2,666

Kissimmee, FL Homes for Sale with Pool

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    $405,000 Open Sat 10AM - 2PM

    • 5 Beds
    • 4 Baths
    • 2,024 Sq Ft

    8949 Candy Palm Rd, Kissimmee, FL 34747

    Exceptional 5-bedroom, 4-bathroom townhouse located in a highly sought-after resort-style community in Central Florida, ideal for short-term rental investment, Airbnb income, and vacation home buyers. This fully furnished, turnkey property features a spacious open-concept floor plan, modern kitchen with upgraded finishes, and bright living spaces designed for comfort and functionality. A rare and

    Sandra Wyhnanskyj CHARLES RUTENBERG REALTY ORLANDO

    8949 Candy Palm Rd, Kissimmee, FL 34747
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    $394,500

    • 3 Beds
    • 2.5 Baths
    • 1,941 Sq Ft

    3270 Deer Lick Ct, Kissimmee, FL 34746

    Experience the Best of THE WILDERNESS | Kissimmee, FLYour dream home in the highly sought-after Wilderness community! This stunning, updated single-family residence features 3 spacious bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect blend of modern efficiency and luxurious comfort. This property has been meticulously maintained, ensuring your transition into homeownership is

    Emilia Lelong Luxe Properties

    3270 Deer Lick Ct, Kissimmee, FL 34746
  • /59

    $555,000

    • 3 Beds
    • 3.5 Baths
    • 1,656 Sq Ft

    3008 Latitude Ln, Kissimmee, FL 34747

    Welcome to this one-of-a-kind, fully furnished with The Ethan Allen Furniture Package and a unique coastal decor, 3-bedroom, 3.5-bath home in the highly sought after Margaritaville Resort Orlando. It is the perfect blend of luxury, comfort, and unforgettable full time or vacation living. Inside you'll find an inviting open-concept floor plan featuring a beautiful kitchen with an upgraded tile

    Nikki Felix COLDWELL BANKER REALTY

    3008 Latitude Ln, Kissimmee, FL 34747
  • /44

    $349,999

    • 3 Beds
    • 2.5 Baths
    • 1,833 Sq Ft

    3486 Hawkin Dr, Kissimmee, FL 34746

    BRAND NEW ROOF (Dec 2025) & SKYLIGHTS! Welcome to this amazing and cozy 3-bedroom, 2.5-bath family home that perfectly blends comfort, functionality, and charm. Situated on a spacious lot with over 1,800 square feet of living space, this home features a layout built for comfortable everyday living with plenty of opportunity to make it your own. Located on a desirable corner lot, this home offers

    Dustin Patton PREMIER REALTY OF TAMPA

    3486 Hawkin Dr, Kissimmee, FL 34746
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    $260,000

    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    3107 Seaview Castle Dr, Kissimmee, FL 34746

    Beautiful 2 bedroom, 2.5 bathroom townhome is located in the gated Compass Bay Community. This open floor plan town-home offers spacious living room, dining area and kitchen - perfect for entertaining. This gated community features a heated pool, gazebo, playground, picnic areas and well-maintained landscaping. Perfectly located a short drive to theme Parks, shopping and restaurants. MUST SEE!!

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    3107 Seaview Castle Dr, Kissimmee, FL 34746
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    $356,000

    • 3 Beds
    • 3 Baths
    • 1,545 Sq Ft

    2924 Caribbean Soul Dr, Kissimmee, FL 34747

    This fully FURNISHED 3 bedroom townhome in Margaritaville Resort Orlando offers one of the best opportunities to own in a DISNEY area resort that allows SHORT TERM RENTALS. Whether you are looking for a vacation home, an income producing investment, or a place to enjoy Orlando year round, this property checks every box. Located just minutes from Walt Disney World, Margaritaville Resort is one of

    Michelle Fernandez P4L REALTY LLC

    2924 Caribbean Soul Dr, Kissimmee, FL 34747
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    $202,990

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    1760 Coriander Dr, Kissimmee, FL 34759

    Stylish and move-in ready, this 2-bedroom, 2-bath villa is located in the gated community of Tuscany Preserve. Inside, you’ll find an open living and dining area with high ceilings and great natural light, creating a bright and airy feel throughout the main space. The kitchen features stainless steel appliances and connects directly to the main living area, making it easy to stay connected

    Marileen Nieves LPT REALTY, LLC

    1760 Coriander Dr, Kissimmee, FL 34759
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    $235,000

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft

    2717 N Poinciana Blvd Unit 176, Kissimmee, FL 34746

    Exceptional Investment Opportunity in the Heart of Kissimmee! This fully remodeled 2-bedroom, 2-bathroom second-floor condo is a turnkey income-producing property ideally suited for short-term rentals, long-term leasing, or a vacation home investment. With everything completely updated, this unit requires minimal upfront capital—allowing for immediate rental readiness and optimized returns.

