Location: Kissimmee
Do Not Show Listings
1188 WOODY CYPRESS DR, KISSIMMEE, FL 34746
$399,9907 Days on yellowkey MLS ID: O6413386
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2024Monthly Fee: $355 Tax: $5,143 (2025)Community: Cypress Hammock Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,143
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Fully Furnished and Move-In Ready! Welcome to your dream home in the highly desirable Cypress Hammock community! This beautifully designed 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience—allowing you to settle in from day one. Step inside to discover a spacious open-concept floor plan featuring a bright and inviting Great Room that seamlessly flows into the covered lanai, creating the ideal space for entertaining guests or enjoying Florida’s outdoor lifestyle year-round. The gourmet kitchen is a true centerpiece, showcasing elegant granite countertops, 42-inch cabinetry with crown molding, a large center island, stainless steel appliances, and ample storage space for all your culinary needs. Thoughtful upgrades throughout the home include ceramic tile flooring in the main living areas, bathrooms, and laundry room, as well as a convenient drop zone located just off the garage entry. Curb appeal shines with a brick-paver driveway, lush landscaping, and a full irrigation system. Built with energy efficiency in mind, this High-Performance Home includes smart-home technology and features designed to promote comfort, savings, and a healthier lifestyle. Enjoy resort-style living with outstanding community amenities including a sparkling pool, splash pad, playground, multi-sports field, picnic areas, BBQ grills, and scenic walking trails. Conveniently located near shopping, dining, major highways, and just 20 minutes from Walt Disney World, this home offers the perfect combination of location, lifestyle, and value. Whether you're looking for a primary residence, vacation home, or investment opportunity, this turnkey property is ready for its next owner. Schedule your private showing today and experience everything this exceptional home has to offer!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Kerlin Torre Wesson (407-686-0130)
2609 BRIGHT JEWEL ST #2909, KISSIMMEE, FL 34746
$369,000736 Days on yellowkey MLS ID: O6212392
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1699 Built: 2023Monthly Fee: $268 Tax: $284 (2023)Community: Cypress CayTownhouse
Taxes:$284
Tax Year: 2023
Remarks: Cypress Cay is a beautiful new townhome community featuring spacious townhomes with open-concept home designs, This gorgeous unit is a two-story townhome with a prime water view. This home features a Coastal exterior, a Preferred design package, 3 bedrooms, 2 1/2 bathrooms, a two-car garage, and a back patio. The spacious first floor is ideal for entertaining. The kitchen is equipped with a pantry, brown cabinetry, a subway tile backsplash, Quartz countertops, and beautiful modern laminated flooring. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink Quartz topped vanity, linen closet, and walk-in shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Additional features include a double garage, energy-efficient features, built-in Smart Home Technology, and water & conservation views. LOT OF OTHER UPGRADES! Unbeatable community and HOA amenities include a pool & cabana, playground, half-court basketball court, dog park, walking trails, and a fiber network providing up to 1 Gigabit internet speed. This ideal location offers convenient access to I-4, 417, Osceola Parkway, International Drive, The Loop, Disney, and Old Town.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Deniley Valdes (407-922-3870)
4184 PARAGRAPH DR, KISSIMMEE, FL 34746
$565,000382 Days on yellowkey MLS ID: O6312942
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2168 Built: 2021Monthly Fee: $260 Tax: $8,194 (2024)Community: Cove At Storey Lake 4Townhouse
Taxes:$8,194
Tax Year: 2024
Remarks: Embark on the Ultimate Vacation Home Ownership Experience near Disney! Presenting an exceptional opportunity to acquire a modern, fully-furnished 5-bedroom, 4-full-bathroom townhouse in the gated resort community of Storey Lake. This top-producer income property is professionally decorated with high-end furniture and your key to a luxurious and convenient lifestyle close to the enchanting attractions of Disney. Key Features: Prime Location in Storey Lake Resort. The kitchen is a culinary haven with a large countertop, perfect for hosting and entertaining. Heated Pool with Child Safety Gate: Enjoy the convenience and safety of a heated pool, complete with a child safety gate for peace of mind. Storey Lake Resort Amenities: Immerse yourself in the epitome of resort-style living, with a spectacular pool, lazy river, two waterslides, a splash park, 9-hole mini-golf, and sand volleyball courts. The fitness center, boasting state-of-the-art equipment, is open for extended hours to cater to your well-being. Proximity to Major Attractions: Just minutes away from Walt Disney World®, Sea World Orlando, and Universal Orlando Studios, providing endless entertainment options. Explore spectacular shopping at two of the country's top 10 outlet malls conveniently located nearby. Diverse Dining Experiences: Indulge in a variety of dining experiences, from popular chain restaurants to fine dining, all just a quick drive from the resort. This property is not just a home; it's a lifestyle enriched with convenience, luxury, and the magic of Disney at your doorstep. Secure this exceptional income property that doubles as the perfect vacation home. Schedule your visit now to witness firsthand the charm and potential that await. For inquiries or to arrange a private tour, contact us today. This home won't last long!
