Location: Kissimmee
Keyword(s): Osceola High School
Keyword(s) High School: Osceola High School
Do Not Show Listings
1495 SKYLINE DR, KISSIMMEE, FL 34744
$474,90083 Days on yellowkey MLS ID: S5145209
REDUCED by $19,600 (4.0%) on 05/20/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,404
Elementary School: Partin Settlement Elem
High School: Osceola High School
Tax Year: 2025
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)
2947 LANGDON LN S, KISSIMMEE, FL 34741
$339,000105 Days on yellowkey MLS ID: S5143730
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1749 Built: 2005Monthly Fee: $240 Tax: $5,015 (2025)Community: Townhomes Of Flora Ridge Ph 2Townhouse
Taxes:$5,015
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Why wait to build when this tremendous home is available now! Located near all of Florida’s major attractions such as the theme parks and major roads, to several shopping centers such as The Loop, and more! Feel at peace as this home is located in a gated community which also contains beautiful ponds, playground, and a community pool; so much to enjoy! Stepping into the wonderful home through that captivating red door, wind down the hallway to see the spacious family room, dining room, and the stunning kitchen! The kitchen is truly a beauty, having quartz countertops, stainless steel appliances, and dark color cabinets that stand out. The upgrades keep coming as this marvelous home has crown molding throughout several areas on the first floor including the master bedroom, laminated flooring throughout the whole house, and modern style bathrooms. Enjoy serenity by stepping onto the screen enclosed patio with renovated flooring and take in the luscious view of the lake behind the house. There is enough room for you and your family thanks to the spacious floor plan. Do not wait any longer, come make this home yours today!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Blanca Armada (407-908-2846)
4004 SAN GALLO DR #106, KISSIMMEE, FL 34741
$200,0009 Days on yellowkey MLS ID: S5150253
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $517 Tax: $3,494 (2025)Community: Venetian Bay Village Condo Ph 1Condo
Taxes:$3,494
Elementary School: Kissimmee Elem
Remarks: Own a resort-style property near Disney at an affordable price — with the flexibility to live in it, rent it short-term, or both. Priced to sell and packed with value, this beautifully maintained 3-bedroom, 2-bath townhouse in the highly sought-after gated community of Venetian Bay Villages offers the perfect blend of comfort, flexibility, and resort-style living. Featuring a desirable two-story layout with a spacious first-floor primary suite, this home is ideal for full-time residents, vacation homeowners, or investors seeking a turnkey opportunity in the heart of Central Florida. Freshly painted and move-in ready, the open-concept design creates a bright and inviting atmosphere with seamless flow between the living, dining, and kitchen areas. Upstairs, two additional bedrooms provide privacy and versatility for guests, family, or rental use. Residents enjoy access to exceptional amenities including multiple resort-style pools, heated spa, fitness center, clubhouse, theater room, game room, tennis, basketball and volleyball courts, playgrounds, scenic fishing lakes, BBQ areas, and 24-hour guard-gated security. The HOA also covers exterior maintenance and landscaping, making ownership easy and low maintenance. Located just minutes from major highways, world-famous attractions, shopping, dining, and medical facilities, this property delivers outstanding convenience and lifestyle appeal. Short-term vacation rentals and long-term leasing are both allowed with no waiting period, making this an excellent opportunity for investors or buyers looking for maximum flexibility. Don’t miss this competitively priced opportunity in one of Kissimmee’s most amenity-rich communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)
2815 W ORANGE BLVD, KISSIMMEE, FL 34741
$285,00052 Days on yellowkey MLS ID: O6396449
2 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1062 Built: 1958 Tax: $2,691 (2025)Community: Orange Gardens Sec 2Single Family
Taxes:$2,691
Elementary School: Thacker Avenue Elem (K 5)
