Location: Kissimmee
Do Not Show Listings
15201 INDIAN CREEK DR #B, KISSIMMEE, FL 34759
$144,90058 Days on yellowkey MLS ID: OM721711
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 981 Built: 2006Monthly Fee: $35 Tax: $1,823 (2025)Community: Lake Marion Golf Residence CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,823
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. WELCOME HOME to this beautifully maintained 2-bedroom, 2-bath SECOND-FLOOR condo in the sought-after gated Lake Marion Golf Resort! This spacious unit offers an open and inviting layout with a generous kitchen featuring STAINLESS STEEL APPLIANCES, a bright living and dining room combination, and an interior laundry area for added convenience. The split-bedroom floor plan provides privacy, while the spacious primary suite features an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy Florida living from your private SCREENED LANAI with NO REAR NEIGHBORS, offering a peaceful and private setting to relax and unwind. The community pool, playground, and resort amenities are just a short WALK from the unit, adding everyday convenience and lifestyle appeal. This condo also includes an ASSIGNED PARKING SPACE. Lake Marion Golf Resort offers two heated pools, spa, clubhouse, fitness area, playground, tennis, basketball, and shuffleboard courts. Conveniently located near shopping, dining, hospital, schools, and major roadways. Ideal as a primary residence, vacation home, or investment opportunity. Schedule your private showing today!
Listing is courtesy of: WATSON REALTY CORP (352-624-9300)
Listing Agent: Lalita Neil (407-334-5009)
7442 GATHERING CT, KISSIMMEE, FL 34747
$2,299,00024 Days on yellowkey MLS ID: O6402997
Bed: 10 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 5563 Built: 2024Monthly Fee: $620 Tax: $20,385 (2025)Community: Reunion Phase 1 Parcel 1 Unit 3Spa: YesSingle Family
Taxes:$20,385
Elementary School: Knights Point
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. – Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a premium oversized lot backing directly onto the golf course—offering rare privacy and stunning views just off the tee box in Reunion Resort. This fully furnished, turnkey vacation home is designed to impress, combining high-end living with unbeatable income potential. Property Highlights 10 Bedrooms | 9.5 Bathrooms 3 Bedrooms on the ground floor, ideal for multi-generational living 7 Bedrooms upstairs, including multiple en-suites, great kitchen with 2 Refrigerators, 2 Ranges, 2 Microwaves and 2 Dishwashers and there is an upstairs and downstairs laundry rooms. Two luxurious master suites with walk-in showers and a Butler's Pantry. Professionally designed with high-end, luxury furnishings included Entertainment Like No Other This home is built for unforgettable guest experiences: Huge private theater room with luxury electric recliners Custom karaoke stage – a rare and fun showpiece First floor, fully loaded games room 13x19. Upstairs an expansive loft/game area featuring pool table & poker table Three fully themed bedrooms: Moana, Monsters Inc and Minions. Resort-Style Outdoor Living Step outside into your private oasis: Large pool & spa with elegant block pavers Natural gas fire pit for evening relaxation Fully equipped outdoor kitchen No rear neighbors – enjoy peaceful golf course views and total privacy Convenient pool bath (half bath) for outdoor access, there is a 5x19 owners closet. ?? Investment + Lifestyle Whether you’re looking for a high-performing short-term rental or an incredible full-time residence, this home delivers both lifestyle and returns. Located just minutes from Disney and Orlando attractions, homes of this caliber in Reunion Resort are in high demand for luxury vacation rentals. This is a rare opportunity to own one of the most feature-packed, guest-ready homes in one of Central Florida’s premier resort communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: James Mitchell (407-383-1051)
1911 VERONA ST, KISSIMMEE, FL 34741
$429,900Listed 05/29/2026 5:36PM MLS ID: S5150884
Bed: 3 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1610 Built: 1925 Tax: $556 (2025)Community: PinecrestSingle Family
Taxes:$556
Remarks: WELCOME TO 1911 VERONA STREET!!! Step back in time with this charming 1925 home full of character and opportunity! Situated on TWO lots totaling approximately .62 acres, this unique property offers endless possibilities for homeowners, investors, or builders alike. Inside, you’ll find beautiful original built-ins in both the living room and dining room that showcase the timeless craftsmanship of the era. The home features 3 bedrooms, 1 bathroom, a welcoming front porch, and a detached garage. Important updates have already been completed, including a newer roof (2023), updated electrical panel (2009), and plumbing approximately 2020. While the home does need TLC, the potential is undeniable. Restore and preserve its historic charm or explore redevelopment opportunities. If the house and garage are removed, the property may allow up to 3 maybe 4 buildable lots with a variance from the City. Whether you’re looking for a renovation project, investment property, or future development opportunity, this property is truly one-of-a-kind with endless potential! House is close to public transportation, schools and the YMCA across the street. Just minutes from the Kissimmee Airport and downtown Kissimmee.