Listing is courtesy of: SIMPSON REALTY LLC (407-371-5955)
Listing Agent: Cristian Cen Chen (407-450-9010)
1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744
$369,990249 Days on yellowkey MLS ID: S5136114
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 2024Monthly Fee: $137 Tax: $1,351 (2024)Community: Tohoqua Ph 3Townhouse
Taxes:$1,351
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this stunning 3-bedroom, 2.5-bathroom townhouse located in one of Kissimmee’s most desirable communities! This home is in excellent condition, offering a modern and elegant design throughout. Featuring an open-concept layout, this corner unit feels bright and spacious, perfect for both everyday living and entertaining. The kitchen includes all stainless-steel appliances, including washer and dryer, while every light fixture and improvement made to the property conveys with the sale — making it truly move-in ready. Upstairs, you’ll find 3 comfortable bedrooms, including a relaxing primary suite with a walk-in closet and a beautifully finished bathroom. The property also includes a private garage and a charming outdoor area to enjoy Florida’s sunshine. The amenities in this community are so great including a beautiful club house with a pool, fitness center, dog park, tennis courts, etc. Located near shopping, dinning, great schools, and just minutes from major highways and attractions, this home combines convenience, comfort, and style — all in one perfect package.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Nelter Dimarzio (407-780-9096)
8572 BAY LILLY LOOP, KISSIMMEE, FL 34747
$398,500131 Days on yellowkey MLS ID: S5142891
REDUCED by $11,500 (2.8%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1650 Built: 2007Monthly Fee: $594 Tax: $4,499 (2025)Community: Encantada Ph 1Spa: NoTownhouse
Taxes:$4,499
Elementary School: Westside K-8
Middle School: Harmony Middle
Remarks: Exceptionally furnished and designed to stand out, this 4-bedroom, 3-bath end-unit townhome with a private pool is a rare find within a guard-gated resort community. Set on a desirable corner location with mature, shady trees and a classic barrel tile roof, this townhome offers both curb appeal and privacy. Inside, the layout is ideal for hosting guests or enjoying extended stays, with tile flooring throughout the main level and laminate wood flooring upstairs for a clean, cohesive look. The kitchen features granite countertops, stainless steel appliances, and crisp white cabinetry, opening seamlessly to the dining and living areas. Oversized sliding glass doors flood the space with natural light and lead directly to the expansive, screened patio—home to a notably large private pool and extended deck, a standout feature rarely found in townhome living and a major draw for rental guests. A first-floor bedroom with an ensuite bathroom provides a convenient option for those who prefer not to use stairs, while a tucked-away laundry closet adds everyday practicality. Upstairs, the primary bedroom includes an ensuite bathroom and generous closet space, joined by two additional bedrooms and a full bathroom. Thoughtful theming enhances the secondary bedrooms, including a Star Wars–inspired room and a Tinker Bell–themed room, creating memorable spaces that photograph beautifully and elevate marketing appeal. Encantada is a guard-gated, resort-style community where the HOA covers many major ownership expenses typically paid separately elsewhere. Included are scheduled roof replacements, exterior stucco and building repairs, full structural building insurance, 24-hour manned gate security, and bulk high-speed internet, cable TV with multiple HBO channels, and home phone service. Residents and guests also enjoy a staffed clubhouse with fitness center and café, a zero-entry heated pool, a large main pool, two spas, scenic lake with aerating fountain, covered fishing pier, playground, professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding. Ideally located just minutes from US-192 shopping and dining, approximately 15 minutes to Disney parks, 30 minutes to Universal Studios, and about 30 minutes to Orlando International Airport, this property offers comfort, functionality, and proven appeal in one of Central Florida’s most sought-after resort communities.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
2683 CORVETTE LN, KISSIMMEE, FL 34746
$310,000143 Days on yellowkey MLS ID: S5142157
0 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 2014Monthly Fee: $435 Tax: $4,062 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Taxes:$4,062
Elementary School: Celebration K-8
High School: Celebration High
