Location: Kissimmee
Keyword(s): Osceola High School
Keyword(s) High School: Osceola High School
Do Not Show Listings
2477 TOSCOLONA DR, KISSIMMEE, FL 34741
$294,000124 Days on yellowkey MLS ID: O6367342
REDUCED by $5,000 (1.7%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1528 Built: 2019Monthly Fee: $304 Tax: $5,407 (2024)Community: Tapestry Ph 4Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,407
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Tax Year: 2024
Middle School: Kissimmee Middle
Remarks: Take a look this furnished townhome in a gated community. The layout includes a 3 bed, 2 and 1/2 bath, a front portico, 1 rear balcony, and a rear entry 2 car garage. Downstairs you'll find the kitchen with granite countertops is also fully tiled and contains a large living space and convenient half bathroom. All of your bedrooms are located upstairs for your privacy and convenience.The master bedroom features walking closet and a large balcony perfect for your morning coffee.Tapestry offers 24 hours private security, a Resort style Club House like no other in the area, beach entry pool with slide and splash pad, grill area , fitness center, walking trails and more! Enjoy this beautiful property located just minutes from Orlando International Airport and the world-famous Disney and Universal theme parks. Schedule your appointment today!
Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)
Listing Agent: Leo Shao (407-569-6769)
2300 PAINTER LN, KISSIMMEE, FL 34741
$395,00064 Days on yellowkey MLS ID: O6382119
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1820 Built: 2016Monthly Fee: $304 Tax: $5,420 (2025)Community: Cypress Reserve VillasTownhouse
Taxes:$5,420
Tax Year: 2025
Remarks: COMPLETELY REMODELED WITH OVER $50,000 IN UPGRADES. HOME HAS BEEN LEASED
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lorinda Orozco, Pa (407-562-8757)
1495 SKYLINE DR, KISSIMMEE, FL 34744
$499,90043 Days on yellowkey MLS ID: S5145209
REDUCED by $25,000 (4.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1973Monthly Fee: $16 Tax: $5,404 (2025)Community: Harbour Oaks Unit 1Spa: NoSingle Family
Taxes:$5,404
Elementary School: Partin Settlement Elem
Middle School: Neptune Middle (6-8)
Remarks: One or more photo(s) has been virtually staged. SELLER ASSISTING WITH BUYER FINANCING, 2/1 BUYDOWN ON THE INTEREST RATE! Welcome to this wonderful 3-bedroom, 2-bathroom completely renovated home offering nearly 2100 sq. ft. of living space in the highly desirable Harbour Oaks community in Kissimmee, Florida. This spacious residence is designed for both comfort and style, featuring an open-concept layout, modern finishes, and thoughtful upgrades throughout. This renovation includes NEW Roof-Soffits-Gutters, Interior and Exterior Paint, both Bathrooms and Kitchen rehabs with Quartz Stone counters, SS Appliances, Breakfast Bar, Wet Bar, Luxury Vinyl Flooring, Blinds and Ceiling Fans throughout, Pool Refinished, Painted Decks front and back, Wood Burning Fireplace, Oversized 2-Car Garage, Pool Gazebo and Vinyl Fenced backyard. Enjoy your own private outdoor oasis with a sparkling pool and huge back yard—perfect for year-round Florida living and entertaining. Located just minutes from Historic Downtown Kissimmee, you'll have convenient access to shopping, dining, and entertainment. You're also perfectly positioned with a quick commute the Florida Turnpike, Lake Nona Medical City, major theme parks, schools, shopping and dining and the stunning Space Coast beaches. With its generous floor plan, multiple living areas, and every exceptional upgrade, this remarkable home has it all. Don’t miss your chance—schedule your showing today!
