Location: Kissimmee
Do Not Show Listings
446 CINNAMON DR, KISSIMMEE, FL 34759
$285,0005 Days on yellowkey MLS ID: O6410740
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2023Monthly Fee: $100 Tax: $2,186 (2025)Community: Poinciana Nbrhd 03 South Village 07Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,186
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to 446 Cinnamon Dr, recently refreshed with fresh interior paint that brightens the entire space. The kitchen is equipped with all stainless steel appliances and features a convenient kitchen island. The primary bedroom includes a walk in closet, and its accompanying bathroom provides double sinks for functional ease. A covered patio extends the living area outdoors. Don't miss this blend of contemporary updates and everyday ease.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
4322 SUNNY CREEK PL, KISSIMMEE, FL 34746
$309,00040 Days on yellowkey MLS ID: O6400675
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2021Monthly Fee: $155 Tax: $5,896 (2025)Community: Storey Creek Ph 2ASpa: NoSingle Family
Taxes:$5,896
Remarks: Welcome to 4322 Sunny Creek Pl, a residence recently enhanced with fresh interior paint and partial flooring replacement. The kitchen features a functional island and includes stainless steel appliances. The primary bedroom contains a convenient walk in closet. This updated property provides modern comfort and essential functionality. Included 100-Day Home Warranty with buyer activation
107 HERRING WAY, KISSIMMEE, FL 34759
$292,00079 Days on yellowkey MLS ID: O6390402
REDUCED by $15,000 (4.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1952 Built: 2004Monthly Fee: $100 Tax: $4,043 (2025)Community: Poinciana Nbrhd 04 Village 07Spa: NoSingle Family
Taxes:$4,043
Remarks: Discover the charm of 107 Herring Way, a property that boasts a kitchen with an accent backsplash and a kitchen island for your culinary adventures. The primary bathroom is a haven of relaxation with double sinks, a separate tub, and shower for your convenience. Step outside to a covered patio, perfect for entertaining or simply enjoying a quiet moment. The property also features a in-ground pool, ideal for cooling off on hot summer days. A fenced-in backyard provides a secure outdoor space. The home has been refreshed with fresh exterior and interior paint, giving it a clean, modern look. Experience the comfort and style of this beautifully maintained property. Included 100-Day Home Warranty with buyer activation
1701 GOBLET COVE ST, KISSIMMEE, FL 34746
$399,90030 Days on yellowkey MLS ID: S5148923
REDUCED by $20,100 (4.8%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2023Monthly Fee: $364 Tax: $5,271 (2025)Community: Bellalago Phase XSingle Family
Taxes:$5,271
Remarks: One or more photo(s) has been virtually staged. *Buyer Incentives!!!! 1% credit offered by preferred lender!!! NEWER HOME IN BELLALAGO UNDER $400K! If you have been searching for a move in ready home in one of Kissimmee’s most sought after guard gated communities, this opportunity stands out. Built in 2023, this popular St. Thomas model offers 3 bedrooms plus a den, stylish upgrades, and one of the best outdoor living spaces currently available in Bellalago at this price point. Inside, the home feels bright, open, and easy to maintain with wood look tile throughout the main living areas, quartz countertops, upgraded appliances including the washer and dryer, and a modern open concept layout designed for comfortable Florida living. The den creates flexible space for a home office, guest room, gym, or hobby area buyers are actively searching for today. The oversized screened lanai is the feature buyers remember. Finished with brick pavers and designed as a true outdoor living area, there is room for dining, relaxing, entertaining, and enjoying Florida evenings year round. The backyard has already been finished with low maintenance rock landscaping, giving the space a clean and polished look without the upkeep. The primary suite offers a spacious retreat with a garden tub, separate shower, and generous walk in closet. Every detail of this home was designed for easy everyday living while still offering the modern finishes buyers want in a newer home. Living in Bellalago means access to resort style amenities that are hard to find at this price point. Residents enjoy multiple pools, waterslides, fitness centers, pickleball, tennis, basketball courts, playgrounds, dog parks, scenic walking trails, community events, private boat ramp access to Lake Tohopekaliga, a fishing pier, and even a waterfront restaurant inside the community. Conveniently located near Publix, dining, shopping, Disney World, Disney Springs, Orlando attractions, and major highways. If you have been waiting for a newer home in Bellalago with upgraded finishes, a massive screened lanai, and resort style living, this is one you need to see in person.
Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)
Listing Agent: Terri Cristaldi (407-340-3522)
150 SEABREEZE CIR, KISSIMMEE, FL 34743
$340,00071 Days on yellowkey MLS ID: O6392326
4 Days Off yellowkey (back on 4/21/2026)
REDUCED by $33,000 (8.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1563 Built: 1990 Tax: $2,673 (2025)Community: Bvl Unit 10 3Rd AddSpa: NoSingle Family
Taxes:$2,673
Remarks: Under contract-accepting backup offers. Beautiful 3 Bedroom, 2 Bathroom home offering 1,563 heated sq ft on a 6,490 sq ft lot in Kissimmee. The Kitchen does need some TLC but there has been other Major updates including a 2025 A/C system and a full roof replacement in 2019. The home features a spacious main living area with high ceilings, large tile flooring, and abundant natural light, plus a in ground private pool. The kitchen includes stainless steel appliances , ample cabinetry, and a breakfast nook space. Sliding doors lead to a cute outside patio, creating a comfortable outdoor space to enjoy your morning coffee or tea. Conveniently located near shopping, dining, schools, and major roadways like I-4 and The Turnpike. Immediate, same-day showing available!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Monique Bowden (305-879-5839)
7442 GATHERING CT, KISSIMMEE, FL 34747
$2,299,00025 Days on yellowkey MLS ID: O6402997
Bed: 10 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 5563 Built: 2024Monthly Fee: $620 Tax: $20,385 (2025)Community: Reunion Phase 1 Parcel 1 Unit 3Spa: YesSingle Family
Taxes:$20,385
Elementary School: Knights Point
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. – Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a premium oversized lot backing directly onto the golf course—offering rare privacy and stunning views just off the tee box in Reunion Resort. This fully furnished, turnkey vacation home is designed to impress, combining high-end living with unbeatable income potential. Property Highlights 10 Bedrooms | 9.5 Bathrooms 3 Bedrooms on the ground floor, ideal for multi-generational living 7 Bedrooms upstairs, including multiple en-suites, great kitchen with 2 Refrigerators, 2 Ranges, 2 Microwaves and 2 Dishwashers and there is an upstairs and downstairs laundry rooms. Two luxurious master suites with walk-in showers and a Butler's Pantry. Professionally designed with high-end, luxury furnishings included Entertainment Like No Other This home is built for unforgettable guest experiences: Huge private theater room with luxury electric recliners Custom karaoke stage – a rare and fun showpiece First floor, fully loaded games room 13x19. Upstairs an expansive loft/game area featuring pool table & poker table Three fully themed bedrooms: Moana, Monsters Inc and Minions. Resort-Style Outdoor Living Step outside into your private oasis: Large pool & spa with elegant block pavers Natural gas fire pit for evening relaxation Fully equipped outdoor kitchen No rear neighbors – enjoy peaceful golf course views and total privacy Convenient pool bath (half bath) for outdoor access, there is a 5x19 owners closet. ?? Investment + Lifestyle Whether you’re looking for a high-performing short-term rental or an incredible full-time residence, this home delivers both lifestyle and returns. Located just minutes from Disney and Orlando attractions, homes of this caliber in Reunion Resort are in high demand for luxury vacation rentals. This is a rare opportunity to own one of the most feature-packed, guest-ready homes in one of Central Florida’s premier resort communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: James Mitchell (407-383-1051)
902 N THACKER AVE, KISSIMMEE, FL 34741
$329,99072 Days on yellowkey MLS ID: O6392187
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1956 Tax: $4,636 (2025)Community: Orange GardensSpa: NoSingle Family
Taxes:$4,636
Elementary School: Thacker Avenue Elem (K 5)
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Property is Eligible for Free 1% interest rate Buydown for the first 12 months until June 30, 2026!!! $10,000 toward buyer's closing costs with full price offer. Beautiful 3-bedroom, 2-bathroom home located in a desirable area of Kissimmee, Florida. This property offers the freedom of NO HOA and NO CDD, making it a perfect option for homeowners or investors looking for flexibility and lower monthly expenses. The home features a functional layout with comfortable living spaces, ideal for families or those who enjoy entertaining. Conveniently situated near major highways, shopping centers, restaurants, schools, and just minutes from world-famous attractions in Central Florida. Kissimmee is known for its strategic location near Orlando and major theme parks, while also offering access to parks, lakes, and outdoor recreation throughout the area. Whether you are looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a rapidly growing Central Florida market. Don’t miss the chance to own a property in one of the most convenient and sought-after locations in the area. Additional Exterior and Interior property photos will be uploaded!
