Kissimmee, FL Homes for Sale with Pool

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  $469,000

  $16K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 2,565 Sq Ft

  4722 Cumbrian Lakes Dr, Kissimmee, FL 34746

  Beautiful 5-bedroom, 3 full and 2 half bathroom home with over 2,500 sq ft of living space, ideal for short-term rental or primary residence. Features include a spacious open floor plan with high ceilings and formal living and dining areas, a large great room with high ceilings and beautiful fixtures, and a bright kitchen with new refrigerator, ample cabinetry, and eat-in space. The oversized

  Daniel Araque KELLER WILLIAMS LEGACY REALTY

  4722 Cumbrian Lakes Dr, Kissimmee, FL 34746
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  $275,000

  • 2 Beds
  • 2.5 Baths
  • 1,112 Sq Ft

  5079 Dominica Dr, Kissimmee, FL 34746

  This impeccably maintained 2-bedroom, 2.5-bathroom townhouse is move-in ready and designed for modern comfort. The open-concept main floor seamlessly connects the kitchen to the dining and living spaces, maximizing every square foot. Upstairs, you’ll find two private suites—each with its own dedicated bathroom—and a conveniently located laundry room. Situated just 5 miles from Disney and approved

  Bernardo Cosson MY REALTY GROUP, LLC.

  5079 Dominica Dr, Kissimmee, FL 34746
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  $299,900

  $29K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,655 Sq Ft

  116 Glendale Ct, Kissimmee, FL 34759

  Experience the perfect blend of luxury, comfort, and location in this beautifully maintained home located in the highly sought-after 55+ community of Solivita. Known for its vibrant lifestyle and resort-style amenities, Solivita offers active adults an exceptional place to live, connect, and thrive. This thoughtfully designed home features 2 bedrooms, 2 bathrooms, a dedicated study/den, and an

  Vincent Paige, PA COLDWELL BANKER REALTY

  116 Glendale Ct, Kissimmee, FL 34759
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  $269,999

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  5004 Laguna Bay Cir Unit 47, Kissimmee, FL 34746

  Experience the ultimate Central Florida lifestyle with this exceptional and fully furnished 3-bedroom, 2-bathroom condo at 5004 Laguna Bay Circle, #47, within the desirable Villas at Laguna Bay. This property is an ideal opportunity for vacation home buyers and savvy investors seeking a profitable asset. Situated just steps from the community's sparkling pool, playground, and tennis courts, this

  James Donovan TEAM DONOVAN

  5004 Laguna Bay Cir Unit 47, Kissimmee, FL 34746
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  $1,449,999

  Open Sun 12PM - 2PM $100K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,428 Sq Ft

  840 Spinnaker Way, Kissimmee, FL 34746

  Welcome to one of the exceptional waterfront offerings available in the exclusive gated community of Bellalago. Built in 2017 and extensively transformed with over $600,000 in curated renovations, this sophisticated Spanish Mediterranean estate represents a rare blend of architectural presence, refined craftsmanship and elevated lakefront living. On one of the community’s most desirable and

  Alejandro Quiel, Jr PREMIER SOTHEBYS INT'L REALTY

  840 Spinnaker Way, Kissimmee, FL 34746
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  /23

  $50,000

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  1717 Conifer Ave, Kissimmee, FL 34758

  Welcome to 1717 Conifer Ave, a move-in-ready home offering comfort, style, and peace of mind with many recent upgrades. This spacious 2-bedroom, 2-bath residence is located in a friendly 55 plus community, perfect for enjoying Floridas sunshine and relaxed lifestyle. The home features new PVC plumbing, new appliances, and a dual-fuel generator (gasoline and propane) for added convenience. The

  Corali Fuentes Four Star Homes, Inc.

  1717 Conifer Ave, Kissimmee, FL 34758
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  $534,990

  $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,586 Sq Ft

  3839 Eagle Isle Cir, Kissimmee, FL 34746

  A Must-See Gem in Bellalago – Turnkey Solar-Powered Paradise!This stunning home is ready to impress and won’t last long. Fully equipped with $50,000 in solar panels, you’ll enjoy dramatically low energy bills for years to come while living in one of the most desirable resort-style gated communities in the area.From the moment you arrive, you’re greeted by a beautifully paved driveway

  Licinio Brizzio ROAD HOUSE REALTY INC.

  3839 Eagle Isle Cir, Kissimmee, FL 34746
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  /15

  $416,990

  New Construction $7K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  1925 Howard Mesa Dr, Kissimmee, FL 34744

  The property is located at 1925 Howard Mesa Drive KISSIMMEE FL 34744 priced at 416990, the square foot and stories are 1614, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  1925 Howard Mesa Dr, Kissimmee, FL 34744
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  $139,900

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  3100 Parkway Blvd Unit 752, Kissimmee, FL 34747

  Great Investment Opportunity! This cozy 1-bedroom, 1-bath condo is located just minutes from Disney. Enjoy resort style amenities including a pool, jacuzzi, gym, game room, basketball court, sun decks, and BBQ areas. The HOA covers internet, electricity, water, sewer, trash, cable, and all community and pool maintenance. This property is a perfect choice for generating passive income through

  Cristina Alcazar LPT REALTY, LLC

  3100 Parkway Blvd Unit 752, Kissimmee, FL 34747
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  $475,000

  $15K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,317 Sq Ft

  8515 Palm Harbor Dr, Kissimmee, FL 34747

  This home is a unfurnished 5-bedroom, 4-bathroom property located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious

