Location: Kissimmee
Do Not Show Listings
5367 W IRLO BRONSON MEMORIAL HWY #1-204, KISSIMMEE, FL 34746
$81,00036 Days on yellowkey MLS ID: R4911278
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 231 Built: 1985Monthly Fee: $308 Tax: $1,138 (2025)Community: Greenpoint Essential Hotel CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,138
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!
Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)
Listing Agent: Maritza Lopez (407-219-8914)
5367 W IRLO BRONSON MEMORIAL HWY #1-205, KISSIMMEE, FL 34746
$81,00036 Days on yellowkey MLS ID: R4911274
3141 PARADOX CIR #208, KISSIMMEE, FL 34746
$399,90051 Days on yellowkey MLS ID: S5148890
1 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1329 Built: 2021Monthly Fee: $646 Tax: $5,936 (2025)Community: The Terraces At Storey Lake Condo 3 Ph 8Condo
Taxes:$5,936
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Step into a bright and spacious second-floor lakeside retreat where every evening ends with breathtaking sunset views. Featuring three bedrooms, two bathrooms, and thoughtfully selected décor, this home is designed to elevate your vacation experience, all while being just 10–15 minutes from Disney and minutes from top outlets, dining, cafés, attractions, and the airport. From the moment you arrive, you’re welcomed into a peaceful setting that feels both refined and relaxing. The apartment showcases stunning lake views that fill the space with natural light throughout the day, transitioning into warm golden hues at sunset. It’s the perfect environment to unwind after a full day of exploring Orlando. The open layout is designed with both comfort and connection in mind. Large windows frame the water, creating a seamless blend between indoor living and the serene outdoors. The interior combines modern elegance with a cozy atmosphere, offering a space that feels stylish yet inviting. Each of the three bedrooms serves as a private retreat, complete with comfortable bedding and ample storage to ensure a restful stay. The two well-appointed bathrooms provide convenience and ease, ideal for families or groups getting ready for a day out or winding down in the evening. Perfectly located, this home keeps you close to everything while offering a quiet escape from the busy tourist areas. Disney is just minutes away, along with premium shopping, a variety of restaurants, and local attractions. The airport is also easily accessible, making your travel experience smooth from start to finish. Guests consistently highlight this property’s exceptional lake views, unforgettable sunsets, and welcoming ambiance. With a strong investment track record, it stands out as a true home away from home, offering the perfect balance of location, comfort, and tranquility for an unforgettable stay.
Listing is courtesy of: JMC REALTY (786-229-0922)
Listing Agent: Kaio Carioca (407-285-9722)
2795 OAKWATER DR, KISSIMMEE, FL 34747
$315,000132 Days on yellowkey MLS ID: O6381121
3 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007 Tax: $4,334 (2025)Community: Oakwater Condo Ph 20-23Townhouse
Taxes:$4,334
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated, move-in-ready townhouse located in a well-maintained, gated resort-style community just minutes from the heart of the Disney area. Ideally situated approximately 10 minutes from Walt Disney World and zoned for a highly regarded school district, this home offers an unbeatable combination of location, upgrades, and lifestyle. The interior has been thoughtfully refreshed with brand new luxury vinyl flooring throughout, fresh interior paint, and a stunning new quartz countertop in the kitchen, creating a clean, modern, and elegant living space. The open and functional floor plan is perfect for everyday living, entertaining, or rental use. Enjoy added privacy with no rear neighbors and a peaceful water view from the backyard, providing a serene and relaxing atmosphere rarely found in this location. Whether you’re enjoying your morning coffee or unwinding after a long day, the tranquil setting makes this home truly special. The community allows both short-term and long-term rentals, making this property ideal as a primary residence, second home, or investment opportunity. Seller financing and rent-to-own options are available, offering flexible purchase solutions for qualified buyers. The HOA fee includes cable, internet, landscape maintenance, and exterior building maintenance, including painting and tile roofs—delivering low-maintenance ownership and exceptional value. Residents enjoy outstanding resort-style amenities, including a clubhouse, swimming pool, spa, splash pad, fitness center, game room, playground, waterfront walking trail, pet stations, sand volleyball, tennis, basketball, and pickleball courts. Location truly sets this home apart—adjacent to Walmart, Starbucks, and a wide variety of dining, shopping, and entertainment options along US-192. Just minutes from Celebration’s Town Center, major theme parks, and with easy access to I-4, 417, and 429. Combining modern upgrades, flexible financing options, and a prime location, this home offers a rare opportunity in the heart of the Disney area. Ready for immediate move-in—schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
8801 RHODES ST, KISSIMMEE, FL 34747
$610,000467 Days on yellowkey MLS ID: O6289038
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $584 Tax: $12,143 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$12,143
Tax Year: 2024
Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Hanna Zhang (407-601-8668)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,059,000164 Days on yellowkey MLS ID: O6371934
REDUCED by $80,000 (7.0%) on 05/19/2026
Bed: 11 Bath: 12.0 Gar: 2 Liv Area Sq Ft: 5496 Built: 2016Monthly Fee: $697 Tax: $12,767 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,767
Elementary School: Westside K-8
High School: Poinciana High School
Middle School: West Side
Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
2821 SCENIC LN, KISSIMMEE, FL 34744
$499,900138 Days on yellowkey MLS ID: O6379416
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2538 Built: 2009Monthly Fee: $169 Tax: $6,468 (2025)Community: North Shore VillageSingle Family
Taxes:$6,468
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.
Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)
Listing Agent: Bertrand Bouchenot (407-850-9707)
3814 SHORESIDE DR, KISSIMMEE, FL 34746
$650,00065 Days on yellowkey MLS ID: O6399579
REDUCED by $49,000 (7.0%) on 05/19/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3972 Built: 2016Monthly Fee: $364 Tax: $9,123 (2025)Community: Bellalago Ph 4KSingle Family
Taxes:$9,123
Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Abraham Mendez (631-926-2632)
2663 TRIUMPH WAY, KISSIMMEE, FL 34746
$282,000300 Days on yellowkey MLS ID: O6338799
REDUCED by $13,000 (4.4%) on 05/19/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 2014Monthly Fee: $435 Tax: $4,274 (2024)Community: Regal Oaks At Old TownTownhouse
Taxes:$4,274
Remarks: Welcome to this stunning 2-bedroom, 2.5-bath townhome in the sought-after community of Regal Oaks. Perfectly situated with direct access to the serene courtyard garden, this home offers peaceful views and a unique connection to nature—deer are often seen roaming just beyond your private lanai. The outdoor living space is an entertainer’s dream, featuring a private hot tub, grill, and spacious lanai overlooking the lush garden. Just a short walk away, you’ll enjoy the resort-style community pool and amenities. Inside, the home is beautifully updated and thoughtfully decorated with tasteful, modern finishes that create a warm and inviting atmosphere. From the open-concept living area to the stylish kitchen and comfortable bedrooms, every detail has been designed to please. This property is rental ready—whether you’re looking for a personal retreat, vacation home, or investment opportunity, this townhome is the perfect choice. Key Features: - 2 Bedrooms / 2.5 Bathrooms - Private lanai with hot tub & grill - Peaceful courtyard garden views with wildlife sightings - Walking distance to the pool and resort amenities - Beautifully updated interior with tasteful décor - Rental ready for immediate income potential Don’t miss your chance to own this exceptional townhome in Regal Oaks!
Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)
Listing Agent: Paula Casey (689-288-5163)
2462 DUBAI ST, KISSIMMEE, FL 34747
$499,000296 Days on yellowkey MLS ID: FC312189
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $722 Tax: $8,214 (2024)Community: Windsor At Westside Ph 3ASpa: NoSingle Family
Taxes:$8,214
Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.
Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)
Listing Agent: Abby Baker (386-864-3154)
2717 N POINCIANA BLVD #176, KISSIMMEE, FL 34746
$230,00091 Days on yellowkey MLS ID: O6392442
REDUCED by $5,000 (2.1%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1087 Built: 1990Monthly Fee: $545 Tax: $2,551 (2025)Community: Villas At Somerset TheCondo
Taxes:$2,551
Remarks: PRICE IMPROVED!!!!! Exceptional Investment Opportunity in the Heart of Kissimmee! This fully remodeled 2-bedroom, 2-bathroom second-floor condo is a turnkey income-producing property ideally suited for short-term rentals, long-term leasing, or a vacation home investment. With everything completely updated, this unit requires minimal upfront capital—allowing for immediate rental readiness and optimized returns. Strategically located just minutes from world-famous theme parks, shopping, dining, and major attractions, this property benefits from consistent high rental demand year-round. Its prime location makes it highly attractive to both vacation renters and long-term tenants. The community offers desirable amenities including a resort-style pool and fitness center, enhancing guest experience and increasing occupancy potential. Key Investment Highlights: Fully renovated – no deferred maintenance Strong short-term and long-term rental potential High-demand tourist corridor location Low-maintenance condo ownership Excellent opportunity for cash flow and appreciation Whether you are expanding your portfolio or entering the Central Florida market, this property delivers a compelling combination of location, condition, and income potential.
