Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741
$325,00040 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,615
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
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)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,0005 Days on yellowkey MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$7,689
Elementary School: Westside K-8
High School: Celebration High
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
3129 TOCOA CIR, KISSIMMEE, FL 34746
$365,0005 Days on yellowkey MLS ID: O6415821
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1782 Built: 2014Monthly Fee: $272 Tax: $4,811 (2025)Community: Compass Bay Unit 3Townhouse
Taxes:$4,811
Elementary School: Reedy Creek Elem (K 5)
Remarks: Great for Investors!! Beautiful townhome 4 beds/ 3.5 baths, 1 car garage features a great patio on the exterior. Moving inside, the home features on the first floor and an open concept floor plan with the kitchen overlooking the great room. The kitchen features granite countertops, 36-in. upper cabinets with crown molding, a 12-in. cabinet above the refrigerator, an upgraded stainless steel appliance package, pendant lights over the bar and recessed lighting. Moving upstairs, the townhome features the master suite, three secondary bedrooms, two secondary baths and laundry. The master suite comes complete with a spacious closet and attached bath featuring a garden tub and shower combination with tile surround and beautiful countertops. The community is gated and the HOA includes all outdoor maintenance in addition to the community pool, pavilion and tot lot. MUST SEE!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
2442 SWEETWATER CLUB CIR #41, KISSIMMEE, FL 34746
$204,990252 Days on yellowkey MLS ID: O6350120
REDUCED by $10,000 (4.7%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1992Monthly Fee: $450 Tax: $1,495 (2024)Community: Sweetwater Club CondoCondo
Taxes:$1,495
High School: Poinciana High School
Tax Year: 2024
Remarks: Welcome to this beautifully renovated downstairs condo located in the highly sought-after Sweetwater Club subdivision. This move-in-ready home has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to find gorgeous laminate flooring flowing through the entire unit. No carpet anywhere! The spacious living room is perfect for entertaining, while the elegant dining area sets the tone for memorable gatherings. The stunning kitchen features sleek countertops, stylish cabinetry, and updated appliances, making it both functional and eye-catching. Retreat to the luxurious master suite, complete with a spa-inspired shower and an oversized walk-in closet. A dedicated laundry closet with a washer, dryer, and built-in shelving adds convenience to your daily routine. Enjoy all the amenities Sweetwater Club has to offer, including a clubhouse, sparkling community pool, fitness center, tennis courts, basketball and volleyball courts, and a picnic area. This impeccably maintained home is a fantastic opportunity for both homeowners and investors alike. Don't miss your chance to make this property part of your portfolio. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jacob Rodriguez (407-745-8455)
1066 PARK RIDGE CIR, KISSIMMEE, FL 34746
$237,40099 Days on yellowkey MLS ID: O6389477
REDUCED by $7,600 (3.1%) on 04/30/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2002Monthly Fee: $460 Tax: $3,693 (2024)Community: Lake Berkley Resort Villas Ph 2Townhouse
Taxes:$3,693
Elementary School: Central Avenue Elem
Remarks: Seller is offering 2% closing cost credit to buyer with full price offer and a $640 Home Warranty from Fidelity - Welcome to this beautifully maintained and fully furnished 3-bedroom, 2.5-bath townhome located in the highly sought-after guard-gated community of Lake Berkley Resort in Kissimmee. Zoned and approved for short-term rentals, this property presents an outstanding opportunity for investors, vacation home buyers, or those seeking a turnkey residence near Central Florida’s world-famous attractions. The home features a bright and spacious open-concept living and dining area with tile flooring throughout the main level, creating an inviting environment for relaxing or entertaining. The well-equipped kitchen offers ample cabinetry and a convenient breakfast bar, ideal for casual dining or gathering with guests. Upstairs, the thoughtfully designed bedrooms provide comfortable accommodations, including a spacious primary suite featuring a private balcony, perfect for enjoying peaceful mornings or evening breezes. A themed guest bedroom adds extra appeal for vacation renters, while the layout also includes two full bathrooms upstairs and a convenient half bath on the main level. Additional features include a dedicated laundry room with a full-size washer and dryer, sliding glass doors leading to a covered terrace and patio area with garden views, and a functional layout that blends comfort with practicality. Offered fully furnished, this home is truly move-in or rental ready. Residents and guests of Lake Berkley Resort enjoy access to an impressive selection of resort-style amenities, including two clubhouses, two community pools with hot tubs, a fitness center, tennis, basketball and volleyball courts, playground, scenic walking paths, a lakeside gazebo, and a stocked fishing lake. The community also offers 24-hour guard-gated security, while the HOA includes landscaping, irrigation, trash service, and maintenance of the community amenities, providing convenience and peace of mind for homeowners and investors alike. