Location: Kissimmee , 34744
Do Not Show Listings
2943 CASABELLA DR, KISSIMMEE, FL 34744
$2,450100 Days on yellowkey MLS ID: O6388002
REDUCED by $50 (2.0%) on 05/19/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1895 Built: 2014Community: Villa Sol VillageSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Tax Year:
Middle School: Neptune Middle (6-8)
Remarks: Welcome home to resort style living in one of Central Florida's most sought after gated communities! This beautifull 4 bedroom 2 bathroom single story home is ready for you to move right in! Featuring brand new flooring throughout the living areas, this spacious one floor layout offers comfort, style, and easy living from the moment you walk through the door. Nestled just minutes from Lake Nona, Disney, SeaWorld, and Universal Studios with quick access to the 417 and Florida's Turnpike, this location puts everything you love about Central Florida right at your doorstep. Your rent includes cable TV and lawn maintenance, so you can spend less time worrying about the extras and more time enjoying everything this incredible community has to offer. And there is plenty to enjoy! Take a dip in the expansive resort style pool, stay fit in the fully equipped gym, or challenge friends to a match on the tennis or basketball courts. Families will love the charming picnic areas and playground, all set against the breathtaking backdrop of Lake Toho. When you need everyday conveniences, simply hop on your bike or take a leisurely stroll to Walmart, Walgreens, and a variety of nearby shops. It truly does not get more convenient than this. This is more than a rental. This is a lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Evelyn Malave (407-973-4303)
1807 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$1,30058 Days on yellowkey MLS ID: S5147966
REDUCED by $100 (7.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Community: Essex Park VillasCondo
Elementary School: None
High School: None
Middle School: None
Remarks: Centrally located 2 bedroom, 2 bath, 2nd floor condo with 1,118 square ft of living space. Large rooms and a remodeled kitchen with pantry and appliances including over the range microwave. Separate dining area and large living room. Ceramic flooring throughout for easy cleaning, remodeled bathrooms and screened in balcony with stairs to the backyard from guest bedroom. Located just off 192, justba few miles from the Florida Turnpike for easy access to Orlando and Saint Cloud as well as other major highways and walking distance to stores, restaurants and Valencia College of Kissimmee.
Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)
Listing Agent: Kristen Chowdhury (407-721-3829)
1467 RIVERBOAT DR, KISSIMMEE, FL 34744
$2,900117 Days on yellowkey MLS ID: O6383007
REDUCED by $50 (1.7%) on 04/21/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2021Community: Kindred Ph 1FbSingle Family
Remarks: Welcome to this spacious 5-bedroom, 3-bathroom home built in 2021, located in the highly sought-after Kindred community in Kissimmee. With over 2,600 square feet of living space, this thoughtfully designed home offers room for everyone. Downstairs, you'll find a full bedroom and bathroom as well as a bonus flex room ideal for a home office, gym, or playroom. Upstairs features a generous loft space, offering even more room to spread out and make it your own. The open-concept kitchen and living area are perfect for entertaining, and the home offers a large backyard. Enjoy all the amenities Kindred has to offer, from resort-style swimming pools and fitness centers to playgrounds, parks, and community events that truly bring neighbors together. This is more than just a home, it’s a lifestyle. Come see it today!
