Kissimmee, FL Homes for Sale under $100,000

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  /12

  $49,000

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1741 Conifer Ave, Kissimmee, FL 34758

  Welcome home to this lovely 2 bedroom, 2 bath home in beautiful Whispering Pines 55 Community! This 1456 sf home has all the comforts you are searching for today! It's raised 10' x 15' lanai provides a comfortable entry and fantastic spot to sit and unwind. With a formal dining room, large living room, family room and separate laundry room (with washer/dryer included) there is plenty of room for

  Todd Newby NEWBY REALTY INC

  1741 Conifer Ave, Kissimmee, FL 34758
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• 

  

  /2

  $44,999

  • Land
  • 9,583 Sq Ft
  • $204,541 per Acre

  1419 Sarasota Dr, Kissimmee, FL 34759

  nice surrounding area, very private, yet close to everything, as-is, buyer is due diligence, buy it now before is too late, agent has many lots around, package deal, price is firmed

  Abdul Prawiradilaga STARLINK REALTY

  1419 Sarasota Dr, Kissimmee, FL 34759
• 

  

  

  /40

  $58,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1650 Calvin Cir, Kissimmee, FL 34746

  Welcome to your Florida retreat in the vibrant 55+ golf community of Good Samaritan Village in Kissimmee! This beautifully maintained 2-bedroom, 2-bathroom home offers 1,152 square feet of comfortable living space with an inviting open-concept floor plan, new luxury vinyl plank flooring, and numerous valuable updates, including a rubber roof installed in 2018, an HVAC system installed in 2020, an

  Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

  1650 Calvin Cir, Kissimmee, FL 34746
• 

  

  

  /17

  $48,500

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  955 Savanna Dr, Kissimmee, FL 34746

  Discover this charming 1-bedroom, 1-bath lakefront cottage located on one of the most desirable lots in the all-ages Sherwood Forest community, less than 10 minutes from Walt Disney World. Wake up each day to breathtaking waterfront views, abundant wildlife, and the peaceful beauty of nature right outside your door. These highly sought-after lakefront cottages are perfect as a full-time

  Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

  955 Savanna Dr, Kissimmee, FL 34746
• 

  

  

  /20

  $35,000

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  312 Newcastle Dr, Kissimmee, FL 34746

  This cozy warm and welcoming 2-Bedroom 2-Bathroom central Florida home nestled in on an oversized lot just minutes from all major theme parks, attractions, shopping, and dining is looking for a new family. Located in an all ages, golf cart friendly, amenity filled park, this home is ready for immediate occupancy. Featuring lustrous tile flooring in the kitchen, bath, and laundry areas, upgraded

  Scott Rankin Four Star Homes, Inc.

  312 Newcastle Dr, Kissimmee, FL 34746
• 

  /2

  $65,000

  $3K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $216,667 per Acre

  0 Chelmsford, Kissimmee, FL 34758

  Build your future in the growing Poinciana community with this residential lot located on Chelmsford Ct in Osceola County. Surrounded by established homes and ongoing development, this property presents an excellent opportunity to build a custom home or invest in one of Central Florida's expanding residential markets. Conveniently located near Poinciana Parkway, major shopping centers, schools,

  Daniel Carapaica CASSA REALTY CORP

  0 Chelmsford, Kissimmee, FL 34758
• 

  

  /28

  $58,000

  • 3 Beds
  • 3 Baths
  • 960 Sq Ft

  58 Pickering Dr, Kissimmee, FL 34746

  Welcome to this unique and versatile manufactured home in Sherwood Forest, an all age community on monthly leased land. This property offers two separate living spaces, making it perfect for a family with a young adult, extended family, or guests who appreciate having their own private space. The main home features 2 bedrooms and 2 bathrooms, along with a full kitchen with all appliances included

  Maria Orozco Four Star Homes, Inc.

