Location: Kissimmee , 34744
Do Not Show Listings
2754 CALLAWAY LN, KISSIMMEE, FL 34744
$420,000176 Days on yellowkey MLS ID: S5141838
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 2004Monthly Fee: $78 Tax: $6,917 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,917
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. DON'T MISS THIS 4 BEDROMED 3 1/2 BATH ( 2 EN-SUITE ) WITH HEATED POOL.**NEW ROOF APRIL 2024** FULLY FUNISHED HOME ALL READY TO GO, PRICED TO SELL. DON'T MISS IT, CALL FOR A SHOWING TODAY. THIS CLASSIC 2 STOREY HOME IS SITUATED IN WINDSOR PARK AT GATED REMINGTON GOLF AND COUNTRY CLUB. ON ENTERING THE PROPERTY IT IS OBVIOUS IT HAS BEEN DECORATED WITH A GREAT DEAL OF THOUGHT TO DETAIL OF COLOUR CO-ORDINATION. GROUND FLOOR CONSISTS OF LIVING ROOM, DINING AREA, LARGE KITCHEN, FAMILY ROOM AND BREAKFAST NOOK LEADING OUT THROUGH SLIDING PATIO DOORS TO COVERED LANAI MAKING A WELCOME BREAK FROM THE FLORIDA SUN! GROUND FLOOR PRIMARY BEDROOM WITH HUGE EN-SUITE BATHROOM CONSISTING OF DOUBLE VANITY SINKS, CORNER GARDEN BATH, LARGE TILED SHOWER AND SEPERATE TOILET. GREAT STORAGE WITH 2 WALK-IN CLOSETS AND LINEN CLOSET ! OUTSIDE THE SOUTH FACING HEATED SWIMMING POOL AWAITS. 1ST FLOOR BOASTS 3 GOOD SIZED BEDROOMAND 2 BATHROOMS. THE PROPERTY STANDS ON LARGE CORNER LOT AND IS NOT TO BE MISSED. PRICED TO SELL SO BRING YOUR CHEQUE BOOK!!! BUY FOR RENTAL INCOME GENERATION, ( SHORT TERM AND LONG TERM INCOME POSSIBLE) BUY FOR YOUR WINTER OR WEEKEND RETREAT.BUY TO LIVE PERMINANTLY AND TO ENJOY ALL THAT THE ENTERTAINMENT CAPITAL OF THE WORLD HAS TO OFFER. CLOSE TO THE AIRPORT AND FLORIDA TURNPIKE .TOUR TODAY
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
1701 BULL HILL RD, KISSIMMEE, FL 34744
$579,99078 Days on yellowkey MLS ID: S5148728
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2852 Built: 2024Monthly Fee: $16 Tax: $7,143 (2025)Community: Kindred Ph 3B 3C & 3DSingle Family
Taxes:$7,143
Remarks: WELCOME TO THIS EXCEPTIONAL OPPORTUNITY TO OWN A WELL MAINTAINED 4-BEDROM 3.5 BATH, ONE STORY HOME FEATURING A PRIVATE N-LAW SUITE. ONLY TWO YEARS YOUNG, THIS HOME TRYLY REFLECTS PRIDE OF OWNERSHIP THROUGHOUT. THE SPACIOUS LAYOUT INCLUDES AN EXTENDED LANAI, COMPLETE WITH A COVERED ROOF FOR ADDED SHADE AND PROTECTION, AND A FULLY SCREENED ENCLOSURE=PERFECT FOR ENJOYING FLORIDA LIVING YEAR ROUND. THE GARAGE HAS BEEN UPGRADED WITH A HIGH QUALITY FLOOR COATING FOR A DURABILITY AND A CLEAN FINISHED LOOK. THE PRIVATE IN-LAW SUITE OFFERS ITS OWN ENTRANCE AND INCLUDES A FULL BEDROOM WITH A WLK-IN CLOSET, ALONG WITH A COMFORTABLE LIVING AREA AND A COMBINED KITCHEN AND DINING SPACE-IDEAL FOR GUESTS OR MULTI-GENERATIONAL LIVING. LOCATED IN THE DESIRABLE KINDRED COMMUNITY, THIS CAMDEN MODEL SIT ON A BEUTIFUL HOMESITE WITH SERENE WATER VIEWS IN THE REAR DONT MIS THIS INCREDIBLE OPPORTUNITY, SHCEDULE YOUR PRIVATE SHOWING TODAY.
