Location: Kissimmee
Do Not Show Listings
2481 WINCHESTER BLVD, KISSIMMEE, FL 34743
$259,90010 Days on yellowkey MLS ID: O6413677
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1023 Built: 1997Monthly Fee: $28 Tax: $4,605 (2025)Community: Remington PointeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,605
Elementary School: Cypress Elem (K 6)
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Denn John Middle
Remarks: Attention Investors and Visionaries! Nestled on a quiet, highly desirable cul-de-sac, this 3-bedroom, 2-bathroom home is the ultimate blank canvas. Featuring great bones and a highly functional layout, the interior includes a kitchen with sleek appliances ready for your value-add touches to force instant equity. The attached 2-car garage doubles perfectly as a maker's workshop or project hub. The crown jewel? A fully fenced backyard oasis complete with a private pool—a massive premium for maximizing future ARV, securing top-tier rental income, or hosting ultimate summer gatherings. Bring your blueprints and your toolbelt to unlock this property’s incredible ROI potential!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
3305 TRANQUIL TRL, KISSIMMEE, FL 34747
$367,000111 Days on yellowkey MLS ID: O6386555
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2023Monthly Fee: $198 Tax: $4,452 (2025)Community: The Hub At WestsideTownhouse
Taxes:$4,452
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: Turnkey Income-Producing Short-Term Rental in The Hub at Westside – Fully Furnished & Operational Investor alert! This professionally operating short-term rental is a fully furnished, revenue-generating property located in the highly desirable Hub at Westside community in Kissimmee. Just minutes from Central Florida’s top attractions, this property is already optimized for short-term rental success with all systems, processes, and guest management in place. This is not just a home — it’s a cash-flowing business. The property is actively operating as a short-term rental with established booking history, streamlined management procedures, and strong guest satisfaction. Highly rated on Airbnb, it offers immediate income potential from day one — no setup delays, no furnishing costs, no trial-and-error phase. Highlights: • Fully furnished and professionally designed for guest appeal • Active short-term rental operation • Highly rated on Airbnb • Proven revenue performance • Turnkey management processes in place • Located in a high-demand vacation rental corridor Perfect for: • Out-of-state investors • International buyers • 1031 exchange buyers • First-time STR investors wanting immediate cash flow • Portfolio expansion buyer • Even as a vacation community, it is also perfect for a full time family living. Whether you’re looking to scale your short-term rental portfolio, acquire a stabilized income-producing asset in a prime tourism market, or a nice place to live with your family, this opportunity checks every box. Income, infrastructure, and reputation — already built for you. • Seller to contribute $2,000 toward buyer's closing costs
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Deisi Oliveira (407-558-9301)
106 VISTA DR, KISSIMMEE, FL 34759
$279,90024 Days on yellowkey MLS ID: O6411500
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1786 Built: 2004Monthly Fee: $441 Tax: $2,937 (2025)Community: Solivita Ph 04C Sec 02Single Family
Taxes:$2,937
Elementary School: Palmetto Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: One or more photo(s) has been virtually staged. Seller incentives available with an acceptable offer, creating added value and flexibility for buyers seeking one of the best opportunities in Solivita. Welcome to resort-style living in this spacious 3-bedroom, 2-bath home offering approximately 1,786 square feet within one of Central Florida's most desirable 55+ gated communities. Major recent improvements include a NEW ROOF (2024), freshly painted interior, and brand-new carpeting in the bedrooms, providing a strong foundation for comfortable Florida living. The open-concept layout offers generous living and dining spaces, a functional kitchen, and a screened lanai perfect for enjoying morning coffee, entertaining guests, or relaxing outdoors year-round. This well-maintained home presents an exceptional opportunity for buyers looking to personalize a home while benefiting from significant recent updates and seller incentives designed to enhance affordability and overall value. Located within the award-winning Solivita community, residents enjoy access to championship golf courses, multiple resort-style pools, state-of-the-art fitness centers, pickleball and tennis courts, walking trails, on-site dining, entertainment venues, and hundreds of clubs and activities. Whether you're searching for a primary residence, seasonal retreat, retirement home, or active adult lifestyle community in Central Florida, this property offers outstanding value, desirable updates, and access to the vibrant Solivita lifestyle that continues to attract buyers from across the country.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Karen O'Neil (407-789-5565)