    Evelyn Figueroa MP FLORIDA PROPERTY & REALTY INC

    2717 N Poinciana Blvd Unit 176, Kissimmee, FL 34746
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    $539,000

    • 5 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    554 Bristol Cir, Kissimmee, FL 34758

    Welcome to this beautifully upgraded two-story pool home offering spacious living, stylish finishes, and the perfect Florida outdoor lifestyle. From the moment you enter, you’ll notice the soaring ceilings, abundant natural light, and open layout designed for both everyday living and entertaining. The main living areas feature oversized tile flooring, while the bedrooms and staircase showcase

    Marcelo Machado LA ROSA REALTY LLC

    554 Bristol Cir, Kissimmee, FL 34758
  • /69

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    112 Sevilla Ct, Kissimmee, FL 34759

    One or more photo(s) has been virtually staged. Nestled on a quiet cul-de-sac, this well-maintained Operetta model sits on an oversized, custom-landscaped conservation home site offering both privacy and serene natural views. This spacious home features 3 bedrooms, 2.5 bathrooms, a den/study, dining area, Florida room, and an extended screened lanai—perfect for comfortable living and

    Stan Wilson PELLEGO, LLC

    112 Sevilla Ct, Kissimmee, FL 34759
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    $455,000

    • 5 Beds
    • 3 Baths
    • 2,660 Sq Ft

    4943 Royal Point Ave, Kissimmee, FL 34746

    Welcome to this spacious and move-in ready 5-bedroom, 3-bathroom home in Kissimmee! Featuring a versatile layout with a loft, 2-car garage, and a screened, covered lanai, this home is designed for both comfort and entertaining. The open-concept kitchen seamlessly flows into the café and gathering room and showcases a large center island, pantry, stainless steel Whirlpool appliances, espresso

    Ryan Diaz 1% LISTS CENTRAL FLORIDA

    4943 Royal Point Ave, Kissimmee, FL 34746
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    $499,900

    • 5 Beds
    • 4.5 Baths

    2650 Santosh Cove, Kissimmee, FL 34746

    Spacious two-story pool home located in the desirable Veranda Palms community in Kissimmee. Built in 2014, this well-designed residence offers approximately 2,806 square feet of heated living space and over 3,300 total square feet, featuring 5 bedrooms and 4.5 bathrooms, ideal for primary residence, vacation use, or investment purposes. The property includes a private in-ground pool, spa,

    Hugo Calvillo DC Global Partners

    2650 Santosh Cove, Kissimmee, FL 34746
  • /23

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2200 San Christabolo Dr Unit 105, Kissimmee, FL 34741

    One or more photo(s) has been virtually staged. Beautiful 3-bedroom, 2-bath home located in a highly desirable area within the Guard-Gated community of Venetian Bay Villages. This well-maintained property features easy-care flooring throughout with NO carpet and a Brand-NEW, upgraded kitchen—perfect for both everyday living and entertaining. Ideally suited as a primary residence, vacation home,

    Erica Diaz HOMEVEST REALTY

    2200 San Christabolo Dr Unit 105, Kissimmee, FL 34741
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    $415,000

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

    2554 Maneshaw Ln, Kissimmee, FL 34747

    Beautifully updated 3BR/3BA townhome in the highly desirable Windsor Hills community, located just 2 miles from Disney. This move-in-ready property features a remodeled kitchen and bathrooms, new flooring, an upgraded pool patio, new pool heater, and new fence. Ideal as a primary residence, vacation home, or short-term rental investment, this home offers comfort, style, and an unbeatable

    John Santos AGENT PLUS REALTY

    2554 Maneshaw Ln, Kissimmee, FL 34747
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    $630,000

    • 6 Beds
    • 4.5 Baths
    • 2,998 Sq Ft

    8918 Tropical Haven Ct, Kissimmee, FL 34747

    Excellent investment!!! Amazing Vacation home completely furnished. Located in the most desirable Vacations Resort of SOLARA. Excellent opportunity to own a vacation home completely furnished and decorated. Your investment property boasts 6 bedrooms, 4.5 bathrooms, and a PRIVATE HEATED POOL. The open plan living/dining/kitchen area is filled with tasteful details and luxurious finishes that are

    Julio Ospina RELATED GENERAL REALTY, LLC.