Listing is courtesy of: GOODWIN REALTY & ASSOCIATES, INC (407-846-2787)
Listing Agent: Carolee Goodwin-Blackmore (407-908-6042)
407 PARA AVE, KISSIMMEE, FL 34741
$305,000Listed 05/29/2026 5:35PM MLS ID: O6411629
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1118 Built: 1993 Tax: $1,983 (2025)Community: Donegans Arthur ESingle Family
Taxes:$1,983
Elementary School: Thacker Avenue Elem (K 5)
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Charming 3-bedroom, 2-bathroom single-story home in the highly desirable Kissimmee area with NO HOA! Situated on an large lot, this property offers flexible space for entertaining and relaxing. You'll love the great curb appeal from the fresh exterior paint, while the inside features a bright, welcoming atmosphere with abundant natural light. The kitchen comes fully equipped with all appliances. ROOF 2018, A/C 2018. Perfectly located near local schools, shopping, dining, and major roadways, this home combines comfort, location, and incredible value. Whether you are a first-time buyer, looking to downsize, or seeking a prime investment opportunity, this property is full of possibilities, Schedule your showing Today!
Listing is courtesy of: LIV REALTY II INC. (407-574-4404)
Listing Agent: Linda Guzman (407-574-4404)
2745 N POINCIANA BLVD #63, KISSIMMEE, FL 34746
$230,00042 Days on yellowkey MLS ID: S5147423
REDUCED by $5,000 (2.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1990Monthly Fee: $545 Tax: $3,003 (2025)Community: Villas At SomersetSpa: NoCondo
Taxes:$3,003
Remarks: **PRICED REDUCED** Welcome to this beautifully remodeled 3-bedroom, 2-bathroom condo located in the highly desirable Villas at Somerset community in Kissimmee. Fully renovated in 2024, this unit offers a rare opportunity to own a turnkey property in a community that allows short-term rentals, making it ideal as a primary residence, vacation home, or income-producing Airbnb investment. Step inside to discover a modern and thoughtfully designed interior featuring an open and functional layout. The living and dining areas flow seamlessly into the updated kitchen, creating a bright and inviting space perfect for both everyday living and entertaining guests. The recent renovation brings a fresh, contemporary feel throughout the home, enhancing both style and comfort. All three bedrooms are generously sized and filled with natural light. The primary suite features a private en-suite bathroom, offering a peaceful retreat. The additional bedrooms provide flexibility for guests, family, or maximizing rental occupancy, with a second full bathroom conveniently located. This unit stands out with major updates that provide peace of mind, including a roof replaced in 2024 and an A/C system serviced in 2025. With its recent full remodel, this property is truly move-in or rental ready. The Villas at Somerset community offers a low-maintenance lifestyle with an HOA that covers water, sewer, trash, exterior maintenance, and access to resort-style amenities including a community pool, clubhouse, fitness center, playground, and tennis court. This makes ownership simple and predictable, especially for out-of-state owners or investors. Ideally located in the heart of Kissimmee, just minutes from major highways, shopping, dining, entertainment, and Central Florida’s world-famous theme parks, this property is perfectly positioned to attract both residents and short-term renters. Whether you’re looking to expand your investment portfolio, secure a vacation getaway, or own a fully updated home in a prime location, this condo delivers exceptional value, flexibility, and long-term potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Massiel Rojas (407-984-8427)
902 N THACKER AVE, KISSIMMEE, FL 34741
$329,99071 Days on yellowkey MLS ID: O6392187
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1956 Tax: $4,636 (2025)Community: Orange GardensSpa: NoSingle Family
Taxes:$4,636
Remarks: Property is Eligible for Free 1% interest rate Buydown for the first 12 months until June 30, 2026!!! $10,000 toward buyer's closing costs with full price offer. Beautiful 3-bedroom, 2-bathroom home located in a desirable area of Kissimmee, Florida. This property offers the freedom of NO HOA and NO CDD, making it a perfect option for homeowners or investors looking for flexibility and lower monthly expenses. The home features a functional layout with comfortable living spaces, ideal for families or those who enjoy entertaining. Conveniently situated near major highways, shopping centers, restaurants, schools, and just minutes from world-famous attractions in Central Florida. Kissimmee is known for its strategic location near Orlando and major theme parks, while also offering access to parks, lakes, and outdoor recreation throughout the area. Whether you are looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a rapidly growing Central Florida market. Don’t miss the chance to own a property in one of the most convenient and sought-after locations in the area. Additional Exterior and Interior property photos will be uploaded!