Listing is courtesy of: RIGHT CHOICE REALTY & SERVICES, INC. (407-791-9551)
Listing Agent: Ruth Ruiz (407-791-9551)
3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744
$369,900123 Days on yellowkey MLS ID: O6389027
1 Days Off yellowkey (back on 7/8/2026)
REDUCED by $12,100 (3.2%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1541 Built: 2011Monthly Fee: $136 Tax: $4,861 (2025)Community: Raintree At Springlake Village Ph 2Single Family
Taxes:$4,861
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Virtually Staged. NEW ROOF 2025 – MOVE-IN READY – LARGE BACKYARD! Welcome to this well-maintained 3-bedroom + FLEX ROOM, 2-bath single story home with a 2-car garage in the desirable Raintree at Springlake community of Kissimmee! With a brand NEW ROOF installed in 2025 and a versatile floor plan designed for everyday living, this home offers flexibility and an unbeatable location close to Lake Nona and major roadways. Step inside to find a bright, OPEN LAYOUT with a flexible bonus space just off the foyer – perfect for a formal dining room, second living area, home office, or creative flex space to suit your needs. The EAT-IN KITCHEN is well equipped with ample cabinet and counter space, quality appliances, pantry storage, and a dining nook, and it opens directly to the spacious living room for easy entertaining and daily living. Sliding glass doors fill the home with natural light and lead out to a large backyard, offering the perfect blank canvas to design the outdoor space of your dreams – whether that’s a lanai, garden retreat, play area, or future pool. The ideal SPLIT BEDROOM floor plan provides privacy for everyone, with the generous PRIMARY SUITE tucked away on one side of the home, complete with a WALK-IN CLOSET and private en-suite bath. Two additional bedrooms are located on the opposite side of the home with a full bath between them. Living in Raintree at Springlake means enjoying RESORT STYLE AMENITIES, including GATED ACCESS, two pools, tennis courts, sand volleyball, soccer field, fitness center, dog park, playgrounds, and scenic walking trails – creating the perfect setting for an active Central Florida lifestyle! The location is equally impressive with easy access to Boggy Creek Road, putting you minutes from shopping, dining, lakes, recreation, Lake Nona’s Medical City, SR 417, and Orlando International Airport. Outdoor enthusiasts will appreciate being close to East Lake Toho and the Austin-Tindall Sports Complex, and the home is also zoned for “A” Rated Narcoossee Middle School. Raintree at Springlake welcomes you home with this move-in ready property offering space, flexibility, and a location that keeps you connected to everything Central Florida has to offer. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744
$474,999378 Days on yellowkey MLS ID: S5130069
REDUCED by $14,001 (2.9%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2251 Built: 2012Monthly Fee: $112 Tax: $4,907 (2024)Community: North Point Ph 1ASingle Family
Taxes:$4,907
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) have been virtually staged.Welcome to your move-in ready home with a serene pond view, located in a fully gated community of North Pointe! This beautifully maintained 3-bedroom, 2.5-bathroom home also features a versatile flex room—perfect for a home office, playroom, or guest space. As you enter, you’re greeted by high ceilings and a bright, open layout with convenient access to two bedrooms, a full bathroom, and the flex room. The spacious formal living and dining areas provide the ideal setting for family gatherings and entertaining guests.The open-concept kitchen is a true highlight, complete with a breakfast nook and breakfast bar—perfect for casual meals and morning coffee. The primary suite offers a relaxing retreat, featuring two walk-in closets and a private en-suite bath with dual vanities, a soaking tub, and a walk-in shower.Enjoy peaceful pond views from multiple areas of the home—whether you’re relaxing in bed, unwinding in the living room, or dining in the breakfast nook. Step outside to the fully screened-in lanai and fenced backyard, where you can take in the tranquil water views in comfort. Recent updates provide added peace of mind, including: • New roof (2022) • New air conditioning system (2025) • New flooring in bedrooms and flex room (2025) • Freshly painted exterior (2026) This home is conveniently located near the community pool and playground, and just minutes from major destinations: • 5 miles to Lake Nona • 8 miles to Orlando International Airport • 18 miles to Disney Don’t miss this opportunity—schedule your showing today and come experience this beautiful home for yourself!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jeremy Stout (407-655-7168)
