Location: Kissimmee , 34741
Do Not Show Listings
2123 ST MARTEEN CT, KISSIMMEE, FL 34741
$202,00099 Days on yellowkey MLS ID: O6387879
REDUCED by $3,000 (1.5%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1989Monthly Fee: $278 Tax: $312 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$312
Elementary School: Kissimmee Elem
High School: Osceola High School
Tax Year: 2025
Middle School: Narcoossee Middle
Remarks: Price Improved to $202,000 — Exceptional Value! Welcome to this beautifully updated, fully furnished 2-bedroom, 2-bath villa in the heart of Kissimmee — a true turnkey opportunity for homeowners and investors alike. Price recently reduced, this move-in ready property offers outstanding value in a highly desirable location. Step inside to discover a bright, open-concept layout featuring tile flooring throughout, an updated kitchen, and a spacious living area designed for comfort and easy entertaining. Thoughtfully maintained and tastefully furnished, this home is ready for immediate occupancy or rental income potential from day one. A recently installed new roof adds long-term peace of mind and enhances the home’s overall appeal. Enjoy low-maintenance living in a well-established community with amenities including a sparkling pool and tennis courts. Conveniently located just minutes from shopping, dining, entertainment at The Loop, major highways, and Central Florida attractions, this property offers both lifestyle and convenience. Perfect as a primary residence, vacation getaway, or income-producing investment, this villa truly has it all: • Prime Kissimmee location • Fully furnished and turnkey • Move-in ready condition • Strong investment potential • Newly reduced price for added value Motivated seller — don’t miss this incredible opportunity. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Pereira (407-721-8945)
3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741
$379,00024 Days on yellowkey MLS ID: O6405406
REDUCED by $10,000 (2.6%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1999Monthly Fee: $57 Tax: $5,680 (2025)Community: Cranes Cove Ph 2Single Family
Taxes:$5,680
Elementary School: Central Avenue Elem
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully updated home on a desirable corner lot in the heart of Kissimmee! From the moment you arrive, you’ll notice the fresh exterior paint, inviting curb appeal, and pride of ownership throughout. Step inside to discover a bright and spacious layout featuring a stunning updated kitchen designed to impress, complete with gorgeous quartz countertops, modern finishes, and the perfect setup for both everyday living and entertaining. The open flow of the home creates a warm and welcoming atmosphere ideal for gathering with family and friends. The primary suite offers a refreshed vanity area with stylish updates, creating a relaxing private retreat. Outside, the corner lot provides added space, privacy, and curb appeal that’s hard to find. Located in an incredibly convenient and highly sought-after Kissimmee location, you’re just minutes from The Loop, shopping, dining, Orlando International Airport, major highways, theme parks, Lake Nona, and all that Central Florida has to offer. Whether you’re looking for a primary residence or a vacation home, this move-in-ready property offers the perfect combination of location, updates, and value. Homes with upgrades like this in such a prime location do not last - schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Patrizia Harrington (908-329-0392)
2810 SWOOP CIR, KISSIMMEE, FL 34741
$710,0001 Day on yellowkey MLS ID: O6415499
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3410 Built: 2014Monthly Fee: $215 Tax: $10,403 (2025)Community: AvillaSpa: NoSingle Family
Taxes:$10,403
Elementary School: Floral Ridge Elementary
Remarks: Welcome to this exceptional former builder model home in the desirable Avilla community. This beautifully maintained 4-bedroom, 3-bath residence offers 3,410 heated square feet of thoughtfully designed living space on a spacious 0.21-acre homesite. The open floor plan features a gourmet kitchen with granite countertops, stainless steel appliances, custom cabinetry, and a large center island. The luxurious primary suite includes a spa-like bath and an oversized custom walk-in closet. Enjoy Florida living at its finest with a private screened pool, expansive pool deck, and fully equipped outdoor summer kitchen, perfect for entertaining. Originally purchased as the builder's final model home, the property showcases premium upgrades and exceptional craftsmanship throughout. Seller intends to convey the property substantially furnished, excluding personal belongings and décor. Conveniently located near shopping, dining, major highways, and Orlando's world-famous attractions. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Elisio Almeida (407-640-9429)
1114 N FORREST AVE, KISSIMMEE, FL 34741