Listing is courtesy of: CAPITAL HOMES INC (800-642-0668)
Listing Agent: Alcides Gonzalez (407-267-6868)
502 MATTERHORN PL, KISSIMMEE, FL 34758
$284,99517 Days on yellowkey MLS ID: L4961809
REDUCED by $8,000 (2.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 2005Monthly Fee: $100 Tax: $3,963 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoSingle Family
Taxes:$3,963
Elementary School: Poinciana Elem
Middle School: Discovery Intermediate
Remarks: Don’t miss this incredible opportunity to own this well-maintained 3-bedroom, 2-bath CBS home with a 2-car garage, situated on an oversized lot with mature landscaping, trees, and an extended driveway offering plenty of parking space. This move-in-ready home features a brand-new 3.5-ton A/C installed in 2025 and a desirable split-bedroom layout with laminate flooring throughout the main living areas and bedrooms, plus ceramic tile in the kitchen and bathrooms. The inviting kitchen is designed for both everyday living and entertaining, featuring decorative backsplash, stylish pendant lighting, a breakfast bar, pantry, dinette area, and plenty of cabinet space. A separate formal dining room showcases a decorative chandelier and flows into the spacious living room through a beautiful alcove entranceway that adds charm and architectural character. Ceiling fans are featured throughout the home, including all bedrooms and the living room, helping provide comfort year-round. The spacious primary suite includes dual sinks in the primary bathroom, while the fully fenced backyard offers privacy and functionality with a huge storage shed perfect for tools, hobbies, equipment, or additional storage needs. Enjoy the combination of indoor comfort and outdoor space this property has, Conveniently located near shopping, dining, schools, parks, and major roadways. The home's exterior was recently painted. This is a must-see property with features buyers are looking for. Schedule your showing today before this opportunity is gone.
Listing is courtesy of: FGI REALTY (954-888-9610)
Listing Agent: Jeannette Genova (954-540-0193)
2747 N POINCIANA BLVD #10, KISSIMMEE, FL 34746
$199,0002 Days on yellowkey MLS ID: O6410914
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1990Monthly Fee: $545 Tax: $2,744 (2025)Community: Villas At Somerset TheCondo
Taxes:$2,744
Remarks: Welcome to your dream condo in the heart of Kissimmee, where the magic of Walt Disney World Resort is just minutes away! This beautifully remodeled 3-bedroom, 2-bathroom condominium offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most desirable locations. Whether you’re searching for a primary residence, vacation getaway, or income-producing rental property, this fully furnished condo is move-in ready and waiting for you. Step inside to discover modern upgrades throughout, including stainless steel appliances, elegant wood cabinetry, updated bathrooms, and stylish tile and laminate wood flooring that adds warmth and sophistication to every room. The spacious layout provides plenty of room to relax and entertain, while the primary and secondary bedrooms offer peaceful views overlooking the tennis courts and beautifully maintained common areas. Enjoy resort-style living with community amenities that include a sparkling pool and hot tub, fitness center, covered outdoor dining area, and a sun deck perfect for enjoying the Florida sunshine year-round. Conveniently located near Disney Springs, world-famous attractions, shopping, dining, and entertainment, this condo truly places you in the center of it all. Don’t miss this incredible opportunity to own your own piece of paradise in Central Florida!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Mike Rance (407-629-6330)
8515 PALM HARBOR DR, KISSIMMEE, FL 34747
$475,00025 Days on yellowkey MLS ID: S5149105
REDUCED by $15,000 (3.1%) on 05/29/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $5,725 (2025)Community: Emerald Island Resort Ph 5ASpa: YesSingle Family
Taxes:$5,725
Elementary School: Westside K-8
High School: Celebration High
Remarks: This home is a unfurnished 5-bedroom, 4-bathroom property located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious open-plan, living and dining area perfect for both family gatherings and entertaining. The kitchen features stainless steel appliances, ample counter space and a cozy breakfast nook. Each of the five large bedrooms provides a peaceful retreat with the main bedroom suite on the first floor offering a private en-suite bathroom with a tub and separate shower. Also on the first floor in another bedroom with a bathroom with shower just across the hall. The home also has a second en-suite bedroom and bathroom upstairs. With the rest of the bedrooms upstairs. The house has a central AC and heating system, that allows for efficient temperature control throughout the home. Step outside to your private backyard oasis, complete with a heated swimming pool, spa, and large covered patio, ideal for enjoying the Florida sunshine or relaxing in the evenings. Located in a 24-hour gated and guarded community, this home provides access to incredible amenities such as a clubhouse with a fitness center, tennis courts, basketball, waking trail, volley ball with a peaceful and secure environment. The HOA fee covers cable TV, internet, landscaping, and 24 hour gated security, ensuring ease and comfort for everyone. Parkes, shopping and schools are just minutes away.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$589,0001 Day on yellowkey MLS ID: O6411198
