Location: Kissimmee
Keyword(s): Poinciana High School
Keyword(s) High School: Poinciana High School
Do Not Show Listings
540 OAK BRANCH CIR, KISSIMMEE, FL 34758
$298,999207 Days on yellowkey MLS ID: S5137421
REDUCED by $1,000 (0.3%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1443 Built: 1997Monthly Fee: $90 Tax: $3,820 (2024)Community: Oaks At Cypress Woods TheSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,820
Elementary School: Floral Ridge Elementary
High School: Poinciana High School
Tax Year: 2024
Middle School: Harmony Middle
Remarks: Beautiful home 3/2, spacious with living room separate and dining room formal, family room with together with kitchen, all floors beautiful titles, upgrade appliances in sterling steels refrigerator, dishwasher and microwave, open floor plan, spacious master room with big walk-in closet and master bathroom, all floors in beautiful tile, include new refrigerator, microwave, dishwasher, range, disposal. Big patio over .19 acres or 8,198 squal fee with fence in plastic vinyl. Not property behind home green view. Close to new shopping center Poinciana and Hospital, close to bus stop. The owner very motivates looking close to listing price. Good to investment have tenant with contract lease expired in expired on April 30,2027, the rent amount is 1950.00. Please send offers with proof of founds and pre-approval letter. Good to Primary Home or to first time buyers, may qualify for funding of Osceola County.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Jose Lozada (407-744-2904)
724 DEL RAY DR, KISSIMMEE, FL 34758
$268,99921 Days on yellowkey MLS ID: S5148992
REDUCED by $1,000 (0.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1080 Built: 1986Monthly Fee: $100 Tax: $2,760 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoSingle Family
Taxes:$2,760
Elementary School: Koa Elementary
Tax Year: 2025
Middle School: Discovery Intermediate
Remarks: Beautifull Home 3/2 close to schools Osceola County District, all floors ceramic tile, all pluming pipes was changed las year 2025, roof 2016, good for investment and primary buyers. The owner very motived, can rent with option to buy at expiration contract at year or before. close at shopping new shopping center Poinciana and Hospital, close at new express way Poinciana. The Hoa include cable and internet. Please send As Is Contract with pre-approval letter and proof of founds.
4842 ASHURST ST, KISSIMMEE, FL 34758
$349,90036 Days on yellowkey MLS ID: R4911131
REDUCED by $5,000 (1.4%) on 05/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2014Monthly Fee: $53 Tax: $2,778 (2025)Community: Doral Pointe NorthSingle Family
Taxes:$2,778
Elementary School: Sunrise Elementary
Middle School: Horizon Middle
Remarks: This beautiful 4-bedroom, 2-bathroom residence features a thoughtfully designed open-concept floor plan, creating a seamless flow from the kitchen to the dining and living areas. Whether you're hosting gatherings or enjoying quiet nights at home, this expansive layout provides the perfect setting for connection and comfort. Inside, you'll find spacious bedrooms throughout, offering plenty of room for relaxation and personalization. Several rooms include walk-in closets, providing ample storage and organization. The primary suite is a true retreat, complete with its own walk-in closet and a garden-style soaking tub, perfect for unwinding after a long day. The home has been well cared for with major updates already completed, including a brand-new roof (2025) and A/C system (2024), giving buyers confidence and peace of mind. A water softener system is also included. Step outside to a large backyard designed for enjoyment and entertaining. The standout feature is a custom pergola built with treated wood to resist water damage—ideal for hosting outdoor events, family gatherings, or simply relaxing in your private outdoor space. Car enthusiasts and homeowners needing extra storage will appreciate the oversized 3-car garage, a rare and valuable feature in the area. Located minutes from Walt Disney World and with easy access to major highways, shopping, dining, and entertainment, this home offers both convenience and lifestyle. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property is a must-see. Schedule your private showing today!