  Bernard Scarpa AMERICAN IDEAL HOMES, LLC

  8515 Palm Harbor Dr, Kissimmee, FL 34747
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  $888,888

  • 4 Beds
  • 3.5 Baths
  • 2,804 Sq Ft

  1136 Celebration Ave, Kissimmee, FL 34747

  Come and see this meticulously maintained and continually upgraded 4-bedroom, 3.5-bath ISSA-built townhome that offers over 2,800 square feet of elegant living across three stories in the heart of Celebration’s South Village. Built with solid block, this single-owner townhome radiates pride of ownership and is move-in ready. The interior features gleaming oak hardwood floors throughout,

  Jeffrey Eddowes CENTURY 21 CARIOTI

  1136 Celebration Ave, Kissimmee, FL 34747
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  $499,900

  $50K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 2,265 Sq Ft

  8807 Crayson Ct, Kissimmee, FL 34747

  Welcome to the GATED COMMUNITY of LINDFIELDS RESERVE, ideally located just MINUTES from both the FRONT and BACK GATES of WALT DISNEY WORLD! Enjoy EASY ACCESS to major roadways including US-192, HWY 27, 429, and I-4, connecting you to everything CENTRAL FLORIDA has to give—from MARGARITAVILLE RESORT ORLANDO and SUNSET WALK to countless RESTAURANTS, SHOPS, and ATTRACTIONS. This COURTYARD-STYLE,

  Lauren Dunham RE/MAX REALTEC GROUP

  8807 Crayson Ct, Kissimmee, FL 34747
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  $299,000

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  3180 Paradox Cir Unit 202, Kissimmee, FL 34746

  Amazing Condo at Storey Lake. If you want to invest in short term rental, this is a great opportunity. Beautiful Two bedrooms & two bathrooms condo fully furnished and beautifully decorated, this open kitchen has quartz countertops, 42" cabinets, stainless steel appliances, washer and dryer, blinds. In Storey Lake Resort. Located in a community highly desirable and in a prime location in central

  Jose Collado DECONOVA INTERNATIONAL REALTY

  3180 Paradox Cir Unit 202, Kissimmee, FL 34746
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  $520,000

  $65K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,168 Sq Ft

  4810 Memories Ln, Kissimmee, FL 34746

  Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances,

  Madelynn Markle MARKLE MANAGEMENT

  4810 Memories Ln, Kissimmee, FL 34746
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  $389,000

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft

  2304 Saphire Ct, Kissimmee, FL 34743

  One or more photo(s) has been virtually staged. Welcome to your next home sweet home! Nestled on a quiet cul-de-sac in the heart of Kissimmee, this beautifully maintained 4-bedroom, 2-bath gem is packed with charm and move-in-ready appeal. From the sparkling saltwater pool to the spacious outdoor entertainment area, this home was made for weekend BBQs, family gatherings, and relaxing Florida

  Lizette Rodriguez LPT REALTY, LLC

  2304 Saphire Ct, Kissimmee, FL 34743
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  $55,000

  • 2 Beds
  • 2 Baths

  1665 Calvin Cir, Kissimmee, FL 34746

  Discover this move-in-ready 2-bedroom, 2-bathroom home located in the heart of a premier 50+ Kissimmee community. This property offers exceptional peace of mind with a membrane roof installed in 2020 and a brand-new AC system from 2023. Inside, you will find modern laminate flooring throughout and a versatile lanai with regular windows that can easily serve as an expanded living area. Start your

  Lisa Dobbs LISA DOBBS LLC

  1665 Calvin Cir, Kissimmee, FL 34746
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  $764,500

  • 6 Beds
  • 4.5 Baths
  • 2,987 Sq Ft

  2370 Salty Winds Way, Kissimmee, FL 34747

  Welcome to 2370 Salty Winds Way, a fully furnished 6-bedroom, 4.5-bathroom income-producing vacation home located in the highly sought-after Solara Resort—one of the Orlando area’s premier short-term rental communities. Designed to deliver unforgettable guest experiences and strong rental appeal, this home features a private screened-in pool and spa, along with a covered patio ideal for relaxing

  Christina Daughtery IMAGINE GLOBAL

  2370 Salty Winds Way, Kissimmee, FL 34747
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  /11

  $115,000

  • 3 Beds
  • 2 Baths

  1521 Jerstad Way, Kissimmee, FL 34746

  Manufactured home on leased land with lot rent. Beautifully remodeled 3-bedroom, 2-bath home offering over 1,500 square feet of comfortable living space. This well-maintained property features a spacious floor plan with a dedicated dining area, large laundry room, enclosed porch, carport, and additional storage space. Recent updates throughout the home provide a modern and move-in-ready feel,

  Olga Gil-Serrano Weichert Realtors Hallmark Properties

  1521 Jerstad Way, Kissimmee, FL 34746
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  /9

  $279,900

  $69K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 745 Sq Ft

  8070 Unwind Way Unit 5314, Kissimmee, FL 34747

  Discover an exceptional investment opportunity with this fully furnished 1-bedroom, 1-bathroom condo located on the 3rd floor of Building 5 at the highly sought-after Embassy Suites by Hilton Orlando Sunset Walk. This modern residence is designed for the high-end traveler, offering a seamless blend of contemporary style and resort-level comfort. For vacation home buyers and investors, this

  James Donovan TEAM DONOVAN

  8070 Unwind Way Unit 5314, Kissimmee, FL 34747
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  /23

  $425,000

  • 4 Beds
  • 3 Baths
  • 1,760 Sq Ft

  2511 La Jolla Trail, Kissimmee, FL 34747

  Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights,

  Ada Molina RE/MAX REALTEC GROUP

  2511 La Jolla Trail, Kissimmee, FL 34747

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