2,880

Kissimmee, FL Homes for Sale with Pool

Section Image Section Image
  • /46

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,166 Sq Ft

    4624 Fairy Tale Cir, Kissimmee, FL 34746

    Welcome to 4624 Fairy Tale Circle, a meticulously maintained 4-bedroom, 3-bath residence nestled within the exclusive gated enclave of Reflections at Storey Lake. Situated on an oversized homesite, this single-story gem showcases a thoughtfully designed 3-way split floorplan, offering both privacy and seamless flow for modern living. Step inside to discover expansive porcelain tile flooring and

    Victor De Oliveira FLORIDA CONNEXION PROPERTIES

    4624 Fairy Tale Cir, Kissimmee, FL 34746
  • /59

    $565,000

    • 4 Beds
    • 3 Baths
    • 2,724 Sq Ft

    1761 Windward Oaks Ct, Kissimmee, FL 34746

    Welcome to this beautifully maintained and truly move-in-ready 4-bedroom, 3-bath home offering 2,724 sq. ft. of bright, inviting living space. Designed for comfort and flexibility, the layout features generous living areas, a versatile bonus space ideal for a home office or additional lounge, and a convenient pool-access bathroom for effortless indoor–outdoor living. Pride of ownership shines

    Tommy Eid CHARLES RUTENBERG REALTY ORLANDO

    1761 Windward Oaks Ct, Kissimmee, FL 34746
  • /62

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    8907 Legacy Ct Unit 14-205, Kissimmee, FL 34747

    8907 Legacy Ct # 205 Kissimmee Fl 34747 Second Floor Furnished Condo 2 bedroom 2 bathroom In Gated Legacy Dunes . Features include 2 bedroom, and 2 bathrooms, built-in shelves in the living room, dining area, breakfast bar and closet pantry in the kitchen. Tub/shower combo and walk-in closet in the master suite and 2 nd bedroom. Inside laundry, sliding doors off the living room open to screen

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    8907 Legacy Ct Unit 14-205, Kissimmee, FL 34747
  • /77

    $665,000

    • 7 Beds
    • 6.5 Baths
    • 3,533 Sq Ft

    9039 Pelican Cove Trace, Kissimmee, FL 34747

    Welcome to 9039 Pelican Cove Trace — a fully furnished, turnkey 7-bedroom, 6.5-bathroom luxury vacation home located in the coveted gated community of Solara Resort, just minutes from Walt Disney World. This spacious 3,533 sq ft property is designed for optimal short-term rental performance and guest satisfaction, offering themed bedrooms, a private screened pool and spa, and full access to

    Danilo Aquino FLORIDA CONNEXION PROPERTIES

    9039 Pelican Cove Trace, Kissimmee, FL 34747
  • /42

    $493,000

    • 5 Beds
    • 4.5 Baths
    • 2,263 Sq Ft

    2428 Dubai St, Kissimmee, FL 34747

    Located in Windsor at Westside, one of Kissimmee's premier SHORT-TERM RENTAL COMMUNITIES, this fully furnished townhouse offers a luxurious and relaxing retreat. The open floor plan seamlessly integrates the living, dining, and kitchen areas with five spacious bedrooms and four-and-a-half bathrooms. The kitchen boasts elegant granite countertops and sleek stainless steel appliances. Upstairs, a

    Claudia Bolognesi United Realty Group Inc

    2428 Dubai St, Kissimmee, FL 34747
  • /30

    $375,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft

    4945 Worchester Dr, Kissimmee, FL 34746

    BRAND NEW HOME!! Welcome to your new 4-bedroom, 2-bathroom home in the desirable Knightsbridge community. Ideal for growing families or those who love to entertain, this residence offers a generous living space designed for comfort and style. Perfectly situated near Walt Disney World, Lake Toho and Osceola County's major attractions, this home has the ideal blend of comfort and convenience.

