Location: Kissimmee , 34744
Do Not Show Listings
2540 WINNERS CIR, KISSIMMEE, FL 34744
$739,00054 Days on yellowkey MLS ID: O6382446
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3246 Built: 2000 Tax: $3,688 (2025)Community: Winners ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,688
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: **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)
1791 SMARTS RULE ST, KISSIMMEE, FL 34744
$510,00072 Days on yellowkey MLS ID: S5142907
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2021Monthly Fee: $7 Tax: $9,049 (2025)Community: Tohoqua Ph 1BSingle Family
Taxes:$9,049
Elementary School: None
High School: None
Middle School: None
Remarks: Open-concept layout • Community amenities • Convenient access to major roadways • Preferred lender is offering 1% toward buyer’s closing costs Our preferred lender is offering a 1% contribution toward the buyer’s closing costs, subject to terms and conditions. This residential property offers four bedrooms and three bathrooms, arranged in a flexible, functional layout. The main residence includes three bedrooms and two bathrooms, while the attached or separate in-law suite features one bedroom, one bathroom, and a kitchenette, providing added versatility for guests, extended household use, multigenerational living, or home office purposes. Upon entry, the home features a welcoming foyer with a tray ceiling, adding architectural interest and a sense of openness. The interior showcases open living and dining areas that connect seamlessly to the kitchen, creating clear sightlines and efficient use of space. The kitchen offers ample cabinetry, generous counter space, and room for casual dining or meal preparation, making it suitable for both everyday routines and gatherings. The primary bedroom is positioned for privacy and includes an en-suite bathroom and a walk-in closet. Additional bedrooms provide flexibility for guest accommodations, workspace, or hobby use. Bathrooms are conveniently located and designed for practical daily use. A dedicated laundry area enhances organization and functionality. Exterior features include an attached garage and outdoor space suitable for seating, grilling, or general outdoor enjoyment. The lot is designed for everyday use without excessive maintenance requirements. Sidewalk-lined streets and neighborhood infrastructure allow for easy navigation throughout the community. The property is located within the planned residential community of Tohoqua, offering HOA-managed amenities such as a community pool, walking trails, recreational areas, and open green spaces. The community also features an on-site K–8 school, providing added convenience for families. HOA fees and guidelines apply. The surrounding area provides convenient access to shopping, dining, medical centers, schools, and employment hubs throughout Central Florida. Easy access to major roadways supports commuting to surrounding cities. Listing media may include professional photography, floor plans, and a virtual tour. All information is deemed reliable but not guaranteed and should be independently verified by buyers and buyers’ agents. The home may be sold furnished, with furniture pricing negotiable separately.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Maria Fernan Castro, Pa (407-779-3323)
1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744
$525,000146 Days on yellowkey MLS ID: S5138827
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3099 Built: 2017Monthly Fee: $11 Tax: $5,957 (2024)Community: Kindred Ph 1CSingle Family
Taxes:$5,957
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Tax Year: 2024
Remarks: **Highly motivated seller offering buyer contribution**, including a contribution toward closing costs or buy points to help reduce your monthly payment. Welcome to 1889 Rustic Falls Dr, a spacious, 3,099 sq ft two-story home, designed with comfort and functionality in mind. From the moment you enter, the home welcomes you with an open-concept layout connecting the kitchen, living, and dining areas, creating an inviting space for everyday living and entertaining. A dry bar adds additional convenience and serving space, perfect for gatherings. The primary bedroom is conveniently located on the first level and features a private bathroom, while the remaining three bedrooms are located on