Location: Kissimmee , 34744
Do Not Show Listings
2335 WOODSIDE WAY, KISSIMMEE, FL 34744
$359,90018 Days on yellowkey MLS ID: S5146629
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1974 Tax: $3,278 (2025)Community: Heather OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,278
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Beautiful single story 4 bedroom 2 bath single family home in Kissimmee Florida with NO HOA. The home is well maintained with a full renovation in 2021 with new luxury vinyl plank flooring, new kitchen cabinets, granite counters, stainless steel appliances, new bathrooms, and new plumbing in kitchen and bathrooms. Other major upgrades include: new architectural shingle roof (2021), 150 amp electrical panel (2021), hot water heater (2021), Garage door and opener (2021), backyard Gazebo (2022). The split floorplan also features a large family room with a wood burning fireplace. Home is convenient to shopping, dining, the attractions, East Coast beaches, Bob Makinson Aquatic Center, Valencia Community college, NeoCity the UCF medical city, VA and Nemours hospitals and minutes away from Orlando International Airport, 192, Turnpike, and 417. This home is move-in ready, and waiting for you to make it your own. Schedule your appointment to view it today!
Listing is courtesy of: HAPPY HOME REAL ESTATE LLC (407-301-4322)
Listing Agent: Andy Chen (407-301-4322)
1872 TOHOQUA BLVD, KISSIMMEE, FL 34744
$359,90040 Days on yellowkey MLS ID: S5145177
2 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1600 Built: 2023Monthly Fee: $126 Tax: $5,504 (2025)Community: Tohoqua Ph 6Townhouse
Taxes:$5,504
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Built in 2023, this upgraded townhome in the desirable Tohoqua community offers the perfect blend of modern construction, style, and location. From the moment you step inside, you’ll notice the difference—enhanced flooring and upgraded light fixtures bring a unique vintage-inspired character that sets this home apart from standard new construction. The open-concept design creates a seamless flow between the living, dining, and kitchen areas, ideal for both everyday living and entertaining. Natural light fills the space, creating a bright and welcoming atmosphere throughout. Upstairs, spacious bedrooms provide comfort and privacy, while the overall layout is designed for functionality and ease of living. With its newer build, this home offers energy efficiency and low-maintenance peace of mind. Located in Tohoqua, residents enjoy access to resort-style amenities including a pool, fitness center, clubhouse, tennis and pickleball courts, parks, and scenic walking trails—delivering a true lifestyle experience. Positioned just minutes from Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and the rapidly growing NeoCity district, this location continues to see strong demand and growth. Seller is offering a contribution toward buyer’s closing costs, adding value and flexibility for today’s buyers. Opportunities like this—newer construction with upgrades in a high-demand community—don’t last. Schedule your showing to experience it in person.