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld, Old Town, US-192 shopping and dining, golf courses, and major highways including I-4 and SR-417, this property offers exceptional accessibility to all that Central Florida provides. Whether you're looking for a turnkey vacation rental, an income-producing investment property, or a private retreat near the theme parks, this townhome offers the perfect combination of location, lifestyle, and investment potential in one of Kissimmee’s most popular resort communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Uzi Husain (407-719-6576)
2474 SWEETWATER CLUB CIR #101, KISSIMMEE, FL 34746
$230,0006 Days on yellowkey MLS ID: O6415917
INCREASED by $11,000 (5.0%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1992Monthly Fee: $485 Tax: $1,401 (2025)Community: Sweetwater Club CondoSpa: NoCondo
Taxes:$1,401
Elementary School: Kissimmee Elem
High School: None
Remarks: Spectacular Water Views from nearly every room & Theme Park Fireworks – Rare End-Unit Opportunity! Great income producing property. Perfect and ready to go for short term Rental/ lease. This fully furnished turnkey condo is the best of Florida living. Bright, airy, condo is just 7 minutes from Disney. As a highly coveted end unit, this home features a signature bay window in the dining area and additional windows in the kitchen and guest room, flooding the space with natural light. Interior Highlights: Modern Aesthetic: Gorgeous ceramic-tiled flooring with a rich wood-plank finish and a remodeled kitchen featuring soft-close cabinetry and newer stainless-steel appliances. Privacy & Space: Spacious floor plan with giant picture windows, walk-in closets, and abundant storage throughout. The View: Enjoy water views from nearly every room. Step onto your private, south-facing patio to soak up the sun by day and watch nightly theme park fireworks by evening. Location & Lifestyle: Situated in the serene Sweetwater Club, you are a short walk from the clubhouse but tucked away for maximum peace. The community offers a heated pool, jacuzzi, fitness center, and courts for tennis, volleyball, and basketball. Investment Potential: With special zoning for short-term rentals, this property is perfect as a high-yield Airbnb/vacation rental or a move-in-ready primary residence. With reasonable taxes, low HOA fees, and peak season approaching, this rare unit is priced to move. Make it yours today!
Listing is courtesy of: ADVANCED AGE REALTY, INC. (407-862-6262)
Listing Agent: Denise Richards (347-581-1177)
2819 MAGUIRE DR, KISSIMMEE, FL 34741
$389,9507 Days on yellowkey MLS ID: O6413988
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2004Monthly Fee: $100 Tax: $6,509 (2025)Community: Cypress Reserve Ph 01Spa: NoSingle Family
Taxes:$6,509
High School: Osceola County School for Arts
Remarks: Welcome to 2819 Maguire Drive, a beautifully maintained 4-bedroom, 2-bathroom residence located in the desirable gated community of Cypress Reserve in Kissimmee. Offering over 2,000 square feet of thoughtfully designed living space, this single-story home combines comfort, functionality, and an exceptional location. Upon entering, you'll be greeted by soaring vaulted ceilings, an open-concept floor plan, and abundant natural light that creates an inviting and spacious atmosphere. The well-appointed kitchen serves as the heart of the home, featuring a center island, 42-inch cabinetry, Corian countertops, ample pantry storage, and modern appliances, making it ideal for both everyday living and entertaining. The spacious primary suite provides a private retreat with a recently renovated en-suite bathroom highlighted by a large walk-in shower and dual walk-in closets, offering exceptional storage and convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Step outside to the screened lanai and enjoy peaceful water views overlooking the community pond. The backyard offers mature landscaping and fruit trees, creating a relaxing outdoor setting perfect for morning coffee or evening gatherings. Additional highlights include a two-car attached garage, interior laundry room, updated HVAC system 2017, and a roof replacement completed in recent years 2018. Residents of Cypress Reserve enjoy access to outstanding community amenities, including a resort-style swimming pool, tennis courts, playground, park areas, and beautifully maintained common grounds. Ideally situated near The Loop shopping and entertainment district, this home offers convenient access to major highways, Orlando International Airport, world-famous attractions, dining, shopping, and top-rated recreational destinations. Whether you're seeking a primary residence, a second home, or an investment opportunity, 2819 Maguire Drive delivers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Paul Jimenez (407-276-3516)