    Tiago Pio De Araujo LA ROSA REALTY KISSIMMEE

    4945 Worchester Dr, Kissimmee, FL 34746
  • /45

    $305,000

    • 4 Beds
    • 2 Baths
    • 1,829 Sq Ft

    1812 Hudson Ct, Kissimmee, FL 34759

    Great opportunity to purchase this home now!NO CDD, LOW HOA PAYMENT (Association fees include internet & cable TV). Living area 1,829 Sq Ft. Property with 4 bedrooms, 2 bathrooms, inside laundry, 2 car garage with garage control opener. Property fenced for privacy. Rain gutter. Back yard with a pretty shed, above ground pool installed with a small deck. Rear porch covered & screened with

    Ivette Lopez ASSURE REALTY AND PROPERTY MANAGEMENT INC

    1812 Hudson Ct, Kissimmee, FL 34759
  • /90

    $563,000

    • 4 Beds
    • 3.5 Baths
    • 2,787 Sq Ft

    1941 Partin Terrace Rd, Kissimmee, FL 34744

    ***Stunning Move-In Ready Corner-Lot Home with Private In-Law Suite & Spectacular Florida Sunsets*** Welcome to your dream home! A beautifully upgraded 4-bedroom, 3.5-bath Residence perfectly situated on an oversized corner lot designed for comfort, versatility, and unforgettable gatherings. Step inside to discover a bright, open floor plan featuring luxury flooring throughout, a spacious bonus

    Claudia Valero CENTURY 21 CARIOTI

    1941 Partin Terrace Rd, Kissimmee, FL 34744
  • /29

    $639,000

    • 4 Beds
    • 3 Baths
    • 2,367 Sq Ft

    7953 Sea Pearl Cir, Kissimmee, FL 34747

    This FULLY FURNISHED 4-Bed 3-Bath home, with NEW ROOF recently installed, is located in the exclusive gated community of Formosa Gardens. Zoned for Short Term Rental it can be used as an income maker or a beautiful second home. Upon entering this home from the covered front porch you'll find yourself in the formal living and dining area which makes you feel right at home with all the natural

    Tony Ryan AMERICAN IDEAL HOMES, LLC

    7953 Sea Pearl Cir, Kissimmee, FL 34747
  • /12

    $429,000

    • 4 Beds
    • 3 Baths
    • 1,712 Sq Ft

    8199 Coconut Place, Kissimmee, FL 34747

    House comes with transferable home warranty! Seller will pay $2K HOA contribution cost!This is a 4-bedroom, 3-bathroom end unit townhouse located in the highly desirable Margaritaville Resort Orlando. Built in 2023, this FULLY FURNISHED home offers a bright and spacious open floor plan, perfect for both personal use and investment opportunities. The kitchen features quartz countertops,

    Andrea Mark LIST-A-HOUSE REALTY, LLC

    8199 Coconut Place, Kissimmee, FL 34747
  • /18

    $66,000

    • Land
    • 0.19 Acre
    • $347,368 per Acre

    19 Orchid Ct, Kissimmee, FL 34759

    Discover the perfect canvas for your dream home in the heart of Neighborhood 2, Village 8 of Poinciana! This prime vacant lot offers the ideal blend of peace and privacy, yet it's just minutes from the action.Just steps away from the buzzing Community Activity Center, where every day can feel like a staycation! Enjoy spacious pavilions for weekend BBQs, playgrounds for the little ones,

    Michelle Kelley FLORIDA HOMES REALTY & MORTGAGE

    19 Orchid Ct, Kissimmee, FL 34759
  • /39

    $399,500

    • 3 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    2300 Painter Ln, Kissimmee, FL 34741

    One or more photo(s) has been virtually staged. Completely remodeled offered at comparable price for the community in a gated community includes community playground and swimming pool. Few minute to The Loop and all your shopping needs and restaurant's. New stainless steel appliances, Double Oven and modern kitchen.