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
Listing Agent: Victoria O'Day (407-375-6990)
2377 VOLUNTEER AVE, KISSIMMEE, FL 34744
$2,55031 Days on yellowkey MLS ID: TB8507360
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2022Community: Tohoqua Ph 2Single Family
Remarks: One or more photo(s) has been virtually staged. Beautiful 4-bedroom, 3-bathroom home located in the desirable Tohoqua community! This spacious home features a functional layout with one bedroom and full bath downstairs, plus a large upstairs primary suite with dual sinks and an ensuite bathroom. The modern kitchen offers stainless steel appliances and granite countertops, while the private patio space between the home and garage is perfect for relaxing or entertaining. Enjoy resort-style amenities including a community pool, fitness center, clubhouse, tennis courts, and playgrounds. Conveniently located near NeoCity, the Florida Turnpike, shopping, dining, and more. Rental requirements: minimum 650 credit score for all adult applicants, employment verification, and household income of at least 3x the monthly rent. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Divisha Sawlani (954-554-2594)
4570 GADWALL DR, KISSIMMEE, FL 34744
$2,60031 Days on yellowkey MLS ID: O6407641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 2018Community: Osprey RdgSingle Family
Middle School: Narcoossee Middle
Remarks: This beautifully maintained 3-bedroom, 2-bath home in the Osprey Ridge community of Kissimmee offers 1,651 sq ft of modern living with a long open floor plan, spacious kitchen, and a 2-car garage equipped with a mini-split AC system for a flexible workshop or hobby space. Built in 2018, the home features a private primary suite and a cozy paved backyard and a gazebo, creating the perfect outdoor retreat for relaxing or entertaining. Located just 6 minutes from Lake Nona Medical City — including the VA Hospital, Nemours Hospital, and UCF College of Medicine — with easy access to 417, 528, and major Orlando highways, this home combines comfort, flexibility, and unbeatable convenience. Pets welcome with approval.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
1872 RUSTIC FALLS DR, KISSIMMEE, FL 34744
$3,50071 Days on yellowkey MLS ID: O6396042
Bed: 8 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2824 Built: 2020Community: Kindred Ph 1FaSingle Family
Remarks: Welcome to this stunning 8-bedroom, 3 full bathroom and 1 half-bath home located in the highly desirable Kindred community! This newer construction offers 3,350 square feet of thoughtfully designed living space with a spacious open-concept floor plan. The first floor features a private bedroom along with the primary suite, which showcases elegant finishes, a generous en-suite bathroom, and a large custom walk-in closet designed for ultimate comfort. Upstairs, you’ll find six additional spacious bedrooms, providing plenty of room for family, guests, or a home office setup. The modern kitchen is bright, expansive, and ideal for entertaining. Step outside to enjoy true indoor-outdoor living with a beautifully fenced backyard—perfect for relaxing evenings or hosting gatherings. Located in a family-friendly community, this home offers convenience, comfort, and charm. Residents enjoy access to resort-style amenities Volleyball, Picnic Area's, including 3 pools and 3 fitness centers, walking Trails and so much more all under one price. Conveniently close to top-rated schools, shopping, dining, and major highways, this home truly has it all. Schedule your private showing today and experience everything the Kindred lifestyle has to provide!
Listing is courtesy of: XCELLENCE REALTY INC. (866-595-6025)
Listing Agent: Myrna Contreras (954-681-7706)
2405 NEPTUNE RD, KISSIMMEE, FL 34744
$2,200396 Days on yellowkey MLS ID: O6307997
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2394 Built: 1970Community: Loveland EstatesSingle Family
Remarks: Furnished single home, 3 bed rooms, 2.5 baths plus a storage room. 2 car garage. Formal dining room, formal living area. all appliances stay. Near highway Turnpike, 192, big lot at front and backyard.
Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)
Listing Agent: Wei Hsiao (407-209-8850)
1874 WILD RYE WAY, KISSIMMEE, FL 34744
$2,50067 Days on yellowkey MLS ID: S5147297
REDUCED by $100 (3.8%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1641 Built: 2022Community: Kindred Ph 2C & 2DSingle Family
Remarks: Great opportunity, this beautiful property is located in an exclusive resort-style community, featuring 3 spacious bedrooms and 2 full bathrooms, the primary bedroom is generously sized, all appliances are included, additionally the property offers a fully remodeled backyard with artificial turf perfect for enjoying relaxing afternoons with family and friends, if you would like more information or to schedule a showing please send a text message to the listing agent
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Marlly Garcia (305-857-8012)
1404 TAWNY RIDGE RD, KISSIMMEE, FL 34744
$2,65033 Days on yellowkey MLS ID: O6406769
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1730 Built: 2018Community: Kindred Ph 1DSingle Family
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Remarks: Beautifully remodeled and move-in ready 4-bedroom, 2-bath home located in the highly desirable Kindred community! From the moment you enter, you’ll appreciate the exceptional open-concept floor plan designed for comfortable living and effortless entertaining. The spacious living, dining, and kitchen areas flow seamlessly together, while the split-bedroom layout provides added privacy and functionality. This home is filled with natural light and features numerous upgrades throughout, including new laminate flooring in all living areas and bedrooms, stunning granite countertops in the kitchen and bathrooms, a stylish kitchen backsplash, and a newly fenced backyard perfect for relaxing, entertaining, or pets. The generously sized bedrooms has plenty of space and comfort, making this home ideal for families or anyone seeking extra room. Conveniently located just 20 minutes from the airport, near the Turnpike, the VA Hospital, shopping, dining, and Orlando’s world-famous attractions. Enjoy resort-style community amenities including a pool, fitness center, tennis courts, dog park, playgrounds, walking and nature trails, and much more. A beautiful upgraded home in a fantastic location.
Listing is courtesy of: FORTEX REALTY INC (786-249-1660)
Listing Agent: Justo Candurin (407-789-6478)
1519 DIAMOND LOOP DR, KISSIMMEE, FL 34744
$2,50067 Days on yellowkey MLS ID: S5147341
REDUCED by $200 (7.4%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2017Community: Kindred Ph 1CSingle Family
Remarks: Move-in ready in Kindred! 4BR/2BA home (1,846 sq ft) with open-concept layout and tile flooring in main areas. Kitchen flows to living/dining—great for everyday living and entertaining. Garage bonus room ideal for office/gym/playroom. Fenced backyard with paver patio + storage shed. Enjoy pool, clubhouse, fitness center, playgrounds & volleyball. Minutes to US-192, Turnpike, Lake Nona & MCO.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)
Listing Agent: Michelle Geberth (407-908-8568)
1806 BLISSFUL DR, KISSIMMEE, FL 34744
$2,85045 Days on yellowkey MLS ID: S5148793
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2021Community: Tohoqua Ph 1BSingle Family
Remarks: Built in 2021, this modern 4-bedroom, 3-bath home delivers the perfect balance of style, comfort, and everyday functionality. Designed with an open-concept layout, the space flows effortlessly from the kitchen into the main living area, ideal for both relaxing and entertaining. The home features thoughtful upgrades throughout, including motorized blinds, ceiling fans in every room, a whole-home water softener system, and an EV-ready garage. Washer and dryer are included for added convenience. Enjoy peaceful lake views from the covered lanai, your own private space to unwind or host. Lawn care is included, making maintenance simple and hassle-free. Located in a sought-after community with resort-style amenities including a pool, fitness center, dog park, and walking trails, all just minutes away. Homes like this do not come available often. Schedule your showing today before it’s gone. Minimum 12-month lease required. No short-term rentals. Renter’s insurance required.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Freddy Burgos (321-377-3533)
1799 HARBOR BLVD, KISSIMMEE, FL 34744
$2,70035 Days on yellowkey MLS ID: O6406514
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1734 Built: 1993Community: Regal Oak Shores Unit 07Single Family
Remarks: PET FRIENDLY!!! Welcome to this beautiful well maintained 3 beds 2.5 baths home located in the most desirable area in Kissimmee. The Regal Oaks Shore is the most peaceful, well kept, and easily accessible community in the area. Located within minutes of 192, Florida Turnpike, and major commercial facilities such as Walmart, Home Depot, Ross, 5 Bellow, a big variety of restaurants, banks, pet care, and the Tax Collector. The back yard is fully fenced for your privacy and for the safety of your pets. Wood flooring throughout. No carpets! There's a huge above ground pool, and a cozy screened porch for your enjoyment. Air Conditioned garage with insulation and screened door. Easy rental process.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Andrea Mendonca (407-534-3799)
1465 AXEL GRAESON AVE, KISSIMMEE, FL 34744
$2,30036 Days on yellowkey MLS ID: S5149524
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1506 Built: 2024Community: Seasons At Big Sky Ph 1Townhouse
Remarks: Spacious and well-maintained 3-bedroom, 2 1/2 bath townhouse built in 2024 available for rent! This home features a 2-car garage and a thoughtfully designed layout with the master bedroom located upstairs, complete with a large walk-in closet for plenty of storage. The open living and dining areas provide a comfortable space for relaxing or entertaining, while the additional bedrooms in the second-floor flexibility for family, guests, or a home office. Enjoy resort-style community amenities including a sparkling swimming pool, playground, and tennis courts. Conveniently located near shopping, dining, schools, and major roadways in Kissimmee, this townhouse offers comfort, convenience, and a great community atmosphere! Schedule a showing today!
