Location: Kissimmee
Do Not Show Listings
2747 CALLAWAY LN, KISSIMMEE, FL 34744
$400,000Listed 05/29/2026 1:18PM MLS ID: O6411888
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2005Monthly Fee: $78 Tax: $3,420 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,420
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2216 LIMESTONE TRL, KISSIMMEE, FL 34747
$799,00023 Days on yellowkey MLS ID: S5148684
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2684 Built: 2023Monthly Fee: $407 Tax: $12,240 (2025)Community: Four Seasons At Orlando Ph 3C & 3DSpa: YesSingle Family
Taxes:$12,240
Elementary School: None
High School: None
Middle School: None
Remarks: Privacy like this is almost impossible to find - corner cul-de-sac, conservation on two sides, and your own backyard resort! Welcome to 2216 Limestone Trail in Four Seasons Orlando, a 24-hour guard-gated 55+ community - where luxury meets tranquility. This stunning St. Lucia with Bonus Room floor plan offering almost 2,700 square feet of thoughtfully designed living space. This 4-bedroom, 3-bath home is less than 3 years old and ideally positioned on a premium lot for exceptional privacy. One bedroom and bath is tucked away in a private upstairs retreat, complete with its own gathering space - perfect for guests or multi-generational living. Step inside to an open, light-filled layout enhanced by tray ceilings and 8-foot doors, complemented by professional window coverings throughout, and anchored by a gourmet kitchen, fully equipped dry bar, and spacious family room with surround sound - perfect for both everyday living and entertaining. The primary and secondary bathrooms feature spa-inspired rain showers, creating a true retreat experience. Thoughtful upgrades continue with a tankless water heater for efficiency and endless hot water, along with a fully equipped exterior camera system - hookups at all four roof corners with electronics already in place for added peace of mind. And that’s just the beginning - this home is loaded with upgrades, too many to list. Outdoors, your private oasis awaits: a screen-enclosed, gas-heated saltwater pool and spa, fully equipped outdoor kitchen, and a cozy fire pit - designed for year-round enjoyment. A multi-colored outdoor lighting system with remote control adds the perfect ambiance for evenings and entertaining. For those seeking a true turn-key experience, most furnishings are available for purchase - just bring your suitcase and start enjoying! This isn’t just a home - it’s almost 2,700 square feet of comfort, privacy, and elevated living… a true sanctuary. This is the one you’ve been waiting for! Schedule your showing today!
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747
$440,000Listed 05/29/2026 4:54PM MLS ID: O6411852
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,513 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$5,513
Remarks: Welcome to Rolling Hills Estates, one of Kissimmee's most desirable communities located just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, golf, and Central Florida's premier attractions. This beautifully maintained pool home offers the perfect blend of comfort, convenience, and investment potential. Featuring a spacious open-concept floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing short-term rental. The fully screened private pool provides the perfect place to relax and enjoy Florida's sunshine, while the game room and generous living areas create plenty of space for entertaining family and guests. The home may be purchased furnished or unfurnished, offering flexibility to suit your needs. A newer roof installed in 2020 adds additional value and peace of mind. Rolling Hills Estates is known for its prime location near Disney, easy access to major highways, and proximity to endless entertainment, dining, and shopping options. Whether you're looking for your next investment property or a place to create lasting memories, this home offers an exceptional opportunity in one of Central Florida's most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ninzy Acevedo (201-321-4098)
1527 GANTS CIR, KISSIMMEE, FL 34744
$599,00014 Days on yellowkey MLS ID: O6407722
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2871 Built: 2002Monthly Fee: $75 Tax: $4,456 (2025)Community: Ashley Cove Unit 3Single Family
Taxes:$4,456
High School: Osceola High School
Remarks: Feast your eyes on this Stunning 5BR/3BA pool home in the sought-after Gated Ashley Cove community. Here you can enjoy 2,896 sq ft of luxury. The home offers a desirable 3-way split-bedroom plan, a Formal living room with a wood-burning fireplace, a formal dining room, and a spacious family room. For those who work from home, there's a separate office with built-in shelving. The kitchen is well-appointed with beautiful granite countertops, a center island, and crown-molded cabinetry. Eat at the comfortable breakfast bar, the dinette, or the dining room. The master retreat boasts a tray ceiling, two walk-in closets, a garden tub, a separate shower, dual vanities, and a set of french doors that lead out to the covered lanai and screened pool. The spacious pool deck, adorned with beautiful brick pavers, is ideal for relaxing and entertaining. The new roof (2023) and AC (2025) provide peace of mind for years to come. Other improvements include: hot water heater (2020), exterior paint (2026), new light fixtures (2022), pool re-screen (2025), and newer appliances (2023 & 2026). The 12 ft ceiling and the 4 sets of french doors give this home a beautiful open appeal. The pre-wired surround sound speakers convey. This home is move-in ready and waiting for its next owner. All appliances convey. Minutes to Lake Toho, attractions, shopping, hospitals, and expressways.
