2,597

Kissimmee, FL Homes for Sale with Pool

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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
  • /32

    $170,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1055 Universal Rest Place, Kissimmee, FL 34744

    Seller is willing to contribute to the buyer's closing costs. Great starter home with amazing potential! TLC needed to transform into your dream haven. A gated community provides an extra level of peace and tranquility. Priced to sell.

    Jonathan Gonzalez LA ROSA REALTY LLC

    1055 Universal Rest Place, Kissimmee, FL 34744
  • /15

    $416,990

    New Construction
    • 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
  • /61

    $454,000

    $36K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,317 Sq Ft

    8515 Palm Harbor Dr, Kissimmee, FL 34747

    Don't miss this Disney area pool home for sale. Looking for an unfurnished property so you can bring your style of furnishings to your next residence or short term rental property purchase. This 5-bedroom, 4-bathroom home is 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.

    Bernard Scarpa AMERICAN IDEAL HOMES, LLC

    8515 Palm Harbor Dr, Kissimmee, FL 34747
  • /81

    $489,900

    $9K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,615 Sq Ft

    5016 Blue Hammock Ct, Kissimmee, FL 34746

    Welcome to your dream home at 5016 Blue Hammock Court! Perfectly situated on a premium corner lot in the highly sought-after Cypress Hammock community, this thoughtfully designed two-story "Tybee" model by Pulte Homes offers the perfect blend of luxury, comfort, and convenience. Featuring 5 spacious bedrooms, 3 full bathrooms, an expansive upstairs loft, and a 2-car garage, this home is

    Sekar Purushothaman SOL INTERNATIONAL REALTY LLC

    5016 Blue Hammock Ct, Kissimmee, FL 34746
  • /66

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft

    2302 Butterfly Palm Way Unit 301, Kissimmee, FL 34747

    A rare turnkey investment and vacation home opportunity in the guard-gated Windsor Palms Resort, just minutes from Walt Disney World, golf, shopping, and dining. Fully furnished and completely renovated in 2025, this move-in-ready 3-bedroom, 2-bath condo is ready to generate rental income or serve as your personal getaway from day one. The unit sits within easy walking distance of the clubhouse,

    Adam Boruck LA ROSA REALTY KISSIMMEE

    2302 Butterfly Palm Way Unit 301, Kissimmee, FL 34747
  • /51

    $215,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    4562 Jona Free Ln Unit 106, Kissimmee, FL 34746

    Welcome to resort-style living at its finest! This fully furnished 3-bedroom, 2-bath home with an extra vanity and convenient laundry closet offers exceptional comfort and flexibility. Whether you’re looking for a primary residence, vacation getaway, or investment property, this home fits every lifestyle. Located just 8 miles from Disney and close to restaurants and shopping, you’ll enjoy

    Melissa Tyrcha LAKESIDE REALTY WINDERMERE INC

    4562 Jona Free Ln Unit 106, Kissimmee, FL 34746
  • /20

    $62,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    224 London Dr, Kissimmee, FL 34746

    This delightful 2 bedroom, 1 bathroom cottage home just minutes from Disney has been well maintained and now seeks its next loving family. Located on a quiet tree lined street within one of Central Floridas most sought after resort style, golf cart friendly, all ages parks, this home and its prime location provide the perfect setting to reside full time or snowbird. Featuring a full front covered

    Scott Rankin Four Star Homes, Inc.

    224 London Dr, Kissimmee, FL 34746
  • /35

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    5049 Blue Hammock Ct, Kissimmee, FL 34746

    Near Disney, priced well! Perhaps the Prettiest House ever in Cypress Hammock community in Kissimmee built in 2023. Spacious, Cornet lot, may convert a 5th bedroom option upstairs. Tour this grand floor plan, this SMART home features 4 bedrooms, 2.5 bathrooms, and a large loft/great room, providing plenty of room for comfortable living, working from home, or entertaining guests. The first floor

    Hazel Heyer KELLER WILLIAMS LEGACY REALTY

    5049 Blue Hammock Ct, Kissimmee, FL 34746
  • /51

    $459,000

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

    3078 Juliet Dr, Kissimmee, FL 34746

    Excellent investment opportunity in the highly sought-after Storey Lake Resort! This beautifully furnished 4-bedroom, 3-bathroom townhome offers the perfect blend of comfort, style, and income potential. Enjoy your own private heated pool with screened enclosure, ideal for relaxing after a day at the parks or entertaining guests. Inside, the bright open-concept layout features a modern kitchen

    Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

    3078 Juliet Dr, Kissimmee, FL 34746
  • /61

    $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
  • /83

    $690,000

    $75K PRICE DROP
    • 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
  • /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
  • /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
  • /24

    $160,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 910 Sq Ft

    3849 Bay Club Cir Unit 204, Kissimmee, FL 34741

    MOVE-IN READY | GATED COMMUNITY | PRIME KISSIMMEE LOCATION | PERFECT AS A PRIMARY HOME OR INVESTMENT 2-bedroom, 2-bath condominium located on the second floor of the desirable gated Arbors of Sendera community in the heart of Kissimmee. Perfect as a primary residence, seasonal getaway, or investment opportunity, this beautifully maintained home features an open and functional floor plan with a

    Lisbeth Diaz De Rico COLDWELL BANKER REALTY

    3849 Bay Club Cir Unit 204, Kissimmee, FL 34741
  • /27

    $335,000

    $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,144 Sq Ft

    1142 Normandy Dr, Kissimmee, FL 34759

    MOTIVATED SELLER! Spacious 5-bedroom home in the fast-growing Poinciana Village community—priced to move. With over 2,100 sq ft, this property offers a functional layout, large backyard, and a 2-car garage, making it ideal for families or investors seeking strong rental potential. Includes a 20x10 storage space for added convenience and flexibility. HOA covers cable, internet, pool access, and

    Ingrid Chimer THE C SMITH REAL ESTATE GROUP LLC

    1142 Normandy Dr, Kissimmee, FL 34759
  • /68

    $60,000

    $9K PRICE DROP
    • 1,152 Sq Ft

    1651 Calvin Cir, Kissimmee, FL 34746

    Welcome to your dream retreat in the highly sought-after Good Samaritan 55+ community. This beautifully updated home features waterproof vinyl plank flooring, elegant granite countertops, and a suite of stainless steel appliances-including a brand-new dishwasher. The open-concept, pass-through kitchen is a chef's delight, perfect for entertaining. Spanning the entire width of the home, the

    Lisa Dobbs LISA DOBBS LLC

    1651 Calvin Cir, Kissimmee, FL 34746
  • /24

    $480,000

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

    4968 Windermere Ave, Kissimmee, FL 34746

    Great opportunity to own your vacation home near Disney with this modern four bedroom, three full bathroom townhouse. Located in the desirable gated resort community at Storey Lake. This two story home, offers a one bedroom and full bath on the first floor, the kitchen features a large counter top. Heated pool with child safety gate. Master and two more bedroom are located on the second floor

    Jamil Swaid, Jr ALPHA LEADER REALTY LLC

    4968 Windermere Ave, Kissimmee, FL 34746
  • /17

    $330,000

    $16K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,555 Sq Ft

    3609 Anibal St, Kissimmee, FL 34746

    Make this charming new home yours today! Ideally situated just 15 miles from Disney World and the vibrant amenities of Central Florida, this updated 3-bedroom, 2.5-bath townhouse offers modern comfort in a fantastic location, with shopping, entertainment, and dining options right at your doorstep. Living here means enjoying unparalleled convenience and a wealth of amenities. Inside, fresh

    Fabio Gilbeaux ADVANCE FLORIDA REALTY, INC.

    3609 Anibal St, Kissimmee, FL 34746
  • /28

    $500,000

    $25K PRICE DROP
    • 8 Beds
    • 4.5 Baths
    • 2,834 Sq Ft

    158 Barefoot Beach Way, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. INSTANT EQUITY OPPORTUNITY! Imagine purchasing a property that may offer over $25,000+ in potential equity while also delivering incredible income-producing potential! This stunning Kissimmee property features 8 bedrooms, 4.5 bathrooms, and over 2,834 square feet of living space. Whether you're searching for a vacation retreat, a high-performing

    Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

    158 Barefoot Beach Way, Kissimmee, FL 34746
  • /16

    $219,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft

    2494 Sweetwater Club Cir Unit 52, Kissimmee, FL 34746

    Fabulous 3/2 Vacation Villa - Zoned for SHORT TERM Rental, Less than 5 minutes from Disney! This Top Floor, CORNER UNIT features soaringVAULTED CEILINGS and pictures windows all around bringing in plenty of NATURAL LIGHT! Recent upgrades , FRESHLY PAINTED interior, andNEW FIXTURES in every room! Fully stocked kitchen with breakfast bar, closet pantry, and ALL APPLIANCES included! Inside

