Affordable Homes for Sale in Kissimmee, FL under $299,000

• 

  

  

  /24

  $237,000

  • 2 Beds
  • 2.5 Baths
  • 1,120 Sq Ft

  354 Cervantes Dr, Kissimmee, FL 34743

  This 2-bedroom, 2.5-bath townhome offers a comfortable and functional layout. The first floor features a spacious living area, open kitchen, dining space, convenient half bath, laundry closet with washer and dryer, pantry closet, and sliding glass doors leading to the patio and backyard.Upstairs you will find two bedrooms, each with its own full bathroom, providing privacy and comfort.Rio

  Ana Manzo AGENT TRUST REALTY CORPORATION

  354 Cervantes Dr, Kissimmee, FL 34743
• 

  

  

  /30

  $219,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  623 Polynesian Ct, Kissimmee, FL 34758

  ATTENTION CASH BUYERS! Welcome to 623 Polynesian Ct in Kissimmee. An outstanding investor special priced and positioned for a quick, hassle-free purchase. This property features a spacious open layout with a natural flow between the living, dining, and kitchen areas, offering strong potential for value-add improvements. Situated on a large lot, the home boasts a generously sized yard with plenty

  Carrissa Henshaw RE/MAX COLLECTIVE

  623 Polynesian Ct, Kissimmee, FL 34758
• 

  

  

  /4

  $49,500

  • Land
  • 6,969 Sq Ft
  • $309,375 per Acre

  1345 St Augustine Ct, Kissimmee, FL 34759

  Fantastic buy on this beautiful home site located in the fast-growing community of Poinciana. Buy now and build or hold for future investment!

  Edward Sims TRANSCEND REALTY

  1345 St Augustine Ct, Kissimmee, FL 34759
• 

  

  

  /11

  $285,000

  • 1 Bed
  • 1 Bath
  • 976 Sq Ft

  1225 Carson Ave, Kissimmee, FL 34744

  Welcome to 1225 Carson Ave., a delightful property nestled in the heart of Kissimmee! This inviting home offers the perfect blend of comfort, convenience, and Florida charm — ideal for first-time buyers, investors, or anyone looking to enjoy the Central Florida lifestyle. Step inside to discover a bright and functional floor plan featuring spacious living areas filled with natural light. The

  Jessie Sangil HOMESMART

  1225 Carson Ave, Kissimmee, FL 34744
• 

  

  

  /36

  $199,000

  • 3 Beds
  • 2.5 Baths
  • 1,586 Sq Ft

  573 Hunter Cir, Kissimmee, FL 34758

  WOW! $10,000 seller concession to the buyer for closing costs! Priced to sell, an ideal opportunity for buyers looking to create instant equity while making it their own, this is a true diamond in the rough! This Kissimmee townhouse is conveniently located and has an a affordable entry point with tremendous potential! The open floor plan offers flexibility and flow, featuring three bedrooms, two

  Tricia Davis KELLER WILLIAMS REALTY SMART

  573 Hunter Cir, Kissimmee, FL 34758
• 

  

  /38

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,227 Sq Ft

  852 Franconville Ct, Kissimmee, FL 34759

  Beautiful single-family home in Kissimmee, Florida! This charming three-bedroom, two-bath residence with a two-car garage offers both comfort and style. High ceilings create a bright, open atmosphere, while thoughtful design features—such as a decorative accent wall between the kitchen and living area—add character and functionality. The roof was replaced in 2021, providing added peace of mind.

  Luis Morales PRIVILEGE REAL ESTATE & INVESTMENTS INC

  852 Franconville Ct, Kissimmee, FL 34759
• 

  

  /30

  $99,999

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  179 Durham Cir, Kissimmee, FL 34746

  This modern, Fully Furnished, 4 bedroom, 2 bathroom home built in 2017 having been meticulously maintained and upgraded now awaits its new loving owners! Nestled on a large corner lot in one of Central Floridas most coveted resort parks just minutes from Disney, its location is prime. Featuring a huge, over1500sq ft. under roof, split floor plan, elegant cabinetry, sparkling laminate kitchen,

  Scott Rankin Four Star Homes, Inc.