Listing is courtesy of: FLORIDA REAL ESTATE PROPERTIES LLC (407-951-7810)
Listing Agent: Joyce Sanders (407-234-4680)
249 ABBOTSBURY DR, KISSIMMEE, FL 34758
$325,000Listed 05/29/2026 4:58PM MLS ID: C7526761
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2004Monthly Fee: $100 Tax: $5,303 (2025)Community: Poinciana Village 01 Neighborhood 03Single Family
Taxes:$5,303
Remarks: Welcome to this spacious two-story home featuring an open-concept layout and plenty of room to grow. The main living areas showcase tile flooring and an easy, functional flow, while the upstairs loft offers flexible space perfect for a second living area, office, or playroom. Generously sized bedrooms and a large fenced backyard provide both comfort and versatility. Conveniently located near shopping, dining, schools, and major roadways. Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
2460 THE OAKS BLVD, KISSIMMEE, FL 34746
$560,000329 Days on yellowkey MLS ID: O6323394
REDUCED by $35,000 (5.9%) on 05/12/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3416 Built: 2003Monthly Fee: $23 Tax: $455 (2024)Community: Oaks Ph 1 B1Single Family
Taxes:$455
Elementary School: Pleasant Hill Elem
High School: Liberty High
Tax Year: 2024
Middle School: Horizon Middle
Remarks: REDUCED PRICE on this stunning 5-bedroom, Pool Home with many upgrades on a Large Corner Lot, Water Views in a Golf Community! Welcome to your dream home in the beautifully established Oaks Golf Community—one of Kissimmee’s most desirable neighborhoods. Nestled among mature trees and manicured fairways, this spacious 5-bedroom, 2 full bath, 2 half bath pool home offers 3,416 sq. ft. of luxury, comfort, and convenience. Situated on a large corner lot, the property boasts private water view and ample space for indoor and outdoor living. Inside, you’ll find a thoughtfully designed layout with recent upgrades and generous living areas. The first floor features a bedroom, Luxury Vinyl and Tile flooring throughout, and a gourmet kitchen equipped with newer 2024 stainless steel appliances. The kitchen opens to the dining room, family room, and direct access to the Great Room, perfect for entertaining guests. Upstairs, all flooring was replaced with Luxury Vinyl and upgraded baseboards. The large loft with a closet is ideal for a workout area, gaming, or a family room. The primary suite is a serene retreat with a spa-like en-suite bath featuring dual sinks and a newly tiled shower to complete fresh new look upgrade, the primary has an expansive walk-in closet with shelving. Three additional bedrooms, a large laundry room, and an upgraded guest bathroom complete the second floor. Recent upgrades include a 2025 A/C Downstairs unit, 2023 A/C Upstairs unit, 2025 Stove, 2024 refrigerator, 2024 microwave, 2024 dishwasher, 2024 dryer, 2021 Roof, 2021 Hot water heater and two new garage door openers (2024). Bathrooms have been remodeled with upgraded fixtures and tile between 2022 and 2023. Enjoy year-round outdoor living in the private screened-in pool overlooking tranquil water view, surrounded by lush landscaping. Two half baths one in the pool area and one indoors, offer convenience for family and guests. The Oaks community is a serene, amenity-rich golf community ideal for families and retirees alike. With expansive green space, championship golf, private pool homes, and proximity to both nature and city life—it delivers a perfect blend of lifestyle and convenience in the heart of Kissimmee.. Minutes from popular destinations, you can explore The Loop for shopping, dining, and movies; stroll along the Lake Tohopekaliga waterfront; or visit Shingle Creek Regional Park for kayaking, biking, and bird-watching. With easy access to US-192, John Young Parkway, and the Florida Turnpike, you’re less than 30 minutes from Orlando International Airport, Lake Nona Medical City, and Walt Disney World Resort. Whether seeking a primary residence, second home, or investment, 2460 The Oaks Blvd offers a rare opportunity to live comfortably while enjoying everything Central Florida has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Ernie Plaza, Sr (407-334-9959)
