Location: Kissimmee
Do Not Show Listings
235 INDIAN WELLS AVE, KISSIMMEE, FL 34759
$319,90090 Days on yellowkey MLS ID: O6392454
1 Days Off yellowkey (back on 6/6/2026)
REDUCED by $5,000 (1.5%) on 05/27/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1935 Built: 2006Monthly Fee: $442 Tax: $4,172 (2025)Community: Valencia At SolivitaSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,172
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Live the Resort Life Every Day! This impeccably maintained Palm Island model WITH A SOON-TO-BE INSTALLED NEW ROOF offers the perfect blend of elegance and ease in the heart of Solivita’s award-winning 55+ community. From the moment you arrive, the exceptional curb appeal tells you this home is special. Step inside this spacious 2-bedroom, 2.5-bathroom sanctuary; where 8-foot doors, bay extensions and soaring windows flood the open-concept layout with natural light. The centerpiece of the home is the upgraded kitchen featuring gourmet LG appliances, solid wood cabinetry with crown molding and high-end pull-out shelving. Relax in the primary bedroom; a private owner's suite featuring a massive walk-in closet and adult-height vanities. The home has high-end finishes with a thoughtful mix of ceramic tile, wood-look tile, and designer lighting/ceiling fans throughout. The expansive great room transitions seamlessly to a screened-in lanai with newly finished epoxy-coated flooring—your private oasis for morning coffee or evening cocktails. THE SOLIVITA LIFESTYLE - Owning here isn't just about a house; it’s about access to over 150,000 square feet of world-class amenities. Break a sweat at the Riviera Spa with its indoor track and heated lap pool, or the tech-forward Palms Amenity Complex with a gorgeous lap pool, hot tubs, meeting rooms and a state of the art fitness center. There are two 18-hole championship golf courses (The Oaks and The Cypress), 17 Pickleball courts, 9 Tennis courts, Bocce, and Softball. Join any of the 250+ social clubs, take a class at Solivita University, or enjoy dinner at one of three on-site restaurants. The HOA provides true "lock-and-leave" convenience, covering complete lawn care (mowing, weeding, and irrigation), 24/7 guarded security, and even your high-speed internet and TV packages. This golf-cart-friendly community is located just minutes from the vibrant Village Center. Don't just buy a home—invest in your best life. Schedule your private tour today!
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Beth Assif (407-701-3063)
408 CINNAMON DR, KISSIMMEE, FL 34759
$289,900113 Days on yellowkey MLS ID: S5145008
REDUCED by $5,100 (1.7%) on 05/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 2026Monthly Fee: $267 Tax: $624 (2025)Community: Poinciana Nbrhd 03 South Village 07Single Family
Taxes:$624
Remarks: Under contract-accepting backup offers. ASK ABOUT BUILDER INCENTIVES FOR CLOSING COSTS OR RATE BUY-DOWN! Welcome to the "Cypress" model by Honesty Homes! This open-concept, concrete block TILE ROOF home features high-end finishes and numerous upgrades throughout. You'll find 42" cabinets in the kitchen and bathrooms, sleek granite countertops perfect for culinary creativity, and soaring vaulted ceilings that enhance the sense of space. The master bedroom offers indulgence with its vaulted ceiling and two spacious walk-in closets for ample storage. Both bathrooms are thoughtfully designed with generously sized tubs and modern tiled showers, ideal for relaxation. Welcome to Tuscany Preserve, a gated, resort-style community offering a blend of luxury, comfort, and convenience. Residents enjoy a wide array of amenities, including a modern fitness center, a sparkling pool and spa, an elegant clubhouse ideal for social gatherings, and basketball and tennis courts for active living. Whether you're a first-time homebuyer, looking to downsize, or seeking the ideal vacation getaway, this property offers the perfect mix of contemporary living and serene surroundings — all just minutes from shopping, dining, top-rated schools, and major attractions.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Amer Lababidi (407-800-3631)
7793 BASNETT CIR, KISSIMMEE, FL 34747
$699,800161 Days on yellowkey MLS ID: O6373708
5 Days Off yellowkey (back on 6/6/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $7,439 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$7,439
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 6-bedroom, 4-bathroom pool home located in the highly sought-after Windsor Hills Resort. Ideally located approximately 0.4 miles from the clubhouse, just a short walk away, and featuring no rear neighbors, this home offers exceptional privacy—an increasingly rare find in the community. Significant upgrades include a brand-new roof (2022), two new HVAC systems (2022), and luxury vinyl plank flooring throughout (2022). The private pool was professionally resurfaced in 2017, and the home underwent a full remodel the same year, ensuring modern comfort, style, and long-term durability. This property has been meticulously cared for and is ideal as a second home, or high-performing short-term rental investment. The main level features a bedroom with a full bathroom, perfect for guests or multi-generational living. Upstairs offers two spacious suites and three themed guest bedrooms. The garage has been converted into a fun game room, adding even more entertainment space. The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, and basic cable. Community amenities include 24/7 manned gated entry, a resort-style clubhouse, community pool, sports courts, and putting green. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities.