  179 Durham Cir, Kissimmee, FL 34746
• 

  

  /71

  $59,000

  • 3 Beds
  • 2 Baths

  1606 Parkgate Dr, Kissimmee, FL 34746

  Enter into a lifestyle of ease and comfort in this well-maintained 3-bedroom, 2-bathroom residence. This home features a large screened lanai-perfect for enjoying the Florida breeze-and a convenient storage shed for all your hobbies. The home includes several key updates, including a roof installed on 3/31/2011, AC from 12/08/2015, a 1-year-old dishwasher, and a 3-year-old refrigerator, along

  Lisa Dobbs LISA DOBBS LLC

  1606 Parkgate Dr, Kissimmee, FL 34746
• 

  /2

  $32,000

  • Land
  • 9,147 Sq Ft
  • $152,381 per Acre

  106 Warmouth Ln, Kissimmee, FL 34759

  This 0.21-acre residential lot sits on Warmouth Ln in Poinciana’s Neighborhood 4, Village 7. Just 35 miles from MCO Airport and about 75 miles from Tampa. The property fronts a paved road and is zoned PUD for a single-family home. It’s fully in Flood Zone X (no flood insurance required) and surrounded by newer construction throughout the area. Enjoy quick access to Pine St, Mackerel Rd, nearby

  Jonathan Olivares FONTANA REALTY

  106 Warmouth Ln, Kissimmee, FL 34759
• 

  

  /21

  $69,900

  • 1 Bed
  • 1 Bath
  • 231 Sq Ft

  5367 W Irlo Bronson Memorial Hwy Unit 4100, Kissimmee, FL 34746

  If you've ever been interested in starting a side hustle or expanding your existing short-term rental business this is the opportunity. This conveniently located property is minutes from the entry gates of Disney and other major theme parks, and a short walking distance of restaurants, shopping and so much more. Minutes from the Orlando International Airport, Convention Center, International

  Office Olympus OLYMPUS EXECUTIVE REALTY INC

  5367 W Irlo Bronson Memorial Hwy Unit 4100, Kissimmee, FL 34746
• 

  

  /9

  $275,000

  • 1 Bed
  • 1 Bath
  • 501 Sq Ft

  8061 Vacation Ave Unit 2313, Kissimmee, FL 34747

  Step into a premier investment opportunity at the Embassy Suites by Hilton Orlando Sunset Walk with this sophisticated 3rd-floor studio condo in Building 2. This fully furnished 1-bed, 1-bath retreat offers a seamless blend of luxury and convenience, designed specifically for those seeking a high-end vacation home or a lucrative short-term rental asset. As part of a world-renowned hospitality

  James Donovan TEAM DONOVAN

  8061 Vacation Ave Unit 2313, Kissimmee, FL 34747
• 

  

  /3

  $79,000

  • Land
  • 14,374 Sq Ft
  • $239,394 per Acre

  143 Zinnia Ln W, Kissimmee, FL 34759

  Discover this fantastic residential lot in the desirable Poinciana community—perfect for builders,investors, or anyone looking to build a future home. Located in a high-growth area surrounded bynew construction, this lot offers convenient access to Poinciana Pkwy, Lake Marion, shopping,dining, medical facilities, and a variety of recreational amenities. With low HOA and access

  Sheila P Coelho KELLER WILLIAMS ADVANTAGE III

  143 Zinnia Ln W, Kissimmee, FL 34759
• 

  

  /7

  $280,000

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  1905 Emmett St, Kissimmee, FL 34741

  Welcome to this well kept 2 bedroom, 1 bath single family home located in the heart of historic Downtown Kissimmee. Nestled on Emmett Street, this residence offers classic Florida character. The home features a spacious living area, original hardwood accents, and a bright, functional kitchen. Situated on a generous lot with no CDD and no HOA, the property provides flexibility for homeowners or

  Marina Quintanilla CUSTOM BUILDS REALTY LLC

  1905 Emmett St, Kissimmee, FL 34741
• 

  

  /21

  $280,000

  • 4 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  664 Milan Dr, Kissimmee, FL 34758

  * Lightning fast response * - Welcome to 664 Milan Drive! The best priced property in town boasting 2,000+ square feet of living space! This 4 bedroom 3 bathroom has absolutely zero carpet, and upon entry you will notice the freshly placed tiles all throughout the common areas. The property has a brand new HVAC system (2026) , and fully permitted enclosed rear patio for any land lords or

  Cardiff Howell CENTRAL TOWER PROPERTIES

  664 Milan Dr, Kissimmee, FL 34758
• 

  

  /26

  $285,900

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  761 Leonardo Ct, Kissimmee, FL 34758

