Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
2879 OCONNELL DR, KISSIMMEE, FL 34741
$415,000104 Days on yellowkey MLS ID: O6390445
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $10,000 (2.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2005Monthly Fee: $100 Tax: $2,760 (2025)Community: Cypress ReserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,760
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
709 S DILLINGHAM AVE, KISSIMMEE, FL 34741
$529,900139 Days on yellowkey MLS ID: S5143373
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 1983 Tax: $6,589 (2025)Community: E B Waters AddSingle Family
Taxes:$6,589
Elementary School: Thacker Avenue Elem (K 5)
Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy or for a great rental income. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
2504 FASSONA DR, KISSIMMEE, FL 34741
$350,00036 Days on yellowkey MLS ID: S5150213
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $5,000 (1.4%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1690 Built: 2018Monthly Fee: $115 Tax: $6,074 (2025)Community: Tapestry Ph 4Townhouse
Taxes:$6,074
Remarks: Experience stylish and comfortable living in this beautifully designed townhome located within the sought-after Tapestry community. Perfectly positioned at 2504 Fassona Drive, this residence offers convenient access to Central Florida’s major highways, shopping, dining, and top attractions. Featuring 3 spacious bedrooms, 2.5 bathrooms, a downstairs primary suite, and a screened lanai, this home blends functionality with modern elegance. Interior highlights include quartz countertops, expansive windows that fill the home with natural light, and sleek railing details that create an open and inviting atmosphere. Move-in ready and thoughtfully designed, residents also enjoy resort-style amenities including a fitness center, 24-hour security, and a guarded gated entrance.
Listing is courtesy of: THE AGENT, INC (407-278-7090)
Listing Agent: Maria Godoy (407-906-0112)
3111 RIVER BRANCH CIR, KISSIMMEE, FL 34741
$325,000255 Days on yellowkey MLS ID: V4945364
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1964 Built: 2000Monthly Fee: $349 Tax: $2,799 (2024)Community: Sterling ParkTownhouse
Taxes:$2,799
Elementary School: Central Avenue Elem
Tax Year: 2024
Remarks: Opportunity is knocking with this stunning property nestled within the highly sought-after Stonefield community in Hunter’s Creek. This is a rare chance to own a spacious, updated townhome with an ASSUMABLE FHA LOAN at an incredible 3.375 interest rate, a true game changer in today’s market! But wait that’s not all! This 2-bedroom, 2-bath home with a 1-car garage features three additional flex rooms, offering incredible versatility for your lifestyle. Whether you need a private home office, formal dining room, cozy den, or guest suite, this floor plan easily adapts to your needs. Enjoy the perks of modern living and energy efficiency with a paid off solar energy system providing substantial savings, plus a newer 2021 energy-efficient A/C unit. Inside, you’ll find tile and laminate flooring throughout, appliances and an interior laundry room with washer & dryer included along with built-in cabinetry for convenient storage. The primary suite offers abundant natural light, a spacious walk-in closet, private ensuite bathroom featuring double vanities and an oversized walk-in linen closet. Upstairs, you’ll discover two large bonus rooms perfect for an office, studio, guest quarters or extra storage that many homes lack. The second bedroom is located on the main floor across from the updated second bathroom, which, like the primary, features stone countertops and modern finishes. Stylish lighting fixtures throughout the home add a contemporary touch, making this property truly move-in ready. Residents of Stonefield enjoy a secure gated community with resort-style amenities, including resort style pool, clubhouse, fitness center, tennis courts, fishing dock and walking / biking trails surrounded by exotic landscaping. Located just 15 minutes from Disney, Universal, Orlando’s top attractions, 20 minutes from Orlando International Airport, hospitals, schools, medical offices, markets and steps from The Loop’s dining with plenty of shopping for everyday needs. This home perfectly blends convenience, comfort and lifestyle. Live a life of ease, style and abundance of opportunity.