Listing is courtesy of: ASSET PRO REALTY LLC (407-316-2076)
Listing Agent: Jocelyn Rodriguez Principe (407-316-2076)
4807 WORCHESTER DR, KISSIMMEE, FL 34746
$410,00014 Days on yellowkey MLS ID: O6408137
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 2024Monthly Fee: $88 Tax: $9,449 (2025)Community: Knightsbridge Ph 1Single Family
Taxes:$9,449
Elementary School: Knights Point
Middle School: VOYAGER K-8
Remarks: One or more photo(s) has been virtually staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can own this like-new, never-occupied former model home in the peaceful community of Knightsbridge. Situated on an oversized homesite with no rear neighbors, this property offers the perfect backdrop to create your dream outdoor oasis. From the moment you arrive, you’ll appreciate the tropical landscaping, brick paver driveway, and charming front porch — the ideal place to enjoy your morning coffee. Inside, the thoughtfully designed split floor plan offers both comfort and functionality for everyday living and entertaining alike. A welcoming foyer with coffered ceilings leads into the spacious dining room, perfectly suited for family dinners and holiday gatherings. At the heart of the home is the chef-inspired kitchen, featuring 42” upper cabinets, quartz countertops, stainless steel appliances, an oversized island with bar-top seating, and abundant prep space. Open to the expansive family room, this layout keeps everyone connected and creates the ideal setting for hosting friends and family. The spacious primary suite is a true retreat, complete with a tray ceiling and serene backyard views. The spa-inspired primary bath features dual vanities, a walk-in shower, and an oversized walk-in closet. Step outside to the covered lanai overlooking peaceful woodlands, offering a private and tranquil backyard space for relaxing, pets, or play. Three generously sized guest bedrooms, two additional bathrooms, ample storage, and designer touches throughout complete this exceptional home. Residents of Knightsbridge enjoy resort-style amenities including a community pool, tot lot, volleyball courts, and walking trails. Conveniently located near local dining, shopping, and entertainment in downtown Kissimmee, the community also offers easy access to world-famous attractions including Walt Disney World Resort. Outdoor enthusiasts will appreciate the nearby marina and recreation opportunities at Lake Tohopekaliga. Commuting is effortless with quick access to major roadways including I-4, 417, US-17, and Osceola Parkway.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Nick Whitehouse (407-902-4639)
1666 LOXLEY TRL, KISSIMMEE, FL 34746
$452,4403 Days on yellowkey MLS ID: O6410986
1 Days Off yellowkey (back on 5/27/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2896 Built: 2026Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Taxes:$0
Elementary School: Reedy Creek Elem (K 5)
Remarks: Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. It is conveniently located near Walt Disney World and major Osceola County attractions.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
4754 MAPLE CROSS DR, KISSIMMEE, FL 34746
$356,99094 Days on yellowkey MLS ID: O6385301
INCREASED by $5,000 (1.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2025Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Remarks: Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.
1991 KEY BAY TRL, KISSIMMEE, FL 34747
$296,901262 Days on yellowkey MLS ID: TB8421378
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2023Monthly Fee: $456 Tax: $8,564 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$8,564
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: One or more photo(s) has been virtually staged. Experience easy, low-maintenance living in this 2023-built villa located within a guard-gated 55+ resort-style community. Designed for comfort and simplicity, the open layout creates a natural flow between the kitchen and main living areas, extending to a covered back porch for relaxed indoor-outdoor living. The true highlight is the lifestyle, with access to a 12,000 square foot clubhouse featuring a heated pool, fitness center, tennis, pickleball, and bocce courts, along with a full calendar of social activities. HOA coverage includes exterior maintenance, roof, and landscaping, offering a convenient lock-and-leave option. A great opportunity to own a newer home in a community designed for connection, ease, and everyday enjoyment.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jessica Collins (386-564-0120)
766 MADERIA CT, KISSIMMEE, FL 34758
$239,90028 Days on yellowkey MLS ID: S5149047
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1293 Built: 1980Monthly Fee: $100 Tax: $3,374 (2025)Community: Poinciana Village 01 Neighborhood 03 WestSingle Family
Taxes:$3,374
Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath home located at 766 Madeira Ct in Kissimmee, offering 1,293 sqft of well-designed living space with a functional layout that maximizes comfort and efficiency. This property features a one-car attached garage, a bright living area, and a practical kitchen that flows seamlessly into the dining space—ideal for everyday living and entertaining. The bedrooms are well-proportioned, and the primary suite includes its own private bath for added convenience. Situated in a convenient location with access to shopping, dining, and major roadways, this home presents a great opportunity for homeowners or investors alike—schedule your showing today and see the potential for yourself.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746
$349,95033 Days on yellowkey MLS ID: O6401786
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1243 Built: 1994Monthly Fee: $29 Tax: $4,951 (2025)Community: Creekside Ph 2Single Family
Taxes:$4,951
Elementary School: Central Avenue Elem
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story pool home located in the heart of Kissimmee—ideal as a primary residence, vacation home, or income-producing short-term rental. Perfectly positioned with tranquil lake view, this home offers the best of Florida living. Step inside to a bright, open floor plan designed for comfort and easy entertaining. The living spaces flow seamlessly to the outdoor area with both family room and primary bedroom sliders opening directly to the pool area, where you’ll find a private screened-in pool with covered lanai overlooking the water—an inviting setting for relaxing or hosting guests year-round. The home features three well-sized bedrooms, including a comfortable primary with en suite bathroom, and a further full bathroom. The single-story layout adds convenience and broad appeal for both homeowners and guests. Located in a community, this property offers flexibility and strong potential for short-term rental use, making it an attractive opportunity for investors seeking income in the high-demand Central Florida vacation market. Families will also appreciate the nearby schools, including Central Avenue Elementary, Kissimmee Middle School, and Poinciana High School, all within a short drive. Conveniently situated near shopping, dining, major highways, and world-famous attractions, this home combines peaceful waterfront living with easy access to everything Kissimmee and the surrounding areas have available. Whether you’re looking to generate rental income or settle into a relaxing lakeside home, this property is a fantastic opportunity.
Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)
Listing Agent: Darren Coxon (863-438-7458)
671 REGENCY WAY, KISSIMMEE, FL 34758
$225,00036 Days on yellowkey MLS ID: O6399971
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1155 Built: 1994Monthly Fee: $14 Tax: $2,840 (2025)Community: Poinciana Village 1 Nbd 3 WestSingle Family
Taxes:$2,840
Remarks: Welcome to this stunning 3-bedroom, 2-bathroom home tucked away in the peaceful and private Regency section of Poinciana, with comfortable living in a fantastic location.
Listing Agent: Soumia Radi (407-360-6622)
140 POMPANO BEACH DR, KISSIMMEE, FL 34746
$298,000192 Days on yellowkey MLS ID: O6358440
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1286 Built: 2004Monthly Fee: $149 Tax: $3,962 (2024)Community: Terra Verde Villas Ph 1Townhouse
Taxes:$3,962
Remarks: PREMIER LAKE VIEW RESORT HOME - TOP RATED COMMUNITY! THIS IS IT! Your premier opportunity for a high-performing investment or luxury second home in the highly sought-after, guard-gated Terra Verde Club. Recognized as one of the top-rated short-term rental resorts in the area, this property offers unmatched amenities and location appeal. This home boasts a truly desirable location with peaceful LAKE views and NO REAR NEIGHBORS, guaranteeing superior privacy and tranquility—a massive selling point for renters and owners alike! Enjoy morning coffee or evening drinks on the patio, soaking up the Florida sunshine. The Terra Verde Club sets the gold standard for resort living! Amenities include a massive resort-sized swimming pool/sunning beach, outdoor Tiki bar, full fitness center, spa services, sauna, large communal hot tub, hammocks beneath the palms, video arcade, climbing rock, and a stocked fishing lake. Clubhouse, business center, and sundry shop also on site. Home features an optimal floor plan with open-concept living, dining, and kitchen downstairs. Upstairs, you will find the spacious master suite along with two other well-appointed bedrooms. Unbeatable central location! Minutes from all major shopping, dining, malls, and the famed theme parks, ensuring high guest satisfaction and occupancy rates. Don't settle for less! This is the definitive, best option available in the community. Call today for details and showing appointments!