the second floor, each with walk-in close. The upper level also includes two full bathrooms with double sinks, providing practical space for daily routines. The home features tile and vinyl flooring throughout no carpet and ceiling fans in multiple areas, contributing to comfort and easy maintenance. The exterior offers a fenced backyard with peaceful conservation views, creating a relaxing setting to enjoy Florida sunsets and outdoor living. Beyond the home itself, the community provides a wide range of amenities designed for an active lifestyle, including 3-clubhouse areas with pools and fitness centers, more than 3-miles of walking trails, four playgrounds, a dog park, tennis courts, sand volleyball courts, and four lakes where residents can enjoy fishing. The neighborhood also hosts regular community events, offering opportunities to connect and enjoy time with neighbors and family. The location places you minutes from restaurants, shopping, grocery stores, gas stations, medical offices, urgent care, NeoCity, and Downtown Kissimmee, while also being near the St. Cloud area and approximately 10 minutes from the Florida Turnpike, providing convenient access to surrounding destinations. Request your private tour today and explore the opportunity this property offers.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Glenda Mercado (407-946-1247)
1715 HAPPINESS ROW, KISSIMMEE, FL 34744
$399,00068 Days on yellowkey MLS ID: S5142449
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2022Monthly Fee: $10 Tax: $6,675 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$6,675
Remarks: Best Value in Tohoqua! Welcome to 1715 Happiness Road (watch the video )in the highly desirable Tohoqua community of Kissimmee. This newer Cascade floor plan offers 4 bedrooms, 3 full bathrooms, and a rear-load detached 2-car garage, designed for modern, low-maintenance living. The open-concept main level is perfect for entertaining, featuring a stylish kitchen with quartz countertops, stainless steel appliances, a large center island, walk-in pantry, and seamless flow into the dining and family rooms. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. Upstairs, the primary suite offers a walk-in closet and en-suite bath with dual vanities and a walk-in shower, along with two additional bedrooms, a full bath, and a convenient interior laundry room. Enjoy the inviting front porch overlooking a neighborhood park and gazebo, plus a private paved outdoor space between the home and garage ideal for relaxing or entertaining. The home also features installed rain gutters, adding convenience and protection. As a Tohoqua resident, you’ll enjoy resort-style amenities including a pool, fitness center, tennis courts, playgrounds, parks, and miles of walking and biking trails, all with low HOA fees. Ideally located near shopping, dining, major roadways, Central Florida attractions, and the NeoCity Technology Hub, this move-in-ready home offers comfort, convenience, and long-term value.With newer construction, a thoughtful layout, and an unbeatable community lifestyle, this move-in-ready home delivers modern living with confidence.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Lissette Escobar (407-340-8115)
1103 MARYGON ST, KISSIMMEE, FL 34744
$320,00018 Days on yellowkey MLS ID: O6394276
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1971 Tax: $635 (2025)Community: Johnston Park RepSingle Family
Taxes:$635
Remarks: Welcome to 1103 Marygon Street, a beautifully maintained 3-bedroom, 2-bathroom home offering comfort, functionality, and peace of mind. With major updates already completed, including a new roof (2022), A/C system (2021), electrical panel (2021), and water heater (2019), this home is truly move-in ready. Inside, you’ll find a bright and inviting layout with great natural light and flexible living spaces to fit your lifestyle. The kitchen features granite countertops and stainless steel appliances, providing both style and everyday convenience. The home offers a practical layout ideal for both daily living. Located in a prime Kissimmee area, you’ll enjoy easy access to major highways, shopping, dining, and schools, making commuting and everyday living simple and convenient. The outdoor space provides room to relax, entertain, and enjoy the Florida lifestyle. A must see. Schedule your private showing today.