Listing Agent: Blanca Hernandez, Llc (407-493-9895)
1707 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$1,47536 Days on yellowkey MLS ID: S5149369
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Community: Essex Park Villas CondoCondo
Remarks: Second-floor unit near to shopping malls, easy access to major haghways.
Listing is courtesy of: JOSE ORLANDO RODRIGUEZ (407-420-7956)
Listing Agent: Orlando Rodriguez (407-420-7956)
1882 RED CANYON DR, KISSIMMEE, FL 34744
$2,100228 Days on yellowkey MLS ID: S5137530
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1624 Built: 2020Community: Kindred Ph 2C1Townhouse
Remarks: This two-story townhome offers 3 bedrooms and 2.5 bathrooms in the highly desirable Kindred community in 34744. Enjoy a functional layout with comfortable living spaces and a practical kitchen designed for everyday living. Kindred is a master-planned community known for its resort-style amenities, including pools, clubhouse, fitness center, playgrounds, trails, and recreational areas. Conveniently located with easy access to major roads and nearby shopping, dining, and everyday services, plus quick connectivity toward Lake Nona/Medical City, NeoCity, and Orlando International Airport. Available now. Applicants must meet standard rental requirements. For more information or to schedule a showing, please contact the property management team.
Listing is courtesy of: MELIN REALTY LLC (407-683-8713)
Listing Agent: Isabel Melin Goitia (407-683-8713)
1920 TOHOQUA BLVD, KISSIMMEE, FL 34744
$2,490292 Days on yellowkey MLS ID: O6338953
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2023Community: Tohoqua Ph 6Townhouse
Remarks: Townhome in Tohoqua, Kissimmee Welcome to the Lancaster model, a bright and spacious two-story townhome featuring 3 bedrooms, 2.5 bathrooms, and a 2-car rear-load garage. This home offers an open-concept living and dining area, a fully equipped kitchen with quartz countertops and stainless steel appliances, plus a laundry room with washer and dryer included. Upstairs, enjoy a luxurious master suite with a private bathroom and walk-in closet. With Lennar’s Everything’s Included® package, the home comes complete with blinds, appliances, and smart-home features such as a video doorbell and keyless entry. Located in the highly desirable Tohoqua community, residents enjoy access to resort-style amenities including a sparkling swimming pool, clubhouse with fitness center, tennis & pickleball courts, and scenic walking trails. Just minutes from major highways, schools, and shopping, this home combines comfort, style, and convenience. ?? Don’t miss the opportunity to live in one of Kissimmee’s most sought-after communities!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Tahuanting Romero (407-460-9385)
1291 ASHER MASON AVE, KISSIMMEE, FL 34744
$2,600211 Days on yellowkey MLS ID: O6360764
INCREASED by $100 (4.0%) on 05/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2024Spa: NoSingle Family
Elementary School: Partin Settlement Elem
Remarks: One or more photo(s) has been virtually staged. • WATER VIEW • SPACIOUS 4 BED / 3 BATH Welcome to this beautiful, brand-new, water-view home, designed with an open and airy layout that offers a clear sightline straight through the heart of the house. The Magnolia floor plan features an extended entertaining corridor that seamlessly connects the dining room, kitchen, and great room—perfect for gatherings and family living. Large sliding doors open to the rear patio, allowing natural light and peaceful outdoor views to enter. The chef-inspired kitchen includes: A long prep-and-serve island Ample granite counter space Custom cabinetry A generous walk-in pantry Ideal central location for socializing while cooking This home offers three spacious secondary bedrooms, thoughtfully arranged with two full bathrooms for comfort and privacy. The primary suite is quietly tucked at the back of the home and features: An oversized L-shaped walk-in closet A luxurious bathroom with a dual vanity Large glass shower enclosure Private water closet Enjoy modern living, abundant storage, and a bright, open layout perfect for entertaining and everyday comfort. A must-see brand-new home with a serene water view!
