Location: Kissimmee , 34744
Do Not Show Listings
1624 BARBERRY DR, KISSIMMEE, FL 34744
$559,9901 Day on yellowkey MLS ID: S5152366
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2851 Built: 2023Monthly Fee: $11 Tax: $6,483 (2025)Community: Kindred Ph 2C & 2DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,483
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this beautifully designed Next Gen® home in one of the most desirable areas of Kissimmee. Perfect for multigenerational living, this flexible floor plan offers a private Next Gen suite with its own living space, ideal for extended family, guests, or a home office setup. Located just 5 minutes from Florida's Turnpike and US-192, this home provides convenient access to shopping, dining, schools, medical facilities, Orlando International Airport, Lake Nona, and Central Florida's world-famous attractions. Residents enjoy access to resort-style community amenities, including a luxury pool, fitness center, clubhouse, playground, and recreational areas designed for an active Florida lifestyle. Whether you're looking for a primary residence with room for everyone or a home that offers flexibility for changing family needs, this property delivers comfort, convenience, and value in a rapidly growing location.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Yolanda Barco (407-984-6770)
1652 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744
$399,900327 Days on yellowkey MLS ID: O6326699
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2537 Built: 2022Monthly Fee: $10 Tax: $7,997 (2024)Community: Tohoqua Ph 2Single Family
Taxes:$7,997
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This beautiful home has so much to love. Built in 2022, this home still feels new, and has enough rooms and living space for a growing family. The large loft area adds the benefit of a secondary entertainment area. The developing Tohoqua community already has plenty of features and amenities, with more to come. The location will have even more value with the completion of the surrounding roadwork.
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Jeremy Cooper (407-468-6721)
2605 PLAY HARD ALY, KISSIMMEE, FL 34744
$355,000128 Days on yellowkey MLS ID: S5143916
REDUCED by $14,999 (4.1%) on 06/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1603 Built: 2019Monthly Fee: $154 Tax: $4,220 (2025)Community: Tohoqua Ph 1Townhouse
Taxes:$4,220
Remarks: Prepare to be impressed! Step inside and you can instantly feel the embrace of this stunning Mattamy Thownhouse. As you enter, you'll be greeted by an open floor plan, flooded with natural light, this 3 bed and 2.5 bath is been recently paint and so many upgrades that create a relaxing atmosphere. The kitchen it's a dream with stunning quartz countertops the thoughtful design continues with the backsplash adding a touch of elegance. Recessed lighting throughout the house that add more warmth. The open floor plan flows into the living area creating a perfect space to enjoy the stunning accent tv wall, designed to be the focal pointof your entertaiment area. The master suite includes a bonus loft area, perfect spot for a home office, library, or whatever suits your lifesyle. You'll have the space you need, you'll also find a clean, spacius two car garage with plenty room for storage , Ev charger installed for your electric vehicle ready to go, water softener, modern electric blinds, new laminate floor. But that is not all!! You will love living in Tohoqua, a community offering a resort style swimming pool, a club house, tenis court and beautiful walking trails. It is a lifestyle , not just a home. What are you waiting for? Call and make an appoiment today.
