Kissimmee Single Family Homes For Sale - 2029 homes

Remarks: Welcome to 4261 Twilight Trail, a stunning custom-built estate nestled on 5 private acres in the heart of Kissimmee. This property was thoughtfully designed with comfort, quality, and style in mind, featuring numerous upgrades throughout the home. Enjoy the perfect balance of space and privacy while still being close to shopping, dining, schools, and major highways. With its open layout, modern finishes, and expansive outdoor space, this home is ideal for families, entertaining, or those who simply want to enjoy the beauty of Florida living.

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

Listing Agent: Ralph Carrion (407-572-1266)

Remarks: Under contract-accepting backup offers. Beautifully maintained home in the heart of Kissimmee featuring a roof replaced approximately 2 years ago, fresh exterior paint, new water heater, and new refrigerator with transferable 1-year warranty. Property also includes hurricane shutter panels for added convenience and peace of mind. Ideally located near supermarkets, shopping, dining, Starbucks, major highways, Orlando International Airport, and just minutes from Lake Nona. A great opportunity to own a move-in ready home in a convenient Central Florida location!

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Antonio Fuentes, Jr (407-288-5182)

Remarks: Welcome to this stylishly decorated home located at 2358 Salty Winds Way in the sought-after Solara Resort community of Kissimmee. This spacious residence offers six bedrooms and four and a half bathrooms, thoughtfully designed with both comfort and entertainment in mind. The open layout features a modern kitchen with granite countertops, stainless steel appliances, and a pantry, flowing seamlessly into the gathering room and breakfast nook. The first-floor owner’s suite provides a private retreat with a double vanity and large walk-in closet. Upstairs, a versatile loft, a private cinema, and a game room create additional space for fun and relaxation. The home also showcases beautifully themed childrens bedroom with Disney-inspired décor, alongside elegant and stylish design throughout. Outdoors, a covered lanai and private pool offer the perfect setting for entertaining or unwinding. Located in the gated Solara Resort, residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, and recreational facilities, all just minutes from Disney and Orlando’s top attractions.

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Juliana Garcia Moraes (407-721-2442)

Remarks: Turnkey Disney-Area Pool Home with Solar Savings perfect for a primary residence or investment property! Ideally positioned in the heart of Kissimmee, this beautifully maintained 3-bedroom, 2-bathroom pool residence offers a premier investment opportunity just minutes from Central Florida’s major attractions. Currently operating as a highly successful vacation rental, the property boasts immediate income potential. Guests can relax in the private, screened-in pool enclosure, while owners benefit from advanced solar technology that significantly lowers operational utility costs. Situated in a desirable community with No CDD fees. The Association of Poinciana includes an expansive resort style pool, fitness center, Ball room spaces, Dog park, Youth and community programming, memberships are optional for available social activities throughout the community.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Rose Mandes (813-334-4710)

Remarks: Location, location! The seller is motivated to assist with some closing costs, which can be used to lower the interest rate or pay for closing expenses. Don't miss this opportunity to live in Tapestry community First time buyers ,investors Spectacular 4/3 with a beautiful landscaping exclusively designed for the property, it is located in one of the best areas of Kissimmee, with good access to I4, Osceola pkwy, 417, 528 and turnpike, access to everything you need for your daily living. It is a 24 hour guarded gate community with excellent amenities In addition, the house has a covered and completely fenced patio to generate privacy in your patio and your parties. Don't miss out on this opportunity.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Juan Oberto (407-810-3694)

