Location: Kissimmee , 34741
Do Not Show Listings
2879 OCONNELL DR, KISSIMMEE, FL 34741
$435,00040 Days on yellowkey MLS ID: O6390445
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2005Monthly Fee: $100 Tax: $2,760 (2025)Community: Cypress ReserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,760
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
2513 HIGHLAND AVE, KISSIMMEE, FL 34741
$300,00012 Days on yellowkey MLS ID: O6397907
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1959 Tax: $3,615 (2025)Community: Kissimmee Highlands 1St AddSingle Family
Taxes:$3,615
Elementary School: Highlands Elem
Middle School: Denn John Middle
Remarks: Full of old-school charm and lovingly maintained by the same family since new, this inviting 3-bedroom, 2-bath home offers comfort, character, and an unbeatable central location. From the moment you arrive, you’ll appreciate the pride of ownership and timeless appeal throughout. Inside, the home features a warm and welcoming layout highlighted by a cozy wood-burning fireplace—perfect for relaxing evenings. The functional floorplan includes an inside utility area for added convenience, while thoughtful updates such as a tankless water heater and an updated electrical breaker box provide peace of mind. Step outside to enjoy a fully fenced backyard, ideal for pets, play, or entertaining. The covered and screened back porch creates the perfect space to unwind year-round while enjoying the outdoors in comfort. A carport with additional storage above offers practical space for vehicles and extra belongings. Located just minutes from the hospital, downtown, Amtrak, the bus station, and SunRail, this home offers easy access to everything you need while maintaining a quiet, established neighborhood feel. A rare opportunity to own a well-cared-for home with character, updates, and a prime location—schedule your showing today!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
1503 ISLETA LOOP, KISSIMMEE, FL 34741
$364,900102 Days on yellowkey MLS ID: O6372373
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2025Monthly Fee: $133 Tax: $1,953 (2025)Community: Osceola Village Center Ph 2Townhouse
Taxes:$1,953
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome home to this beautifully maintained residence located in a desirable Osceola Village Center. Built in 2025, this home features a bright, open floor plan filled with natural light. It offers comfortable living spaces perfect for everyday life and entertaining. The spacious kitchen provides ample storage and workspace, flowing seamlessly into the main living area. Designed with today’s families in mind, this residence offers the perfect blend of space, functionality, and lifestyle. Enjoy generously sized bedrooms, including a relaxing primary suite, and a layout designed for flexibility and convenience. Situated in a family-friendly neighborhood with sidewalks. This home is ideal for evening walks, outdoor play, and neighborly connections. Conveniently located near shopping, dining, schools, and major roadways, offering easy access to Orlando, the airport, and local attractions. A wonderful opportunity for first-time buyers, growing families, or anyone seeking low-maintenance living in a vibrant community. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jonalyn Davis (954-609-8907)
2135 BALBOA WAY, KISSIMMEE, FL 34741
$263,000187 Days on yellowkey MLS ID: O6352622
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1418 Built: 1987Monthly Fee: $160 Tax: $661 (2024)Community: Royale Bermuda TwnhsTownhouse
Taxes:$661
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome with a versatile loft in the heart of Kissimmee! Step inside to find an open-concept living and dining area filled with natural light, perfect for entertaining or relaxing at home. The spacious loft upstairs offers endless possibilities — use it as a home office, media room, or easily convert it into a 3rd bedroom to fit your needs. Enjoy a kitchen with ample counter space, living room with high ceiling, elegant wood floors, a cozy primary suite with a private bath, and a screened patio ideal for morning coffee or evening unwinding. Conveniently located near shopping, dining, major highways, and Central Florida’s world-famous attractions, this home combines comfort, flexibility, and location — the perfect place to live, work, and play!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Edwin Ayala, Jr (585-749-8273)
2614 CALISTOGA AVE, KISSIMMEE, FL 34741
$689,90040 Days on yellowkey MLS ID: O6390234
REDUCED by $10,000 (1.4%) on 04/13/2026
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3248 Built: 2017 Tax: $10,941 (2025)Community: Sonoma Res/Tapestry Ph 1Spa: YesSingle Family
Taxes:$10,941