$278,00012 Days on yellowkey MLS ID: O6411680
REDUCED by $4,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1094 Built: 1972 Tax: $3,747 (2025)Community: Magnolia ParkSpa: NoSingle Family
Taxes:$3,747
Elementary School: None
High School: None
Middle School: None
Remarks: Check out 1114 N Forrest Ave, where recent property enhancements include a new roof, fresh interior paint, and fresh exterior paint, alongside a partial flooring replacement. The kitchen is equipped with all stainless steel appliances, complementing the refreshed interior. Outside, a fully fenced in backyard provides a defined outdoor space. This updated residence provides modern living, ready for you to enjoy. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1710 SUNNY ST, KISSIMMEE, FL 34741
$400,00045 Days on yellowkey MLS ID: O6403165
0 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 2006 Tax: $5,617 (2025)Community: Patricia ParkSpa: YesSingle Family
Taxes:$5,617
Elementary School: Thacker Avenue Elem (K 5)
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home offering space, comfort, and an unbeatable location in the heart of Kissimmee. This property is a rare find featuring a 4-bedroom layout with a heated pool and spa on an oversized lot, combined with exceptional curb appeal thanks to its beautifully refreshed landscaping and freshly painted exterior (2024). The large, spacious driveway provides ample room for multiple vehicles. Step inside to an open and airy floor plan with soaring cathedral ceilings that enhance the sense of space and natural light throughout. The centrally located kitchen is ideal for both everyday living and entertaining, featuring ample counter space, a breakfast bar, and a dining nook perfectly positioned by the sliding glass doors offering beautiful views of the pool and backyard. The primary suite is a true retreat, offering dual walk-in closets, a linen closet, and a spacious bathroom with dual sinks and a relaxing jacuzzi tub with jets. Enjoy Florida living at its best in your private backyard oasis situated on an oversized, fully fenced backyard with a mango and an orange tree. The large screened-in patio and heated pool with spa create the perfect setting for entertaining or unwinding year-round. Additional highlights include NO HOA, a roof replaced in 2022, a newer pool pump, a newer pool heat pump, and a well-maintained interior ready for its next owner. Ideally located just minutes from major highways, shopping, dining, and everyday conveniences. Only 5 minutes to Historic Downtown Kissimmee and within 30 minutes to Orlando International Airport and Central Florida’s world-famous attractions. This home offers the perfect combination of space, location, and lifestyle. Don’t miss the opportunity to make it yours! Schedule your private showing today!
Listing Agent: Dania Khreiche (407-456-1553)
2535 FASSONA DR, KISSIMMEE, FL 34741
$315,0003 Days on yellowkey MLS ID: O6415528
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1603 Built: 2018Monthly Fee: $115 Tax: $4,260 (2025)Community: Tapestry Ph 4Townhouse
Taxes:$4,260
Remarks: Don’t miss out on this beautiful 3-bedroom, 2.5-bathroom townhouse with a 2-car garage and a spacious balcony, located in the heart of Kissimmee! As you enter, you’ll be welcomed by an open-concept living, dining, and kitchen area featuring stainless steel appliances, quartz countertops, and ample cabinet space. The first floor also includes a convenient half bathroom for guests. Upstairs, you’ll find a versatile loft area that can be used as an office, playroom, or additional living space. The spacious primary suite features a private balcony and an en-suite bathroom. Two additional bedrooms and a full bathroom complete the second floor. This gated community offers 24/7 security, a beautiful community pool, and a variety of amenities for residents to enjoy. Conveniently located just minutes from shopping, restaurants, supermarkets, major highways including the Turnpike, medical offices, and more. Schedule your showing today—this one won’t last long!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Class Cordero (321-208-0378)
2121 AVIAN LOOP, KISSIMMEE, FL 34741
$470,00079 Days on yellowkey MLS ID: S5146340
REDUCED by $15,000 (3.1%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2176 Built: 2020Monthly Fee: $211 Tax: $8,299 (2025)Community: Tapestry Ph 5Single Family
Taxes:$8,299
