Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
2721 BOOKMARK DR, KISSIMMEE, FL 34746
$790,00038 Days on yellowkey MLS ID: O6405337
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2019Monthly Fee: $304 Tax: $10,015 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,015
Elementary School: Floral Ridge Elementary
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
8675 LA ISLA DR, KISSIMMEE, FL 34747
$589,0004 Days on yellowkey MLS ID: O6415825
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2827 Built: 2005Monthly Fee: $367 Tax: $6,240 (2026)Community: Emerald IslandSpa: YesSingle Family
Taxes:$6,240
Elementary School: Island Village Elementary School
Tax Year: 2026
Remarks: Turnkey, fully furnished, and beautifully themed 6-bedroom, 4.5-bath pool home located in the highly sought-after gated resort community of Emerald Island. Zoned for short-term rentals and less than 15 minutes from Walt Disney World, this property offers an exceptional opportunity as a vacation home, investment property, or personal retreat. The spacious floor plan features a first-floor primary suite, formal living and dining rooms, a large family room overlooking the pool, an updated kitchen with modern finishes, a half bath, and a laundry room. Upstairs, you'll find additional bedrooms, multiple en-suite accommodations, and a versatile loft area ideal for guests, gaming, or workspace. Designed with the vacation rental market in mind, the home showcases upgraded interiors, beautifully remodeled themed bedrooms, and well-maintained furnishings that create a memorable guest experience. Recent improvements include fresh interior paint, new laminate flooring upstairs, a 2023 roof, and a 2020 HVAC system. Emerald Island Resort offers 24-hour gated security, a resort-style pool and spa, clubhouse, tiki bar, fitness center, sauna, tennis courts, playgrounds, and walking trails. HOA services include landscaping, pest control, valet trash service, and complimentary internet and Wi-Fi. Conveniently located near Disney, shopping, dining, water parks, Orlando International Airport, and major highways, this move-in-ready home is perfectly positioned for both enjoyment and income potential. Equal Opportunity Housing.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
2736 OAKWATER DR, KISSIMMEE, FL 34747
$289,9903 Days on yellowkey MLS ID: S5151634
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007 Tax: $3,587 (2024)Community: OakwaterTownhouse
Taxes:$3,587
Elementary School: Westside Elem
Tax Year: 2024
Remarks: Motivated Seller! Whether you're looking for a primary residence, vacation retreat, or income-producing investment, this property, fully furnished condominium offers endless possibilities in the highly sought-after Oakwater community. Featuring 3 spacious bedrooms, 2.5 bathrooms, and a private one-car garage, this move-in-ready home is designed for comfort and convenience. The private first-floor entrance leads to all living areas on the second level, where an open and inviting floor plan creates the perfect space for relaxing or entertaining. The generously sized primary suite features a walk-in closet and a private en-suite bathroom, while two additional bedrooms share a well-appointed full bath. New A/C system installed in (2025) provides added value and peace of mind. Step outside to your private screened lanai, the perfect place to enjoy your morning coffee or unwind after a day of exploring Central Florida's world-famous attractions. Residents and guests enjoy access to exceptional resort-style amenities, including gated entry, a community pool, fitness center, game room, tennis courts, playground, and more. As an added benefit, cable and internet are included in the condo fees. Ideally located just minutes from Walt Disney World, shopping, dining, entertainment, and major highways, this property offers the perfect combination of lifestyle, location, and investment potential. Whether you're seeking a full-time residence, vacation home, or short-term rental opportunity, this property checks all the boxes. Seller is highly motivated and welcomes all reasonable offers.