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Alisson Fernandes (321-314-3313)
7977 HANSON BAY PL, KISSIMMEE, FL 34747
$475,000101 Days on yellowkey MLS ID: O6382804
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $15,000 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2019Monthly Fee: $407 Tax: $7,381 (2025)Community: Four Seasons At Orlando Ph 1Spa: NoSingle Family
Taxes:$7,381
Elementary School: Island Village Elementary School
Remarks: Under contract-accepting backup offers. Welcome to the Four Seasons at Orlando – Where Resort Living Meets Everyday Luxury! FULLY FURNISHED AND MOVE IN READY! Nestled within Orlando’s premier 55+ guard-gated community, this stunning home is situated on the famed Mystic Dunes Golf Club. Built in 2019 and offering just over 2,000 square feet, this exceptional 3-bedroom, 2-bath residence is perfectly positioned on a quiet cul-de-sac with sweeping golf course views. From the moment you arrive, the paved driveway and manicured setting set the tone. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by plush carpeting in the bedrooms. Crown molding, tray ceilings, and designer finishes elevate every space. The wide-open floor plan centers around a stunning bright white kitchen featuring Shaker-style cabinetry, stone countertops, a built-in oven and cooktop, walk-in pantry, and an enormous island designed for gathering. A built-in office/workspace greets you at the entry — ideal for remote work or organization. An extra-wide sliding glass door frames the golf course beyond, filling the home with natural light and seamlessly connecting to the covered, paved back porch. The primary suite is a true retreat, overlooking the course and offering a spa-inspired bath with glass-enclosed shower, double vanity, private water closet, and an oversized walk-in closet. Secondary bedrooms are generously sized, and both bathrooms showcase beautiful tile detail and stone countertops. The laundry/utility room includes, shelving, and a utility tub for added functionality. The backyard features a covered lanai and extended paver patios overlooking serene mature landscaping and a breathtaking golf course view and is also pre-wired for a custom pool. The home is equipped with a whole home water filtration system and EV car charger in Garage. Home can be sold furnished with a few minor exceptions see attachments for exclusions. Located minutes from Walt Disney World, major highways, shopping, and dining — and just a couple hours from Florida’s pristine east and west coast beaches — this home delivers luxury, convenience, and lifestyle in one extraordinary package. This is not just move-in ready. This is a showpiece.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tyler Labod (407-490-5289)
569 HUNTER CIR, KISSIMMEE, FL 34758
$170,99946 Days on yellowkey MLS ID: S5147655
REDUCED by $1,000 (0.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1038 Built: 1982Monthly Fee: $382 Tax: $2,582 (2025)Community: Coopersmith Village At PoincianaVilla
Taxes:$2,582
Elementary School: Deerwood Elem (Osceola Cty)
Remarks: Beautifull Townhouses or village 2 bedroom, 2-bathroom all floors carpet and tile, laundry with washer and dryer, beautiful pool, A/c was change in 2023, big porch enclosure with widows and storage closed can use other family. Ideal to investment have tenant rented in 1425.00 monthly. master bedroom with walk in closet. The HOA include insurance of maintenance outside and roof, pool, private mailbox, club house, tennis and basketball play. Parking assigned with stickers. Have refrigerator range, dishwasher, disposal and washer and dryer.