1933 ESTANCIA CIR, KISSIMMEE, FL 34741
$269,000416 Days on yellowkey MLS ID: S5125794
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1716 Built: 2006Monthly Fee: $337 Tax: $2,409 (2024)Community: Villas At Estancia CondoTownhouse
Taxes:$2,409
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: BACK ON THE MARKET! THE PREVIOUS CONTRACT WAS TERMINATED DUE TO THE BUYER NOT QUALIFYING FOR FINANCING. This gem is available again. DON'T MISS THIS OPPORTUNITY. PRICE REDUCED — This modern 1,716-square-foot townhouse has been beautifully remodeled for lifestyle where convenience and serenity meet. Strategically located at 1933 Estancia Dr, you are just minutes away from the best the area: from daily grocery runs at Publix and Walmart to afternoon shopping at premier malls and dinners at top-rated restaurants. Upon entering, you are greeted by an intelligent and cozy layout that flows into a second floor with three spacious bedrooms and two full bathrooms, while the main level provides a convenient half-bath for guests and a spacious two-car garage. What truly sets this property apart is the peace of its backyard; with no rear neighbors, you can enjoy beautiful, private afternoons perfect for relaxing or hosting a family BBQ in total tranquility. For your family’s ultimate peace of mind, the association takes care of the landscaping, irrigation, exterior painting, and roof maintenance—so after a long day at work, you can simply come home to relax, unwind, and focus on what truly matters: spending quality time with your loved ones. Look no further; this home combines a premium location with the comfort you’ve been searching for.
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Cielo Diaz (321-443-5029)
2963 SERA BELLA WAY, KISSIMMEE, FL 34744
$500,000104 Days on yellowkey MLS ID: S5144389
REDUCED by $15,000 (2.9%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 2016Monthly Fee: $120 Tax: $5,072 (2025)Community: Sera BellaSingle Family
Taxes:$5,072
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Welcome home to 2963 Sera Bella Way, a fully upgraded, two-story stunner offering the perfect blend of elegance, comfort, and incredible versatility! Boasting 2,416 sq. ft. of beautifully designed living space, this 3-bedroom, 2.5-bathroom home truly has it all—including a phenomenal location that puts convenience at your fingertips. From the moment you pull into the gorgeous brick paver driveway, the curb appeal draws you in. Step inside to find a bright and spacious open floor plan featuring a formal dining area and a large, welcoming family room. The heart of the home is the breathtaking upgraded kitchen! It is fully equipped with high-end dark wood cabinetry, gleaming granite countertops, modern stainless steel appliances, and a massive center island with pendant lighting—perfect for meal prep, entertaining, or your morning coffee. Head upstairs to discover an additional flexible loft space, ideal for a home office, playroom, or cozy media area! Step out onto your extensive screened-in covered patio and take in the tranquil, unobstructed water views featuring a beautiful pond with fountains. With vinyl fencing perfectly framing the sides of the yard, you get privacy without sacrificing the serene scenery. Situated in the highly desirable 34744 zip code, offering quick access to major highways, shopping, dining, and world-class entertainment and Orlando International Airport.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
154 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743
$402,00024 Days on yellowkey MLS ID: O6411797
INCREASED by $12,500 (3.2%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1563 Built: 1990 Tax: $5,071 (2025)Community: Cypress Lakes Ph 3Single Family
Taxes:$5,071
Remarks: LOCATION LOCATION LOCATION!! THIS IS AN EXQUITE POOL HOME WITH NO HOA!!! HAS A KITCHEN THAT WILL LEAVE YOU BREATHLESS, ABSOLUTLY NO CARPET. HOME HAS BEEN TASTEFULLY UPGRADED FROM TOP TO BOTTOM WITH PRIDE OF OWNERSHIP! BRAND NEW ROOF INSTALLED MAY 2026!! UPGRADED LIGHTING THROUGHOUT THE HOME THAT GIVES YOU A TOUCH OF ELEGANCE. ALL NEW KITHCHEN 42 INCH CABINETS AND A HUGE ISLAND WITH A WHITE QUARTZ TOP THAT COULD SEAT 8 PEOPLE. YOU WILL LOVE TO CALL THIS HOME!