Listing is courtesy of: TOP 7 REALTY LLC (407-334-8082)
Listing Agent: Audrey Torres (407-730-1862)
2580 READING TRL, KISSIMMEE, FL 34746
$644,990228 Days on yellowkey MLS ID: S5137489
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2168 Built: 2023Monthly Fee: $286 Tax: $2,272 (2024)Community: Cove At Storey Lake 5Spa: NoTownhouse
Taxes:$2,272
Remarks: Discover the perfect blend of luxury, comfort, and investment potential with this stunning corner-unit townhome in the highly sought-after Storey Lake Resort, one of Kissimmee’s top destinations for vacationers and short-term rentals. This professionally designed 5-bedroom, 4-bathroom residence stands out with its premium corner location, offering enhanced privacy, abundant natural light, and an elegant open-concept layout ideal for entertaining or relaxing in style. Step inside to find a modern, fully furnished interior curated with upscale décor and high-end finishes throughout. The sleek kitchen is a showpiece, featuring stone countertops, stainless steel appliances, and a large island perfect for family gatherings or hosting guests. The spacious living and dining areas flow effortlessly to your private screened-in splash pool, creating a seamless indoor-outdoor experience that captures the best of Florida living. With two beautifully appointed en-suite bedrooms, the home offers flexibility and comfort for both owners and guests. Each room is uniquely themed and thoughtfully designed to create a welcoming, memorable stay ensuring maximum appeal and strong rental performance. Enjoy full access to world-class resort amenities, including a water park, lazy river, clubhouse, tiki bar, fitness center, basketball court, tennis court, and more all within minutes of Disney World, Universal Studios, Orlando International Airport, and premier shopping and dining. Whether you’re looking for a high performing investment property or a luxurious family retreat, this home delivers unmatched style, location, and value all move-in and rental ready from day one.
Listing is courtesy of: JMC REALTY (786-229-0922)
Listing Agent: Kaio Carioca (407-285-9722)
4756 TRIBUTE TRL, KISSIMMEE, FL 34746
$357,900256 Days on yellowkey MLS ID: S5135287
REDUCED by $2,000 (0.6%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1848 Built: 2018Monthly Fee: $443 Tax: $6,121 (2024)Community: Storey Lake Tr KTownhouse
Taxes:$6,121
Remarks: Corner-unit townhome featuring peaceful views from the living room, kitchen, and primary bedroom suite, as shown in the photos. Unlike the interior units, this model offers a unique layout with additional living space, enhanced privacy, and a more open feel. Freshly painted and well maintained, this 3-bedroom, 2.5-bathroom home features an open-concept layout, a bright and inviting living area, solid wood cabinetry, elegant countertops, and a versatile upstairs loft perfect for a TV room, office, or study area. The property also benefits from an expansive side lot and open views that create an enhanced sense of space. Enjoy relaxing on your private patio while having access to resort-style amenities including a pool, lakes, clubhouse, fitness center, and walking trails. Conveniently located near The Loop shopping center, Disney attractions, major highways, dining, and entertainment, this home is ideal as a primary residence, second home, or investment opportunity.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Reinaldo Roman (321-682-1124)
2449 VARENNA LOOP, KISSIMMEE, FL 34741
$320,00050 Days on yellowkey MLS ID: S5148673
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1602 Built: 2020Monthly Fee: $304 Tax: $5,888 (2025)Community: Tapestry Ph 5Townhouse
Taxes:$5,888
High School: Osceola High School
Remarks: Welcome to this beautifully maintained corner residence located in the highly sought-after gated community of Tapestry in Kissimmee. The seller is offering $12,000 towards the Buyer’s closing costs with a full price contract, making this an incredible opportunity! This well-designed 3-bedroom, 2.5-bath home offers a bright and open layout filled with natural light, creating an inviting atmosphere from the moment you arrive. With over 1,600 square feet of living space, the first floor features a seamless flow between the kitchen, dining, and living areas—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, and a functional island that connects effortlessly to the main living space. Upstairs, you’ll find well-appointed bedrooms, including a generous primary suite designed for comfort and privacy. One of the home’s standout features is the private second-floor balcony—an ideal space to enjoy your morning coffee or unwind in the evening. Situated on a desirable corner lot, this property offers added privacy, an extended driveway, and enhanced curb appeal. Residents of Tapestry enjoy resort-style amenities, including a gated entrance with guard, a beautifully designed clubhouse, a large pool, fitness center, playground, and scenic walking areas. Ideally located just minutes from The Loop shopping area, Publix, a variety of restaurants, Osceola Parkway, and Orlando International Airport, this home offers both comfort and convenience in one of Kissimmee’s most desirable communities.