    8918 Tropical Haven Ct, Kissimmee, FL 34747
  • /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
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    $499,000

    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    1115 Prosperity Ave, Kissimmee, FL 34744

    Welcome to this spacious 4-bedroom, 2-bath single-family home located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well-maintained property offers 2,085 sq ft of living space on an 8,233 sq ft lot, providing comfort, privacy, and convenience in a prime Central Florida location. This home features a split floor plan, generous living areas, and a layout ideal for both

    Jackie San Pedro LA ROSA REALTY KISSIMMEE

    1115 Prosperity Ave, Kissimmee, FL 34744
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    $580,000

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

    1555 Carey Palm Cir, Kissimmee, FL 34747

    An excellent opportunity. Beautiful and well-maintained fully furnished 5-bedroom, 4.5-bath townhome located in the sought-after Solara Resort community. This spacious property features a large primary suite and a guest suite, offering comfort and privacy for both owners and guests. The open-concept first floor showcases a modern kitchen with a large island overlooking the dining area and family

    Adrian Antunes, Sr GLASSTONE GROUP INC

    1555 Carey Palm Cir, Kissimmee, FL 34747
  • /99

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,969 Sq Ft

    7774 Four Seasons Blvd, Kissimmee, FL 34747

    Welcome to this beautiful St. Lucia home located at the Four Seasons of Orlando in Kissimmee. Orlando's most desirable 55+ Community. Four Seasons has a 24/7 manned guard gate and resort style amenities. This home has a water view in the front and hole #2 of the golf course in the back. Enjoy views of the heated pool and golf course from your enclosed entended Lanai. The gourmet kitchen has a

    Sue Rinaldi VIVA ORLANDO REALTY INC.

    7774 Four Seasons Blvd, Kissimmee, FL 34747
  • /21

    $219,900

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    2006 Royal Bay Blvd Unit 126, Kissimmee, FL 34746

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located in the heart of Kissimmee! As you step inside, you’re greeted by a bright and spacious living area, highlighted by a large window that fills the space with natural sunlight. The primary suite offers a private retreat, featuring a sliding glass door that leads to a cozy balcony with serene views of trees and wooded

    Karina Balkaran CENTURY 21 ALL HOMES & PROPERT

    2006 Royal Bay Blvd Unit 126, Kissimmee, FL 34746
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    $469,900

    • 4 Beds
    • 3 Baths
    • 1,744 Sq Ft

    4959 Thames St E, Kissimmee, FL 34758

    Home with a 4-bedroom, 3-bathroom single-family property located in a vibrant gated community that offers RESORT-STYLE AMENITIES. As you step inside, you'll be captivated by the open-concept floor plan that effortlessly blends style and functionality, with neutral colors, tile flooring throughout, elegant finishes and true pride of ownership. The kitchen has kraft maid custom soft close cabinets

    Gregory Peraino FLORIDA REAL ESTATE SALES & MANAGEMENT LLC

    4959 Thames St E, Kissimmee, FL 34758
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    $218,000

    • 2 Beds
    • 2 Baths
    • 1,159 Sq Ft

    524 Glendora Rd, Kissimmee, FL 34759

    Charming Waterfront Living in the Heart of Solivita Welcome to this beautifully maintained 2-bedroom, 2-bath TANGO model duplex, ideally located in one of Solivita’s most sought-after areas. Situated on a premium corner lot, this home features new laminate flooring and fresh interior paint, offering a clean, move-in ready feel. Inside, you’ll find a spacious living room filled with natural light

    Elizabeth Lambrides FAIRWAY REALTY OF SOLIVITA

    524 Glendora Rd, Kissimmee, FL 34759
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    $35,000

    • 2 Beds
    • 2 Baths

    1731 Grand Cypress Ave, Kissimmee, FL 34758

    Enjoy peaceful cul-de-sac living in this charming 2-bedroom, 2-bathroom home located on a quiet dead-end road. This residence features a bright, open kitchen with laminate counters and flooring, along with a relaxing front lanai perfect for your morning coffee. You can even enjoy fresh fruit right from your own backyard grapefruit tree. Located in a premier gated 55+ community where the second