Listing is courtesy of: ALL SEASONS REALTY (321-689-4691)
Listing Agent: Jose Saba (321-689-4691)
8912 RHODES ST, KISSIMMEE, FL 34747
$520,00060 Days on yellowkey MLS ID: S5148044
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2016Monthly Fee: $607 Tax: $10,299 (2025)Community: Windsor At Westside Ph 1Single Family
Taxes:$10,299
Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
2291 RIO GRANDE CANYON LOOP, KISSIMMEE, FL 34759
$420,00034 Days on yellowkey MLS ID: O6408909
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2790 Built: 2006Monthly Fee: $80 Tax: $2,049 (2025)Community: Poinciana VillagesSingle Family
Taxes:$2,049
Elementary School: Laurel Elementary
Remarks: Listing agent is property owner* ***THIS HOUSE WAS FULLY RENOVATED AND COMPLETED IN 2026*** ***BRAND NEW ON THE INSIDE*** Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home offering 2,790 square feet of thoughtfully designed living space. Situated on a large corner lot, this property combines modern upgrades with spacious comfort throughout. Everything in this home is brand new, including the roof (2024), electrical (2026), plumbing (2025), and all appliances (2026), providing peace of mind and truly move-in-ready convenience. A newly installed sprinkler system (2026) keeps the expansive yard looking lush and well-maintained year-round. The expansive kitchen opens seamlessly into a generous living room, creating the perfect space for entertaining or everyday living. In addition to the main living area, a separate front living space offers flexibility for a formal sitting room, office, or playroom. Upstairs, a versatile loft provides even more room to relax, work, or gather. With its open layout, modern finishes, and ample space both inside and out, this home is ideal for those seeking comfort, style, and functionality all in one.
Listing is courtesy of: METRO FLORIDA REALTY (407-617-3149)
Listing Agent: Laura Myers (973-590-7534)
2304 SILVER PALM DR #103, KISSIMMEE, FL 34747
$220,00020 Days on yellowkey MLS ID: S5150409
1 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2003Monthly Fee: $337 Tax: $3,410 (2025)Community: Wyndham PalmsCondo
Taxes:$3,410
Remarks: This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the ground floor with a great conservation land view from the patio. 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 with numerous upgrades over the years. The air conditioning system was replaced in 2022. 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)
2721 BOOKMARK DR, KISSIMMEE, FL 34746
$790,00044 Days on yellowkey MLS ID: O6405337
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2019Monthly Fee: $304 Tax: $10,015 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Taxes:$10,015
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
8931 SHINE DR, KISSIMMEE, FL 34747
$271,50097 Days on yellowkey MLS ID: S5145939
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2018Monthly Fee: $485 Tax: $3,860 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,860
Remarks: Beautiful townhome perfect as a primary residence, vacation getaway, or investment property with excellent rental income potential! Located in a resort-style gated community, Featuring 3 bedrooms and 2 bathrooms, the well-designed layout includes a modern kitchen ideal for everyday living and entertaining. townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World Tenant Occupied!!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nora Hazan (786-277-3870)
3207 OYSTER LN, KISSIMMEE, FL 34747
$269,00097 Days on yellowkey MLS ID: S5145909
REDUCED by $1,000 (0.4%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Remarks: Investment or Vacation Home! This stylish 3-bedroom, 2-bathroom townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential.The kitchen features sleek granite countertops, contemporary cabinetry, and a full set of stainless steel appliances-including a side-by-side fridge, range, microwave, and dishwasher. The primary suite, located on the ground level, includes cozy carpeting, a private bathroom with dual sinks, a soaking tub, granite vanity, and a walk-in closet. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World. EASY TO SHOW!! MOTIVATED OWNER!!!