  58 Pickering Dr, Kissimmee, FL 34746
• 

  /2

  $48,000

  • Land
  • 6,969 Sq Ft
  • $300,000 per Acre

  1407 Sarasota Dr, Kissimmee, FL 34759

  This is one of 8 lots available for a bulk sale. Owner will sell individually as noted, in groups based on agreed upon price or as a bulk sale. Available lots in the same area: 1235 Caribbean Dr, 1237 Caribbean Dr, 425 Baltic Ct, 313 Bass Ct, 415 Rainbow Ct, 431 Naples Ct, 1407 Sarasota Ct, 1333 Homosassa Dr. Call for Toho and Duke for utilities availability.

  Jorge Zea BLUE LIGHTHOUSE REALTY INC

  1407 Sarasota Dr, Kissimmee, FL 34759
• 

  

  /22

  $45,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  80 Pickering Dr, Kissimmee, FL 34746

  This delightful 2 bedroom, 2 bathroom home rests on a quiet oversized lot with a stream in the back yard. Featuring wonderful laminate and tile flooring throughout, a fully enclosed bonus front screen room, an additional oversized side screen room, and an attached storage shed, this quaint yet expansive home provides the perfect place in which to reside and have fun in the Florida sun. Located in

  Scott Rankin Four Star Homes, Inc.

  80 Pickering Dr, Kissimmee, FL 34746
• 

  

  /6

  $89,000

  • 1 Bed
  • 1 Bath

  5367 W Irlo Bronson Hwy Unit 2-113, Kissimmee, FL 34746

  PLEASE CONTACT LISTING AGENT FOR ALL OFFERS

  5367 W Irlo Bronson Hwy Unit 2-113, Kissimmee, FL 34746
• 

  

  /11

  $65,000

  • 1 Bed
  • 1 Bath

  2650 Holiday Trail Sc 81, Kissimmee, FL 34746

  Lovely 1Bed 1Bath with a Loft. Just minutes from Disney- This furnished vacation home sits on a 70 Acre well manicured Resort, with 24/7 security and features a Pool, kiddie pool, newly installed pickle ball court. Amenities also include a Fitness center, game room, Mini Golf, Bocci ball, Playground, a brand new observation dock over the pond and More!! This 2006 Home leads into an open living

  Jessica Negron WEICHERT REALTORS HALLMARK PROPERTIES

  2650 Holiday Trail Sc 81, Kissimmee, FL 34746
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  /76

  $75,000

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1603 Calvin Cir, Kissimmee, FL 34746

  LOW LOT RENT, High Value Home in Kissimmee 55+ Village Ready for easy, affordable Florida living? This spacious, move-in ready home in the sought-after Good Samaritan Village in Kissimmee offers incredible value, starting with a remarkably low $737 monthly lot rent. This all-inclusive fee covers your water, sewer, trash, and basic cable, along with access to all community amenities. The home

  Lisa Dobbs LISA DOBBS LLC

  1603 Calvin Cir, Kissimmee, FL 34746
• 

  

  /39

  $68,000

  • 4 Beds
  • 4 Baths
  • 996 Sq Ft

  640 Arrow Ln, Kissimmee, FL 34746

  Welcome to this beautifully completely renovated manufactured home located in Sherwood Forest, a family friendly community on leased land, conveniently located near Disney World and Central Floridas most popular attractions! This move in ready home offers a fresh, modern feel with new vinyl flooring throughout, a new roof, and a beautifully renovated kitchen. The kitchen comes fully equipped with

  Maria Orozco Four Star Homes, Inc.

  640 Arrow Ln, Kissimmee, FL 34746
• 

  /2

  $39,000

  $6K PRICE DROP

  • Land
  • 7,840 Sq Ft
  • $216,667 per Acre

  0 Mediterranean Ct Unit MFRTB8390428, Kissimmee, FL 34759

  Unlock the potential of this vacant lot, where your dreams can take root. Perfectly situated in a prime location, this generous parcel offers ample space for your vision to come to life. Whether you’re envisioning a custom-built home, lush gardens, or a serene retreat, this lot provides the ideal foundation. With room to breathe and endless possibilities, this is your opportunity to create

  David Kasyanchik BHHS FLORIDA PROPERTIES GROUP

  0 Mediterranean Ct Unit MFRTB8390428, Kissimmee, FL 34759
• 

  /2

  $27,000

  • Land
  • 1.88 Acres
  • $14,362 per Acre

  0 Sweetwater Trail Unit MFRS5151305, Kissimmee, FL 34747

  Great investment opportunity, 1.88 acres lot located in the Four Corners tourist area, close to Disney parks and hotels,shops and restaurants in the surrounding area. Is a land locked area (no access by roads yet)

  Rafael Rodriguez PARTNERSHIP REALTY INC.