Listing is courtesy of: LPT REALTY LLC (386-204-6398)
Listing Agent: Scarlett Napolitano (407-808-6757)
3001 GREYSTONE LOOP #201, KISSIMMEE, FL 34741
$250,000156 Days on yellowkey MLS ID: O6373186
4 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2007Monthly Fee: $389 Tax: $4,364 (2025)Community: Flora Ridge Condo Ph 4 Bldg 8Condo
Taxes:$4,364
Remarks: This inviting 3-bedroom, 2-bath condo in Flora Ridge offers a bright and spacious layout designed for comfortable everyday living. The living and dining areas flow seamlessly into a screened-in balcony, while the kitchen features ample cabinet space and a practical layout. All three bedrooms are generously sized, with carpeted flooring for added comfort, and both bathrooms are tiled for easy maintenance. Located near the community pool and just minutes from shopping, dining, schools, and major roads, this condo offers convenience and a family-friendly environment in a well-maintained and secure gated community.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Mariana Nossa (407-455-9565)
2515 NOUVEAU WAY, KISSIMMEE, FL 34741
$426,50023 Days on yellowkey MLS ID: S5151111
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1706 Built: 2017Monthly Fee: $173 Tax: $7,549 (2025)Community: Tapestry Ph 2Single Family
Taxes:$7,549
Remarks: Discover this spectacular residence located in the exclusive gated and guard-secured community of Tapestry in Kissimmee. Featuring 3 bedrooms, 2 bathrooms, and an office, this 1,706-square-foot home is designed for those seeking comfort, style, and a lifestyle filled with exceptional amenities. From the moment you enter, the home welcomes you with an open-concept layout, bright living spaces, and a seamless flow between the main living areas, creating the perfect setting for both everyday living and entertaining. The office offers a versatile space ideal for working from home, studying, or adapting to your personal needs. The spacious bedrooms provide comfort and privacy, while the contemporary finishes and functional design create a warm and inviting atmosphere throughout the home. Living in Tapestry means enjoying resort-style amenities designed for the entire family, including a beach-entry pool with cabanas, splash and recreational areas, a state-of-the-art fitness center with yoga and movement studio, an elegant clubhouse with catering kitchen for special events, outdoor terrace, sports courts, BBQ pavilions, dog park, and walking and biking trails. All of this is nestled within a private 24-hour guard-gated community, conveniently located near major highways, Orlando attractions, the airport, shopping, dining, and excellent schools. Whether you are searching for a primary residence, vacation home, or investment opportunity, this beautiful property offers an exceptional chance to experience the Florida lifestyle at its finest. Schedule your private showing and experience everything this beautiful home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Neyla Alvarez (407-780-8786)
2212 SAN VITTORINO CIR #28-107, KISSIMMEE, FL 34741
$248,000128 Days on yellowkey MLS ID: S5144032
REDUCED by $1,000 (0.4%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 1470 Built: 2004Monthly Fee: $315 Tax: $4,017 (2025)Community: Venetian Bay Village Condo Ph 2Townhouse
Taxes:$4,017
Elementary School: Kissimmee Elem
High School: Celebration High
Remarks: READY TO MOVE !! UPDATED IN 2020, new wood kitchen cabinets, Italian granite kitchen countertops, new tile titles in downstairs living room, . SEE ATTACHED FEATURES SHEET. CORNER UNIT. 4 bedrooms, 3 bathrooms, TWO MASTER SUITES. 1 master on the ground floor AND 1 master on the upper floor. The downstairs master bathroom has been completely remodeled in 2023. The great room has French doors, The air conditioning has been changed approximately 1 year; This beautiful townhouse can be a short term rental or a main home. Conveniently located near schools, restaurants, theme parks, shopping and major highways. Venetian Bay is a 24 hour guarded community offering resort style amenities: 4 swimming pools (main pool is heated), sun deck, 4 children's play areas, clubhouse with kitchen, fitness center, game room, volleyball sand, basketball, tennis courts, picnic areas, fishing. dock and more. This gem won't last long. Call today for your private showing!O MOVE !!!
