Location: Kissimmee
Do Not Show Listings
657 MCKINLEY CT, KISSIMMEE, FL 34758
$320,000371 Days on yellowkey MLS ID: O6313270
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1122 Built: 1992Monthly Fee: $25 Tax: $3,290 (2024)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,290
Elementary School: Poinciana Elem
High School: Osceola High School
Tax Year: 2024
Middle School: Discovery Intermediate
Remarks: Discover your own private retreat in the heart of Poinciana! This beautifully maintained 3-bedroom, 2-bath pool home with a brand-new roof and floor offers nearly 1,900 sq. ft. of comfortable living space on a generous 0.21-acre lot. Inside, you’ll find an inviting open floor plan, tile flooring throughout, a bright kitchen with abundant cabinetry, and a spacious living area ideal for entertaining. The split bedroom layout provides excellent privacy, while the screened-in pool and outdoor deck give you a peaceful setting for both relaxation and gatherings. Additional highlights include a detached 2-car garage, a fully chain-link fenced backyard, and no CDD fees. Nestled on a quiet cul-de-sac with desirable north-facing frontage, this home is just minutes from schools, parks, and shopping. Located within the Association of Poinciana Villages, the community features a low monthly HOA. Don’t miss this move-in-ready home with incredible potential—schedule your showing today!
Listing is courtesy of: LAND & HOME ASSET LLC (407-417-1629)
Listing Agent: Amy Rivers (407-417-1629)
2511 LA JOLLA TRL, KISSIMMEE, FL 34747
$425,00049 Days on yellowkey MLS ID: S5147944
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2001 Tax: $6,086 (2025)Community: Indian Creek Ph 4Spa: NoSingle Family
Taxes:$6,086
Elementary School: None
High School: Celebration High
Tax Year: 2025
Middle School: None
Remarks: Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights, allowing for abundant natural light and an airy, expansive feel throughout the main living areas. The combined living and dining space is ideal for entertaining guests or maximizing rental appeal. The home offers a large kitchen with plenty of counter space and storage, along with generously sized bedrooms and three full bathrooms, providing comfort and functionality for both personal use and vacation stays. Enjoy Florida living in your private screened pool area, perfect for relaxing or hosting. Additional value includes a roof replaced just 2 years ago and a gas-powered system for efficiency and reliability. This property is a strong opportunity for investors or end users looking for flexibility, as it is suitable for short-term rental, long-term rental, or primary residence use in a highly desirable location. ?? Bonus: Most furniture and appliances convey (excluding washer and dryer), making this a strong turnkey rental opportunity with minimal setup required. ?? Value-add opportunity: Minor cosmetic updates such as interior paint and flooring replacement allow for immediate equity upside and customization potential.
Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)
Listing Agent: Ada Molina (407-301-4841)
3267 BREWSTER DR, KISSIMMEE, FL 34743
$349,90038 Days on yellowkey MLS ID: S5148596
REDUCED by $100 (0.0%) on 05/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1778 Built: 1994Monthly Fee: $31 Tax: $4,789 (2025)Community: Quail Ridge Ph 1Single Family
Taxes:$4,789
High School: None
Remarks: Spacious and well-maintained home located in a quiet neighborhood in Kissimmee! This property features 3 bedrooms plus an additional room from a garage conversion—perfect for a home office, guest space, or extra living area. Enjoy comfortable living areas, a functional layout, and plenty of natural light throughout. The private backyard is ideal for relaxing or entertaining. Conveniently located near major highways, shopping, dining, and schools, making everyday living easy. Don’t miss this great opportunity to own!