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2020Monthly Fee: $718 Tax: $8,192 (2025)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,192
Elementary School: Westside Elem
Remarks: Welcome to 8951 Amelia Downs, a beautifully appointed and spacious home featuring 7 bedrooms, 6 bathrooms, and 3,533 square feet of well-designed living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for entertaining and hosting guests. Step outside to your private heated pool, ideal for year-round enjoyment and a standout feature for short-term rental potential such as Airbnb. Each bedroom is generously sized, with multiple en-suites giving added privacy and flexibility. Ideally located just minutes from world-renowned attractions including Walt Disney World, Universal Studios, and SeaWorld, as well as premier shopping and dining destinations, this property provides unbeatable convenience. Residents and guests can also enjoy nearby golf courses, outlet malls, and easy access to major highways for seamless travel. Whether you're seeking a primary residence, vacation home, or income-producing investment, this home delivers the perfect blend of comfort, location, and opportunity.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$439,00035 Days on yellowkey MLS ID: O6401749
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $591 Tax: $5,607 (2025)Community: Windsor At WestsideTownhouse
Taxes:$5,607
Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The white kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.
106 BONITO WAY, KISSIMMEE, FL 34759
$337,00028 Days on yellowkey MLS ID: S5148835
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 2006Monthly Fee: $100 Tax: $4,662 (2025)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$4,662
Remarks: Under contract-accepting backup offers. SPACIOUS POOL HOME ON CUL-DE-SAC STREET. New roof (2021) and A/C (2019) PLUS HEATED POOL installed in 2016 and 2-car garage. This 4-bedroom, 3-bathroom home also offers the flexibility of a potential 5th bedroom (no closet), perfect for growing needs. Step inside to soaring ceilings in the family room, filling the space with natural light, and enjoy seamless indoor-outdoor living with two sets of sliding glass doors leading to the pool area. Working from home? The downstairs office provides the perfect setup and can easily be converted into a fifth bedroom. The home boasts a customized entryway, an inviting upstairs loft, and an open layout ideal for entertaining. The upstairs primary suite features dual walk-in closets, separate vanities, a relaxing garden tub, and a walk-in shower. Step outside to your backyard oasis with a custom-designed heated pool complete with a sun shelf, waterfall, jets, and heat pump. Located on a quiet cul-de-sac with no through traffic, this home offers both privacy and convenience—perfect for comfortable Florida living! CALL TODAY TO SCHEDULE YOUR SHOWING!!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Janet Mcquagge (407-927-7399)
5388 LONESOME DOVE DR, KISSIMMEE, FL 34746
$315,00016 Days on yellowkey MLS ID: O6407575
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1377 Built: 1993Monthly Fee: $10 Tax: $5,678 (2025)Community: Indian Wells Unit 9Single Family
Taxes:$5,678
Remarks: Welcome to 5388 Lonesome Dove!!! Opportunity awaits with this spacious home ready for your vision and personal touch. Situated on a generous lot, this property offers endless potential for investors, renovators, or buyers looking to create their dream home from the ground up. The home requires a complete renovation and is priced accordingly, making it an excellent value for those seeking a project with upside potential. Features include a functional layout, ample living space, and a desirable location close to shopping, dining, schools, and major roadways. Bring your contractor and imagination — the possibilities are endless! Water heather 2023, A/C 2022.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Edouard Sarkissian (407-729-9703)
2799 CLUB CORTILE CIR #2799, KISSIMMEE, FL 34746
$259,000Listed 05/29/2026 10:47AM MLS ID: O6411604
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1873 Built: 2007Monthly Fee: $298 Tax: $3,469 (2025)Community: Club CortileCondo
Taxes:$3,469
Elementary School: Floral Ridge Elementary
Remarks: Welcome to this spacious end-unit, two-story condo in the gated Club Cortile community, offering 4 bedrooms, 3 bathrooms, and 1,873 square feet of flexible living space. With a smart floor plan, pond-front setting, furnished interior, and short-term rental flexibility noted in the MLS, this home is well positioned for a primary residence, vacation home, or investment opportunity. The first floor features an open living and dining area, a functional kitchen, interior laundry room, and a covered screened rear patio overlooking green space and the community pond. A first-floor bedroom and full bathroom add valuable flexibility for guests, multi-generational living, or rental use. Upstairs, the primary suite offers a private retreat with its own bathroom and walk-in closet. Two additional bedrooms and a