Kissimmee Condos For Sale - 410 condos

Remarks: Escape to your sunny sanctuary at 3060 Pirates Retreat Ct Unit 309! Perched on the third floor within the delightful Caribe Cove Resort, this stylish 3 bed / 2 bath condo is your ticket to the ultimate Central Florida experience. Imagine unwinding on your private, screened-in patio after a day of adventure. Caribe Cove isn't just a place to stay—it's a lifestyle, offering a sparkling heated pool and spa for blissful relaxation, a well-equipped fitness center to stay energized, a welcoming clubhouse, and a fun playground. But the excitement doesn't end there! Step outside and find yourself moments away from the magic of Central Florida's top attractions, a dazzling array of restaurants to tantalize your taste buds, fantastic shopping finds, and endless entertainment. This isn't just a condo; it's your gateway to unforgettable vacations and a savvy investment in a prime location. Picture yourself making memories here – make it a reality!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to this charming 4-bedroom, 3-bathroom townhome located in the exclusive Venetian Bay Community! The property has recently been updated in the kitchen and bathrooms, featuring brand new high-end kitchen cabinets and quartz countertops. This property is a rare find and offers a perfect blend of elegance and functionality. With two master suites, an inviting open floor plan, a luminous main living and dining area, high ceilings, and an open kitchen with a breakfast bar, this home is truly exceptional. The home features updated fixtures that add a modern touch, enhancing its overall appeal. With its prime location just a short drive from I-4 and Florida's Turnpike, you get the best of both worlds—a beautiful home in a convenient location. It's ideally situated just 14 miles from Disney and a short drive from other Orlando-area theme parks. Creating unforgettable family memories is easy here. Nestled in a private gated community, you'll enjoy access to numerous amenities, including a hot tub, four swimming pools, a spacious clubhouse, barbecue and picnic facilities, a fitness center, and more. Don't miss out, make sure you come see this property before it's gone. Please note that all furniture is not included. Don't wait! Claim this truly remarkable townhome and start enjoying the Florida lifestyle today.

Listing is courtesy of: RE FLORIDA HOMES (954-589-7099)

Listing Agent: Roel Sarmago (321-209-5788)

Remarks: Under contract-accepting backup offers. Own a resort-style property near Disney at an affordable price — with the flexibility to live in it, rent it short-term, or both. Priced to sell and packed with value, this beautifully maintained 3-bedroom, 2-bath townhouse in the highly sought-after gated community of Venetian Bay Villages offers the perfect blend of comfort, flexibility, and resort-style living. Featuring a desirable two-story layout with a spacious first-floor primary suite, this home is ideal for full-time residents, vacation homeowners, or investors seeking a turnkey opportunity in the heart of Central Florida. Freshly painted and move-in ready, the open-concept design creates a bright and inviting atmosphere with seamless flow between the living, dining, and kitchen areas. Upstairs, two additional bedrooms provide privacy and versatility for guests, family, or rental use. Residents enjoy access to exceptional amenities including multiple resort-style pools, heated spa, fitness center, clubhouse, theater room, game room, tennis, basketball and volleyball courts, playgrounds, scenic fishing lakes, BBQ areas, and 24-hour guard-gated security. The HOA also covers exterior maintenance and landscaping, making ownership easy and low maintenance. Located just minutes from major highways, world-famous attractions, shopping, dining, and medical facilities, this property delivers outstanding convenience and lifestyle appeal. Short-term vacation rentals and long-term leasing are both allowed with no waiting period, making this an excellent opportunity for investors or buyers looking for maximum flexibility. Don’t miss this competitively priced opportunity in one of Kissimmee’s most amenity-rich communities.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)