Remarks: Welcome to this amazing furnished 8-bedroom, 5-bathroom pool home located in the highly sought-after Sonoma Resort community in Kissimmee. Whether you’re searching for a primary residence, vacation retreat, or turnkey investment property, this exceptional home truly checks every box. Step inside to discover soaring ceilings and a bright, open-concept floor plan designed for both comfort and entertaining. The spacious kitchen is the heart of the home, featuring a large island with bar seating, dual refrigerators, a pantry, and ample counter space, all seamlessly flowing into the dining area and family room. Sliding glass doors lead you to your own private oasis, a large screened-in patio complete with ceiling fans, a heated indoor pool and spa, and a child safety fence, creating the perfect space for relaxing or hosting guests year-round. Upstairs, a versatile loft/flex space offers endless possibilities, ideal for a second living area, game room, media space, or home office. The expansive primary suite provides a peaceful retreat with a walk-in closet and ensuite bathroom featuring dual vanities and a walk-in shower. An additional bedroom is conveniently located on the first floor, while the remaining bedrooms are upstairs, offering plenty of space for family and guests. A dedicated laundry room adds to the home’s functionality. Located within a resort-style community, residents and guests enjoy access to world-class amenities and an unbeatable Central Florida location, just 30 minutes to Universal Studios and approximately 20 minutes to Walt Disney World. With short-term rental approval, this property presents an incredible opportunity to generate income in one of Florida’s most in-demand vacation destinations, while also offering a fully furnished, move-in-ready home to enjoy immediately. Don’t miss your chance to own this exceptional property—perfect as a personal retreat, vacation getaway, or income-producing investment.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Drew Belani (407-203-9441)
2020 HIDDEN DALE CT, KISSIMMEE, FL 34741
$415,00073 Days on yellowkey MLS ID: S5143407
0 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1784 Built: 1987Monthly Fee: $25 Tax: $5,698 (2025)Community: Shadow Bay Unit 3Single Family
Taxes:$5,698
Remarks: Fully renovated and move-in ready home located in the desirable Shadow Bay community! Situated on a corner lot, this beautifully updated property features a brand-new roof, new flooring throughout, a completely remodeled kitchen with new cabinetry, new countertops, and all-new appliances, with washer and dryer included. Additional upgrades include a new fence, newly installed lawn and landscaping, and quality improvements throughout the home that make it truly turnkey. The open and functional layout offers comfortable living with great natural light, ideal for everyday living and entertaining. Conveniently located near shopping, dining, major roadways, and local attractions. Homes in Shadow Bay rarely come to market with this level of upgrades—this is a true turnkey opportunity. Schedule your private showing today.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Ghazal Asfari (407-967-6133)
1905 HUGHEY ST, KISSIMMEE, FL 34741
$397,99054 Days on yellowkey MLS ID: O6386088
REDUCED by $7,010 (1.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1294 Built: 1972 Tax: $4,911 (2025)Community: Bruces Sunshine HomesSingle Family
Taxes:$4,911
Remarks: Dive into the tranquil Florida life with this charming 3-bedroom, 2-bathroom home located in BRUCES SUNSHINE HOMES, Kissimmee. This is more than just a house; it's a completely renovated oasis! Enjoy the Florida sun in your own backyard! The property features a spacious, private, fenced yard and a 30x15 ft pool with a brand new pump system. Skip the headache of repairs! The home boasts a roof replaced in 2019, a newly installed AC unit (only one year old), and a large, new kitchen awaiting your culinary creations. With separate living and dining rooms, you have ideal areas for both entertaining guests and everyday family life. Freshly painted interiors and new laminate flooring add a modern, bright touch throughout!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Maria Santana (407-453-6450)
3051 GREYSTONE LOOP #106, KISSIMMEE, FL 34741
$255,90099 Days on yellowkey MLS ID: O6372010
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006 Tax: $4,222 (2025)Community: Flora Ridge Condo Ph 2 Bldg 5Condo
Taxes:$4,222
Remarks: WOW! Highly Convenient First-Floor Condo in Prime Kissimmee Location! This exclusive first-floor condominium offers a functional and well-designed layout, perfect for comfortable living or investment. Upon entry, you are welcomed by a bright and inviting living area featuring large windows that fill the space with natural light and open to a private balcony with peaceful green views, ideal for relaxing or enjoying outdoor dining. The fully equipped kitchen boasts stainless steal appliances, spacious cabinetry, Tile in the kitchen, Livingroom, and hardwood style tile flooring in the bedrooms, seamlessly blending style, and functionality “NO CARPET”. Every detail of this home has been thoughtfully designed to support a relaxed and comfortable lifestyle. Community amenities include private parking, 24-hour security, a clubhouse, and a resort-style swimming pool. Enjoy the convenience of an urban lifestyle while maintaining the tranquility of open views and well-maintained surroundings. Strategically located in the heart of Kissimmee, just minutes from US-192, with easy access to shopping, dining, entertainment, and transportation. A short drive to The Loop Mall and close to Central Florida’s best restaurants and attractions. This versatile property is ideal as a primary residence, second home, or investment opportunity. A must-see first-floor unit—schedule your private tour today!
