Location: Kissimmee
Do Not Show Listings
2705 PRESTWICK LN, KISSIMMEE, FL 34744
$410,000102 Days on yellowkey MLS ID: O6384546
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2005Monthly Fee: $73 Tax: $6,174 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,174
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: Great Investment Opportunity for Short-Term Rentals. Fully Furnished. Turnkey. Income Ready. Welcome to 2705 Prestwick Lane in Kissimmee. This 4 bedroom, 3 bathroom pool home sits on a quiet corner lot in a well-maintained community and is ready to perform from day one. Use it as a primary residence, vacation home, or short-term rental. The home is being sold fully furnished. Start generating income immediately or move in without the added expense and delay of furnishing. The open floor plan offers multiple gathering spaces, generous bedroom sizes, and strong guest appeal. The private screened pool creates the Florida experience renters look for and helps drive higher nightly rates. Location supports consistent demand: • Minutes to shopping, dining, and golf • Easy access to major highways • Close to Central Florida attractions without heavy tourist traffic Property highlights: • 4 bedrooms. 3 full bathrooms • Private screened pool • Corner lot with added privacy • Fully furnished and move-in ready • Ideal for short-term or long-term rental If you are looking for a clean, well-located pool home with proven rental appeal in Kissimmee, this property checks the boxes.
Listing is courtesy of: SHINE VILLAS REALTY LLC (407-709-6176)
Listing Agent: Sally Wallace (407-429-1258)
3021 PINEWOOD CT, KISSIMMEE, FL 34746
$449,99020 Days on yellowkey MLS ID: O6408584
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2383 Built: 1988Monthly Fee: $31 Tax: $2,317 (2025)Community: Pleasant Hill Lakes Unit 08Spa: NoSingle Family
Taxes:$2,317
Elementary School: None
High School: Liberty High
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 3021 Pinewood Ct, a rare one-story brick pool home situated on nearly ONE ACRE in the desirable Pleasant Hill Lakes area of Kissimmee, offering the perfect blend of privacy, space, and Florida outdoor living. Tucked away on an oversized lot with tranquil pond views directly behind the property, this 4-bedroom residence delivers a lifestyle that is increasingly hard to find—room to spread out, space for your boat or RV, and peaceful surroundings while still being close to everything Central Florida has to offer. From the moment you arrive, the expansive driveway and mature setting create a true estate-style feel. Inside, the home features a functional split floor plan with spacious living areas, an oversized primary suite with a large walk-in closet and oversized bath, and a generously sized kitchen with granite countertops, updated appliances, and abundant cabinet space. Step outside to enjoy the oversized screened-in pool and covered rear porch, the perfect setting for entertaining, relaxing, or simply enjoying the serene pond backdrop where fishing and nature become part of your everyday lifestyle. Recent improvements include a newer roof, brand-new carpet, and updated kitchen appliances, offering an excellent foundation for buyers looking to personalize and add their own modern touches over time. The oversized two-car garage provides additional storage, while the lot itself offers exceptional flexibility rarely found in today’s market. Conveniently located just minutes from shopping, dining, schools, Valencia College, SunRail, major roadways, and approximately 20–30 minutes from Disney, Universal, SeaWorld, and Orlando’s top attractions, this property offers the ideal combination of land, location, and lifestyle. Homes with this much space, privacy, and potential rarely come available—schedule your private showing today.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)
2178 N STEWART ST, KISSIMMEE, FL 34746
$514,90030 Days on yellowkey MLS ID: S5149415
Bed: 4 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2424 Built: 1990 Tax: $3,220 (2025)Community: Pleasant Hill Heights Unit 2Single Family
Taxes:$3,220
Elementary School: Bellalago Charter Academy (K-8)
Middle School: Bellalago Charter Academy (K-8)