Listing is courtesy of: MAGIC HOMES REALTY LLC (407-436-4176)
Listing Agent: Shirley Portugal Rivera (407-247-5095)
2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744
$429,50061 Days on yellowkey MLS ID: O6401673
REDUCED by $490 (0.1%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2022Monthly Fee: $10 Tax: $7,753 (2025)Community: Tohoqua Ph 4ASingle Family
Taxes:$7,753
Remarks: ***WATER VIEW HOME IN TOHOQUA – RESORT-STYLE LIVING IN KISSIMMEE *** SELLER IS VERY MOTIVATED!! Located in one of Kissimmee’s most sought-after communities, Tohoqua, this stunning water-view home offers the perfect blend of comfort, style, and convenience. Featuring a bright, open floor plan, a custom feature wall, and a screened-in lanai overlooking a serene water view, this home is designed for both relaxation and entertaining. Custom built in closets the primary suite and garage. Enjoy true resort-style living with access to a beautifully designed Residents Club, complete with a zero-entry pool, interactive water features, shaded playground, fitness center, clubhouse, and two lighted tennis courts. The community promotes an active and connected lifestyle with over 5 miles of scenic walking and biking trails that link directly to Twin Oaks Conservation Area and the Florida National Scenic Trail. Surrounded by natural beauty, residents also enjoy close proximity to Lake Tohopekaliga, perfect for boating, fishing, and kayaking. Future-forward living awaits with plans for an on-site Village Center featuring restaurants, shops, and a farmers market, bringing walkable convenience right to your doorstep. Ideally situated in the heart of Kissimmee, this home offers quick access to Lake Nona Medical City, Orlando International Airport (approximately 25–30 minutes), major highways, world-famous theme parks, and The Loop for premier shopping and dining, all within minutes. Families will appreciate the brand-new K-8 school conveniently located within the community (opened 2025), with a high school planned for the near future. This home truly offers a lifestyle of comfort, convenience, and community. Schedule your private showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diana Mahadeo (407-223-1249)
1200 TETON DR, KISSIMMEE, FL 34744
$319,000137 Days on yellowkey MLS ID: O6380571
REDUCED by $10,900 (3.3%) on 06/23/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1969 Built: 2008Monthly Fee: $164 Tax: $2,796 (2025)Community: Heritage RunTownhouse
Taxes:$2,796
Remarks: Price Adjusted! Seller Motivated. Townhome featuring tile flooring throughout and a bright, open floor plan designed for easy living and entertaining. The spacious layout flows seamlessly between living, dining, and kitchen areas, creating an inviting atmosphere. Located in a well-maintained community with desirable amenities and convenient access to shopping, dining, and major roadways, this home offers comfort, functionality, and a great location.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Franklin Mateo (407-476-3660)
1542 COLONY AVE, KISSIMMEE, FL 34744
$320,000499 Days on yellowkey MLS ID: O6279065
0 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1185 Built: 1986 Tax: $3,348 (2023)Community: Oak Hollow Ph 3Spa: NoSingle Family
Taxes:$3,348
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to your dream home! A charming property with no HOA. This home features 3 bedroom and 2 full bathrooms. Open floor plan. As you enter the home it opens up to a warming atmosphere, leading to the living room and dining room area. The kitchen window looks out to your pool where you can entertain family and friends, perfect for enjoying the outdoors. This home also has a large private fenced in yard, 2 car garage with a side door leading you outside. The in-ground pool has a screened enclosure with child safe fencing. All of this is located not to far from shopping, dinning and entertainment. Don't miss out on this wonderful opportunity to make this home your new home.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Veronica Bagunas (904-536-9039)
2761 MICHIGAN AVE, KISSIMMEE, FL 34744
$449,000153 Days on yellowkey MLS ID: O6375128
REDUCED by $10,000 (2.2%) on 04/30/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1869 Built: 1979 Tax: $7,282 (2025)Community: Lee Bel ParkApartment
Taxes:$7,282
Remarks: GREAT LOCATION !!! BEAUTIFUL DUPLEX. 2 BED/1 BATH EACH. BOTH UNITS ARE RENTED. TILED THROUGHOUT. CLOSE TO SHOPPING AREAS, RESTAURANTS AND MAJOR HIGHWYS. No HOA. 1300 Lee Bel unit was just remodeled after tenants of 7 years moved out. New paint inside, new kitchen appliances, new lights, a new toilet and cabinet in the bathroom. 2761 Michigan unit was updated, including bathroom remodeling. The duplex had the roof replaced in 2022, the ACs are less than 5 years old, and the drain field was replaced in 2025. A well-maintained duplex and good rental investment is ready for a new owner. Both units are occupied with annual leases and under professional management.