full bathroom complete the second level, giving the home a comfortable split layout with room for family, visitors, or extended stays. Club Cortile is a gated, pet-free community built around a small lake and designed for both everyday living and vacation-style convenience. Community amenities include a clubhouse and activity center, fitness center, outdoor pool and hot tub, movie theater, computer room, playground, tennis court, and basketball court. The community is also close to shopping, dining, and Central Florida attractions, with Walt Disney World approximately 10 to 15 minutes away and Universal Studios, SeaWorld, Gatorland, and Old Town also nearby. With its premium lakefront location, end-unit position, desirable north-south orientation, 4-bedroom layout, first-floor bedroom and bath, screened outdoor living space, tranquil water views, and resort-style community amenities, this property offers a unique opportunity to enjoy the best of Central Florida living, whether as a full-time residence, vacation retreat, or income-producing investment.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
5316 JADE ST, KISSIMMEE, FL 34746
$330,000Listed 05/29/2026 1:25PM MLS ID: O6411707
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1330 Built: 1985Monthly Fee: $10 Tax: $5,762 (2025)Community: Indian Wells Unit 1Single Family
Taxes:$5,762
Remarks: Fully renovated 2-bedroom, 2-bathroom investment opportunity in the heart of Kissimmee with short-term rentals and Airbnb allowed. Prime location offering immediate income potential for investors, second-home buyers, or owner occupants seeking flexibility. This move-in-ready property features a brand new 2025 roof, updated flooring, a fully remodeled white designer kitchen with granite countertops, accent walls, contemporary lighting throughout the entire property, and beautifully updated bathrooms including a modern walk-in shower. Enjoy the enclosed screened porch along with a privately fenced and freshly paved backyard area, creating the perfect space for relaxing or entertaining guests. For those who choose to participate in the optional HOA, enjoy community amenities including a resort-style pool, tennis courts, basketball courts, and a playground. Conveniently located near Walt Disney World, SeaWorld, Universal Studios, ICON Park, the Orange County Convention Center, premium outlets, restaurants, shopping, and major highways, this prime location supports strong rental demand and long-term value. Whether you are expanding your investment portfolio or searching for a turnkey Florida vacation property near Orlando’s top attractions, this home checks all the boxes.
Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)
Listing Agent: Jessie Nemeh (407-739-3661)
2747 CALLAWAY LN, KISSIMMEE, FL 34744
$400,000Listed 05/29/2026 1:18PM MLS ID: O6411888
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2005Monthly Fee: $78 Tax: $3,420 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Taxes:$3,420
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2216 LIMESTONE TRL, KISSIMMEE, FL 34747
$799,00023 Days on yellowkey MLS ID: S5148684
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2684 Built: 2023Monthly Fee: $407 Tax: $12,240 (2025)Community: Four Seasons At Orlando Ph 3C & 3DSpa: YesSingle Family
Taxes:$12,240
Remarks: Privacy like this is almost impossible to find - corner cul-de-sac, conservation on two sides, and your own backyard resort! Welcome to 2216 Limestone Trail in Four Seasons Orlando, a 24-hour guard-gated 55+ community - where luxury meets tranquility. This stunning St. Lucia with Bonus Room floor plan offering almost 2,700 square feet of thoughtfully designed living space. This 4-bedroom, 3-bath home is less than 3 years old and ideally positioned on a premium lot for exceptional privacy. One bedroom and bath is tucked away in a private upstairs retreat, complete with its own gathering space - perfect for guests or multi-generational living. Step inside to an open, light-filled layout enhanced by tray ceilings and 8-foot doors, complemented by professional window coverings throughout, and anchored by a gourmet kitchen, fully equipped dry bar, and spacious family room with surround sound - perfect for both everyday living and entertaining. The primary and secondary bathrooms feature spa-inspired rain showers, creating a true retreat experience. Thoughtful upgrades continue with a tankless water heater for efficiency and endless hot water, along with a fully equipped exterior camera system - hookups at all four roof corners with electronics already in place for added peace of mind. And that’s just the beginning - this home is loaded with upgrades, too many to list. Outdoors, your private oasis awaits: a screen-enclosed, gas-heated saltwater pool and spa, fully equipped outdoor kitchen, and a cozy fire pit - designed for year-round enjoyment. A multi-colored outdoor lighting system with remote control adds the perfect ambiance for evenings and entertaining. For those seeking a true turn-key experience, most furnishings are available for purchase - just bring your suitcase and start enjoying! This isn’t just a home - it’s almost 2,700 square feet of comfort, privacy, and elevated living… a true sanctuary. This is the one you’ve been waiting for! Schedule your showing today!