  MOVE IN READY!!! One or more photo(s) has been virtually staged. Immaculate, updated and move-in readyLocated in the desirable Poinciana Village, this beautifully upgraded home offers the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open layout filled with natural light, This impeccably cared-for 3-bedroom, 2-bath home is nestled in the desirable Poinciana

  Trinity Brooks COLDWELL BANKER REALTY

  761 Leonardo Ct, Kissimmee, FL 34758
• 

  

  /22

  $63,900

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft

  2930 Polynesian Isle Blvd Unit 223, Kissimmee, FL 34746

  Condo-hotel units in a high-demand location surrounded by major retail, restaurants, and attractions. These hotel-style units participate in a professionally managed short-term rental program, making them an excellent option for investors looking to generate consistent rental income. Prime location + strong rental demand = smart investment potential.

  Diana Ramirez LPT REALTY, LLC

  2930 Polynesian Isle Blvd Unit 223, Kissimmee, FL 34746
• 

  

  /4

  $32,000

  • Land
  • 10,018 Sq Ft
  • $139,130 per Acre

  0 Kissimmee Way Unit MFRL4952346, Kissimmee, FL 34759

  PRICE REDUCED!!! BUILD YOUR DREAM HOME! Corner Lot, 60X136X120X101 with side easement. Established area in Poinciana Village 2 ready to build. Public utilities with Toho Water and sewer. New convivence store and gas station around a couple blocks for your quick shopping needs. This property is close to Medical Center, shopping plazas, banks, restaurants, parks, schools and major attractions in

  Tomi Miller-Troupe COLDWELL BANKER REALTY

  0 Kissimmee Way Unit MFRL4952346, Kissimmee, FL 34759
• 

  

  /41

  $289,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1405 Kissimmee Dr, Kissimmee, FL 34759

  Seller is Highly Motivated! Welcome to this beautifully maintained 4-bedroom, 2-bathroom home, complete with a versatile bonus room perfect for a home office, playroom, or guest space. The open-concept layout provides a bright and airy feel, with natural light flowing throughout the living and dining areas—ideal for everyday living and effortless entertaining. This home also comes with

  Don Tilack EXP REALTY LLC

  1405 Kissimmee Dr, Kissimmee, FL 34759
• 

  

  /25

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  305 Medina Ct, Kissimmee, FL 34758

  Welcome home! Great investment opportunity. Super spacious 3-bedroom home with a split floor plan and tile throughout. The kitchen overlooks and opens up to the oversized outdoor enclosed patio. This home features large living areas and a HUGE yard. Lots of space for outdoor living!

  James Williams REMAX PREMIER PROPERTIES

  305 Medina Ct, Kissimmee, FL 34758
• 

  

  /16

  $39,900

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft

  493 King Richard Dr Unit 493, Kissimmee, FL 34746

  This light bright and sparkling 1 bedroom / 1 bathroom Central Florida cottage style home just minutes from Disney has been wonderfully maintained and now awaits its next loving owner. Its location makes for the perfect full time, part time, vacation home and even an AirBnB rental! Snuggled in on a huge corner lot with plenty of parking and featuring a full length Florida/screen room, newer vinyl

  Scott Rankin Four Star Homes, Inc.

  493 King Richard Dr Unit 493, Kissimmee, FL 34746
• 

  

  /21

  $10,000

  • 2 Beds
  • 1 Bath

  1602 Wonderland Way, Kissimmee, FL 34746

  Welcome to this well-maintained 2-bedroom, 1-bathroom manufactured home located in a desirable 55+ community in Kissimmee. This home features two spacious screened porches, perfect for relaxing, enjoying the Florida weather, or entertaining guests. The property offers comfortable living with a functional layout and plenty of natural light. Residents of this friendly community can enjoy a variety

  Olga Gil-Serrano Weichert Realtors Hallmark Properties

  1602 Wonderland Way, Kissimmee, FL 34746
• 

  

  /28

  $188,000

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft

  3827 Bay Club Cir Unit 204, Kissimmee, FL 34741

  Investment Opportunity – Tenant in Place Until October 2026! Welcome to this spacious 2-bedroom, 2-bath condo located in the heart of Kissimmee, just minutes from Walt Disney World, Universal, and major shopping and dining. This well-maintained unit features an open-concept layout, fully equipped kitchen, and a private balcony perfect for enjoying Florida’s sunshine. Currently leased at

  Adriana Sanchez WF REALTY CORP.