Listing is courtesy of: INTERNATIONAL FLORIDA PROPERTIES INC (407-883-3281)
Listing Agent: Eric Amkhinich (407-883-3281)
1527 GANTS CIR, KISSIMMEE, FL 34744
$574,99940 Days on yellowkey MLS ID: O6407722
REDUCED by $14,001 (2.4%) on 06/23/2026
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
Elementary School: Partin Settlement Elem
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)
1001 LA MIRADA CT, KISSIMMEE, FL 34744
$363,000100 Days on yellowkey MLS ID: O6391089
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1626 Built: 2021 Tax: $3,315 (2025)Community: Lago Buendia Ph 1Townhouse
Taxes:$3,315
Remarks: Beautiful townhome for sale in the heart of the City of Kissimmee. This like-new corner unit is located in a gated community and offers plenty of space for a family. The home has been recently painted in a classic, fresh color and features a unique, large fenced backyard. The property includes a one-car garage and additional parking for two cars in front of the unit. One of the outstanding features of this community is the private access to Partin Settlement Elementary School, allowing you to walk with the children to school. We also have a playground, a pond surrounded by common picnic areas, and an enclosed community pool with bathrooms and an outdoor shower. If you enjoy outdoor walks, the community has trails and green areas.
Listing is courtesy of: GRAND REALTY (305-931-7878)
Listing Agent: Eduardo Funes (305-931-7878)
2058 WALNUT CREEK DR, KISSIMMEE, FL 34744
$399,99013 Days on yellowkey MLS ID: O6416156
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. Kindred presents the Jemison. A front porch welcomes to you into one-story all concrete block construction home. Designed to optimizes living space with an open concept kitchen that overlooks the versatile great room and large covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances! Bedroom one is located at the rear of the home for privacy and has an ensuite bathroom with double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bath are located at the front of the home. Just off the kitchen the versatile third bedroom, perfect to meet your needs. Like all homes in Kindred, the Jemison includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
4020 SUNNY DAY WAY, KISSIMMEE, FL 34744
$419,90043 Days on yellowkey MLS ID: S5149650
REDUCED by $10,000 (2.3%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2006Monthly Fee: $83 Tax: $5,436 (2025)Community: Turnberry Reserve Unit 1Single Family
Taxes:$5,436
Elementary School: East Lake Elementary-OS
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: Beautiful 4-bedroom, 2-bath home offering 2,148 sq. ft. with no rear neighbors for added privacy! Located in the desirable Turnberry community, tucked just off Boggy Creek Road! This charming residence offers a lifestyle of comfort and convenience, with community amenities including playgrounds, a pool, tennis courts, and a basketball court—perfect for families or anyone who values active, fun outdoor living. As you enter, you’re welcomed by a bright and open living and dining room combo featuring soaring cathedral ceilings and new luxury vinyl plank flooring throughout, creating a modern and inviting atmosphere.The newly updated kitchen is a chef’s dream with quartz countertops, a large center island, two pantries, and a window overlooking the covered lanai. The kitchen nook features sliding glass doors leading to the lanai, making indoor/outdoor entertaining effortless.This desirable split-bedroom floor plan offers comfort and privacy, while the oversized screened-in patio is perfect for entertaining guests or enjoying your morning coffee. Step outside to the large backyard with plenty of room to add a pool and create your own private outdoor oasis! Ideally located near the renowned Medical City Complex, this exceptional home offers convenient access to top-tier healthcare and education facilities, including Nemours Children's Hospital, the Orlando VA Medical Center, and the UCF College of Medicine. Enjoy an abundance of nearby shopping, dining, and golf course options, all while being just 10–15 minutes from Orlando International Airport. Whether you're planning a day at the beach or visiting the world-famous theme parks, this location truly offers the best of Central Florida living—peacefully tucked away from the hustle and bustle. Don’t miss this incredible opportunity—schedule your private showing today! A must-see!