2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746
$209,9906 Days on yellowkey MLS ID: O6417178
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 2007Monthly Fee: $360 Tax: $2,434 (2025)Community: Club Cortile Condo Ph 7Condo
Taxes:$2,434
High School: Poinciana High School
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)
708 DEL RIO WAY, KISSIMMEE, FL 34758
$249,90090 Days on yellowkey MLS ID: O6390514
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1286 Built: 1989Monthly Fee: $100 Tax: $3,563 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSingle Family
Taxes:$3,563
Remarks: This charming updated home is move-in ready! NEW ROOF just completed 4/28. The welcoming front entry features an open porch. This is the perfect spot to sit and sip your morning coffee as you watch the sunrise. Open the front door, and enter the spacious living room, featuring a picture window and vaulted ceiling that flows directly into the tiled dining room. The space is great for entertaining. The updated kitchen has fresh white cabinets, and stainless steel appliances. The kitchen is open to the dining room. It features a bar where guests can sit and eat or simply use it as a buffet as you take meals at the dining table. Outdoor entertaining is easy as you pass through the sliding doors from the dining room to the outdoor space. The large screened in porch provides another great option for dining or simply another living space. Just add a comfy chair and curl up with a good book. The yard already has beautiful foliage, including flowering and fruit trees. If you enjoy gardening, this nice sized yard has plenty of potential! Back inside the home, you will find a split floor plan. The split plan provides privacy for the primary bedroom suite which includes a separate entrance and bathroom as well as a large walk-in closet. On the other side of the home, there are two additional bedrooms and a guest bath. The Sellers are in the process of putting on a new roof that will be completed prior to closing.This property is close to Central Florida attractions. Come see this sweet home today!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)
Listing Agent: Mary-Kim Shurina (407-580-6224)
429 BROOKFIELD DR, KISSIMMEE, FL 34758
$340,000100 Days on yellowkey MLS ID: C7523267
REDUCED by $10,000 (2.9%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2105 Built: 2021Monthly Fee: $100 Tax: $4,970 (2025)Community: Poinciana Village 02Single Family
Taxes:$4,970
Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
1569 RESOLUTE ST, KISSIMMEE, FL 34747
$945,0005 Days on yellowkey MLS ID: O6415700
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2585 Built: 2016Monthly Fee: $294 Tax: $8,490 (2025)Community: Celebration South Village Unit 4 Rep 3Single Family
Taxes:$8,490
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: Virtually Staged. Tucked away on one of Spring Lake's most desirable homesites, this David Weekley Riddick model enjoys tranquil pond views, a generous side yard, and a thoughtfully designed living space. A wraparound front porch welcomes you inside, where hardwood floors, fresh interior paint, and sun-filled living spaces create a home that feels both inviting and timeless. The enclosed office with French doors offers the perfect place to work from home, while the loft upstairs provides a comfortable second living area for movie nights, game days, or simply a place to spread out. The kitchen was designed for gathering, featuring granite countertops, stainless steel appliances, a cabinet-wrapped island with seating for four, a glass tile backsplash, and a dedicated pantry. Just beyond, the dining and flex spaces flow effortlessly toward the covered lanai, where peaceful pond views become the backdrop to morning coffee and evenings spent outdoors. Upstairs, the primary suite offers a quiet retreat with a tray ceiling, ceiling fan, dual vanities, a soaking tub, walk-in closet, and separate shower. Two spacious bedrooms, a full bath, laundry, and the spacious loft complete the second level. Built in 2016 and thoughtfully maintained, the home pairs comfortable everyday living with a homesite that is truly a rare find. Celebration residents enjoy a lifestyle unlike any other, with miles of walking and biking trails, resort-style pools, fitness facilities, parks, year-round community events, and the convenience of being just minutes from shopping, dining, and the entrance to Walt Disney World. Call today to schedule your private showing.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
4840 KINGSTON CIR, KISSIMMEE, FL 34746
$475,0004 Days on yellowkey MLS ID: O6417652
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 2441 Built: 1990Monthly Fee: $38 Tax: $2,304 (2025)Community: Montego BaySingle Family
Taxes:$2,304
Remarks: Virtually Staged. Seller is offering $10,000 toward buyer's closing costs with preferred lender. Live in a fully renovated multigenerational home — 4-bedroom, 2-bath main residence — and let two studio apartments help pay your mortgage, effectively reducing your net housing cost to under $1,400 per month. The moment you step through the front door, the scale of this home stops you. A soaring 24-foot ceiling pulls your eye upward and fills the entry with a sense of arrival that belongs in homes twice this price. The open living, dining, and kitchen layout unfolds beneath that ceiling in a way that feels expansive, warm, and completely deliberate — luxury plank flooring underfoot, quartz countertops and custom cabinetry in the kitchen, fully updated bathrooms, and fresh finishes throughout every room. This is not a cosmetic renovation. Every surface was touched, and the result feels like a private residence that was designed with intention. More than $111,000 in documented renovations. Behind