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Adriana Sanchez (321-947-4014)
8816 DUNES CT #302, KISSIMMEE, FL 34747
$239,00017 Days on yellowkey MLS ID: S5151475
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 2000Monthly Fee: $565 Tax: $1,147 (2025)Community: Legacy DunesSpa: NoCondo
Taxes:$1,147
Elementary School: Westside Elem
Remarks: Welcome to 8816 Dunes Court #302, a top-floor 2-bedroom, 2-bathroom condo located just 8 minutes from Walt Disney World in the heart of Central Florida. Whether you're searching for a vacation home near Disney, a short-term rental investment property, an Airbnb opportunity, or a full-time residence, this resort-style condo checks all the boxes. Inside, you'll find an open and inviting layout with high ceilings that create a bright, spacious atmosphere. Step onto your private balcony and enjoy peaceful views of the community pond and its stunning fountain, offering a relaxing retreat after a day at the parks or exploring the area. Located within a highly desirable resort-style community, residents and guests enjoy access to two swimming pools, two tennis and pickleball courts, a volleyball court, fitness center, arcade room, playground, and BBQ picnic areas. The unbeatable location places you minutes from Disney World, major attractions, championship golf courses, shopping, dining, entertainment, and Orlando's world-famous theme parks. Perfect as a vacation rental, second home, investment property, or primary residence, this Disney-area condo offers the ideal combination of location, amenities, and lifestyle. Don't miss your opportunity to own a piece of Central Florida paradise just minutes from the magic.
Listing is courtesy of: MCKINNEY REALTY CO (407-750-0208)
Listing Agent: Matt Mckinney (407-750-0208)
2916 BLOOMING ALAMANDA LOOP, KISSIMMEE, FL 34747
$469,90058 Days on yellowkey MLS ID: S5148866
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 2000Monthly Fee: $89 Tax: $5,627 (2025)Community: Oak Island CoveSpa: YesSingle Family
Taxes:$5,627
Elementary School: Westside K-8
Remarks: TURNKEY SHORT-TERM RENTAL OR PRIMARY RESIDENCE | POOL & SPA | LOW HOA | Welcome to this beautifully maintained, move-in-ready and fully furnished vacation home, currently operating as a very successful active short-term rental in one of Kissimmee’s most desirable locations near Disney and Margaritaville. Situated in the quiet community of Oak Island Cove with low HOA fees, this property offers an exceptional opportunity for both investors and second-home buyers, with strong rental income potential, excellent guest reviews, and a fully established, ready-to-go short-term rental business in place. This immaculate four-bedroom, three full bath home features two spacious primary suites and has been very well maintained. The home offers a comfortable open-concept layout with a modern kitchen, generous living and dining areas, and thoughtful design throughout for optimal guest experience and continued rental performance. Interior paint and kitchen cabinets were updated in 2023, and the home was fully furnished and professionally decorated in 2023, making it completely turnkey for immediate continued use. Enjoy your private outdoor retreat with a resurfaced pool completed in August 2022 and a hot tub that conveys with the sale, perfect for relaxing after a day at the parks. Additional improvements include a roof replacement in 2018 and plantation shutters throughout the home. Zoned for short-term rentals and located just minutes from world-class attractions, shopping, dining, and entertainment, this property combines prime location, strong income, and low-maintenance ownership. Schedule your private showing today and experience this exceptional investment opportunity.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Alena Nicole Kolyadchik (407-545-9000)
4004 SANTA MARIA DR #101, KISSIMMEE, FL 34741
$275,900349 Days on yellowkey MLS ID: S5130668
REDUCED by $4,000 (1.4%) on 06/08/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2005Monthly Fee: $500 Tax: $3,772 (2024)Community: Venetian Bay Village Condo Ph 3Condo
Taxes:$3,772
Remarks: Beautiful 2-Story Home in Gated Community – Great for Living, Vacation, or Rental Income This is a wonderful opportunity to own a fully furnished 2-story home located in a quiet, gated community with 24/7 security and great amenities. The home is in excellent condition and is currently being used as a short-term rental with a 5-star rating on Airbnb. It’s located in a very convenient area — just minutes away from Walmart, Disney parks, Highway 192, and Plaza del Sol. Whether you're looking for a permanent home, a vacation spot, or an investment property, this one offers a lot of value and flexibility. The home is already listed and performing well on Airbnb. If the buyer is interested, we’re happy to transfer the current and upcoming Airbnb bookings to make the transition smooth and help you start earning right away. Inside, the home is clean, spacious, and comes fully furnished, so it’s truly turn-key — ready for living or renting without any extra effort. The community offers plenty of amenities for guests and residents, including a swimming pool, clubhouse, gym, and more. It’s a safe, family-friendly neighborhood that’s also appealing to tourists due to its close proximity to major attractions. Whether you plan to live here full-time, use it as a vacation getaway, or continue running it as a short-term rental, this home is a smart choice in a great location.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Juan Garcia Betancur (407-535-0909)