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Norquy Pagan (407-738-2276)
1491 AUGUST GRAY DR, KISSIMMEE, FL 34744
$419,90076 Days on yellowkey MLS ID: O6397176
REDUCED by $10,100 (2.3%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2025Monthly Fee: $80 Tax: $1,748 (2025)Community: Seasons At Big Sky Ph 1Single Family
Taxes:$1,748
Remarks: Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Gilberto Figueroa (407-860-5627)
2352 ROSS ST, KISSIMMEE, FL 34744
$315,000370 Days on yellowkey MLS ID: O6320029
4 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 2025 Tax: $608 (2024)Community: Gilchrist Add To KissimmeeSingle Family
Taxes:$608
Remarks: Under Construction. 10k credit with preferred lender Will pay all closing cost !! New Construction Home! AFFORDABLE NEW CONSTRUCTION with NO HOA. With 1330sq ft+, ALL ON ONE FLOOR, this model offers an open floor plan that is perfect for daily living or entertaining your loved ones. The Kitchen is FULLY EQUIPPED w/ black sparkling Granite Counters and a COMPLETE stainless steel appliance package are standard. The 1-Car-Garage & Lanai are an added plus. This residence offers the perfect blend of sophistication, comfort, and convenience. Located in the vibrant city of Kissimmee, this home offers easy access to world-class attractions, shopping, dining, and entertainment options. Enjoy proximity to major highways, top-rated schools, and scenic parks, making it the perfect place to call home. Schedule your private tour today and experience Central Florida at its finest.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Lajuan Chambers (321-477-8805)
945 TRAMELLS TRL, KISSIMMEE, FL 34744
$398,90034 Days on yellowkey MLS ID: S5150165
REDUCED by $1,000 (0.3%) on 06/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2006Monthly Fee: $14 Tax: $3,991 (2025)Community: Remington Prcl OSingle Family
Taxes:$3,991
Remarks: Now Available!! At Remington Community. No CDD, Very Low HOA, This Water View 4-bedroom, 2-bath Single Family home, offers over 2,000 square feet of comfortable living space on a single story. Situated at the desirable Remington, this house has New Roof replaced on 2022, AC replaced in 2020, the property offers a practical layout for families or anyone needing extra room, with a huge lot size with amazing Water view from the backyard, with a convenient Summer Grill and gazebo over the artificial turf, for easy maintenance, to enjoy wonderful barbecue times with the family. Plus the easy access to the greater Orlando–Kissimmee area just 5 minutes from the Florida Turnpike. This home sits in an established neighborhood with steady demand. Location is everything, and this home delivers, Remington is a community that offers a lifestyle among beautifully maintained grounds, 18-hole championship golf course available, and a great amenities including a community pool, tennis courts, playground, basketball court and Clubhouse. Proximity to restaurants, hospitals, shopping centers, major highways like the Florida Turnpike and SR 417 (Central FL GreeneWay), commuting to Orlando, the Orlando International Airport (OIA) Showing by Appointment Only, text me to schedule a tour!!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Karla Cesin Galindez (407-802-7660)
104 CLUB VILLAS LN #N/A, KISSIMMEE, FL 34744
$299,0002 Days on yellowkey MLS ID: G5114128
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1417 Built: 2003Monthly Fee: $312 Tax: $2,867 (2025)Community: Remington Ph 1 Tr ACondo
Taxes:$2,867
Remarks: Wonderfully maintained home located in the desirable gated community of Remington Golf Club. The living and dining area are spacious and filled with natural light. The kitchen has a quaint breakfast nook with plenty of cabinet and countertop space. Architectural plant shelving and Bay windows add loads of character to the primary bedroom which includes private bath with walk-in shower. The second bedroom is located at the opposite end of the home and has access to the full hall bathroom. Versatile bonus area perfect for working at home, hobby room, or a cozy lounge. Stepping through the sliding glass doors, relax and enjoy the views of the fairways and sparkling water features. The entire interior has been freshly painted and awaits the new owners finishing touches. This could be the Florida lifestyle you are dreaming of! Schedule your private tour today!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Jaret Whitney (352-385-3948)
3193 TOHO CT, KISSIMMEE, FL 34744
$529,900259 Days on yellowkey MLS ID: O6350540
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2004Monthly Fee: $53 Tax: $3,082 (2024)Community: Fells Cove Unit 1 Ph 1Single Family
Taxes:$3,082