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Ernani Sena (774-258-0635)
4004 SAN GALLO DR #104, KISSIMMEE, FL 34741
$259,000141 Days on yellowkey MLS ID: S5139474
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $495 Tax: $3,226 (2024)Community: Venetian Bay Village Condo Ph 1Townhouse
Taxes:$3,226
Remarks: 3 Bedrooms | 2 Baths | Fully Furnished Located in a resort-style, guard-gated community with short-term rental allowed—perfect for investors or buyers seeking a turn-key income-producing property! Features include Fully furnished unit, Resort-style amenities, 24/7 gated security deal for Airbnb / VRBO, Prime location close to attractions, shopping, and dining. This is the opportunity you’ve been waiting for!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Paola Almonte (407-968-7511)
679 LINCOLN ST, KISSIMMEE, FL 34741
$365,00033 Days on yellowkey MLS ID: S5146217
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1758 Built: 2025 Tax: $703 (2024)Community: Woodall & DoylesSingle Family
Taxes:$703
Remarks: One or more photo(s) has been virtually staged. Under Construction. $10,000 CLOSING COST INCENTIVE WITH PREFERRED LENDER and acceptable contract!!!! One or more photo(s) has been virtually staged. Under Construction. Welcome to your dream home! This exquisite brand-new construction offers a perfect blend of modern luxury and comfortable living, featuring 3 spacious bedrooms and 3 beautifully designed bathrooms. Located in the vibrant community of Kissimmee, this residence is just minutes away from world-renowned attractions, shopping, and dining. Enjoy an open concept living area that seamlessly connects the kitchen, dining, and family rooms, ideal for entertaining and family gatherings. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, a large island, and ample cabinet space, making it a culinary paradise. The three bedrooms are generously sized, perfect for family and guests, with no carpeting and large windows that invite natural light. The three bathrooms feature contemporary fixtures, stylish tile work, and premium finishes, providing a spa-like experience at home. Step outside to your private backyard, perfect for outdoor gatherings, barbecues, or simply enjoying Florida's beautiful weather. This home is built with the latest energy-efficient technology, ensuring comfort while saving on utility bills. Nestled in a family-friendly neighborhood, this home offers easy access to top-rated schools, parks, and recreational facilities. Plus, with major highways nearby, the hustle and bustle of Orlando is just a short drive away. Don’t miss the chance to own this beautiful new construction home in Kissimmee. Schedule your showing today and step into a lifestyle of elegance and convenience!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Elmy Peralta (407-785-4621)
667 LINCOLN ST, KISSIMMEE, FL 34741
$374,900184 Days on yellowkey MLS ID: S5136625
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1971 Built: 2025 Tax: $703 (2024)Community: Woodall & DoylesSingle Family
Remarks: One or more photo(s) has been virtually staged. Builder offering $10k towards permanent/temporary rate buy down or closing costs with preferred lender. Now is your chance! Welcome to your dream home! This exquisite brand-new construction offers a perfect blend of modern luxury and comfortable living, featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located in the vibrant community of Kissimmee, this residence is just minutes away from world-renowned attractions, shopping, and dining. Enjoy an open concept living area that seamlessly connects the kitchen, dining, and family rooms, ideal for entertaining and family gatherings. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, a large island, and ample cabinet space, making it a culinary paradise. The four bedrooms are generously sized, perfect for family and guests, with no carpeting and large windows that invite natural light. The three bathrooms feature contemporary fixtures, stylish tile work, and premium finishes, providing a spa-like experience at home. Step outside to your private backyard, perfect for outdoor gatherings, barbecues, or simply enjoying Florida's beautiful weather. This home is built with the latest energy-efficient technology, ensuring comfort while saving on utility bills. Nestled in a family-friendly neighborhood, this home offers easy access to top-rated schools, parks, and recreational facilities. Plus, with major highways nearby, the hustle and bustle of Orlando is just a short drive away. Don’t miss the chance to own this beautiful new construction home in Kissimmee. Schedule your showing today and step into a lifestyle of elegance and convenience!