2801 BOOKMARK DR, KISSIMMEE, FL 34746
$675,00056 Days on yellowkey MLS ID: O6402384
REDUCED by $25,000 (3.6%) on 06/08/2026
Bed: 7 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3343 Built: 2020Monthly Fee: $500 Tax: $11,031 (2025)Community: Storey Lake CoveSpa: YesSingle Family
Taxes:$11,031
Remarks: Welcome to one of the most compelling luxury investment opportunities in Story Lake—where upscale design, prime location, resort amenities, and exceptional income potential come together to deliver robust returns on investment. Here, ROI meets luxury, making this offering stand out for both personal enjoyment and strategic financial gain. This stunning 7-bedroom residence creates a bold first impression. It sits on a premium lot with no direct rear neighbors and offers a tranquil view of the pond. The property is fully furnished & professionally decorated, completely turnkey and ready for immediate enjoyment or rental. The thoughtfully designed interior features rectangular tile flooring throughout the first floor in the foyer, kitchen, baths, dining & living areas, and laundry room. A well appointed home chef’s kitchen offers grey subway tile backsplash, Extended cabinetry with crown molding, grey stainless steel appliances, a spacious pantry, massive center island, and upgraded pendant lighting. The adjacent dining room is elegantly furnished for entertaining and large group stays. The living room is professionally decorated to impress. It features a stunning polished porcelain tile accent wall behind the TV, high-end furnishings, and large sliding glass doors that open directly to the pool area. The first floor also includes: A guest suite with an adjacent full bath & quartz vanity, A dedicated owner’s storage closet, and a spacious laundry room equipped with a washer & two dryers. The garage has been converted into a game & media room, complete with a media projector & comfortable seating, dedicated split HVAC system, popcorn machine, and video games. Upstairs, you’ll find 6 additional bedrooms & 4 full baths; all professionally decorated with premium themed décor elevating the guest experience. Each bedroom is equipped with its own flatscreen TV, enhancing the experience. The rear primary suite offers a view of the pool & wooded area. It features a luxurious ensuite bath with a soaking tub, a separate walk-in shower, a quartz double vanity, a private water closet, and a big walk-in closet. Second-floor highlights include a Princess-themed room, a Mickey Mouse-themed room, and a Toy Story-themed room. There are also two additional spacious bedrooms at the front of the home, including a second primary suite with double queen beds, dual sinks, & a large walk-in shower. Step outside to your private retreat. Enjoy a heated pool and spa, plus a grill and added seating. Resort-Style Amenities allow Owners & guests to enjoy access to one of the most sought-after amenity packages in the area. Offerings include a resort-style clubhouse & community center, an expansive pool complex with a lazy river, water slides, and a splash pad, outdoor entertainment areas for guests and gatherings, a fitness center, jogging trails, a game room, and a theater. For an additional fee, guests can also enjoy: a Mini golf course, Kayak rentals & lake access, Ice cream shop, and a Full-service bar. In addition, the HOA provides basic lawn maintenance & includes basic cable + high-speed internet. These amenities enhance guest satisfaction, occupancy rates, and overall rental performance. From an investment perspective, this home excels: 7-bedroom capacity maximizes occupancy; water view and no rear neighbors drive premium bookings; high-end themed décor supports stronger nightly rates and guest retention; turnkey condition means immediate income potential.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
5520 PARADISE CAY CIR, KISSIMMEE, FL 34746
$279,00049 Days on yellowkey MLS ID: S5149441
REDUCED by $6,000 (2.1%) on 06/08/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2007Monthly Fee: $200 Tax: $3,810 (2025)Community: Paradise CayTownhouse
Taxes:$3,810
Elementary School: Reedy Creek Elem (K 5)
Remarks: LOCATION, LOCATION, LOCATION! Beautiful fully furnished 3-bedroom, 3-bath townhouse located in a desirable gated community with NO lease restrictions — perfect for short-term rentals, long-term rentals, Airbnb, or Vrbo investment opportunities. Features 1 assigned parking space and access to community amenities including a pool and park. Ideally located just 10–14 minutes from Disney Theme Parks and close to shopping malls, restaurants, hospitals, pharmacies, and top-rated schools. Excellent opportunity for investors or vacation homeowners seeking strong rental income potential!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Andrea Vanegas, Llc (786-658-1547)
