Location: Kissimmee
Do Not Show Listings
2758 DODDS LN, KISSIMMEE, FL 34743
$285,00025 Days on yellowkey MLS ID: O6404833
1 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1703 Built: 2007Monthly Fee: $325 Tax: $3,959 (2025)Community: Eagle Bay Ph 01Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,959
Elementary School: Ventura Elem-OS
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Parkway Middle
Remarks: Welcome to your beautifully updated home in the heart of Kissimmee! This 3 bedroom, 2.5 bathroom townhouse with an amazing loft is move-in ready and offers the perfect combination of modern upgrades, comfort, and an unbeatable location. Featuring brand-new flooring throughout, this move-in ready property showcases a modern upgraded kitchen with new stainless steel appliances, butcher block countertops, and a premium soft-close cabinet system designed for both beauty and functionality. The spacious layout offers comfortable living areas plus an impressive second-floor loft ideal for a media room, home office, playroom, or additional flex space to fit today’s lifestyle needs. Enjoy relaxing mornings and peaceful evenings in the screened-in porch overlooking the backyard, creating the perfect indoor-outdoor Florida living experience. Major updates provide peace of mind including a newer roof, HVAC system, all approximately 5 years old, along with a beautifully remodeled powder room that adds a stylish touch. Conveniently located near major highways, Orlando International Airport, Lake Nona, shopping, dining, schools, theme parks, and Central Florida attractions, this home is ideal for primary residents, relocations, or buyers looking to enjoy the Florida lifestyle with easy access to everything. Don’t miss this opportunity to own a beautifully upgraded home in one of Kissimmee’s most convenient locations. Schedule your private showing today.
Listing is courtesy of: THE REAL ESTATE INTERNATIONAL GROUP LLC (407-850-8469)
Listing Agent: Kriselys Tapia (305-244-7937)
1723 FLOURISH AVE, KISSIMMEE, FL 34744
$384,50026 Days on yellowkey MLS ID: O6410022
REDUCED by $500 (0.1%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1617 Built: 2021Monthly Fee: $10 Tax: $5,566 (2025)Community: Tohoqua Ph 1Single Family
Taxes:$5,566
Elementary School: None
High School: None
Middle School: None
Remarks: This residence offers an ideal blend of comfort, technology, and thoughtful upgrades designed for everyday living. Enjoy a home featuring 3 bedrooms, 2.5 bathrooms, and approximately 1,617 sq ft Notable upgrades include a living room sound system, laminate flooring on the stairs and throughout the second floor, and hardwired internet/data connections in the primary bedroom and a secondary bedroom—perfect for a more reliable home office or gaming setup. For added security and future-ready convenience, the exterior includes CAT5 wiring for security cameras. Additional improvements include a ceiling outlet for lighting with a wall switch in the living room, creating a clean, modern setup. Outside, enjoy a front porch with artificial turf and a fenced yard, ideal for privacy and everyday use. The garage also features overhead storage, great for suitcases and extra boxes. As an added value, the property includes solar panels Schedule your private tour today and experience these upgrades in person!