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Yesenia Chacon Martinez, Llc (407-285-5717)
2437 SHANTI DR, KISSIMMEE, FL 34746
$1,799,00062 Days on yellowkey MLS ID: O6397792
REDUCED by $25,900 (1.4%) on 06/10/2026
Bed: 13 Bath: 11.0 Gar: 3 Liv Area Sq Ft: 5504 Built: 2023Monthly Fee: $397 Tax: $12,719 (2025)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$12,719
High School: Poinciana High School
Remarks: Virtually Staged. Welcome to a one-of-a-kind, fully furnished, professionally designed luxury vacation home in one of Central Florida’s top-performing vacation rental communities, Veranda Palms. This exceptional property is truly turnkey and income-producing from day one, offering a rare opportunity for investors seeking immediate cash flow and a high-performing short-term rental. An extra-large driveway provides added convenience with ample parking for guests. Originally built as a Park Square Homes 13-bedroom floorplan, this home was thoughtfully reconfigured to an 11-bedroom layout to maximize occupancy and guest experience, allowing for the addition of a fully customized KIDS’ PLAY AREA. The result is a highly optimized property that comfortably accommodates up to 30 GUESTS, ideal for large group bookings and premium rental income. This property stands out with extensive, custom-built entertainment amenities, including a children’s adventure playroom with climbing structures, slides, foam pit, and arcade games, plus a fully equipped upstairs game loft with a pool table, custom bar seating 10+, and a themed social media lounge. A whole-home entertainment experience is enhanced by surround sound systems with touchscreen controls in the main living areas, loft, and pool deck. Featuring thoughtfully designed sleeping spaces, including multiple themed bunk rooms and spacious king suites, the home maximizes both comfort and capacity. Upstairs includes upgraded engineered hardwood flooring in common areas and stairs with iron railing, adding durability and elevated design. Downstairs features a HIDDEN Wizard-themed bunk room with 3 custom bunks and full bath (accessed via hidden wall). Upstairs includes a Paris bunk room with karaoke stage, a space-themed bunk room with gaming station, and a Jungle bunk room with slides, climb features, and four twin beds. Additional themed rooms include a cartoon bunk master and ice-themed bunk room with murals, lighting, Smart TV, and seating. The kid’s playroom is a standout, featuring NFL Blitz, NBA Jam, Ninja Turtles, and tabletop arcades, plus a Smart TV gaming system, foam flooring, climbing walls, tunnels, slides, foam pit, bridges, and caves. The property also features a private two-person INFRARED SAUNA and an upstairs laundry for added convenience. Designed to impress, the home offers expansive open-concept living spaces with crown molding, 8’ doors, and a chef-inspired kitchen with under-cabinet lighting, soft-close cabinetry, dual refrigerators, and oversized dining capacity. Multiple indoor and outdoor spaces are curated for large groups. The resort-style backyard includes a private pool with LED lighting, water features, fountains, and a deluxe raised spa with 400K BTU heater, plus covered lounge and dining areas, outdoor bar seating, and sun lounging spaces. Whether expanding your portfolio or entering the short-term rental market, this is a rare opportunity to acquire a high-demand, experience-driven property already positioned to generate income immediately.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$499,000136 Days on yellowkey MLS ID: S5142833
0 Days Off yellowkey (back on 3/2/2026)
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2005Monthly Fee: $100 Tax: $7,429 (2025)Community: Terra VerdeSingle Family
Taxes:$7,429