Listing is courtesy of: CENTURY 21 NEXT LEVEL REALTY (407-969-0016)
Listing Agent: Christian Cruz Garayua (407-773-0751)
762 TOULON DR, KISSIMMEE, FL 34759
$310,000138 Days on yellowkey MLS ID: O6374041
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 2001Monthly Fee: $100 Tax: $4,251 (2025)Community: Poinciana Village 5 Nbhd 1Single Family
Taxes:$4,251
Remarks: Discover the perfect blend of modern living and natural charm in this beautifully updated home. Featuring a fresh, neutral color palette and newly painted interiors and exteriors, it offers a welcoming atmosphere with versatile spaces to suit your lifestyle. The primary bathroom boasts a separate tub and shower, along with ample under-sink storage. A brand-new roof installed in 2023 provides added peace of mind. With endless potential to personalize and make it your own, this home is ready to welcome its new owners. Schedule your visit today and imagine the possibilities.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Kenneth Wilder (407-952-0989)
8919 TROPICAL HAVEN CT, KISSIMMEE, FL 34747
$799,000273 Days on yellowkey MLS ID: O6340668
Bed: 10 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4169 Built: 2022Monthly Fee: $727 Tax: $11,979 (2024)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$11,979
Remarks: TURN KEY RENTAL HOME!! Feast your eyes on this beautiful 10-bedroom THEMED mansion in beautiful SOLARA resort!! Tastefully decorated and well maintained by current owners! This home has proven rental history and has already been fully optimized to standout in the rental market with multiple THEMED ROOMS including an incredible WRECK-IT RALPH ARCADE THEMED GARAGE conversion complete with a mini split AC unit so the garage can be used even in the hotter times of the year!! In addition to the garage arcade, this home has multiple themed rooms including HARRY POTTER, MICKEY MOUSE, STAR WARS, FROZEN, & MINIONS! It’s no surprise that this home is already a TOP PRODUCER from a rental standpoint! This fully furnished home is ready for a new owner. SOLARA RESORT checks every box from an amenity standpoint with a zero-entry pool, Flow Rider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, basketball court, soccer field, and volleyball! Location is excellent being less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. This fully furnished home is truly TURNKEY as the association takes care of all the general maintenance of the exterior. This home has been geared up to standout in the short-term rental market and will hit the ground running for the new owner! Don't miss your chance and start making memories that will last a lifetime!! Make this you primary, second home, or investment property as this home comes with future bookings as well!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Brandon Ramirez (407-489-0159)
579 KILIMANJARO DR, KISSIMMEE, FL 34758
$279,900247 Days on yellowkey MLS ID: S5135618
REDUCED by $10,000 (3.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 2001Monthly Fee: $90 Tax: $3,621 (2024)Community: Poinciana Village 1 Nbhd 1 SouthSingle Family
Taxes:$3,621
High School: Poinciana High School
Remarks: Spacious - UPDATED 3-bedroom, 2-bathroom home with freshly painted interior and exterior. The home boasts new luxury vinyl flooring in all bedrooms, dining room, and living room, complemented by ceramic tile throughout the remaining areas. The primary suite offers a large walk-in closet plus a secondary closet for added storage. Its ensuite bathroom features a jetted jacuzzi tub, dual sinks, and a separate walk-in shower. A generous family room flows seamlessly into the large kitchen, perfect for entertaining. Step outside to a large back porch overlooking an oversized yard. Conveniently located near new shopping centers with Sprouts, Crunch Fitness, TJ Maxx, Ross, Walmart, restaurants, and more. Easy access to a major highway just a few miles away.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mark Peters (407-552-1499)
1914 DAMON AVE, KISSIMMEE, FL 34744
$305,50057 Days on yellowkey MLS ID: O6396516
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1972 Tax: $3,300 (2025)Community: Kissimmee HeightsSingle Family
Taxes:$3,300
Remarks: Wow! Nice, well maintained 3-bedroom, 2-bath home in sought after Kissimmee Heights community! This block home features tile floors throughout, updated kitchen, stainless appliances, and a great layout! Under 5 miles to Hunters Creek, dining, and shopping options ... and less than 25 minutes from Disney! Come see this home while it lasts!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erik Mcginnis (407-948-6518)
681 BASINGSTOKE CT, KISSIMMEE, FL 34758
$279,900189 Days on yellowkey MLS ID: O6363121
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2162 Built: 2007Monthly Fee: $22 Tax: $4,052 (2024)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$4,052