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Yessenia Cruz (340-226-1690)
3050 MENORCA CT, KISSIMMEE, FL 34744
$469,90047 Days on yellowkey MLS ID: S5144709
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2453 Built: 2015Monthly Fee: $160 Tax: $3,185 (2025)Community: Villa Sol Village 4Spa: NoSingle Family
Taxes:$3,185
Remarks: Luxury, Privacy, & Income Potential. Luxurious Mediterranean Living Meets Unbeatable Versatility! Located in the prestigious gated community of Villa Sol, just minutes from the heart of Lake Nona, this 2015-built residence offers the perfect blend of style and opportunity. The home features a bright, open-concept floor plan with 4 spacious bedrooms, 2.5 bathrooms, and a beautifully renovated kitchen complete with stylish finishes and a custom wine/coffee bar for the ultimate host. The Standout Feature: This property includes a professionally converted garage transformed into a spacious Mother-in-Law suite with a private bathroom. An active permit is already in place to add a dedicated independent entrance, making this a rare find for multi-generational families or those seeking potential rental income! Outside, enjoy excellent curb appeal with a durable tile roof, a charming front porch, and a large backyard patio perfect for entertaining. The Villa Sol lifestyle includes a resort-style clubhouse, fitness center, pool, tennis, and basketball. Total convenience: HOA fees include landscaping, cable, and high-speed internet. Perfectly situated near Medical City, Orlando Airport, premier dining, and major highways. Schedule your private tour today to see this Lake Nona-area gem!
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Mora Perez (407-766-8282)
1636 BARBERRY DR, KISSIMMEE, FL 34744
$560,00050 Days on yellowkey MLS ID: S5144068
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2851 Built: 2023Monthly Fee: $11 Tax: $7,432 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,432
Remarks: Welcome home this stunning, nearly-new showcase home built in 2023! Offering a sprawling **2,851 sq. ft. of living space**, this home is perfectly positioned on a premium **corner lot with NO rear neighbors**, giving you the ultimate sense of privacy and peace. Step inside and be wowed by the bright, open-concept floor plan designed for modern living. You'll find gorgeous, easy-to-maintain ceramic tile flowing seamlessly throughout the home. The soaring **high ceilings**, elegant tray details, and a chic custom geometric accent wall give the main living area a true model-home feel. The heart of the home is the spectacular chef’s kitchen, featuring crisp white shaker cabinetry, beautiful granite countertops, stainless steel appliances, modern pendant lighting, and a massive center island that overlooks the expansive living and dining spaces. Ready to take the fun outside? Step through the sliding glass doors to your **covered patio**, the perfect spot for your morning coffee or weekend BBQs! **THE SHOWSTOPPER: A FULL IN-LAW SUITE!** Whether you have extended family, frequent visitors, or want an amazing private guest retreat, this home delivers! The attached in-law suite boasts its own **private entrance, a cozy living room, a fully-equipped kitchen, and a spacious master bedroom**. It’s the perfect NextGen setup! 3-Car Garage Plenty of room for vehicles, a golf cart, or extra storage! Corner lot property, beautiful stone accents, and serene nature views out back. Why just buy a home when you can gain a lifestyle? The highly sought-after Kindred community is an absolute dream, loaded with **THREE incredible amenity centers**. Spend your weekends lounging by the sparkling resort-style pools, watching the kids play at the expansive shaded playgrounds, or staying active on the miles of beautifully paved **walking trails** winding through lush Florida conservation. This rare 2023 build gives you all the perks of new construction without the wait. Don’t miss your chance to own this multi-generational masterpiece in one of Kissimmee's best communities! Schedule your Private Tour Today!!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
1503 OAK RESERVE DR, KISSIMMEE, FL 34744
$445,00054 Days on yellowkey MLS ID: S5144250
REDUCED by $5,000 (1.1%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2022 Tax: $7,738 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,738
Middle School: St. Cloud Middle (6-8)
Remarks: Built in 2022, this well maintained 4-bedroom home offers modern comfort in a desirable Kissimmee location. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a functional space for everyday living and entertaining. The kitchen features modern appliances, ample counter space, and generous cabinetry. The spacious primary suite includes a walk-in closet and a private en-suite bathroom with a walk-in shower. The secondary bathroom features a bathtub, offering flexibility for family or guests. This home is equipped with smart technology, including a 2023 upgraded water heater with remote access. Hurricane protection is installed on the windows and rear patio door for added peace of mind. A fully paid whole-house water filtration system provides enhanced water quality throughout the home. Enjoy the enclosed porch and landscaped backyard with space for outdoor gatherings. The community offers resort-style amenities including a pool, tennis court, and basketball court. A charter school is currently operating within the community, and a commercial area with shops and restaurants is under construction inside the neighborhood, adding convenience and long-term value. Conveniently located near shopping, dining, parks, and major highways. Section 8 / housing vouchers are not accepted for this property.