    Steven Koleno BEYCOME OF FLORIDA LLC

    2300 Painter Ln, Kissimmee, FL 34741
  • /75

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,211 Sq Ft

    414 Water St Unit 414, Kissimmee, FL 34747

    Live every day like a getaway in this rare top-floor corner unit, perfectly positioned in the heart of downtown Celebration! From your private balcony, living room, dinette, and kitchen, enjoy breathtaking water views and soak up the charm of one of Central Florida’s most iconic communities. Just steps from your front door, you’ll find Celebration’s vibrant restaurants, boutique shopping, and

    Laurentiu Stanica STANICA REALTY GROUP

    414 Water St Unit 414, Kissimmee, FL 34747
  • 269 Spoonbill Dr, Kissimmee, FL 34759

    $307,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft

    269 Spoonbill Dr, Kissimmee, FL 34759

    Introducing the Fishtail floorplan, a spacious and versatile offering from our Value Collection. This roomy plan spans 1,534 square feet, providing ample space for comfortable living. Upon entering, you’ll find two bedrooms and a bathroom located in the front of the home, offering privacy and convenience. Nestled in the back of the home is the Owners Suite, featuring an attached bathroom and a

    Holiday Builders Builder
    269 Spoonbill Dr, Kissimmee, FL 34759
  • /23

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft

    7947 Golden Pond Cir, Kissimmee, FL 34747

    Discover this charming home located in Rolling Hills Estates. Just recently fully remodeled!! New roof, hot water heater, A/C unit, bathrooms, kitchen, floors. Featuring four bedrooms and two bathrooms, this property offers a spacious layout with an inviting living area, a new kitchen with granite countertops equipped with updated GE appliances, and a cozy dining space. Fresh paint inside and

    Steven Koleno BEYCOME OF FLORIDA LLC

    7947 Golden Pond Cir, Kissimmee, FL 34747
  • /30

    $495,000

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    4840 Romeo Cir, Kissimmee, FL 34746

    Excellent investment opportunity in one of Orlando’s most sought-after resort communities. This fully furnished 4-bedroom, 3-bath townhome is turnkey and ideal for short-term rentals or vacation use. Located in the gated Storey Lake Resort, just 5 miles from Walt Disney World, with easy access to Disney Springs, Universal Studios, SeaWorld, and Orlando International Airport. The home features a

    Antonio Nouer LA ROSA REALTY LLC

    4840 Romeo Cir, Kissimmee, FL 34746
  • /41

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft

    8100 Princess Palm Ln Unit 203, Kissimmee, FL 34747

    Great 3-Bed, 2-Bath Condo with Serene Tree Views and Resort-Style Living. Nestled in the heart of Orlando, just 3 miles from the magic of Disney World, 1.5 miles from Margaritaville. Plus you can get in on the action at Universal Studios and SeaWorld too! This unit provides a serene retreat for both full-time residents and SHORT TERM vacation. Tenant occupied

    Nora Hazan LOKATION

    8100 Princess Palm Ln Unit 203, Kissimmee, FL 34747
  • /28

    $254,000

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft

    1236 S Beach Cir, Kissimmee, FL 34746

    Beautifully maintained 3-bedroom, 2.5-bath townhome located in the sought-after gated community of Fiesta Key. With its spacious open layout, this home is designed for both comfort and functionality, making it perfect as a primary residence or an excellent investment opportunity with flexible short- and long-term rental options. Freshly painted interior that exudes a clean and inviting

    Lesly Hijar REAL BROKER, LLC

    1236 S Beach Cir, Kissimmee, FL 34746
  • /21

    $167,000

    • 1 Bed
    • 1 Bath
    • 648 Sq Ft

    3100 Parkway Blvd Unit 521, Kissimmee, FL 34747

    INVESTOR ALERT - 1 bedroom/1 bath condominium located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This oversized 2nd floor unit offers a separate kitchen area including pantry, decorative fireplace in living room with a sofa

    Janine Venturella NABE REALTY

    3100 Parkway Blvd Unit 521, Kissimmee, FL 34747
  • /18

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2541, Winter Garden, FL 34787