1508 JENNI LEE CT, KISSIMMEE, FL 34744
$444,90059 Days on yellowkey MLS ID: TB8508177
REDUCED by $15,000 (3.3%) on 07/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 1996Monthly Fee: $21 Tax: $1,877 (2025)Community: Woods At Kings Crest The Ph 1Spa: NoSingle Family
Taxes:$1,877
Remarks: Come fall in love with The Woods at Kings Crest, one of the area’s most desirable neighborhoods known for its mature trees, generous lot sizes, and unique, non–cookie-cutter homes. This spacious 3-bedroom, 2-bath residence sits on a 0.34-acre lot and offers the privacy and charm buyers crave. An attached, private-entrance in-law suite featuring a full 1B/1B layout, with spacious kitchen and living space, provides the perfect retreat for in-laws, visiting guests, or even potential rental income. Step into your fully fenced backyard, complete with two beautiful mature Sugar Maples—perfect for a shady hammock retreat or the future site of your pool and outdoor kitchen. With over 16 feet of space between you and any neighbor, you’ll enjoy a true sense of openness and your own private oasis. A versatile 12\' x 24\' shed with light and water connections provides the ideal setup for a workshop, she-shed, man-cave, or hobby space. Located on a quiet cul-de-sac with virtually no traffic, this home is surrounded by neighbors who take pride in their properties and enjoy a family-friendly environment. Major updates include: New roof (2022) New double-paned, insulated windows (2025) Realtors with pre-qualified or pre-approved buyers are welcome. Showings are by appointment only as the home is owner-occupied. Conveniently located just minutes from the Florida Turnpike, less than 30 minutes to Orlando International Airport, and close to new shopping centers and schools.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
2601 GOLD DUST CIR, KISSIMMEE, FL 34744
$479,000110 Days on yellowkey MLS ID: S5146084
REDUCED by $5,999 (1.2%) on 07/08/2026
Bed: 4 Bath: 3.5 Gar: 18 Liv Area Sq Ft: 2691 Built: 2001Monthly Fee: $47 Tax: $4,131 (2025)Community: Fortune LakesSingle Family
Taxes:$4,131
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Beautifully updated home in the desirable Fortune Lakes community featuring spacious living areas and a private mother-in-law suite perfect for guests, multigenerational living, a home office, or potential rental income. Recent upgrades include a new roof (2022), fully renovated kitchen (2025), newly built mother-in-law suite (2025), and updated bathrooms. Conveniently located near shopping, dining, schools, and major highways. Seller is very motivated,Perfect opportunity for homeowners or investors.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angel Ramirez (407-967-5368)
2716 WORTHAM LN, KISSIMMEE, FL 34744
$410,000137 Days on yellowkey MLS ID: O6385986
REDUCED by $5,000 (1.2%) on 07/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1998Monthly Fee: $13 Tax: $6,364 (2025)Community: Remington Ph 1 Tr ESingle Family
Taxes:$6,364
Remarks: Virtually Staged. Don’t miss this rare opportunity to own a pristine, move-in-ready sanctuary in the highly desirable Remington Golf Community. This exceptional pool home delivers the perfect blend of modern comfort and effortless Florida living. Step inside to discover a bright, open-concept layout filled with natural light. The heart of the home features a well-appointed kitchen with a large island and skylight that flows effortlessly into the spacious living and dining areas. Your private primary retreat offers a high-end escape with direct access to the sparkling pool, while the home also boasts a large deck ideal for entertaining and outdoor enjoyment. Best of all, this home benefits from a newer ROOF (2022) and HVAC system (2021), ensuring years of worry-free comfort and peace of mind. It also includes a fully paid-off solar panel system along with a Tesla Powerwall battery backup. The solar system dramatically reduces your monthly electric bills, while the battery provides reliable power during outages, stores excess energy, and gives you greater control over your energy costs. Situated on a prime corner lot, this home enjoys all the outstanding resort-style amenities Remington Golf Community has to offer, including an 18-hole championship golf course, community pool, recreation center, tennis courts, basketball court, sports fields, sand volleyball court, and scenic walking and fitness trails and much more! With easy access to the Florida Turnpike, shopping, dining, and all that Kissimmee and Orlando have to offer, this beautifully maintained home represents outstanding value in today’s market. Properties like this move quickly. Schedule your private showing today before it is too late!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jerry Miller (407-480-9633)