Listing is courtesy of: MP FLORIDA PROPERTY & REALTY INC (954-701-0824)
Listing Agent: Evelyn Figueroa (407-724-1846)
5017 LAGUNA BAY CIR #99, KISSIMMEE, FL 34746
$217,000124 Days on yellowkey MLS ID: O6383296
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $3,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1991Monthly Fee: $498 Tax: $2,964 (2025)Community: Villas At Laguna Bay CondoCondo
Taxes:$2,964
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3 bedroom, 2 bathroom first-floor condo in the heart of Kissimmee located inside a short-term rental approved community perfect for Airbnb, vacation stays, or personal use. This move-in ready unit features new flooring, an upgraded kitchen and bathroom, and brand-new appliances, giving you modern comfort without renovation headaches. Even better new windows are already scheduled for 2026, adding future value at no extra effort. The community offers a low short-term rental HOA, making it ideal for investors looking for strong cash-flow potential. Furniture is optional, so you can start renting immediately or customize it to your style. Minutes from Walt Disney World Resort, shopping malls, restaurants, and supermarkets everything vacation guests look for. Whether you’re searching for your first investment, a vacation getaway, or a hybrid property you can enjoy and rent, this affordable opportunity checks every box.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Jessica Polanco (321-443-2442)
4855 CORAL CASTLE DR, KISSIMMEE, FL 34746
$281,00090 Days on yellowkey MLS ID: O6390476
REDUCED by $10,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1844 Built: 2022Monthly Fee: $280 Tax: $4,689 (2025)Community: Fiesta Key Ph 2Townhouse
Taxes:$4,689
Remarks: Welcome to 4855 Coral Castle Drive, a beautiful corner-unit townhome located in the gated community of Fiesta Key. This spacious two-story home features an open and inviting floor plan with a large living and dining area that flows seamlessly into the kitchen, complete with stainless steel appliances, a breakfast bar, and plenty of cabinet space—perfect for entertaining family and friends. Enjoy relaxing evenings on the screened patio with added privacy thanks to the desirable corner location. Upstairs, the primary suite offers dual closets and a private bathroom with dual vanities, while two additional bedrooms and an upstairs laundry room provide comfort and convenience for everyday living. Fiesta Key offers resort-style amenities including a clubhouse, fitness center, tennis courts, and community pools, with the HOA covering lawn maintenance, gated security, and more for low-maintenance living. Conveniently located just minutes from Disney, 5 minutes drive from train station, shopping, restaurants, hospitals, and major highways, this property is ideal as a primary residence, vacation home, or investment property. Schedule your private showing today and come see everything this home and community have to offer.
3216 RUNNING DEER PATH, KISSIMMEE, FL 34746
$310,000121 Days on yellowkey MLS ID: O6384354
REDUCED by $10,000 (3.1%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1244 Built: 1987Monthly Fee: $8 Tax: $5,394 (2025)Community: Indian Wells Unit 3Spa: NoSingle Family
Taxes:$5,394
Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1201 S BEACH CIR, KISSIMMEE, FL 34746
$274,900404 Days on yellowkey MLS ID: O6307108
REDUCED by $13,100 (4.5%) on 05/19/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1468 Built: 2006Monthly Fee: $295 Tax: $3,434 (2023)Community: Fiesta KeySpa: NoTownhouse
Taxes:$3,434
Elementary School: Sunrise Elementary
Tax Year: 2023
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
4814 CORAL CASTLE DR, KISSIMMEE, FL 34746
$299,000165 Days on yellowkey MLS ID: S5141210
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1762 Built: 2021Monthly Fee: $290 Tax: $3,549 (2025)Community: Fiesta Key Ph 2Townhouse
Taxes:$3,549
Remarks: Excellent opportunity to own a turnkey, income producing townhome in one of Central Florida’s fastest growing communities. Already tenant occupied and professionally maintained, this property offers immediate rental income from day one with strong long term appreciation potential. Short term rentals, including Airbnb and vacation rentals are permitted, making this an exceptional opportunity for both short and long term investment strategies. Designed for both investor performance and tenant appeal, the home features granite countertops throughout, a modern kitchen backsplash, water purification system, ceiling fans with remote controls, a custom wood closet in the primary suite, and an additional storage/tool room for added functionality and convenience. Residents enjoy resort style amenities including a swimming pool, fitness center, tennis courts, playground, and clubhouse, all contributing to strong rental demand and tenant retention. Conveniently located near Disney, major highways, shopping, dining, and Central Florida attractions, this property offers an ideal combination of location, lifestyle, and investment potential.