Listing is courtesy of: CAPITAL HOMES INC (800-642-0668)
Listing Agent: Alcides Gonzalez (407-267-6868)
502 MATTERHORN PL, KISSIMMEE, FL 34758
$284,99518 Days on yellowkey MLS ID: L4961809
REDUCED by $8,000 (2.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 2005Monthly Fee: $100 Tax: $3,963 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoSingle Family
Taxes:$3,963
Elementary School: Poinciana Elem
Middle School: Discovery Intermediate
Remarks: Don’t miss this incredible opportunity to own this well-maintained 3-bedroom, 2-bath CBS home with a 2-car garage, situated on an oversized lot with mature landscaping, trees, and an extended driveway offering plenty of parking space. This move-in-ready home features a brand-new 3.5-ton A/C installed in 2025 and a desirable split-bedroom layout with laminate flooring throughout the main living areas and bedrooms, plus ceramic tile in the kitchen and bathrooms. The inviting kitchen is designed for both everyday living and entertaining, featuring decorative backsplash, stylish pendant lighting, a breakfast bar, pantry, dinette area, and plenty of cabinet space. A separate formal dining room showcases a decorative chandelier and flows into the spacious living room through a beautiful alcove entranceway that adds charm and architectural character. Ceiling fans are featured throughout the home, including all bedrooms and the living room, helping provide comfort year-round. The spacious primary suite includes dual sinks in the primary bathroom, while the fully fenced backyard offers privacy and functionality with a huge storage shed perfect for tools, hobbies, equipment, or additional storage needs. Enjoy the combination of indoor comfort and outdoor space this property has, Conveniently located near shopping, dining, schools, parks, and major roadways. The home's exterior was recently painted. This is a must-see property with features buyers are looking for. Schedule your showing today before this opportunity is gone.
Listing is courtesy of: FGI REALTY (954-888-9610)
Listing Agent: Jeannette Genova (954-540-0193)
8515 PALM HARBOR DR, KISSIMMEE, FL 34747
$475,00026 Days on yellowkey MLS ID: S5149105
REDUCED by $15,000 (3.1%) on 05/29/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $5,725 (2025)Community: Emerald Island Resort Ph 5ASpa: YesSingle Family
Taxes:$5,725
Elementary School: Westside K-8
High School: Celebration High
Remarks: This home is a unfurnished 5-bedroom, 4-bathroom property located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious open-plan, living and dining area perfect for both family gatherings and entertaining. The kitchen features stainless steel appliances, ample counter space and a cozy breakfast nook. Each of the five large bedrooms provides a peaceful retreat with the main bedroom suite on the first floor offering a private en-suite bathroom with a tub and separate shower. Also on the first floor in another bedroom with a bathroom with shower just across the hall. The home also has a second en-suite bedroom and bathroom upstairs. With the rest of the bedrooms upstairs. The house has a central AC and heating system, that allows for efficient temperature control throughout the home. Step outside to your private backyard oasis, complete with a heated swimming pool, spa, and large covered patio, ideal for enjoying the Florida sunshine or relaxing in the evenings. Located in a 24-hour gated and guarded community, this home provides access to incredible amenities such as a clubhouse with a fitness center, tennis courts, basketball, waking trail, volley ball with a peaceful and secure environment. The HOA fee covers cable TV, internet, landscaping, and 24 hour gated security, ensuring ease and comfort for everyone. Parkes, shopping and schools are just minutes away.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$589,0002 Days on yellowkey MLS ID: O6411198
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2020Monthly Fee: $718 Tax: $8,192 (2025)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,192
Elementary School: Westside Elem