    Luxury retreat at The Grove Resort & Water Park Orlando - spacious Jasmine floor plan! Escape to the magic of Orlando and indulge in the ultimate vacation experience at The Grove Resort & Water Park. This stunning 3-bedroom, 2-bathroom apartment, located on the fifth floor of Condominium II, offers an impressive 1,396 square feet of contemporary living space. As you step inside, you'll be greeted

    Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

    14501 Grove Resort Ave Unit 2541, Winter Garden, FL 34787
  • /26

    $279,900

    • 4 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    2377 Caravelle Cir, Kissimmee, FL 34746

    Situated in the Gated Coral Cay Resort Community, offering the added bonus of being able to be used as a Short Term Rental or a Primary Residence, this Townhome is ready for it's new Owners to enjoy! With a desirable open Floorplan, the Living Room, Dinette and Kitchen seamlessly flow together. Kitchen features Stainless Steel Appliances and counter for barstool seating. The Living Room features

    Leonard Migliaccio RE/MAX TOWN CENTRE

    2377 Caravelle Cir, Kissimmee, FL 34746
  • /53

    $509,900

    • 4 Beds
    • 4 Baths
    • 2,061 Sq Ft

    121 Las Fuentes Dr, Kissimmee, FL 34746

    Experience resort-style living in this stunning 4-bedroom, 4-bathroom two-story pool home, perfectly blending elegance and functionality. Each bedroom enjoys its own private en-suite bathroom, offering comfort and privacy for family and guests alike. The first floor features a spacious guest suite, while the open-concept gourmet kitchen, dining, and living areas create the perfect setting for

    Gigi Sevilla WYNNMORE REALTY LLC

    121 Las Fuentes Dr, Kissimmee, FL 34746
  • /23

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    2575 Aventurine St, Kissimmee, FL 34744

    Beautiful 3 bedroom 2.5 bath townhouse in desirable area of Kissimmee. Townhouse features a 1 car attached garage in a Gated community. Community features a pool and 2 playgrounds. Close to shopping, stores and turnpike.

    JoAnn Castro EXP REALTY LLC

    2575 Aventurine St, Kissimmee, FL 34744
  • /70

    $550,000 Open House 1/04

    • 4 Beds
    • 3.5 Baths
    • 2,851 Sq Ft

    2009 Rankin St, Kindred, FL 34744

    Welcome to 2009 Rankin St, where modern living meets thoughtful upgrades in the sought-after community of Kindred. Built in 2023, this immaculate multigenerational home looks and feels better than new—with every inch of space improved, enhanced, and meticulously maintained. Step inside to discover a true smart home experience with Deako smart light switches, a smart front door lock, thermostat,

    Jessica Snyder LPT REALTY, LLC

    2009 Rankin St, Kindred, FL 34744
  • 3901 Sonoma Blvd Unit 36498165, Kissimmee, FL 34741

    $1,075,990 New Construction

    • 10 Beds
    • 9 Baths
    • 4,232 Sq Ft

    Reef Plan at Elevated at Sonoma Resort, Kissimmee, FL 34741

    Reef (4232 sq. ft.) is a 2-story home with 10 bedrooms, 9 bathrooms and 2-car garage. Features include bonus room, breakfast area, covered patio, private pool and spa, family room and guest room.

    Park Square Homes Builder
    3901 Sonoma Blvd Unit 36498165, Kissimmee, FL 34741
  • /45

    $450,000

    • 5 Beds
    • 4.5 Baths
    • 2,263 Sq Ft

    8891 Geneve Ct, Kissimmee, FL 34747

    Welcome to luxurious living in the Windsor at Westside community in Kissimmee, Florida. This exquisite two-story townhome spans 2,263 square feet, offering a generous blend of comfort and style with 5 bedrooms and 4.5 bathrooms. Step inside to discover an open floor plan, perfect for entertaining and family gatherings. The first floor features a convenient bedroom with a full bathroom, catering

