tile flooring transitioning into the dining area at 1304 Mill Creek Pl, Kissimmee, FL 34744
Bright dining area with tiled floor, neutral paint, and sliding glass door, perfect for entertaining at 1304 Mill Creek Pl, Kissimmee, FL 34744
Galley kitchen featuring tile floor, oak cabinets, stainless steel appliances, and a ceiling fan at 1304 Mill Creek Pl, Kissimmee, FL 34744
On Market For 10 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1217

  • Year Built

    1979

  • $/SqFt

    $246

Don't miss out on the opportunity to make this delightful Kissimmee Home your own WEICHERT REALTORS HALLMARK PRO.

Pended $219,000

Charming single-story home featuring a well-maintained lawn, attached garage, and a welcoming entrance at 1510 Massa St, Kissimmee, FL 34744
View Details 16 Photos
Scenic view of a tranquil pond surrounded by lush greenery and distant houses on a sunny day at 1510 Massa St, Kissimmee, FL 34744
Captured view of a serene pond, framed by lush greenery and secured by a chain-link fence at 1510 Massa St, Kissimmee, FL 34744
Spacious living room featuring wood-look flooring, neutral walls, and plenty of natural light at 1510 Massa St, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1004

  • Year Built

    1984

  • $/SqFt

    $218

Oak Hollow - Home needs updating. OAKSTRAND REALTY.

Home For Sale $475,000

Charming single-story home featuring stone accents, manicured landscaping, and a convenient two-car garage at 1807 Good Neighbor Loop, Kissimmee, FL 34744
View Details 42 Photos
Paver driveway and walkway leading to the entry of a well-maintained home with a two-car garage at 1807 Good Neighbor Loop, Kissimmee, FL 34744
Inviting home exterior with palm trees, stone accents, and a manicured lawn at 1807 Good Neighbor Loop, Kissimmee, FL 34744
Close-up of a home's exterior showcasing the stone pillar, front door, and brick driveway at 1807 Good Neighbor Loop, Kissimmee, FL 34744
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2151

  • Year Built

    2022

  • $/SqFt

    $221

The community's location is in a rapidly growing area of Kissimmee, located with easy access to FL turnpike and convenient 22 minutes to the airport. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $349,999

Charming single-story home featuring stone accents, a screened garage, and well-maintained landscaping at 2429 Oak Run Blvd, Kissimmee, FL 34744
View Details 33 Photos
Comfortable living room with leather seating, a ceiling fan, and a wall-mounted TV at 2429 Oak Run Blvd, Kissimmee, FL 34744
Spacious living room with a ceiling fan, large windows, and comfortable seating arrangement at 2429 Oak Run Blvd, Kissimmee, FL 34744
Eat-in kitchen featuring updated appliances and a view to the back patio at 2429 Oak Run Blvd, Kissimmee, FL 34744
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1981

  • $/SqFt

    $294

Oak Run - Seize This Incredible Opportunity Before It’s Gone—Call Today To Schedule Your Private Tour! RADIUS REALTY GROUP LLC.

Home For Sale $659,000

Charming single-story home featuring manicured landscaping, a two-car garage and a concrete driveway at 1521 Gants Cir, Kissimmee, FL 34744
View Details 30 Photos
Spacious living room featuring tile floors, large windows, and stylish chandeliers creating an inviting atmosphere at 1521 Gants Cir, Kissimmee, FL 34744
Bright living room with tile flooring, decorative lighting fixtures, and transom window above front door at 1521 Gants Cir, Kissimmee, FL 34744
Bright and airy living area featuring built-in shelving, tile flooring, and access to the outdoor space at 1521 Gants Cir, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2878

  • Year Built

    2003

  • $/SqFt

    $229

This home is an easy relocation opportunity or an ideal sunshine vacation home. CORCORAN PREMIER REALTY.

Home For Sale $575,000

Charming two-story home boasts a well-manicured lawn and a brick-paved driveway at 3005 Slough Creek Dr, Kissimmee, FL 34744
View Details 43 Photos
Charming two-story home boasts a well-manicured lawn and a brick-paved driveway at 3005 Slough Creek Dr, Kissimmee, FL 34744
Charming two-story home boasts a well-manicured lawn and a brick-paved driveway at 3005 Slough Creek Dr, Kissimmee, FL 34744
Beautiful aerial view of home with manicured lawn, brick drive, and a peaceful pond nearby at 3005 Slough Creek Dr, Kissimmee, FL 34744
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2790

  • Year Built

    2022

  • $/SqFt

    $206

Don’t miss your chance to own this nearly new, upgraded home—schedule your showing today! KELLER WILLIAMS ADVANTAGE III.