  3827 Bay Club Cir Unit 204, Kissimmee, FL 34741
• 

  

  /22

  $85,000

  • 3 Beds
  • 2 Baths
  • 858 Sq Ft

  193 London Dr, Kissimmee, FL 34746

  This spectacular 3-bedroom 2-bathroom modern home has been recently remodeled by its owner and is seeking a new loving family. Featuring lustrous laminate flooring throughout, custom wall decor panels, LED lighting, stainless steel appliances, upgraded plumbing fixtures, beautiful stark white cabinetry, fantastic natural lighting and much more, this home is simply amazing! Located on a tree lined

  Scott Rankin Four Star Homes, Inc.

  193 London Dr, Kissimmee, FL 34746
• 

  

  /29

  $258,900

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  220 Ellsworth Dr, Kissimmee, FL 34758

  Welcome to this beautifully maintained 3-bedroom, 2-bath manufactured home in the peaceful, deed-restricted community of Broadmoor. This move-in-ready residence features a brand-new roof (2025), a two-year-old A/C system, new laminate flooring, and fresh interior paint throughout. The updated primary bathroom offers a fully renovated design complete with a modern jacuzzi tub, creating a relaxing

  Nelly Narvaez LA ROSA REALTY KISSIMMEE

  220 Ellsworth Dr, Kissimmee, FL 34758
• 

  

  /28

  $260,000

  • 3 Beds
  • 2.5 Baths
  • 1,586 Sq Ft

  Unlisted Address

  This Poinciana townhouse offers an open floor plan, featuring three bedrooms, two full baths, and a convenient half bath, and the indoor washer and dryer room conveniently located on the first floor. The kitchen has upgraded cabinets and countertop, with the eating space in the kitchen for casual dining, also in the Living room there is great room for more formal dining. All three bedrooms, with

  Jose Paradas EARTHLINK REALTY GROUP INC

  Unlisted Address
• 

  

  /75

  $79,999

  • 3 Beds
  • 2 Baths

  1746 Sugar Pine Ave Unit 240, Kissimmee, FL 34758

  This 1,536-square-foot partially furnished 3 bed/ 2 bath home is located in a Kissimmee 55-plus community where the second resident can be as young as 45. The kitchen and dining area feature a spacious open-concept layout with tile and laminate flooring offering a modern and easy-to-maintain living space. The home has been meticulously kept with a roof replaced in November 2017, a one-year-old

  Lisa Dobbs LISA DOBBS LLC

  1746 Sugar Pine Ave Unit 240, Kissimmee, FL 34758
• 

  

  /19

  $48,000

  • 3 Beds
  • 2 Baths

  1740 Western Redwood Ave, Kissimmee, FL 34758

  Welcome to this large, beautiful 3-bedroom, 2-bath home offering comfort and style throughout. Featuring a new roof, this home provides added value and peace of mind. Enjoy abundant natural light from three skylights that keep the home bright and inviting. The enclosed porch provides the perfect space to relax, while the carport offers convenient covered parking. All appliances are included for a

  Olga Gil-Serrano Weichert Realtors Hallmark Properties

  1740 Western Redwood Ave, Kissimmee, FL 34758
• 

  

  /41

  $204,999

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

  8816 Dunes Ct Unit 303, Kissimmee, FL 34747

  Note NEW price on this Amazing TOP Floor condo in desirable Legacy Dunes that can be used as a Short Term Rental, Vacation Home, long term rental or Primary Residence! You decide! Featuring 2 bedrooms, 2 baths, vaulted ceilings, tile floors, and it is updated inc. NEW Appliances, NEW HVAC * NEW ROOF 2025... ***The Seller will consider selling it with furniture. Currently occupied by a tenant. The

  Suzanne Swyers FLORIDA REALTY RESULTS LLC

  8816 Dunes Ct Unit 303, Kissimmee, FL 34747
• 

  

  /28

  $269,900 Pre-Foreclosure

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

  2717 Camaro Dr, Kissimmee, FL 34746

  Investor opportunity! Fully furnished 3-bedroom, 3-bath vacation home with short-term rental approved.Turnkey property located in a resort-style community featuring pool, fitness center, and leisure amenities. Excellent layout designed for high guest appeal, supporting strong occupancy and rental performance. Ideal for short-term rental investors seeking a low-maintenance asset in a

  JIRO Filho WRA BUSINESS & REAL ESTATE

  2717 Camaro Dr, Kissimmee, FL 34746
• 

  