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained 4 spacious bedroom, 2.5 luxurious bathrooms, this single-story home is located in the highly desirable gated Tapestry Community area, this home also features a spacious open floor plan and offers an exquisite blend of modern design and timeless elegance on one level. Upon entering, step into a foyer with two adjacent bedrooms that opens up to a kitchen built for entertaining. The kitchen features a large island complimented by granite counter tops, stainless steel appliances, and a chef-worthy walk-in pantry and spacious cabinetry in a rich dark brown finish that provides both style and ample storage. Just off the gathering room, the master suite features tray ceilings, an oversized walk-in closet, and a spa style master bath with a double sink vanity, ceramic tile in main areas and luxury vinyl flooring in all bedrooms. Large sliding glass doors flood the space with natural light and lead to a beautifully upgraded covered and screened in lanai with tile flooring and a fenced in backyard, perfect for relaxing or entertaining year round, providing a private oasis for relaxation and recreation. The home also includes a washer and dryer for added convenience. A two car garage with an automatic door opener adds even more ease to daily life. This home delivers outstanding value, privacy and modern living without the wait of new construction. This home is equipped with a comprehensive security system, including four exterior cameras (positioned at each corner of the property) , motion sensor security lighting, and a Ring doorbell system for added peace of mind. Conveniently located near The Loop shopping center, major highways, dining, and world class attractions, this home offers the perfect blend of comfort, security and convenience. Community amenities include: guard gated 24/7, resort style pool, a state of the art fitness center, clubhouse, parks, playground, dog park, walking trails, grills, etc. Don't miss this incredible opportunity to own a beautiful home in one of Kissimmee's most sought-after communities! Schedule your private tour today.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gladys Levy (407-953-9641)
2481 ANNACELLA AVE, KISSIMMEE, FL 34741
$639,99913 Days on yellowkey MLS ID: O6411840
REDUCED by $45,001 (6.6%) on 06/10/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3221 Built: 2019Monthly Fee: $250 Tax: $8,211 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,211
Remarks: Welcome to luxury living in Kissimmee! With a guard-gated community, this exceptional home is situated on an oversized premium lot with breathtaking lake views, offering the perfect blend of comfort, elegance, and functionality. Designed to accommodate a variety of lifestyles, this spacious residence features a first-floor bedroom with a private bathroom and separate exterior entrance, currently customized as a media/theater room. This versatile extra room can easily serve as a guest suite, home office, multi-generational living area, or an in-law suite to suit your needs. The main living areas has 4 generously sized bedrooms and 4.5 bathrooms upstairs, providing ample space for family and guests. The heart of the home showcases a beautifully appointed kitchen featuring granite countertops, wood cabinetry with crown molding, a large center island, and abundant storage, thoughtfully designed for both everyday living and entertaining. Premium upgrades can be found throughout the home, complementing the expansive living spaces and well-designed floor plan. Additional highlights include a 3-car garage, elegant finishes, and an abundance of natural light throughout. The oversized homesite provides endless possibilities for outdoor living, future enhancements, or creating your own private backyard oasis. Residents enjoy access to outstanding community amenities, including a clubhouse, resort-style swimming pool, fitness center, and recreational areas. Conveniently located near major highways, this home offers easy access to Walt Disney World, Universal Orlando Resort, shopping, dining, entertainment, and great schools. Don't miss this incredible opportunity to own a luxury lake-view home in one of Kissimmee's most desirable gated communities. Schedule your private showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Frances Rivera (407-490-5539)
3181 STONEHURST CIR, KISSIMMEE, FL 34741
$399,90024 Days on yellowkey MLS ID: S5150133
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1650 Built: 2002Monthly Fee: $223 Tax: $6,155 (2025)Community: Stonehurst At StonefieldSingle Family
Taxes:$6,155
Remarks: Fantastic location in a highly desirable gated community! This move-in ready home is ideally located just minutes from The Loop Town Center, top rated restaurants, shopping plazas, medical facilities, major highways, the airport, and only 10 minutes from Disney and the theme parks. Enjoy added peace of mind with a BRAND NEW roof (05/2026) and NEW A/C, making this home truly move-in ready. Featuring an open floor plan filled with natural light, this beautifully maintained home offers 3 spacious bedrooms, high ceilings, a formal dining area, and a breakfast nook perfect for everyday living and entertaining. Residents enjoy resort-style amenities including a community pool, clubhouse, fitness center, tennis courts, walking trails, gated privacy, and HOA-maintained lawn care. This home truly combines comfort, convenience, and lifestyle in one exceptional location!