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
577 PINEHURST CV, KISSIMMEE, FL 34758
$340,00019 Days on yellowkey MLS ID: S5151383
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1978 Built: 1997Monthly Fee: $100 Tax: $3,851 (2025)Community: Pinehurst At Cypress WoodsSingle Family
Taxes:$3,851
Elementary School: Koa Elementary
High School: Poinciana High School
Middle School: Discovery Intermediate
Remarks: Beautiful 3/2.5 “Two Story Home” located in the established community in Poinciana in desirable subdivision “PINEHURST AT CYPRESS WOODS”. This “Cute Home” features Large Size Lot; Master Bedroom in downstairs; Tile Flooring in the main areas & carpeted bedrooms; Volume Ceilings; Open Floor Plan; Split Bedroom; Formal designated Dining area; Kitchen with solid wood Cabinets, Pantry and Breakfast Nook; Inside Laundry Room; Living Room with sliding door that leading you to rear screen enclosed lanai; Good size Family Room; Bonus Room in upstairs; Huge Fenced Backyard; and The huge backyard & covered back porch to enjoy “Florida Living”. Extra Bonus Room in upstairs could be Office, Game Room or 4th Bedroom. The Community offers Club House, Pool, Picnic Area, and Playground. A minutes away to Shopping, Schools, Banking, Super Markets (Publix, Wal Mart, etc.), Restaurants, Public Transportation, Hospital, Library, Business Centers, and Schools. All the information relating to this MLS Listing is intended to be accurate but cannot be guaranteed and must be verified by the buyer and buyer's agent. Motivated seller. NOT A SHORT SALE** NOT A BANK OWNED** OR NOT A FORECLOSURE** All Buyers Are Welcome!! Don't miss this “Great Opportunity” to buy the home of your dreams!! Opportunity knocks - ACT FAST!!! Make your appointment NOW to see this GEM!
Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)
Listing Agent: Mohammed Hossain (407-925-3442)
422 LAKEVIEW RD, KISSIMMEE, FL 34759
$350,00019 Days on yellowkey MLS ID: O6414057
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2790 Built: 2005Monthly Fee: $90 Tax: $4,471 (2024)Community: Poinciana Nbrhd 05 Village 07Single Family
Taxes:$4,471
Tax Year: 2024
Remarks: If you are looking for a peaceful place to call home, away from the noise, traffic, and fast pace of city life, this beautiful property at 422 Lakeview Rd, Kissimmee, FL 34759 is an excellent opportunity. Nestled in a quiet and serene setting, this property offers the perfect balance of privacy, comfort, and natural beauty. Imagine waking up to tranquil surroundings, enjoying fresh air, and experiencing the calm atmosphere that only a peaceful community can provide. Whether you are looking for a primary residence, a retirement retreat, or an investment property, this location offers a relaxing lifestyle while still providing convenient access to shopping, dining, schools, healthcare facilities, and major roadways. The spacious surroundings and peaceful environment make this property ideal for those who value quality of life, outdoor living, and a break from urban congestion. Here, you can enjoy the beauty of nature, spend time with family and friends, and create lasting memories in a place designed for comfort and tranquility. Don’t miss the opportunity to own a property in one of Central Florida’s most desirable, peaceful settings. If you’ve been searching for a home where you can relax, unwind, and enjoy a slower pace of life, 422 Lakeview Rd, Kissimmee, FL 34759 may be exactly what you’ve been looking for.