Remarks: Welcome to 8951 Amelia Downs, a beautifully appointed and spacious home featuring 7 bedrooms, 6 bathrooms, and 3,533 square feet of well-designed living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for entertaining and hosting guests. Step outside to your private heated pool, ideal for year-round enjoyment and a standout feature for short-term rental potential such as Airbnb. Each bedroom is generously sized, with multiple en-suites giving added privacy and flexibility. Ideally located just minutes from world-renowned attractions including Walt Disney World, Universal Studios, and SeaWorld, as well as premier shopping and dining destinations, this property provides unbeatable convenience. Residents and guests can also enjoy nearby golf courses, outlet malls, and easy access to major highways for seamless travel. Whether you're seeking a primary residence, vacation home, or income-producing investment, this home delivers the perfect blend of comfort, location, and opportunity.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
106 BONITO WAY, KISSIMMEE, FL 34759
$337,00029 Days on yellowkey MLS ID: S5148835
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 2006Monthly Fee: $100 Tax: $4,662 (2025)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$4,662
Remarks: Under contract-accepting backup offers. SPACIOUS POOL HOME ON CUL-DE-SAC STREET. New roof (2021) and A/C (2019) PLUS HEATED POOL installed in 2016 and 2-car garage. This 4-bedroom, 3-bathroom home also offers the flexibility of a potential 5th bedroom (no closet), perfect for growing needs. Step inside to soaring ceilings in the family room, filling the space with natural light, and enjoy seamless indoor-outdoor living with two sets of sliding glass doors leading to the pool area. Working from home? The downstairs office provides the perfect setup and can easily be converted into a fifth bedroom. The home boasts a customized entryway, an inviting upstairs loft, and an open layout ideal for entertaining. The upstairs primary suite features dual walk-in closets, separate vanities, a relaxing garden tub, and a walk-in shower. Step outside to your backyard oasis with a custom-designed heated pool complete with a sun shelf, waterfall, jets, and heat pump. Located on a quiet cul-de-sac with no through traffic, this home offers both privacy and convenience—perfect for comfortable Florida living! CALL TODAY TO SCHEDULE YOUR SHOWING!!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Janet Mcquagge (407-927-7399)
5388 LONESOME DOVE DR, KISSIMMEE, FL 34746
$315,00017 Days on yellowkey MLS ID: O6407575
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1377 Built: 1993Monthly Fee: $10 Tax: $5,678 (2025)Community: Indian Wells Unit 9Single Family
Taxes:$5,678
Remarks: Welcome to 5388 Lonesome Dove!!! Opportunity awaits with this spacious home ready for your vision and personal touch. Situated on a generous lot, this property offers endless potential for investors, renovators, or buyers looking to create their dream home from the ground up. The home requires a complete renovation and is priced accordingly, making it an excellent value for those seeking a project with upside potential. Features include a functional layout, ample living space, and a desirable location close to shopping, dining, schools, and major roadways. Bring your contractor and imagination — the possibilities are endless! Water heather 2023, A/C 2022.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Edouard Sarkissian (407-729-9703)
2216 LIMESTONE TRL, KISSIMMEE, FL 34747
$799,00024 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
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)
1527 GANTS CIR, KISSIMMEE, FL 34744
$599,00015 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
Elementary School: Partin Settlement Elem
Middle School: Neptune Middle (6-8)
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)
2460 THE OAKS BLVD, KISSIMMEE, FL 34746
$560,000330 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
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)
935 AMY RIDGE CT, KISSIMMEE, FL 34747
$365,000138 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
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
$539,90063 Days on yellowkey MLS ID: O6394431
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)
2121 AVIAN LOOP, KISSIMMEE, FL 34741
$485,00064 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)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000114 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
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
$809,900478 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)
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