1030 VAQUERO LN, KISSIMMEE, FL 34741
$365,00067 Days on yellowkey MLS ID: S5143900
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 2004Monthly Fee: $83 Tax: $1,672 (2025)Community: EstanciaSpa: NoSingle Family
Taxes:$1,672
Elementary School: Thacker Avenue Elem (K 5)
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This 4 bedroom, 2 bathroom home with 1,720 sq ft checks the boxes buyers are asking for, space, layout, location, and the ability to move in without the wait. Located in a small gated community, you will enjoy a peaceful water view and a layout that actually makes sense. The oversized living and dining area gives you flexibility for everyday living or hosting, with crown moulding and tile flooring throughout the main spaces. The bedrooms feature wood floors, and the home is clean, well-maintained, and ready for its next owner. That is where the value is. Additional features buyers love: • 2 car garage with epoxy floors • In-home washer and dryer included • Open, functional floor plan • Natural light throughout • Vacant for easy showings and quick closing Whether you want a primary residence you can personalize over time or a solid investment, this property offers a great combination of condition, location, and opportunity. Seller is motivated and ready to make a deal. Homes with this much space, in a gated community, with a water view, at this price point, do not last. Schedule your showing and see the potential for yourself.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Naomi Embleton (407-709-6020)
877 HACIENDA CIR, KISSIMMEE, FL 34741
$365,00010 Days on yellowkey MLS ID: S5147690
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 2005Monthly Fee: $76 Tax: $5,410 (2025)Community: EstanciaSingle Family
Taxes:$5,410
Remarks: Welcome to this spacious and inviting home, thoughtfully designed for comfortable family living and making lasting memories. Step inside to a bright, open-concept living and dining area—perfect for both entertaining guests and everyday relaxation. The kitchen is a true centerpiece, featuring brand-new appliances, a convenient breakfast bar, and a cozy eat-in space. It flows seamlessly into the family room, creating an ideal layout for staying connected with family and friends. Brand new HVAC (2026) Roof (July 2025). The generously sized primary suite offers a peaceful retreat, complete with a walk-in closet. Three additional bedrooms provide ample space and flexibility for family, guests, or even a home office. Enjoy added privacy with no rear neighbors, as the home backs up to a tranquil wooded area—perfect for relaxing or unwinding outdoors. Ideally located in the heart of Kissimmee, this home is just minutes from major highways, shopping centers, dining, and everyday conveniences. This home truly has it all and won’t last long—schedule your private showing today!