    Gene May Sandobal CENTURY 21 EDGE

    8891 Geneve Ct, Kissimmee, FL 34747
  • /40

    $968,000

    • 10 Beds
    • 10 Baths
    • 4,707 Sq Ft

    7664 Wilmington Loop, Kissimmee, FL 34747

    This fabulous home (Fremont II model) is situated on a lot backing to a pond, just short walk from resort amenities. It features 10 bedrooms with 10 full bathrooms. The private heated pool and spa is designed for entertaining large group of guests. This home is equipped with smart home features to manage home security system, temperature, pool heating remotely. Features a gas tankless hot water

    Shawn Huang EMPIRE NETWORK REALTY

    7664 Wilmington Loop, Kissimmee, FL 34747
  • /43

    $619,900

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft

    169 Longview Ave, Kissimmee, FL 34747

    Celebration presents a rare find and an incredible value! This charming bungalow features 2 bedrooms and 2 bathrooms, plus a spacious front office that can easily serve as a 3rd bedroom. Step inside and prepare to be impressed — this home has been beautifully updated with a NEW roof, NEW AC, plantation shutters throughout, a stunning NEW kitchen with Frigidaire Gallery appliances, quartz

    Lora King HOMEVEST REALTY

    169 Longview Ave, Kissimmee, FL 34747
  • /57

    $520,000

    • 5 Beds
    • 4.5 Baths
    • 2,294 Sq Ft

    1542 Carey Palm Cir, Kissimmee, FL 34747

    Welcome to your dream vacation home in the highly sought-after Solara Resort! This stunning fully furnished 5-bedroom, 4.5-bathroom property is the perfect blend of luxury, comfort, and convenience—just minutes from Walt Disney World and other world-famous attractions. Designed with both relaxation and fun in mind, the home features beautifully themed bedrooms including Mickey Mouse, Spider-Man,

    Flavia Cabral FLORIDA SCANDI REALTY LLC

    1542 Carey Palm Cir, Kissimmee, FL 34747
  • /84

    $610,000

    • 4 Beds
    • 4 Baths
    • 1,824 Sq Ft

    7768 Basnett Cir, Kissimmee, FL 34747

    This beautifully updated, turnkey single-level pool home stands out as one of the finest offerings in Windsor Hills. Recently refreshed with new tile flooring in the kitchen and living areas, luxury vinyl flooring in all bedrooms, quartz kitchen countertops, updated furnishings, and a fully converted game room in the garage, this home delivers exceptional style, comfort, and entertainment for

    Michael Chen LA ROSA REALTY LLC

    7768 Basnett Cir, Kissimmee, FL 34747
  • /11

    $19,500

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    1737 Conifer Ave, Kissimmee, FL 34758

    Welcome home to your charming 2-bedroom, 2-bath home in beautiful Whispering Pines 55 Community! This adorable home offers a spacious open floor plan, a 10' x 15' lanai and an 8' x 10' attached shed. With no back neighbors, the backyard is a canvas waiting for you to make it yours! Inside you will find a spacious split bedroom floor plan. The master suite offers a fantastic walk-in closet and

    Todd Newby NEWBY REALTY INC

    1737 Conifer Ave, Kissimmee, FL 34758
  • /40

    $482,500

    • 5 Beds
    • 4 Baths
    • 2,059 Sq Ft

    9122 Stromboli Ct, Kissimmee, FL 34747

    Unexpectedly Back on the Market – Beautiful Single-Story Pool Home with Spa, Conservation View, and No Rear Neighbors! Discover this stunning single-level home located in the highly desirable Calabria at Westside community. Perfect as a primary residence, vacation home, or investment property, this spacious home offers the ideal blend of comfort, privacy, and Florida lifestyle living. Enjoy