Elementary School: Sunrise Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. This stunning 6-bedroom, 5.5-bathroom vacation home is a waterfront gem with a sparkling pool and spa, conveniently located just four houses away from the clubhouse—perfect for both relaxation and entertainment! Step inside and enjoy the spacious, open floor plan that offers a fantastic flow for both living and entertaining. As you enter the home, you’ll find the formal living and dining rooms at the front, while the back of the home features a large family room, kitchen, and kitchen nook dining area, all offering breathtaking views of the pool and pond. The kitchen is a chef’s delight, boasting a huge closet pantry, a kitchen island, and all-new appliances, perfect for hosting or catering to large gatherings. The primary master bedroom is conveniently located on the ground floor, providing ultimate privacy and easy access to the outdoor oasis. This bedroom offers gorgeous pool and water views, creating a serene retreat. It also features a spacious ensuite bathroom complete with a large countertop, a corner soaking tub, a separate shower, a private toilet room, and a walk-in closet, offering both comfort and luxury. Adjacent to the master is a guest half bathroom and a fully equipped laundry room. The outdoor space is nothing short of spectacular! The humongous, fully screened patio offers both shaded areas and sun-soaked spaces, making it perfect for lounging or dining al fresco. The sparkling, recently refinished pool and spa overlooks the tranquil pond, creating the ultimate vacation retreat feel. Whether you’re soaking in the sun or relaxing in the shade, the views from this patio are simply STUNNING. Upstairs, you’ll find the remaining bedrooms, including three ensuite bedrooms—perfect for large groups or multiple guests. Each bedroom is thoughtfully designed to maximize privacy and comfort, making this home an ideal vacation property or luxurious Airbnb/VRBO rental.This property has been meticulously maintained and updated with fresh paint inside and out, new laminate wood flooring, new blinds, ceiling fans, new electrical outlets and switches, and a brand-new security system. Even the garage has been refreshed with new flooring. The seller has invested significantly in upgrading this home, making it move-in ready or immediately available for short-term rental use. Located in the highly sought-after, guard-gated Terra Verde community, this waterfront home offers unparalleled amenities, including a beautiful clubhouse, beach entry pool, hot tub, pier, shuffleboard court, a children’s playground, basketball courts, a movie room, fitness center, beach volleyball, and mini-golf. All of this is just minutes from US 192, with its array of shopping and dining options, a 5-minute drive to Walmart, and less than 20 minutes to Disney theme parks and Celebration. Plus, with proximity to SeaWorld, Universal Studios, and Orlando International Airport, you’ll enjoy easy access to all that Central Florida has to offer. Looking for a beach getaway? You’re just over an hour to Cocoa Beach and under two hours to the stunning west coast beaches. To showcase the property’s incredible potential as either a luxurious private residence or a high-end vacation rental, some of the listing photos have been virtually staged. Don’t miss your chance to own this waterfront paradise in one of Central Florida’s most desirable resort communities!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
5367 W IRLO BRONSON MEMORIAL HWY #2-219, KISSIMMEE, FL 34746
$64,90014 Days on yellowkey MLS ID: S5150927
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 231 Built: 1985Monthly Fee: $282 Tax: $1,138 (2025)Community: Greenpoint Essential Hotel CondoCondo
Taxes:$1,138
Remarks: Own turnkey short-term rental hotel suite in the heart of Kissimmee's thriving tourism corridor, just minutes from Walt Disney World and Central Florida's top attractions. This well-appointed unit features a comfortable single-bed layout, mini refrigerator, and microwave, making it an attractive option for vacation travelers seeking convenience and affordability. Owners benefits from a professionally managed rental program with onsite management, offering a hands-off investment experience. Guests enjoy access to desirable amenities including a swimming pool, laundry facilities, ice machine, ATM, and snack vending machines. Located in a one of Central Florida's most sought-after tourist destinations, this property offers excellent potential for rental income while capitalizing on year-round visitors demand. Whether you're looking to diversify your investment portfolio or own a vacation rental in a high-traffic location, this opportunity delivers affordability, convenience, and professional management.