Listing Agent: Neyla Alvarez (407-780-8786)
2352 ROSS ST, KISSIMMEE, FL 34744
$315,000299 Days on yellowkey MLS ID: O6320029
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)
1819 BROCKRIDGE RD, KISSIMMEE, FL 34744
$400,00053 Days on yellowkey MLS ID: O6383806
0 Days Off yellowkey (back on 2/25/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2017Monthly Fee: $133 Tax: $6,383 (2025)Community: Kindred Ph 1CSingle Family
Taxes:$6,383
Remarks: Under contract-accepting backup offers. Welcome to this exceptional Cali floor plan home in the highly sought-after community of Kindred—where modern updates, thoughtful design, and resort-style living come together seamlessly. This beautifully maintained 4 bedroom, 2 bath residence features a NEW ROOF (2025), a fully fenced backyard, and numerous stylish upgrades throughout. From the moment you enter, you’ll appreciate the cohesive design and attention to detail. The stunning kitchen serves as the true heart of the home, showcasing elegant quartz countertops, crisp white cabinetry, a decorative backsplash, and eye-catching pendant lighting. It opens effortlessly to the living and dining areas, creating a bright, spacious layout ideal for both everyday living and entertaining. All living areas and bedrooms have been upgraded with tile and luxury vinyl plank flooring—offering durability, easy maintenance, and a modern aesthetic. Updated light fixtures and custom decorative touches throughout the home add warmth and character while elevating the overall style. The spacious primary suite provides a true retreat within the home. The generously sized bedroom offers plenty of room for a sitting area and abundant natural light. The ensuite bathroom features a dual-sink vanity, a large walk-in shower, and a private water closet for added comfort and privacy. Completing the suite is an oversized walk-in closet with ample storage space—designed to keep everything organized with ease. Step outside to enjoy your private fenced backyard—perfect for relaxing evenings, pets, or weekend gatherings. Living in Kindred means enjoying an impressive array of resort-style amenities, including multiple pools, clubhouses, playgrounds, recreational fields, a pet park, beach volleyball, fitness center, outdoor exercise stations, and miles of walking and biking trails. Ideally located in the heart of Kissimmee, the community offers convenient access to NeoCity, is just southwest of Lake Nona Medical City, and provides easy access to Orlando International Airport—making commuting and travel effortless. This is truly a move-in-ready home that combines style, comfort, and location. Schedule your private showing today and experience everything this one-of-a-kind home has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Efrain Reyes (407-575-4226)
2418 BROOKSIDE AVE, KISSIMMEE, FL 34744
$220,00029 Days on yellowkey MLS ID: S5145883
0 Days Off yellowkey (back on 3/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1807 Built: 1979 Tax: $4,934 (2025)Community: Whisper WoodsSingle Family
Taxes:$4,934
Remarks: Location, Location, Location. 3 Bedroom 2 Bath Home with an Open Floorpaln. Porch area great for entertainment. Has a shed wich is great for storage and tool area.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Richard Vega (407-234-0743)
2568 AVENTURINE ST, KISSIMMEE, FL 34744
$305,000126 Days on yellowkey MLS ID: O6365441
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1734 Built: 2008Monthly Fee: $170 Tax: $631 (2024)Community: Amber Pointe Unit 2Townhouse
Taxes:$631
Remarks: Retreat to a serene 1,700 sq. ft. of peaceful comfort in this charming 3-bedroom, 2 1/2-bath townhome that has been meticulously cared for. You will be greeted by a generous floor plan, soaring vaulted ceilings, and a spacious master bedroom/bathroom suite featuring a walk-in closet. Additionally, the home includes a 2-car garage. All of this is situated in the tranquil and highly sought-after Amber Pointe neighborhood. Looking for a quick escape? It is conveniently located just a few hours from some of Florida's most stunning beaches, Downtown Orlando, and the renowned theme parks like Disney and Universal. You will always be close to an adventure! Act quickly - this lovely home is sure to sell fast! **ASSUMABLE MORTGAGE - 3.75% RATE**