2219 CARIBBEAN DR S #27, KISSIMMEE, FL 34741
$160,00032 Days on yellowkey MLS ID: S5148755
REDUCED by $15,000 (8.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1984 Tax: $2,501 (2025)Community: Caribbean Villas Condo Phs A-FCondo
Taxes:$2,501
Middle School: Kissimmee Middle
Remarks: Welcome to this 2-bedroom, 2-bath with a bonus room. This home is in a well located community near shopping, dining, and hospitals, and major roads. This property offers a great layout and plenty of potential for someone looking for adding their own personal touch. Good opportunity for buyers who want to update and make it their own. With its convenient location and solid floor plan, this home is a great option for anyone looking for value and future potential.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Diego Francisco (216-407-6788)
935 AMY RIDGE CT, KISSIMMEE, FL 34747
$365,000137 Days on yellowkey MLS ID: O6372851
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $14,990 (3.9%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1988Monthly Fee: $6 Tax: $6,618 (2025)Community: Indian Ridge Unit 1Single Family
Taxes:$6,618
Elementary School: Island Village Elementary School
High School: Poinciana High School
Middle School: Celebration K-8
Remarks: Under contract-accepting backup offers. Beautiful 3-Bedroom, 2-Bath Home on Over Quarter of an Acre – Prime Location Near Disney! Welcome to this charming and spacious home set on a generous 0.32-acre lot in a well-maintained community just 10 minutes from Disney parks, world-class attractions, dining, shopping, and entertainment. Featuring a brand-new roof installed in August 2023, New quartz countertop and backsplash, this move-in-ready property offers excellent value and peace of mind. Enjoy a low HOA with fantastic amenities including a community pool, tennis and basketball courts, sand volleyball, baseball diamond, two playgrounds, and scenic sidewalks throughout the neighborhood. The spacious family room flows seamlessly into an impressive 30x12 Florida Sunroom, perfect for entertaining, relaxing, or expanding your living space. Whether you're looking for a primary residence, a long-term rental, or a short-term investment property, this home offers flexibility, location, and comfort. Schedule your showing today.
Listing is courtesy of: CASA SOL REALTY LLC (786-226-5627)
Listing Agent: Mayra Rivas Acevedo (786-226-5627)
9052 PAOLOS PL, KISSIMMEE, FL 34747
$539,90062 Days on yellowkey MLS ID: O6394431
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2891 Built: 2006Monthly Fee: $209 Tax: $8,815 (2025)Community: Westside Prcl D CalabriaSingle Family
Taxes:$8,815
Remarks: One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
1845 TANGLEWOOD DR, KISSIMMEE, FL 34746
$539,000Listed 05/29/2026 4:16PM MLS ID: S5150370
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2616 Built: 1992 Tax: $6,231 (2025)Community: Forest Unit 1Single Family
Taxes:$6,231
Remarks: One or more photo(s) has been virtually staged. A MUST SEE! THIS PROPERTY WILL NOT LAST LONG! BEAUTIFUL CURB APPEAL ON A RARE ONE ACRE LOT ON A CUL-DE-SAC AT THE END OF A MAGNIFICENT TREE LINED STREET... WITH NO HOA! CIRCULIAR DRIVE AND PROFESSIONALLY LANDSCAPED WITH BEAUTIFUL PALM TREES. NEWLY ADDED 2 CAR GARAGE AND BONUS BUILDING IN THE BACK YARD. The kitchen has solid wood 42-inch cherry cabinets, upgraded granite countertops, a large island and stainless-steel appliances. Master bedroom is extra-large with a balcony, walk in closet, walk-in shower and double sinks. There are a lot of living areas, including a living room, office, den, dining, bonus room, and breakfast area. It has two AC units to regulate the temperature throughout the home. The fireplace is a great addition to the home for creating a coxy, relaxing ambience. ON ONE ACRE LOT which provides a tremendous amount of space for activities in both the front and back yard. Plenty of space to add a pool! The roof was new in 2018. New electrical panels 2026. New adapter and pump add to well in 2026. GARAGE 22X31 AND METAL BUIDING 30X60 ADDED IN 2020. CALL TODAY TO SCHEDULE A SHOWING!