Remarks: Under contract-accepting backup offers. Prime opportunity in a highly desirable location! Conveniently located just minutes from Old Town, major entertainment, and top hospitals—and only 20 minutes from Walt Disney World—this home is perfectly positioned for strong rental demand. Recent upgrades include a brand-new roof, updated electrical, new flooring, and a newly installed fence, providing peace of mind and low maintenance for years to come.Whether you’re looking to make this your primary residence or add a performing asset to your investment portfolio, this property delivers both value and versatility. Don’t miss this incredible opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amanda Little (407-720-9728)
2516 NOUVEAU WAY, KISSIMMEE, FL 34741
$535,000190 Days on yellowkey MLS ID: O6360489
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2628 Built: 2017Monthly Fee: $208 Tax: $5,762 (2024)Community: Tapestry Ph 2Single Family
Taxes:$5,762
Tax Year: 2024
Remarks: Welcome to 2516 Nouveau Way — a beautifully maintained 4-bedroom, 3-bathroom home located in a gated community just minutes from The Loop, shopping, dining, entertainment, major highways and Disney Parks. This spacious home features an open-concept layout filled with natural light and a desirable private-entry guest bedroom with full bathroom access, perfect for extended family, guests, or added privacy and flexibility. Designed for both comfortable everyday living and entertaining, this home offers the ideal blend of space, convenience, and location in the heart of Central Florida.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
3007 LANGDON LN N, KISSIMMEE, FL 34741
$329,90032 Days on yellowkey MLS ID: S5148648
REDUCED by $5,000 (1.5%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2013 Built: 2005Monthly Fee: $233 Tax: $5,394 (2025)Community: Townhomes Of Flora RidgeSpa: NoTownhouse
Taxes:$5,394
Remarks: Welcome to this stunning 3-bedroom, 2.5-bathroom townhouse located in the highly desirable gated community of Townhomes of Flora Ridge. Perfectly positioned in the heart of Kissimmee, this home offers the ideal blend of comfort, convenience, and serene surroundings. Enjoy breathtaking lake views right from your home which are perfect for relaxing mornings and peaceful evenings. The community features family-friendly amenities including a playground and tennis court, all within a quiet, well-maintained neighborhood that provides both security and tranquility. Location is everything, and this property delivers. Just minutes from The Loop Shopping Center, you'll have easy access to shopping, dining, entertainment, and major retailers like Lowe’s. You’re also close to medical centers, hospitals, and major highways, making daily commuting effortless. Plus, world-famous attractions like Walt Disney World Resort are just a short drive away. Whether you're looking for a primary residence or a strong investment opportunity, this property checks all the boxes in one of Kissimmee’s most convenient and sought-after locations. Don’t miss your chance—schedule your private showing today.
Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)
Listing Agent: Daniel Santos (407-413-2548)
3249 FALCON POINT DR, KISSIMMEE, FL 34741
$445,000119 Days on yellowkey MLS ID: O6376917
4 Days Off yellowkey (back on 5/20/2026)
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: Under contract-accepting backup offers. 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)
2449 VARENNA LOOP, KISSIMMEE, FL 34741
$320,00032 Days on yellowkey MLS ID: S5148673
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1602 Built: 2020Monthly Fee: $304 Tax: $5,888 (2025)Community: Tapestry Ph 5Townhouse
Taxes:$5,888
Remarks: Welcome to this beautifully maintained corner residence located in the highly sought-after gated community of Tapestry in Kissimmee. This well-designed 3-bedroom, 2.5-bath home offers a bright and open layout filled with natural light, creating an inviting atmosphere from the moment you arrive. With over 1,600 square feet of living space, the first floor features a seamless flow between the kitchen, dining, and living areas—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, and a functional island that connects effortlessly to the main living space. Upstairs, you’ll find well-appointed bedrooms, including a generous primary suite designed for comfort and privacy. One of the home’s standout features is the private second-floor balcony—an ideal space to enjoy your morning coffee or unwind in the evening. Situated on a desirable corner lot, this property offers added privacy, an extended driveway, and enhanced curb appeal. Residents of Tapestry enjoy resort-style amenities, including a gated entrance with guard, a beautifully designed clubhouse, a large pool, fitness center, playground, and scenic walking areas. Ideally located just minutes from The Loop shopping area, Publix, a variety of restaurants, Osceola Parkway, and Orlando International Airport, this home offers both comfort and convenience in one of Kissimmee’s most desirable communities.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Yesenia Chacon Martinez, Llc (407-285-5717)