Listing Agent: Delia Navarro, Llc (321-541-8242)
3463 FOREST RIDGE LN, KISSIMMEE, FL 34741
$600,00033 Days on yellowkey MLS ID: O6407190
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3807 Built: 2003Monthly Fee: $80 Tax: $8,939 (2025)Community: Crestwood Ph 2Spa: NoSingle Family
Taxes:$8,939
Remarks: Virtually Staged. Welcome to 3463 Forest Ridge Ln, located in the quiet gated community of Crestwood. This spacious 4-bedroom, 3.5-bath home with a 3-car garage offers over 3,800 square feet of thoughtfully designed living space, combining comfort, privacy, and an unbeatable Central Florida location close to shopping, dining, schools, and world-famous attractions. Designed for comfortable everyday living and entertaining, the home features expansive living spaces, a large kitchen with rich wood cabinetry, center island, pantry, breakfast nook, and a light-filled family room. The screened pool area provides the perfect private retreat for enjoying the Florida lifestyle year-round. The functional floor plan includes a designated office/den on the first floor, a convenient downstairs guest bedroom with its own en suite bath, generous living and dining areas, and a spacious primary suite featuring dual walk-in closets, double vanities, and a garden tub. The home is also ideally positioned near the community playground and pool area, offering convenient access to neighborhood amenities. major improvements provide peace of mind, including a new roof installed in 2021, two HVAC systems installed less than three years ago, a fairly new water heater and pool pump. Conveniently located near The Loop, Walt Disney World Resort, SeaWorld Orlando, Universal Orlando Resort, and Orlando International Airport, this home combines convenience, comfort, and value in one exceptional opportunity.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741
$325,00037 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
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)
3109 HANGING MOSS CIR, KISSIMMEE, FL 34741
$520,00017 Days on yellowkey MLS ID: S5150672
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2765 Built: 2000Monthly Fee: $234 Tax: $7,448 (2025)Community: Parkside Estates At StonefieldSingle Family
Taxes:$7,448
Remarks: Beautiful home located in the desirable Stonefield community of Kissimmee. This one story residence offers approximately 2,765 square feet of living space with 5 bedrooms and 3 bathrooms, making it ideal for large families or entertaining guests. Recently updated, this home has been freshly painted inside and outside, giving it a modern and well-maintained feel. Major improvements include a roof replaced in 2022, A/C system from 2018, new blinds throughout all windows, and new ceiling fans with remote controls for added comfort and convenience. The home features spacious living areas, an open floor plan, and a 2-car garage, all situated on an oversized lot in a gated community. Electrical grounding installed by Frank Services to protect major appliances during lightning storms. Residents of Stonefield enjoy amenities including a clubhouse, fitness center, community pool, and tennis courts. Conveniently located near The Loop shopping center, restaurants, entertainment, major highways, Orlando International Airport, and Central Florida attractions, this property combines comfort, location, and value in one exceptional home.
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Gladys Thayer, Pa (407-738-1584)
405 LATONIA ST, KISSIMMEE, FL 34741
$354,900127 Days on yellowkey MLS ID: O6380676
REDUCED by $10,000 (2.7%) on 06/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1355 Built: 1993 Tax: $4,400 (2025)Community: Rosewood Unit 2Single Family
Taxes:$4,400
Remarks: NO HOA. 1355 sq ft PLUS BONUS BEDROOM. Conveniently located near downtown Kissimmee, this charming home offers both comfort and accessibility. ROOF 2018. High quality imported BRAZILIAN ENGINEERED WOOD throughout the house, waterproof, superior stability against moisture, upgraded in 2021. New fence and brand new refrigerator. The interior features beautiful wood flooring throughout, along with newly upgraded windows (2021) that bring in abundant natural light. A versatile bonus room provides flexibility and can easily be used as a 4th bedroom, home office, or additional living space. Step outside to enjoy the stunning backyard highlighted by a beautiful gazebo set on an elegantly paved floor, perfect for outdoor relaxation, dining, or entertaining. This home blends convenience, style, and outdoor living in a desirable central location.