Listing is courtesy of: HAPPY DAYS REALTY LLC (407-507-3272)
Listing Agent: Wendee Wilson (515-238-0022)
2121 AVIAN LOOP, KISSIMMEE, FL 34741
$485,00063 Days on yellowkey MLS ID: S5146340
REDUCED by $10,000 (2.0%) on 04/17/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2176 Built: 2020Monthly Fee: $211 Tax: $8,299 (2025)Community: Tapestry Ph 5Single Family
Taxes:$8,299
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained 4 spacious bedroom, 2.5 luxurious bathrooms, this single-story home is located in the highly desirable gated Tapestry Community area, this home also features a spacious open floor plan and offers an exquisite blend of modern design and timeless elegance on one level. Upon entering, step into a foyer with two adjacent bedrooms that opens up to a kitchen built for entertaining. The kitchen features a large island complimented by granite counter tops, stainless steel appliances, and a chef-worthy walk-in pantry and spacious cabinetry in a rich dark brown finish that provides both style and ample storage. Just off the gathering room, the master suite features tray ceilings, an oversized walk-in closet, and a spa style master bath with a double sink vanity, ceramic tile in main areas and luxury vinyl flooring in all bedrooms. Large sliding glass doors flood the space with natural light and lead to a beautifully upgraded covered and screened in lanai with tile flooring and a fenced in backyard, perfect for relaxing or entertaining year round, providing a private oasis for relaxation and recreation. The home also includes a washer and dryer for added convenience. A two car garage with an automatic door opener adds even more ease to daily life. This home delivers outstanding value, privacy and modern living without the wait of new construction. This home is equipped with a comprehensive security system, including four exterior cameras (positioned at each corner of the property) , motion sensor security lighting, and a Ring doorbell system for added peace of mind. Conveniently located near The Loop shopping center, major highways, dining, and world class attractions, this home offers the perfect blend of comfort, security and convenience. Community amenities include: guard gated 24/7, resort style pool, a state of the art fitness center, clubhouse, parks, playground, dog park, walking trails, grills, etc. Don't miss this incredible opportunity to own a beautiful home in one of Kissimmee's most sought-after communities! Schedule your private tour today.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gladys Levy (407-953-9641)
3001 LAUREL RUN LN #104, KISSIMMEE, FL 34741
$272,00016 Days on yellowkey MLS ID: O6407397
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006 Tax: $4,275 (2025)Community: Flora Ridge Condo Ph 8 Bldg 11Condo
Taxes:$4,275
Remarks: Welcome to this beautifully renovated first-floor condo located in the desirable gated community of Kissimmee! This move-in ready unit features brand-new flooring throughout, fresh modern paint, and a bright open layout perfect for comfortable Florida living. Enjoy the convenience of a first-floor location with a private patio ideal for relaxing mornings or entertaining guests. The community offers a secure gated entrance and a great location close to shopping, dining, major highways, attractions, and everything Central Florida has to offer. Whether you are looking for a primary residence, vacation home, or investment opportunity, this condo is ready for its new family to call it home!