  0 Sweetwater Trail Unit MFRS5151305, Kissimmee, FL 34747
• 

  

  /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
• 

  

  /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
• 

  

  /3

  $80,000

  • Land
  • 5,662 Sq Ft
  • $615,385 per Acre

  22-25-29-201-0001-00 Union St, Kissimmee, FL 34741

  A KB3 ZONED VACANT LOT IN KISSIMMEE IN OSCEOLA COUNTY!!!

  Sean Seward KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  22-25-29-201-0001-00 Union St, Kissimmee, FL 34741
• 

  

  /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
• 

  

  /68

  $60,000

  Open Sun 10:30AM - 1PM $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
• 

  

  /10

  $54,900

  $45K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 685 Sq Ft

  2763 Camper Ct, Kissimmee, FL 34744

  FURNISHED HOMES IN AWARD WINNING "MILL CREEK RESORT" KISSIMMEE FLORIDA CURRENT "MILL CREEK RESORT" LOT RENT $885/MONTH ELECTRIC MONTHLY ESTIMATE ($45-$145) Awesome Kissimmee location!...... This Resort is owned and operated by Sun Resorts... The resort has a beautiful swimming pool, new modern gym, outdoor game area, activities ect. ... Located at "MILL CREEK RESORT"

  Steven Koleno BEYCOME OF FLORIDA LLC

  2763 Camper Ct, Kissimmee, FL 34744
• 

  /2

  $60,000

  $35K PRICE INCREASE

  • Land
  • 9,583 Sq Ft
  • $272,727 per Acre

  1597 Marlin Dr, Kissimmee, FL 34759

  This is one of 59 lots available for a bulk sale. Owner will sell individually as noted, in groups based on agreed upon price or as a bulk sale. This property is JUST the ideal place for you to build your dream home or develop a multitude of homes to sell. The expansion of local hospitals, and increased schools and businesses make this area the perfect place to start your new project.

  Tim Weisheyer DREAM BUILDERS REALTY

  1597 Marlin Dr, Kissimmee, FL 34759
• 

  

  /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
• 

  

  /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
• 

  

  /3

  $46,000

  $6K PRICE DROP

  • Land
  • 7,840 Sq Ft
  • $255,556 per Acre

  61 Sawfish Ct, Kissimmee, FL 34759

  Seller financing available with options designed to make your purchase simple. Enjoy quick approvals with no banks, no lengthy underwriting, no prepayment penalty and no credit checks. Whether you're looking to build, invest, or hold, this opportunity offers a streamlined path to ownership. Contact us today to learn more about our competitive seller financing terms and get started right away.

  Asher Abadi UDI LLC

  61 Sawfish Ct, Kissimmee, FL 34759
• 

  

  /26

  $49,000

  • 1 Bed
  • 1 Bath
  • 304 Sq Ft

  3000 Maingate Ln Unit 530, Kissimmee, FL 34747

  Discover the allure of our Fully Furnished Condo-Hotel, an exceptional investment opportunity ideally located just 5 minutes away from Walt Disney World Resort, a mere 20-minute drive from Sea World, and a convenient 30-minute commute to Universal Studios. Situated a short distance of various shops, this condo-hotel offers an array of amenities that cater to your comfort and convenience Guests

  Luiz Silva MS LAND & BUILDING LLC

  3000 Maingate Ln Unit 530, Kissimmee, FL 34747
• 

  /2

  $35,000

  • Land
  • 6,969 Sq Ft
  • $218,750 per Acre

  1220 Caribbean Dr, Kissimmee, FL 34759

  Vacant land available in Polk County AS-IS. Buyer is responsible for all due diligence. Seller is not aware of any issue, restrictions or liability related to property. Located near Bellini Preserve Lake Marion and Poinciana Community Park.