Listing is courtesy of: MR VARGAS PROPERTY MANAGEMENT LLC (407-557-2150)
Listing Agent: Erwin Vargas (407-557-2150)
8553 BAY LILLY LOOP, KISSIMMEE, FL 34747
$278,89017 Days on yellowkey MLS ID: O6412829
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $594 Tax: $3,671 (2025)Community: Encantada Ph 01Townhouse
Taxes:$3,671
Elementary School: Westside K-8
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Fully furnished and with a private pool — this 3-bedroom, 2.5-bath townhome in Encantada Resort, Kissimmee, FL is a turnkey opportunity ready to rent from day one. Located at 8553 Bay Lilly Loop, the property offers approximately 1,295 sq ft across a practical two-level layout designed for buyers seeking a vacation home, short-term rental opportunity, second residence, or low-maintenance resort-style property in one of Kissimmee's most searched vacation corridors. The main level connects the living, dining, and kitchen areas for an easy guest-friendly flow, with a convenient half bath downstairs. Upstairs, the bedrooms are positioned away from the main living spaces, including a primary suite with ensuite bath. The rear outdoor area includes a screened patio and private splash pool — additional space for relaxing after time at nearby attractions. Encantada Resort amenities are reported to include a clubhouse, community pools, spas, fitness center, playground, game room, cyber café, walking areas, and resort-style gathering spaces. The location provides direct access to US-192, SR-429, I-4, and Osceola Parkway, with Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, golf, grocery stores, restaurants, and Central Florida attractions minutes away. This property is especially appealing for buyers searching for a furnished Kissimmee vacation rental near Disney, an Orlando-area investment property, a Central Florida townhome with resort amenities, or a short-term rental option near shopping, dining, water parks, golf, and major road access. The two-level floor plan, furnished setup, private pool, and proximity to major tourism anchors support strong search visibility for buyers comparing homes near Disney, townhomes in Encantada Resort, and properties along the US-192 corridor. Schedule your private showing today and explore the furnished resort-style location, rental potential, and Central Florida access this Kissimmee townhome offers.
Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)
Listing Agent: Angela Rodriguez (407-873-8379)
1959 CACUTTA WAY, KISSIMMEE, FL 34744
$400,00015 Days on yellowkey MLS ID: S5151373
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2023Monthly Fee: $11 Tax: $7,033 (2025)Community: KindredSingle Family
Taxes:$7,033
Elementary School: Neptune Elementary
Middle School: Harmony Middle
Remarks: Short Sale. Welcome to 1959 Cacutta Way, a beautifully maintained 4-bedroom, 2-bathroom home located in the desirable Kindred community of Kissimmee. Built in 2023, this modern residence offers approximately 1,846 square feet of thoughtfully designed living space with an open-concept layout, abundant natural light, and stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large center island that seamlessly connects to the living and dining areas, creating an ideal setting for everyday living and entertaining. The private primary suite includes a walk-in closet, dual vanities, and a walk-in shower. Three additional bedrooms provide flexibility for a variety of lifestyle needs, while smart home features add convenience and modern functionality. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor activities, gatherings, gardening, or simply relaxing. Residents of Kindred enjoy access to an impressive selection of community amenities, including resort-style pools, fitness facilities, tennis and pickleball courts, soccer fields, playgrounds, walking and biking trails, a dog park, and a clubhouse. Conveniently situated with easy access to US-192 and the Florida Turnpike, this home is located near major employment centers, shopping, dining, recreation, and transportation hubs. Nearby points of interest include NeoCity, Lake Nona, Kissimmee Lakefront Park, and Orlando International Airport. AdventHealth Kissimmee, offering comprehensive medical services and emergency care, is also located nearby. Whether you're looking for a primary residence or an investment opportunity, this move-in-ready home combines modern comfort, outdoor enjoyment, and a convenient Central Florida location. Schedule a showing today