579 KILIMANJARO DR, KISSIMMEE, FL 34758
$279,900242 Days on yellowkey MLS ID: S5135618
REDUCED by $10,000 (3.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 2001Monthly Fee: $90 Tax: $3,621 (2024)Community: Poinciana Village 1 Nbhd 1 SouthSingle Family
Taxes:$3,621
Elementary School: Poinciana Elem
Remarks: Spacious - UPDATED 3-bedroom, 2-bathroom home with freshly painted interior and exterior. The home boasts new luxury vinyl flooring in all bedrooms, dining room, and living room, complemented by ceramic tile throughout the remaining areas. The primary suite offers a large walk-in closet plus a secondary closet for added storage. Its ensuite bathroom features a jetted jacuzzi tub, dual sinks, and a separate walk-in shower. A generous family room flows seamlessly into the large kitchen, perfect for entertaining. Step outside to a large back porch overlooking an oversized yard. Conveniently located near new shopping centers with Sprouts, Crunch Fitness, TJ Maxx, Ross, Walmart, restaurants, and more. Easy access to a major highway just a few miles away.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mark Peters (407-552-1499)
1390 REMICK CT, KISSIMMEE, FL 34747
$440,00024 Days on yellowkey MLS ID: TB8503993
REDUCED by $5,000 (1.1%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 2023Monthly Fee: $552 Tax: $8,905 (2025)Community: Reunion Village Ph 4 & 5Spa: NoSingle Family
Taxes:$8,905
Middle School: None
Remarks: TURNKEY SHORT-TERM RENTAL with lucrative income record! RARE, PREMIUM Cul-de-Sac Gem: 3BR/2BA, 1,550 sq ft home in Reunion Village. Neighborhood amenities include 2 fabulous water parks, 3 championship golf courses, fitness centers, arcade game room, 7 pools, and 7 on-site restaurants. Your private Encore Club boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Located just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. This home sits on a premium, 6,057 sqf lot at the end of a private cul-de-sac with only two other neighbors and a yard that backs onto a protected conservation area—excellent for building your dream outdoor paradise. No rear neighbors, no thru-traffic, just pure relaxation. There is no yard work to worry about; landscaping and lawn care are done for you so you have time to enjoy the nearby activities. This upgraded home features quartz on all surfaces; white 42” kitchen cabinets; a beautiful island; walk-in pantry, GE kitchen appliances; and includes a washer and dryer. The property is fully furnished with HD TVs in every room, making it turn-key ready or available for immediate short-term rentals. Two of the backyard photos are staged, to show the potential of landscaping.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2419 WILLOW TREE LN, KISSIMMEE, FL 34758
$290,00072 Days on yellowkey MLS ID: S5145985
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1386 Built: 2003 Tax: $5,222 (2025)Community: Willow Bend At Crescent LakesSpa: NoSingle Family
Taxes:$5,222
Remarks: This charming single-family home is in a peaceful neighborhood, perfect for those seeking a comfortable and inviting living space. This well-maintained residence features 3 bedrooms and 2 bathrooms, offering ample space for family and guests. The interior boasts a spacious open floor plan with plenty of natural light, creating a warm and welcoming atmosphere. The living and dining areas flow seamlessly, providing a versatile space for various activities. Outside, the property offers a well-manicured yard with a screened front porch to sit and relax and watch the morning sun rise. Located in Kissimmee, this home is conveniently situated near schools, shopping centers, parks, and other local attractions, providing a perfect blend of suburban tranquility and accessibility to urban amenities. Whether you are a growing family or someone looking to settle in a friendly community, 2419 Willow Tree Ln is a wonderful place to call home.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Stephanie Florez (407-810-5874)
677-679 ROYALTY CT #2, KISSIMMEE, FL 34758
$475,00049 Days on yellowkey MLS ID: O6395542
REDUCED by $24,000 (4.8%) on 05/02/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2650 Built: 2021Monthly Fee: $150 Tax: $6,370 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoApartment
Taxes:$6,370