Listing is courtesy of: ITS REALTY (321-437-7363)
Listing Agent: Patrick Westervelt, Llc (407-533-1000)
2394 OLD DIXIE HWY, KISSIMMEE, FL 34744
$289,99933 Days on yellowkey MLS ID: O6366826
0 Days Off yellowkey (back on 3/12/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1567 Built: 1958 Tax: $3,253 (2024)Community: Colonial EstatesSingle Family
Taxes:$3,253
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Spacious 4-bedroom, 3-bath single-family home on a generous 0.31-acre corner lot with no HOA! This versatile property offers an ideal layout with an eat-in kitchen, inside laundry, and a welcoming front bonus/sitting room perfect for a home office, reading area, or flex space.The split-style floor plan provides comfortable living for multi-generational households, or rental opportunities. Located within a block away from AdventHealth, making it especially appealing for healthcare professionals, traveling nurses, or long-term rental potential. Conveniently close to shopping, dining, and everyday amenities. Zoned for professional office use, offering rare flexibility for buyers seeking a live/work opportunity, small business location, or future investment potential. A unique opportunity for first-time buyers, investors, or entrepreneurs looking for space, location, and versatility.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carlethia Burnette (407-970-7902)
229 STRATHMORE CIR, KISSIMMEE, FL 34744
$489,900123 Days on yellowkey MLS ID: O6367119
REDUCED by $10,000 (2.0%) on 04/08/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 1996Monthly Fee: $14 Tax: $4,408 (2024)Community: Remington Ph 1 Tr BSingle Family
Taxes:$4,408
Remarks: PROPERTY BACK ON THE MARKET DUE TO BUYER’S FINANCING FALLING THRU!! Spacious and well-maintained, this 5-bedroom, 3-bath POOL home sits on a generous lot overlooking the 11th hole in the gated, award-winning Remington Golf Course community. This beautifully designed residence offers an ideal blend of comfort, style, and resort-like Florida living. Inside, you’ll find a welcoming layout that includes a formal dining room, a formal living room, and a large family room that includes a beautiful fireplace—perfect for gatherings and entertaining. The upgraded open eat-in kitchen is a chef’s dream, complete with abundant cabinet space, gorgeous quartz countertops, and a seamless flow into the family room and out to the pool area. The home features a thoughtful three-way split floor plan that provides exceptional privacy for families or multigenerational living. The primary suite is spacious with large closets and an ensuite bathroom with a garden tub and walk-in shower. Two of the bedrooms share a full bathroom on one side of the home, while another bedroom and full bath are conveniently located just off the pool area—an excellent option for an in-law or guest suite. The fifth bedroom stands alone and can easily function as a private office, den, hobby room, or additional guest space, making the layout incredibly versatile. Outdoor living is truly a highlight of this home. The screened lanai and sparkling pool offer an outdoor kitchen area, plenty of covered dining space, and complete privacy thanks to the fenced yard and no rear neighbors. Enjoy peaceful golf course views and the perfect setting for relaxation or entertaining. Additional features include wood and tile flooring throughout, extra storage shelving in the garage, and meticulous upkeep that makes this home completely move-in ready. Low HOA fees add even more value. Residents of Remington enjoy amenities that include swimming pools, tennis courts, fitness centers, and the popular Remington Golf Club with its welcoming clubhouse. The gated community also features a primary school, convenience store, and business center. With a prime location close to the Turnpike, Highway 192, numerous shopping and dining options, and just a short drive to St. Cloud’s beautiful lakefront, this home offers convenience and lifestyle all in one. It is truly a must-see. Call today for more information or to schedule your private showing.