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Experience the best of Central Florida living in this beautifully updated townhome, situated in the highly sought-after Regal Oaks Resort. Located just minutes from the nostalgic charm of Old Town, the upscale dining of Celebration, and world-class theme parks, this 2-bedroom, 2.5-bathroom residence is perfectly positioned as a high-performing short-term rental or a comfortable primary residence. The interior reflects pride of ownership with a fresh palette of new paint throughout, complemented by a stylish mix of vinyl plank and tile flooring. The heart of the home features a well-appointed kitchen with granite countertops, quality wood cabinetry, and stainless steel appliances accented by a gorgeous backsplash. Upstairs, you will find two generous master suites, providing privacy and comfort for owners and guests alike, along with the added convenience of a brand-new washer and dryer.This home has been meticulously maintained with a focus on longevity and comfort. Key updates include a brand-new air conditioning system equipped with a UV light air-purification system for fresh air, brand-new electrical outlets, and contemporary ceiling fans installed throughout. The property comes completely furnished and decorated, allowing for a seamless transition. The outdoor living space is a true highlight, featuring a screened-in back lanai that houses a private 5-person jacuzzi—the perfect place to unwind after a day at the parks. The patio offers a quiet retreat backing up to a lush conservation area with no rear neighbors to interrupt your peace. Beyond the home, the gated resort provides a vacation lifestyle with a tropical pool, fitness center, billiard room, arcade, and an on-site restaurant and bar. Whether you are looking for a primary residence or a strategic investment in the heart of Florida’s tourism corridor, this home offers the location and upgrades you’ve been searching for. Make this your new home today and schedule a showing.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lisa Dobbs (407-202-0271)
4878 CORAL CASTLE DR, KISSIMMEE, FL 34746
$294,00010 Days on yellowkey MLS ID: S5151187
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1762 Built: 2022Monthly Fee: $295 Tax: $3,832 (2025)Community: Fiesta Key Ph 2Townhouse
Taxes:$3,832
Elementary School: Pleasant Hill Elem
High School: Osceola High School
Middle School: Horizon Middle
Remarks: ATTENTION BUYERS: Primary residence, INVESTORS for Airbnb or short-term rentals. FIESTA KEY is a resort-style and peaceful living 24-gated community with an excellent location close to Disney parks, restaurants, shopping, schools, and more! This townhome has 3 bedrooms, 2 bathrooms, and the laundry upstairs for privacy. You will enjoy the first floor in an open floor plan, the living room, and the half bathroom. You will love the lanai for your morning coffee or to read a book. Kitchen appliances included. There is parking for 4 vehicles. Amenities: clubhouse, fitness center, tennis court, walking trails, walking distance to clubhouse, resort-style pool, and a 2nd. pool inside the gated community. Live free and unworried about outside maintenance because the HOA takes care of it: roof, painting, lawn, etc.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Maribel Minarro (407-908-3522)
2275 SOUTHBURY DR, KISSIMMEE, FL 34744
$346,790103 Days on yellowkey MLS ID: O6386802
REDUCED by $2,000 (0.6%) on 06/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $130 Tax: $1,610 (2025)Community: TohoquaSpa: NoTownhouse
Taxes:$1,610
Remarks: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Orchid townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, Blanco Maple quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The main living areas include our Luxury Vinyl Plank flooring, with tile in the bathrooms and laundry room. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744
$339,00050 Days on yellowkey MLS ID: O6401700
REDUCED by $10,000 (2.9%) on 06/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $142 Tax: $2,218 (2025)Community: Tohoqua Ph 7Townhouse
Taxes:$2,218
Remarks: Amazing Townhome! This 3 bedroom 2.5 bathroom Townhome in " Tohoqua Community " which is one of the top Resort Style community with features of spacious living and comfortability along with gorgeous pond view. This stunning Townhome has Ceramic Tile flooring throughout the first floor leads to a kitchen with all the upgrades including SS appliances. 42" Cabinets with crown molding, upgraded granite countertops, and an island with plenty of seating along with a carpets in the second floor and all bedrooms. The master suite is outfitted with large closet, glass-enclosed shower with dual sinks, and oversized cabinets. Separated interior laundry closet provides convenience and comfort included washing and drying appliances. A nice 2 Car Garage which is separated from the main building and easily suit for multiple vehicles as necessary. Tohoqua community comes with Resort Style Club House, Tennis Cords, playground and so much more activities with hassle-free lawn care, well-maintained common areas, a BEAUTIFUL COMMUNITY POOL! and recreation area. Primely located close to major highways, shopping destinations, restaurants, Orlando International Airport and just a short drive to world-class theme parks such as Universal Studios, Walt Disney World as well as to the Beaches! You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing.