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Maria Aldana, Llc (786-239-0262)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$439,00057 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 cream 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.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
1200 TETON DR, KISSIMMEE, FL 34744
$329,900133 Days on yellowkey MLS ID: O6380571
REDUCED by $10,100 (3.0%) on 04/30/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1969 Built: 2008Monthly Fee: $164 Tax: $2,796 (2025)Community: Heritage RunTownhouse
Taxes:$2,796
Remarks: Price Adjusted! Seller Motivated. Townhome featuring tile flooring throughout and a bright, open floor plan designed for easy living and entertaining. The spacious layout flows seamlessly between living, dining, and kitchen areas, creating an inviting atmosphere. Located in a well-maintained community with desirable amenities and convenient access to shopping, dining, and major roadways, this home offers comfort, functionality, and a great location.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Franklin Mateo (407-476-3660)
2781 ALMATON LOOP #401, KISSIMMEE, FL 34747
$294,50073 Days on yellowkey MLS ID: O6397227
REDUCED by $5,450 (1.8%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $3,908 (2025)Community: Ventura At Windsor Hills Condo Ph 2Condo
Taxes:$3,908
Remarks: Priced to sell! This beautifully maintained 3-bedroom, 2-bathroom top-floor condo is offered fully furnished and zoned for short-term rental, making it an ideal investment or personal getaway. Lovingly used as a family vacation home, it has no rental history and has been exceptionally well cared for. A brand-new AC system will be installed prior to closing for added peace of mind. NEW AC/Smart thermostat just installed!! Located in the highly sought-after, gated community of Windsor Hills, you’re just minutes from Walt Disney World and Universal Studios Florida. Windsor Hills offers a true resort-style experience with world-class amenities, including a lagoon-style pool, water park, movie theater, fitness center, game room, on-site convenience store, bar, and more. Schedule your private showing today—this one won’t last!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
1767 SMARTS RULE ST, KISSIMMEE, FL 34744
$509,90041 Days on yellowkey MLS ID: S5149626
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2764 Built: 2022Monthly Fee: $1 Tax: $7,949 (2024)Community: Tohoqua Ph 1BSingle Family
Taxes:$7,949
Tax Year: 2024
Middle School: Neptune Middle (6-8)
Remarks: Come and enjoy the perfect home with the perfect lifestyle minutes walking distance from the Heart of it all. Beautifully located at the desirable new Tohoqua subdivision. From the welcoming front porch to the bright & open floor plan, enjoy the walk through your spacious living/dining room which is just perfect for entertaining friends or just relaxing with family. Decorative arches and niches add character and elegance to your future home. The large architectural open kitchen with island, 42" cabinets and eat-in nook, combined with family room and partially covered lanai will give you lots of room to stretch out and relax throughout the whole home. Community amenities currently include a Residents Club, resort-style pool, Clubhouse, Fitness Center, tennis courts, playground, and 5 miles worth of trails through Twin Oaks Conservation Area, the Florida National Scenic Trail and, for canoers and kayakers, access to the Saint Cloud Canal. There is a new high school and a K-8 school planned to be built within the community as well as a Village Center which will have shops, restaurants, health care and medical offices, and more. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends, family and grandkids. Tohoqua is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. State-of-the-art technology in Tohoqua will ensure that your family and business are connected to the latest and best tech options. - Bank funded Rent-to-Own program available. Call today.
Listing is courtesy of: CHAMPIONS REALTY AND INVESTMENT INC (407-429-4907)
Listing Agent: George Gomez (407-361-7441)
2737 BOOKMARK DR, KISSIMMEE, FL 34746
$685,000187 Days on yellowkey MLS ID: O6366505
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3343 Built: 2019Monthly Fee: $564 Tax: $10,610 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Taxes:$10,610