Remarks: Under contract-accepting backup offers. One or more photos has been virtually staged- !! Acquire this asset and have nearly HALF — or more — of the MORTGAGE COVERED from day one. This 2021-built side-by-side duplex in Kissimmee is the kind of opportunity that does not come around often — two fully independent units, one smart acquisition, and an immediate path to building real wealth through real estate. Each unit offers 3 bedrooms, 2 bathrooms, and approximately 1325 square feet of modern living space, mirroring each other in layout and finish. Proven rental history at $1,850 a unit with a combined $3,700 a month in gross rental income — the numbers are not speculative, they are proven. For the owner-occupant, the strategy is simple — live in one side, collect rent from the other, and let a tenant offset the mortgage while equity builds every single month. For the pure investor, both units rent with ease in one of Central Florida's most in-demand rental markets, with a tenant base that is deep and consistent. Monthly HOA covers cable and internet! Built in 2021, this is not a value-add play that requires budget and patience — it is a turnkey, low-maintenance asset with modern systems, modern finishes, and none of the deferred maintenance risk that comes with older inventory. What is here is clean, current, and ready. Kissimmee's rental demand continues to outpace supply. Single-family rentals and multi-family assets in this corridor hold strong occupancy and strong rents. This duplex sits right in the middle of that demand — and it is priced to move. The mortgage gets paid. The equity grows. The decision is easy.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Corinne Defilippis (941-807-7961)
1172 S BEACH CIR, KISSIMMEE, FL 34746
$299,950106 Days on yellowkey MLS ID: O6382044
REDUCED by $20,050 (6.3%) on 05/26/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1642 Built: 2006Monthly Fee: $295 Tax: $4,592 (2025)Community: Fiesta KeyTownhouse
Taxes:$4,592
Remarks: One or more photo(s) has been virtually staged. SELLER MOTIVATED. Special Financing Available! Includes a seller-paid rate buy down incentive with an estimated 5.25% fixed interest rate (6.57% APR) for qualified buyers. Flexible Living or Investment Opportunity in Kissimmee. Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!
Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)
Listing Agent: Yeidy Frias Medina (321-732-2455)
5596 SYCAMORE CANYON DR, KISSIMMEE, FL 34758
$399,99979 Days on yellowkey MLS ID: O6389633
REDUCED by $1 (0.0%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2514 Built: 2010Monthly Fee: $41 Tax: $3,759 (2025)Community: Blackstone Landing Ph 3Single Family
Taxes:$3,759
Remarks: Back on the market - Seller's are OFFERING $4,000 TOWARDS THE BUYER'S CLOSING COSTS for a full price offer. Stunning WATER VIEW HOME on a big lot with a great CURB appeal originally made by Maronda Homes. This home qualifies for a 100% financed USDA loan! NEW ROOF 2024, AC 2021, New FLOORS 2024, NEW BATHROOM 2024, NEWER WATER HEATER 2020. Enjoy the comfort in your OVERSIZED MASTER BEDROOM that is complete with a PRIVATE BONUS ROOM that could be used as an office, home gym, library, or perhaps another walk-in closet. The kitchen is large and ready to host some guests or you can bring guests outside onto the large patio deck for some evening time fun. FLEX BONUS ROOM downstairs that has so much potential or could be a 5th bedroom. The Sunrail train station is about a mile down the street from the neighborhood. One or more photos have been digitally staged.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
7890 SOMERSWORTH DR, KISSIMMEE, FL 34747
$445,90086 Days on yellowkey MLS ID: TB8482893
2 Days Off yellowkey (back on 5/26/2026)
REDUCED by $8,000 (1.8%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $699 Tax: $5,244 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$5,244
Remarks: The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment space and convenient access to resort amenities are what make this home a must-see. Continue reading to learn more about the space and features offered in this one-story retreat. The open-concept layout and wide-stretched entertainment space are what make the Crescent unique. Connected to the family room, the spacious kitchen features a walk-in pantry, stunning quartz countertops and a kitchen island. Plenty of natural light enters through the home’s many windows and through the sliding doors that lead to the covered patio, where outdoor entertainment awaits! All who enter will fall in love with the eye-catching details found in this dream home. As part of our CompleteHome Plus™ package, included features come with the home at no extra cost to you! Stainless steel Whirlpool® appliances, including the refrigerator, stove, microwave and dishwasher come installed and are ready for immediate use in the chef-ready kitchen.
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
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