Remarks: JUST 2 MILES FROM LAKE NONA TOWN CENTER! Enjoy easy access to popular restaurants, cafés, shopping, entertainment, and everyday conveniences. Beautiful 4-bedroom, 2-bath home in desirable Fells Cove. This well-maintained home features wood and bamboo flooring, granite countertops, 42" cabinets with crown molding, stainless steel appliances, upgraded lighting and a separate laundry room. The spacious floor plan includes separate living, dining, and family rooms, plus a den/office that can easily serve as a fourth bedroom. The kitchen offers a breakfast bar, eat-in area, and opens to the family room, making it ideal for everyday living and entertaining. The primary suite features dual sinks and an upgraded travertine shower with a rainfall showerhead. The oversized garage includes epoxy flooring. Enjoy the huge 15x35 screened patio overlooking one of the largest fully fenced backyards in the neighborhood with plenty of space for a pool. Located on a quiet street with no through traffic. Conveniently located 16 miles from Orlando International Airport, about 30 minutes to Downtown Orlando, 25–30 minutes to major theme parks, 60–70 minutes to Kennedy Space Center and Cocoa Beach, and approximately 1.5 hours to Tampa. Move-in ready and close to shopping, dining, golf, medical facilities, and top-rated schools, this home offers the best of the Lake Nona lifestyle while being tucked away in an established community.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Julia Nikulina (321-377-0145)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$689,000125 Days on yellowkey MLS ID: O6382446
REDUCED by $10,000 (1.4%) on 06/23/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3246 Built: 2000 Tax: $3,688 (2025)Community: Winners ParkSpa: NoSingle Family
Taxes:$3,688
Elementary School: East Lake Elem
Remarks: Virtually Staged. **WELCOME HOME** NO HOA, HALF AN ACRE of land, a PRIVATE POOL, and a full SEPARATE APARTMENT on the main floor – welcome to your next chapter on Winners Circle in the Winners Park community of Kissimmee! EXTERIOR PAINT (2023), NEW WINDOWS (2022), DETACHED AIR CONDITIONED GARAGE (2022), septic tank serviced (2022) – big-ticket items are already started, giving you confidence and flexibility from day one. Situated on an expansive .50 ACRE LOT, this spacious two-story POOL HOME delivers over 3,000 square feet of living space, mature landscaping, a TILE ROOF, long paver driveway, and standout curb appeal. The SCREENED POOL with PAVER DECK creates a private backyard retreat with room to entertain, garden, or just spread out. Inside, the flexible layout is ideal for large households, multi-generational living, or anyone needing versatile space. The full first-floor apartment includes its own kitchen open to a living area, bedroom, and full bath – perfect for in-laws, guests, extended stays, or even creative work from home options! The main home features comfortable formal and family spaces, a well-equipped kitchen with casual dining, and an expansive FLORIDA ROOM complete with a full bath and cozy office space – offering endless possibilities for hobbies, remote work, or additional entertaining. Upstairs, a BONUS/LOFT anchors the remaining bedrooms, while the generous PRIMARY SUITE provides a peaceful escape with an updated private en-suite bath. Car enthusiasts, hobbyists, or entrepreneurs will appreciate the two-car attached garage plus the like-new detached, air-conditioned garage – currently used as a dojo, but easily transformed into a workshop, craft studio, gym, or business space. Updated yet still offering room to personalize, this home offers the rare combination of space, privacy, flexibility, and location. Perfectly situated just off Simpson Road, you will enjoy easy access to the Florida Turnpike, shopping, dining, area lakes, attractions, and world-famous theme parks – all while coming home to a quiet, established neighborhood with no HOA restrictions. Room to grow inside and out. Versatility for today and tomorrow. Schedule your tour today and be the winner on Winners Circle! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744
$400,000124 Days on yellowkey MLS ID: O6383961
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $35,000 (8.0%) on 05/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1393 Built: 1989 Tax: $5,428 (2025)Community: Oak Hollow Ph 4Single Family
Taxes:$5,428
Elementary School: Mill Creek Elem (K 5)
Middle School: Denn John Middle