Listing Agent: Kimberly Doan (407-701-1584)
1622 COLUMBIA ARMS CIR #268, KISSIMMEE, FL 34741
$139,00089 Days on yellowkey MLS ID: S5146000
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $13,000 (8.6%) on 04/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 834 Built: 1994 Tax: $2,314 (2025)Community: Columbia Arms CondoSpa: YesCondo
Taxes:$2,314
Middle School: Denn John Middle
Remarks: Under contract-accepting backup offers. This 1-bedroom, 1-bathroom condo is in excellent condition and features, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. THE SELLER IS WILLING TO FINANCE $70,000 FOR THE BUYER AT AN INTEREST RATE OF FIVE FOR A TEN-YEAR MORTGAGE, BUT IT MUST BE THE FIRST MORTGAGE. NOT A SECOND ONE. FIRST MORTGAGE, SAME CONDITION AS A BANK.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Marianna Spinelli (786-447-1655)
2548 NOUVEAU WAY, KISSIMMEE, FL 34741
$415,00027 Days on yellowkey MLS ID: O6406595
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1706 Built: 2017Monthly Fee: $173 Tax: $6,461 (2025)Community: Tapestry Ph 2Single Family
Taxes:$6,461
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained and thoughtfully designed 3-bedroom, 2-bath single-family residence, offering approximately 1,706 square feet of comfortable living space in the highly desirable guard-gated community of Tapestry in Kissimmee. This move-in-ready home perfectly blends style, functionality, and lifestyle convenience. Step inside to an open, light-filled layout ideal for both everyday living and entertaining. The modern kitchen serves as the heart of the home, featuring elegant granite countertops, stainless steel appliances, and ample cabinetry. Upgraded lighting fixtures throughout the home add a contemporary touch and enhanced energy efficiency. The spacious floor plan includes generous bedrooms, well-appointed bathrooms, and a versatile office/flex space. Tile flooring flows through the main living areas, with cozy carpeting in the bedrooms. Outside, you can enjoy true Florida living with a screened-in lanai and a peaceful nature view with no rear neighbors. The fenced backyard provides added privacy and is perfect for pets or outdoor relaxation. Additional highlights include: BRAND NEW (2026) A/C unit and hot water heater, fully paid-off solar panels for significantly reduced electricity costs, 2-car garage and brick paver driveway, and access to Tapestry’s resort-style amenities, including a community pool, fitness center, playground, and walking trails. Conveniently located just minutes from The Loop shopping center, major highways, dining, and Walt Disney World Resort, this home offers the perfect combination of privacy and the sought-after Central Florida lifestyle.
Listing is courtesy of: ZIRO REALTY (407-669-9476)
Listing Agent: Philip Wolfe (270-617-0252)
2260 RAPOLLO DR, KISSIMMEE, FL 34741
$519,9903 Days on yellowkey MLS ID: OM726419
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2138 Built: 2019Monthly Fee: $208 Tax: $5,801 (2025)Community: Tapestry Ph 4Single Family
Taxes:$5,801
Remarks: Welcome to 2260 Rapollo Drive, a beautifully upgraded Mattamy Homes residence located in the highly sought-after gated community of Tapestry in Kissimmee. Situated on a premium corner lot, this stunning two-story home offers the perfect combination of modern design, comfort, privacy, and convenience. Built in 2019 and meticulously maintained, the property showcases over 2,100 square feet of thoughtfully designed living space featuring 4 spacious bedrooms, 2.5 bathrooms, a flex room, an attached 2-car garage, and exceptional indoor-outdoor living areas. From the moment you arrive, the enhanced curb appeal stands out with its upgraded paver driveway, professional landscaping, perimeter pavers, and desirable corner-lot presence that provides additional natural light and a more open feel. Inside, you’ll find an inviting open-concept layout designed for today’s lifestyle. The gourmet kitchen features premium quartz countertops, stainless steel appliances, abundant cabinetry, and a spacious pantry that seamlessly