Remarks: No HOA - 1 Acre!!! Beautifully maintained and loaded with upgrades, this spacious 4-bedroom, 2-bath home offers 2,424 heated square feet of comfortable living in a highly desirable, quiet community with no HOA. Situated on a private 1-acre lot, there’s plenty of room for all your vehicles, boats, RVs, and toys. Designed for both everyday living and entertaining, the home features separate formal living and dining rooms, plus a welcoming family room that overlooks the spacious updated kitchen. Just off the kitchen, the Florida room provides the perfect place to relax while enjoying views of the impressive 24x30 warehouse/garage built in 2020 — complete with a car lift and 5-ton engine hoist, making it a mechanic’s dream workshop. This home showcases true pride of ownership with numerous recent upgrades, including new bathrooms in 2025, waterproof luxury vinyl plank flooring installed in 2026, fresh exterior paint in 2026, an updated water treatment system and water heater in 2025, and a new drain field in 2023. The beautiful Spanish tile roof was installed in 2005 and professionally sealed in 2023 for added longevity. Energy efficiency is a standout feature with solar panels installed in 2023 that will be fully paid off at closing, along with a paid-off Tesla solar battery added in April 2026. The home is fully powered by solar, offering exceptional energy savings. Conveniently located close to shopping, dining, and just minutes from Valencia College, this exceptional property combines privacy, functionality, and modern upgrades all in one incredible package.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Norquy Pagan (407-738-2276)
1158 SAINT TROPEZ CT, KISSIMMEE, FL 34759
$275,000178 Days on yellowkey MLS ID: S5140098
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 2005Monthly Fee: $90 Tax: $2,485 (2024)Community: Poinciana Village 5 Nbhd 1Single Family
Taxes:$2,485
High School: None
Tax Year: 2024
Remarks: Seller says make offers! Welcome to 1158 Saint Tropez, a beautifully maintained home in the heart of Kissimmee, offering comfort, convenience, and Florida living at its best. This spacious residence features an inviting open floor plan with abundant natural light, perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the main living area, creating a warm and functional space for gatherings. Enjoy generous bedrooms, including a comfortable primary suite designed for relaxation, plus additional rooms ideal for guests, a home office, or family needs. Step outside to your private outdoor area, perfect for morning coffee, weekend barbecues, or simply unwinding in the sunshine. Located in a desirable community near theme parks, shopping, dining, major highways, and all the attractions that make Central Florida such a sought-after destination. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks every box. Don’t miss your chance to own a wonderful home in one of Kissimmee’s most convenient locations, schedule your showing today!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Brenda Brooks (863-370-9667)
1550 REGAL OAK DR, KISSIMMEE, FL 34744
$480,00022 Days on yellowkey MLS ID: S5150034
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 1983 Tax: $3,426 (2025)Community: Regal Oak Shores Unit 4Single Family
Taxes:$3,426
Remarks: Welcome to this beautifully maintained 4 bedroom, 2 bathroom pool home located in the established community of Regal Oak Shores in Kissimmee, Florida. Situated on a spacious oversized lot surrounded by mature oak trees, this property offers privacy, tranquility, and the charm that is hard to find in newer developments. The home features a resurfaced saltwater pool completed in 2026 with warranty, solar panels installed in 2018 that will be fully paid off at closing allowing the new homeowners to enjoy extremely low to nearly zero electric bills, a hybrid water heater, two interior brick fireplaces, an updated kitchen perfect for entertaining, and abundant natural light throughout. Major upgrades include a roof replaced in 2016, AC system updated in 2018, water heater replaced in 2019, drain field replaced in 2018, Hardie board siding installed in 2019, brick sealed in 2021, new pool pump installed in 2022, saltwater system added in 2025, garage door opener and springs replaced in 2024, soffit replacement, and tile flooring throughout the home, providing peace of mind for years to come. Ideally located near the Florida Turnpike, shopping, restaurants, hospitals, Orlando International Airport, and Central Florida’s world famous theme parks, this home offers the perfect combination of comfort, convenience, and long term value.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Maria Santacruz (407-552-8213)