604 CHADBURY WAY, KISSIMMEE, FL 34744
$439,00015 Days on yellowkey MLS ID: O6420445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2005Monthly Fee: $78 Tax: $5,214 (2025)Community: Remington Prcl M1Single Family
Taxes:$5,214
Remarks: Welcome to this beautiful LAKEVIEW POOL HOME with 4 bed/3 bath FURNISHED located in Remington golf community. Ideal HOLIDAY HOME, SHORT TERM RENTAL for investors or live the RESORT LIFESTYLE that Florida has to offer. HOA dues include lawn care and CDD is included in the annual property tax bill. NEW ROOF(2026), NEW WINDOWS (2026), NEW REFRIGERATOR (2026), APPLIANCES (2023), HVAC (2023), NEW GARAGE DOOR MOTOR (2026), EXTENDED 2 CAR GARAGE. Conveniently located approx. fifteen minutes to Theme parks, Approx. twenty minutes to Orlando international Airport. Approx. five minutes drive to shopping Mall with Publix supermarket, Approx. 5 minutes from Florida Turnpike, Approx. ten minutes to Remington center for shops and restaurants. Fully fitted stainless steel kitchen with appliances and utensils, linen, cutlery. Large flat screen TV. Sparkling pool and covered lanai. This home is located in the sought after golfing community of Remington which boasts a host of amenities including a huge lap pool, kiddie pool, playground, fitness center, and tennis, basketball and volleyball courts! Minutes to schools, theme parks, shopping, dining and East Lake Toho which boasts a 143 boat-slip marina, boat ramp, fishing pier, playground, volleyball court, and picnic tables. Schedule a viewing today! Zoned for short term rentals. A short commute to Lake Nona’s Medical City. Near lakes for wildlife watching ,boating and fishing. One hour drive to Cocoa Beach and approx. 20 minutes to Inlet State Park for snorkeling, Diving, Surfing, Bird watching. Excellent home or investment opportunity! Schedule your private showing today!
Listing Agent: Renata Dove (407-923-8216)
4421 JIM BRANCH RD, KISSIMMEE, FL 34744
$849,9007 Days on yellowkey MLS ID: S5153225
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2000 Built: 2020 Tax: $5,348 (2025)Community: N/ASingle Family
Taxes:$5,348
Remarks: Luxury Custom Estate on 1 Acre with Detached 3-Car Garage & Two Metal Workshops. Welcome to this exceptional custom-built estate situated on a beautifully landscaped 1-acre homesite. Built in 2020 and meticulously maintained, this stunning 2,000 sq. ft. home offers 3 bedrooms, plus a dedicated office with custom built-ins, 2 luxurious bathrooms, an open-concept great room, dining area, laundry room, open wrap around front porch, and a screened rear porch designed for year-round Florida living. Located on a quiet dead-end paved road, you'll enjoy peaceful country living just minutes from major highways, Orlando International Airport, Lake Nona, and Saint Cloud. Inside, quality craftsmanship is evident throughout with 10-foot ceilings, 8-foot doors, porcelain tile flooring, custom wainscoting, Craftsman trim, 5½-inch baseboards, plantation blinds with programmable smart controls, and French doors with built-in blinds. Smart home features include Alexa-compatible lighting, Lutron controls, Nest thermostat, surround sound, security system, Ring doorbell, Wi-Fi connectivity, and custom lighting throughout. The gourmet kitchen features quartz countertops, an oversized island, dual built-in refrigerators (2025), gas range with pot filler, farmhouse sink, under-cabinet lighting, soft-close wood cabinetry, premium appliances, and two pantry areas. The office includes custom built-in desks and cabinetry with quartz work surfaces. A dedicated laundry/mudroom space with built-in cabinetry, quartz counters, front load washer and dryer on pedestals and sink makes chores a breeze. The spacious owner's suite offers a custom closet system and a spa-inspired bath with an oversized walk-in shower, dual rain and handheld shower heads, Kohler fixtures, and a private water closet. The guest bath features the same quality finishes. Enjoy Florida living from the Trex wraparound front porch or entertain on the screened rear porch complete with a summer kitchen featuring a KitchenAid gas grill, beverage refrigerator, sink with tankless water heater, surround sound, TV hookup, and ceiling fans. Built for efficiency and durability, the home includes concrete block construction with James Hardie siding, premium metal