Listing is courtesy of: ERIZIA REALTY INVESTMENTS (407-775-6003)
Listing Agent: Realestatejo Louis (407-967-3532)
3145 STONEHURST CIR, KISSIMMEE, FL 34741
$399,90019 Days on yellowkey MLS ID: S5151296
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 2002Monthly Fee: $197 Tax: $6,464 (2025)Community: Stonehurst At StonefieldSingle Family
Taxes:$6,464
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in a highly sought-after neighborhood! Freshly updated with new exterior paint and the roof was replaced in 2023. Inside, you'll find beautiful tile flooring throughout, providing a sleek, low-maintenance aesthetic. The spacious layout features a bright and airy living area, perfect for both relaxation and entertaining. Enjoy the added privacy of no rear neighbors, creating a serene backyard space to unwind and enjoy the outdoors. With proximity to Disney, Universal, Sea World, shopping, schools, and local amenities, this home is ideally situated for convenience and ease of living.
Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)
Listing Agent: Kerriann Sullivan (407-437-2893)
4957 CASTLE ST E, KISSIMMEE, FL 34758
$360,00019 Days on yellowkey MLS ID: O6413598
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1904 Built: 2019Monthly Fee: $273 Tax: $4,425 (2025)Community: Trafalgar Village Ph 3Single Family
Taxes:$4,425
Remarks: One or more photo(s) has been virtually staged. Escape into your private sanctuary at 4957 Castle St. E, and enjoy effortless, resort-style living. Centered within the highly coveted, 24-hour guard-gated community of Trafalgar Village in Kissimmee, this stunning 4-bedroom, 2-bathroom residence is the epitome of turn-key perfection. Built in 2019 and meticulously maintained, this home welcomes you with an abundance of natural light dancing across gorgeous tile floors, evoking an immediate sense of calm and sophistication. Designed with a keen eye for organization and flow, the open-concept layout centers around a dream kitchen featuring pristine cabinetry, gleaming stainless steel appliances, and a beautiful central island meant for effortless hosting. The split-bedroom floor plan ensures ultimate privacy, showcasing a serene primary suite complete with a massive walk-in closet and an en-suite bath with a double-sink vanity. Three additional guest bedrooms offer deep closets and endless versatility for a home office or creative space. Beyond your door, the HOA handles ground maintenance, allowing you full freedom to enjoy the community's lakefront clubhouse, resort-style pool, fitness center, and wooded walking trails. Located just minutes from world-class attractions, this is a flawless investment or forever home.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Mark Vescio (678-895-2631)
121 LAS FUENTES DR, KISSIMMEE, FL 34746
$490,000284 Days on yellowkey MLS ID: O6343989
1 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2061 Built: 2011Monthly Fee: $367 Tax: $6,079 (2024)Community: Bellavida Ph 1Single Family
Taxes:$6,079
Remarks: Under contract-accepting backup offers. SHORT TERM RENTAL ALLOWED! Incredible resort-style 4BR/4BA pool home offering strong investment potential and luxury living just minutes from Disney. Each bedroom features a private en-suite bath for maximum comfort and privacy. The open-concept layout connects the kitchen, dining, and living areas—perfect for entertaining. First-floor guest suite adds flexibility for owners or guests. Step outside to a screened-in private pool and spacious patio designed for relaxation and gatherings. Upstairs includes a spacious primary suite with spa-inspired bath plus two additional en-suite bedrooms. Located in a sought-after community with resort-style amenities, this home is ideal as a vacation rental, second home, or full-time residence. Close to Disney, shopping, dining, and major highways (I-4).
Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC. (321-607-2354)
Listing Agent: Gylwerd Sevilla Oviedo (305-989-7853)
1451 TAOS AVE, KISSIMMEE, FL 34744
$390,00066 Days on yellowkey MLS ID: S5148136
REDUCED by $30,000 (7.1%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2019Monthly Fee: $11 Tax: $6,597 (2025)Community: Kindred Ph 1ESingle Family
Taxes:$6,597
Remarks: ?? PRICE REDUCED — $390,000 | Kindred, Kissimmee Elegant 4BR/2BA single-story home built in 2019. Corner lot, fenced yard, smart-home features, 2-car garage & resort-style amenities. Like-new & turnkey! ? Down Payment Assistance available ?? Rent to Own option available through our approved lender — your path to homeownership starts today! ?? Contact me for details!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Ana Hernandez (407-968-6264)
187 PINEWOOD CIR, KISSIMMEE, FL 34743
$450,00027 Days on yellowkey MLS ID: O6411284
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 1988 Tax: $5,422 (2025)Community: Bvl Briarwood Village Tr 3Spa: NoSingle Family
Taxes:$5,422
Remarks: Spacious two-story home featuring 4 bedrooms and 2.5 bathrooms with tile and wood flooring throughout most of the house. Enjoy relaxing and entertaining in your private screened-enclosed pool with jacuzzi, perfect for gatherings with family and friends. The oversized patio with gate to the street, offers plenty of space to park your boat or RV. Major updates include an A/C system and water heater that are just a little over 1 year old. Close to Orlando International Airport, mayor highways and Theme Parks. May qualify for a 203K FHA Loan.
Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)
Listing Agent: Adrian Santiago, Sr (321-239-3628)
8901 RHODES ST, KISSIMMEE, FL 34747
$550,000372 Days on yellowkey MLS ID: O6319078
REDUCED by $15,000 (2.7%) on 05/08/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $553 Tax: $6,382 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$6,382
Remarks: Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility for guests. You'll love the the open floor plan, upscale furniture, no carpet throughout the home (ideal for easy maintenance and higher booking potential), and a converted garage arcade room for endless family fun. Upstairs, the versatile loft space serves as a movie theater, game room, or a relaxing lounge area. Step outside to your private heated pool and spa, perfect for soaking up the Florida sun year-round. Windsor at Westside offers resort-style living with a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, lazy river, splash area, Tiki Bar, Tu Casa Bar & Lounge, market and deli, arcade, sand volleyball, multipurpose courts, and a playground—everything your guests need for a memorable stay. Location is unbeatable—just minutes from Walt Disney World, 25 minutes away from Epic Universe theme park, and close to shopping, dining, grocery stores, and entertainment. Whether you’re looking for a top-performing short-term rental or a private vacation escape, this home has it all! Call us now for a private tour.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Camila Riva (407-765-3656)
2940 EVANS DR, KISSIMMEE, FL 34758
$339,90040 Days on yellowkey MLS ID: S5149986
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2001Monthly Fee: $66 Tax: $4,655 (2025)Community: Poinciana Estate Sec BSpa: NoSingle Family
Taxes:$4,655
Elementary School: Reedy Creek Elem (K 5)
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. Welcome to 2940 Evans Drive in Kissimmee, this home perfectly blends comfort, functionality and Florida living. Nestled in a quiet, established neighborhood located in the Doral Woods community you'll have access to the community pool and a tennis court. This beautiful 4 bedroom and 2 bath home offers a rare combination of interior space and outdoor freedom. Open the main door into the foyer that leads you past the formal dining room to a spacious kitchen with an island/breakfast bar that overlooks the family room. Great space for entertaining friends and family! The bedrooms provide a peaceful retreat, and versatility to accommodate your lifestyle; whether you are looking for a home office, room to grow, entertain, or simply enjoy a little extra privacy, this home delivers! With just shy of .30 of an acre of outdoor space, enjoy a private fully fenced backyard with plenty of room to create your own outdoor oasis, ideal for weekend barbecues or simply relax after a long day. Recent improvements include: kitchen appliances 2025, fence improved 2021, roof replaced 2019. Conveniently located close to restaurants, shops, parks, schools and major commuter routes. Need access to world class attractions? Your are at reach within 30 minute drive. If you have been searching for space, value, and a place to truly make your own, this is the one, schedule a tour today!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