Listing is courtesy of: MACERA REALTY GROUP INC (407-246-1677)
Listing Agent: Peter Macera (407-970-2104)
1714 CHERYL LN, KISSIMMEE, FL 34744
$749,00015 Days on yellowkey MLS ID: O6395426
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3609 Built: 1989 Tax: $3,559 (2025)Community: Regal Oak Shores Unit 8Single Family
Taxes:$3,559
Remarks: One or more photo(s) has been virtually staged. Positioned on an expansive 0.45-acre lot with no HOA in Kissimmee, this custom-built residence delivers space, privacy, and elevated finishes rarely found at this price point. Inside, the architecture is clean and intentional, highlighted by soaring ceilings, crown molding, and a seamless open layout designed for both everyday living and entertaining. At the center of the home is a fully upgraded chef’s kitchen, featuring premium granite countertops, custom cabinetry, and high-end built-in appliances including a double oven and integrated refrigerator, complemented by a functional butler’s pantry for added storage and prep space. The main living areas flow effortlessly, creating a bright and inviting environment with strong indoor-outdoor connectivity. The first-floor primary suite is designed for privacy and scale, offering a spacious layout, large walk-in closet, and a well-appointed bath with a soaking tub, oversized shower, and dual vanities. A dedicated front flex space provides versatility as a home office, study, or additional living area. Upstairs, three additional bedrooms are thoughtfully positioned along with two full bathrooms, including an en-suite located on the second floor, offering flexibility for multi-generational living or guest accommodations. The outdoor space is equally impressive, anchored by a large screened-in patio with elevated ceilings, ideal for year-round use. Beyond, the oversized backyard offers ample room to design a custom pool or outdoor retreat, all without the restrictions of an HOA. Located in a highly accessible area of Kissimmee, this home is just minutes from major roadways including the Florida Turnpike and 417, providing easy access to Lake Nona’s Medical City and NeoCity, a growing hub for technology and innovation. You’re approximately 25 minutes to Orlando International Airport, 30–35 minutes to Walt Disney World and major attractions, and about 20–25 minutes to Downtown Orlando. Everyday conveniences are close by with Publix, Walmart, The Loop shopping center, restaurants, and schools all within a short drive. For weekend getaways, Florida’s east coast beaches are roughly 60–75 minutes away. **UPGRADES LIST AVAILABLE UPON REQUEST**
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
2973 LANGDON LN N, KISSIMMEE, FL 34741
$329,900138 Days on yellowkey MLS ID: P4937057
0 Days Off yellowkey (back on 3/18/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2013 Built: 2005Monthly Fee: $233 Tax: $4,888 (2024)Community: Townhomes Of Flora RidgeTownhouse
Taxes:$4,888
Remarks: Under contract-accepting backup offers. Located within a secure gated community, this townhome offers a practical layout with tall ceilings, wood-look tile and LVP flooring throughout, and an enclosed garage for added convenience. A clear water view gives the main living area a calm backdrop, and all appliances come included for an easy move-in. With access to a community pool, low HOA fees, and no CDD, this low maintenance home offers a strong option for anyone looking to be near shopping, dining, and the Orlando attractions.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christian Clay (863-509-7466)
2827 NEWCOMBE LN, KISSIMMEE, FL 34741
$279,900193 Days on yellowkey MLS ID: O6350162
3 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1475 Built: 2025 Tax: $1,871 (2024)Community: Tropical Park Unit 4Manufactured Home
Taxes:$1,871
Elementary School: Highlands Elem
Middle School: Denn John Middle
Remarks: LOCATION, LOCATION, LOCATION! This fantastic property features a 2025 NEW manufactured home and is truly ready for move-in! ?It boasts three spacious bedrooms and two comfortable full bathrooms. Enjoy the sleek look and easy maintenance vinyl flooring throughout the entire home. ?A sliding door from the living area leads out to a relaxing patio—perfect for hosting barbecues and spending quality time with family and friends. The home also includes a spacious living and dining area, an eating space in the kitchen, and all appliances are included. ?Recent updates include a new drain field. The home is centrally located with incredibly easy access to shopping, restaurants, and the Orlando International Airport. ?Schedule your showing today and make this beautiful home yours! The seller is highly motivated.
Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)
Listing Agent: Bernardino Castorani (407-582-9011)
2805 CARTER GROVE LN, KISSIMMEE, FL 34741
$670,000192 Days on yellowkey MLS ID: O6350502
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3233 Built: 2014Monthly Fee: $97 Tax: $7,985 (2024)Community: Preserve At Tapestry Ph 1Single Family
Taxes:$7,985
Remarks: Welcome to this stunning move-in-ready home where thoughtful design, premium upgrades, and energy efficiency come together in perfect harmony. This beautifully maintained home offers the perfect balance of luxury, comfort, and convenience. From first glance, curb appeal impresses with a stone-accented front elevation, well-maintained landscaping, and a striking red brick walkway leading to a covered front porch. Step inside to a bright, airy foyer featuring polished porcelain tile, clean architectural lines, and a sleek glass-panel staircase setting the stage for the refined interior that follows. The open-concept main level is both stylish and highly functional. The family room is anchored by a custom entertainment wall with textured paneling, LED accent lighting, and a floating media console, an ideal setting for relaxed nights or elegant entertaining. Crown molding, recessed lighting, and a soft neutral palette enhance the elegant atmosphere, while wide visibility flow effortlessly into the dining area and kitchen. The kitchen is a true showpiece; a modern, sleek, and designed for both culinary performance and visual impact. High-gloss white cabinetry offers ample storage, white stunning quartz countertops with bold veining wrap around a dramatic waterfall island that doubles as a prep space and social hub. The waterfall island is anchored by a distinctive tile inlay, elevating the kitchen’s designer aesthetic., complemented by a sculptural LED pendant light overhead and ambient LED ceiling lighting throughout. Outfitted with premium stainless-steel appliances, the kitchen includes a Samsung French door smart refrigerator with digital display, double wall ovens, a smooth cooktop with a stylish range hood, and an integrated dishwasher. A continuous marble-look quartz backsplash ties the space together. Adjacent to the kitchen, the dining area is bathed in sunlight from sliding glass doors that lead directly to the backyard. Tucked beneath the staircase is a custom-designed bar nook complete with a stacked stone backsplash, glass shelving, recessed lighting, and a built-in beverage cooler, ideal for relaxing evenings or hosting guests. Nearby, a built-in display wall with individually lit niches offers a refined way to showcase art, collectibles, or personal décor. Upstairs, a spacious loft serves as a second living room or media lounge, featuring a textured accent wall, floating console, and contemporary lighting. Glass-panel railings maintain the home’s open feel while adding a modern edge. The primary suite is located on the first floor, offering privacy and comfort. The ensuite bathroom includes a built-in closet system for efficient storage, along with updated fixtures and finishes for a clean, spa-like feel. Each bedroom features porcelain tile flooring, modern ceiling fans, and ample natural light. Bathrooms are tastefully updated, with three full baths and a convenient half-bath. Step outside to your private backyard retreat. A large, covered patio with wood-beam construction offers shaded comfort, while an expansive paver patio provides plenty of space for outdoor dining, lounging, or entertaining. A curved paver walkway leads past dual HVAC units and the solar energy system. Nestled just minutes from The Loop—a vibrant open-air shopping and entertainment destination, movie theaters, 20 minutes from Orlando’s world-famous theme parks and the Orlando International Airport. Schedule your private showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carmen Estrella (407-960-0914)
4177 FLYING FORTRESS AVE, KISSIMMEE, FL 34741
$190,000119 Days on yellowkey MLS ID: S5140466
4 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1984Monthly Fee: $50 Tax: $149 (2024)Community: Waterway VillageTownhouse
Taxes:$149
Elementary School: Kissimmee Elem
Remarks: This cozy Villa/Townhome offers 2 bedrooms and 2 full bathrooms, with 930 square feet of living area in the hearts of Kissimmee. This home features open floor plan, ceramic tiles flooring throughout, screened & covered front entry, living/dining combo, skylights in kitchen, inside separate laundry, nice outside sitting area, large vinyl fenced yard, low HOA, and Taxes. Enjoy the fresh air or cool off in the fenced in backyard. Property located very close proximity to Schools, Public Transportation (junction of public bus), Dining, Shopping, Banking, Loop Mall, Wal-Mart, Hospitals, Doctors Office, Major Roads (US 192, Osceola Parkway, John Young Parkway) and Major Attractions. This Townhouse is in great shape and recently updated plumbing system. An excellent opportunity for the first time homebuyer or investor. *All the information relating to this MLS Listing is intended to be accurate but cannot be guaranteed and must be verified by the buyer and buyer's agent. Opportunity knocks - ACT FAST!
Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)
Listing Agent: Mohammed Hossain (407-925-3442)
3249 FALCON POINT DR, KISSIMMEE, FL 34741
$445,00079 Days on yellowkey MLS ID: O6376917
REDUCED by $13,000 (2.8%) on 04/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2059 Built: 1999Monthly Fee: $58 Tax: $6,864 (2025)Community: Herons Landing Ph 03Spa: NoSingle Family
Taxes:$6,864
Elementary School: Central Avenue Elem
Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom home in desirable Heron’s Landing, ideally located near Loop West in the City of Kissimmee, on the border of Osceola and Orange County. This spacious single-story residence offers 2,059 square feet with a popular split floor plan and open, airy layout. Recent upgrades include fresh interior and exterior paint (2026) and new vinyl flooring (2025), newer roof (2018) and newer HVAC (2017). A formal living and dining area welcomes you at the foyer. The updated kitchen is ideal for cooking and entertaining, featuring ample counter space and newer appliances. The kitchen and breakfast nook open to a spacious family room with high ceilings, creating an inviting setting for gatherings. Both the sliding glass doors and breakfast nook french doors extend your living space to a gorgeous screened-in lanai, perfect for relaxing or entertaining. The primary suite overlooks a large backyard with lush fruit trees and features private lanai access. The en-suite bathroom offers a garden tub, separate shower, dual-sink vanity, and an oversized walk-in closet. Three additional bedrooms provide generous closet space, excellent natural light, and share a full bathroom. Additional highlights include newer laminate flooring in main living areas (no carpet at all), an indoor laundry room with extra storage, a 2-car garage with attic access, professionally cleaned HVAC system and whole-house ducts (2025), home security system, and irrigation system. Heron’s Landing is part of a well-maintained Eagles Reserve community, offering low HOA fees and amenities such as a community pool, playground, park areas, and fitness trails. Enjoy the convenience of being very close to The Loop, a sprawling outdoor mall with department stores, specialty shops, and casual dining. Close to Disney attractions, hospitals, Florida Turnpike, and SR-417. Move-in ready with major updates (see attached lists) —don’t miss this exceptional opportunity!
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Sherry Wang (484-744-4586)
3331 WHITESTONE CIR #201, KISSIMMEE, FL 34741
$240,000183 Days on yellowkey MLS ID: O6353322
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2006Monthly Fee: $389 Tax: $3,843 (2024)Community: Flora Ridge Condo Ph 7 Bldg 12Condo
Taxes:$3,843
Remarks: One or more photo(s) has been virtually staged. BACK ON THE MARKET! Spacious and VERY WELL-MAINTAINED 3-bedroom, 2-bath condo located on the 2nd floor in the desirable gated community of Flora Ridge in Kissimmee. This inviting condominium features wood-style flooring in the open great room, tile in the wet areas, and cozy carpet in the bedrooms. The split floor plan offers added privacy, with the primary suite separated from the other two bedrooms. The primary ensuite includes dual sinks, a private water closet, and a sleek walk-in shower—perfect for those who prefer ease of access and modern comfort over a traditional bathtub. The bright kitchen is equipped with all stainless steel appliances, lots of cabinets and counter space, a pantry closet, and a convenient washer and dryer area discreetly enclosed by a pocket door. Open both French doors to enjoy the outdoors from your screened-in balcony, perfect for relaxing or entertaining. Flora Ridge has fantastic amenities including a community pool, a gazebo, and serene waterfront walking path ideal for peaceful strolls and sunset views. Conveniently located within 3 minutes of Osceola Parkway, 7 minutes from The Loop shopping centers, and about 2 miles from the 417 Toll; this home provides easy access to major roads, schools, restaurants, and shopping areas. Majestically set away from the hustle and bustle, yet close enough to everything you need!
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Luz Lovera (407-325-5027)
2979 WHITE CEDAR CIR, KISSIMMEE, FL 34741
$410,0008 Days on yellowkey MLS ID: O6397695
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1942 Built: 2004Monthly Fee: $80 Tax: $4,235 (2025)Community: Windsor Point Ph 2Single Family
Taxes:$4,235
Remarks: Welcome to this 3 bedroom, 2 bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks, placing you close to everything the Orlando area has to offer. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Recent improvements include a 2025 roof, newer AC (2017), and a water softener system providing added peace of mind. Inside, you'll find fresh interior paint, new baseboards, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. Call to schedule your private showing! SELLER WILL PROVIDE $5000 CREDIT TOWARD NEW FLOORING.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Suzette Berkhalter (407-864-6206)
2365 RAPOLLO DR, KISSIMMEE, FL 34741
$514,90024 Days on yellowkey MLS ID: O6379468
REDUCED by $15,000 (2.8%) on 04/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2018Monthly Fee: $167 Tax: $8,804 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,804