Listing is courtesy of: YOUR REAL ESTATE CORNER, LLC (321-219-9805)
Listing Agent: Angel Camacho (321-219-9805)
4619 CABALERRO TRL, KISSIMMEE, FL 34758
$374,99030 Days on yellowkey MLS ID: O6406501
REDUCED by $10,010 (2.6%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 2010Monthly Fee: $142 Tax: $3,945 (2025)Community: Brighton LandingsSingle Family
Taxes:$3,945
Elementary School: Celebration K-8
Remarks: Virtually Staged. Beautiful move in ready 3-bedroom, 2-bath home with stunning pond views located in the quiet gated community of Brighton Landings in Kissimmee. This bright and spacious home features a desirable split floor plan, open living and dining areas, stainless steel appliances upgraded in 2024, ceiling fans throughout, and sliding glass doors leading to a large, fully fenced backyard overlooking the water. The primary suite offers peaceful pond views and a walk-in closet, creating a relaxing private retreat. Recent upgrades include a NEW ROOF(July 2023), water heater replacement (April 2024), fresh interior paint, and a fully aluminum fenced backyard installed in 2023. The home also features a spacious 2-car garage, extended driveway, and beautifully landscaped exterior with palm trees and lush greenery. Residents of Brighton Landings enjoy resort-style community amenities, including a swimming pool, volleyball court, and playgrounds. Conveniently located near shopping, restaurants, schools, the new train station, and just minutes from Disney attractions and major highways. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mohamed Filali, Sr (407-233-6089)
2324 HALEY CT, KISSIMMEE, FL 34741
$370,0005 Days on yellowkey MLS ID: O6414105
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1973 Tax: $5,224 (2025)Community: Renee Terrace Sec 4Single Family
Taxes:$5,224
Elementary School: Highlands Elem
Remarks: Welcome to 2324 Haley Ct - a charming 3-bedroom, 2-bath home offering 1,853 sq/ft of living space on an oversized .26-acre lot in the established Renee Terrace community. Built in 1973, this property features a spacious layout, a 2-car garage, and several important major updates already completed, including re-pipe in 2022, as well as A/C and water heater replacements in 2021. The home offers excellent potential for buyers looking to personalize and add their own finishing touches, as some interior upgrades may still be desired. Conveniently located near The Loop shopping, dining, and entertainment, with easy access to major roadways. Approximately 25 minutes to Walt Disney World Resort and 20 minutes to Orlando International Airport - MORE PICTURES TO COME SOON!
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Hugo Hernandez (407-716-5594)
2365 RAPOLLO DR, KISSIMMEE, FL 34741
$505,00082 Days on yellowkey MLS ID: O6379468
2 Days Off yellowkey (back on 6/11/2026)
REDUCED by $9,900 (1.9%) on 05/27/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2018Monthly Fee: $173 Tax: $8,804 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,804
Remarks: Virtually Staged. Price Reduced in the gated Tapestry community. This move-in ready 4-bedroom, 3.5-bath home offers over 2,300 square feet of stylish and functional living space with a bright open-concept layout designed for entertaining and everyday comfort. The spacious kitchen features granite countertops, stainless steel appliances, modern cabinetry, and a large center island that flows seamlessly into the dining and living areas. Upstairs, the private primary suite includes a walk-in closet and ensuite bath with dual vanities and a spacious shower. A versatile loft and additional bedrooms provide flexible space for a home office, media room, play area, or guest accommodations. Enjoy indoor-outdoor living with a covered rear porch and fully fenced backyard perfect for relaxing or weekend gatherings. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, sidewalks, and 24-hour gated entry. Conveniently located near shopping, dining, major highways, Orlando International Airport, and Orlando attractions. Now offered at an improved price schedule your private showing today.
Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)
Listing Agent: Amar Guemraoui (407-267-7926)
2520 NOUVEAU WAY, KISSIMMEE, FL 34741
$559,0005 Days on yellowkey MLS ID: O6415341
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2017Monthly Fee: $180 Tax: $5,743 (2025)Community: Tapestry Ph 2Single Family
Taxes:$5,743
Remarks: Some houses check the boxes. This one feels like home. Nestled in a desirable Kissimmee location, this beautifully maintained residence offers the perfect combination of comfort, style, and everyday convenience. From the moment you walk through the front door, you'll appreciate the bright, open living spaces designed for both relaxing evenings and making memories with family and friends. The spacious layout flows effortlessly, creating a warm and inviting atmosphere throughout. Whether you're preparing meals in the kitchen, gathering around the dining table, or enjoying a quiet morning coffee, every space is designed to make daily living easy and enjoyable. Step outside and discover the perfect spot for weekend BBQs, family gatherings, or simply unwinding after a long day. With shopping, dining, schools, parks, and major roadways just minutes away, you'll love the convenience of this central location. Gated community with GUARD includes pool, playground and more. If you've been searching for a place that combines comfort, charm, and a true sense of home, 2520 Nouveau Way may be exactly what you've been waiting for. Schedule your private showing today and see why you'll want to call this one yours. UPGRADES: Exterior Paint done November 2025. Pre-wire for surround sound for the back patio, family room and master bedroom. Gutters. Pool Pre wire.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Fatima Cabral Mendonca Leefers (407-552-1890)
2989 WHITE CEDAR CIR, KISSIMMEE, FL 34741
$429,00049 Days on yellowkey MLS ID: S5148630
REDUCED by $10,000 (2.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2002Monthly Fee: $80 Tax: $2,214 (2025)Community: Windsor PointSingle Family
Taxes:$2,214
Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!
Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)
Listing Agent: Ekramul Chowdhury (407-360-8991)
2625 SANTOSH CV, KISSIMMEE, FL 34746
$550,00031 Days on yellowkey MLS ID: O6400516
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2806 Built: 2013Monthly Fee: $397 Tax: $6,594 (2025)Community: Veranda PalmsSingle Family
Taxes:$6,594
Remarks: *Tenant in Place Through May 2027* Located in a short-term rental approved community, offering true flexibility as a primary residence, vacation home, or income-generating investment property. Fully furnished 5-bedroom, 4.5-bathroom turnkey home with private screened pool in the resort-style, guard-gated community of Veranda Palms. Thoughtfully designed open floor plan offers versatility for personal use, vacation getaways, or income-producing short-term rental investment. Featuring dual primary suites, one on each level, this layout delivers exceptional flexibility and privacy for owners and guests alike. The kitchen showcases generous cabinetry and a breakfast bar, flowing effortlessly into the dining and living areas to create an inviting space for everyday living and entertaining. The main living area is bright and spacious, while the upstairs loft adds bonus square footage perfect for a game room, media space, or home office. No carpet throughout the home — easy-care flooring runs across every room, ideal for low-maintenance living and high-turnover rental use. All furnishings convey, making this property completely move-in or rental-ready from day one. Step outside to your private screened pool, ideal for year-round enjoyment of Florida's sunshine. The outdoor space provides the perfect setting to unwind or entertain after a day at the area's many attractions. Residents and guests enjoy access to Veranda Palms' resort-style amenities, including a clubhouse, fitness center, and community pool, all within a 24-hour guard-gated entrance. Conveniently positioned near major highways, shopping, dining, and Central Florida's world-famous theme parks and attractions.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Souza Meuli (305-527-9574)
5148 CROWN HAVEN DR, KISSIMMEE, FL 34746
$370,00050 Days on yellowkey MLS ID: O6402349
1 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1649 Built: 2018Monthly Fee: $254 Tax: $4,801 (2025)Community: Compass Bay Unit 5Townhouse
Taxes:$4,801
High School: Liberty High
