Location: Kissimmee , 34747
Do Not Show Listings
3038 PARKWAY BLVD #208, KISSIMMEE, FL 34747
$195,000Listed 05/29/2026 7:00PM MLS ID: S5150902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Monthly Fee: $593 Tax: $2,519 (2024)Community: Blossom Park Villas CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,519
Elementary School: Reedy Creek Elem (K 5)
High School: Celebration High
Tax Year: 2024
Middle School: Kissimmee Middle
Remarks: Excellent opportunity in a prime Central Florida location! This well-maintained property features a bright open layout with spacious living and dining areas, abundant natural light, and a functional kitchen with ample cabinet space. The comfortable bedroom areas provide privacy and flexibility for everyday living or rental potential. Conveniently located near major highways, shopping, dining, entertainment, and Orlando attractions, this property is ideal for homeowners, vacation use, or investment purposes. The community features resort-style amenities and beautifully maintained common areas. Move-in ready and easy to show — schedule your private tour today.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747
$440,000Listed 05/29/2026 4:54PM MLS ID: O6411852
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,513 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$5,513
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to Rolling Hills Estates, one of Kissimmee's most desirable communities located just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, golf, and Central Florida's premier attractions. This beautifully maintained pool home offers the perfect blend of comfort, convenience, and investment potential. Featuring a spacious open-concept floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing short-term rental. The fully screened private pool provides the perfect place to relax and enjoy Florida's sunshine, while the game room and generous living areas create plenty of space for entertaining family and guests. The home may be purchased furnished or unfurnished, offering flexibility to suit your needs. A newer roof installed in 2020 adds additional value and peace of mind. Rolling Hills Estates is known for its prime location near Disney, easy access to major highways, and proximity to endless entertainment, dining, and shopping options. Whether you're looking for your next investment property or a place to create lasting memories, this home offers an exceptional opportunity in one of Central Florida's most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ninzy Acevedo (201-321-4098)
7450 MARKER AVE, KISSIMMEE, FL 34747
$825,0001 Day on yellowkey MLS ID: S5150641
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3612 Built: 2018Monthly Fee: $937 Tax: $12,837 (2025)Community: Reunion West Ph 2 EastSpa: YesSingle Family
Taxes:$12,837
Remarks: Fully furnished and turnkey, this 8-bedroom, 6.5-bath pool home in the gated Encore Resort at Reunion is a rare income-ready short-term rental opportunity less than 6 miles from Walt Disney World. Sleeps up to 18 guests. Whether you want a vacation home or an investment property with serious upside, this one is set up for both. Entertainment is built into every corner of this home. Professionally themed bedrooms give guests a place to make memories. A dedicated private home theater with its own en-suite bathroom gives large groups a place to unwind. Upstairs, the loft is anchored by a full-size pool table and foosball table, keeping everyone entertained without ever leaving the house. The main level has a true open floor plan with bright natural light running through the kitchen, dining, and living areas. The gourmet kitchen is built for hosting: stainless steel appliances, granite countertops, oversized center island, generous bar seating, and serious prep space. Two first-floor guest suites add real flexibility, including one primary suite with direct pool access for that indoor-outdoor Florida lifestyle. Upstairs you will find two additional en-suite bedrooms plus a Jack-and-Jill setup, giving large groups privacy without sacrificing function. Outside is where this property earns its keep. The private backyard features a heated pool and spa with a safety alarm, a rear covered porch, an extended yard that most homes in the community do not have, an expansive paver patio, full fencing, and a dedicated exterior half bath. Two brand new tankless water heaters provide continuous on-demand hot water for back-to-back guest stays. Ownership stays low-effort thanks to HOA services covering lawn care, landscaping, and pool maintenance. This home is enrolled in the Encore Club, giving residents and their guests exclusive access to the private water park, resort clubhouse, fitness center, on-site dining, and shuttle transportation to the theme parks. Encore Resort is one of Central Florida's premier guard-gated resort communities, with tennis, basketball and volleyball courts, marketplace, and concierge service rounding out the amenities. Easy access to I-4 and the 429. Up to 1% lender contribution toward buyer closing costs with an accepted offer by June 30, 2026. Buyer must qualify. Limitations, terms, and conditions apply.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jodi Lambiase (407-848-0847)