Pended $439,500

Charming two-story home boasts a two-car garage, manicured lawn, and mature tropical landscaping at 4419 Azure Isle Way, Kissimmee, FL 34744
View Details 33 Photos
Beautiful single Gathering home with well-manicured lawn, lush tropical landscaping, and a two-car garage at 4419 Azure Isle Way, Kissimmee, FL 34744
Aerial view of a home showing its beautiful landscaping, manicured lawn and proximity to mature trees at 4419 Azure Isle Way, Kissimmee, FL 34744
Light and airy foyer featuring decorative tile flooring, fresh blue walls and leaded glass in the front door at 4419 Azure Isle Way, Kissimmee, FL 34744
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1941

  • Year Built

    2013

  • $/SqFt

    $226

North Point - Schedule a walk-through today! @ https://my.matterport.com/show/?m=YrXzwg7Udeq&mls=1 ERA GRIZZARD REAL ESTATE.

Home For Sale $385,000

Charming single-story home with well-maintained landscaping and inviting curb appeal at 1932 Red Canyon Dr, Kissimmee, FL 34744
View Details 15 Photos
A welcoming front door with a decorative wreath and potted plants at 1932 Red Canyon Dr, Kissimmee, FL 34744
Bright hallway featuring tile flooring leading to the front door at 1932 Red Canyon Dr, Kissimmee, FL 34744
Spacious kitchen with granite countertops, stainless steel appliances, and tile flooring at 1932 Red Canyon Dr, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1622

  • Year Built

    2020

  • $/SqFt

    $237

With Kissimmee just 0.7 miles away and Neptune Road at your doorstep, this home is ready for you to move in and start enjoying the Florida lifestyle. RUIZ REAL ESTATE LLC.

Home For Sale $419,500

Reduced By $5,500

Inviting home featuring a well-manicured lawn, fountain, lush shrubbery and charming curb appeal at dusk at 213 Strathmore Cir, Kissimmee, FL 34744
View Details 49 Photos
Scenic view of a gated community entrance, showcasing a golf course, a pond and lush landscaping at 213 Strathmore Cir, Kissimmee, FL 34744
Charming single-Gathering home boasting a landscaped front yard, a delightful fountain, and a two-car garage at 213 Strathmore Cir, Kissimmee, FL 34744
Inviting living room featuring wood floors, comfortable seating, and stylish decor at 213 Strathmore Cir, Kissimmee, FL 34744
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1832

  • Year Built

    1999

  • $/SqFt

    $229

Schedule your showing today and experience the perfect blend of comfort, luxury, and convenience. Welcome home! PREFERRED REAL ESTATE BROKERS.

Home For Sale $405,000

Charming single-Gathering home with palm trees and a well-manicured lawn on a sunny day at 1509 Jason St, Kissimmee, FL 34744
View Details 24 Photos
Bright entryway featuring tile flooring, a coat closet, and a white front door at 1509 Jason St, Kissimmee, FL 34744
Inviting living room with wood flooring, large windows, and ample natural light at 1509 Jason St, Kissimmee, FL 34744
Spacious living area with wood floors, sliding glass doors, and a vaulted ceiling at 1509 Jason St, Kissimmee, FL 34744
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1679

  • Year Built

    1988

  • $/SqFt

    $241

Oak Hollow - Conveniently located near the Florida Turnpike, this home is within a 12-mile radius of Disney World, the VA Hospital, International Drive, and Orlando International Airport, making it an excellent choice for commuters and theme park enthusiasts alike. Schedule your private showing today! MAYERS REAL ESTATE LLC.

Home For Sale $674,900

Beautiful, sprawling home featuring tropical landscaping, stone accents, and a brick-paved driveway at 1720 Bridgets Ct, Kissimmee, FL 34744
View Details 41 Photos
View of the home's front exterior, brick driveway, attached garage, and manicured tropical landscaping at 1720 Bridgets Ct, Kissimmee, FL 34744
Bright bedroom featuring twin beds, a window, and an adjacent bathroom with shower and tub at 1720 Bridgets Ct, Kissimmee, FL 34744
Bathroom featuring a large mirror, white sink, toilet, and shower with a floral-patterned curtain at 1720 Bridgets Ct, Kissimmee, FL 34744
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2863

  • Year Built

    2004

  • $/SqFt

    $236

Kissimmee Bay - RE/MAX 200 REALTY.