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Evagisela Rodriguez (407-566-0555)
4103 SPITFIRE AVE, KISSIMMEE, FL 34741
$205,00030 Days on yellowkey MLS ID: O6384633
REDUCED by $10,000 (4.7%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1984Monthly Fee: $62 Tax: $2,566 (2025)Community: Waterway VillageVilla
Taxes:$2,566
Remarks: Welcome to your perfect turn-key opportunity in the heart of Kissimmee, Florida! Located at 4103 Spitfire Avenue in the desirable Waterway Village community, this freshly renovated 2-bedroom, 2-bathroom villa offers 930 square feet of bright, modern living with low-maintenance ease and unbeatable convenience—just minutes from world-famous theme parks, shopping, dining, and major highways. As you step inside this move-in-ready gem, you’re greeted by the fresh feel of newer flooring throughout, creating a clean, contemporary atmosphere that flows seamlessly from the updated kitchen and dinette into the spacious living area. The fully refreshed kitchen features sleek finishes and ample space for everyday meals or entertaining, while the two beautifully updated bathrooms provide modern comfort for you and your guests. The open-concept layout makes this home feel bright, welcoming, and perfectly sized for comfortable living. This property shines with major recent upgrades that deliver peace of mind and long-term savings: a brand-new roof and a full AC system replacement completed in November 2023. No major expenses on the horizon—just move in and enjoy! Now vacant and ready for its next chapter, this villa was previously renting for $1,700 per month, making it an outstanding choice for both owner-occupants seeking an affordable starter home or smart investors looking for proven income potential. Waterway Village offers community amenities including a sparkling pool, with low HOA fees that handle much of the exterior maintenance, so you can spend your time enjoying Florida living instead of upkeep. Whether you’re dreaming of your first home, a carefree vacation retreat, or a hassle-free rental investment, this charming villa in a peaceful, park-like setting with mature trees and professional landscaping is the ideal blend of value, location, and modern updates. Don’t wait—schedule your private showing today and secure this beautifully renovated Spitfire Avenue home before it’s gone. Start living the convenient Central Florida lifestyle you’ve been waiting for!
Listing is courtesy of: REALTY OF AMERICA (321-732-5369)
Listing Agent: Rafael Ceja Llc, Jr (407-779-2000)
703 MABBETTE ST, KISSIMMEE, FL 34741
$369,00055 Days on yellowkey MLS ID: S5144597
0 Days Off yellowkey (back on 3/9/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1613 Built: 1910 Tax: $4,014 (2025)Community: Mathews Add ResubApartment
Taxes:$4,014
Remarks: Under contract-accepting backup offers. Located in the heart of the historic district of Kissimmee, this charming 1910 duplex blends timeless character with modern updates — a rare income-producing asset in one of Central Florida’s most desirable downtown corridors. Each residence features 2 bedrooms and 1 bathroom and was fully renovated in 2022, combining updated interiors with preserved historic charm. Major capital improvements include a new roof (2022) and foundation reinforcement completed in 2025, significantly reducing near-term capital expenditure risk. Currently leased at $1,500 monthly for each residence, the property presents immediate rental upside into the $1,525 to $1,550 monthly range without additional renovations. Based on current operating performance, the duplex demonstrates the potential for a strong and stable return, subject to buyer verification. With improving interest rate conditions, the property may provide favorable income performance, even when considering insurance costs typically associated with historic properties. This is not a speculative value-add opportunity — it is a stabilized asset in downtown Kissimmee positioned for long-term hold potential. Buyers seeking income stability may find this property well suited for a conservative investment strategy. All financial figures and projections are estimates and should be independently verified by the buyer. The adjacent lot is also available for purchase (S5144748). Pricing consideration may be extended to buyers acquiring both properties simultaneously. Please inquire for additional details.
Listing is courtesy of: 407HUB REAL ESTATE LLC (407-468-2015)
Listing Agent: Daniella Padron Porras (407-785-9305)
2702 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741
$348,50052 Days on yellowkey MLS ID: O6386608
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1771 Built: 2021Monthly Fee: $250 Tax: $4,968 (2024)Community: Cypress RidgeSpa: NoTownhouse
Taxes:$4,968
Remarks: Beautiful corner-unit townhome in a gated Kissimmee community, featuring 3 bedrooms, 2.5 baths, and a 2-car garage, plus an extended driveway that fits up to 6 cars—a rare bonus. This former model home offers a bright, open layout with tile flooring downstairs, and a stylish kitchen with granite countertops, stainless steel appliances, and a large island (all appliances included). Upstairs, the primary/master suite is on the second floor with a walk-in closet, along with a flex/loft area perfect for a home office and two additional bedrooms. All bathrooms feature quartz countertops. Enjoy community amenities including a pool, playground, walking trails, and a lake, just minutes from The Loop, shopping, dining, and easy access to Florida’s Turnpike and I-4.