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
Listing Agent: Simon Colak (407-666-7686)
4260 ST THOMAS WAY, KISSIMMEE, FL 34758
$226,99037 Days on yellowkey MLS ID: O6405684
REDUCED by $43,550 (16.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 2026Monthly Fee: $429Community: Westview 27 VillasTownhouse
Taxes:$0
Remarks: Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
62 LAKEPOINTE CIR, KISSIMMEE, FL 34743
$245,000103 Days on yellowkey MLS ID: O6386858
REDUCED by $9,900 (3.9%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1019 Built: 1988Monthly Fee: $250 Tax: $3,628 (2025)Community: Bvl Lakepointe TwnhmsTownhouse
Taxes:$3,628
Remarks: Welcome to 62 Lakepointe Cir, ideally located in the heart of Kissimmee offering convenience, connectivity, and the true Central Florida lifestyle. This property provides easy access to major highways including Florida State Road 417 and Florida State Road 528, making commuting throughout the Orlando area simple and efficient. Enjoy being approximately 20–25 minutes from Walt Disney World Resort, one of the world’s most visited destinations. You’re also just a short drive from Disney Springs, offering premier dining, shopping, and entertainment options. Outdoor and recreation lovers will appreciate proximity to Kissimmee Lakefront Park, featuring scenic lake views, walking trails, playgrounds, and community events. Additional nearby attractions include Old Town and - Kissimmee for year-round family entertainment. Conveniently located near shopping centers, restaurants, schools, medical facilities, and Orlando International Airport, this home offers both lifestyle and investment potential in one of Central Florida’s most accessible corridors. Schedule your private showing today.
Listing is courtesy of: EG ORLANDO LLC (407-453-8679)
Listing Agent: Melvin Tellez Ariza (407-413-1529)
8986 SHINE DR, KISSIMMEE, FL 34747
$315,000134 Days on yellowkey MLS ID: O6377697
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017Monthly Fee: $464 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Middle School: West Side
Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christine Silva (315-420-2964)
5520 PARADISE CAY CIR, KISSIMMEE, FL 34746
$279,00037 Days on yellowkey MLS ID: S5149441
REDUCED by $6,000 (2.1%) on 06/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2007Monthly Fee: $200 Tax: $3,810 (2025)Community: Paradise CayTownhouse
Taxes:$3,810
Elementary School: Reedy Creek Elem (K 5)
Middle School: Kissimmee Middle
Remarks: LOCATION, LOCATION, LOCATION! Beautiful fully furnished 3-bedroom, 3-bath townhouse located in a desirable gated community with NO lease restrictions — perfect for short-term rentals, long-term rentals, Airbnb, or Vrbo investment opportunities. Features 1 assigned parking space and access to community amenities including a pool and park. Ideally located just 10–14 minutes from Disney Theme Parks and close to shopping malls, restaurants, hospitals, pharmacies, and top-rated schools. Excellent opportunity for investors or vacation homeowners seeking strong rental income potential!
Listing Agent: Andrea Vanegas, Llc (786-658-1547)
4760 TRIBUTE TRL, KISSIMMEE, FL 34746
$304,988236 Days on yellowkey MLS ID: O6353768
3 Days Off yellowkey (back on 5/17/2026)
REDUCED by $3,969 (1.3%) on 04/14/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1797 Built: 2018Monthly Fee: $443 Tax: $5,772 (2024)Community: Storey Lake Tr KTownhouse
Taxes:$5,772
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PRICE REDUCED TO SELL* *Offering interest rate buy -down or closing cost credit through preferred lender!* *Qualified for Rent to Own* Ever dreamed of waking up to a peaceful water view, coffee in hand, sunlight bouncing off the lake as your day begins? This move-in-ready 3-bedroom, 2.5-bath townhome at Reflections at Storey Lake isn’t just a place to live t’s a lifestyle waiting for you to step in. From the moment you open the door, the vibe hits different. The wood-look tile floors glide seamlessly through the open-concept living, dining, and kitchen spaces—perfect for those spontaneous get-togethers or laid-back nights in. Imagine hosting friends while the kitchen steals the spotlight with its 42" cabinets, quartz countertops, and sleek stainless steel appliances. Who wouldn’t want to cook, or at least look like they do, in a space like that? Upstairs, the primary suite feels like your own private retreat. Tray ceilings add a touch of luxury, and that massive walk-in closet? It’s begging to be filled. The ensuite bathroom with dual sinks and a glass shower makes every morning routine feel like a mini spa day. Need space for guests, kids, or your new work-from-home setup? Two additional bedrooms and an upstairs laundry area make life easy. Outside your front door, life gets even better. Picture weekend mornings at the resort-style pool, evening workouts at the fitness center, or a quick stroll with your dog at the park. The HOA even takes care of the internet, cable, roof, and lawn, so your weekends are for living, not maintaining. And when you’re ready for adventure? You’re minutes from Disney, Universal, SeaWorld, and The Loop—so the best of Orlando is practically in your backyard. So here’s the question: Are you ready to trade “just another house” for a place that feels like your own personal getaway? Images are virtually staged to highlight the home’s spacious design and lifestyle potential. The furnishings and decor shown are for visualization purposes only.