Remarks: PRICE REDUCTION!!! Immerse yourself in this spectacular 6 bedroom, 5 bathroom Storey Lake Resort vacation home nestled in the world’s theme park capital! Offering dual primary suites and boasting striking curb appeal, this haven is accentuated with modern style, stone facade, and a welcoming paver driveway. This fully furnished retreat is brimming with upgrades, updates, and custom features, ready to delight guests and maximize your ROI. Step inside to discover a kitchen catered to the home chef, with stainless steel appliances, chic subway tile backsplash, and a versatile center island complemented by an adjacent remote work station. Host guests in the elegant dining room crowned by a modern chandelier, or relax in the living room featuring a custom accent wall and sliding glass doors that reveal a private oasis. The outdoor living space is an entertainer's dream, featuring a covered patio ideal for grilling and a screened lanai housing a pristine swimming pool. Comfort is king, with a convenient first floor bedroom and bathroom arrangement, ensuring accessibility for multigenerational stays. Fun awaits in the converted one car garage, now a stunning game room with custom murals of DC superheroes and LED lights framing the pool table. The adjacent laundry room with dual washers and dryers make guest turnover a breeze. Upstairs, the loft serves as the hangout spot for movie nights, featuring a custom movie poster wall accented with LEDs. The expansive main primary suite features a walk in closet and en suite bath with dual vanities, a glass door shower, and separate bathtub. The other primary suite provides a beach themed retreat promising relaxation, featuring an en suite bath with dual sinks and a glass door shower. The themed bedrooms include Mickey Mouse and a LEGO themed room that ignites the imagination with a custom mural, LED lights, and giant lego pieces. The final bedroom features two beds, and all bedrooms are located directly next to bathrooms for ultimate convenience and comfort. Storey Lake provides the ultimate Florida lifestyle in a premier gated sanctuary located just minutes from Disney World, Universal Orlando, and SeaWorld. Whether you’re racing down exhilarating water slides, drifting along the lazy river, or exploring the water by kayak, the resort style amenities offer endless adventure. Between two clubhouses, tiki bars, and a state-of-the-art fitness center, guests will find the perfect balance of high energy fun and poolside relaxation. When you aren’t enjoying a round of mini golf or a game of volleyball, retreat to a private cabana or gather around the fire pits for an evening under the stars. From the splash pad and zero entry pools to the world class shopping and dining right outside your door, every detail is designed for an unforgettable escape! Perfectly positioned minutes from all the major attractions, this vacation haven delivers both guest enjoyment and investor satisfaction. View the 3D virtual tour and schedule a showing today to take the first step toward owning a piece of paradise!
Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)
Listing Agent: Brad Rogers (407-617-6757)
2809 ALMATON LOOP #401, KISSIMMEE, FL 34747
$305,00068 Days on yellowkey MLS ID: S5147712
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $12,000 (3.8%) on 05/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $4,227 (2025)Community: Ventura At Windsor Hills, Windsor HillsCondo
Taxes:$4,227
Remarks: Step into a world of high-yield luxury and Disney-area magic with this premier top-floor, 3-bedroom, 2-bathroom sanctuary at the legendary Windsor Hills Resort! Fully furnished and reimagined at the start of 2026, this gem offers a turnkey experience for modern buyers. Standout features added this year include new quartz kitchen countertops, new appliances (stove & fridge), and new bathroom counters, vanity sinks, and faucets, complemented by newly resurfaced bathtubs, shower stalls, and surrounding tiles. The interior shines with luxury vinyl flooring in all bedrooms, new ceiling fans in the living room and master, and a complete furniture refresh featuring a new sofa, coffee table, and a 55" Samsung Smart TV in the living area. Each bedroom is optimized for comfort, from the master’s new desk and 50" Samsung TV to the second bedroom’s queen-size bed and the third bedroom’s new twin-over-double bunk bed. For the savvy investor, this property is a certified powerhouse, boasting a 2025 gross Airbnb income of $43,300. Managed with ease via a Schlage smart lock and Nest thermostat, the condo sits within a resort offering a lagoon-style pool, water park, fitness center, and cinema, all just minutes from Central Florida’s world-class attractions, dining, and shopping. Don’t just buy any property; own a proven, high-performance vacation home!