the house, a covered 18x22 pavilion with a full roof extends the living space into the backyard — ideal for weekend gatherings, birthday parties, or simply enjoying the Florida evenings without the Florida sun. The two studio apartments are the feature that makes this home financially exceptional. Each is completely private with its own separate entrance, finished with the same quartz countertops as the main residence. Each studio rents month-to-month at $1,000 per month — $2,000 in transferable rental income that effectively reduces your net housing cost to under $1,400 per month. The lot is nearly 11,000 square feet with a wide open driveway that accommodates four vehicles comfortably — no garage means no wasted interior square footage, and no parking restrictions mean genuine flexibility for households with multiple cars or guests. Hurricane shutters protect every window and door. The roof was replaced in 2015 and is fully documented. Property taxes are $2,304 per year — among the lowest in the area. Zoned for both short-term and long-term rentals. 15 minutes from Walt Disney World, minutes from major highways, shopping, restaurants, and the full range of Central Florida amenities. Some homes are just homes. This one has a presence.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Olbeni Vera (954-338-0084)
8033 ACADIA ESTATES CT, KISSIMMEE, FL 34747
$500,000153 Days on yellowkey MLS ID: O6375082
REDUCED by $15,000 (2.9%) on 06/19/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2681 Built: 2005Monthly Fee: $445 Tax: $7,396 (2024)Community: Wyndham Pointe / Acadia EstatesSpa: YesSingle Family
Taxes:$7,396
Remarks: Vacation-style living starts here—this fully furnished, gated pool home delivers the space, privacy, and resort amenities today’s buyers and guests are chasing. Tucked away at the end of a tree-lined cul-de-sac in Wyndham Pointe, this impressive 6-bedroom, 4.5-bath property offers exceptional flexibility as a primary residence, second home, or high-performing short-term rental, all just minutes from Disney and Sunset Walk’s dining, shopping, and entertainment—with NO CDD fees. Recent improvements add peace of mind and value, including a NEW roof with NEW gutters (2024), NEW tankless water heater (2024), and a freshly painted interior and pool deck (2025)—making this home truly move-in ready. Inside, you’ll appreciate solid-surface flooring throughout (NO carpet), vaulted ceilings, and an open, functional layout designed for comfort and entertaining. The kitchen features a 5-burner gas range, stainless steel appliances, a large pantry, breakfast bar seating, and seamless flow into the dining and living areas. The bedroom configuration is ideal for maximizing comfort and privacy, featuring multiple primary suites on both floors plus additional themed bedrooms that can be enjoyed as-is or easily customized. One additional bedroom is adjacent to a shared bath featuring a spa-like steam shower, adding another elevated touch for owners and guests alike. Step through the French doors to your private backyard retreat: a fully screened, resort-style lanai with a heated pool and spa, sun-shelf splash pad, outdoor shower, pool bath access, grilling space, and plenty of room for dining, lounging, and entertaining. The garage has been converted into a media/movie and recreation room, creating the perfect bonus space for game nights and gatherings, and it can easily be returned to a traditional two-car garage if desired. With its unbeatable location, thoughtful layout, and extensive indoor-outdoor living, this fully furnished Acadia Estates home stands out as a rare opportunity in today’s market. Schedule your private showing and experience it in person.
Listing Agent: Bobby Baldor, Pa (407-342-6980)
3410 OAKMONT CT, KISSIMMEE, FL 34746
$484,00087 Days on yellowkey MLS ID: O6393204
REDUCED by $15,000 (3.0%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2741 Built: 2003Monthly Fee: $365 Tax: $5,296 (2025)Community: BellalagoSingle Family
Taxes:$5,296
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**With the right offer, HOA DUES WILL BE PAID THROUGH THE END OF 2026!** Welcome to 3410 Oakmont Ct, a charming 3 bedroom, 3 bathroom home with a dedicated office, nestled in a desirable Kissimmee community. Offering a thoughtful layout and inviting indoor outdoor living, this home is ideal for both everyday comfort and entertaining. The interior features a bright and open living space with natural light flowing throughout. The kitchen provides ample cabinetry and counter space, seamlessly connecting to the main living and dining areas for easy gatherings. The primary bedroom serves as a private retreat with its own en suite bathroom, while the additional bedrooms are generously sized and share access to the remaining bathrooms. The separate office provides a flexible space for working from home, studying, or pursuing hobbies. Step outside to enjoy a screened patio overlooking a peaceful lake view, creating the perfect setting for morning coffee or relaxing evenings. The front porch adds additional charm and a welcoming space to unwind. Residents of Bellalago also enjoy full access to the amenities at the Isles of Bellalago community, including pools, playgrounds, a dog park, sports courts, and a fitness center. While the community does not feature a golf course, it is golf cart friendly. Conveniently located near shopping, dining, entertainment, and major highways, this home offers both tranquility and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
KISSIMMEE, FL 34747
$610,00010 Days on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$6,546
Elementary School: Island Village Elementary School
Remarks: This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
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