169 BIG BLACK DR, KISSIMMEE, FL 34759
$317,50035 Days on yellowkey MLS ID: S5149078
REDUCED by $2,500 (0.8%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 2006Monthly Fee: $100 Tax: $2,216 (2025)Community: PoincianaSingle Family
Taxes:$2,216
Elementary School: Sandhill Elem
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Looking for space, privacy, and flexibility under one roof? This 4-bedroom home features a rare private ensuite suite behind a pocket door—perfect for multigenerational living, guests, or a home office setup. Welcome to this beautifully maintained, move-in ready home offering the perfect blend of comfort, space, and Florida living in one of Poinciana’s fastest-growing communities! This 4-bedroom, 3-bathroom home features a highly desirable split floor plan designed for modern living. One of the standout features is a separate ensuite bedroom and bathroom tucked behind a pocket door, creating a private living area ideal for extended family, visiting guests, or anyone needing their own space and independence. In addition, two of the secondary bedrooms are connected by a convenient Jack & Jill bathroom, offering both functionality and privacy—perfect for family living or guests. Step inside to a bright, open-concept layout with soaring ceilings and abundant natural light. The laminate flooring throughout provides a clean, updated look while being durable and easy to maintain. The spacious kitchen offers ample cabinet space and flows seamlessly into the main living and dining areas—perfect for entertaining or everyday living. The primary suite is generously sized with a walk-in closet and private bath, creating a relaxing retreat. Enjoy Florida living year-round on the covered and screened-in patio, ideal for morning coffee or weekend BBQs, all overlooking a fully fenced backyard—perfect for pets or creating your own outdoor oasis. Additional highlights include a newer roof (2018), 2-car garage, and extended driveway for extra parking. Conveniently located just minutes from shopping, restaurants, schools, and medical facilities, with nearby parks, lakes, walking trails, and playgrounds. Community amenities include pools, fitness centers, and recreational areas. Whether you’re looking for a primary residence, second home, or investment opportunity, this home offers the space, layout, and value buyers are searching for in today’s market. Don’t miss your opportunity to own a home that truly checks all the boxes—schedule your private showing today!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Katie Sweet (863-990-5141)
779 VIA COMO ST, KISSIMMEE, FL 34759
$369,90047 Days on yellowkey MLS ID: L4961219
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1653 Built: 2023Monthly Fee: $276 Tax: $4,358 (2025)Community: Solivita Ph 5CSingle Family
Taxes:$4,358
Remarks: One or more photo(s) has been virtually staged. Don’t Miss This Upgraded Waterview Gem with Rare Golf Cart Garage! This beautifully appointed 2023 Allora model offers 2 bedrooms, 2 bathrooms, plus a versatile flex room. Perfect for a home office, den, or guest space, along with a 2-car garage and a highly sought-after golf cart garage, a premium feature not found in all homes. Ideally located near the Village Center, this home showcases serene water views, high ceilings, and taller interior doors that enhance the spacious, airy feel throughout. Inside, you’ll find a bright open-concept layout with a spacious dining area and no carpet throughout, featuring ceramic wood-look tile for style and easy maintenance. The upgraded kitchen is designed to impress with a custom pantry, tile backsplash, breakfast bar, and pull-out double-level cabinetry, making everyday living and entertaining seamless. The expansive great room opens to a screened, covered lanai overlooking the tranquil water, creating the perfect indoor-outdoor space. The primary suite also enjoys peaceful water views and features a spa-like en-suite bath with dual sinks, a large walk-in shower with built-in seating, and a custom-designed oversized walk-in closet. The split-bedroom layout ensures privacy for guests, while the flex room adds valuable functionality to suit your lifestyle needs. Additional upgrades include built-in closets, gutters, and enhanced storage throughout, plus a laundry room with sink and cabinetry. Step outside to an extended, fenced paver patio featuring pet-friendly artificial turf, a shaded Sunshade awning, and a dedicated pet area ideal for relaxing or entertaining. Built in 2023, this home offers peace of mind with ROOF, HVAC, WATER HEATER, and APPLIANCES all 2023. Located in the award-winning 55+ community of Solivita, residents enjoy access to world-class amenities including 14 heated pools, championship golf courses, pickleball and tennis courts, fitness centers, dining, and endless social opportunities. This is more than a home, it’s a lifestyle. Schedule your private showing today!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Melissa Ramirez (813-956-1071)