303 SILK OAK DRIVE, KISSIMMEE, FL 34743
$390,00040 Days on yellowkey MLS ID: O6408237
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $10,000 (2.5%) on 06/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1612 Built: 1989 Tax: $4,651 (2025)Community: Buenaventura LakeSingle Family
Taxes:$4,651
Remarks: Under contract-accepting backup offers. Fully renovated 4 bedrooms, 2 bathrooms home for sale. This homes features quartz counter tops, stainless steel appliances, luxury finishes, private pool with a spa, 2024 roof, high ceilings, brand new mechanicals, including AC Units, and heater tank. This property is super close to all major highways, restaurants, super market and much more. Please note that this property has already been appraised at $390,000. Appraisal report has been attached to this listing. Should you have any question, do not hesitate to contact me.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mario Villamizar (689-285-9279)
2988 MARBELLA DR, KISSIMMEE, FL 34744
$475,00062 Days on yellowkey MLS ID: S5148494
REDUCED by $10,000 (2.1%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 2004Monthly Fee: $167 Tax: $5,357 (2025)Community: Villa Sol Ph 2 Village 3Spa: YesSingle Family
Taxes:$5,357
Remarks: PRICE IMPROVEMENT! Modern finishes throughout, a fully renovated kitchen, and a resort-style pool and outdoor grill area. Located in the gated Villa Sol community and situated on over a ¼-acre lot, this beautifully maintained 4-bedroom, 2-bath home offers the perfect combination of comfort, style, and outdoor living. From the moment you arrive, you’ll appreciate the attractive landscaping, modern exterior design, and elegant double front doors with decorative glass inserts that create a warm and welcoming first impression. Step inside to a stunning dining room highlighted by gorgeous architectural columns and a striking stone accent wall that adds character and sophistication to the space. Just off the dining room, the kitchen is thoughtfully positioned for both convenience and functionality while still maintaining separation from the main entertaining areas. Designed for everyday living and hosting alike, the kitchen features all appliances included, extensive cabinet and counter space, stone countertops, tile backsplash, and a massive center island with seating—perfect for casual meals, gathering with guests, or entertaining. The living room flows seamlessly from the kitchen and is filled with natural light from oversized windows and double sliding glass doors leading directly to the pool deck, creating ideal indoor-outdoor living. Privately positioned near the front of the home, the spacious primary suite is separated from the guest bedrooms and serves as a relaxing retreat. The bedroom features abundant natural lighting, private sliding glass door access to the patio, and an en-suite bathroom complete with dual vanities, a large walk-in shower, and a garden tub perfect for unwinding at the end of the day. Additional guest bedrooms are located down a separate hallway just off the living room and offer similar layouts, comfortable sizing, and plenty of natural light throughout. Step outside to your own private backyard oasis. The oversized screened pool deck is designed for relaxation and entertaining, featuring a large in-ground pool, a separate brick paver bar area with seating, and a cozy brick fireplace accented by beautiful palm trees that create a true Florida resort-style atmosphere. The fully screened enclosure helps keep out bugs and debris while still allowing you to enjoy the sunshine and outdoor living year-round. Conveniently located near major roads, highways, shopping, dining, and attractions, residents of Villa Sol also enjoy fantastic community amenities including a clubhouse, community pool, playground, fitness center, and more—all within a private gated setting.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
310 E MAGNOLIA ST, KISSIMMEE, FL 34744
$250,000139 Days on yellowkey MLS ID: O6379567
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1312 Built: 1940 Tax: $3,382 (2025)Community: Robert Bass AddSingle Family
Taxes:$3,382