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom townhome located in the desirable Compass Bay community, just minutes from Walt Disney World, shopping, dining, and major highways. Built in 2018, this spacious residence offers a functional open floor plan with a modern kitchen featuring cabinetry, granite countertops, and stainless steel appliances, seamlessly connecting to the living and dining areas, perfect for entertaining or everyday living. The property features a private patio area, ideal for relaxing after a long day, and generous bedroom sizes, including a comfortable primary suite. Compass Bay is a sought-after community that allows both short-term and long-term rentals, making this home an excellent opportunity for investors, vacation home buyers, or primary residents. PS: The property is being offered fully furnished Residents enjoy access to community amenities including a pool, playground, and well-maintained common areas. With low HOA fees and a prime location in the heart of Kissimmee’s tourism corridor, this property offers both convenience and flexibility. Don’t miss this opportunity to own in a highly desirable short-term rental–friendly community. Schedule your private showing today.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Ana Gazzara (321-682-9775)
2925 WILLOW CREEK LN, KISSIMMEE, FL 34741
$405,00059 Days on yellowkey MLS ID: C7525014
REDUCED by $10,000 (2.4%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1797 Built: 2004Monthly Fee: $80 Tax: $6,773 (2025)Community: Windsor Point Ph 2Single Family
Taxes:$6,773
High School: Osceola County School for Arts
Remarks: Welcome home to this well-maintained single-family residence offering a bright and functional layout. The interior features spacious living and dining areas with tile flooring throughout the main living spaces and an open flow ideal for everyday living and entertaining. Comfortable bedrooms offer carpeting and ceiling fans, while the master bedroom has sliding doors leading to your rear screened-in lanai. Additional features include a two-car garage and a clean, neutral interior ready for its next owner. Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
1030 PLANTATION DR #C7, KISSIMMEE, FL 34741
$175,000101 Days on yellowkey MLS ID: O6388527
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 970 Built: 1970 Tax: $316 (2024)Community: Terra CondoCondo
Taxes:$316
Elementary School: Thacker Avenue Elem (K 5)
Remarks: GATED KISSIMMEE CONDO WITH 2 BEDROOMS, 2 BATHROOMS, SCREENED-IN PORCH, UPDATED FINISHES, STAINLESS STEEL APPLIANCES, AND A PRIME LOCATION NEAR THE LOOP, THEME PARKS, AND ORLANDO INTERNATIONAL AIRPORT. Welcome home to comfort, convenience, and low-maintenance Florida living inside the TERRA CONDO community. This 970-SQ-FT CONDOMINIUM offers a practical split-bedroom layout with a SPACIOUS PRIMARY BEDROOM, DUAL CLOSETS, and an easy everyday flow that works well for a primary residence, seasonal home, or investment-style hold, subject to community rules. From the moment you enter, the STYLISH TILE FLOORING gives the home a clean, modern feel throughout the main living areas. The CHARMING KITCHEN features BEAUTIFUL COUNTERTOPS, STAINLESS STEEL APPLIANCES, and enough workspace to make daily meals simple and comfortable. The living area opens to a SCREENED-IN PORCH, giving you a private place to enjoy morning coffee, quiet evenings, or extra fresh-air living space without sacrificing convenience. Additional highlights include a TANKLESS WATER HEATER, LOW HOA FEES, and a location approximately 15 minutes from THE LOOP, about 25 minutes from WORLD-FAMOUS THEME PARKS, and about 30 minutes from ORLANDO INTERNATIONAL AIRPORT. IF YOU ARE LOOKING FOR A MOVE-IN-READY 2 BEDROOM, 2 BATH CONDO IN A GATED KISSIMMEE COMMUNITY WITH UPDATED FINISHES, EASY ACCESS, AND STRONG CENTRAL FLORIDA CONVENIENCE, 1030 PLANTATION DR APT C7 DESERVES TO BE SEEN.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Charles Watson (818-321-6494)
4912 SAUSALITO LN, KISSIMMEE, FL 34746
$380,00060 Days on yellowkey MLS ID: C7524970
REDUCED by $10,000 (2.6%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1380 Built: 1993Monthly Fee: $66 Tax: $4,822 (2025)Community: Chatham Park Ph 02Single Family
Taxes:$4,822
Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,380 sq ft of comfortable living space. The home features a functional layout with inviting living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing Agent: Raul Pino (305-662-1502)
8553 BAY LILLY LOOP, KISSIMMEE, FL 34747
$278,89012 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
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)
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