Remarks: Welcome to 9039 Pelican Cove Trace — a fully furnished, turnkey 7-bedroom, 6.5-bathroom luxury vacation home located in the coveted gated community of Solara Resort, just minutes from Walt Disney World. This spacious 3,533 sq ft property is designed for optimal short-term rental performance and guest satisfaction, offering themed bedrooms, a private screened pool and spa, and full access to resort-style amenities. The home features an open-concept main level with a gourmet kitchen, oversized island with seating for 8, dining area, cozy sitting space, and a bright living room anchored by a wall-mounted TV and built-in electric fireplace. Sliding glass doors lead directly to your private outdoor oasis — perfect for soaking up the Florida sun or enjoying poolside evenings. Investor highlights include three king suites, two themed rooms (Mickey & Harry Potter), multiple entertainment zones, and no required updates. Solara Resort’s clubhouse includes a surf simulator, water slides, zero-entry pool, splash pad, restaurant/bar, fitness center, sports courts, and more — all included with HOA access. Whether you're building your portfolio or entering the short-term rental market, this income-producing, guest-ready property delivers exceptional return potential, resort-level amenities, and the ultimate Florida experience.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Under contract-accepting backup offers. Move-in ready home ideally located near shopping and dining. This well-maintained property features an open-concept split floor plan with 3 bedrooms, 2 bathrooms, and a 3-car garage, designed for both privacy and entertaining. Recently painted on the interior, the home offers a spacious kitchen with granite countertops, birch wood cabinets with crown molding, a large island, tile backsplash, pantry, and exterior venting for the microwave. All appliances are included. The primary suite provides ample space and includes an owner’s retreat measuring approximately 11 x 9.8, ideal for a sitting area, office, or flex space. Additional features include a Ring security system and alarm system, as well as 9 exterior security cameras surrounding the property. Enjoy outdoor living with a fully covered and screened lanai, paved driveway, and a spacious backyard with water views and no rear neighbors. The yard is partially fenced with a combination of metal fencing to preserve the lake view and vinyl fencing for added privacy. Turnkey and ready for its next owner.

Listing is courtesy of: INNOVATION GROUP REALTY LLC (407-272-9999)

Listing Agent: Madeline Rivera (407-757-8544)

Remarks: Under contract-accepting backup offers. Welcome to a GREAT OPPORTUNITY! Either to own a FULLY FURNISHED ready-to-go vacation home or a place to call your very own AND WITH A NEW ROOF BY CLOSING. The highly sought-after resort community of TERRA VERDE is perfect for either. A 24 hour guard gated community with resort amenities, Terra Verde is the ideal destination for vacationers as it is only minutes to Disney and easy access to anywhere in Central Florida! A spacious 4 bedroom 3 bathroom split plan layout with 2 BEDS and BATHS EN SUITE. Large, single floor square footage well utilized with two living areas. Relax in the beautiful screened pool and spa or just lounge and enjoy the privacy from NO REAR NEIGHBORS. Add this one to your showing list today! You'll be glad you did!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Mark Colvin (407-637-7301)

Remarks: One or more photo(s) has been virtually staged. Beautiful single-story (ground floor) home located in a quiet, well-located, and peaceful community in Kissimmee, where short-term rentals are allowed — making it an excellent opportunity for a primary residence, vacation home, or short-term rental investment. This property features a 2-car garage, a spacious corner lot, and a screened private pool with solar heating, perfect for enjoying the Florida lifestyle year-round. The main living area (great room) opens directly to the pool through large glass sliding doors, creating a seamless indoor–outdoor flow ideal for entertaining and relaxing. The home includes a roof replacement completed in 2018, and bedrooms feature new vinyl flooring, offering added peace of mind. The backyard provides walkable access to a nearby lake, perfect for scenic walks and enjoying nature. Conveniently located near shopping, dining, major highways, and Central Florida attractions, while still maintaining a calm and residential atmosphere.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Jessica Sato (407-914-3157)

Remarks: This 3 bedroom, 2 bath ranch style home offers 1,493 sq ft of living space, built in 2012 with durable block construction and tile flooring throughout. This property backs to a permanent wooded easement that provides long term privacy and a natural, undevelopable buffer. The interior is freshly painted and features a functional split bedroom layout, spacious living areas, and an air conditioning system replaced within the last 5 years for improved efficiency and comfort. The single story design offers easy accessibility and low maintenance living. This home combines privacy, solid construction, and a rare backyard oasis. An excellent opportunity for buyers with long term appeal.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Monica Dalton (407-207-2220)