Remarks: One or more photo(s) has been virtually staged. Beautiful 2-story home featuring 4 bedrooms and 2.5 bathrooms with a spacious 2-car garage. The main level offers a formal dining room, open floor plan, a kitchen bar, pantry, and a bright breakfast area. The primary suite includes a double vanity along with a separate tub and shower. Plenty of space throughout for comfortable living and entertaining.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
1712 PATRICK ST, KISSIMMEE, FL 34741
$319,99915 Days on yellowkey MLS ID: S5150171
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1512 Built: 1959 Tax: $2,334 (2025)Community: Bruces Sunshine HomesSingle Family
Taxes:$2,334
Remarks: Come check out YOUR new home with a NEW METAL ROOF! A charming Home in the HEART of Kissimmee. This three bedroom has so much character and a beautiful fully remodeled kitchen made for gathering. All new laminate flooring in common areas make this modern home look fresh and clean. The enclosed back porch adds square footage as well as any Baker’s dream with a baking area that includes a double oven. The garage features a separate storage room with a washer and dryer. The large backyard provides a lot of space for entertainment and/or privacy. Make your appointment today to come check it out.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Rey Andrade (863-669-8767)
3111 SILVER FIN WAY, KISSIMMEE, FL 34746
$349,900167 Days on yellowkey MLS ID: S5140155
REDUCED by $16,950 (4.6%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2574 Built: 2008Monthly Fee: $325 Tax: $5,888 (2025)Community: Bellalago Ph 7LSingle Family
Taxes:$5,888
Remarks: Stunning 2-Story Lakefront Home in Bellalago! This beautifully maintained home offers the perfect blend of comfort, space, and breathtaking views. The primary suite is conveniently located on the first floor, while the second level features two additional bedrooms and a versatile loft—ideal as a third living space, play area, or home office. At the front of the home, you'll find an inviting formal living and dining area, perfect for entertaining. Toward the back, enjoy a spacious family room that flows seamlessly into the island kitchen, complete with a breakfast bar and plenty of cabinetry. A huge indoor laundry room adds everyday convenience. The primary suite is a true retreat, boasting a relaxing Roman tub, separate shower stall, and his-and-hers walk-in closets. Don’t miss your chance to call this lakefront beauty home—schedule a showing today!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Mary Clevenger (407-870-8388)
802 DEL PRADO DR, KISSIMMEE, FL 34758
$239,900141 Days on yellowkey MLS ID: S5141600
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1278 Built: 1984Monthly Fee: $83 Tax: $3,646 (2025)Community: Poinciana Village 01Spa: NoSingle Family
Taxes:$3,646
Remarks: Under contract-accepting backup offers. Welcome Home ... This well maintained home features three bedrooms and two full bathrooms with 1,278 square feet of living area and 1,965 total square feet under roof. You will love the open layout concept, split plan, large primary suite with a walk in closet. The living room features a wood burning fireplace. Relax on the back covered patio or take a plunge in the sparkling swimming pool. The entire backyard patio is screen enclosed. NO rear neighbors! The back yard also has a beautiful vinyl privacy fence. Ceramic Tile throughout the entire home makes for easy cleaning. This home is block construction with stucco and brick/stone accents. THE ROOF WAS JUST REPLACED IN 2025. THE HOME ALSO HAS NEW PLUMBING PIPES. Move in condition. Call today for a preview of the amazing home.
Listing is courtesy of: PREFERRED REAL ESTATE (407-791-3116)
Listing Agent: Bruce Clark (407-791-3116)
1673 BARBERRY DR, KISSIMMEE, FL 34744
$449,90063 Days on yellowkey MLS ID: S5147034
REDUCED by $10,100 (2.2%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2023Monthly Fee: $11 Tax: $6,214 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$6,214
Elementary School: Island Village Elementary School
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to 1673 Barberry Lane, a beautifully upgraded Cali model located in the heart of Kissimmee, FL, offering over $80,000 in thoughtful upgrades and designed for both comfortable living and income-producing potential. This home stands out from the moment you arrive, combining modern enhancements, functional design, and premium features throughout. Whether you’re looking for a primary residence, second home, or Airbnb opportunity, this property checks all the boxes. Step inside to a well-maintained and inviting interior featuring ceiling fans in every room with independent controls, upgraded chandelier lighting in the kitchen and dining areas, and an expanded pantry with added shelving for extra storage and convenience. The kitchen is equipped with a newer dishwasher that includes a transferable