Remarks: Under contract-accepting backup offers. This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23-acre oversized lot in Kissimmee, this four-bedroom, two-bath single-family residence combines outdoor living, energy efficiency and flexible ownership with no homeowner's association and no leasing restrictions. The home features ceramic tile and laminate flooring throughout. The renovated kitchen includes solid surface and stone countertops and stainless-steel appliances. All baths have been updated and include walk-in showers. The primary bedroom is on the first floor. The attached two-car garage provides additional storage and functionality. Outdoor living centers around the screened private pool overlooking the lake, with conservation space between the home and water enhancing privacy. The fenced backyard and garden area create usable outdoor space for recreation or entertaining. This property provides convenient access to Mill Creek Elementary School, Denn John Middle School and Gateway High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Ana Martins Jorge (508-858-9652)
1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744
$470,000122 Days on yellowkey MLS ID: O6384377
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2022Monthly Fee: $7 Tax: $7,640 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$7,640
Remarks: Experience refined, single-story living in this beautifully designed Next Gen® home offering privacy, flexibility, and modern comfort. Ideal for multigenerational living, the property features a true in-law suite with its own private front entrance, separate living area, kitchenette, bedroom, and full bath — providing independence while still being connected to the main home. The primary living space offers an open-concept layout where the kitchen, dining, and family room flow seamlessly together. The kitchen is equipped with stainless steel appliances, generous cabinet storage, and ample counter space, making it perfect for both everyday living and entertaining. Tucked privately at the rear of the home, the owner’s suite provides a peaceful retreat. Additional bedrooms offer flexibility for guests, a home office, or creative space. Step outside to a covered lanai overlooking a private conservation area, creating a serene backdrop with no rear neighbors. A rare opportunity to enjoy privacy, versatility, and thoughtfully designed multigenerational living — all in one exceptional home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1150 STROUPE RD, KISSIMMEE, FL 34744
$450,00039 Days on yellowkey MLS ID: S5149769
1 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2128 Built: 1973 Tax: $2,257 (2025)Community: Midway City TownsiteSingle Family
Taxes:$2,257
Remarks: Under contract-accepting backup offers. Located in the peaceful countryside setting of Kissimmee, this unique property at offers space, flexibility, privacy, and endless possibilities. Situated on an oversized fenced lot on a quiet private road with very little traffic, this remodeled home is ideal for multi generational living, income potential, or anyone needing extra room for work vehicles, hobbies, or storage. The main house features 3 bedrooms and 2 full bathrooms with approximately 2,128 square feet of enclosed living space. The home offers an open floor plan with spacious living, dining, and kitchen areas that flow comfortably together, creating an inviting atmosphere for everyday living and entertaining. The converted garage offers the possibility of functioning as a private efficiency or in law suite complete with its own full kitchen, full bathroom, living area, and separate entrance potential, creating an excellent opportunity for rental income that can help offset the mortgage payment. An added feature buyers may appreciate is that the wall separating the converted garage area from the main home is concrete block construction, offering additional privacy and separation between spaces. Inside, the home offers spacious living areas and the comfort of a screened in porch overlooking the private backyard. The outdoor space is filled with opportunity, featuring a detached block constructed shed with an attached storage area that could potentially be converted into an additional living space, workshop, studio, or guest quarters. The property also includes a finished carport, and dual access points allowing easy entry for large vehicles, work trucks, trailers, boats, or recreational equipment. The backyard is fully fenced with chain link fencing and surrounded by mature hedges that create additional privacy and a peaceful atmosphere. An added bonus is the home’s energy efficiency. The property features an attic extractor fan designed to remove hot air from the attic while bringing in cooler outside air, helping maintain very low electric bills even during the summer months. Conveniently located near major roadways, shopping, dining, schools, the Orlando International Airport, Lake Nona Medical City, and Central Florida attractions, this property combines country style living with everyday convenience. This is a rare opportunity for buyers looking for flexibility, privacy, rental income potential, no HOA, energy efficiency, and space to truly make a property their own.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Lissette Escobar (407-340-8115)
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