Listing is courtesy of: BUSTAMANTE REAL ESTATE INC (407-857-5900)
Listing Agent: Andrey Bustamante (407-857-5900)
4436 AZURE ISLE WAY, KISSIMMEE, FL 34744
$499,00068 Days on yellowkey MLS ID: O6379702
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2251 Built: 2013Monthly Fee: $108 Tax: $3,771 (2025)Community: North Point Ph 1BSingle Family
Taxes:$3,771
Remarks: LOCATION, LOCATION, LOCATION!!! Located less than 5 miles from Lake Nona, you can enjoy ALL of what Lake Nona has to offer....without the hefty price tag. This SINGLE-STORY home offers 3 bedrooms, 2.5 bathrooms, DEDICATED OFFICE SPACE, separate dining room, sitting room, and more!! Public records state it is a 4-bedroom home; it is, in fact, a 3-bedroom plus an office. With 2,251 sqft of living space, you can truly make this your forever home. Stepping through the front doors, you'll find soaring ceilings and tile flooring that will lead you to two nicely sized bedrooms, a dedicated office giving you a quiet room to work from home, a powder room, a full-sized bathroom, and a laundry room! Continuing with the flow of the home, you will enter a huge space consisting of a separate dining room and a sitting room that can be used as a playroom, a second living room...or anything you can create to fit your lifestyle and needs. Heading towards the back of the home, you now enter the heart of the home! You'll find a living room/Kitchen combo with a breakfast nook- ideal for entertaining guests or enjoying family time! The Primary suite offers a peaceful retreat with an ensuite bathroom, step-in shower, separate tub, separate vanities, and plenty of natural light. The backyard is fully fenced, with a covered porch, perfect for pets, play, or relaxing evenings under the stars. With a spacious layout, high ceilings throughout, NEWER AC and WATER HEATER, this home feels grand, inviting, and ready to move in! Located in the tranquil North Point neighborhood, residents can enjoy easy access to major highways, approximately 3 miles from the new Lake Nona West retail project, which has already pre-leased more than 300,000 sqft of tenants, 8 miles to Orlando International Airport, approx. 5 miles to major Hospitals such as UCF Lake Nona Hospital and the VA, approx. 18 miles to Disney, approx. 8 miles to Downtown St. Cloud, and so many other attractions that Central Florida has to offer. This home has been well-loved and taken care of for many years, and it's time for someone else to call it home! Schedule your showing today!!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jennifer Dalhausser (805-341-7998)
2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744
$390,00077 Days on yellowkey MLS ID: G5107373
0 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 2001Monthly Fee: $19 Tax: $6,110 (2025)Community: GleneaglesSingle Family
Taxes:$6,110
Remarks: Under contract-accepting backup offers. Welcome to this 4-bedroom & 3 full bathroom home located in the Remington Community and an easy walking distance to and from elementary school. This home is all spread out over only one level. Perfect income producing property since it is tenant occupied; you have your master suite on one end with a shower, garden bathtub and walk in closets and then 3 bedrooms on the other end, one with its own en-suite bathroom as well. Relax in your own private pool under the screen enclosure. Enjoy the perks of the Remington Community with its guard-gated entrance, community pool, playgrounds, beautiful golf course, as well as basketball and tennis courts. Enjoy the additional perks that only a well-established neighborhood has community sidewalks. Conveniently located close to the FL Turnpike interchange. Home needs some TLC perfect priced to sell.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
305 POINCIANA CIR, KISSIMMEE, FL 34744
$360,00078 Days on yellowkey MLS ID: S5142338
0 Days Off yellowkey (back on 1/26/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1955 Tax: $521 (2025)Community: Dellwood ParkSingle Family
Taxes:$521
Remarks: Lovely 4 bedrooms and 2 bathrooms concrete block with a large pool!!