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
130 WESTMORELAND CIR, KISSIMMEE, FL 34744
$478,90038 Days on yellowkey MLS ID: O6404741
REDUCED by $36,000 (7.0%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2814 Built: 1997 Tax: $7,501 (2025)Community: RemingtonSingle Family
Taxes:$7,501
Elementary School: Partin Settlement Elem
Remarks: HUGE PRICE REDUCTION: NEW ROOF INSTALLED IN 2023! Welcome to 130 Westmoreland Circle, nestled within the highly sought-after golf and resort-style community of Remington in Osceola County. Remington is one of the area’s most established and desirable neighborhoods, offering a vibrant lifestyle paired with exceptional amenities. Home to more than 1,700 residences, the community features a picturesque clubhouse, an 18-hole golf course with practice ranges, a bar and grill serving comfort favorites, a community pool, recreation center, baseball and soccer fields, basketball and tennis courts, a sand volleyball court, and scenic walking and fitness trails. Situated on an expansive corner lot, this beautiful two-story home offers 4 bedrooms, 3.5 bathrooms, a spacious loft, and a 2-car garage. The thoughtfully designed layout includes a first-floor primary suite, complete with an oversized ensuite bath featuring dual vanities, a garden tub, separate shower, private water closet, and a large walk-in closet. Abundant natural light fills the home, creating a warm and inviting atmosphere throughout. Step through the double front doors into an elegant formal living and dining area. The open-concept kitchen flows seamlessly into the spacious family room, where sliding glass doors lead to the enclosed pool and deck area. A covered patio provides the perfect setting for outdoor dining, entertaining, or simply relaxing in the shade. The first floor also includes a convenient half bath and laundry room. Upstairs, you’ll find a generous loft space ideal for a home office, media room, or play area, with the potential to easily convert into a fifth bedroom. Three additional bedrooms and 2 full bathrooms WITH BEDROOM 2 having their own private full bath, complete the second level. Conveniently located near the Florida Turnpike, US-192, East Lakeshore Boulevard, Orlando International Airport, as well as shopping and dining destinations, this home offers both comfort and accessibility. Schedule your private showing today and discover everything this exceptional home has for you!
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAG (352-240-1133)
Listing Agent: Carolyn Mahoney (407-404-3871)
2908 LANGDON LN S, KISSIMMEE, FL 34741
$304,000108 Days on yellowkey MLS ID: O6381377
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1749 Built: 2006Monthly Fee: $240 Tax: $5,064 (2025)Community: Townhomes Of Flora Ridge Ph 2Townhouse
Taxes:$5,064
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Remarks: Townhome available and ready to move in, featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage, located in the gated community of Flora Ridge, conveniently near the Loop. The welcoming entry opens to a well-appointed kitchen with breakfast bar, seamlessly flowing into the open-concept living room and dining area—perfect for everyday living and entertaining. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a built-in workstation ideal for remote work or study. Enjoy close proximity to Shopping, Schools, Dining, and more. Schedule your private showing today!
Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)
Listing Agent: Rich Canelon (407-341-4035)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000145 Days on yellowkey MLS ID: O6376480
1 Days Off yellowkey (back on 6/10/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $512 Tax: $7,208 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$7,208
Middle School: West Side
Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
948 HACIENDA CIR, KISSIMMEE, FL 34741
$359,50065 Days on yellowkey MLS ID: S5146282
REDUCED by $5,000 (1.4%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 2005Monthly Fee: $76 Tax: $5,134 (2025)Community: EstanciaSingle Family
Taxes:$5,134
Elementary School: Thacker Avenue Elem (K 5)
Middle School: Denn John Middle
Remarks: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.
Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)
Listing Agent: Edgar Gonzalez (407-319-4113)
306 AYLESBURY CT, KISSIMMEE, FL 34758
$225,000369 Days on yellowkey MLS ID: O6318976
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1174 Built: 1997Monthly Fee: $90 Tax: $3,062 (2024)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$3,062
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Vacant and motivated to sell! The seller is offering a $3,000 credit to buyer at closing to put toward a kitchen refresh, perfect for updating appliances or adding personal touches for full priced offers. The seller has an assumable FHA mortgage with a low interest rate. This well-maintained 3-bedroom, 2-bath home features vaulted ceilings and a spacious open living area that flows seamlessly into the dining and kitchen spaces. The primary suite includes dual closets and a private bathroom. The fully fenced backyard offers a quiet, low-maintenance outdoor space with room to entertain or unwind. A water softener is already installed, adding to the home’s everyday comfort. The low $90 monthly HOA fee includes Spectrum cable and high-speed internet, providing excellent value and convenience. Located near shopping, dining, and major roads, this home is move-in ready and packed with practical features. Don’t miss your chance to own a great home with strong value and added incentives!