Listing is courtesy of: CENTURY 21 NEXT LEVEL REALTY (407-969-0016)
Listing Agent: Glenn Vaillant (407-989-1806)
1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744
$569,90093 Days on yellowkey MLS ID: O6372301
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2018Monthly Fee: $11 Tax: $8,343 (2025)Community: Kindred Ph 1DSingle Family
Taxes:$8,343
Remarks: Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. A rare offering that even the builder can not replicate—this exceptional multigenerational residence with a private pool is truly a gem. Impeccably maintained and thoughtfully designed, this four-bedroom, three-and-a-half-bath home includes a private in-law suite with its own entrance, delivering flexibility, privacy, and elevated living all under one roof. From the moment you enter, you’re welcomed by wide hallways, soaring ceilings, and a light, airy palette complemented by tile flooring and an open-concept design that feels both expansive and inviting. At the front of the home, two generously sized guest bedrooms feature rich laminate wood flooring, ceiling fans, and ample closet space, connected by a well-appointed Jack-and-Jill bathroom with dual vanities, granite countertops, and a tub-shower combination. A conveniently located half bath, an oversized laundry room with utility sink, and a functional drop zone just off the garage enhance everyday living. The private lockout suite—accessible from the interior or its own exterior entrance—offers a stainless-steel refrigerator, granite countertops with sink, cabinetry, and backsplash. Its open living area showcases a tray ceiling and ceiling fan, while the private bedroom features a walk-in closet and a spa-inspired en-suite with granite vanity and tiled walk-in shower—ideal for extended family, guests, or independent teens. At the heart of the home, the stunning gourmet kitchen impresses with a large storage-rich island, elegant quartzite countertops, stainless steel appliances, a designer backsplash, and a walk-in pantry complete with built-in shelving and prep space. Just off the kitchen, a versatile room with French doors offers the perfect setting for a home office, breakfast nook, or playroom. The kitchen flows seamlessly into the main living and dining areas, both enhanced by tray ceilings and crown molding for a polished, upscale finish. The primary suite is a true retreat, featuring laminate wood flooring, tray ceilings with custom detailing, a stylish ceiling fan, and serene views of the pool and conservation area. The spa-like en-suite bath offers dual vanities with quartzite countertops, abundant cabinetry, a glass-enclosed walk-in tile shower, and a luxurious soaking tub—perfect for unwinding at day’s end. A spacious walk-in closet completes the suite. Step outside to your private Florida oasis. Sliding glass doors open to a covered lanai, paver pool deck, and a beautiful screened-in pool with a cascading fountain. With no rear neighbors, the tranquil conservation backdrop provides unmatched privacy and a peaceful connection to nature. There’s ample space for lounging, entertaining, or simply enjoying Florida’s outdoor lifestyle. The fenced yard is ideal for pets or gardening enthusiasts. Residents enjoy a highly amenitized community featuring three clubhouses, three resort-style pools, two fitness centers, scenic nature trails, playgrounds, & a dog park—all with a low HOA. The location is equally impressive, with quick access to the Florida Turnpike and a prime position between Historic Downtown Kissimmee and Historic Downtown St. Cloud, both known for their charming lakefronts. NeoCity is just four miles away, and Central Florida’s world-famous theme parks are less than 30 minutes from your door.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Robert Christiano (407-353-5714)
1115 PROSPERITY AVE, KISSIMMEE, FL 34744
$499,00025 Days on yellowkey MLS ID: S5146235
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2003Monthly Fee: $90 Tax: $2,454 (2025)Community: Fortune LakesSingle Family
Taxes:$2,454
Elementary School: Mill Creek Elem (K 5)
High School: Osceola High School
Remarks: Welcome to this spacious 4-bedroom, 2-bath single-family home located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well-maintained property offers 2,085 sq ft of living space on an 8,233 sq ft lot, providing comfort, privacy, and convenience in a prime Central Florida location. This home features a split floor plan, generous living areas, and a layout ideal for both everyday living and entertaining. Recent upgrades include central A/C (2020), water heater (2024), new kitchen appliances, updated kitchen countertops, new carpet and flooring, and a wireless alarm system on all doors and windows. The home also offers a new roof, recently resurfaced pool and pool deck, an upgraded screened enclosure, and a saltwater pool system with a pool pump replaced approximately 2–3 years ago. Exterior features include a 2-car garage, stucco finish, and composition shingle roofing. Located just minutes from major highways, shopping, dining, schools, and medical facilities, this home provides excellent access to everything Kissimmee and Orlando have it. The Fortune Lakes/Remington area is known for its well-kept surroundings, nearby golf options, and strong community appeal. Original Owners.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Jackie San Pedro (407-346-8922)