Remarks: WOW! BEST DEAL on the Market!! Own a Meticulously Maintained, move-in ready 4 BED + 2 BATH + 2-Car-Garage + Fully-Fenced Backyard Home in a Beautiful Neighborhood at the INCREDIBLE price of $300K!!! Exciting updates that bring peace of mind (& discounted homeowner's insurance rates) are: NEW ROOF (2023), NEW HVAC (2025) AND a New Water Heater (2025)! NO Flood Zone (Flood Zone X), Brand New Interior Paint throughout (2026), an Entire Home Water Filtration System, All Kitchen Appliances, and Washer/Dryer are INCLUDED!!! Enjoy a smart and welcoming floorplan where 3 bedrooms and a separate indoor laundry room greet you at the front of the home, while the entryway opens effortlessly into a spacious living room, dining room, and kitchen complete with a large island that’s perfect for gathering, entertaining, or extra seating. Tucked away in the back of the home for added privacy, the primary suite feels like your own retreat with a large walk-in closet, relaxing soaking garden tub, and a separate oversized standing shower. The charming backyard is made for anyone who appreciates privacy and low-maintenance living — fully fenced and filled with mature landscaping and beautiful fruit-producing trees — creating the perfect spot to unwind with a glass of wine and enjoy your own peaceful Florida oasis at the end of the day. Located in Kissimmee’s Hammock Trails neighborhood where you can truly live where the magic happens! Just minutes from Walt Disney World, Disney Springs, Celebration and Historic Downtown Kissimmee. Enjoy a community pool, soccer field, and playground with an easy commute to local schools, shopping, and everything Central Florida has to offer!

Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)

Listing Agent: Janissa Soto (386-882-1430)

Remarks: Welcome home to this beautifully renovated 3 bedroom, 2 bath Savoy model in the highly sought after GATED and GUARDED Solivita community. Designed with a desirable split floor plan, this home showcases thoughtful upgrades and modern finishes throughout. Step inside to find luxury vinyl flooring flowing seamlessly through the main living areas, complemented by stylish tile in the kitchen and bathrooms. Fresh paint and trendy light fixtures add a bright, contemporary feel, while a BRAND NEW 2024 ROOF offers peace of mind. The stunning kitchen is truly the heart of the home, featuring all NEW stainless steel appliances, sleek QUARTZ countertops, and an ample amount of NEW cabinetry. A spacious breakfast bar opens to the living area, creating the perfect setting for entertaining family and friends. The primary suite includes a private adjoining sitting room for an added touch of luxury. Beyond the home, Solivita offers an unmatched lifestyle in a vibrant 55+ active adult community. Residents enjoy access to over 40 exceptional amenities, including 14 heated pools, multiple spas and hot tubs, pickleball and tennis courts, two golf courses with a driving range, an indoor walking trail with air conditioning, on site dining, a spa, dog parks, and even a farmers market, just to name a few. Experience resort tyle living every day in this move in ready gem.

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

Listing Agent: Natalie Feldman (407-574-1915)

Remarks: Short Sale. AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of modern elegance and convenience in this meticulously updated 5-bedroom, 3.5-bath home nestled in the tranquil Rolling Hills neighborhood. Featuring stunning vaulted ceilings, durable Pergo engineering flooring, and an open-concept living area bathed in natural light. The designer kitchen boasts quartz countertops, a stylish backsplash, and stainless steel appliances. Relax in the refined comfort of remodeled limestone bathrooms. The main floor features a private primary suite, a second bedroom, and a full laundry room. Step outside to your private screened-in oasis—perfect for entertaining. Whether you are looking for a stunning primary residence, a relaxing vacation home, or a high-yield investment, this home offers it all.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Manuel Hernandez Pacheco (407-686-7686)