    Colin Young CGY REALTY

    9122 Stromboli Ct, Kissimmee, FL 34747
  • /57

    $361,998

    • 3 Beds
    • 2.5 Baths
    • 1,676 Sq Ft

    1359 Isleta Loop, Kissimmee, FL 34741

    Built in 2023 — practically brand new. Discover this beautifully maintained 3-bedroom, 2-bath home offering 1,676 sq. ft. of comfortable living space. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating a warm and inviting environment perfect for entertaining or everyday living. The primary suite features a spacious layout and elegant finishes, while the

    Mauro Ocampo LA ROSA REALTY HORIZONS LLC

    1359 Isleta Loop, Kissimmee, FL 34741
  • /58

    $510,000

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    4843 Romeo Cir, Kissimmee, FL 34746

    Amazing fully furnished townhouse at Storey Lake Resort with WATER view! This 4 bedrooms and 3 bathrooms home features a comfortable living area with plenty of natural light, a beautiful open kitchen with great cabinet space, granite island and stainless steel appliances. Spacious bedrooms and bathrooms, and a private screen enclosed pool area for your enjoyment. This is a turn-key townhome where

    Diego Esteves SEVEN REALTY LLC

    4843 Romeo Cir, Kissimmee, FL 34746
  • /30

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    Unlisted Address

    The property is in a popular area close to grocery stores, restaurants and entertainment, as a former Vacation home it is well placed for all attractions, as a primary it is ideal as a starter home for a young family or a peaceful home for the retiree, close road links to major employers in Orlando and Lake Nona.

    Darren Coxon EXCLUSIVE VILLAS FLORIDA

    Unlisted Address
  • /24

    $513,000

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    Unlisted Address

    Discover the epitome of contemporary living in this stunning townhouse 4-bedroom, 3-bathroom home, perfectly designed for both style and comfort. Step into an open-concept layout where the spacious living area seamlessly blends with a sleek, modern kitchen. Featuring granite countertops, stainless steel appliances, and a large center island with bar seating, the kitchen is a true centerpiece for

    Diego Villalba DECONOVA INTERNATIONAL GROUP

    Unlisted Address
  • /50

    $559,999

    • 6 Beds
    • 6 Baths
    • 2,831 Sq Ft

    7405 Marker Ave, Kissimmee, FL 34747

    Welcome to Encore at Reunion! This luxury Vacation home is fully furnished 6 bedroom, 6 bathrooms and two car garage will not disappoint! Each bedroom was professionally designed with contemporary decor and themed in a home magazine, with its own themed destination: Santorini, London, NY, Pandora, Star Wars and Paris. Each bedroom is equipped with a flat screen tv, WiFi and its own bathroom. The

    Marisa Lash-Diaz PREMIER AGENT NETWORK

    7405 Marker Ave, Kissimmee, FL 34747
  • /16

    $194,500

    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft

    563 Hunter Cir, Kissimmee, FL 34758

    Come and see this beautiful 2 bedrooms 2 baths townhouse located in South Kissimmee. Great for investors or 1st time buyers. New Windows, New Roof, New Vanities, and New Toilets. Once you step inside you are immediately greeted by an open concept bathed in natural light. A sliding glass door leads to the private outdoor patio, perfect for a morning coffee. This end unit townhouse also includes a

    Oswaldo Nieves COLDWELL BANKER SOLOMON

    563 Hunter Cir, Kissimmee, FL 34758
  • /63

    $669,456

    • 8 Beds
    • 7 Baths
    • 3,412 Sq Ft

    7541 Marker Ave, Kissimmee, FL 34747

    Step into the ultimate vacation lifestyle at 7541 Marker Ave, an impressive 8-bedroom, 7-bathroom fully furnished home on a desirable corner lot in the prestigious, gated Encore at Reunion Resort. Designed for unforgettable getaways and maximum rental income, this turnkey property features a private pool and spa for sunny Florida days, plus a garage-turned-game room that’s a hit with guests of

    James Donovan TEAM DONOVAN

    7541 Marker Ave, Kissimmee, FL 34747

Showing Results 401 - 440, Page 11 of 18

How to Buy a Home How to Finance a Home How to Sell a Home