roof, spray foam insulation, double-pane windows, Rheem tankless gas water heater, whole-house water filtration system (2025), propane generator hookup, Lexan hurricane shutters, programmable irrigation, and extensive exterior lighting. The property also includes a detached 3-car garage connected by a covered walkway, plus two insulated metal workshops. The original 20' x 30' shop includes electricity, an automatic garage door, and a 10' x 30' lean-to. The newer 30' x 50' shop (2025) features drywall, custom paint, epoxy floors, electricity, and three Genie automatic garage doors. All garage and shop doors are MyQ smart enabled. Additional exterior features include two sets of double gates with Ghost gate openers, full perimeter fencing, dedicated dog run, paver driveway and walkways, mature oak trees, beautiful landscaping, multiple water spigots, holiday lighting outlets, security cameras, and flood lighting. This one-of-a-kind property combines luxury, functionality, privacy, and exceptional craftsmanship in a highly desirable Central Florida location. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Caleb Carpenter (863-443-1039)
1909 HOWARD MESA DR, KISSIMMEE, FL 34744
$389,9907 Days on yellowkey MLS ID: O6422957
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
2042 WALNUT CREEK DR, KISSIMMEE, FL 34744
$399,9907 Days on yellowkey MLS ID: O6422932
3821 SHOREVIEW DR, KISSIMMEE, FL 34744
$523,000110 Days on yellowkey MLS ID: S5146534
REDUCED by $1,994 (0.4%) on 07/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2458 Built: 2009Monthly Fee: $188 Tax: $3,749 (2025)Community: North Shore VillageSingle Family
Taxes:$3,749
Remarks: Virtually Staged. Welcome to this beautifully maintained 4-beds, 3 full baths home with lake views, located in the desirable gated community of North Shore Village in Kissimmee. Step inside to discover spacious living areas filled with natural light and designed for both everyday living and entertaining. The open-concept kitchen features ample cabinetry, generous counter space, and overlooks the living and dining areas with relaxing lake views from the backyard. The primary suite offers a private and relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. With three full bathrooms, this home provides comfort and convenience. Enjoy peaceful mornings and beautiful sunsets from the backyard while taking in the serene lake view. Located within the gated community of North Shore Village, residents enjoy access to community amenities including a pool, while being conveniently located near shopping, dining, schools, airport and major highways. This beautiful home with lake views, solar panels, offers comfort, efficiency, and an excellent location. Schedule your private showing today.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Lizbeth Colorado (321-240-0616)
1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744
$260,000131 Days on yellowkey MLS ID: S5143478
REDUCED by $20,000 (7.1%) on 07/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1728 Built: 1998Monthly Fee: $200 Tax: $3,278 (2025)Community: Eric EstatesTownhouse
Taxes:$3,278
Remarks: Beautiful and spacious 3-bedroom, 2-bath townhome located in a gated community in Kissimmee. This well-maintained home offers a functional open layout with bright living spaces ideal for everyday living and entertaining. The kitchen provides ample cabinetry and counter space and opens to the main living area for easy flow. Spacious bedrooms offer comfort and privacy, with a relaxing primary suite. Enjoy a private backyard perfect for outdoor gatherings or quiet evenings. Conveniently located just minutes from FL-417 (Central Florida Greeneway), Florida’s Turnpike, and Osceola Parkway, providing easy access to Orlando, Lake Nona, Orlando International Airport, and major attractions. Nearby shopping and dining include The Loop, Publix, Target, and popular restaurants and local cafés. Close to schools, parks, and entertainment. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
2356 VALLEY AVE, KISSIMMEE, FL 34744
$360,000123 Days on yellowkey MLS ID: O6390430
4 Days Off yellowkey (back on 6/2/2026)
REDUCED by $5,000 (1.4%) on 05/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1973 Tax: $671 (2025)Community: Town & Country Estates Unit 1Spa: NoSingle Family
Taxes:$671
Elementary School: Mill Creek Elem (K 5)
Middle School: Denn John Middle