8931 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$599,000190 Days on yellowkey MLS ID: TB8450000
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2020Monthly Fee: $718 Tax: $9,726 (2024)Community: Solara Resort Vacation Villas RepSingle Family
Taxes:$9,726
Remarks: FURNITURE INCLUDED! PRICED TO SELL! Step into this breathtaking 7-bedroom luxury villa in the highly sought-after Solara Resort—a true turnkey short-term rental investment, already performing like a mini-hotel! This home comes fully furnished with a professionally designed décor package by Barbara Design, created specifically to maximize rental income. All future bookings transfer to the new owner, allowing you to earn from Day 1. Designed for unforgettable vacations, this stunning property features 7 themed bedrooms, 6.5 bathrooms, a movie theater, and an entertainment-filled family loft with pool table. The layout includes a first-floor master suite and five additional themed bedrooms upstairs, ideal for large families and groups. With sleeping space for 16+ guests across 10 beds, this home checks every box for top-tier STR performance. Step outside to your private pool, spa, and covered lanai, perfect for grilling, relaxing, and creating memories. Located minutes from Walt Disney World, Universal Studios, SeaWorld, I-Drive, Disney Springs, top restaurants, shopping, and Florida’s world-famous beaches, the convenience is unmatched. As part of the exceptional Solara Resort, homeowners enjoy access to world-class amenities, including: Heated resort-style grand pool FlowRider® surf simulator (additional fee) Poolside cabanas & pool bar Bar & grill + coffee bar Fitness center Full-size soccer field & basketball court Sand volleyball court Game room with virtual sports simulators Indoor/outdoor lounges & workspaces Playground, hangout center, and more! Whether you're looking for a high-performance STR investment or a dream home for your family vacations, this fully furnished, perfectly themed villa delivers exceptional value. Schedule your showing today—this opportunity won’t last!
Listing is courtesy of: ALIGN RIGHT REALTY SUNCOAST (813-512-2100)
Listing Agent: Sunny Xu (813-702-9797)
8926 ZURICH LN, KISSIMMEE, FL 34747
$485,900373 Days on yellowkey MLS ID: O6311534
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,737 (2024)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$7,737
Elementary School: Westside Elem
Middle School: West Side
Remarks: Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at Westside is a top choice for travelers who value comfort, security, and resort-style amenities. Properties like this offer excellent short-term rental returns, with consistent year-round occupancy thanks to its unbeatable location and full-service infrastructure. Property & community highlights: • 5 spacious bedrooms – perfect for large families or groups • Gated community with 24-hour security • Resort-style clubhouse with pool, lazy river, fitness center, bar, sports courts & more • Fully furnished and move-in ready • Professional vacation rental management available Invest in more than just a home—invest in lifestyle. This property isn’t just real estate. It’s a smart investment, a lifetime of memories, and a source of consistent income. Let’s talk! This might be the opportunity you and your family have been waiting for.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luciano Real Schroeder (321-304-1550)
3052 PARROT HEAD PL, KISSIMMEE, FL 34747
$1,399,000109 Days on yellowkey MLS ID: S5143539
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2019Monthly Fee: $603 Tax: $19,435 (2025)Community: MargaritavilleSingle Family
Taxes:$19,435
Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
7949 GOLDEN POND CIR, KISSIMMEE, FL 34747
$469,0008 Days on yellowkey MLS ID: S5150418
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1998Monthly Fee: $53 Tax: $5,738 (2025)Community: Rolling Hills Estates Unit 1 At FormosaSpa: NoSingle Family
Taxes:$5,738
Remarks: Furnished 4-Bedroom Pool Home Ideally located approximately 10 minutes from Disney. This beautifully maintained home offers the perfect opportunity to own your own Florida retreat; whether as a second home, vacation rental, or primary residence. Lovingly cared for and used exclusively as the owners’ private second home since 2022. Positioned on a spacious CORNER LOT in an established, peaceful neighborhood, this property offers a unique sense of privacy with no home directly in front or on the right side. A beautiful mature oak tree provides welcome shade over the driveway, while the SOUTH-FACING POOL area creates the perfect setting to relax after a day enjoying the nearby parks, golf, shopping, or dining. Approximately two years ago, the entire POOL WAS RESURFACED and updated with NEW TILE & LIGHTING. The POOL EQUIPMENT was replaced in 2026. TILE FLOORING runs throughout all living areas, and LUXURY VINYL PLANK FLOORING was installed in all bedrooms just 3 months ago. FRESH INTERIOR PAINT and exterior pressure washing create a clean, move-in ready feel. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TILED BACKSPLASH, and a CUSTOM VENTED EXHAUST system, a rare feature in many homes of this style. Additional upgrades include a NEW ROOF (2018), HOT WATER HEATER (2019), ELECTRICAL PANAL (2025), and DISHWASHER (2025). For comfort and efficiency, the home includes both central A/C and an ENERGY-EFFICIENT mini-split system in the living area, helping reduce energy costs. Outdoor living is enhanced by a vinyl PRIVACY FENCE, security cameras and lighting, and an EPOXY FINISHED GARAGE FLOOR. Smart home technology allows you to conveniently control lighting, cameras, and A/C directly from your phone. With a low HOA fee and an ideal location close to Disney, shopping, dining, entertainment, and major roadways, this property offers the best of Florida living, easy to enjoy as your personal getaway while also offering excellent flexibility for future use.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Lynda Cologero (407-346-7231)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$480,00032 Days on yellowkey MLS ID: S5148845
REDUCED by $20,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3016 PARKWAY BLVD #204, KISSIMMEE, FL 34747
$170,00015 Days on yellowkey MLS ID: S5149895
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $2,448 (2025)Community: Blossom Park Villas CondoSpa: NoCondo
Taxes:$2,448
Elementary School: Celebration K-8
Remarks: Tenant occupied. Showings by appointment only. Minimum 24-hour notice required. Please do not disturb tenants. Welcome to this well-maintained 2 bedrooms, 2 bathrooms, Pond view, condo located in the desirable gated community of Blossom Park Villas in Kissimmee, just minutes from Disney, shopping, dining, golf courses, major highways, and Orlando’s top attractions. This community offers a convenient and attractive lifestyle with amenities that may include a community pool, fitness center, clubhouse, and beautifully maintained grounds. The spacious unit features an open and functional floor plan with comfortable living and dining areas, perfect for full-time living, vacation use, or investment opportunities. The kitchen offers ample cabinetry and counter space, while the bedrooms provide generous natural light and comfortable accommodations. Enjoy a private balcony/patio area ideal for relaxing after a long day. Whether you are looking for a primary residence, vacation property, or investment opportunity, this condo offers excellent location and value in one of Central Florida’s most convenient areas. Schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
2302 BUTTERFLY PALM WAY #201, KISSIMMEE, FL 34747
$230,00051 Days on yellowkey MLS ID: S5147156
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 2001Monthly Fee: $337Community: Wyndham Palms Condo Ph 4Condo
Taxes:$0
Remarks: Under contract-accepting backup offers. This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the second floor of the building. It has been used as short term rental property for many years and is ready to rent from the get-go, or it can be used as a second home or permanent residence. Exterior building maintenance, including the roof, is performed by the association, and the sellers have kept the inside well-maintained. Windsor Palms is a gated community located within the heart of Orlando's premier tourist attractions and one of the closest short-term rental communities to the Disney theme parks. This luxurious resort-style community features a clubhouse complete with a large community swimming pool, movie theatre, fitness center, games room, tiki bar, sundry shop, basketball, and tennis courts. Windsor Palms is located along Formosa Gardens Blvd, adjacent to US 192 in Kissimmee's tourist corridor. Located just 2 miles from I-4, Windsor Palms is just minutes from Animal Kingdom, Walt Disney World, Downtown Disney, first-class golf courses, and several outlet shopping malls. Both Universal Studios and Epic are just a short card ride away.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Iain Robinson (407-334-3804)
9017 ALBA LN, KISSIMMEE, FL 34747
$289,99544 Days on yellowkey MLS ID: O6398974
REDUCED by $10,000 (3.3%) on 05/25/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1530 Built: 2019Monthly Fee: $129 Tax: $5,141 (2025)Community: Murano At WestsideTownhouse
Taxes:$5,141
Remarks: PRICE REDUCTION: $10,000 (05/25) SELLER MOTIVATED. Fantastic townhome for sale offering comfort and convenience. This home is a standout choice for those seeking quality and value. Located in a sought after neighborhood only 15 minutes from the magic of Disney. You'll love the convenience of nearby highways and having the best local dining and shopping just around the corner. You’re minutes from everything while enjoying the quiet of a residential enclave This beautiful townhome has a new AC unit (2024), ensuring energy efficiency and comfort for years to come. An ideal option for a primary residence or an investment property, the interior features an intuitive layout that maximizes every square inch. Community Perks: Enjoy a well-maintained, quiet neighborhood with a sparkling community pool. Act fast to secure this unbeatable combination of price and position.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Colin Farrell (407-506-7233)
7442 GATHERING CT, KISSIMMEE, FL 34747
$2,299,00025 Days on yellowkey MLS ID: O6402997
Bed: 10 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 5563 Built: 2024Monthly Fee: $620 Tax: $20,385 (2025)Community: Reunion Phase 1 Parcel 1 Unit 3Spa: YesSingle Family
Taxes:$20,385
Elementary School: Knights Point