2718 LUCAS LAKES LN, KISSIMMEE, FL 34744
$410,00084 Days on yellowkey MLS ID: O6374248
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2407 Built: 2006Monthly Fee: $13 Tax: $6,877 (2025)Community: Remington Prcl OSingle Family
Taxes:$6,877
Remarks: SELLER MOTIVATED!! 5k INCENTIVE TO THE BUYER! Welcome to a well-maintained, two-story single-family residence that blends space, comfort, and reliable income—an ideal opportunity for today’s investor. Currently tenant-occupied at $2,300 monthly, this property offers immediate cash flow in a market with strong long-term rental demand. As you enter, you’re greeted by a spacious living room filled with natural light, creating an inviting atmosphere for everyday living and entertaining. The home flows seamlessly into generous common areas designed for functionality and comfort, making it highly appealing to long-term tenants. With 4 bedrooms and 2.5 bathrooms, the layout provides flexibility for families, professionals, or multi-generational living. The two-story design enhances privacy, with well-proportioned bedrooms and ample storage throughout. Built in 2006, the property offers modern construction standards and durable finishes, helping reduce ongoing maintenance concerns. Situated on a 6,011 sq ft lot, the outdoor space allows room to relax, entertain, or enjoy Florida living. Located in an established community near major roadways, shopping, dining, and employment centers, this home continues to attract consistent rental demand. With a solid tenant in place and a proven rental history, this is a turnkey investment well suited for a buy-and-hold strategy or portfolio expansion.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Antonio Velazquez, Pa (407-361-6655)
2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744
$49,000124 Days on yellowkey MLS ID: O6366840
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 324 Built: 1973Monthly Fee: $500 Tax: $846 (2025)Community: Heritage Park InCondo
Taxes:$846
High School: Osceola County School for Arts
Middle School: Denn John Middle
Remarks: Welcome to your magical home base in the heart of Orlando! This stylish, fully equipped condo hotel is located just minutes from the Disney parks, making it the ideal spot for families, couples, and park-hoppers looking for comfort, convenience, and great value. This condo at Heritage Park In is zoned for short term rentals only. Seller is financing with 1/2 down + 24 x with low APR. Features: Bright, modern studio with a cozy bed. Kitchenette with microwave, mini-fridge, coffee maker, and essentials; Smart TV with streaming apps; Fast Wi-Fi for work or entertainment Amenities: Free parking, outdoor pool and on-site laundry facility. Utilities, internet, cable Tv and maintenance are included with HOA fee.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Marcia Abe (973-342-4491)
3589 ROCK CREEK LN, KISSIMMEE, FL 34744
$364,99970 Days on yellowkey MLS ID: S5143035
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 2019Monthly Fee: $138 Tax: $3,593 (2025)Community: East Lake Preserve Ph 3Single Family
Taxes:$3,593
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: MOVE IN READY! Welcome to this 3-bedroom, 2-bath home with a versatile flex room, located in the quiet and established community of East Lake Preserve. This inviting home offers an open-concept layout perfect for both everyday living and entertaining. Enjoy spacious living areas filled with natural light, comfortable bedrooms, and a functional floor plan that flows effortlessly throughout the home. The kitchen flows seamlessly into the living and dining spaces — ideal for gatherings, family time, and making lasting memories. The flex room provides endless possibilities — whether you need a home office, playroom, gym, or additional living space. Step outside for morning coffee, weekend barbecues, or simply soaking in Florida’s year-round sunshine. Beyond the home, enjoy resort-style community amenities including a pool, playground, walking trails, dog park, and the convenience of internet included with the HOA. This home includes a solar panel system designed to keep energy costs down while supporting a more efficient lifestyle. Conveniently located near Lake Nona, Medical City, VA Hospital, USTA National Campus, Austin-Tindall Sports Complex, Orlando International Airport, major highways, and top-rated schools. Whether you’re a first-time buyer, growing family, or looking for a smart investment, this home offers perfect combination of comfort, location, and value. SOLAR PANELS TO BE PAID IN FULL AT CLOSING— buyer will receive the system FREE AND CLEAR with no remaining balance. Buyer may also receive up to $1,500 in lender credit when using the seller’s preferred lender. Don’t miss the opportunity to make this home yours — schedule your private showing today!