1892 BRIGHT SKY DR, KISSIMMEE, FL 34744
$468,000114 Days on yellowkey MLS ID: S5143785
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2522 Built: 2025Monthly Fee: $7 Tax: $2,686 (2025)Community: Tohoqua Ph 7Single Family
Taxes:$2,686
Elementary School: Neptune Elementary
Remarks: Welcome to this beautiful, newly constructed 4-bedroom, 3.5-bathroom home featuring over 2,400 square feet of thoughtfully designed living space. From the moment you step inside, you are greeted with natural light, a beautiful formal dining space, and an open floor plan perfect for modern living. The gourmet kitchen features quartz countertops, stainless steel appliances, and a spacious island ideal for entertaining guests. The primary suite offers a spacious walk-in shower, a well-sized walk-in closet, and access to the screened-in patio where you can enjoy a nice cup of your favorite coffee or tea in the morning or read your favorite book in the evening. The second floor of this delightful home features an expansive loft perfect for entertainment and family game night, a private laundry room, two bedrooms connected by a Jack and Jill bathroom, and a separate bed and bath to complete the layout. Conveniently located near top-rated schools, shopping, dining, and parks, this home blends comfort, style, and convenience. Don’t miss the opportunity to make this exceptional property your own!
Listing is courtesy of: RIGHT CHOICE REALTY & SERVICES, INC. (407-791-9551)
Listing Agent: Janet Betancourt (321-624-6656)
4694 PRAIRIE POINT BLVD, KISSIMMEE, FL 34746
$549,000238 Days on yellowkey MLS ID: R4910061
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1998 Tax: $6,893 (2024)Community: Indian Point Ph 5Spa: NoSingle Family
Taxes:$6,893
Remarks: PRICE REDUCTION: This home has been completely renovated and is ready for a new owner! It is one of the largest homes in this community boasting 2209 sq. ft. of living area, so there's room for everyone! With 2 master suites downstairs and a huge master suite on the 2nd floor, there are 3 master suites, making a total of 5 bedrooms with 4 full baths. The house has been re-piped, repainted (inside, outside & garage), Vinyl plank driftwood flooring throughout the house (including bathrooms), carpeting on the stairway, & all bathrooms have been retiled over the tubs & in the showers. New kitchen cabinets with crown molding, new bathroom vanities, all new kitchen appliances (including a built-in air fryer in the oven), new lighting fixtures, & nicely landscaped. There is a covered lanai as you go out to the screened-in pool, with a beautiful view of the conservation area and a pond view to the left. There is a video doorbell and a video camera on the lanai so you can monitor the front & back.
Listing is courtesy of: OFFILER, LUCILLE JANICE (407-396-7650)
Listing Agent: Lucille Offiler (407-396-7650)
3929 REED GRASS PL, KISSIMMEE, FL 34746
$412,50023 Days on yellowkey MLS ID: O6408104
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2023Monthly Fee: $364 Tax: $6,359 (2025)Community: Bellalago Ph 5J Sec 3Single Family
Taxes:$6,359
Remarks: Welcome to Bellalago, resort style living at its finest! Don't miss this beautiful 4 bedroom 3 bath home built to entertain. Modern floor plan will not disappoint. Open and airy, plenty of ambient light, large sliding glass doors open to a screened lanai. No backyard neighbor, only woods. Chefs' kitchen has tall cabinets, built in appliances and a large walk-in panty with easy access to the dining room. Enjoy the huge great room from the breakfast bar and the serene view into your screened patio, perfect for grilling and relaxation. Split floor plan ensure privacy in the Primary bedroom that has a spa like bathroom, walk in closet and more. Bellalago and the Isles of Bellalago are a gated community with a guard that offers plenty of recreation, waterfront restaurant and boat access to Lake Toho so don't forget to bring your boat!