  /16

  $270,000

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

  1289 S Beach Cir, Kissimmee, FL 34746

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the heart of Kissimmee. Built in 2005, this spacious residence offers approximately 1,468 square feet of living space designed for comfort, convenience, and modern living. Step inside to an open and inviting floor plan featuring a bright living and dining area, perfect for entertaining or relaxing with family. The

  Moncif Hettab Hernandez SANAA REALTY LLC

  1289 S Beach Cir, Kissimmee, FL 34746
• 

  

  /26

  $299,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  Kissimmee, FL 34759

  One or more photo(s) has been virtually staged. Welcome to this brand new 3 bedroom, 2 bath home located at 1201 Apopka Lane in Poinciana. Perfectly suited for first-time buyers or those seeking a move-in-ready option, this residence offers a clean, modern feel throughout. Step inside to a light and airy interior featuring a neutral color palette that complements any décor style. The open living

  Sofia Naseem CHARLES RUTENBERG REALTY ORLANDO

  Kissimmee, FL 34759
• 

  

  /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
• 

  /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
• 

  

  /19

  $289,000

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft

  907 Stockport Dr, Kissimmee, FL 34758

  From the moment you step into this beautifully maintained home, you will be captivated by the warm ambiance created by the arched architectural accents allowing the natural Florida sunshine to filter throughout. Gleaming ceramic tile flows seamlessly throughout the entire home, setting the tone for effortless style and easy maintenance.To your right, a dedicated dining room offers an elegant

  Mark Peters LA ROSA REALTY LLC

  907 Stockport Dr, Kissimmee, FL 34758
• 

  

  /24

  $132,000

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  Unlisted Address

  INCOME- PRODUCING 1 BEDROOM -1 BATHROOM CONDO -MINUTES TO WALT DISNEY WORLD PRIME LOCATION!!!!-Strong income poitential based on location ,demand and comparable rentals in the area -Close proximidy to theme parks ,shopping , outlets ,dining, and major highways ,enhancing guest appeal-Low maintenance condo Ownership ideal for investors seeking cash flow- income Potencial driven by

  Raquel Inciarte LA ROSA REALTY KISSIMMEE

  Unlisted Address
• 

  /2

  $185,000

  • Land
  • 21,780 Sq Ft
  • $370,000 per Acre

  0 Pine Needle Trail Unit 11290655, Kissimmee, FL 34746

  LOCATION..LOCATION..LOCATION... Beautiful lot! Ready to build your dream home. Low HOA. Located near restaurants, shopping, schools and the new Sun Rail just minutes away. Lot Is Currently Zoned Residential. **Seller(s) and agent does not warrant information in MLS, County and Tax Records. Please contact Osceola County for questions, building permits and zoning department to verify information on

  Desiree Burgos La Rosa Realty Kissimmee

  0 Pine Needle Trail Unit 11290655, Kissimmee, FL 34746
• 

  

  /6

  $268,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft

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

  This homes elongated foyer impresses upon entry. Enjoy cooking in the spacious kitchen that overlooks the great room, dining nook and outside patio. Primary suite in the back of home features dual vanity sinks, a walk-in shower and large walk-in closet.

  Meritage Homes Builder

  3505 Broadwing Blvd Unit 37076682, Kissimmee, FL 34759
• 

  

  /20

  $35,000

  • 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
• 

  

  /41

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  2654 Crown Ct Unit 2654, Kissimmee, FL 34741

  Welcome to your new home in the heart of Kissimmee! This spacious 3-bedroom, 2-bathroom apartment with the feel and style of a private townhouse, offers the perfect blend of comfort and convenience. Featuring an open-concept living and dining area, a modern kitchen with updated appliances, and 4 private balconies/patio, this home is ideal for both relaxing and entertaining. The primary suite

  Annie Resto EMPIRE NETWORK REALTY

  2654 Crown Ct Unit 2654, Kissimmee, FL 34741
• 

  

  /37

  $240,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  3204 Tidewater Dr, Kissimmee, FL 34743

  One level townhouse Located in the Raintree Park community, 2-bed/2bath home offers simple, stair-free living with thoughtful updates throughout. Inside, you’ll find a fully renovated spacious kitchen with an oversized counter designed with clean, modern finishes and practical layout. The home features updated flooring throughout with no carpet, easy-to-maintain living space. Major components

  Nellie Peralta KELLER WILLIAMS ADVANTAGE 2 REALTY

  3204 Tidewater Dr, Kissimmee, FL 34743

Showing Results 161 - 200, Page 5 of 18