710 BAY ST, KISSIMMEE, FL 34744
$255,00092 Days on yellowkey MLS ID: O6385334
REDUCED by $5,000 (1.9%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1935 Tax: $2,687 (2025)Community: Robert Bass AddSpa: NoSingle Family
Taxes:$2,687
Middle School: Denn John Middle
Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)
304 LAKESHORE BLVD, KISSIMMEE, FL 34741
$1,650,00010 Days on yellowkey MLS ID: O6408922
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 3189 Built: 1930 Tax: $7,173 (2025)Community: Toliga Lake ViewApartment
Taxes:$7,173
Remarks: Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Petie Bilyk (407-361-1415)
1710 SUNNY ST, KISSIMMEE, FL 34741
$400,00028 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
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 is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Dania Khreiche (407-456-1553)
502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744
$369,99925 Days on yellowkey MLS ID: O6404452
REDUCED by $5,001 (1.3%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 2005Monthly Fee: $40 Tax: $4,040 (2024)Community: Woodland CreekSingle Family
Taxes:$4,040
Elementary School: Mill Creek Elem (K 5)
Remarks: Beautiful and spacious 4 bedroom, 2 bathroom home located in a highly desirable area, just minutes from shopping, dining, and everyday conveniences. This well-maintained property features a brand-new roof 2025 and has been freshly painted inside and out, making it truly move-in ready. Enjoy peaceful lake views from the backyard, perfect for relaxing or entertaining. The home offers a generous and functional layout ideal for comfortable living, along with a two car garage. Highly motivated seller! Competitively priced and ready to negotiate an excellent opportunity for both homeowners and investors, thanks to its prime location in a high-demand rental area. Schedule your showing today this one won’t last!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Mercedes Corrente Bencomo (407-613-0006)
3001 LAUREL PARK LN #207, KISSIMMEE, FL 34741
$267,90072 Days on yellowkey MLS ID: O6391281
REDUCED by $2,000 (0.7%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1779 Built: 2006Monthly Fee: $399 Tax: $4,750 (2025)Community: Flora Ridge Condo Ph 10 Bldg 4Condo
Taxes:$4,750
Remarks: One or more photo(s) has been virtually staged. This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Brigitte Elzarki (321-231-4999)
2771 SWOOP CIR, KISSIMMEE, FL 34741
$729,900108 Days on yellowkey MLS ID: O6381024
REDUCED by $10,100 (1.4%) on 05/18/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 2008Monthly Fee: $215 Tax: $10,227 (2025)Community: AvillaSpa: YesSingle Family
Taxes:$10,227
Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Priscila Triska (321-354-5459)
2542 FOLIO WAY, KISSIMMEE, FL 34741
$454,000245 Days on yellowkey MLS ID: S5135250
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1674 Built: 2017Monthly Fee: $170 Tax: $4,391 (2024)Community: TapestrySingle Family
Taxes:$4,391
Remarks: This beautiful 3-bedroom, 2-bath residence combines comfort and practicality in a sought-after neighborhood. Located within the secure, gated Tapestry community, the home features a charming front porch that opens into a bright and airy living space, flowing effortlessly to a private backyard patio. Positioned on a corner lot, the house benefits from plentiful natural light, enhancing its open feel. Inside, you'll find a spacious family room and a primary suite complete with a walk-in closet. The kitchen is well-appointed with granite countertops, a raised breakfast bar, and a stylish tile backsplash. A two-car garage provides ample storage, and the laundry room is conveniently situated on the main floor. Two additional bedrooms share a full bathroom, offering privacy and comfort for guests or family members. Tapestry offers a secure, well-kept environment with resort-style amenities such as a pool, clubhouse, fitness center, and more. Ideally located near Orlando’s top attractions, The Loop shopping center, the airport, and major highways, this home provides easy access to everything Central Florida has. Experience the Florida lifestyle with ease and elegance in this beautiful townhome. Don’t miss your chance to make it yours!