1118 LIBERTY HALL DR, KISSIMMEE, FL 34746
$400,00029 Days on yellowkey MLS ID: C7526612
4 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2003Monthly Fee: $38 Tax: $6,258 (2025)Community: Liberty VillageSpa: NoSingle Family
Taxes:$6,258
Elementary School: Sunrise Elementary
High School: Poinciana High School
Remarks: Discover this spacious 4 bedroom, 3 bathroom home offering 2,298 sq ft of comfortable living space. The home features a well-designed layout with expansive living and dining areas that flow into the kitchen, creating an ideal setup for both everyday living and entertaining. With three full bathrooms, the home provides added convenience for family and guests. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms offer flexibility for a home office, guest rooms, or growing families. Step outside to enjoy the screened-in pool, perfect for relaxing or hosting gatherings year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
4711 PERSHOIE LN, KISSIMMEE, FL 34746
$465,00027 Days on yellowkey MLS ID: O6411710
1 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2000Monthly Fee: $138 Tax: $5,985 (2025)Community: Lake Berkley ResortSpa: NoSingle Family
Taxes:$5,985
Remarks: Under contract-accepting backup offers. Welcome to this furnished 4-bedroom, 3-bath pool home in Lake Berkley Resort, offering 1,960 heated square feet, a single-story split layout, and a private screened pool in a 24-hour guard-gated Kissimmee community. Designed for easy Central Florida living, the home combines open gathering spaces, multiple bedroom wings, outdoor living, and a location close to shopping, dining, major roadways, and area attractions. Inside, the main living areas feel bright and comfortable with high ceilings, ceramic tile flooring, and an open flow between the living room, dining area, family room, and kitchen. The kitchen sits at the center of the home with solid wood cabinetry, a breakfast bar, closet pantry, range, microwave, dishwasher, refrigerator, and easy connection to the surrounding living spaces. A dry bar adds a useful entertaining detail, while ceiling fans, window treatments, and a furnished interior help make the home feel ready for immediate enjoyment. The floor plan is one of the home’s strongest advantages. The primary suite includes carpet flooring, a walk-in closet, and an ensuite bath with dual sinks, stone counters, a walk-in shower, multiple shower heads, a rain shower head, and natural light. Three additional bedrooms offer flexibility for guests, work-from-home space, or extended stays, with one secondary bedroom featuring its own ensuite bathroom. The split layout gives each bedroom area a sense of privacy while keeping the main living spaces open and connected. Outdoor living continues through sliding glass doors to the screened pool area, where a private in-ground pool, deck, covered patio, and fenced surroundings create a relaxing backdrop for enjoying Florida weather year-round. The rear porch and screened enclosure expand the usable living space and make the pool area a natural extension of the home. Lake Berkley Resort adds to the appeal with 24-hour guard-gated entry, private road security, community pool, fitness center, park, playground, tennis courts, sidewalks, and maintained common areas. With no CDD, a furnished interior, private pool, and a convenient Kissimmee location, this home offers a strong blend of comfort, convenience, and resort-style living in one of the area’s established gated communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746
$379,000270 Days on yellowkey MLS ID: O6347986
REDUCED by $10,000 (2.6%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1377 Built: 1991 Tax: $1,764 (2025)Community: Indian WellsSingle Family
Taxes:$1,764
Remarks: Charming and well-kept 3-bedroom, 2-bathroom home in the highly desirable Indian Wells community This home features a spacious split-bedroom, open floor plan with great natural light, a large fully fenced-in yard, and a 2-car garage. Some of the many updates you’ll appreciate at this property are New roof, siding, fascia, gutters, and garage ceiling completed in 2023 and New bathroom renovations and garbage disposal in 2024. Step outside to your own private backyard featuring a sparkling pool perfect for cooling off after a fun-filled day at Disney. The spacious patio is ideal for relaxing in the Florida sunshine or entertaining guests. —Outdoor Living at its Best.. Located on a quiet street, the property offers privacy and comfort while being just minutes from Walt Disney World, world-class outlet shopping, restaurants, major highways, and all the top attractions that make Central Florida famous. The community offers fantastic amenities, including a basketball court, tennis courts, and a playground. This home is perfect whether you're buying your first home, downsizing, or building your rental portfolio.