    Lisa Dobbs LISA DOBBS LLC

    1731 Grand Cypress Ave, Kissimmee, FL 34758
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    $75,000

    • 2 Beds
    • 1 Bath

    1983 Fortune Rd Unit R5, Kissimmee, FL 34744

    ONLY 8 YEARS OLD--Your New Furnished Home Awaits in Kissimmee! Discover exceptional value and convenience in this fully furnished 2-BEDROOM, 1-Bathroom- single-wide with an extension, located in a vibrant all-age gated community. Relax on your welcoming open front porch or unwind on the patio with outdoor furniture! Say goodbye to extra bills! For just $950/month, your lot rent covers water,

    Lisa Dobbs LISA DOBBS LLC

    1983 Fortune Rd Unit R5, Kissimmee, FL 34744
  • /20

    $519,900

    • 6 Beds
    • 5 Baths
    • 3,291 Sq Ft

    8876 Candy Palm Rd, Kissimmee, FL 34747

    A fully furnished property currently operating as a successful short-term rental. Located in a prime setting with no rear neighbors, this home offers the perfect blend of privacy and modern comfort. Inside, you’ll find a beautifully maintained interior featuring no carpets, with sleek and low-maintenance flooring throughout. The open and inviting layout includes spacious living areas, a

    Alexis Diaz EXP REALTY LLC

    8876 Candy Palm Rd, Kissimmee, FL 34747
  • /39

    $445,000

    • 5 Beds
    • 4 Baths
    • 2,024 Sq Ft

    8935 Candy Palm Rd, Kissimmee, FL 34747

    Income-producing five-bedroom, four-bathroom corner townhouse located in Paradise Palms Resort. The property is being sold fully furnished with updated furniture, offering a turnkey setup.The home features an open floor plan with combined living and dining areas, providing a functional layout for everyday use. The kitchen is equipped with stainless steel appliances, granite countertops, and

    Gabriel Mantovani ALVES AND HOWELL REALTY

    8935 Candy Palm Rd, Kissimmee, FL 34747
  • /71

    $689,900

    • 8 Beds
    • 5 Baths
    • 3,248 Sq Ft

    2614 Calistoga Ave, Kissimmee, FL 34741

    Welcome to this amazing furnished 8-bedroom, 5-bathroom pool home located in the highly sought-after Sonoma Resort community in Kissimmee. Whether you’re searching for a primary residence, vacation retreat, or turnkey investment property, this exceptional home truly checks every box. Step inside to discover soaring ceilings and a bright, open-concept floor plan designed for both comfort and

    Drew Belani COMPASS FLORIDA LLC

    2614 Calistoga Ave, Kissimmee, FL 34741
  • /41

    $229,900

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    2203 Key West Ct Unit 422, Kissimmee, FL 34741

    Beautifully remodeled 2-bedroom, 2-bath condo located in the highly desirable Kissimmee. This move-in ready residence is situated on the second floor, offering added privacy and enhanced natural light, and features modern laminate flooring throughout, an upgraded kitchen with stainless steel appliances, and a bright, open layout designed for comfortable everyday living .A standout feature of this

    Adriana Leon LA ROSA REALTY KISSIMMEE

    2203 Key West Ct Unit 422, Kissimmee, FL 34741
  • /77

    $279,999

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    777 Vineyard Way, Kissimmee, FL 34759

    Some photos are virtually staged. ***See the FULL LENGTH VIDEO on Tour Link 1.***If your looking to enjoy what Solivita life has to offer than Don't miss this BETTER THAN NEW 2 bedroom, 2 bath W/ALL SEASON ROOM Cabernet model COMPLETELY REMODELED with virtually WORRY FREE living on a peaceful CONSERVATION lot located on a CUL-DE-SAC street. NEW installed ROOF and A/C UNIT with a Honeywell Home

    Edie Stauffer BORCHINI REALTY

    777 Vineyard Way, Kissimmee, FL 34759
  • /33

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    1718 Golfview Dr, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. Wake up to sweeping golf course views and unwind in your own private pool retreat with no rear neighbors. Welcome to a rare opportunity in the heart of Kissimmee, a well maintained 3-bedroom, 2-bath pool home perfectly positioned along one of the scenic holes of the golf course, offering a level of privacy and open green views that few homes in the

    Robert John Babilonia PREFERRED REAL ESTATE BROKERS

    1718 Golfview Dr, Kissimmee, FL 34746
  • /27

    $329,000

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft

    385 Quarry Rock Cir, Kissimmee, FL 34758

    One or more photo(s) has been virtually staged. HUGE PRICE DROP! PRICED $40,000 BELOW APPRAISED VALUE! Welcome to this beautifully maintained four-bedroom, three-bath home offering a spacious open-concept layout that perfectly blends comfort, style, and functionality. Thoughtfully designed for both everyday living and entertaining, the home features recessed lighting and a seamless flow between