Listing is courtesy of: A PLUS REALTY LLC (407-888-0090)
Listing Agent: Roberto Torres (321-239-8187)
2260 SAN VITAL DR #108, KISSIMMEE, FL 34741
$240,00029 Days on yellowkey MLS ID: O6393472
1 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2006Monthly Fee: $517 Tax: $3,014 (2025)Community: Venetian Bay Village Condo Ph 3Condo
Taxes:$3,014
Elementary School: Kissimmee Elem
Remarks: EXCEPTIONAL INVESTMENT OPPORTUNITY OR DREAM VACATION HOME! Welcome to 2260 San Vital Dr #108, a stunning and spacious 4-Bedroom, 3-Bathroom residence perfectly situated in the world-class, guard-gated resort community of Venetian Bay Villages in Kissimmee, Florida. This property offers the perfect blend of comfort, style, and high-income potential in one of Central Florida’s most sought-after short-term rental zones. UNIQUE DUAL-MASTER FLOOR PLAN: This rare and highly functional layout is a favorite among vacationers and large families. It features TWO PRIMARY EN-SUITES: one conveniently located on the first floor for easy access, and a second private master suite on the upper level. This configuration ensures maximum privacy and flexibility for multi-generational living or groups of up to 10 guests. The ground floor boasts an open-concept living and dining area with tall ceilings and plenty of natural light, flowing into a fully-equipped kitchen with a breakfast bar. Two additional guest bedrooms share a third full bathroom, providing a comfortable and balanced living space. RESORT-STYLE LIVING AT ITS FINEST: Living in Venetian Bay Villages feels like a permanent vacation. This Mediterranean-inspired community is meticulously maintained and offers an unparalleled amenity package included in your HOA fee: 24/7 GUARD-GATED SECURITY: Peace of mind with a manned entrance and security patrol. FOUR SPARKLING SWIMMING POOLS: Including a large heated main pool near the clubhouse and three satellite pools throughout the village. ELITE CLUBHOUSE: Featuring a state-of-the-art fitness center, a private movie theater, a game room/arcade, and a business center with high-speed internet. SPORTS & RECREATION: Professional-grade tennis courts, basketball courts, and sand volleyball courts. FAMILY-FRIENDLY: Multiple playgrounds, picnic areas, and scenic walking trails around serene community ponds. STRATEGIC LOCATION IN THE HEART OF THE MAGIC: Location is everything! This property is strategically positioned for maximum occupancy and convenience: MINUTES FROM DISNEY: Less than 10-15 minutes from Walt Disney World Resort main gates. CLOSE TO ATTRACTIONS: Short drive to SeaWorld, Universal Orlando Resort, and Disney Springs. SHOPPER’S PARADISE: Located just around the corner from The Loop Shopping Center, featuring premier retail, a multi-screen cinema, and dozens of popular dining options. EASY TRAVEL: Quick access to Osceola Parkway, John Young Parkway, and I-4. Only 20 minutes from Orlando International Airport (MCO). INVESTOR HIGHLIGHTS: This property is TURNKEY and ready for immediate occupancy or rental. Short-Term Rentals (Airbnb/VRBO) are fully permitted by the association. The HOA is comprehensive and covers: EXTERIOR MAINTENANCE, ROOF REPLACEMENT, LANDSCAPING, TRASH REMOVAL, WATER/SEWER, AND 24-HOUR SECURITY. This significantly lowers the owner's insurance costs and simplifies management. Whether you are looking for a high-performing asset to add to your short-term rental portfolio or a luxurious primary residence where every day feels like a getaway, this Venetian Bay gem is a must-see. Properties with 4 bedrooms and dual suites are in high demand and do not last long on the market. SCHEDULE YOUR PRIVATE TOUR TODAY AND START LIVING THE FLORIDA LIFESTYLE!