Listing is courtesy of: PAM REAL ESTATE (407-426-9744)
Listing Agent: Patty Hru (407-426-9744)
760 WINDLASS CT, KISSIMMEE, FL 34746
$1,025,00022 Days on yellowkey MLS ID: O6407891
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5412 Built: 2019Monthly Fee: $159 Tax: $7,659 (2025)Community: BellalagoSingle Family
Taxes:$7,659
Middle School: Horizon Middle
Remarks: Welcome to refined lakefront living in the exclusive gated community of Bellalago, where privacy, scale and lifestyle converge seamlessly. This exceptional Spanish Mediterranean estate offers over 5,400 square feet of thoughtfully curated living space, featuring five bedrooms, 5.5 baths, soaring 20-foot entrance ceilings, 8-foot doors and breathtaking private views of Lake Toho. Designed for discerning buyers seeking sophistication and functionality, the residence showcases dual primary suites on both levels, two laundry rooms, an expansive upstairs loft and a private balcony overlooking the water, ideal for multi-generational living, executive entertaining or a luxurious second-home retreat. At the center of the home, the gourmet kitchen blends elegance and practicality with granite countertops, 42-inch cabinetry, a walk-in pantry, a butler's pantry and a dedicated drop zone area, all flowing effortlessly into the home’s grand living spaces. Expansive glass and natural light frame the home’s serene waterfront setting, while the oversized screened lanai creates a resort-inspired outdoor experience designed for peaceful mornings, sunset evenings and elevated entertaining in complete privacy. Located less than 30 minutes from Walt Disney World Resort and moments from premier shopping and dining, Bellalago is known for its tranquil atmosphere, boating lifestyle and resort-caliber amenities, including a clubhouse, fitness center, restaurant, multiple pools, tennis and basketball courts, volleyball courts, playgrounds, a dog park, private lake access and 24-hour guarded security. A rare opportunity to own a private waterfront residence in one of Central Florida’s sought-after luxury lake communities.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Alejandro Quiel, Jr (407-967-2738)
412 ARKANSAS CT, KISSIMMEE, FL 34759
$345,00061 Days on yellowkey MLS ID: L4960633
REDUCED by $5,000 (1.4%) on 04/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1890 Built: 2023Monthly Fee: $100 Tax: $4,072 (2025)Community: Poinciana Nbrhd 05 Village 07Single Family
Taxes:$4,072
Remarks: Welcome to 412 Arkansas Ct — a beautifully upgraded 4-bedroom, 3-bath home built in 2023, offering over 2,000 square feet of modern living space and high-end custom finishes throughout. From the moment you arrive, the home stands out with a custom paver driveway and stone accents on the front of the home, creating a striking and welcoming first impression. Inside, the open layout features luxury vinyl flooring in the main living areas for a sleek, modern look, while the bedrooms are comfortably carpeted for added warmth. The foyer and bathrooms showcase porcelain tile accents, adding refinement and durability. The kitchen is a true showpiece, offering granite countertops, stainless steel Whirlpool appliances, a large kitchen island perfect for gatherings, and a walk-in pantry that provides exceptional storage and convenience. The primary suite delivers a spa-like experience with its stand-alone tub and expansive shower, creating a relaxing retreat at the end of the day. Step outside to your private outdoor oasis: a fully fenced-in backyard featuring a charming gazebo, ideal for relaxing, entertaining, or enjoying peaceful evenings at home. Located in a growing community with convenient access to parks, shopping, dining, and major roadways, this home blends comfort, style, and everyday functionality. With its modern construction, custom upgrades, and inviting indoor-outdoor living, 412 Arkansas Ct is a must-see.