Remarks: One or more photo(s) has been virtually staged. Welcome to 2365 Rapollo Drive, located in the highly sought-after gated community of Tapestry in Kissimmee! This beautifully maintained residence offers the perfect blend of comfort, style, and convenience. Featuring a spacious open-concept floor plan, this home is ideal for both everyday living and entertaining. The chef-inspired kitchen boasts modern cabinetry, granite countertops, stainless steel appliances, and a large center island overlooking the living and dining areas. Natural light fills the home, highlighting the thoughtfully designed layout and generous living spaces. The primary suite offers a with a walk-in closet and an ensuite bath complete with dual vanities and a spacious shower. Additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside to the fenced backyard space perfect for relaxing evenings or weekend gatherings. Residents of Tapestry enjoy resort style amenities including a clubhouse, sparkling pool, fitness center, and 24hr gated/guarded security. Conveniently located near The Loop shopping center, major highways, dining, and just minutes from world-famous attractions and Orlando International Airport. Don’t miss this opportunity to own in one of Kissimmee’s premier communities. Call to schedule your private showing today! Virtual tour available (English): https://youtu.be/g8VTYhJaErk . Virtual tour available (Spanish): https://youtu.be/MxjL10fnLpE
Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)
Listing Agent: Amar Guemraoui (407-267-7926)
2879 OCONNELL DR, KISSIMMEE, FL 34741
$435,00036 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
Taxes:$2,760
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)
1870 KING EDWARD DR, KISSIMMEE, FL 34744
$599,90054 Days on yellowkey MLS ID: O6384598
1 Days Off yellowkey (back on 3/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2760 Built: 1988 Tax: $3,177 (2025)Community: Kings PointSingle Family
Taxes:$3,177
Remarks: Under contract-accepting backup offers. Fully renovated from top to bottom, this 4-bedroom, 3-bath home offers 2,760 square feet of thoughtfully redesigned living space on a spacious .35-acre cul-de-sac lot — with no HOA. From the moment you enter, the home makes a statement. A striking glass staircase sets the tone, adding architectural interest and modern edge that immediately separates this home from the ordinary. An abundance of newly installed lighting fills the space with bright, natural warmth, while wide-plank luxury vinyl flooring runs seamlessly throughout for a clean, cohesive look. The kitchen was designed to impress and perform — featuring brand-new cabinetry, sleek quartz countertops, stainless steel appliances, and a generous island that anchors the room. It flows effortlessly into the open-concept living area where a remodeled fireplace adds warmth and balance to the contemporary finishes. The primary suite feels like a private retreat. With two access points — including a dramatic spiral staircase — the space offers flexibility and character rarely found at this level. The spa-inspired primary bath delivers a true oasis feel, complete with a freestanding soaking tub and dual shower heads designed for a luxurious, everyday escape, while each bathroom showcases brand-new custom tile showers, modern vanities, and quartz countertops that feel straight out of a design magazine. All four bedrooms offers comfortable, usable space, and each includes a custom closet system for elevated organization and functionality. Major updates have already been handled: brand-new roof, fresh interior and exterior paint, and a newly resurfaced pool provide both style and peace of mind. Step outside to a large covered patio overlooking the pool and jacuzzi — a true Florida backyard built for entertaining or unwinding year-round. The oversized driveway and 2-car garage allow for multiple vehicles, guests, or recreational toys, while the expansive lot still leaves room to breathe. Architecturally distinctive, fully updated, and positioned on a generous lot in a prime area, this is the kind of home that stands out — especially at this price point. Experience it in person and see why it feels different the moment you walk in.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Rosemary Camilo Diaz (407-791-7152)
2513 HIGHLAND AVE, KISSIMMEE, FL 34741
$300,0008 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
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)
3051 GREYSTONE LOOP #106, KISSIMMEE, FL 34741
$255,90095 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)
658 HUDSON ST, KISSIMMEE, FL 34741
$279,000191 Days on yellowkey MLS ID: S5136343
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1176 Built: 1948 Tax: $1,231 (2024)Community: EurekaSingle Family
Taxes:$1,231
Remarks: Bring your imagination!!!fixer upper in the best part of city of Kissimmee! Vintage home ready for that buyer that loves a bit of history. room. Great possibilities. Income producer $4,000 a month
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Paola Almonte (407-968-7511)
3246 RIVER BRANCH CIR #0, KISSIMMEE, FL 34741
$319,99985 Days on yellowkey MLS ID: R4910599
INCREASED by $99 (0.0%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1542 Built: 2000Monthly Fee: $342 Tax: $1,877 (2025)Community: Sterling Park At StonefieldTownhouse
Taxes:$1,877
Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.
Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)
Listing Agent: Jeff Joachim (689-304-9330)
1030 VAQUERO LN, KISSIMMEE, FL 34741
$365,00063 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
$365,0006 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)
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