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. – Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a premium oversized lot backing directly onto the golf course—offering rare privacy and stunning views just off the tee box in Reunion Resort. This fully furnished, turnkey vacation home is designed to impress, combining high-end living with unbeatable income potential. Property Highlights 10 Bedrooms | 9.5 Bathrooms 3 Bedrooms on the ground floor, ideal for multi-generational living 7 Bedrooms upstairs, including multiple en-suites, great kitchen with 2 Refrigerators, 2 Ranges, 2 Microwaves and 2 Dishwashers and there is an upstairs and downstairs laundry rooms. Two luxurious master suites with walk-in showers and a Butler's Pantry. Professionally designed with high-end, luxury furnishings included Entertainment Like No Other This home is built for unforgettable guest experiences: Huge private theater room with luxury electric recliners Custom karaoke stage – a rare and fun showpiece First floor, fully loaded games room 13x19. Upstairs an expansive loft/game area featuring pool table & poker table Three fully themed bedrooms: Moana, Monsters Inc and Minions. Resort-Style Outdoor Living Step outside into your private oasis: Large pool & spa with elegant block pavers Natural gas fire pit for evening relaxation Fully equipped outdoor kitchen No rear neighbors – enjoy peaceful golf course views and total privacy Convenient pool bath (half bath) for outdoor access, there is a 5x19 owners closet. ?? Investment + Lifestyle Whether you’re looking for a high-performing short-term rental or an incredible full-time residence, this home delivers both lifestyle and returns. Located just minutes from Disney and Orlando attractions, homes of this caliber in Reunion Resort are in high demand for luxury vacation rentals. This is a rare opportunity to own one of the most feature-packed, guest-ready homes in one of Central Florida’s premier resort communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: James Mitchell (407-383-1051)
8515 PALM HARBOR DR, KISSIMMEE, FL 34747
$475,00026 Days on yellowkey MLS ID: S5149105
REDUCED by $15,000 (3.1%) on 05/29/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $5,725 (2025)Community: Emerald Island Resort Ph 5ASpa: YesSingle Family
Taxes:$5,725
Elementary School: Westside K-8
Remarks: This home is a unfurnished 5-bedroom, 4-bathroom property located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious open-plan, living and dining area perfect for both family gatherings and entertaining. The kitchen features stainless steel appliances, ample counter space and a cozy breakfast nook. Each of the five large bedrooms provides a peaceful retreat with the main bedroom suite on the first floor offering a private en-suite bathroom with a tub and separate shower. Also on the first floor in another bedroom with a bathroom with shower just across the hall. The home also has a second en-suite bedroom and bathroom upstairs. With the rest of the bedrooms upstairs. The house has a central AC and heating system, that allows for efficient temperature control throughout the home. Step outside to your private backyard oasis, complete with a heated swimming pool, spa, and large covered patio, ideal for enjoying the Florida sunshine or relaxing in the evenings. Located in a 24-hour gated and guarded community, this home provides access to incredible amenities such as a clubhouse with a fitness center, tennis courts, basketball, waking trail, volley ball with a peaceful and secure environment. The HOA fee covers cable TV, internet, landscaping, and 24 hour gated security, ensuring ease and comfort for everyone. Parkes, shopping and schools are just minutes away.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$589,0001 Day on yellowkey MLS ID: O6411198
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2020Monthly Fee: $718 Tax: $8,192 (2025)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,192
Remarks: Welcome to 8951 Amelia Downs, a beautifully appointed and spacious home featuring 7 bedrooms, 6 bathrooms, and 3,533 square feet of well-designed living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for entertaining and hosting guests. Step outside to your private heated pool, ideal for year-round enjoyment and a standout feature for short-term rental potential such as Airbnb. Each bedroom is generously sized, with multiple en-suites giving added privacy and flexibility. Ideally located just minutes from world-renowned attractions including Walt Disney World, Universal Studios, and SeaWorld, as well as premier shopping and dining destinations, this property provides unbeatable convenience. Residents and guests can also enjoy nearby golf courses, outlet malls, and easy access to major highways for seamless travel. Whether you're seeking a primary residence, vacation home, or income-producing investment, this home delivers the perfect blend of comfort, location, and opportunity.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$439,00036 Days on yellowkey MLS ID: O6401749
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $591 Tax: $5,607 (2025)Community: Windsor At WestsideTownhouse
Taxes:$5,607
Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The white kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.