Listing is courtesy of: HELLO FLORIDA REAL ESTATE LLC (863-226-5521)
Listing Agent: Ashley Gambrell (863-670-9078)
7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747
$685,00078 Days on yellowkey MLS ID: O6392299
REDUCED by $14,000 (2.0%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1969 Built: 2021Monthly Fee: $407 Tax: $10,834 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$10,834
Remarks: Welcome to this beautiful St. Lucia home located at the Four Seasons of Orlando in Kissimmee. Orlando's most desirable 55+ Community. Four Seasons has a 24/7 manned guard gate and resort style amenities. This home has a water view in the front and hole #2 of the golf course in the back. Enjoy views of the heated pool and golf course from your enclosed entended Lanai. The gourmet kitchen has a large island with a breakfast bar, quartz counters, 42" cabinets, under cabinet lighting, stainless steel appliances including a built-in oven, microwave and gas cooktop. The dining room, living room and primary bedroom feature tray ceilings, all leading out to the extended screened lanai and heated pool and spa. You can also enter the lanai from the primary suite, sit by your fire pit and enjoy the scenery relaxing by your heated pool. This home comes with four security cameras on the exterior. You will also enjoy the whole house Britta water filtration system. The Four Seasons is entwined within Mystic Dunes Golf Course. Residents can enjoy dinner and drinks at the Mystic Dunes Club with a discount. The Four Seasons community has a large clubhouse (12,000 sq. ft) with a fitness center, kitchen, craft room game room, bar and coffee area. There is so much to do at the Four Seasons at Orlando's 55+ Community.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Susan Rinaldi (201-952-9500)
1828 PARTIN TERRACE RD, KISSIMMEE, FL 34744
$414,900122 Days on yellowkey MLS ID: S5143083
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2017Monthly Fee: $10 Tax: $8,257 (2025)Community: Kindred Ph 1CSingle Family
Taxes:$8,257
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! MOTIVATED SELLER. Nestled in a sought-after Kindred community, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of modern style, spacious living, and everyday convenience. Brand new carpets installed. From the moment you arrive, you’ll be captivated by the warm curb appeal and thoughtfully designed layout that welcomes you inside. The open-concept living space is bright and inviting, featuring high ceilings, natural light, and a seamless flow between the living, dining, and kitchen areas, ideal for both relaxing evenings and lively gatherings. The chef-inspired kitchen boasts sleek countertops, ample cabinetry, and a generous island that serves as the heart of the home, perfect for family meals, entertaining guests, or enjoying your morning coffee. Just beyond, the spacious primary suite offers a private retreat with a spa-like ensuite bath and walk-in closet, providing comfort and tranquility at the end of the day. Step outside to your backyard oasis, where Florida’s year-round sunshine sets the stage for outdoor living. Whether you envision weekend barbecues, quiet mornings, or space to play, this home offers endless possibilities. Ideally located near top-rated schools, major highways, shopping, dining, and Orlando’s world-class attractions, this property delivers both lifestyle and investment value. This isn’t just a house, it’s a place to build memories, grow your future, and truly feel at home. Opportunities like this don’t last long. Schedule your private showing today and experience everything this home has to present!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Lisbeth Recio (347-805-8139)
1002 CANNOCK DR, KISSIMMEE, FL 34758
$335,900229 Days on yellowkey MLS ID: O6354206
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 2023Monthly Fee: $89 Tax: $4,752 (2024)Community: Poinciana Village 2 Nbhd 1Single Family
Taxes:$4,752
Remarks: This is one of D.R. Horton's beautiful Cali models, open floor plan, with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. This home is like new, built in 2023. It has been upgraded with interior lighting and hardwood flooring. There is also tile, and some carpet throughout the home. The space is amazing for entertaining. The spacious kitchen has upgraded backsplash, a lovely island, stainless steel appliances and great cabinetry. This home has 4 bedrooms with the primary located off the living space, in the back of the home, for privacy. If you're looking for a move-in ready home that is available for a quick close, don't miss this opportunity. Contact the listing agent for a private tour.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Yolanda Presley, Llc (352-461-7241)
8869 RHODES ST, KISSIMMEE, FL 34747
$559,000155 Days on yellowkey MLS ID: O6369898
REDUCED by $51,000 (8.4%) on 04/26/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $552 Tax: $11,004 (2024)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,004