  Jessica Quint SIMS REALTY LLC

  1220 Caribbean Dr, Kissimmee, FL 34759
• 

  /2

  $60,000

  $1M PRICE DROP

  • Land
  • 6,969 Sq Ft
  • $375,000 per Acre

  1501 Mediterranean Dr, Kissimmee, FL 34758

  This is one of 59 lots available for a bulk sale. Owner will sell individually as noted, in groups based on agreed upon price or as a bulk sale. This property is JUST the ideal place for you to build your dream home or develop a multitude of homes to sell. Community college being developed in the area, expansion of local hospitals, and increased schools make this area the perfect place to start

  Tim Weisheyer DREAM BUILDERS REALTY

  1501 Mediterranean Dr, Kissimmee, FL 34758
• 

  

  /7

  $30,000

  • Land
  • 10,454 Sq Ft
  • $125,000 per Acre

  1344 Homosassa Ct, Kissimmee, FL 34759

  Build the custom home you've always envisioned on this spacious homesite in a growing community with a minimal HOA. Enjoy the flexibility of a larger lot with room to design a home that fits your lifestyle, whether that includes a pool, outdoor entertaining space, detached garage, workshop, or simply more room to spread out. If you've been searching for an alternative to today's smaller, zero lot

  Jessica Snyder LPT REALTY, LLC

  1344 Homosassa Ct, Kissimmee, FL 34759
• 

  

  /4

  $69,000

  $7K PRICE DROP

  • Land
  • 16,988 Sq Ft
  • $176,923 per Acre

  652 Madrid Dr, Kissimmee, FL 34758

  This is a rare opportunity to own a large 16,800+ sq ft lot—almost half an acre—in one of Central Florida’s fastest growing communities! This oversized residential lot has already been cleared and raised, making it ready for your dream home. Whether you're looking to build a spacious single-family residence or invest in future development, this property offers flexibility and value. Located near

  Antonios Kappos MY REALTY GROUP, LLC.

  652 Madrid Dr, Kissimmee, FL 34758
• 

  

  /61

  $45,000

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

  1720 Conifer Ave Unit 39, Kissimmee, FL 34758

  SELLER MOTIVATED-- NEGOTIABLE--Your Ideal 55+ Lifestyle Awaits in Sunny Kissimmee, Florida! This charming, partially furnished 2 bed 2 bath home offers worry-free living with a 2023 ROOF, AC, and PLUMBING. Imagine a modern kitchen with stainless steel appliances and quartz counters, plus new vinyl plank flooring. Enjoy a double shed, lovely front lanai, and large patio. Experience a vibrant

  Lisa Dobbs LISA DOBBS LLC

  1720 Conifer Ave Unit 39, Kissimmee, FL 34758
• 

  

  /21

  $64,900

  • 1 Bed
  • 1 Bath
  • 231 Sq Ft

  5367 W Irlo Bronson Memorial Hwy Unit 2-219, Kissimmee, FL 34746

  Own turnkey short-term rental hotel suite in the heart of Kissimmee's thriving tourism corridor, just minutes from Walt Disney World and Central Florida's top attractions. This well-appointed unit features a comfortable single-bed layout, mini refrigerator, and microwave, making it an attractive option for vacation travelers seeking convenience and affordability. Owners benefits from a

  Angel Camacho YOUR REAL ESTATE CORNER, LLC

  5367 W Irlo Bronson Memorial Hwy Unit 2-219, Kissimmee, FL 34746
• 

  

  /11

  $45,000

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

  1755 Western Redwood Ave, Kissimmee, FL 34758

  Welcome Home to this gorgeous 2br/2ba that is located in a 55 active community. It comes partly furnished and offers a bright, open floor plan. Home has been taken care of exquisitely and offers great cabinet space and storage. Enjoy the double carport with an 8x10 attached shed and vinyl windows that secure your enclosed lanai for an added living/entertaining area. Home is spacious, charming and

  Todd Newby NEWBY REALTY INC

  1755 Western Redwood Ave, Kissimmee, FL 34758
• 

  

  /5

  $65,900

  • Land
  • 6,969 Sq Ft
  • $411,875 per Acre

  1608 Redfin Dr, Kissimmee, FL 34759

  Vacant lot in beautiful Poinciana! This is a great opportunity to build your dream home in a growing community or secure a solid investment property for the future. Conveniently located just minutes away from shopping centers, schools, and hospitals. Don’t miss out on this prime lot in a rapidly developing area!