Listing is courtesy of: REAL ESTATE COMPASS, LLC (407-402-0232)
Listing Agent: Marilia Neri (407-952-7551)
4711 PERSHOIE LN, KISSIMMEE, FL 34746
$465,000Listed 05/29/2026 4:03PM MLS ID: O6411710
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2000Monthly Fee: $138 Tax: $5,985 (2025)Community: Lake Berkley ResortSpa: NoSingle Family
Taxes:$5,985
Elementary School: Central Avenue Elem
Remarks: Welcome to this furnished 4-bedroom, 3-bath pool home in Lake Berkley Resort, offering 1,960 heated square feet, a single-story split layout, and a private screened pool in a 24-hour guard-gated Kissimmee community. Designed for easy Central Florida living, the home combines open gathering spaces, multiple bedroom wings, outdoor living, and a location close to shopping, dining, major roadways, and area attractions. Inside, the main living areas feel bright and comfortable with high ceilings, ceramic tile flooring, and an open flow between the living room, dining area, family room, and kitchen. The kitchen sits at the center of the home with solid wood cabinetry, a breakfast bar, closet pantry, range, microwave, dishwasher, refrigerator, and easy connection to the surrounding living spaces. A dry bar adds a useful entertaining detail, while ceiling fans, window treatments, and a furnished interior help make the home feel ready for immediate enjoyment. The floor plan is one of the home’s strongest advantages. The primary suite includes carpet flooring, a walk-in closet, and an ensuite bath with dual sinks, stone counters, a walk-in shower, multiple shower heads, a rain shower head, and natural light. Three additional bedrooms offer flexibility for guests, work-from-home space, or extended stays, with one secondary bedroom featuring its own ensuite bathroom. The split layout gives each bedroom area a sense of privacy while keeping the main living spaces open and connected. Outdoor living continues through sliding glass doors to the screened pool area, where a private in-ground pool, deck, covered patio, and fenced surroundings create a relaxing backdrop for enjoying Florida weather year-round. The rear porch and screened enclosure expand the usable living space and make the pool area a natural extension of the home. Lake Berkley Resort adds to the appeal with 24-hour guard-gated entry, private road security, community pool, fitness center, park, playground, tennis courts, sidewalks, and maintained common areas. With no CDD, a furnished interior, private pool, and a convenient Kissimmee location, this home offers a strong blend of comfort, convenience, and resort-style living in one of the area’s established gated communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
2746 PATRICIAN CIR, KISSIMMEE, FL 34746
$414,000Listed 05/29/2026 3:33PM MLS ID: O6411446
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2794 Built: 2005Monthly Fee: $15 Tax: $7,967 (2025)Community: Brighton Lakes Ph 2 Prcl HSingle Family
Taxes:$7,967
Remarks: Welcome to this magnificent 5-bedroom, 3-bathroom residence offering nearly 3,000 square feet of beautifully designed living space in a highly desirable gated community. From the moment you arrive, you’ll be captivated by the home’s elegant curb appeal, spacious layout, and inviting atmosphere perfect for both everyday living and entertaining. Step inside to discover bright open-concept living areas filled with natural light, generous room sizes, and a seamless flow designed for comfort and functionality. The expansive kitchen is ideal for gathering with family and friends, featuring abundant cabinetry, ample counter space, and an open view of the main living areas. The spacious primary suite provides a private retreat with a luxurious en-suite bathroom and plenty of closet space, while the additional bedrooms with flexibility for guests, a home office, or growing families. Enjoy indoor-outdoor living with plenty of space to relax, entertain, and create lasting memories. Located within a beautifully maintained gated community, residents enjoy exceptional amenities and resort-style features designed to enhance every lifestyle. Conveniently located near shopping, dining, top-rated schools, major highways, and entertainment, this stunning home combines elegance, comfort, and convenience in one exceptional package. Don’t miss the opportunity to make this extraordinary property your next home!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jayna Rodriguez, Llc (407-230-4994)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000113 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
2800 SIMILE ST, KISSIMMEE, FL 34746
$809,900477 Days on yellowkey MLS ID: O6278326
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $30,000 (3.6%) on 05/07/2026
Bed: 9 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2021Monthly Fee: $304 Tax: $12,377 (2024)Community: Cove At Storey Lake IiiSingle Family
Taxes:$12,377
Remarks: INCREDIBLE INVESTMENT OPPORTUNITY – TURNKEY VACATION RENTAL! Located in the beautiful community at "Cove at Storey Lake"—one of Central Florida’s premier vacation rental destinations—this stunning property sits on a premium corner lot overlooking a peaceful conservation area. This spacious, single-family home is being sold FULLY FURNISHED with professional custom designs. Featuring 9 bedrooms, 5 bathrooms, a private movie theater and a dedicated game room. This property is built to maximize occupancy and rental returns. The home features a modern kitchen with 42-inch cabinetry, quartz countertops and stainless steel appliances. The open-concept floor plan blends the kitchen, family and dining areas—perfect for large groups and entertaining. Built in 2021, the roof and HVAC are only 5 years old, ensuring low maintenance costs for years to come. Guests and owners enjoy access to the Storey Lake Clubhouse, including a resort pool, lazy river, water slides and a splash pad. On-site features include a full-service Tiki Bar and restaurant, an indoor fitness center, mini-golf, a playground and sports courts. The secure, gated community ensures ultimate privacy and peace of mind. Don’t miss out—schedule your private tour today!
Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)
Listing Agent: Giuliana Mercado (407-375-9726)
146 FLATFISH CT, KISSIMMEE, FL 34759
$281,400Listed 05/29/2026 2:51PM MLS ID: O6411971
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 2023Monthly Fee: $100 Tax: $3,401 (2025)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$3,401
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Dundee Ridge Middle
Remarks: Short Sale. Welcome to this beautifully constructed 2023 home offering 1,765 sq ft of heated living space! This spacious 4-bedroom, 2-bathroom residence features an open, bright, and airy floor plan designed for modern living. The home is tiled throughout and showcases a stylish kitchen with granite countertops, wood cabinetry, and a full stainless steel appliance package—perfect for both everyday use and entertaining. Both bathrooms also feature elegant granite finishes. The primary suite is a true retreat, complete with a double walk-in closet and a luxurious en-suite bathroom featuring a standalone soaking tub and a separate shower with ceramic tile extending to the ceiling. Additional highlights include a high-efficiency air conditioning unit and partial fencing along the right and rear sides for added privacy. Located in a desirable community, residents enjoy access to fantastic amenities including a fitness center, aquatic center, tennis courts, playgrounds, and parks. Even better—no CDD and a low annual HOA fee! Don’t miss your opportunity—schedule your private showing today!
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Dionne Harding, Pa (407-283-2189)
1545 LEAF LN, KISSIMMEE, FL 34744
$545,00078 Days on yellowkey MLS ID: O6390201
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2456 Built: 2022Monthly Fee: $134 Tax: $6,444 (2025)Community: PennyroyalSingle Family
Taxes:$6,444
Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
2074 FLORA PASS PL, KISSIMMEE, FL 34747
$599,000209 Days on yellowkey MLS ID: O6356199
REDUCED by $6,000 (1.0%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2021Monthly Fee: $407 Tax: $9,816 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$9,816
Remarks: Just Lowered Price $6,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.
Listing Agent: Vinnie Warren (407-516-9612)
3621 WEATHERFIELD DR, KISSIMMEE, FL 34746
$297,00015 Days on yellowkey MLS ID: S5149467
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 2005Monthly Fee: $205 Tax: $4,660 (2025)Community: Bellalago Ph 3MSingle Family
Taxes:$4,660
Elementary School: Bellalago Charter Academy (K-8)
Middle School: Bellalago Charter Academy (K-8)
Remarks: Discover comfort and Florida lifestyle living in this 3-bedroom, 2-bath single-family home located in the highly desirable guard-gated Bellalago community. Built in 2005 and offering approximately 1,557 square feet of thoughtfully designed living space, this home blends functionality with everyday comfort. Step inside to find a bright, open layout featuring a spacious great room, eat-in kitchen, and a convenient attached two-car garage. The home includes a mix of ceramic tile and vinyl flooring, along with central heating and cooling, providing year-round comfort for Florida living. Situated on a generous lot of just under 10,000 square feet, the property offers ample outdoor space while maintaining easy upkeep. The layout includes three well-proportioned bedrooms, including a private primary suite with a walk-in closet and full bath. Residents of Bellalago enjoy access to a gated community with resort-style amenities, including a community pool, fitness center, playgrounds, tennis courts, and boat dock access, all set in a beautifully maintained lakeside environment. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this home is ideal as a primary residence, second home, or investment opportunity.
Listing is courtesy of: BEAULIEU REALTY (407-925-1098)
Listing Agent: Kathleen Beaulieu (407-925-1098)
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