warranty, adding peace of mind for the next owner. One of the most unique features of this home is the upgraded garage space, which has been transformed into a versatile and functional area. It includes its own independently controlled HVAC system (2024), epoxy-coated flooring, added storage shelving, and a custom sliding privacy screen—perfect for a home gym, workspace, or additional flex space. The home’s HVAC system has been recently serviced (March 2026) and includes an extended transferable warranty with approximately 7 years remaining, along with a built-in UV air purification system designed to help reduce bacteria, mold, and airborne contaminants—an incredible value and added comfort feature. Step outside to your private outdoor retreat, where attention to detail continues. The property features a fully fenced yard, a complete gutter system, and a full concrete walkway surrounding the home. The highlight is the extended screened-in lanai with pavers (16’ x 20’), completed in 2024, featuring an insulated covered roof, ceiling fans, motion-detection lighting, and a dedicated outlet for outdoor cooking or entertaining. A translucent Florida glass enclosure adds additional weather protection while still allowing natural light to flow through. Located in a growing area of Kissimmee with convenient access to shopping, dining, schools, and major roadways, this home offers both lifestyle and long-term value. If you’re looking for a move-in-ready property with extensive upgrades, flexible living space, and strong potential, 1673 Barberry Lane is a must-see. Schedule your private showing today and experience the difference for yourself.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Rafael Ortiz Pena (407-371-8773)
7951 HAVERHILL WAY, KISSIMMEE, FL 34747
$494,000364 Days on yellowkey MLS ID: O6314798
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2280 Built: 2022Monthly Fee: $455 Tax: $9,068 (2024)Community: Reunion Village Ph 3 Replat Pb 29 Pgs 17Single Family
Taxes:$9,068
Remarks: Experience Resort-Style Living at Reunion! Whether choosing to use this as your own home, vacation home, or investment property, the opportunity is there! This versatile Verona floor plan is fully furnished and move-in ready. This stunning home offers 5-bedrooms, 3.5-baths. It features an open-concept layout with 9-ft ceilings, the home includes a first-floor primary suite, a spacious bonus loft, and a versatile entertainment room. The kitchen boasts quartz countertops, 42” upper-wood cabinets, and stainless steel Whirlpool® appliances. Upstairs, you’ll find four additional bedrooms, two full bathrooms, and a generous loft area that’s perfect as a second living space—a great spot for kids to hang out, play games, or enjoy movie nights. Additional highlights include a covered front porch and patio, Wi-Fi-enabled garage, and professional front landscaping. Located in Reunion Village near Champions Gate, enjoy exclusive access to Encore Resort amenities: a 10-acre water park, fitness center, arcade, courts, playgrounds, pools, and on-site dining. HOA perks include lawn care, irrigation, pest and termite control, pressure washing, high-speed internet, and cable. Just minutes from theme parks, dining, and shopping. Schedule your private tour today!!!
Listing Agent: Erica Diaz (407-897-5400)
8044 LOST SHAKER LN, KISSIMMEE, FL 34747
$579,000241 Days on yellowkey MLS ID: O6345811
REDUCED by $20,000 (3.3%) on 05/26/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2066 Built: 2019Monthly Fee: $467 Tax: $12,023 (2024)Community: MargaritavilleSpa: NoSingle Family
Taxes:$12,023
Remarks: CURRENTLY LEASED WITH GREAT TENANTS FOR $3,900 PER MONTH THROUGH 12/4/26! LEASE CAN BE ASSIGNED TO NEW BUYER! GORGEOUS 1990-A Model 3-Story Cottage For Sale at Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. All Bedrooms Feature En-Suite Bathrooms. Kitchen has QUARTZ Countertops and Door Leading to Large Paved Patio with Shell Pathways, Palm Trees and Tropical Foliage. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, Built-in Closet Shelving, TANKLESS WATER HEATER, FULL SIZE W/D and Half Bathroom on First Floor. First Floor has Spacious Living Room Area and Kitchen. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Suzanne Docobo (954-304-4932)
2968 SALTED RIM RD, KISSIMMEE, FL 34747
$599,00097 Days on yellowkey MLS ID: O6385963
REDUCED by $20,000 (3.2%) on 05/26/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1818 Built: 2020Monthly Fee: $467 Tax: $10,639 (2025)Community: MargaritavilleSpa: NoSingle Family
Taxes:$10,639