Listing is courtesy of: ORLANDO PROPERTY BROKER (760-709-2220)
Listing Agent: Rajesh Chhelavda (760-709-2220)
1434 MADDIE BERRY LN, KISSIMMEE, FL 34744
$3,00058 Days on yellowkey MLS ID: S5147684
INCREASED by $200 (7.1%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 2066 Built: 2024Community: Seasons At Big Sky Ph 1Single Family
Remarks: Beautiful and well-maintained home located in a quiet and convenient area of Kissimmee. This property offers a spacious and functional open-concept layout, perfect for comfortable living. The home features a bright living area, a modern kitchen with ample cabinet space, and generously sized bedrooms designed for comfort and privacy. The primary suite includes a private bathroom and walk-in closet. Enjoy a private backyard, ideal for relaxing or spending time outdoors. Conveniently located near major roads, schools, shopping centers, and dining options, with easy access to Lake Nona, Orlando International Airport, and surrounding areas. Don’t miss this opportunity to live in a well-connected and growing area of Kissimmee.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maria Gomez (407-247-2644)
1834 CACUTTA WAY, KISSIMMEE, FL 34744
$2,90081 Days on yellowkey MLS ID: O6393199
REDUCED by $100 (3.3%) on 05/07/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2024Community: Kindred Ph 3B 3C & 3DSingle Family
Remarks: This spacious two-story home offers a modern and comfortable living space with high-end features, including: Modern Kitchen with quartz & granite countertops, center island, ample cabinetry & stainless-steel appliances, Smart Home Technology for easy control via smart devices, Luxury Vinyl Plank & Ceramic Tile Flooring for durability and elegance, Spacious Primary Suite with ensuite bathroom & walk-in closet, Upstairs Living Area & Laundry Room for added convenience, Extra Storage Spaces throughout the home. Resort-Style Community Amenities: Community Pools, Clubhouses & Cabanas, Fitness Centers & Sports Courts (Soccer Field & Beach Volleyball, Playground & Pavilion Picnic Areas, Dog Park & Walking Trails. Don’t miss the opportunity to live in this stunning home with top-tier amenities! Contact us today to schedule a showing or for more details!
Listing Agent: Liliana Baquero Perez (407-613-0012)
155 OWENSHIRE CIR, KISSIMMEE, FL 34744
$2,19538 Days on yellowkey MLS ID: O6405486
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1803 Built: 2003Community: Remington Parcel K Ph 3Single Family
Remarks: Golf Community! 2-story 4 bedrooms, 2.5 bath home. Large living room perfect for get together. Eat-in kitchen with breakfast bar and closet pantry. Neutral colors and plenty of natural light. Master suite has his/her vanity, walk-in closet and atub/shower combo. Inside laundry. Enjoy weekend bbqs on the open patio. Fenced yard is great for family, pets and weekend projects. 2-car garage. Community offers, pool, soccer fields, rec bldg, golfing and more, Schools just minutes away so are shopping centers, dining, Turnpike, Kissimmee & St. Cloud Lakefront parks and recreation.
Listing Agent: Ya Lan Chien (321-960-1245)
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