Remarks: SHORT-TERM RENTAL APPROVED. FULLY FURNISHED.LOW HOA. Welcome to Club Cortile, a gated resort-style community ideally located in the heart of Kissimmee just minutes from Disney, shopping, dining, entertainment, and major highways. Whether you're searching for a PRIMARY RESIDENCE, VACATION HOME, or INCOME-PRODUCING INVESTMENT PROPERTY, this spacious 3-bedroom, 2-bathroom first-floor condo offers exceptional flexibility and value. Beautifully maintained and recently painted, the home has been meticulously cared for and is move-in ready. The open floor plan provides comfortable living and entertaining space, while the private SCREENED-IN BALCONY with NO REAR NEIGHBORS creates a peaceful setting to relax and unwind. Additional updates include a NEW HVAC SYSTEM installed in 2024, providing added peace of mind for years to come. The property is being sold FULLY FURNISHED, making it ideal for immediate occupancy or rental use. Residents and guests of Club Cortile enjoy access to RESORT-STYLE AMENITIES including a COMMUNITY POOL, CLUBHOUSE, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, and beautifully maintained grounds. Opportunities to own a well-maintained 3-bedroom condo in a gated community with SHORT-TERM RENTAL FLEXIBILITY, LOW HOA FEES, and such a prime location near Orlando's world-famous attractions are becoming increasingly difficult to find. Schedule your private showing today.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly sought-after Windsor Hills community in Kissimmee. This spacious unit offers a well-designed floor plan with comfortable living and dining areas, perfect for both relaxing and entertaining. The condo features a functional kitchen with ample cabinet space and a breakfast bar that opens to the main living area, creating a bright and inviting atmosphere. Both bedrooms are generously sized, with the primary suite offering a private ensuite bathroom for added convenience. Whether you're looking for a vacation home, short-term rental opportunity, or a primary residence, this property offers incredible flexibility. While the unit has not been updated, it provides a clean and well-kept canvas ready for your personal touch or future enhancements. Windsor Hills is a gated resort-style community known for its outstanding amenities, including a resort pool with water park features, fitness center, clubhouse, tennis courts, playgrounds, and more—all just minutes from Walt Disney World, shopping, dining, and major attractions. Don’t miss this opportunity to own in one of Central Florida’s most popular communities!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: AMAZING LAKEVIEW CONDO ON FIRST FLOOR. THE BEST ONE YOU CAN FIND. FULLY REFRESHED, NEW LAMINATED FLOORING ON BEDROOMS, FRESHLY REPAINTED, NEW FURNITURE ON MAIN BEDROOMS AND MORE. If you want to invest in short term rental, this is a great opportunity. Beautiful Three bedrooms & two bathrooms condo fully furnished and beautifully decorated, this open kitchen has quartz countertops, 42" cabinets, stainless steel appliances, washer and dryer, blinds. In Storey Lake Resort. Located in a community highly desirable and in a prime location in central Florida allowing for short term vacation rentals, great investment returns on this property kayak, lazy river, fitness center, miniature golf, quiet pool, splash pad, double slide, volleyball court and sports court.It is close to major attractions including Disney World just 7 minutes away, Disney Springs 3.5 miles, Orlando Premium Outlet 3.2 miles,

Listing is courtesy of: DECONOVA INTERNATIONAL REALTY (305-412-5520)

Listing Agent: Jose Collado (305-412-5520)

Remarks: Meticulously maintained and truly turn-key 2-bedroom, 2-bathroom condo in the sought-after, guard-gated Windsor Hills Resort community — just minutes from Walt Disney World, Universal Studios, and all the magic of Central Florida’s theme park corridor! This recently painted unit has been thoughtfully upgraded from top to bottom, making it a fantastic primary residence, vacation getaway, or short-term rental investment. The fully equipped kitchen boasts crisp white cabinetry with gold hardware, granite countertops, a hexagon-tile backsplash, and a dedicated coffee bar, along with a brand-new microwave, newer stove and dishwasher, and kitchenware — everything a chef or guest could need. The open living and dining area features new furniture including a comfortable sleeper sofa, a stylish round dining table, and new light fixtures throughout, all opening to a private balcony. Whimsical, professionally designed themed bedrooms set this home apart: an out-of-this-world Star Wars room with an immersive galaxy mural and matching decor, and a playful Mickey & Minnie-inspired bunk room complete with a fun mural and chalkboard welcome sign — a hit with vacationing families. In-unit laundry adds everyday convenience. Truly turn-key — just bring your suitcase! For buyers seeking a hands-off rental investment, the current management company is available to continue managing the property. Windsor Hills Resort offers resort-style amenities including a lagoon-style pool, water park, clubhouse, fitness center, movie theater, and 24-hour guard-gated security, all within one of Kissimmee’s most popular vacation home communities near Disney. Schedule your private showing today!!!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Devin Costley (407-230-5579)

Remarks: Welcome a beautifully maintained home located in the desirable Grand Palms community just minutes from Disney, major highways, shopping, and dining. This property offers an open and functional floor plan with abundant natural light, spacious living areas, and a seamless flow perfect for everyday living or vacation use. The kitchen features ample cabinetry, generous counter space, and overlooks the living and dining areas—ideal for entertaining family and guests. The primary suite provides a comfortable retreat with a private bath, while additional bedrooms with flexibility for family, visitors, or a home office. Enjoy Florida living with a private outdoor space perfect for relaxing after a day at the parks or by the community amenities. Grand Palms allows short-term rentals, making this an excellent opportunity for a primary residence, second home, or income-producing vacation property. Low HOA, prime location near attractions, and move-in ready. This condo so attractive for Airbnb rentals