Listing is courtesy of: JAMES F. HURST II, BROKER (407-383-4561)
Listing Agent: Evan Fischer (407-928-1562)
5253 SUNSET CANYON DR, KISSIMMEE, FL 34758
$435,00030 Days on yellowkey MLS ID: S5149240
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2948 Built: 2005Monthly Fee: $42 Tax: $3,369 (2025)Community: Blackstone Landing Ph 1Single Family
Taxes:$3,369
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: This impressive 4-bedroom, 3.5-bath home offers over 2,900 sq. ft. of thoughtfully designed living space, including a private junior suite—perfect for guests or multi-generational living. Pass through french style entry door and step inside to find your formal living and dining areas. Continue and it will lead you into a bright, open layout with a generously sized family room and cozy breakfast nook. The kitchen is grand, both functional and stylish, featuring leather-look granite countertops, dual sinks, and a walk-in pantry. A convenient half bath, laundry closet, and a charming under-stair playroom add to the home’s versatility. Upstairs the ginormous owner’s suite is a true retreat with his and hers walk-in closets plus an additional storage closet and a relaxing garden bath. The junior suite offers its own walk-in closet and upgraded bathroom with a walk-in shower, while two additional bedrooms share an updated bath. Both baths has been upgraded (2022 & 2024) to walk in shower with frameless glass enclosure, rain shower heads, and beautiful tiles throughout. The loft is spacious and offers flexibility to be used as an office, game room, or potential 5th bedroom. The backyard is grand and fully fenced (2023), where family can play and enjoy outdoors together. Enjoy peace of mind with major updates already completed: roof and exterior stone veneer (2019), water softener (2023), gutters (2023), two AC units (2024 & 2025) and double-pane windows (2026). Tile and laminate flooring throughout offer easy maintenance. Located in quiet community of Blackstone Landing, this property is zoned for A grade high school, close to shopping, dining, medical offices and major attractions, with Sunrail Station is only 4 minutes drive. Great neighbors and beautiful backyard sunset are included! This home blends space, function, and modern updates. It has been lovingly taken care of and is now ready to housed its next owner.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Herny Mendez (407-595-1041)
907 STOCKPORT DR, KISSIMMEE, FL 34758
$279,90060 Days on yellowkey MLS ID: S5148313
REDUCED by $9,100 (3.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1732 Built: 2002Monthly Fee: $100 Tax: $3,614 (2025)Community: Poinciana Village 2 Nbhd 1Single Family
Taxes:$3,614
Remarks: From the moment you step into this beautifully maintained home, you will be captivated by the warm ambiance created by the arched architectural accents allowing the natural Florida sunshine to filter throughout. Gleaming ceramic tile flows seamlessly throughout the entire home, setting the tone for effortless style and easy maintenance. To your right, a dedicated dining room offers an elegant space for hosted meals and gatherings. To your left, a formal living room provides a refined setting to welcome guests or unwind in quiet comfort. Continue forward into the heart of the home — the kitchen, opens directly into the family room with generous space for everyday living, creating a warm, connected flow between cooking and gathering. The eat-in kitchen is designed for both daily meals and casual conversations, making it the natural hub of the home. A sliding glass door extends the living space into the covered, screened-in lanai offering easy access to a backyard perfect for recreation, grilling, or simply soaking in the Florida sunshine. Walk past the kitchen and the spacious primary bedroom awaits on your right. This private retreat is thoughtfully separated from the secondary bedrooms in a desirable split floor plan. Inside, you will find an ample walk-in closet and an en suite bathroom designed for everyday convenience. Three additional bedrooms situated on the opposite side of the family room are perfectly positioned for privacy. Each bedroom is equipped with a ceiling fan and generous closet space, providing excellent versatility for family, guests, or a dedicated home office. With a layout designed for practicality, this home delivers the ideal blend of comfort and convenience. The attached two car garage provides easy, covered access, rain or shine. Located close to shopping, dining, schools, hospitals, medical offices, parks, recreational facilities, and major roadways, it provides seamless access to everything Central Florida has to offer. A must-see for buyers seeking move-in-ready primary home, vacation home, or investment property with spacious bedrooms, modern essentials, and inviting indoor-outdoor living.