Remarks: Under contract-accepting backup offers. Back on Market! Brand new kitchen cabinets and countertops are in the processing of being installed, and there is a Transferable Termite Bond!! Welcome home to 310 E Magnolia St, Kissimmee, FL 34744 — a rare opportunity just steps from the heart of historic Downtown Kissimmee with NO HOA, endless flexibility, and serious upside! This charming property sits on a nearly Quarter-Acre, Fully Fenced lot with a huge Extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. Whether you’re a primary homeowner craving space or an investor looking for income potential, or BOTH — this one checks all the boxes. The main home welcomes you with a cute front deck, perfect for morning coffee or evening sunsets. Inside, you’ll find 3 bedrooms and 1.5 bathrooms, including a full bathroom with an updated Tiled freestanding shower. The layout offers an open living and dining room combo, plenty of natural light, laminate and tile flooring throughout (no carpet), a kitchen equipped with all essential appliances, and an indoor laundry room with washer/dryer connections. Toward the rear of the home, a bonus flex room near the half bath provides the perfect space for a home office, gym, or playroom. The true standout? A Detached Garage converted into a Studio Apartment featuring a full bedroom AND full bathroom—ideal for guest accommodations, multigenerational living, or immediate rental income to boost your cash flow. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Tohopekaliga’s scenic waterfront, Kissimmee Lakefront Park, vibrant restaurants, boutique and antique shops, artisan stores, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, and SunRail access for easy commuting. Add in proximity to schools, Disney, major roads and highways, the Turnpike, Orlando International Airport, and hospitals, and you’ve got prime convenience wrapped in small-town charm. With the city’s continued growth and revitalization, owning here isn’t just buying a home- it’s investing in the future. Opportunities like this in Downtown Kissimmee don’t come around often. Schedule your private showing Today before it’s gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
416 JANICE KAY PL, KISSIMMEE, FL 34744
$399,000337 Days on yellowkey MLS ID: O6329548
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1866 Built: 2005Monthly Fee: $13 Tax: $5,874 (2024)Community: Eagles LandingSingle Family
Taxes:$5,874
Remarks: Welcome to this well maintained 3-bedroom, 2-bath home featuring a formal dining room and a spacious family room that flows seamlessly into an oversized kitchen—perfect for entertaining or relaxing. Enjoy peaceful pond views right from your backyard in this quiet neighborhood. Located in a golf community offering great amenities including a community pool, fitness center, tennis courts, playground, and more. Just a short drive to world-famous attractions, hospitals, and shopping centers This property is also eligible for leasing—making it an excellent home or investment opportunity! Schedule a viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Monica Perlas (407-446-8086)
8063 KNEE DEEP RD, KISSIMMEE, FL 34747
$398,500308 Days on yellowkey MLS ID: O6334138
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2019Monthly Fee: $398 Tax: $9,876 (2024)Community: Rolling Oaks Ph 6Single Family
Taxes:$9,876
Elementary School: Westside Elem
High School: Celebration High
Remarks: ***FABULOUS MARGARITAVILLE RESORT***FANTASTIC RENTAL OR VACATION HOME*** OWN ONE OF THE BEST LEASING FLOORPLANS with a DOWNSTAIRS Bedroom and BATH*** Your opportunity to own a TROPICAL COTTAGE OASIS in Margaritaville Resort Orlando! Enjoy 5 O'clock somewhere everyday!!! The property is perfect as a Primary Residence or use it as an INVESTMENT / VACATION home and be part of the Margaritaville Rental program! The spacious cottage offers 2 Bedrooms/2 Bathrooms and is a short walk or bike ride to all the amenities that Margaritaville Resort has to offer! ALL FURNITURE AND HOUSEWARES INCLUDED IN LIST PRICE! (The furnishings/Housewares are a $15,000 - $20,000 value). Wonderful Key West style furnishings. This Awesome property offers two Primary suites with bathrooms, one on the First Floor with Access to the Outdoor Patio! Second Floor En Suite Bedroom has a King Size Bed, Private Bathroom with a Tub/Shower Combo and a Private Balcony with Seating Area. Upon arriving to the property guests will enjoy the quaint Covered Front Porch, Ceiling Fans, Upgraded Appliances, QUARTZ Countertops and 'Wood' Tile Flooring. Full size Washer and Dryer on First Floor. Backyard has Paved Patio with Table, Chairs. The Turnkey Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishes/Glasses, Linens and SO MUCH MORE! A one of a Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! MINUTES FROM ALL ORLANDO HAS TO OFFER INCLUDING DISNEY PARKS, UNIVERSAL ORLANDO, SEA WORLD AND THE UP AND COMING EPIC UNIVERSE! Come LIVE, VACATION and INVEST in PARADISE and MARGARITAVILLE!!! If you choose to stay with the same rental company, there are reservations on the books for 2024 and 2025, Or if you want as your primary the bookings can be moved. Schedule a showing today!!