Listing is courtesy of: REALTY OF AMERICA (321-732-5369)
Listing Agent: Miguel Diaz (407-490-7492)
3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741
$325,00036 Days on yellowkey MLS ID: S5149525
REDUCED by $20,000 (5.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2000Monthly Fee: $342 Tax: $4,615 (2025)Community: Sterling Park At StonefieldTownhouse
Taxes:$4,615
Elementary School: Floral Ridge Elementary
Remarks: recently exterior painted. Beautiful updated townhouse at Sterling at Stonefield. This lovely 3 bedroom 2 bathroom with screened in patio and a 2 car garage townhome is a corner unit. It has been tastefully upgraded to please the future tenants. The townhome features ceramic tile throughout, new kitchen cabinets with stainless steel appliances and quartz countertop. The bathroom vanities have been upgraded with bronze faucets sand quartz countertops. The master has a spacious walk in closet and upgraded bathroom with a standup shower. No yard to mow since the HOA takes care of the trimming. The community is gated and has a fantastic clubhouse with pool and tennis. Come live in style close to the Loop!
Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)
Listing Agent: Monica Mendivil (407-414-7581)
3022 WHITE ORCHID RD, KISSIMMEE, FL 34747
$414,90011 Days on yellowkey MLS ID: O6412639
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2007Monthly Fee: $594 Tax: $4,477 (2025)Community: Encantada Ph 2Townhouse
Taxes:$4,477
Remarks: Welcome to 3022 White Orchid Road, a fully furnished 4-bedroom, 3-bathroom corner-unit townhome located in the gated Encantada Resort community, just minutes from Disney, shopping, dining, and Central Florida’s world-famous attractions. This spacious two-story home offers 1,636 heated square feet, an open living and dining area, a first-floor bedroom and full bath, and a private screened-in pool, making it ideal as a vacation home, short-term rental investment, or full-time Florida retreat. Encantada Resort offers resort-style amenities including a clubhouse, fitness center, community pool, playground, restaurant, tennis courts, sidewalks, and 24-hour guard-gated security. Sold furnished and ready for its next owner, this property combines comfort, convenience, and strong investment potential in one of Kissimmee’s most established vacation communities.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Thiago Nehrer (689-200-5549)
2950 LUCAYAN HARBOUR CIR #105, KISSIMMEE, FL 34746
$309,900126 Days on yellowkey MLS ID: O6379583
REDUCED by $5,000 (1.6%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2007Monthly Fee: $550 Tax: $4,128 (2025)Community: Lucaya Vlg Ph 1Townhouse
Taxes:$4,128
Remarks: Welcome to resort living at its finest in the highly sought-after Lucaya Village Resort! This beautifully furnished 4-bedroom, 3-bath townhome offers 1,654 sq. ft. of turnkey flexibility, making it the perfect fit for short-term rental investors, snowbirds, or full-time residents alike.Ideally located just minutes from Walt Disney World, major highways, shopping, dining, and entertainment, this home puts Central Florida’s best attractions right at your doorstep. Inside, you’ll find a bright, open-concept layout where the kitchen, dining, and living spaces flow effortlessly together, highlighted by granite countertops, tile flooring, and inviting natural light—perfect for hosting family and guests.A first-floor bedroom and full bath provide privacy and convenience, while upstairs the spacious primary suite features a walk-in closet and a relaxing en-suite bath. Two additional upstairs bedrooms offer plenty of room for visitors, creating a comfortable retreat for everyone.Lucaya Village is a gated, resort-style community loaded with amenities, including a heated pool and spa, fitness center, clubhouse, business center, convenience store, EV charging stations, and scenic walking paths. With short-term rental zoning and no CDD, this property stands out as a smart and versatile investment.Whether you’re seeking strong rental potential, a low-maintenance vacation home, or a stylish primary residence, this townhome delivers on every level. Opportunities like this don’t last—schedule your private showing today and experience Lucaya Village living for yourself.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Corey Smallman (407-744-2765)
1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746
$375,00010 Days on yellowkey MLS ID: V4948931