Listing Agent: Luceyda Rodriguez Otero (407-301-8394)
2571 AMES HAVEN RD, KISSIMMEE, FL 34744
$749,900298 Days on yellowkey MLS ID: S5129375
4 Days Off yellowkey (back on 2/18/2026)
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2556 Built: 1920 Tax: $4,045 (2024)Community: NoneSpa: YesSingle Family
Taxes:$4,045
Remarks: Under contract-accepting backup offers. TROPICAL LAKEFRONT OASIS with GUEST COTTAGE on 1.64 acres - No HOA + 2 Large DETACHED GARAGES(3 Bays) and WORKSHOP. Escape to this beautifully updated 4-bedroom, 3-bath single-story home + Cottage situated on a true lakefront lot along the private shores of Fish Lake. The main home features 2,556 sq ft of living space (5,396 sq ft under roof), thoughtfully designed with natural light, soothing colors, and warm finishes throughout. The open-concept layout flows seamlessly for everyday living and entertaining, while the home’s tasteful updates and abundant windows create a serene, welcoming atmosphere. A fully equipped detached guest cottage includes its own kitchen and offers excellent flexibility for multigenerational living, private guest accommodations, or potential rental income. Outdoors, enjoy lush, Key West-inspired landscaping with mature plumeria, tabebuia, bougainvillea, cypress trees, and natural Florida brush. A charming bench swing hangs in the shade, adding to the peaceful, resort-style ambiance. The property also includes two detached garages — one of which could be converted into additional living or recreational space. The seller already has plans for the conversion. A wooden dock structure is already in place and and is ready to be rebuilt — offering incredible potential for enjoying lakefront living at its best. RECENT UPGRADES: Kitchen Remodel with Quartz countertops. The property has 2 AC units both have been updated(2018 &2023) Kitchen Remodel with Quartz countertops. Metal Roof front half & sky lights of Main Home(2019), Metal Roof on front half(2021) RUN BY PROPANE GAS: Kitchen Stove, Kitchen Water Heater & additional Rinnai Water Tankless Water Heater(2020) & Dryer. Exterior Main Electrical Panel and Pole(2021) Pool Heater(2017) Garage Doors(2018) Asphalt Driveway (2020) New Electrical Main Panel Outside & Pole(2021) The south side of Ames Haven is scheduled to become a Cul De Sac. Tucked away on 1.64 acres, this property offers the perfect blend of privacy, charm, and convenience — with easy access to the Turnpike, shopping, dining, and major commuter routes.
Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)
Listing Agent: Racquel Schroeder (321-624-5780)
2670 REAGAN LN, KISSIMMEE, FL 34744
$370,00047 Days on yellowkey MLS ID: O6385604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1294 Built: 1981 Tax: $1,125 (2025)Community: Gehrett GardensSingle Family
Taxes:$1,125
Remarks: *NEW ROOF INSTALLED*Great location with convenient access to the Florida Turnpike, SR-417, and major roadways, and approximately 20 minutes from Disney and other popular attractions — all with NO HOA. This 3-bedroom, 2-bath home offers an open-concept living area plus an all-weather Florida room for flexible extra space. One bedroom features a private entrance and bathroom, ideal for guests or extended living arrangements. Enjoy a large fenced backyard with plenty of room for RV or boat parking. Major updates within the past two years include windows, HVAC system, ductwork, and plumbing. Move-in ready and seller motivated — a great opportunity in a highly convenient area.
Listing Agent: Neerupa Sahai (352-978-9165)
627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744
$459,90026 Days on yellowkey MLS ID: O6392189
REDUCED by $10,000 (2.1%) on 04/08/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2846 Built: 2005Monthly Fee: $41 Tax: $3,538 (2025)Community: Woodland CreekSingle Family
Taxes:$3,538
Elementary School: Mill Creek Elem (K 5)
Remarks: PRICE REDUCTION! SELLER MOTIVATED! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Roland Barcenilla (407-480-6438)
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