    Odair Magalhaes LOKATION

    2494 Sweetwater Club Cir Unit 52, Kissimmee, FL 34746
  • /48

    $1,725,000

    $125K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 4,588 Sq Ft

    7936 Jacks Club Ct, Kissimmee, FL 34747

    Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence,

    James Donovan TEAM DONOVAN

    7936 Jacks Club Ct, Kissimmee, FL 34747
  • /18

    $135,000

    $37K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 488 Sq Ft

    3100 Parkway Blvd Unit 611, Kissimmee, FL 34747

    Investor Alert! Price Improvement 2025!!! 1 bedroom/1 bath condominium, 1st floor unit, located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining and entertainment establishments. This turn-key unit has been tastefully decorated along with renovations including new flooring, custom bathroom, paint, furniture and

    Janine Venturella NABE REALTY

    3100 Parkway Blvd Unit 611, Kissimmee, FL 34747
  • /23

    $288,000

    • 2 Beds
    • 2 Baths
    • 1,081 Sq Ft

    7671 Comrow St Unit 302, Kissimmee, FL 34747

    Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 2bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities.... airbnb short rentals with high return.....great opportunity for investment, vacation home or residence....

    Huafeng Fang MAGICMIND REALTY LLC

    7671 Comrow St Unit 302, Kissimmee, FL 34747
  • /35

    $510,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    Unlisted Address

    Beautiful home located in the charming town of Celebration, a community originally envisioned by Walt Disney. The property offers stunning lake and golf course views from the front and backs onto a peaceful green conservation area, providing privacy and a serene atmosphere. Situated in a quiet, family-oriented community with restrictions against short-term rentals, this home is ideal for your

    Valdeci Da Silva PLLC CELEBRITY GLOBAL REALTY LLC

    Unlisted Address
  • /3

    $410,999

    New Construction
    • 6 Beds
    • 5 Baths
    • 3,001 Sq Ft

    Macaw Plan at Westview - 50' Lot, Kissimmee, FL 34758

    The Macaw is a spacious two-story home featuring 6 bedrooms, 5 bathrooms, and a 2-car garage across 3,001 square feet of well-designed living space. On the first floor, a welcoming foyer leads to a secondary bedroom and full bathroom, perfect for guests. Just beyond the stairs, the open-concept layout includes a modern kitchen with an island and walk-in pantry, a dining area, and a great room

    Taylor Morrison Builder
    5656 Loggia Ln Unit 40497859, Kissimmee, FL 34758
  • /100

    $295,000

    • 4 Beds
    • 3 Baths
    • 1,440 Sq Ft

    2724 Coupe St, Kissimmee, FL 34746

    Stunning 4 bedroom 3 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Very quiet and private setting backing up to nature preserve. Open floor plan main floor with granite counter top kitchen, laundry and powder room. Freshly painted interior with accent walls. Turnkey furnished with contemporary furnishings. Fully

    Christine Butler IDILIQ ESTATES USA LLC

    2724 Coupe St, Kissimmee, FL 34746
  • /27

    $476,059

    New Construction
    • 5 Beds
    • 4 Baths
    • 3,053 Sq Ft

    5790 Meads Bay Pond Rd, Kissimmee, FL 34758

    Welcome to the Bermuda at 5790 Meads Bay Pond Road in Westview! This thoughtfully designed floorplan offers a bright and welcoming layout with effortless flow between living spaces. The open great room connects beautifully to casual dining and a gourmet kitchen featuring a large island and a tucked-away walk in pantry for added convenience. A first-floor bedroom with a full bath provides a

    Taylor Morrison Builder
    5790 Meads Bay Pond Rd, Kissimmee, FL 34758
  • /31

    $770,000

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

    640 Lasso Dr, Kissimmee, FL 34747

    Welcome to this exceptional 8-bedroom, 7-bathroom fully furnished vacation home located in the highly sought-after resort community of Storey Lake. Currently operating as a successful short-term rental, this spacious property offers the perfect blend of luxury, comfort, and income-producing potential. Designed to accommodate large families and groups, the home features an open-concept floor plan,

    Roxy Graves, PA DALTON WADE INC

    640 Lasso Dr, Kissimmee, FL 34747
  • /16

    $293,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    Foxglove Plan at Lake Deer Estates - Signature Series, Kissimmee, FL 34759

    Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy.