Listing Agent: Randall Gill (407-756-0071)
1529 INDIAN OAKS TRL, KISSIMMEE, FL 34747
$409,50043 Days on yellowkey MLS ID: S5149756
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 1996 Tax: $5,824 (2025)Community: Indian Ridge Villas Ph 2Single Family
Taxes:$5,824
Remarks: Discover your perfect Florida retreat with this beautifully maintained home in the heart of Kissimmee! Nestled in a private, quiet neighborhood, this home is ideal for vacationers or families seeking comfort, convenience, and endless entertainment. Step inside to an open floor plan that seamlessly connects the living, dining, and kitchen areas, accented by carpet and ceramic tile flooring throughout. Natural light floods the space, creating a warm and welcoming atmosphere. Enjoy the ultimate in outdoor living with your private heated pool and covered pool lanai—perfect for relaxing in the shade, entertaining guests, or enjoying Florida’s sunny weather year-round. The vinyl-fenced yard provides both privacy and safety for children or pets, making it ideal for families and vacation rental guests alike. Additional updates include a brand-new roof, giving you peace of mind and added value. Located just minutes from Disney World, top restaurants, shopping, and Orlando’s beautiful beaches, this home offers the perfect mix of tranquility and convenience. Whether you’re hosting vacation guests or making it your own personal paradise, this property is ready to deliver the Florida lifestyle you’ve been dreaming of. Don’t miss this opportunity to own a private home with a heated pool, covered lanai, vinyl-fenced yard, and new roof in a prime Kissimmee location—perfect for vacation rentals or year-round enjoyment!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Joseph Rogers, Llc (407-982-7224)
7977 HANSON BAY PL, KISSIMMEE, FL 34747
$475,000127 Days on yellowkey MLS ID: O6382804
REDUCED by $15,000 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2019Monthly Fee: $407 Tax: $7,381 (2025)Community: Four Seasons At Orlando Ph 1Spa: NoSingle Family
Taxes:$7,381
Elementary School: Island Village Elementary School
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Welcome to the Four Seasons at Orlando – Where Resort Living Meets Everyday Luxury! FULLY FURNISHED AND MOVE IN READY! Nestled within Orlando’s premier 55+ guard-gated community, this stunning home is situated on the famed Mystic Dunes Golf Club. Built in 2019 and offering just over 2,000 square feet, this exceptional 3-bedroom, 2-bath residence is perfectly positioned on a quiet cul-de-sac with sweeping golf course views. From the moment you arrive, the paved driveway and manicured setting set the tone. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by plush carpeting in the bedrooms. Crown molding, tray ceilings, and designer finishes elevate every space. The wide-open floor plan centers around a stunning bright white kitchen featuring Shaker-style cabinetry, stone countertops, a built-in oven and cooktop, walk-in pantry, and an enormous island designed for gathering. A built-in office/workspace greets you at the entry — ideal for remote work or organization. An extra-wide sliding glass door frames the golf course beyond, filling the home with natural light and seamlessly connecting to the covered, paved back porch. The primary suite is a true retreat, overlooking the course and offering a spa-inspired bath with glass-enclosed shower, double vanity, private water closet, and an oversized walk-in closet. Secondary bedrooms are generously sized, and both bathrooms showcase beautiful tile detail and stone countertops. The laundry/utility room includes, shelving, and a utility tub for added functionality. The backyard features a covered lanai and extended paver patios overlooking serene mature landscaping and a breathtaking golf course view and is also pre-wired for a custom pool. The home is equipped with a whole home water filtration system and EV car charger in Garage. Home can be sold furnished with a few minor exceptions see attachments for exclusions. Located minutes from Walt Disney World, major highways, shopping, and dining — and just a couple hours from Florida’s pristine east and west coast beaches — this home delivers luxury, convenience, and lifestyle in one extraordinary package. This is not just move-in ready. This is a showpiece.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tyler Labod (407-490-5289)
2564 CHAPALA DR, KISSIMMEE, FL 34746
$550,000207 Days on yellowkey MLS ID: O6363818
REDUCED by $19,000 (3.3%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4198 Built: 2003Monthly Fee: $13 Tax: $10,990 (2024)Community: Brighton Lakes Ph ISingle Family
Taxes:$10,990
Remarks: Located just 25 minutes from Disney!!! This beautiful Mediterranean-style 4 Bedroom, 3.5 Bath home in the gated Brighton Lakes community offers 4,198 sq ft of living space. This rare property includes a multi-generational living area and three full kitchens with all appliances—ideal for extended family or flexible use. Interior features include imported Mahogany hardwood floors, an open floor plan, and a spacious master suite with double walk-in closets and a spa-style bath with a jacuzzi tub. The covered lanai provides a peaceful water view, perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major conveniences. Lender credit available with seller’s preferred lender.
Listing Agent: Virginia Doherty (321-374-0213)
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