    David Small KELLER WILLIAMS REALTY SMART 1

    385 Quarry Rock Cir, Kissimmee, FL 34758
  • /59

    $390,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,994 Sq Ft

    2501 Balmoral Dr, Kissimmee, FL 34744

    Welcome to this lovely home in the highly sought-after Remington Golf Community, located in the Southampton subdivision and perfectly positioned on a desirable corner lot. Offering 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,994 square feet of thoughtfully designed living space, this home blends comfort, functionality, and Florida lifestyle. From the moment you enter, you are welcomed by

    Maribel Frattali LA ROSA REALTY LLC

    2501 Balmoral Dr, Kissimmee, FL 34744
  • /62

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    Unlisted Address

    Call agent for showing

    Lucca Scarabottolo AUTHENTIC REAL ESTATE TEAM

    Unlisted Address
  • /28

    $270,000

    • 3 Beds
    • 2.5 Baths
    • 1,689 Sq Ft

    2602 Skyline Loop, Kissimmee, FL 34758

    One or more photo(s) has been virtually staged. Great investment property with tenant.Welcome to this stunning 2025-built home located in the growing community of Westview, where modern design meets everyday convenience. This beautifully crafted residence features a bright and open floor plan, perfect for both relaxing and entertaining. The contemporary kitchen provides sleek cabinetry,

    Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

    2602 Skyline Loop, Kissimmee, FL 34758
  • /57

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    Unlisted Address

    Call agent for showing

    Lucca Scarabottolo AUTHENTIC REAL ESTATE TEAM

    Unlisted Address
  • /19

    $55,000

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

    2100 Pleasant Hill Rd Unit 17, Kissimmee, FL 34746

    Spacious and inviting 3-bedroom, 2-bathroom manufactured home located in Pleasant Hill Village, a welcoming family community on leased land at just $750 per month. This well-maintained home features beautiful vinyl flooring throughout and a modern kitchen with granite countertops, offering both style and functionality. All appliances are included, making this a truly move-in-ready opportunity.

    Maria Orozco Four Star Homes, Inc.

    2100 Pleasant Hill Rd Unit 17, Kissimmee, FL 34746
  • /54

    $259,000

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

    7675 Comrow St Unit 402, Kissimmee, FL 34747

    Discover a rare opportunity in the highly sought-after Windsor Hills Resort: This open-palette, top-floor, end-unit condo offers exceptional privacy on all sides, with totally open sunset views not facing another building. Located just three miles from Disney World main gate, this two-bedroom, two-bath residence in building 5, is just a short 2 minute walk to the community lagoon-style pool, hot

    Mark Breymeier IN TOUCH REAL ESTATE LLC

    7675 Comrow St Unit 402, Kissimmee, FL 34747
  • /38

    $275,000

    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft

    2215 San Vittorino Cir Unit 102, Kissimmee, FL 34741

    **Turnkey Resort Townhome – Active Short-Term Rental Opportunity** Welcome to this beautifully maintained 4-bedroom, 3-bath fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time

    Chris Creegan CREEGAN GROUP

    2215 San Vittorino Cir Unit 102, Kissimmee, FL 34741
  • /67

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,567 Sq Ft

    8050 King Palm Cir, Kissimmee, FL 34747

    Welcome to the Guard gated Windsor Palms Resort style Community to escape to paradise. This FULLY REMODELED home with neutral color, TOTALLY FURNISHED with 4 Bedrooms, 2 baths, 2 car garage, sparkling pool, beautiful Oceanic Oak Long-board ceramic tile throughout the floor, is a beautiful and serene place to live with your family and/or to make an investment, such as Short-Term Vacation Rentals.

    Suze Angrand CHARLES RUTENBERG REALTY ORLANDO

    8050 King Palm Cir, Kissimmee, FL 34747
  • /50

    $420,000

    • 3 Beds
    • 3.5 Baths
    • 2,181 Sq Ft

    3167 Brasilia Ave, Kissimmee, FL 34747

    This beautifully maintained vacation home in the luxurious Magic Village Resort is an excellent opportunity for short-term rentals when not in personal use. Located in a gated community just minutes from major theme parks, shopping, and dining, it offers the perfect setting for enjoying time with family and friends, combining resort-style amenities with the privacy of a home. The property

    Adrian Antunes, Sr GLASSTONE GROUP INC

    3167 Brasilia Ave, Kissimmee, FL 34747

Showing Results 481 - 520, Page 13 of 18

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