Remarks: Under contract-accepting backup offers. HOME WITH POOL!! Unbeatable Value in Prime Kissimmee! NO HOA Don’t miss this incredible opportunity to own a POOL HOME in one of Kissimmee’s most convenient locations, offered at a GREAT MARKET VALUE! This 4-bedroom, 2-bath single-family home sits on a quiet neighborhood and offers endless potential for home buyers ready to make it shine. With 1,855 sq ft of living space, a fenced backyard this property is perfect for anyone looking to build equity, create their dream space, or snag a smart investment in a high-demand area. featuring a private pool, and solid bones, this home is a true diamond in the rough. Bring your vision, add some cosmetic updates, and watch your equity grow. Enjoy the benefits of fully paid-off solar panels that transfer at closing, delivering immediate energy savings for the new owners. Major recent upgrades include a new roof and windows (2021), pool resurfacing (2025), tankless water heater (2025), and an updated electrical panel (2026), giving buyers added confidence long-term value and peace of mind. Private backyard with pool area—perfect for outdoor enjoyment and entertaining. LOCATION IS EVERYTHING: enjoy easy access to Florida’s Turnpike, U.S. 192 and I-4, placing you just minutes from world-famous theme parks, shopping, restaurants, and entertainment. Close proximity to the Bob Makinson Aquatic Center for additional recreation. Move-in ready with modern upgrades—ideal for primary residence, vacation home, or investment opportunity. Whether you’re searching for your next family home, vacation rental, or a profitable renovation project, this home checks all the boxes. The property is being sold "As Is" BRING YOUR OFFERS TODAY!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Gisselle Guerra (407-575-7472)
1137 SHAWNEE DR, KISSIMMEE, FL 34744
$234,700308 Days on yellowkey MLS ID: O6342706
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 684 Built: 1920 Tax: $2,343 (2024)Community: Osceola AcresSingle Family
Taxes:$2,343
Remarks: Charming Home with Income Potential in Kissimmee! This well-maintained property offers a functional layout with flexible living space, including an additional room with its own private bath—ideal for guests, a home office, or a private retreat. The home has benefited from various updates and improvements over the years, providing added value and peace of mind. Recent inspections and appraisal evaluations have already been successfully completed. Enjoy a spacious backyard featuring a tiny home with rental potential, creating an excellent opportunity for additional income. NO HOA. Conveniently located near US-192, Orange Blossom Trail, shopping, dining, schools, and major roadways. Whether you’re looking for a primary residence or an investment opportunity, this property offers flexibility, value, and potential in one package. Schedule your private showing today!
Listing Agent: Yessica Rios Rios (407-773-6380)
2943 CASABELLA DR, KISSIMMEE, FL 34744
$399,900220 Days on yellowkey MLS ID: O6363943
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1895 Built: 2014Monthly Fee: $175 Tax: $7,799 (2024)Community: Villa Sol VillageSpa: NoSingle Family
Taxes:$7,799
Remarks: This stunning four-bedroom, two-bath, single story home is a true gem. The HVAC is 3 years old, inside, you’ll find a spacious open floor plan, brand-new luxury vinyl plank flooring, and 8.5-foot ceilings that create a bright, airy feel. The kitchen is a chef’s delight with 42 inch upper cabinets, a closet pantry, and granite countertops throughout the home. The primary suite is thoughtfully designed for privacy and comfort, featuring a large walk-in shower, double vanities, a private water closet, and two generous walk-in closets. Completing the home is a beautiful and durable terracotta clay tile roof, adding both charm and longevity. This home truly combines luxury, convenience, and resort style living at its finest! Nestled inside a beautifully HOA maintained gated community, this neighborhood offers an unparalleled blend of comfort, recreation, and natural beauty. Residents enjoy a grand clubhouse complete with an elegant event center perfect for weddings, family celebrations, and large gatherings along with multiple private meeting rooms for work or social activities. Step outside and experience amenities designed for every lifestyle: tennis courts, basketball courts, a kiddie playground, and charming picnic areas with BBQ stations set on a spacious lakeside deck overlooking serene Lake Toho. Stroll along the community’s meandering streets and relax on shaded park benches as you take in the peaceful scenery and local birdlife. Conveniently located, this home puts you just 30 minutes from Magic Kingdom and SeaWorld, only minutes from Orlando International Airport, and close to countless navigable lakes for boating and outdoor fun.