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747
$440,000Listed 05/29/2026 4:54PM MLS ID: O6411852
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,513 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$5,513
Remarks: Welcome to Rolling Hills Estates, one of Kissimmee's most desirable communities located just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, golf, and Central Florida's premier attractions. This beautifully maintained pool home offers the perfect blend of comfort, convenience, and investment potential. Featuring a spacious open-concept floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing short-term rental. The fully screened private pool provides the perfect place to relax and enjoy Florida's sunshine, while the game room and generous living areas create plenty of space for entertaining family and guests. The home may be purchased furnished or unfurnished, offering flexibility to suit your needs. A newer roof installed in 2020 adds additional value and peace of mind. Rolling Hills Estates is known for its prime location near Disney, easy access to major highways, and proximity to endless entertainment, dining, and shopping options. Whether you're looking for your next investment property or a place to create lasting memories, this home offers an exceptional opportunity in one of Central Florida's most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ninzy Acevedo (201-321-4098)
1527 GANTS CIR, KISSIMMEE, FL 34744
$599,00014 Days on yellowkey MLS ID: O6407722
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2871 Built: 2002Monthly Fee: $75 Tax: $4,456 (2025)Community: Ashley Cove Unit 3Single Family
Taxes:$4,456
Remarks: Feast your eyes on this Stunning 5BR/3BA pool home in the sought-after Gated Ashley Cove community. Here you can enjoy 2,896 sq ft of luxury. The home offers a desirable 3-way split-bedroom plan, a Formal living room with a wood-burning fireplace, a formal dining room, and a spacious family room. For those who work from home, there's a separate office with built-in shelving. The kitchen is well-appointed with beautiful granite countertops, a center island, and crown-molded cabinetry. Eat at the comfortable breakfast bar, the dinette, or the dining room. The master retreat boasts a tray ceiling, two walk-in closets, a garden tub, a separate shower, dual vanities, and a set of french doors that lead out to the covered lanai and screened pool. The spacious pool deck, adorned with beautiful brick pavers, is ideal for relaxing and entertaining. The new roof (2023) and AC (2025) provide peace of mind for years to come. Other improvements include: hot water heater (2020), exterior paint (2026), new light fixtures (2022), pool re-screen (2025), and newer appliances (2023 & 2026). The 12 ft ceiling and the 4 sets of french doors give this home a beautiful open appeal. The pre-wired surround sound speakers convey. This home is move-in ready and waiting for its next owner. All appliances convey. Minutes to Lake Toho, attractions, shopping, hospitals, and expressways.
Listing is courtesy of: FLORIDA REAL ESTATE PROPERTIES LLC (407-951-7810)
Listing Agent: Joyce Sanders (407-234-4680)
249 ABBOTSBURY DR, KISSIMMEE, FL 34758
$325,000Listed 05/29/2026 4:58PM MLS ID: C7526761
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2004Monthly Fee: $100 Tax: $5,303 (2025)Community: Poinciana Village 01 Neighborhood 03Single Family
Taxes:$5,303
Remarks: Welcome to this spacious two-story home featuring an open-concept layout and plenty of room to grow. The main living areas showcase tile flooring and an easy, functional flow, while the upstairs loft offers flexible space perfect for a second living area, office, or playroom. Generously sized bedrooms and a large fenced backyard provide both comfort and versatility. Conveniently located near shopping, dining, schools, and major roadways. Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
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