Listing is courtesy of: THE DISTRICT REAL ESTATE OF FLORIDA (407-362-7738)
Listing Agent: Yesenia Vargas (407-775-9874)
2943 CASABELLA DR, KISSIMMEE, FL 34744
$399,900129 Days on yellowkey MLS ID: O6363943
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1895 Built: 2014Monthly Fee: $175 Tax: $7,799 (2024)Community: Villa Sol VillageSingle Family
Taxes:$7,799
Tax Year: 2024
Remarks: This stunning four-bedroom, two-bath, single story home is a true gem. The HVAC is 3 years old, inside, you’ll find a spacious open floor plan, brand-new luxury vinyl plank flooring, and 8.5-foot ceilings that create a bright, airy feel. The kitchen is a chef’s delight with 42 inch upper cabinets, a closet pantry, and granite countertops throughout the home. The primary suite is thoughtfully designed for privacy and comfort, featuring a large walk-in shower, double vanities, a private water closet, and two generous walk-in closets. Completing the home is a beautiful and durable terracotta clay tile roof, adding both charm and longevity. This home truly combines luxury, convenience, and resort style living at its finest! Nestled inside a beautifully HOA maintained gated community, this neighborhood offers an unparalleled blend of comfort, recreation, and natural beauty. Residents enjoy a grand clubhouse complete with an elegant event center perfect for weddings, family celebrations, and large gatherings along with multiple private meeting rooms for work or social activities. Step outside and experience amenities designed for every lifestyle: tennis courts, basketball courts, a kiddie playground, and charming picnic areas with BBQ stations set on a spacious lakeside deck overlooking serene Lake Toho. Stroll along the community’s meandering streets and relax on shaded park benches as you take in the peaceful scenery and local birdlife. Conveniently located, this home puts you just 30 minutes from Magic Kingdom and SeaWorld, only minutes from Orlando International Airport, and close to countless navigable lakes for boating and outdoor fun.
Listing Agent: Evelyn Malave (407-973-4303)
2639 CANDIED APPLE ALY, KISSIMMEE, FL 34744
$449,00014 Days on yellowkey MLS ID: O6394670
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 2024Monthly Fee: $154 Tax: $2,218 (2025)Community: Tohoqua Ph 7Townhouse
Taxes:$2,218
Remarks: One or more photo(s) has been virtually staged. This magnificent never lived 2024 townhouse covers two stories and includes three bedrooms, two and a half bathrooms, and a two-car rear load garage. Font door opens onto a spacious open concept living room. There is also a laundry room with a washer and dryer and a fully equipped kitchen that leads to an enticing fenced patio. The lovely master suite has a private bathroom and a roomy walk-in-closet. This home offers all new appliances, as well as quartz countertops. You and your family will enjoy this brand-new home and will enjoy the great amenities the community offers. The amenities provide: swimming pool, tennis court, fitness center, playground. This location has easy access to Hwy 192, Florida Turnpike, making your commute to Lake Nona, Airport and Downton area much easier.