Listing Agent: Francisco Lara, Pa (407-319-4505)
413 BRYAN ST, KISSIMMEE, FL 34741
$239,900119 Days on yellowkey MLS ID: S5142799
0 Days Off yellowkey (back on 5/16/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1952 Tax: $1,647 (2025)Community: W A Patricks AddSpa: NoSingle Family
Taxes:$1,647
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. I One or more photo(s) have been virtually staged. Located in the heart of Downtown Kissimmee, just steps from the courthouse, this solid-block, single-story property offers the rare flexibility to live, work, or do both. Featuring 2 bedrooms, 1 bathroom, approximately 736 sq ft, a carport, and a cozy garden area, this property is perfect for anyone seeking a central location with multiple possibilities. Inside, you’ll find a functional layout with a practical kitchen and comfortable living spaces. Built in 1952, the home carries unique charm while offering reliable updates, including a Flintlastic roof installed in 2016 and a 14 SEER, 2-ton A/C unit installed in 2015. What truly sets this opportunity apart is its permitted zoning flexibility. According to city zoning allowances (buyer to verify all details with the City of Kissimmee), this property permits a range of commercial-style uses, including: ? Restaurant ? Retail establishment ? Churches ? Libraries & museums ? Public uses ? Veterinary clinics ? Service establishments Whether you're an investor, a business owner, or a buyer looking for a versatile space in a thriving location, this property offers exceptional potential for the present and the future. Explore additional expansion or conversion opportunities by verifying zoning and building options with the City of Kissimmee. A centrally located, multi-use property like this is hard to find—don’t miss your chance to make it yours.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Naomi Embleton (407-709-6020)
1023 SPRING MEADOW DR #1023, KISSIMMEE, FL 34741
$186,90080 Days on yellowkey MLS ID: S5145052
REDUCED by $100 (0.1%) on 05/16/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1012 Built: 1973Monthly Fee: $324 Tax: $2,603 (2024)Community: Spring Meadow Ph 1Condo
Taxes:$2,603
Remarks: Charming 2-bedroom, 1.5-bath condo perfect for a first-time homebuyer, starter home, or investment opportunity. This inviting home features an updated kitchen with granite countertops, bright white cabinetry, and mix stainless steel appliances, offering a clean and functional space that opens to the main living area. The first floor features tile flooring throughout the living and dining areas, while both bedrooms are privately located upstairs with carpet flooring for added comfort. Enjoy relaxing outdoors on the spacious screened-in porch with a private rear view. Additional highlights include a 1-car garage and a location just steps from the community pool and clubhouse, making it easy to enjoy the neighborhood amenities. Great investment potential with rental rates in the area available. Conveniently located near shopping, dining, and major roadways.
Listing is courtesy of: HELLO SUNSHINE REALTY LLC (407-719-8932)
Listing Agent: Marissa Mcclung (407-719-8932)
1475 RIVIERA DR, KISSIMMEE, FL 34744
$780,00029 Days on yellowkey MLS ID: S5148691
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2894 Built: 1988Monthly Fee: $183 Tax: $8,361 (2025)Community: Regal BaySingle Family
Taxes:$8,361
Remarks: Welcome to refined lakefront living in the sought-after Regal Bay community on the shores of Lake Tohopekaliga. Perfectly positioned at 1475 Riviera Drive, this exceptional 3-bedroom, 2.5-bath residence offers a rare combination of panoramic water views, private boating access, and tranquil outdoor living—and is being sold furnished for a seamless move-in experience. From the moment you arrive, you’re greeted by a serene front porch overlooking the sparkling waters of Lake Toho, setting the tone for the peaceful lifestyle this home delivers. Inside, the layout is designed to capture water views from multiple vantage points, creating a seamless connection between indoor and outdoor living. The rear of the home opens to a spacious porch with stunning, unobstructed lake views—ideal for morning coffee, evening sunsets, or entertaining guests. Boating enthusiasts will appreciate the private dock and boat lift, providing direct access to this highly desirable, skiable lake known for its world-class fishing and recreational boating. Additional highlights include a charming secondary porch off the dining room, perfect for quiet moments, along with well-appointed living spaces that balance comfort and functionality. Whether you’re searching for a full-time residence or a turnkey waterfront retreat, this property offers a unique opportunity to enjoy true Florida lakefront living with both sunrise and sunset views over Lake Toho.
Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)
Listing Agent: Kerriann Sullivan (407-437-2893)
1501 SUNSET POINTE PL, KISSIMMEE, FL 34744
$1,599,000104 Days on yellowkey MLS ID: S5143891
0 Days Off yellowkey (back on 4/11/2026)
Bed: 5 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3685 Built: 2000Monthly Fee: $350 Tax: $6,075 (2025)Community: Sunset PointeSpa: YesSingle Family
Taxes:$6,075
Remarks: Under contract-accepting backup offers. Florida is rated #1 by Kiplinger as the best state for retirement, but Central Florida has so much more to offer! This custom home, located in Sunset Pointe on the shores of West Lake Tohopekaliga, is adjacent to a conservation area/passive park and is connected by a walking/biking path to historic Downtown Kissimmee, where you can catch a SunRail train to downtown Orlando/Winter Park, launch a boat from the marina, take in entertainment at the lakefront park, indulge in local dining, enjoy the nightly fireworks on the horizon from the attractions, celebrate the 4th of July with a spectacular view of the City fireworks, or catch the SpaceX launches from the front yard. You will enjoy the privacy, security and convenience of a small, secluded, gated custom home community just minutes from DISNEY/UNIVERSAL/SEA WORLD, the ORLANDO INT'L AIRPORT, and COCOA BEACH. Take in breathtaking Florida SUNSETS as you lounge on the lanai overlooking the lagoon-style saltwater pool and hot tub overlooking the lake, with fountain and waterfalls. The low maintenance exterior of the home boasts a barrel tile concrete roof and genuine Tennessee fieldstone. The primary suite features dual walk-in closets and vanities, a deep jetted tub, shower with dual heads/slide bars/seat and direct access to the lanai. The updated kitchen boasts upgraded appliances with double oven and microwave, cast iron Kohler sink, prep island, instant hot water dispenser, wine rack, pull-out trays, tilt-out trays and granite countertops. The spacious utility room has built-in cabinetry w/desk, utility sink, solid surface countertops, washer/two dryers, and built-in ironing board and laundry hampers. Additional highlights include spacious 12' ceilings throughout, transom windows, bay windows, crown molding, architectural trim with tray/coffered ceilings, a gas ventless fireplace, 3 bookcases, custom louvered shutters and abundant storage. The home boasts a 3-zone energy-efficient A/C system and 80-gallon hot water heater with recirculating pump, water filtration system with ozonator, carbon filter and softener…purified water with no expensive water bills! The garage measures over 1500 sf with 3 oversized doors (10x10 and 12x13), 12' and 14' ceilings, and a deep center bay for an RV/boat/antique car. It's also wired for EV charging and offers ample storage space, including abundant shelving, two huge closets, a utility sink/cabinet above and attic storage. Room for all your tools and toys!! Indulge in the ultimate entertainment experience with surround sound prewiring in the family room and primary bedroom, speaker prewiring on the lanai, intercom system with door chime and in-wall/ceiling speakers with volume controls throughout the home. Smart wire and dimmer switches, Google Nest(R) doorbell, LED lighting and automatic night lights provide some of the latest technology and conveniences. If you enjoy spending your leisure time fishing, boating, bird/nature-watching, playing pickle ball or simply relaxing by the lagoon-style saltwater pool, you won't want to miss the opportunity to own this custom home of unparalleled quality and luxury. No expensive CDD fees and not in a flood zone!
Listing is courtesy of: PORTFOLIO REAL ESTATE GROUP (407-922-6516)
Listing Agent: Pam Whitmore (407-922-6516)
2477 TOSCOLONA DR, KISSIMMEE, FL 34741
$294,000164 Days on yellowkey MLS ID: O6367342
0 Days Off yellowkey (back on 5/15/2026)
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
Taxes:$5,407
Remarks: Under contract-accepting backup offers. 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)
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