Pended $523,840

Charming single-story home showcasing a well-manicured lawn and beautiful tropical landscaping at 2557 Peace Of Mind Ave, Kissimmee, FL 34744
View Details 24 Photos
Modern kitchen with dark wood cabinets, stainless steel appliances, and a bright, open layout at 2557 Peace Of Mind Ave, Kissimmee, FL 34744
Elegant dining area with wood flooring, stylish furnishings, and sliding glass doors to the patio at 2557 Peace Of Mind Ave, Kissimmee, FL 34744
Inviting living room with tile floors, ceiling fan and ample natural light at 2557 Peace Of Mind Ave, Kissimmee, FL 34744
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2109

  • Year Built

    2025

  • $/SqFt

    $248

Call and make an appt today. LENNAR REALTY.

Pended $411,990

Charming two-story home with a welcoming front porch and nicely landscaped yard at 1852 Bright Sky Dr, Kissimmee, FL 34744
View Details 16 Photos
Modern kitchen featuring stainless steel appliances, granite counters, and a breakfast bar at 1852 Bright Sky Dr, Kissimmee, FL 34744
Cozy living room with stylish decor, comfortable seating, and ample natural light at 1852 Bright Sky Dr, Kissimmee, FL 34744
Serene bedroom with a large window, neutral color palette, and elegant furnishings at 1852 Bright Sky Dr, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1795

  • Year Built

    2025

  • $/SqFt

    $230

Call and make an appt today. LENNAR REALTY.

Home For Sale $399,999

Scenic aerial view of waterfront condos with lush green surroundings and tranquil lake, a perfect community at 1484 Patricia St, Kissimmee, FL 34744
View Details 38 Photos
Charming single-story home with stone accents, a two-car garage, and a well-manicured lawn at 1484 Patricia St, Kissimmee, FL 34744
Inviting home features a two-car garage and a well-kept lawn, as well as charming stone accents at 1484 Patricia St, Kissimmee, FL 34744
Screened patio with picturesque lake views and a mature tree, creating a peaceful outdoor space at 1484 Patricia St, Kissimmee, FL 34744
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1648

  • Year Built

    1973

  • $/SqFt

    $243

Close to Florida Turnpike, Orlando International Airport, theme parks, close to 417 and 30 minutes to beaches. REALTY HUB.

Home For Sale $300,000

Charming home featuring a landscaped front yard, a fire pit, and a cozy outdoor seating area at 2357 Town And Country Dr, Kissimmee, FL 34744
View Details 33 Photos
View of home featuring front lawn, driveway, and attached garage at 2357 Town And Country Dr, Kissimmee, FL 34744
Home featuring a new roof, manicured lawn and a spacious driveway leading to a garage at 2357 Town And Country Dr, Kissimmee, FL 34744
Charming home featuring a landscaped front yard, a fire pit, and a cozy outdoor seating area at 2357 Town And Country Dr, Kissimmee, FL 34744
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1197

  • Year Built

    1973

  • $/SqFt

    $251

Located just minutes from schools, shopping, and dining, this home offers both peaceful suburban living and easy access to local amenities. KELLER WILLIAMS ADVANTAGE III.

Home For Sale $999,900

Beautiful two-story home with manicured lawn, brick driveway, and a two-car garage at 4371 Summer Breeze Way, Kissimmee, FL 34744
View Details 66 Photos
Stunning aerial view of a home with a pond in a lush, green residential community at 4371 Summer Breeze Way, Kissimmee, FL 34744
Charming front entrance with well-maintained landscaping and decorative glass front door at 4371 Summer Breeze Way, Kissimmee, FL 34744
Elegant foyer featuring a staircase with iron railings and stylish decor at 4371 Summer Breeze Way, Kissimmee, FL 34744
On Market For 19 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4499

  • Year Built

    2017

  • $/SqFt

    $222

This stunning home is a rare Gem!! ! VITAL REALTY GROUP INC.

Home For Sale $479,000

Reduced By $4,000

Two-story home with red tile roof, tan exterior, blue shutters, landscaping, and a two car garage at 3056 Sangria St, Kissimmee, FL 34744
View Details 33 Photos
Bright living room featuring a plush rug, comfortable seating, and stylish shelving over the entertainment center at 3056 Sangria St, Kissimmee, FL 34744
Empty bedroom features neutral carpet, white walls, and a large window providing natural light at 3056 Sangria St, Kissimmee, FL 34744
Bright bedroom with a queen sized bed, plush rug, and modern furnishings create a comfortable space at 3056 Sangria St, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market For 19 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2922

  • Year Built

    2016

  • $/SqFt

    $164

Villa Sol Village - The back yard is the perfect spot to kick back with the included sitting area. A must see! OPENDOOR BROKERAGE LLC.