Remarks: Now Offered at an Improved Price! Welcome to this stunning, newly renovated, TURN-KEY Themed Vacation Home situated within the gated community of Reunion Resort. Over 40K in future bookings already reserved through the end of 2026. This exquisite property boasts a private pool and spa, as well as an array of incredible features and themes that will transport you to a world of adventure and imagination. As you enter the home, you are greeted by an open and bright living room area with a Pirates of the Caribbean theme throughout the first floor. The living room is complete with an HD TV and overlooks the fully equipped kitchen, featuring solid stone countertops and stainless-steel appliances. The dining area with seating for 8 completes the open concept layout. On the main floor, you will also find the large master bedroom with a king-size bed, en-suite bathroom with double sinks, a soaking tub, and a walk-in shower. Prior to making your way up the stairs, there is a fully converted state-of-the-art movie & arcade bonus room. This impressive space includes 8 theater-style chairs, a 120-inch projection TV, 2 Batman driving gaming consoles, a Terminator shooting game, and an Xbox gaming area. Upstairs, you will find the pub loft area, complete with a pool table, an oversized bar area, a large TV with neon lights, and another full-size gaming console for playing Golden Tee Golf and other classic games before hitting the course. The second floor features two professionally themed kid sanctuaries. The first is a Harry Potter World of Wizardry room with two full-sized bunk beds and a hidden slide that leads to the second theme bedroom. The second bedroom is a Star Wars inspired room with amazingly realistic armored transport décor and a bunk bed. Additionally, there are two more king suites, one of which has a walk-out balcony overlooking the stunning views of the golf course. Enjoy the resort lifestyle within the gated community of Reunion Resort, just minutes away from Walt Disney Parks, other major Orlando attractions, and some of the best beaches in the world. The resort itself offers 12 community pools, 3 signature golf courses (Palmer, Watson, Nicklaus), a multimillion dollar water park, several onsite restaurants, 2 golf pro shops, six hydro-grid clay tennis courts, a full-service spa, and a brand new miniature golf course. Financials are available upon request to anyone looking to make this an investment property. There are many options for rental management companies that we can provide more information on.

Listing is courtesy of: XCELLENCE (866-595-6025)

Listing Agent: Dan Dinozzi (203-982-7164)

Remarks: Under contract-accepting backup offers. Welcome to this STUNNING 4 bedroom, 2.5 bath POOL home nestled in the charming Country Side Manor Community. Perfectly positioned on a beautifully landscaped 0.60-acre lot with no rear neighbors, this FULLY RENOVATED gem offers privacy, space, and exceptional upgrades throughout. Step inside to an inviting open-concept living area filled with natural light and adorned with gorgeous tile flooring that flows seamlessly throughout the home. The heart of the home, the kitchen, is designed to impress, featuring a spacious center island perfect for gathering, elegant QUARTZ countertops, soft-close cabinetry, a complimenting backsplash, and brand new stainless steel appliances. Enjoy casual mornings in the cozy breakfast nook overlooking the sparkling pool, or host memorable dinners in the more formal dining space made for special occasions. Just off the kitchen, a versatile bonus living area provides endless possibilities from a family room to a home office, playroom, or den, tailored to fit your lifestyle. The thoughtfully designed split-bedroom floor plan offers privacy and comfort. The primary suite is a true retreat, complete with French doors leading to the pool area, a walk-in closet, and a beautifully updated en-suite bath featuring dual vanities and a large walk-in shower. Step outside to your own private oasis, as the screened pool and spacious covered lanai create the ultimate setting for entertaining, from summer BBQs to birthday celebrations or simply relaxing in the Florida sunshine. Storage and functionality abound with a MASSIVE 50x30 steel building offering endless potential, workshop, RV or boat storage, home business space... PLUS an additional 10x12 shed for even more convenience. This home is truly move-in ready,  just bring your belongings and your toys. Don’t miss your opportunity to own this exceptional property that blends modern upgrades, outdoor living, and peaceful surroundings.

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

Listing Agent: Natalie Feldman (407-574-1915)

Remarks: Short Sale. Short Sale. Short Sale. Short Sale. Short Sale. "SHORT SALE"-All Due Diligence to be done prior to signing/zero day inspection-Buyer to close with Seller's Title Company-Sale third party approval-Short Sale is being professionally processed by Quick Homes, LLC. Buyer Responsible for Short Sale Processing Fee of $5,000. Property sold as-is do not send low ball offers, no assignable as will not be review. Property does need some TLC Sold As-Is!!!!!