Remarks: MOST SOUGHT AFTER FLOOR PLAN IN ALL OF MARGARITAVILLE RESORT ORLANDO! THESE RARELY COME UP AND THIS IS THE ONLY ONE OF IT'S KIND ON MARKET! Beautifully furnished corner-lot 1818-A cottage featuring 3 bedrooms and 3.5 bathrooms in one of Central Florida’s premier resort communities. Ideal as a full-time residence, second home, or income-producing vacation rental. Each bedroom offers a private EN-SUITE BATH with DUAL SINKS, providing comfort and privacy for owners and guests alike. The SPACIOUS second-floor loft creates an additional living area with access to a private balcony overlooking the lush tropical backyard and patio. The open-concept kitchen is appointed with upgraded appliances, quartz countertops, and an ISLAND with seating, flowing seamlessly into the bright dining area surrounded by windows. French doors from the living room lead to a charming paver patio and beautifully landscaped yard with winding sand and shell pathways through tropical foliage. Additional highlights include wood-look tile flooring throughout, ceiling fans in all rooms, side-by-side washer and dryer, and an upgraded TILE ROOF. Furniture and Housewares are included in the list price, along with blinds, drapery, TVs, artwork, kitchenware, dishware, linens, and décor. Located within the one-of-a-kind Margaritaville Resort Orlando with resort pools, fitness center, spa, water park, dining, shopping, entertainment, and the vibrant Promenade at Sunset Walk, all just minutes from Walt Disney World and Orlando’s top attractions. This is more than a home, it’s a vacation-inspired lifestyle where every day feels like a getaway.
2797 BOOKMARK DR, KISSIMMEE, FL 34746
$690,000121 Days on yellowkey MLS ID: O6379115
5 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2020Monthly Fee: $401 Tax: $10,344 (2025)Community: Cove At Storey Lake IiSingle Family
Taxes:$10,344
Remarks: LOCATION, LOCATION! OPPORTUNITY! Amazing home at STOREY LAKE, with 5 bedrooms and 5 bathrooms, FULLY FURNISHED, with screen covered pool and heated spa. With an investment of $2500, the garage has been transformed in an amazing game room. This house stays 15 minutes from Disney's Parks, 10 minutes from Walmart, close to many restaurants, Outlets, and 30 min from the airport. INVESTORS, it has already many bookings for the next two months!
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Glauco Pochine (407-600-8766)
4421 REAVES RD, KISSIMMEE, FL 34746
$2,120,000227 Days on yellowkey MLS ID: O6353783
REDUCED by $30,000 (1.4%) on 05/26/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5044 Built: 1999 Tax: $9,075 (2024)Community: Bobbie Jean AcresSpa: YesSingle Family
Taxes:$9,075
Remarks: BACK TO MARKET! MUST SELL! Palatial Estate on 35 Acres w/ Massive Warehouse & Development Approval! A once-in-a-lifetime offering! This is not just land; it's a magnificent 5-bedroom, 5.5-bathroom mansion situated on a massive 35 acre compound, complete with a commercial warehouse. Experience unparalleled luxury, privacy, and limitless potential. The Luxurious Residence: Boasting a commanding 5,044 sq ft under air, this home is designed for grand-scale living and entertaining. With 5 bedrooms and 5.5 bathrooms, it offers ample space for family and guests. Modern Comfort & Style: While details are to be discovered, homes of this caliber often feature gourmet kitchens, expansive living areas, home theaters, game rooms, and resort-style pools—all possible in this incredible setting. Ultimate Privacy & Legacy Living: Enjoy the rare combination of a luxurious, move-in ready estate with the privacy and scale of your own 35-acre kingdom. The Income & Development. Assets: Colossal Commercial Warehouse (~8,000 sq ft): A business owner's dream. This clear-span facility with high ceilings, phase power is perfect for any enterprise, storage, or as a world-class private workshop. Generate significant income or pursue your passion project. Unrivaled Scale & Flexibility: With 35 acres, the options are endless. Keep it as a legendary private compound, develop a portion, or build a mixed-use legacy project. Short-term rentals are approved for future builds. Prime Location & No HOA: Total freedom just minutes from Disney, major highways, and all Kissimmee amenities. The property is paved, fenced, and has multiple access points. This is more than a property; it's a legacy. A statement. A universe of possibilities. Contact us for a private showing of the estate and full development portfolio. Confidentiality assured. Currently use as Airbnb, all furnitures are included. Please schedule a showing with listing agent.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
248 CHESHIRE CT, KISSIMMEE, FL 34758
$304,500394 Days on yellowkey MLS ID: S5126291
REDUCED by $3,000 (1.0%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 2022Monthly Fee: $8 Tax: $4,038 (2024)Community: Poinciana Village 02 Neighborhood 01Single Family
Taxes:$4,038
Remarks: One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac – Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard — ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don’t miss your chance to own this move-in-ready gem — schedule your private tour today! Photos are of a model home that is very similar. Not actual home.