Home For Sale $440,990

Reduced By $14,000

Charming two-story home featuring a cozy front porch and lush landscaping at 1884 Bright Sky Dr, Kissimmee, FL 34744
View Details 18 Photos
Modern kitchen featuring stainless steel appliances and a large island with bar stool seating at 1884 Bright Sky Dr, Kissimmee, FL 34744
Elegant dining room with dark wood table set, modern lighting and view into the kitchen at 1884 Bright Sky Dr, Kissimmee, FL 34744
Bright living room featuring stylish decor, plush seating, and large windows with natural light at 1884 Bright Sky Dr, Kissimmee, FL 34744
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2023

  • Year Built

    2025

  • $/SqFt

    $218

Call and make an appt today. LENNAR REALTY.

Pended $375,000

Charming single-story home featuring mature trees and a welcoming walkway on a sunny day at 1511 Grandview Blvd, Kissimmee, FL 34744
View Details 43 Photos
A delightful single-story home with lush landscaping and a stone walkway to the entrance at 1511 Grandview Blvd, Kissimmee, FL 34744
Spacious home with a large driveway, garage, shed and screened in patio at 1511 Grandview Blvd, Kissimmee, FL 34744
Aerial view of a cozy single-story home with mature trees and a curved walkway at 1511 Grandview Blvd, Kissimmee, FL 34744
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1981

  • Year Built

    1978

  • $/SqFt

    $189

This home is a must-see. Schedule your showing today! LAKESIDE REALTY WINDERMERE INC.

Home For Sale $525,000

Charming single-story home with a well-manicured lawn, two-car garage, and inviting entrance at 2601 Gold Dust Cir, Kissimmee, FL 34744
View Details 20 Photos
Landscaped corner lot featuring a well-kept lawn, mature trees, and attractive curb appeal at 2601 Gold Dust Cir, Kissimmee, FL 34744
Overhead view of a home with a fenced backyard and nice landscaping, plus a long driveway at 2601 Gold Dust Cir, Kissimmee, FL 34744
Aerial view of the house showing roof, lawn, and community streets at 2601 Gold Dust Cir, Kissimmee, FL 34744
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2691

  • Year Built

    2001

  • $/SqFt

    $195

Don’t miss your chance to make this dream home yours today! ORLANDO REAL ESTATE CONSULTANT.

Home For Sale $465,000

Charming single-story home featuring a two-car garage and well-maintained landscaping at 2926 Siesta View Dr, Kissimmee, FL 34744
View Details 17 Photos
Modern kitchen with granite counters, stainless steel appliances and eat-in island with seating at 2926 Siesta View Dr, Kissimmee, FL 34744
Open floor plan shows living room with dark couch that connects to kitchen and dining room at 2926 Siesta View Dr, Kissimmee, FL 34744
Bright living room features a comfy couch with throw pillows, lots of natural light, and an adjacent dining area at 2926 Siesta View Dr, Kissimmee, FL 34744
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1935

  • Year Built

    2018

  • $/SqFt

    $240

Villa Sol Village - No lock box, by appointment only please. LPT REALTY, LLC.

Home For Sale $465,000

Two story home showcasing a long driveway, green shutters, and a well maintained lawn at 1943 Fountains Dr, Kissimmee, FL 34744
View Details 34 Photos
Charming two story home featuring blue shutters and a well maintained front lawn at 1943 Fountains Dr, Kissimmee, FL 34744
Welcoming entryway featuring dark floors, a round mirror, and an accent table at 1943 Fountains Dr, Kissimmee, FL 34744
Bright living room featuring a large sectional sofa, modern fireplace, built-in shelving, and stylish decor at 1943 Fountains Dr, Kissimmee, FL 34744
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2339

  • Year Built

    2020

  • $/SqFt

    $199

Hurry, this one won't last. HARVEST REAL ESTATE PROFESSIONALS LLC.

Home For Sale $461,990

Charming two-story home with a covered entryway, beautiful landscaping, and a well-maintained lawn at 2438 Peace Of Mind Ave, Kissimmee, FL 34744
View Details 15 Photos
Modern kitchen featuring dark wood cabinets, stainless steel appliances, and a center island with barstool seating at 2438 Peace Of Mind Ave, Kissimmee, FL 34744
Bright living room with large windows, neutral decor, comfortable seating, and a wall-mounted television at 2438 Peace Of Mind Ave, Kissimmee, FL 34744
Bathroom featuring a double vanity with dark wood cabinets, white countertops, and modern fixtures at 2438 Peace Of Mind Ave, Kissimmee, FL 34744
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2522

  • Year Built

    2025

  • $/SqFt

    $183

Call and make an appt today. LENNAR REALTY.