Listing is courtesy of: MIAMI AND ORLANDO LAT BROKER LLC (407-922-9602)
Listing Agent: Silvana Camner (321-228-2925)
2195 WIND JAMMER CT, KISSIMMEE, FL 34744
$300,000185 Days on yellowkey MLS ID: S5136093
3 Days Off yellowkey (back on 12/26/2025)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1216 Built: 1986Monthly Fee: $30 Tax: $3,478 (2024)Community: WindsongSingle Family
Taxes:$3,478
Remarks: Under contract-accepting backup offers. Step into 1,216 sq ft of open-concept living, where clean lines and flexible layout meet Florida air and sunshine. This 3-bed, 2-bath home features a split floor plan allowing privacy between the primary suite and guest areas. Natural light pours through the large windows, illuminating the living/dining flow and bringing the outdoors inside.The kitchen is ready for your vision — you bring the upgrades, design your dream finishes — it’s a blank canvas waiting for you. No built-in deck yet? No problem — the generous back yard offers the perfect footprint for a future deck, patio, or outdoor entertaining zone.Situated just minutes from Walmart and major shopping corridors, you’re never far from essentials. Commuters will love the proximity to Osceola Parkway, US-192, and area roadways. Schools, dining, and entertainment are all within reach.this home gives you value and room to build equity. Bring your renovation vision and turn this into a modern showpiece in one of Kissimmee’s desirable pockets. Don’t miss your chance — if you’ve been looking for a home you can customize from top to bottom in a location that checks all the boxes, this is it.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Antonio Fuentes, Jr (407-288-5182)
2423 RUDDENSTONE WAY, KISSIMMEE, FL 34744
$312,00032 Days on yellowkey MLS ID: O6390648
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1329 Built: 2003Monthly Fee: $14 Tax: $5,559 (2025)Community: Remington Prcl K Ph 3Single Family
Taxes:$5,559
Elementary School: Partin Settlement Elem
Remarks: Beautiful freshly painted 3-bedroom, 2-bathroom home located in the gated Remington Golf Community. This neighborhood offers resort-style amenities including a golf course, tennis, basketball and volleyball courts, a community pool, playground, dog park, scenic walking trails and on-site charter school. Major updates include a new HVAC system (July 2025) and water heater (June 2025). Conveniently located near the Florida Turnpike and Highway 192, with easy access to shopping, dining, and just a short drive to Orlando’s world-famous attractions. Don’t miss the opportunity to live in this amenity-rich community—schedule your showing today!
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Dionne Harding, Pa (407-283-2189)
2629 DIXIE LN, KISSIMMEE, FL 34744
$342,00020 Days on yellowkey MLS ID: S5146501
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1405 Built: 1985 Tax: $738 (2026)Community: Not ApplicableSingle Family
Taxes:$738
Tax Year: 2026
Remarks: Under contract-accepting backup offers. NO
Listing is courtesy of: MY NEW CASA REALTY LLC (407-963-3009)
Listing Agent: Carlos Rodriguez Ortiz (407-963-3009)
2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744
$549,14014 Days on yellowkey MLS ID: O6393207
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2894 Built: 2025Monthly Fee: $7 Tax: $1,329 (2025)Community: TohoquaSingle Family
Taxes:$1,329
Remarks: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Our new construction two-story Whitestone home features our Craftsman C1 exterior, 4 bedrooms, 3 full bathrooms, a powder room, an open-concept kitchen, café and gathering room, an open flex room, a spacious loft, a covered lanai, and a 2-car garage. Upon entry, you are greeted by the open flex room and powder room. The stunning foyer continues past the laundry room towards the kitchen, gathering room and café - which overlook the covered lanai and bathe your home in natural light. Your gourmet kitchen features a corner walk-in pantry, a large center island, stainless-steel Whirlpool appliances – including Dana Stone Gray cabinets with quartz countertops, and pendant lighting pre-wiring. The owner’s suite is located on the main level of your home and features an en suite bathroom with a walk-in closet, a private water closet, a spa-like walk-in shower, and a Blanco Matrix quartz-topped dual sink vanity. Upstairs you'll find your spacious loft, three bedrooms, and 2 full baths – one bathroom is attached as an en suite. This Whitestone home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744
$392,01014 Days on yellowkey MLS ID: O6395315
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1670 Built: 2025Monthly Fee: $136 Tax: $3,086 (2025)Community: Tohoqua ReserveSingle Family
Taxes:$3,086