Listing is courtesy of: LJL REAL ESTATE, INC. (407-355-7889)
Listing Agent: Robert Lynch (407-355-7889)
1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746
$325,000186 Days on yellowkey MLS ID: O6367556
INCREASED by $25,100 (8.4%) on 04/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2001Monthly Fee: $125 Tax: $3,149 (2024)Community: Lake Berkley Resort Ph 2Spa: NoSingle Family
Taxes:$3,149
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offers may be entered ONLINE through 6/4/26 at 5pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741
$449,000118 Days on yellowkey MLS ID: O6386171
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2003Monthly Fee: $73 Tax: $6,844 (2025)Community: Forest EdgeSingle Family
Taxes:$6,844
Remarks: Welcome to this stunning move-in ready waterfront home! New Roof in January 2025! Nestled in highly sought-after gated community of Weston Reserve, and in a prime location in Kissimmee. Used as a second home, this impeccable 4-bedroom, 2-bath home offers a spacious open floor plan. Step inside to a bright foyer, high ceilings, and generously sized separate formal living room and dining room. The kitchen is both functional and welcoming, featuring 42” cabinetry with ample space, beautiful appliances, cozy breakfast nook, and openly leads to dining and family room – ideal for everyday living, hosting and entertaining. Sliding glass doors in both family room and primary suite open up to an oversized screened LANAI overlooking the beautiful pond and conservation area with serene atmosphere and no rear neighbors. The spacious primary suite boasts 2 walk-in closets, a peaceful retreat with private access to the patio and backyard—ideal for enjoying quiet mornings outdoors, and tranquil relaxation after a long day. The ensuite bathroom includes a beautifully tiled walk-in shower, a dual vanity with ample storage, and a huge spa tub. All 4 bedrooms, family room and Lanai has ceiling fans installed. Extended patio and backyard are ideal for BBQs, big family gatherings, and for little ones or pets to play around. Residents enjoy resort-style amenities, including a community pool, sand volleyball court, playground, BBQ area, and a private gated path access to Kissimmee Loop Trail, and the Shingle Creek Regional Trail. Located within close proximity to the Town Loop Shopping Center, this home provides unmatched convenience to restaurants, retails, gyms, supermarkets and everyday essentials. Conveniently located near major highways, Hospitals, schools, and churches. Orlando International Airport (MCO), Theme Parks, and International Drive’s iconic attractions are all within easy reach. Easy access and prime location make this home ideal for families, professionals, or anyone looking to enjoy the best of Florida living. Don’t miss your chance to make this wonderful property your dream home—schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Dolly Strahan (407-234-8321)
902 N THACKER AVE, KISSIMMEE, FL 34741
$314,00098 Days on yellowkey MLS ID: O6392187
REDUCED by $15,990 (4.8%) on 06/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1956 Tax: $4,636 (2025)Community: Orange GardensSpa: NoSingle Family
Taxes:$4,636
Remarks: NEW PRICE! Property is Eligible for Free 1% interest rate Buydown for the first 12 months until June 30, 2026!!! 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)
8535 BAY LILLY LOOP, KISSIMMEE, FL 34747
$390,000157 Days on yellowkey MLS ID: S5141962
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2006Monthly Fee: $594 Tax: $4,354 (2026)Community: Encantada Ph 1Spa: NoTownhouse
Taxes:$4,354
High School: None
Tax Year: 2026
Remarks: Your dream getaway awaits in this charming, fully furnished 4-bedroom end-unit townhome featuring a rare oversized private pool and sun-drenched patio! Located in the guard-gated, resort-style Encantada community, this spacious townhome offers an unbeatable combination of luxury, comfort, and convenience. Whether you’re searching for the perfect vacation retreat, Airbnb/VRBO investment, or a centrally located residence, this property delivers it all. Step inside to discover tile flooring throughout the main level, while the upstairs boasts brand-new vinyl plank flooring that adds a fresh, modern touch. The layout is thoughtfully designed with one bedroom and an ensuite bathroom conveniently located downstairs, making it an excellent option for those seeking single-level accessibility. To further add to accessibility, the sellers have converted the