    Meritage Homes Builder
    3505 Broadwing Blvd Unit 37076684, Kissimmee, FL 34759
  • /17

    $480,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,940 Sq Ft

    1365 Seasons Blvd, Kissimmee, FL 34746

    Back on the Market!!! Temp off Market due to Holidays and Owner Traveling.....Beautiful home located in the sought after community of Seasons in Kissimmee. Updated open kitchen with stainless steel appliances perfect for entertaining with granite countertops and tile throughout the home. 4/3, 1940 sq. ft. with a screened in pool. Property has 2 masters, one master leads to the outdoor pool.

    Heidi Lequerique REAL ESTATE BOUTIQUE OF SO FLA

    1365 Seasons Blvd, Kissimmee, FL 34746
  • /49

    $45,000

    • 2 Beds
    • 1.5 Baths

    1983 Fortune Rd Unit N2, Kissimmee, FL 34744

    Stop paying your landlord's mortgage and start investing in your own future. This pristine, brand-new 2026 single-wide home offers the ultimate opportunity to transition from renting to owning without sacrificing modern comfort or location. Featuring a versatile 2-bedroom, 1.5-bathroom layout, this Kissimmee home is backed up to a conservation view, giving you a beautiful, quiet nature backdrop

    Lisa Dobbs LISA DOBBS LLC

    1983 Fortune Rd Unit N2, Kissimmee, FL 34744
  • /34

    $498,500

    • 5 Beds
    • 4 Baths
    • 2,128 Sq Ft

    4882 Clock Tower Dr, Kissimmee, FL 34746

    Discover one of the best investment opportunities near Disney. Competitively priced, this fully furnished 5-bedroom, 4-bathroom townhome in Storey Lake Resort, this fully furnished, turnkey property is located in a gated, short-term-rental-approved community. Offering over 2,100 square feet, the home features an open-concept layout, granite countertops, stainless steel appliances, two bedrooms on

    Carmen Sousa Erazo LA ROSA REALTY KISSIMMEE

    4882 Clock Tower Dr, Kissimmee, FL 34746
  • /42

    $49,999

    $9K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    1983 Fortune Rd Unit R-10, Kissimmee, FL 34744

    1990 Model --Welcome to this beautifully maintained, move-in-ready home located in a secure, gated, all-age community. From the moment you arrive, you'll be impressed by the beautifully landscaped front yard and the peace of mind that comes with a brand-new shingle roof (installed 2025).Inside, the home features brand-new vinyl plank flooring throughout and a flexible open layout that includes a

    Lisa Dobbs LISA DOBBS LLC

    1983 Fortune Rd Unit R-10, Kissimmee, FL 34744
  • /39

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    1513 Indian Oaks Trail, Kissimmee, FL 34747

    Welcome to 1513 Indian Oaks Trail, a spacious 4-bedroom, 2-bath pool home offering a flexible floor plan, low HOA fees, and an excellent location near Central Florida’s world-famous attractions. The welcoming single-story exterior features a screened front entry, attached two-car garage, mature palm trees, low-maintenance landscaping, and a spacious driveway that creates inviting curb appeal.

    Todd Schroth EXP REALTY LLC

    1513 Indian Oaks Trail, Kissimmee, FL 34747
  • /57

    $580,000

    $35K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 3,142 Sq Ft

    2108 Morocco Way, Kissimmee, FL 34747

    Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home

    Jim McQuade AVANTI WAY REALTY LLC

    2108 Morocco Way, Kissimmee, FL 34747
  • /17

    $394,990

    New Construction Open Sun 12PM - 5PM
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    2030 Walnut Creek Dr, Kissimmee, FL 34744

    The property is located at 2030 Walnut Creek Drive KISSIMMEE FL 34744 priced at 394990, the square foot and stories are 1504, 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
    2030 Walnut Creek Dr, Kissimmee, FL 34744
  • /50

    $395,000

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

    650 Pebble Beach Dr, Kissimmee, FL 34747

    Discover an exceptional opportunity to own a fully furnished home in the highly desirable ChampionsGate Resort, perfect for both personal enjoyment and income potential. This beautifully designed 4-bedroom, 3-bathroom residence offers versatility as a short-term rental, Airbnb investment, long-term rental, or primary residence. The home features a bright open-concept layout that seamlessly

    Beatrice Do Amaral RE/MAX REX

    650 Pebble Beach Dr, Kissimmee, FL 34747

Showing Results 641 - 680, Page 17 of 18

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