Listing Agent: Mark Peters (407-552-1499)
8928 CUBAN PALM RD, KISSIMMEE, FL 34747
$438,00040 Days on yellowkey MLS ID: O6402496
REDUCED by $12,000 (2.7%) on 06/10/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2012Monthly Fee: $761 Tax: $5,155 (2025)Community: Paradise Palms Resort Ph 2Spa: NoTownhouse
Taxes:$5,155
Remarks: RESORT AMENITIES !! PRIVATE POOL !! WATER VIEWS !! FULLY RENOVATED !! Welcome to Paradise Palms – where it’s paradise every day! This HIGH-PRODUCING SHORT TERM RENTAL is the complete package, offering 12+ MONTHS OF VERIFIED OWNER STATEMENTS with real income data already in place – no speculation, just proven performance! FULLY FURNISHED, thoughtfully designed, and completely TURN-KEY, this 4-bedroom, 3-full bath townhome is ready to continue generating income from day one, while also offering incredible flexibility as a primary residence, second home, or vacation getaway in the heart of Central Florida. The fresh and modern interior delivers an OPEN CONCEPT layout designed for both every day living and entertaining, featuring durable NEW LUXURY VINYL PLANK FLOORING throughout, a bright and inviting living and dining area, and a well appointed kitchen overlooking it all with easy access to the outdoor living space. Sliding glass doors open to your PRIVATE SCREENED POOL, extended patio, and peaceful POND VIEWS – the ideal setup for indoor/outdoor Florida living guests love. The MAIN FLOOR BEDROOM and FULL BATH add convenience and flexibility, while upstairs you will find the spacious primary suite along with two fully themed bedrooms that create an unforgettable guest experience and keep visitors coming back year after year. A convenient laundry closet and UPDATED A/C (2024) add even more value and peace of mind. Located inside the GUARD-GATED RESORT COMMUNITY of Paradise Palms, owners and guests enjoy access to incredible amenities including a clubhouse, resort-style pool, fitness center, restaurant, sand volleyball court, scenic trails, and so much more. The HOA also includes cable, internet, phone, and valet trash for added convenience. Just under 10 miles from Disney Parks and minutes from world-famous attractions, shopping, dining, golf, lakes, and area resorts, this property also offers easy access to I-4, US-192, Hwy 27, and SR-429 for seamless travel throughout Central Florida. Whether you are looking to expand your investment portfolio or own a vacation retreat close to everything Orlando has to offer, this exceptional property delivers EVERYTHING YOU COULD WANT in an income-producing property in one of the area’s most sought-after resort communities. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2879 OCONNELL DR, KISSIMMEE, FL 34741
$415,00099 Days on yellowkey MLS ID: O6390445
REDUCED by $10,000 (2.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2005Monthly Fee: $100 Tax: $2,760 (2025)Community: Cypress ReserveSingle Family
Taxes:$2,760
Remarks: Under contract-accepting backup offers. Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
381 ALDERSHOT CT, KISSIMMEE, FL 34758
$295,00055 Days on yellowkey MLS ID: O6402323
REDUCED by $50,000 (14.5%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2002Monthly Fee: $100 Tax: $5,085 (2025)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$5,085
Elementary School: Deerwood Elem (Osceola Cty)
Remarks: Under contract-accepting backup offers. Great opportunity to add value to this property with strong upside potential 4 bedrooms 3.5 baths. The home is structurally sound, with much of the major living areas in good condition, but it is ready for updates to the kitchen and bathrooms. Ideal for investors, flippers, or buyers looking to renovate and build equity. Located in an established neighborhood with convenient access to shopping, dining, schools, and major roadways. Property is being sold As-Is. Bring your vision and transform this home into a standout investment!
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)
Listing Agent: Yvonne Vickers (954-687-8189)
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