7526 BLISS WAY #7526, KISSIMMEE, FL 34747
$299,50028 Days on yellowkey MLS ID: O6409040
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007 Tax: $3,965 (2025)Community: Oakwater Ph 07-10 A CondoCondo
Taxes:$3,965
Remarks: Under contract-accepting backup offers. TURNKEY INVESTMENT OPPORTUNITY JUST 5 MINUTES FROM DISNEY! Welcome to this exceptional 3-bedroom, 2-bathroom, fully furnished condo complete with a converted 1-car garage in the highly desirable, gated community of Oakwater Resort. Positioned an incredible 5 minutes from the gates of Walt Disney World, this premier property serves as a proven cash-flowing asset, having generated an impressive $34,000 in short-term rental revenue in the last 12 months. Backed by pristine guest experiences, this listing has earned the highly coveted Airbnb "Guest Favorite" designation and has maintained consecutive "Superhost" status for the last 3 years! Beyond its powerful vacation rental performance, the property’s unbeatable location offers incredible versatility for long-term equity or primary residency providing a short, convenient commute less than 2.5 miles from the top-rated Celebration High School. Step inside to find an immaculate, light-filled open floor plan built for seamless modern living and upgraded with a NEW A/C system for ultimate efficiency. The layout features an intelligent split-bedroom configuration to maximize privacy. The entire home features soaring ceilings, low-maintenance solid surface flooring (absolutely NO CARPET anywhere), and premium quartz countertops throughout both the kitchen and bathrooms. The modern kitchen stands out with solid wood cabinetry, stainless steel appliances, a custom tile backsplash, and a breakfast bar perfect for casual dining. The generous great room flows beautifully out to your private, screened-in balcony, which serves as your own private outdoor oasis. When night falls, you can walk right down to the community lakefront trail to watch the magical Disney fireworks light up the night sky! For ultimate convenience, the unit also includes a dedicated, full-size interior laundry closet. Adding incredible value to the floor plan, the attached garage has been professionally converted into a fully equipped, high-energy games room a massive hit for vacationing families that drastically drives up occupancy rates. The resort-style amenities at Oakwater are unmatched, boasting a 4,000 sq ft luxury clubhouse, a lagoon-style heated pool, a hot tub, a splash pad, a state-of-the-art fitness center, tennis and basketball courts, and a scenic lakefront walking path. Peace of mind is provided via a secure gated entrance paired with patrolling night security. Within short distance to local dining and shopping, and minutes from the Promenade at Sunset Walk and major highways. Whether you are searching for a high performing vacation rental, a magical second home, or a primary residence NEAR TOP AREA SCHOOLS, this property delivers it all. Schedule your private showing today!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Ana Pelaez De Los Rios (786-818-8940)
1329 WINDSOR DR, KISSIMMEE, FL 34741
$175,00047 Days on yellowkey MLS ID: O6403991
REDUCED by $5,000 (2.8%) on 06/12/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1290 Built: 1982Monthly Fee: $375 Tax: $992 (2025)Community: Windsor Pines 1 CondoCondo
Taxes:$992
Elementary School: Highlands Elem
Remarks: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Shawn Layton (321-514-8055)
4501 MONADO DR, KISSIMMEE, FL 34746
$565,000554 Days on yellowkey MLS ID: O6263041
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2872 Built: 2019Monthly Fee: $346 Tax: $8,111 (2023)Community: Bellavida Ph 2ASingle Family
Taxes:$8,111
Tax Year: 2023
Remarks: Experience luxury and comfort in this stunning 6-bedroom, 4-bathroom vacation home located in the sought-after Bella Vida Resort, with no CDD fees! This spacious property features an inviting living and dining room combination upon entry, and a gourmet kitchen equipped with two refrigerators, granite countertops, a large island with a sink, and plenty of space—perfect for accommodating large families. Step outside to enjoy your private pool, ideal for relaxation or entertaining. Situated in a gated community with 24/7 security, Bella Vida Resort boasts resort-style amenities, including a pool, jacuzzi spa, playground, fitness center, game room, movie room, and basketball court. Located just minutes from Disney, Universal Studios, and SeaWorld, as well as dining, shopping, major highways, and hospitals, this property is perfect as a personal vacation retreat or a short-term rental investment. Don’t wait—schedule your private showing today!
Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)
Listing Agent: Xiao Pang (407-988-6543)
161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746
$539,000124 Days on yellowkey MLS ID: O6380471
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2269 Built: 2004Monthly Fee: $100 Tax: $6,370 (2025)Community: Terra Verde Ph 02Spa: YesSingle Family
Taxes:$6,370
Elementary School: Sunrise Elementary
Remarks: Just 7 miles from Disney, this fully furnished corner-lot home in the guard-gated Terra Verde Resort offers the perfect blend of vacation living and strong investment performance. Rented most of the year, the property delivers POSITIVE CASH FLOW with proven rental demand. Featuring 5 bedrooms and 4 full baths, the home is professionally themed throughout, including a remarkable fluorescent game room that comes alive at night — a major guest favorite. The screened-in private heated pool and spa create the ideal Florida retreat, while recent upgrades such as a HIGH-EFFICIENCY HVAC SYSTEM, NEW ROOF, AND NEW WATER HEATER ensure comfort and lower operating costs. Located in one of Central Florida’s most sought-after short-term rental communities, Terra Verde offers resort-style amenities including a clubhouse, lagoon-style pool, tiki bar, fitness center, movie theater, arcade, and sports courts. Whether you’re seeking a high-performing investment or a personal vacation escape close to the magic, this property checks every box. CLICK ON TOUR LINKS ABOVE FOR VR FLY-THROUGH TOUR AND MATTERPORT WALK THROUGH.
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Vivian Hilmer (407-304-0098)
3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741
$231,00036 Days on yellowkey MLS ID: S5148826
REDUCED by $8,000 (3.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2006Monthly Fee: $392 Tax: $4,316 (2025)Community: Flora Ridge Condo Ph 7 Bldg 12Condo
Taxes:$4,316
Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)
1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741
$194,90022 Days on yellowkey MLS ID: S5150480
REDUCED by $10,100 (4.9%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1993Monthly Fee: $451 Tax: $2,126 (2025)Community: Gables At Lakeside CondoCondo
Taxes:$2,126
Remarks: MOTIVATED SELLER!!!!Wonderful unit located in a perfect community with amenities including clubhouse, gym, tennis court and swimming pools. Great location! Just Minutes to Disney World, Universal Studios, Sea World and Orlando International Airport. Near to local transportation, schools and The Loop Mall with 70 Stores, 15 Restaurants and Regal Cinema 16. Unit is located on the ground floor for better privacy. Each of the 2 spacious bedrooms has a bath & walk in closet, . Fully Equipped. All Appliances Included The unit also has a laundry room (washer and dryer included). Don´t miss the opportunity!
Listing Agent: Alicia Casal (407-401-7447)
3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746
$299,90055 Days on yellowkey MLS ID: S5148492
REDUCED by $20,000 (6.3%) on 06/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1990Monthly Fee: $10 Tax: $5,569 (2025)Community: Indian Wells Unit 5Single Family
Taxes:$5,569
Elementary School: Island Village Elementary School
Remarks: Welcome to the community of Indian Wells. Conveniently located near the theme parks and shopping, this neighborhood has so much to offer. with an optional HOA of just $125/annually, you can get access to the communities pool, tennis court, basketball court, and playground. The home was originally a 3 bedroom, but part of the living room has been converted into a 4th bedroom that shares a bathroom with the primary bedroom. Enjoy the beautiful pond view out of the back yard. With no lease restrictions in this community, this home could make an excellent investment or a primary residence.
Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)
Listing Agent: Kevin Waldbieser (407-460-7993)
3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746
$325,00055 Days on yellowkey MLS ID: S5148486
REDUCED by $24,900 (7.1%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1890 Built: 1990Monthly Fee: $10 Tax: $6,216 (2025)Community: Indian Wells Unit 5Single Family
Taxes:$6,216
Remarks: Welcome to the beautiful community of Indian Wells. This home offers 3 bedrooms and 2 bathrooms in the main home, but also has an attached in-law suite that offers a bedroom, full bathroom, and family room. It has a door that leads into the main home, but also has a private sliding glass door entrance from the rear of the home. The home has vinyl wood flooring throughout most of the living area, and offers a spacious living room. The back yard overlooks the beautiful pond loaded with fish, ducks, and wonderful natrue views. The HOA is voluntary in Indian Wells, but if joined for only $125 annually, you have access to a swimming pool, basketball court, tennis court, and playground area. The community is located nearby the theme parks and plenty of shopping and dining options. Both short and long-term rental options are allowed, making it a great potential investment as well.
2721 BOOKMARK DR, KISSIMMEE, FL 34746
$790,00040 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
Taxes:$10,015
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
$589,0006 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
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
$289,9905 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
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)
4756 TRIBUTE TRL, KISSIMMEE, FL 34746
$357,900258 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
$320,00052 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
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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.