Listing is courtesy of: SWEET HOMES REALTY LLC (407-219-5131)

Listing Agent: Ivy Gonzalez (407-556-5846)

Remarks: Attention Buyers! Seller offers $30,000 credit to the buyer for whatever they need! Buy down your interest rate, make improvements to the home. In any case, home is priced to be sold AS-IS, with no provision for repairs. Very nice one-story 4 bedroom home with dual primary suites plus a home office. Situated on a one-third-acre lot on a cul de sac. Enter the home to see a large living room with crown molding, dining room to the right and French doors that lead to the office on your left. The kitchen features a high breakfast bar, solid surface counters, and all appliances will stay. The primary bedroom features a walk-in closet, and private bath with granite-topped vanity, jetted garden tub, and step-in glass tiled shower. This bedroom exits to the huge enclosed back porch. The second bedroom also has a full private bath. Bedrooms 3 and 4 share the 3rd full bath. Three of the bedrooms have painted concrete floors, ready to receive the floor covering of your choice. The inside laundry room has a utility sink for convenience. From the living room, go through the sliding glass doors to the enclosed porch, with view to the concrete patio, perfect for the BBQ, and the fenced back yard. There is a potting shed and a storage shed/workshop with a concrete ramp and electric power. The home is on city water and septic, to keep your water bill low. HOA is only $200 per quarter and there is no CDD here. The roof was replaced in 2018. The home is priced to sell AS-IS.

Listing is courtesy of: ASSIST 2 SELL ACE FULL SERVICE REALTY (407-892-1001)

Listing Agent: Don Ruizzo (407-873-7803)

Remarks: Location! Location! Location! Welcome to this beautiful 3-bedroom, 2.5-bath townhome located in the heart of Kissimmee, one of Central Florida’s fastest-growing and most desirable areas. Conveniently situated just minutes from The Loop, this property offers quick access to major highways, shopping, dining, entertainment, and top-rated schools, making it ideal for both homeowners and investors. This well-maintained home features modern finishes throughout, an open and functional floor plan, and a cozy private patio perfect for grilling and outdoor gatherings. Enjoy the upgraded staircase with no carpet, adding both style and easy maintenance. The spacious living and dining areas create a comfortable atmosphere for everyday living and entertaining. Whether you are looking for a primary residence, or investment opportunity, this townhome offers exceptional value in a prime location with strong rental demand and continuous area growth.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Eliud Cruz (407-433-1282)

Remarks: Welcome to 320 Ballo Drive in BellaVida Resort, where space, comfort, and resort style living come together in a beautifully designed 6 bedroom, 4 bathroom pool home with tranquil water views. Built in 2019 and offering nearly 2,900 square feet, this two story residence stands out with a layout that feels both spacious and functional, making it equally appealing as a primary residence, vacation home, or income producing investment. From the moment you enter, the home opens into a bright and inviting main living area designed for gathering, with generous living and dining spaces that flow seamlessly into the kitchen. Here, you will find rich solid wood cabinetry, solid surface countertops, stainless steel appliances, pantry storage, and a large island with bar seating that anchors the heart of the home. Oversized sliding glass doors draw your eye straight to the screened pool and water view, creating the kind of indoor outdoor connection buyers love. The first floor primary suite offers a private retreat with a spacious bedroom, natural light, and an en suite bath with dual sinks, an extended vanity, and glass enclosed shower. A second first floor bedroom and nearby full bath add flexibility for guests or multigenerational living. Upstairs, the home continues to impress with four additional bedrooms, two full bathrooms, a dedicated laundry room, and a large loft that is more than just bonus space. It is a true second living area, ideal for a media room, game room, or lounge. Outside, the screened pool area is a standout feature. With an expansive deck, room to relax and entertain, and peaceful water views stretching beyond the enclosure, the backyard setting feels open, bright, and made for enjoying Florida living. BellaVida Resort adds even more value with its gated entrance, clubhouse, resort style pool, fitness center, basketball and volleyball courts, walking trails, and scenic lake, all in a location close to shopping, dining, and the attractions along US 192. This is the kind of home that delivers size, versatility, and lifestyle all in one.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Peter Luu (321-917-7864)