Listing is courtesy of: INT'L PROFESSIONAL REALTY INC (407-699-7718)

Listing Agent: Natasha Noriega (407-591-0664)

Remarks: Under contract-accepting backup offers. This Beautifully renovated 3BD/2BA Condo, in a highly desired Flora Ridge gated community, features Brand New Appliances (3-Door French Door Refrigerator, Range, Over-the-Range Microwave, Dishwasher, Washer and Dryer), Brand New Granite Countertops with Brand New Undermount Sinks in Kitchen and Washrooms, Brand New Luxury Vinyl in the Master Bedroom with Walk-In Closet and Very Large Master Bathroom with Double-Sinks and Standing Shower, Newer flooring throughout, Newer Ceramic Tiles in Kitchen, Bathrooms and Laundry, Decently sized Bedrooms with plenty of natural light, Very Large Living Room and Dining Area as well as Fresh Paint throughout. Nice sized Balcony to enjoy your BBQs. Very well maintained Gated Community. Easy access to The LOOP, all the amenities, restaurants, shopping and medical facilities. ~20-25 mins from Disney, Universal and Orlando International Airport (MCO). Priced right and Ready to Move In, so hurry before it’s gone.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Noman Syed (856-577-8083)

Remarks: FULLY FURNISHED APARTMENT, WITH MASTER BEDROOM SET, BED, NIGHTSTANDS, AND TV, GUEST ROOM WITH TWO SINGLE BEDS WITH MATTRESSES, LIVING ROOM WITH TV, FURNITURE, AND COFFEE TABLE, BALCONY WITH CHAIRS AND OUTDOOR TABLE, KITCHEN WITH FRIDGE AND STOVE

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Jesus Valero Colina (954-982-4302)

Remarks: Beautiful Condo in Prime Kissimmee Location! - Welcome to 2848 Osprey Cove Pl, Apt 204, Kissimmee, FL 34746, a charming and well-maintained condo ideal as a primary residence, vacation home, or investment opportunity. This spacious 3-bedroom, 2-bathroom villa-style condo offers 1,136 sq ft of heated living space and 1,221 sq ft total area, featuring a comfortable one-story layout built in 2000 with a heating/cooling pack A/C system. The unit provides a functional floor plan with great natural light and inviting living areas that make it perfect for both personal use and rental potential. - Located in a highly desirable area of Kissimmee, the property is just minutes from Walt Disney World and other major theme parks, as well as shopping centers, restaurants, golf courses, and everyday conveniences. It offers easy access to US-192, I-4, and other major highways, making commuting and exploring Central Florida effortless. Its proximity to Orlando International Airport adds even more convenience for homeowners and short-term rental investors. - Don’t miss this opportunity to own a well-located condo in the heart of Central Florida, close to world-famous attractions and everything the area has to offer. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Viviana Arias (760-313-9240)

Remarks: MOVE IN TODAY - Honesty Home Builders presents brand-new 2-bedroom, 2-bathroom villas in Tuscany Preserve, a private gated community. These modern quadplex villas boast Spanish-style Tiled roofs, adding timeless charm to the community’s exterior. These modern quadplex villas feature ceramic tile throughout, 42” cabinets, granite countertops, and state-of-the-art stainless steel appliances. Tuscany Preserve provides exclusive amenities including a private gym, clubhouse, pool, tennis and basketball courts. Each home owner has high-speed internet and hundreds of TV channels covered by the association, life here is effortless! All financing options accepted: FHA, VA, and Conventional. Ask about the builder's preferred lender and closing cost incentives. Short-term rentals and Airbnbs are allowed!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Experience the perfect blend of luxury, convenience, and investment potential in this fully furnished 2-bedroom, 2-bath condo located in the highly sought-after Storey Lake Resort community. Ideal as a short-term rental, vacation home, or personal getaway, this beautifully maintained residence offers an open-concept floor plan designed for comfort and effortless entertaining. The spacious living and dining areas flow seamlessly into the modern kitchen, creating the perfect space to relax after a day of enjoying Central Florida’s top attractions. Located just minutes from Walt Disney World Resort, shopping, dining, and major highways, Storey Lake is one of the area’s premier resort-style communities known for its unbeatable location and world-class amenities. Residents and guests enjoy access to a stunning clubhouse, resort-style pool, lazy river, fitness center, tennis courts, playgrounds, canoe and kayak access, sand volleyball, basketball courts, mini golf, and more — delivering the ultimate Florida lifestyle experience. Whether you’re looking to expand your investment portfolio or own a vacation retreat in the heart of Central Florida, this exceptional property offers the perfect combination of lifestyle, location, and income-producing opportunity.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)