Remarks: Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a Village Center with restaurants, shops, and a farmers' market, this location can't be beaten! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends and family. Tohoqua Reserve is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Hurry in – Tohoqua Reserve is selling quickly! Welcome to the Prosperity by Pulte, where convenience and luxury meet in perfect harmony. This stunning single-story home offers 2 spacious bedrooms, an enclosed flex room, and 2 beautifully appointed bathrooms. The heart of the home is the gourmet built-in kitchen, showcasing elegant Dana White cabinetry paired with Quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. The Whirlpool stainless steel appliances—including a built-in cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The open-concept design seamlessly flows into the gathering room, making this space perfect for both cooking and socializing. The spacious kitchen island is ideal for meal prep or casual dining, while the covered lanai just outside invites effortless indoor-outdoor living. The private owner's suite, located at the rear of the home for ultimate privacy, offers a serene escape with an en suite bathroom featuring quartz-topped dual vanity sinks and a glass enclosed shower with a built-in bench. At the front of the home, the spare bedroom, bathroom, and versatile enclosed flex room ensure that everyone has their own space. Shaw wood-look luxury vinyl plank flooring spans the home, providing both style and durability, with tile in the laundry room and bathrooms for a sleek, modern touch. This home also comes equipped with a variety of modern conveniences, including a smart thermostat and video doorbell, and LED downlights. Comfort height toilets, 2” faux wood blinds, matte black lighting and hardware, a Whirlpool washer and dryer, and Sherwin Williams Snowbound interior paint add both style and ease to daily living. With its exceptional design, sophisticated finishes, and smart features, this Prosperity home is the epitome of both comfort and luxury—perfectly tailored to fit your lifestyle.
1638 WINDSOR OAK CT, KISSIMMEE, FL 34744
$265,000221 Days on yellowkey MLS ID: S5133782
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1999Monthly Fee: $180 Tax: $2,008 (2024)Community: Windsor OaksTownhouse
Taxes:$2,008
Remarks: Whether you live here year-round or use it as your Florida escape, this property offers the best of both worlds, personal enjoyment and rental income potential when you’re away. Welcome to this beautifully maintained and fully upgraded townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. Major improvements give this home incredible value and peace of mind: the roof was replaced just 8 months ago, the A/C is only 2 years old, the water heater is brand new, the sliding glass door recently installed new, and all appliances including washer and dryer are included.You’ll find a bright and inviting open-concept living and dining area that flows seamlessly into the kitchen. The kitchen has been fully upgraded with new cabinets, modern fixtures, a farmhouse sink, quartz countertops with a beautiful backsplash, and a new garbage disposal. All bathrooms feature new cabinetry and fixtures, while the upstairs and bedrooms are finished with new laminate flooring. Windsor Oaks provides a low HOA, short-term rental approval, and a community pool, making this property ideal for investors and first-time homeowners alike. With shops, restaurants, and entertainment nearby, this home blends modern upgrades with everyday convenience.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Lissette Escobar (407-340-8115)
1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744
$280,00040 Days on yellowkey MLS ID: S5143478
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1728 Built: 1998Monthly Fee: $200 Tax: $3,278 (2025)Community: Eric EstatesTownhouse
Remarks: Beautiful and spacious 3-bedroom, 2-bath townhome located in a gated community in Kissimmee. This well-maintained home offers a functional open layout with bright living spaces ideal for everyday living and entertaining. The kitchen provides ample cabinetry and counter space and opens to the main living area for easy flow. Spacious bedrooms offer comfort and privacy, with a relaxing primary suite. Enjoy a private backyard perfect for outdoor gatherings or quiet evenings. Conveniently located just minutes from FL-417 (Central Florida Greeneway), Florida’s Turnpike, and Osceola Parkway, providing easy access to Orlando, Lake Nona, Orlando International Airport, and major attractions. Nearby shopping and dining include The Loop, Publix, Target, and popular restaurants and local cafés. Close to schools, parks, and entertainment. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
1545 LEAF LN, KISSIMMEE, FL 34744