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1918 Built: 2022Monthly Fee: $355 Tax: $4,397 (2025)Community: Cypress Hammock Ph 1Townhouse
Taxes:$4,397
Remarks: Welcome to 1255 Wispy Cypress Drive, a beautifully maintained 4 bedroom, 2.5 bathroom townhome with a 2-car garage located in the desirable Cypress Hammock community of Kissimmee. Built by Hanover Family Builders, this Allendale floor plan offers 1,918 square feet of living space with an open first-floor layout, spacious great room, dining area, covered rear lanai, and all bedrooms conveniently located upstairs. The kitchen features warm-tone finishes, quartz countertops, stainless steel appliances, a large island, and additional floor-to-ceiling cabinetry added in 2025 for extra storage and functionality. The home also includes thoughtful upgrades such as Hunter ceiling fans with LED lighting and remote controls in each bedroom and the living area, Ring security cameras at the entrance and patio, a remote-controlled garage door opener with digital keypad, Samsung refrigerator, Samsung washer and dryer, and blinds throughout the home. Cypress Hammock offers resort-style amenities including a community pool, playground, recreation areas, and wetland preserve views, while the location provides easy access to shopping, dining, major commuter routes, and Central Florida attractions including Disney Springs, Animal Kingdom, Hollywood Studios, EPCOT, and Magic Kingdom. With a spacious layout, modern finishes, added storage, community amenities, and a prime Kissimmee location, this townhome is move-in ready and offers the convenience of low-maintenance Florida living.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Charlie Peterson (386-259-0744)
3684 CIRCLE HOOK ST, KISSIMMEE, FL 34746
$279,90039 Days on yellowkey MLS ID: O6404504
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1552 Built: 2023Monthly Fee: $484 Tax: $4,435 (2025)Community: Bellalago Pod G TwnhmsSpa: NoTownhouse
Taxes:$4,435
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Located in the guard-gated, resort-style community of Bellalago, this 3-bedroom, 2.5-bath townhome offers low-maintenance living with access to exceptional amenities. This end-unit features water views, an open-concept layout, and all bedrooms plus the laundry room conveniently located upstairs. The main level features tile flooring throughout and includes a spacious living room with sliding glass doors leading to the backyard, a large eat-in kitchen with an oversized island, spacious pantry, and half bathroom. Residents enjoy the true Florida lifestyle with direct access to Lake Tohopekaliga, resort-style pools, fitness centers, walking trails, playgrounds, tennis courts, and basketball courts. Conveniently located near shopping and dining at The Loop, major highways, and approximately 30 minutes from Walt Disney World and Universal Orlando.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Nia Medina (612-388-0431)
1947 BENTLEY BLVD, KISSIMMEE, FL 34741
$234,90036 Days on yellowkey MLS ID: S5148951
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1985Monthly Fee: $125 Tax: $2,757 (2025)Community: Chelsea Square 4ATownhouse
Taxes:$2,757
Remarks: One or more photo(s) has been virtually staged. Step into this beautifully updated 3 bedroom, 2 bath corner unit, thoughtfully upgraded for comfort and style. The home features brand new luxury vinyl flooring throughout the living areas and bedrooms, along with fresh paint and new baseboards that give the entire space a clean, modern feel. Both bathrooms have been fully refreshed with new tile flooring and updated vanities, while the primary bathroom boasts a sleek, newly installed modern shower. A brand new A/C system ensures year round comfort. The spacious kitchen offers plenty of cabinet and countertop space, a convenient breakfast bar, and room for a cozy dinette, perfect for everyday living or entertaining family and friends. Located in the desirable Chelsea Square community, residents enjoy access to a relaxing community pool and benefit from a very low HOA. Whether you're looking for a primary residence, vacation home, or investment property, this home checks all the boxes. Conveniently situated near schools, shopping, dining, public transportation, hospitals, and more, this is an opportunity you don’t want to miss!
Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)
Listing Agent: Natalie Feldman (407-574-1915)
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