Remarks: Turnkey investment opportunity in a fully operational condo-hotel located in the heart of Kissimmee’s most vibrant resort corridor. Unit #502 at 3151 Sunset Walk Dr offers the ideal combination of short-term rental income, professional management, and resort-style living, just minutes from Walt Disney World and Central Florida’s top attractions. This fully furnished unit is designed specifically for high-occupancy short-term rentals, featuring a modern open layout, granite countertops, quality finishes, and hotel-style interiors that appeal to vacationers year-round. Ownership allows for personal use while maximizing income through established rental programs. The community delivers full resort amenities, including: Resort-style pool & lounge areas Fitness center & spa services On-site restaurants, bars, and entertainment venues Concierge & guest services Retail shops & walkable promenade High-demand tourist location with constant foot traffic Located within Sunset Walk, one of the most dynamic entertainment districts in Central Florida, this property benefits from strong rental demand, proximity to theme parks, dining, shopping, and major highways — making it a high-performing asset for investors seeking cash flow and long-term appreciation. Ideal for investors looking for a hands-off, professionally managed short-term rental, a vacation property that pays for itself, or a diversified real estate portfolio addition in a proven tourism market. Low-maintenance. High demand. Strong income potential. Opportunities like this do not last.

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Jonathan Casique (407-734-8376)

Remarks: TURNKEY & FULLY FURNISHED—JUST BRING YOUR SUITCASE! Welcome to one of the largest condominium floor plans in Oak Water Resort, offering 3 bedrooms, 2.5 bathrooms, and 1,808 square feet of comfortable living space. Short-term rentals are permitted, making this an exceptional opportunity as a vacation home, income-producing investment property, second home, or primary residence. Located in the highly desirable Kissimmee resort corridor, just minutes from Walt Disney World and Central Florida's premier attractions, this property places you in one of the area's most sought-after vacation destinations. Enjoy convenient access to shopping, dining, golf, entertainment, and major highways, making it an ideal choice for both personal enjoyment and excellent rental potential. The open-concept floor plan is designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, decorative tile backsplash, a large center island, and a new microwave installed in March 2026. The spacious living, dining, and breakfast areas provide plenty of room to gather with family and guests, while ceramic tile flooring throughout the first floor offers both style and easy maintenance. The upstairs owner's suite includes a walk-in closet and private en-suite bath with a walk-in shower. Two additional fully furnished bedrooms share a second full bathroom, and the conveniently located second-floor laundry room includes a full-size washer and dryer. Recent improvements include a new HVAC system installed in June 2026, updated electronic thermostat, video doorbell, ceiling fans, and an expanded outdoor patio, adding comfort, convenience, and value. Relax on the screened, covered lanai overlooking beautifully landscaped tropical gardens and scenic walking paths throughout the community. Residents and guests enjoy outstanding resort-style amenities within this gated community featuring overnight roving security personnel, including a heated lagoon-style swimming pool, spa, fitness center, clubhouse, game room, tennis and basketball courts, splash pad, playground, sand volleyball court, and beautifully maintained grounds. The monthly condominium fee delivers exceptional value, covering high-speed internet, cable TV, pest control, and access to all community amenities and recreational facilities, including the resort-style pool, fitness center, clubhouse, sports courts, and common area maintenance—making ownership simple, convenient, and cost-effective. Whether you're searching for a Kissimmee vacation home, a Disney-area short-term rental, a Florida investment property, or a low-maintenance primary residence, this exceptional condominium offers the flexibility, location, and lifestyle today's buyers are looking for. Book your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Chris Bunnell (321-287-4230)

Remarks: Location, Location ,Location !!! Flora Ridge condominium Beautiful Apartment 3 Bedroom 2bathroom 1st floor Unit with convenient Elevator Access community pool ,club house . features Open Floor plan with Modernized Kitchen with breakfast bar, throughout ceramic Flooring .In the main living and dining spaces, ceiling fans ,Screened Balcony for enjoy the sunset with families and friends. all appliances included. Gate community with virtual guard , No short-term rentals. this is good deal for long term, community parking is available with Covered spaces Close to Loop shopping restaurants. Theme parks SELLER MOTIVATED don't wait. Schedule your private showing today.

Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)

Listing Agent: Bernardino Castorani (407-582-9011)

Remarks: LISTING PRICE DRASTICALLY REDUCED!! Nestled in the peaceful Heritage Homes Condo community, this charming 2-bedroom, 1-bathroom, fully furnished unit offers a serene retreat in the heart of Kissimmee. A major infrastructure upgrade was finished in Feb. 2026, including the replacement of old iron sewer mains, inlet pipes, and drinking-water lines with modern heavy-duty systems. Also new roof replacement is on the way to be finished during March 2026. Step inside to an inviting home with a cozy and tranquil ambiance—perfect for comfortable living or entertaining. Residents enjoy access to a community swimming pool, amenity center, and beautifully maintained green areas. The location is exceptionally convenient, just minutes from State Road 192, top-rated schools, shopping centers, hospitals, medical offices, restaurants, and Central Florida’s renowned attractions. Recent updates included repaved community roads and parking lots in 2023, as well as a new A/C unit. Heritage Homes is a 55+ restricted community, residents must be 18 years or older, with limited exceptions for temporary visitors under 18. This wonderful unit combines comfort, convenience, and peace of mind. Contact your agent to schedule a showing—this home will sell fast!

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Alberto Sanchez (787-347-5400)

Remarks: Fully furnished!Investor opportunity!! Short term rental approved!! Welcome to this stunning, nearly new condo in the heart of Kissimmee! Designed with luxury finishes and meticulous attention to detail, this 2-bedroom, 1-bathroom residence is the perfect blend of modern elegance and comfort. From the sleek, open-concept kitchen with premium countertops and stainless-steel appliances to the stylish flooring and designer lighting, every inch of this space radiates sophistication. Guests will enjoy the convenience of a tranquil on-site park, ideal for relaxing strolls or outdoor leisure. Situated just minutes from Orlando's top attractions, this condo is an incredible Airbnb opportunity, offering a prime location, unmatched style, and an unforgettable experience for every visitor. This property can be sold furnished or unfurnished.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Viviana Arias (760-313-9240)

Remarks: Discover the perfect blend of comfort, convenience, and investment potential in this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly desirable Oakwater Community of Kissimmee. This spacious residence features an open-concept floor plan with abundant natural light, a well-appointed kitchen, and a comfortable living and dining area designed for both everyday living and entertaining. The generous primary suite offers a private retreat with an en-suite bathroom, while the second bedroom and bath provide flexibility for guests, family, or rental opportunities. Enjoy relaxing on your private screened lanai and take advantage of the resort-style amenities Oakwater is known for, including a community pool, fitness center, clubhouse, playground, tennis courts, and more. Ideally situated just minutes from Walt Disney World®, world-class attractions, shopping, dining, and major highways, this property is perfect as a primary residence, vacation home, or short-term rental investment. Experience the best of Central Florida living in one of Kissimmee's most sought-after resort communities. Schedule your private showing today and see why Oakwater continues to be a favorite destination for residents and visitors alike!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: SHORT-TERM RENTALS ALLOWED | AIRBNB FRIENDLY | GATED COMMUNITY | INVESTMENT OPPORTUNITY! Incredible opportunity to own a versatile 2-bedroom, 2-bath condominium in one of Kissimmee's most sought-after locations. Whether you're searching for a profitable Airbnb, vacation rental, long-term investment, second home, or primary residence, this property offers the flexibility today's buyers and investors are looking for. Located inside a well-maintained gated community, this move-in-ready condo features an open and functional floor plan filled with natural light, spacious bedrooms, comfortable living and dining areas, and a layout designed for both everyday living and rental success. Residents enjoy outstanding community amenities including a gated entrance, resort-style swimming pool, fitness center, tennis courts, playground, and beautifully maintained grounds. Location is everything! Conveniently situated just minutes from US-192, Osceola Parkway, SR-417, Florida's Turnpike, and John Young Parkway, providing quick access throughout Central Florida. Enjoy being close to Walt Disney World, Disney Springs, Universal Orlando Resort, SeaWorld Orlando, Old Town, Downtown Kissimmee, The Loop shopping district, Publix, Target, Walmart, premium dining, entertainment, golf courses, medical centers, and Orlando International Airport. With strong rental potential, outstanding amenities, an unbeatable location, and the flexibility to allow short-term rentals, this property is an exceptional opportunity for investors and homeowners alike. Don't miss your chance to own a piece of Central Florida in one of the area's highest-demand rental markets. Schedule your private showing today before this opportunity is gone!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)