$545,00033 Days on yellowkey MLS ID: O6390201
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2456 Built: 2022Monthly Fee: $134 Tax: $6,444 (2025)Community: PennyroyalSingle Family
Taxes:$6,444
Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
2780 LAKE VISTA DR, KISSIMMEE, FL 34744
$580,000201 Days on yellowkey MLS ID: S5135312
3 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1850 Built: 1994 Tax: $6,077 (2024)Community: Acreage & UnrecSingle Family
Taxes:$6,077
Elementary School: East Lake Elementary-OS
Remarks: Under contract-accepting backup offers. Beautifully maintained 3-bedroom, 3-bath + Bonus room home on a full acre, offering nearly 1,850 sq. ft. of single-story living space. This property features tile flooring throughout, a spacious kitchen with wood cabinetry and solid surface counters, and a private master suite with a walk-in closet. Every closet in the home has custom built-ins, maximizing storage and organization. The oversized 2-car garage plus additional Air conditioned 1-car garage provide ample room for vehicles, storage, or a workshop. An optional fully updated in-law suite with a full kitchen adds incredible flexibility—use it as additional living space, an Airbnb or long term rental opportunity, or a comfortable retreat for your loved ones. With plenty of outdoor space, this home is perfect for hosting gatherings, special events, or even storing business equipment and supplies. Conveniently located near Orlando International Airport, Lake Nona, and in a rapidly growing area, this home offers both privacy and easy access to shopping, dining, and major roadways. Call today and schedule a private tour of this wonderful 1 Acre property. Sellers Motivated!!
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Daniel Patino (407-371-5674)
1024 CHALCEDONY ST, KISSIMMEE, FL 34744
$299,000187 Days on yellowkey MLS ID: S5136346
REDUCED by $11,000 (3.5%) on 03/31/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1562 Built: 2009Monthly Fee: $170 Tax: $3,773 (2024)Community: Amber Pointe Unit 2Townhouse
Taxes:$3,773
Remarks: Welcome to 1024 Chalcedony Street – a well-maintained 3-bedroom, 2.5-bath townhouse with a 1-car garage, located in the desirable gated community of Amber Pointe in Kissimmee, FL. This spacious two-story townhome offers a functional, open floor plan perfect for families, first-time buyers, or investors. The main level features a bright living and dining area, a convenient half bath, and a well-equipped kitchen with plenty of cabinet and counter space. Upstairs, you’ll find three generously sized bedrooms, including a primary suite with a walk-in closet and private en-suite bath. The two additional bedrooms share a full bathroom and offer flexibility for guests, office space, or family use. Additional highlights include indoor laundry, a private 1-car garage with driveway, and an open back patio ideal for relaxing or customizing your own outdoor retreat. Residents of Amber Pointe enjoy secure gated access, a sparkling community pool, and a playground—all with low HOA fees. Conveniently located near major highways, The Loop shopping center, dining, schools, and just minutes from downtown Kissimmee and world-famous theme parks. Don’t miss your chance to own this move-in ready home in a prime Central Florida location—schedule your private showing today!
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Alejandro Bastidas (407-738-1680)
1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744
$405,000172 Days on yellowkey MLS ID: P4936815
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1701 Built: 2022Monthly Fee: $127 Tax: $6,547 (2024)Community: Tohoqua Ph 5ASingle Family
Taxes:$6,547
Remarks: Step into comfort and style with this thoughtfully designed 3 bedroom 2 bath home featuring an open-concept layout and a desirable split-bedroom floor plan. The spacious kitchen is at the heart of the home, offering generous storage, a large center island, quartz countertops, a walk-in pantry, and elegant pendant lighting—perfect for both everyday living and entertaining. The private owner’s suite includes a walk-in closet and a beautifully appointed bath with dual vanities and a walk-in shower. Enjoy resort-style living in this 55+ gated community with amenities that include a pool, fitness center, and sports courts—all just minutes from major highways and Orlando attractions. With its Craftsman-inspired exterior and modern interior finishes, this home offers the perfect balance of charm, convenience, and low-maintenance living.Financing Special – Take 1% of the rate for the first 12 months. Ask your agent for complete details.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Anthony Medina (863-242-9847)
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