  Muhammad Gadit LA ROSA REALTY KISSIMMEE

  1608 Redfin Dr, Kissimmee, FL 34759
• 

  

  /76

  $55,000

  $4K PRICE DROP

  • 3 Beds
  • 2.5 Baths

  1562 Parkgate Dr, Kissimmee, FL 34746

  Welcome to a unique and spacious home in the Oakwood Meadows 55+ community in Kissimmee. This partially furnished 3-bedroom, 2.5-bathroom home offers a rare two-story layout featuring a bedroom on the first level and two additional bedrooms on the second floor. This flexible design allows the property to be easily converted back into a two-family residence, ideal for multi-generational living or

  Lisa Dobbs LISA DOBBS LLC

  1562 Parkgate Dr, Kissimmee, FL 34746
• 

  

  /63

  $55,000

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  1543 Parkgate Dr, Kissimmee, FL 34746

  Welcome to a beautifully maintained 2 bed 2 bath move-in-ready oasis located within the highly desirable Oakwood Meadows 55-plus community. From the moment you enter, this unique home challenges every single-wide stereotype, offering an incredibly bright, airy, and spacious footprint designed for comfortable living. You are greeted by a welcoming kitchen and dining area featuring durable,

  Lisa Dobbs LISA DOBBS LLC

  1543 Parkgate Dr, Kissimmee, FL 34746
• 

  

  /7

  $55,000

  $5K PRICE INCREASE

  • Land
  • 24,393 Sq Ft
  • $98,214 per Acre

  638 Jaguar Ct, Kissimmee, FL 34759

  Lot for sale low HOA ready to build. Buildable Florida vacant land, to build your dream home! Located in a desirable community, this spacious lot offers the perfect canvas to design your custom residence.

  Xiomara Mansilla Derqui GATAP REALTY

  638 Jaguar Ct, Kissimmee, FL 34759
• 

  

  /58

  $65,000

  • 1 Bed
  • 1 Bath
  • 304 Sq Ft

  3000 Maingate Ln Unit 421, Kissimmee, FL 34747

  Investor Alert! Fully remodeled condo-hotel unit in Galleria Palms near Orlando attractions, dining, and entertainment. This turnkey suite features 2 queen beds, new tile flooring, fresh paint, updated furnishings, 49” wall-mounted TV, granite vanity, wet bar, microwave, mini-fridge, and upgraded Wi-Fi. The bathroom includes dual sinks with granite counters. The property offers a pool, sun deck,

  Vivienne Cunningham PREFERRED RE BROKERS III

  3000 Maingate Ln Unit 421, Kissimmee, FL 34747
• 

  

  /25

  $50,900

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  82 Pickering Dr, Kissimmee, FL 34746

  This light, bright, and large 3 bedroom 2 bathroom Central Florida home is ready for immediate occupancy and awaits its new owners. Featuring over 1300 sq. ft. under roof, an abundance of natural light, modern paint and flooring, recessed lighting, attached garden, tool shed, double driveway, and more, this home is the perfect place for a growing family. Located in a coveted all ages family

  Scott Rankin Four Star Homes, Inc.

  82 Pickering Dr, Kissimmee, FL 34746
• 

  

  /6

  $60,000

  $10K PRICE DROP

  2650 Holiday Trail, Kissimmee, FL 34746

  Nestled in the Tropical Palms resort-style community, offering a relaxed Florida lifestyle surrounded by tropical palms and convenient amenities. This inviting 1 bedroom, 1 bathroom with a loft is perfectly located near shopping, dining, and major roadways, about 5 miles from Walt Disney World. The lot rent is $1,018.71 that includes water, cable and landscaping. Making it ideal for snowbirds

  Jessica Negron WEICHERT REALTORS HALLMARK PROPERTIES

  2650 Holiday Trail, Kissimmee, FL 34746

Showing Results 41 - 80, Page 2 of 6