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2631 CAPTAINS CT, KISSIMMEE, FL 34746
$549,00083 Days on yellowkey MLS ID: S5145229
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20,000 (3.5%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3590 Built: 2005Monthly Fee: $364 Tax: $5,128 (2025)Community: Bellalago Ph 3MSingle Family
Taxes:$5,128
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller relocating—bring your offers! Welcome to 2631 Captains Ct, a beautifully maintained 4-bedroom, 3.5-bath waterfront home tucked away on a quiet cul-de-sac in the highly desirable gated community of Bellalago. With a brand new tile roof (2023), private boat dock (2021), and sweeping lake views, this home is a standout for anyone seeking true Florida waterfront living. Step inside through updated double glass entry doors (2022) and you’re greeted by a bright, open layout that effortlessly blends formal and casual living spaces—perfect for both entertaining and everyday comfort. The chef’s kitchen features Samsung stainless steel appliances, quartz countertops, a large island with bar seating, a walk-in pantry, and ample cabinetry. The first-floor primary suite offers a private retreat with dual walk-in closets and a spa-like bathroom complete with double vanities, a soaking tub, and a tiled shower. A secondary bedroom with its own en-suite bath on the main level is ideal for guests or multi-generational living. Upstairs, you’ll find a spacious bonus/media room, two additional bedrooms, a full bath, and a convenient laundry chute—giving you flexibility for work, play, or hosting. Enjoy peaceful mornings and relaxing evenings on the covered, screened lanai overlooking the water. Additional updates include two new A/C units and a full exterior repaint (2025). The 3-car garage with built-in storage, extended paver driveway, and manicured landscaping add to the home’s strong curb appeal. Living in Bellalago means enjoying a true resort-style lifestyle along the shores of Lake Tohopekaliga, just about 21 miles from Walt Disney World. Residents have access to three pools, scenic walking trails, two fitness centers, a fishing pier, and an on-site restaurant, Flip Flops Restaurant. The community also features pickleball, tennis, basketball, beach volleyball, a kids’ water park, dog park, and picnic areas. Boating enthusiasts will appreciate the private boat launch and lift, offering direct access to Lake Toho. This is your opportunity to enjoy peaceful waterfront living with luxury amenities and everyday convenience. Schedule your private showing today and see why Bellalago continues to be one of Central Florida’s most sought-after communities.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
402 QUARRY ROCK CIR, KISSIMMEE, FL 34758
$405,000330 Days on yellowkey MLS ID: S5130512
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2271 Built: 2020Monthly Fee: $85 Tax: $5,065 (2024)Community: Stepping StoneSingle Family
Taxes:$5,065
Elementary School: Koa Elementary
High School: Liberty High
Remarks: PRICE IMPROVEMENT. Welcome to this beautiful 2-story home in Stepping Stone, where you and your family will enjoy one of the best communities in Kissimmee. This home features 5 spacious bedrooms, 3 bathrooms, and a stunning lake view. This 5-year-new property is perfect for families, investors, or Disney enthusiasts. The first-floor features one bedroom, one bathroom, bonus/ flex room, living area, combined kitchen, and dining. On the second floor are the other four bedrooms, a small loft, laundry room, and two bathrooms. There is a community pool, playground, and walking trails. This home is in close proximity to Disney, shopping, and dining. It is a very peaceful and quiet place. You will feel like you are the only one living there because it's very quiet. This home has it all, plus beautiful views from both upstairs and downstairs of the lake. Home has a bonus- SOLAR PANELS. The only thing missing is YOU! What are you waiting for? Call for a showing today!!
Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)
Listing Agent: Carbeth Golding (407-729-9103)
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