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Ideally positioned within the highly sought-after Windsor at Westside resort community, this exceptional FULLY FURNISHED pool home offers an outstanding opportunity as the perfect blend of personal enjoyment and investment potential, whether used as a vacation home, seasonal escape, or profitable rental property. Walking distance from the community’s clubhouse, which offers resort-style amenities, this home combines prime location, strong rental performance, and extensive recent upgrades. This property is operating as an Airbnb and producing impressive revenue numbers when rented, driven largely by its ideal location within the community, beautiful water views in front and back, and the thousands of dollars invested into updates and improvements. Rental projections continue to look strong in the area, creating immediate income potential with room for future growth. For added convenience, any future bookings may be transferable if the current management company is retained, allowing for a seamless transition and potential day-one revenue for the next owner. Unlike many vacation homes on the market, this property has been extensively upgraded to maximize guest appeal and long-term durability. Featuring over $40,000 in improvements, the home includes luxury vinyl flooring throughout all bedrooms and upstairs living spaces, with NO CARPET except the updated stairway, along with refreshed furnishings and décor, fresh interior paint, new appliances, smart televisions, Nest thermostats, Schlage smart locks, LED lighting, security cameras, new linens, flatware, and more. Professionally themed bedrooms and upgraded entertainment spaces further enhance the guest experience. Spanning over 3,100 square feet, this spacious 6-bedroom, 4.5-bathroom home was designed for comfort, functionality, and entertaining. The open-concept layout flows seamlessly between the kitchen, dining, and living areas before opening to the private screened lanai with heated pool and spa. The thoughtfully designed floor plan includes two primary suites, including a first-floor owner's suite featuring dual sinks, soaking tub, and separate walk-in shower. Upstairs, additional guest rooms, themed spaces, and an oversized loft create the perfect entertainment area complete with a large-screen television and additional refrigerator. Outdoor living is equally impressive with upgraded patio furnishings, privacy screens, a pool alarm system, and a remote-controlled pool heater. Residents and guests of Windsor at Westside enjoy a 10,000-square-foot clubhouse, resort-style pool and spa, lazy river, water slide, arcade, tiki bar and restaurant, fitness center, sports courts, playground, and more. HOA dues include landscaping maintenance, cable, internet, pest control, daily valet trash service, and man gated security, creating a low-maintenance ownership experience, making it truly turn-key. Conveniently located just 20 minutes from Walt Disney World, shopping, dining, golf, major highways, 30 minutes from Orlando International Airport, and Florida’s world-famous attractions, this property truly checks every box for both lifestyle and investment performance. The hard work has been done for you! Schedule your private showing today and be sure to explore the virtual tour and 3D walkthrough links for a complete look inside this incredible property.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Lisa Mahjoub (321-217-9965)
4943 ROYAL POINT AVE, KISSIMMEE, FL 34746
$452,50077 Days on yellowkey MLS ID: W7884068
REDUCED by $2,500 (0.5%) on 05/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 2021Monthly Fee: $124 Tax: $6,234 (2025)Community: Cypress Hammock Ph 1Single Family
Taxes:$6,234
Remarks: Welcome to this spacious and move-in ready 5-bedroom, 3-bathroom home in Kissimmee! Featuring a versatile layout with a loft, 2-car garage, and a screened, covered lanai, this home is designed for both comfort and entertaining. The open-concept kitchen seamlessly flows into the café and gathering room and showcases a large center island, pantry, stainless steel Whirlpool appliances, espresso cabinetry, granite countertops, and a light gray subway tile backsplash. Just beyond, the covered lanai provides the perfect space to enjoy indoor-outdoor living year-round. A bedroom and full bathroom on the main level offer flexibility for guests or a home office. Upstairs, you’ll find a spacious loft, convenient laundry room, three additional bedrooms, a full bath, and a generous primary suite featuring a large walk-in closet and an en suite bath with dual sinks, granite countertops, linen storage, and a walk-in shower. Additional highlights include tile flooring throughout the main living areas, bathrooms, and laundry room, soft stain-resistant carpeting in the bedrooms and second floor, and included appliances such as washer, dryer, refrigerator, and window blinds. Enjoy peaceful water or conservation views and take advantage of the community’s resort-style amenities, including a pool with splash pad, playground, sports court, walking trails, and more—perfect for relaxing and entertaining with family and friends.
Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)
Listing Agent: Ryan Diaz (727-656-3788)
4612 CABALERRO TRL, KISSIMMEE, FL 34758
$410,000106 Days on yellowkey MLS ID: S5144328
REDUCED by $19,000 (4.4%) on 05/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2735 Built: 2010Monthly Fee: $133 Tax: $5,237 (2025)Community: Brighton Landings Ph 1Single Family
Taxes:$5,237
Elementary School: Sunrise Elementary
High School: Poinciana High School
Remarks: Beautifully maintained 4-bedroom home in Brighton Landings — Kissimmee Featuring 4 bedrooms and 2.5 bathrooms, this home offers 2,735 sq ft of heated living space (3,281 sq ft total) designed for comfort and functionality. All bedrooms are located on the second floor, providing privacy and a well-planned layout. The spacious kitchen comes fully equipped with a range, refrigerator, dishwasher, and microwave — perfect for everyday living and entertaining. Downstairs, enjoy a versatile layout with a living/dining room combination, a separate family room, and a convenient guest half bath. Upstairs, the primary suite serves as a relaxing retreat with a garden tub, separate shower, and large walk-in closet. A flexible second-floor space offers the option to create a media or bonus room to fit your lifestyle. Ceiling fans throughout the home add comfort year-round. Step outside to a large fenced backyard and enjoy the convenience of a two-car garage. Residents of Brighton Landings enjoy access to community amenities including a clubhouse, playground, and fitness center. ****Home square footage, taxes, lot sizes, and schools are to be independently verified.***
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
5442 ISLA SAONA DR, KISSIMMEE, FL 34758
$374,72419 Days on yellowkey MLS ID: O6408752
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2026Monthly Fee: $50Community: WestviewSingle Family
Taxes:$0
Elementary School: Koa Elementary
Middle School: Discovery Intermediate
Remarks: Under Construction. What's Special: Single Level Living | Covered Lanai | Extended Lot | Oversized Lot. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Hummingbird at 5442 Isla Saona Drive in Westview! This thoughtfully designed new single-story home offers an open-concept layout centered around a spacious great room that flows seamlessly into the dining area and well-appointed kitchen with a large island and walk-in pantry, ideal for everyday living and entertaining. The private primary suite is tucked away at the back of the home and features a generous walk-in closet and en-suite bath. Three secondary bedrooms and two full baths provide flexibility for guests or a home office, while a covered lanai extends the living space outdoors. A convenient laundry room and 2-car garage complete this smart, functional floor plan. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: Refrigerator, washer and dryer, extended LVP flooring, and whole house blinds. Photos are for representative purposes only. MLS#O6408752
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
314 ALMA ST, KISSIMMEE, FL 34741
$590,000117 Days on yellowkey MLS ID: O6380497
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 1567 Built: 1993 Tax: $4,907 (2025)Community: W H FarmersSingle Family
Taxes:$4,907
Remarks: Fully Remodeled Turnkey Investment Property – 3 Bedrooms + 2 In-Law Suites – No HOA | No CDD – Prime Kissimmee Location Attention investors! This fully remodeled property in Kissimmee is a ready-to-go income-producing opportunity. The main home features 3 bedrooms and 2 full bathrooms, while the property also includes two private in-law suites, each with 1 bedroom, 1 bathroom, a kitchen, and private entrance. Additionally, there is land available for a mobile home, creating even more rental potential. The entire property has been completely updated with remodeled kitchens and bathrooms, new flooring, A/C, and water heater approximately 3 years old, ensuring modern comfort and peace of mind. This property is fully tenant-occupied and generates total monthly income of $5,355: Main home: $2,500 Front in-law suite: $1,110 Rear in-law suite: $1,055 Mobile home site: $700 This is an exceptional opportunity for investors to own a property that produces income immediately, with strong cash flow in a high-demand Kissimmee location. No HOA and no CDD make this property even more desirable. Located just minutes from shopping, dining, schools, and major highways, this property offers versatility, strong returns, and turnkey convenience — a rare find in today’s market.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Yanira Suarez (407-751-4043)
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