Home For Sale $630,000

Charming two-story home with a well-manicured lawn and a spacious two-car garage at 1565 Leaf Ln, Kissimmee, FL 34744
View Details 41 Photos
Inviting two-story home with a brick-paved driveway and lush landscaping at 1565 Leaf Ln, Kissimmee, FL 34744
Beautiful two-story home with a two-car garage, manicured lawn, and appealing landscaping at 1565 Leaf Ln, Kissimmee, FL 34744
Attractive two-story home features a two-car garage, a paver driveway, and green lawn at 1565 Leaf Ln, Kissimmee, FL 34744
On Market For 22 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2456

  • Year Built

    2022

  • $/SqFt

    $257

Pennyroyal offers residents a community pool, playground and dog park. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $515,000

Reduced By $5,000

Charming home featuring a three car garage, well-manicured lawn, and neutral tones at 1408 Diamond Loop Dr, Kissimmee, FL 34744
View Details 33 Photos
Resort style community pool with lounge seating and lush landscaping at 1408 Diamond Loop Dr, Kissimmee, FL 34744
Inviting foyer with tile flooring and an open view to the living area at 1408 Diamond Loop Dr, Kissimmee, FL 34744
Open living area with modern wood accent wall and ample natural light at 1408 Diamond Loop Dr, Kissimmee, FL 34744
On Market For 22 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2374

  • Year Built

    2016

  • $/SqFt

    $217

Enjoy clubhouse with fitness center, Volleyball court, Tennis court, playgrounds, large community pool, splash pad, nice natural trails and much more. HORIZON HOMES REALTY CORP.

Home For Sale $480,000

Charming single-Gathering home with mature landscaping and a well-maintained lawn creating great curb appeal at 3810 Blue Dasher Dr, Kissimmee, FL 34744
View Details 34 Photos
Inviting two-story home featuring a tiled entry, decorative plants and flowers, and a welcoming facade at 3810 Blue Dasher Dr, Kissimmee, FL 34744
Neutral bedroom with a decorative folding screen, tile floors, and natural light from a window at 3810 Blue Dasher Dr, Kissimmee, FL 34744
Functional kitchen with wood cabinets and ample counter space flowing into the adjacent dining area at 3810 Blue Dasher Dr, Kissimmee, FL 34744
*POTENTIAL GREAT VALUE
On Market For 23 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2800

  • Year Built

    2004

  • $/SqFt

    $171

This beauty will not last, schedule a tour today! HOME WISE REALTY GROUP, INC..

Viewing HOMES 1 to 50 of 329

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 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$521,732
$445,000
127
1.6%
50.4%
86

Apopka
$522,905
$460,000
529
1.3%
51.0%
91

Belle Isle
$842,498
$639,996
24
0.0%
45.8%
68

Casselberry
$455,724
$429,900
90
2.2%
51.1%
70

Celebration
$1,387,671
$1,127,000
50
0.0%
44.0%
108

Champions Gate
$682,831
$687,495
22
0.0%
50.0%
254

Chuluota
$901,930
$698,000
23
0.0%
43.5%
41

Clermont
$581,528
$499,000
687
0.9%
51.4%
85

Gotha
$1,019,649
$649,990
13
0.0%
38.5%
60

Groveland
$481,873
$409,000
247
0.8%
52.2%
85

Harmony
$445,476
$423,650
70
0.0%
28.6%
83

Longwood
$802,903
$584,500
190
1.6%
50.5%
77

Maitland
$850,078
$636,500
74
2.7%
52.7%
92

Minneola
$562,059
$538,990
121
0.8%
41.3%
98

Montverde
$1,546,705
$1,114,599
54
0.0%
40.7%
128

Ocoee
$528,264
$465,000
177
1.7%
55.9%
79

Orlando
$687,022
$498,600
2794
1.5%
48.3%
80

Oviedo
$726,759
$648,500
179
1.1%
42.5%
77

Poinciana
$330,210
$314,990
253
0.4%
59.3%
128

Reunion
$1,849,370
$1,182,500
104
1.0%
49.0%
159

Saint Cloud
$571,408
$475,000
475
1.3%
73.5%
166

Sanford
$525,730
$415,000
366
0.8%
54.6%
99

Sorrento
$616,945
$483,240
107
0.9%
57.9%
84

Windermere
$2,128,206
$1,297,000
276
0.4%
47.1%
104

Winter Garden
$868,516
$700,000
589
0.5%
51.3%
85

Winter Park
$1,253,883
$729,450
284
0.4%
46.5%
80

Winter Springs
$571,235
$479,500
118
0.0%
47.5%
77

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814