Listing Agent: Marcos Urbina (321-388-3150)
653 ROLFE ST, KISSIMMEE, FL 34741
$345,00078 Days on yellowkey MLS ID: S5143119
1 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1986 Tax: $1,939 (2025)Community: EurekaSpa: NoSingle Family
Taxes:$1,939
Remarks: Under contract-accepting backup offers. This beautiful single family home is just a few minutes away to Osceola High School, downtown and Kissimmee Lakefront. Great location close to shopping areas, access to mayor roads and schools. NO HOA, NO CDD. This property is well conserved with an oversize lot ,nice sunny backyard with fruits trees, a large patio, aboveground pool and cover lanai provides plentiful space for gardening and entertaining. The garage is converted into a 4th bedroom but can be easily convert back to a full garage and still have the a garage door. New roof installed in 2023.
Listing is courtesy of: ONE TEAM REALTY (407-530-5006)
Listing Agent: Yolanda Soto Rosado (407-530-5006)
3401 PALMER DR, KISSIMMEE, FL 34741
$305,00016 Days on yellowkey MLS ID: S5146656
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1080 Built: 1998 Tax: $2,290 (2025)Community: Golfside Unit 1Single Family
Taxes:$2,290
Elementary School: Pleasant Hill Elem
High School: Liberty High
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. DON’T MISS THIS GREAT OPPORTUNITY TO OWN A FULLY RENOVATED HOME IN A PRIME LOCATION! Beautifully renovated 3-bedroom, 2-bathroom home located in the heart of Kissimmee! This move-in ready property offers 1,088 sq ft of updated living space featuring NEW WINDOWS and a ROOF REPLACED IN 2023, providing both style and peace of mind. Enjoy a functional layout perfect for everyday living, all in a prime central location just minutes from shopping, dining, schools, and major highways. NO HOA! Ideal for a first-time home buyer or investor looking for a great opportunity.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Adriangela Colmenarez Martinez (407-837-0299)
2412 ANNACELLA AVE, KISSIMMEE, FL 34741
$448,99054 Days on yellowkey MLS ID: S5144705
REDUCED by $1,000 (0.2%) on 04/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2282 Built: 2018Monthly Fee: $173 Tax: $5,903 (2025)Community: Tapestry Ph 4Single Family
Taxes:$5,903
Remarks: Under contract-accepting backup offers. Resort-Style Bliss in Kissimmee's Most Desirable Gated Community – Tapestry! Discover elevated living in the highly sought-after Tapestry neighborhood – Kissimmee's premier 24-hour guard-gated haven. This immaculate, move-in ready 4-bedroom + dedicated office loft home offers the perfect blend of modern luxury and family-friendly convenience. Step inside to find fresh interior paint, brand-new carpets, gleaming stainless steel appliances, 42-inch cabinets, elegant granite countertops, and soaring high ceilings that create an open, airy feel throughout. Key Features: • 4 spacious bedrooms + versatile office loft (ideal for remote work or playroom) • 2.5 full bathrooms • Turnkey condition with recent upgrades • Open-concept layout perfect for entertaining Residents of Tapestry enjoy an incredible resort-style lifestyle, including: • Sparkling community pool & cabana • State-of-the-art fitness center • Clubhouse for events & gatherings • Scenic walking trails • Playground areas • Round-the-clock gated security for peace of mind Just minutes from The Loop shopping, top dining, medical centers, and with quick access to I-4 and 417, you're perfectly positioned for work, play, and everything Central Florida offers – including easy commutes to Orlando attractions! Don't miss this rare opportunity in one of Kissimmee's best communities. Schedule your private tour today – this beauty it’s what you were looking for to call home! Buyer is responsible for their own due diligence, including but not limited to verifying HOA information, community rules, square footage, lot size, room dimensions, and taxes.
Listing is courtesy of: ROAD HOUSE REALTY INC. (407-392-4663)
Listing Agent: Licinio Brizzio (407-738-9947)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.