1,040

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

Section Image Section Image
  • /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

How to Buy a Home How to Finance a Home How to Sell a Home