Listing is courtesy of: AQUARELLE REALTY CORP (407-864-7856)
Listing Agent: Reggie Segovia (407-864-7856)
1201 BERMUDA LAKES LN #205, KISSIMMEE, FL 34741
$245,000259 Days on yellowkey MLS ID: S5135985
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1993Monthly Fee: $505 Tax: $2,852 (2024)Community: Gables At Lakeside CondoCondo
Taxes:$2,852
Remarks: Fully renovated and move-in ready 3-bedroom, 2-bath condo located in the desirable Gables at Lakeside community. This spacious second-floor unit offers a private entrance and peaceful pond views, creating the perfect setting to relax and unwind. Inside, you’ll find a bright and open layout with modern updates throughout, providing comfort and functionality for everyday living. The community features excellent amenities including a swimming pool, fitness center, tennis court, clubhouse, playground, and more — all within a quiet and well-maintained environment. Conveniently located in the heart of Kissimmee, just minutes from shopping, dining, major roadways, and The Loop. Whether you’re looking for a primary residence or an investment opportunity, this property offers both value and location. Schedule your private showing today.
Listing is courtesy of: CAINANBA LLC (407-724-4173)
Listing Agent: Cainan Almeida (407-724-4173)
3222 CUPID PL, KISSIMMEE, FL 34747
$319,500160 Days on yellowkey MLS ID: S5141535
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2018Monthly Fee: $575 Tax: $4,546 (2025)Community: West Lucaya VillageTownhouse
Taxes:$4,546
Remarks: Your own private getaway at 3222 Cupid Place, a stunning 4-bedroom, 3-bathroom townhome in the prestigious gated community of West Lucaya Village. This fully furnished home is tailored for the high-demand short-term rental market, offering a perfect mix of modern style and practical comfort. Ideally situated in the heart of the tourist corridor, you’re just a short drive from Walt Disney World’s gates, as well as the vibrant dining options, championship golf courses, and luxury shopping that define Central Florida. Outside, the West Lucaya Village resort lifestyle offers a range of impressive amenities. Guests and owners can relax by the swimming pool and jacuzzi, stay active in the modern fitness center, or enjoy the clubhouse game room and kids’ play area. The community also includes a basketball court and scenic picnic spots for outdoor gatherings. Whether you’re seeking a high-performing addition to your investment portfolio or a dream vacation home that pays for itself, this property delivers on all fronts.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
3177 FELTRIM PL #104, KISSIMMEE, FL 34747
$195,000585 Days on yellowkey MLS ID: O6257327
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 2008Monthly Fee: $485 Tax: $2,490 (2023)Community: Villas At Secret Lake CondoCondo
Taxes:$2,490
Remarks: This FULLY FURNISHED, FIRST FLOOR condo is ready for its next owner - for primary living or short and long-term rental! As you walk in, you are greeted by a large OPEN CONCEPT kitchen with tons of cabinets and countertop space, including a large breakfast bar seating area. Continuing through, you have a spacious dining and living area that looks out to your private patio! The primary suite features a WALK-IN CLOSET, oversized vanity, and updated tile WALK-IN SHOWER. The guest bedroom is set apart from the other allowing for added privacy, and also features a large vanity and tiled shower and tub. Stepping out from the living area, you have a serene COVERED PATIO with views of the nearby green space! The Villas at Secret Lake Condo Community features a clubhouse, community pool, fitness center, dog park, walking trails and more! Plus, the HOA fee includes cable, internet, water, trash, sewer, and exterior maintenance allowing for total easy and care-free living! The community is located just off US-192, allowing easy access to Walt Disney World, Margaritaville, I-4 and all of the area's best shopping, dining, and entertainment destinations. Add this home to your investment portfolio before it is gone!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sophia Gordon, Llc (239-898-1841)
304 LAKESHORE BLVD, KISSIMMEE, FL 34741
$1,650,00034 Days on yellowkey MLS ID: O6408922
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 3189 Built: 1930 Tax: $7,173 (2025)Community: Toliga Lake ViewApartment
Taxes:$7,173
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Petie Bilyk (407-361-1415)
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