connects to the dining and great room areas, perfect for entertaining family and friends. One of the home’s most impressive features is the upgraded covered lanai, enhanced with three designer-grade glass sliding doors and remote-controlled awnings, creating a true Florida indoor-outdoor living experience. Whether enjoying your morning coffee or hosting weekend gatherings, this private outdoor retreat offers comfort and versatility year-round. The elegant red oak staircase adds warmth and sophistication, leading to the second floor, where all bedrooms are thoughtfully positioned for privacy. Additional improvements include upgraded flooring throughout the upper level, a beautifully remodeled guest bathroom, ceiling fans in key living areas, a coated garage floor, an irrigation system, PVC privacy fencing, and an installed security camera system. Residents of Tapestry enjoy resort-style amenities including a luxurious clubhouse, fitness center, sparkling pool, walking trails, parks, playgrounds, and 24-hour gated access. Location is everything, and this home delivers. Conveniently located just minutes from The Loop shopping and dining district, major highways including SR-417 and I-4, Orlando International Airport, world-famous attractions, medical facilities, and top everyday conveniences. Whether you’re searching for a primary residence, a seasonal Florida retreat, or a long-term investment property in one of Central Florida’s fastest-growing markets, 2260 Rapollo Drive presents an exceptional opportunity to own a move-in-ready home in one of Kissimmee’s most desirable communities. Schedule your private showing today and experience the lifestyle that makes Tapestry one of Central Florida’s premier gated neighborhoods.
Listing is courtesy of: REAL BROKER LLC - OCALA (855-450-0442)
Listing Agent: Anthony Alfarone (352-897-0771)
2831 OCONNELL DR, KISSIMMEE, FL 34741
$469,000282 Days on yellowkey MLS ID: S5133420
2 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2287 Built: 2005Monthly Fee: $82 Tax: $2,296 (2024)Community: Cypress Reserve Ph 2Single Family
Taxes:$2,296
Tax Year: 2024
Remarks: Welcome to 2831 Oconnell Dr, Kissimmee, FL 34741- a single-story home located just 7 minutes from The Loop’s shopping, dining, and movie theaters, and under 25 minutes from Orlando International Airport (MCO). With quick access to John Young Pkwy and Osceola Pkwy, commuting is easy whether you’re heading into Downtown Orlando or out toward the theme parks. This charming 4-bedroom, 2-bathroom home located in the desirables neighborhood of Cypress Reserve PH2. Excellent schools near this area.
Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)
Listing Agent: Edward Tejada (347-249-0579)
2819 MAGUIRE DR, KISSIMMEE, FL 34741
$389,9504 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)
2216 GRAND CAYMAN CT #1415, KISSIMMEE, FL 34741
$193,900510 Days on yellowkey MLS ID: O6273061
REDUCED by $1,099 (0.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1026 Built: 1999Monthly Fee: $360 Tax: $2,069 (2023)Community: Villas Del Sol At Kissimmee CondoCondo
Taxes:$2,069
Tax Year: 2023
Remarks: Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!THE ONLY CONDO WITH A PRIVATE COVERED GARAGE IN A GATED COMMUNITY AVAILABLE ON THE MARKET RIGHT NOW! THIS IS THE ONLY 2 bedroom, 2 bath condo IN THIS AREA THAT comes with a 1 CAR GARAGE- adding $10,000 or more value, and COVENIENTLY located on the 1st Floor! AIRBNB and SHORT TERM RENTAL ALLOWED!! OPEN FLOOR PLAN WITH LAUNDRY ROOM AND WALKIN CLOSETS. PRIME LOCATION, CONVENIENTLY LOCATED JUST MINUETS FROM DISNEY, THE LOOP WITH NUMBER OF RESTAURANTS, SHOPPING AND CINEMA. 2 POOLS, 2 HOT TUBS, FITNESS CENTER, CLUB HOUSE, PLAYGROUNDS AND TENNIS COURTS TO ENJOY AND MUCH , MUCH MORE !!! Tenant in place, excellent for un immediate cash flow right from the start!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Silvia Stamenova (321-946-4392)
1329 WINDSOR DR, KISSIMMEE, FL 34741
$175,00044 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)
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