tub into a spacious, modern walk-in shower, offering both style and ease of use. The main floor also includes a laundry closet featuring a top-of-the-line washer and dryer for ultimate convenience. Upstairs, the main suite impresses with its spacious ensuite bathroom, while two additional secondary bedrooms share a third bathroom, offering plenty of room for everyone. The true standout of this home is the extra-large private pool—one of the largest in the neighborhood. A pool cover on a roll ensures conserving the heat is a breeze and only takes minutes to put on or take off. Inside, thoughtful details enhance the home’s appeal, including crown molding throughout the living spaces, a smart thermostat for efficient climate control, and surround sound speakers for an elevated entertainment experience. The kitchen is equipped with a convenient water filtration system installed under the sink, and the home also features gutters with leaf guards and downspouts for low-maintenance living. Two digital wall safes provide added security for your valuables. For even greater peace of mind, the property is equipped with exterior lighting and cameras for enhanced security. Encantada’s HOA dues include many major ownership costs that buyers typically pay separately in many townhome communities. The HOA covers scheduled roof replacements for all buildings, needed stucco and exterior building repairs, full structural building insurance (which now can cost over $6,000 per year for Florida homeowners), 24 hour manned security at the gatehouse and bulk high speed internet, cable TV including multiple HBO channels, and home phone service (which commonly runs $140-$200 per month if purchased individually). In addition, the dues include access to extensive resort amenities such as a staffed clubhouse with a fitness center and café, along with zero entry heated pool, a large main pool, and two spas. The community is built around a scenic lake with a covered fishing pier, a playground area, and includes professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding for major infrastructure. The location could not be better! Just minutes from US-192 with its endless shopping and dining options, this home is also a short 15-minute drive to Disney parks, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Don’t miss the opportunity to own this exceptional townhome that combines comfort, style, and convenience in one of the most sought-after resort-style communities!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3050 WHITE ORCHID RD, KISSIMMEE, FL 34747
$289,00022 Days on yellowkey MLS ID: S5150815
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2012Monthly Fee: $594 Tax: $3,538 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,538
Remarks: Welcome to the perfect blend of location, lifestyle, and investment potential! Ideally situated just minutes from Disney and Central Florida’s world-renowned attractions, this beautifully maintained 2-bedroom, 2.5-bath townhome offers privacy, comfort, and proven income opportunity—all in one. Step inside to a thoughtfully designed first floor featuring a modern kitchen with granite countertops, a spacious living and dining area, and a convenient half bath—perfect for entertaining or relaxing after a day out. Sliding glass doors lead to your private lanai, where a hot tub and serene conservation views create a true backyard retreat with no rear neighbors. Upstairs, both bedrooms are generously sized and designed for comfort, each complete with its own en-suite bathroom, walk-in closet, and TV. The primary suite offers a peaceful escape, while the second bedroom provides ideal flexibility for guests or renters. This home is being sold FULLY FURNISHED and boasts a strong rental history, making it an exceptional opportunity for short-term or long-term investors—or anyone seeking a turnkey primary residence or vacation home. Additional highlights include smart home features for enhanced efficiency and security, a recently serviced AC system, a new thermostat, and fresh interior updates throughout. HOA dues cover exterior maintenance, landscaping, lawn care, cable and wifi/internet, providing a truly low-maintenance ownership experience. Opportunities like this—combining location, privacy, and income potential—don’t come around often. Schedule your private showing today and see firsthand why this property stands out from the rest!
Listing Agent: Chase Parker (541-520-3421)
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