2216 LIMESTONE TRL, KISSIMMEE, FL 34747
$799,00024 Days on yellowkey MLS ID: S5148684
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2684 Built: 2023Monthly Fee: $407 Tax: $12,240 (2025)Community: Four Seasons At Orlando Ph 3C & 3DSpa: YesSingle Family
Taxes:$12,240
Remarks: Privacy like this is almost impossible to find - corner cul-de-sac, conservation on two sides, and your own backyard resort! Welcome to 2216 Limestone Trail in Four Seasons Orlando, a 24-hour guard-gated 55+ community - where luxury meets tranquility. This stunning St. Lucia with Bonus Room floor plan offering almost 2,700 square feet of thoughtfully designed living space. This 4-bedroom, 3-bath home is less than 3 years old and ideally positioned on a premium lot for exceptional privacy. One bedroom and bath is tucked away in a private upstairs retreat, complete with its own gathering space - perfect for guests or multi-generational living. Step inside to an open, light-filled layout enhanced by tray ceilings and 8-foot doors, complemented by professional window coverings throughout, and anchored by a gourmet kitchen, fully equipped dry bar, and spacious family room with surround sound - perfect for both everyday living and entertaining. The primary and secondary bathrooms feature spa-inspired rain showers, creating a true retreat experience. Thoughtful upgrades continue with a tankless water heater for efficiency and endless hot water, along with a fully equipped exterior camera system - hookups at all four roof corners with electronics already in place for added peace of mind. And that’s just the beginning - this home is loaded with upgrades, too many to list. Outdoors, your private oasis awaits: a screen-enclosed, gas-heated saltwater pool and spa, fully equipped outdoor kitchen, and a cozy fire pit - designed for year-round enjoyment. A multi-colored outdoor lighting system with remote control adds the perfect ambiance for evenings and entertaining. For those seeking a true turn-key experience, most furnishings are available for purchase - just bring your suitcase and start enjoying! This isn’t just a home - it’s almost 2,700 square feet of comfort, privacy, and elevated living… a true sanctuary. This is the one you’ve been waiting for! Schedule your showing today!
935 AMY RIDGE CT, KISSIMMEE, FL 34747
$365,000138 Days on yellowkey MLS ID: O6372851
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $14,990 (3.9%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1988Monthly Fee: $6 Tax: $6,618 (2025)Community: Indian Ridge Unit 1Single Family
Taxes:$6,618
Elementary School: Island Village Elementary School
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Beautiful 3-Bedroom, 2-Bath Home on Over Quarter of an Acre – Prime Location Near Disney! Welcome to this charming and spacious home set on a generous 0.32-acre lot in a well-maintained community just 10 minutes from Disney parks, world-class attractions, dining, shopping, and entertainment. Featuring a brand-new roof installed in August 2023, New quartz countertop and backsplash, this move-in-ready property offers excellent value and peace of mind. Enjoy a low HOA with fantastic amenities including a community pool, tennis and basketball courts, sand volleyball, baseball diamond, two playgrounds, and scenic sidewalks throughout the neighborhood. The spacious family room flows seamlessly into an impressive 30x12 Florida Sunroom, perfect for entertaining, relaxing, or expanding your living space. Whether you're looking for a primary residence, a long-term rental, or a short-term investment property, this home offers flexibility, location, and comfort. Schedule your showing today.
Listing is courtesy of: CASA SOL REALTY LLC (786-226-5627)
Listing Agent: Mayra Rivas Acevedo (786-226-5627)
9052 PAOLOS PL, KISSIMMEE, FL 34747
$539,90063 Days on yellowkey MLS ID: O6394431
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2891 Built: 2006Monthly Fee: $209 Tax: $8,815 (2025)Community: Westside Prcl D CalabriaSingle Family
Taxes:$8,815
Remarks: One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000114 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
2074 FLORA PASS PL, KISSIMMEE, FL 34747
$599,000210 Days on yellowkey MLS ID: O6356199
REDUCED by $6,000 (1.0%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2021Monthly Fee: $407 Tax: $9,816 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$9,816
Remarks: Just Lowered Price $6,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vinnie Warren (407-516-9612)
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