Listing Agent: Evelyn Malave (407-973-4303)
1528 ERIN BREEZE LN, KISSIMMEE, FL 34744
$375,000102 Days on yellowkey MLS ID: S5147056
REDUCED by $4,000 (1.1%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1509 Built: 2024Monthly Fee: $280 Tax: $4,867 (2025)Community: Seasons At Big Sky Ph 1Townhouse
Taxes:$4,867
Remarks: Beautifully situated in the highly desirable Seasons at Big Sky community in Kissimmee, this recently built 2023 townhome offers the perfect blend of comfort, style, and convenience. Featuring 3 spacious bedrooms and 2 full bathrooms, this well-maintained home is ideal for both homeowners and investors alike. Positioned on a premium corner lot, the property provides added privacy, abundant natural light, and enhanced curb appeal, along with the convenience of a 2-car garage. It is FREE of CDD fees. Enjoy the benefits of modern construction and energy efficiency in a move-in-ready home. Ideally located, the property is approximately 25 minutes from Orlando International Airport, about 20–25 minutes to Walt Disney World Resort, and around 30 minutes to Lake Nona’s Medical City, with easy access to major highways including Florida’s Turnpike, 417, and Osceola Parkway. Close to shopping, dining, and Central Florida’s world-renowned attractions, this home offers both comfort and an unbeatable location in a growing and vibrant community.
Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)
Listing Agent: Tatiana Diaz (407-593-9087)
1550 REGAL OAK DR, KISSIMMEE, FL 34744
$460,00060 Days on yellowkey MLS ID: S5150034
1 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,000 (2.1%) on 06/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 1983 Tax: $3,426 (2025)Community: Regal Oak Shores Unit 4Single Family
Taxes:$3,426
Remarks: Under contract-accepting backup offers. Welcome to one of the best opportunities in Regal Oak Shores, one of Kissimmee's most established communities, where oversized homesites, mature oak trees, and timeless charm create a setting that is increasingly difficult to find. This beautifully maintained 4 bedroom, 2 bathroom pool home sits on a spacious .34 acre lot and offers over 2,300 square feet of comfortable living space filled with natural light. Designed for both everyday living and entertaining, the home features an updated kitchen, two stunning wood burning brick fireplaces, ceramic tile throughout, and a resurfaced saltwater pool completed in 2026 with warranty. The seller is paying off the solar panel system at closing, allowing the new owner to enjoy exceptionally low to nearly zero electric bills while benefiting from additional major upgrades including a 2016 roof, 2018 HVAC system, 2019 hybrid water heater, 2018 drain field replacement, 2019 Hardie Board siding, sealed brick exterior, new pool pump, saltwater system, updated garage door opener and springs, and soffit replacement, providing years of peace of mind. Ideally located just minutes from the Florida Turnpike, Orlando International Airport, Lake Nona Medical City, shopping, restaurants, hospitals, and Central Florida's world famous attractions including Disney and Universal, this home combines location, value, energy efficiency, and lifestyle in one exceptional package. Homes in Regal Oak Shores with this level of upgrades, a private pool, oversized lot, and no HOA rarely become available, making this a unique opportunity you do not want to miss.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Maria Santacruz (407-552-8213)
1826 HOWARD MESA DR, KISSIMMEE, FL 34744
$419,99033 Days on yellowkey MLS ID: O6416048
2 Days Off yellowkey (back on 7/7/2026)
REDUCED by $5,000 (1.2%) on 07/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Remarks: The Harper floorplan offers a 4-bedroom, 2-bathroom home with 1,665 sq ft of living space. Features include quartz and Revwood floors, an open layout, a spacious living room with natural light, a chef's kitchen with quartz countertops and stainless steel appliances, and a primary suite with a private ensuite bathroom. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
1808 HOWARD MESA DR, KISSIMMEE, FL 34744
$412,99071 Days on yellowkey MLS ID: O6404608
REDUCED by $6,000 (1.4%) on 07/02/2026
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