Location: Kissimmee
Do Not Show Listings
7667 OTTERSPOOL ST, KISSIMMEE, FL 34747
$449,00010 Days on yellowkey MLS ID: S5151169
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2005Monthly Fee: $169 Tax: $5,064 (2025)Community: Windsor Hills Ph 2Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,064
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautifully End-Unit Townhome in Windsor Hills! In a premier 24-hour guard-gated community! Perfect for year-round living, a vacation retreat, or a profitable short-term rental. Step inside to a bright, open-concept main floor, a kitchen with, breakfast bar, and premium appliances. The open living and dining area opens through sliding glass doors to your private screened-in pool, ideal for relaxing or entertaining. A main-level bedroom and full bath supply comfort and convenience for guests. Upstairs, the primary suite provides a walk-in closet and an en-suite bath. An additional bedroom, full hall bath, and in-unit laundry complete the second floor. Enjoy resort-style living with Windsor Hills with unmatched amenities: a community pool and hot tub, water park, fitness center, tennis, basketball, and volleyball courts, game room, movie theatre, tot lot & recreation park, plus an on-site marketplace and grill. Just minutes from Disney World and area attractions - this is the lifestyle you’ve been dreaming of. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Werner (973-461-9914)
1329 WINDSOR DR, KISSIMMEE, FL 34741
$175,00044 Days on yellowkey MLS ID: O6403991
REDUCED by $5,000 (2.8%) on 06/12/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1290 Built: 1982Monthly Fee: $375 Tax: $992 (2025)Community: Windsor Pines 1 CondoCondo
Taxes:$992
Elementary School: Highlands Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Shawn Layton (321-514-8055)
4501 MONADO DR, KISSIMMEE, FL 34746
$565,000551 Days on yellowkey MLS ID: O6263041
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2872 Built: 2019Monthly Fee: $346 Tax: $8,111 (2023)Community: Bellavida Ph 2ASingle Family
Taxes:$8,111
Elementary School: Central Avenue Elem
High School: Poinciana High School
Tax Year: 2023
Remarks: Experience luxury and comfort in this stunning 6-bedroom, 4-bathroom vacation home located in the sought-after Bella Vida Resort, with no CDD fees! This spacious property features an inviting living and dining room combination upon entry, and a gourmet kitchen equipped with two refrigerators, granite countertops, a large island with a sink, and plenty of space—perfect for accommodating large families. Step outside to enjoy your private pool, ideal for relaxation or entertaining. Situated in a gated community with 24/7 security, Bella Vida Resort boasts resort-style amenities, including a pool, jacuzzi spa, playground, fitness center, game room, movie room, and basketball court. Located just minutes from Disney, Universal Studios, and SeaWorld, as well as dining, shopping, major highways, and hospitals, this property is perfect as a personal vacation retreat or a short-term rental investment. Don’t wait—schedule your private showing today!
Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)
Listing Agent: Xiao Pang (407-988-6543)
7519 BLISS WAY #7519, KISSIMMEE, FL 34747
$299,000100 Days on yellowkey MLS ID: O6388497
REDUCED by $3,450 (1.1%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1255 Built: 2007Monthly Fee: $495 Tax: $3,562 (2025)Community: Oakwater Ph 02-6 CondoSpa: YesCondo
Taxes:$3,562
Remarks: Virtually Staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
885 ADOUR DR, KISSIMMEE, FL 34759
$325,00019 Days on yellowkey MLS ID: L4962213
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2400 Built: 2004Monthly Fee: $85 Tax: $3,947 (2025)Community: Poinciana Village 5 Nbhd 1Spa: NoSingle Family
Taxes:$3,947
Elementary School: Chestnut Elem
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Under contract-accepting backup offers. Welcome to this charming 4-bedroom, 3-bathroom pool home that beautifully combines comfort and energy efficiency. With high cathedral ceilings, the open layout is bright and inviting, perfect for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen, which features stunning granite countertops, a generous breakfast bar, stainless steel appliances, and ample counter space for all your cooking needs. Just off the kitchen, the dining area offers a cozy spot for enjoying meals together. The primary suite is a true retreat, boasting a luxurious Jacuzzi soaker tub, a walk-in closet in a well-appointed en-suite bathroom. One of the guest bedrooms also includes its own en-suite bath, providing added privacy for visitors. Three additional bedrooms offer flexibility for family, guests, or a home office, with each of the three bathrooms designed for practicality. Step outside to your private backyard oasis, where a refreshing screened pool and deck area awaits for sunny days. The patio area is ideal for lounging or entertaining, and its' plumbed for an outdoor kitchen, complete with a sink and counter already in place-perfect for those summer cookouts. Enjoy the peaceful view of the nearby pond as you relax. This home comes equipped with leased solar panels, which provide energy efficiency with a monthly payment of only $154. Recent updates include a new roof (2019), HVAC system (2015), and a brand-new water heater (2023), giving you peace of mind. The washer and dryer are also included with the home. Ideally located near shopping, dining, schools, parks and major roadways, this home offers convenience and easy access to Kissimmee, Orlando and area attractions. Don’t miss your chance to make this delightful pool home your own
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
7752 SOMERSWORTH DR, KISSIMMEE, FL 34747
$529,900544 Days on yellowkey MLS ID: TB8331032
REDUCED by $18,000 (3.3%) on 05/15/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2268 Built: 2025Monthly Fee: $699 Tax: $6,156 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$6,156
Elementary School: Knights Point
Remarks: When it comes to finding the perfect home, the Verona is sure to be the home that ends your search. The covered porch welcomes you to see the beauty that awaits inside. From the foyer to the family room, dining room, and open kitchen, get togethers are a breeze in this spacious layout. Family and friends gathering in the open-concept kitchen can overlook the breakfast bar to a view of the back patio, where even more space to gather can take place. No matter what the occasion calls for, hosting in the Verona is made simple. A master bedroom on the first floor serves as an extra level of privacy for homeowners. Here, the spacious retreat hosts its own full bathroom with double sinks and a sizable walk-in closet with plenty of storage space. Homeowners will appreciate the amount of space offered in each bedroom, including the secondary bedrooms located on the second floor. With four secondary bedrooms, one of which has its own walk-in closet, and two full bathrooms on the second floor, growing families have all the space they could need or want, plus more. Best of all, the bonus loft on the second story can be used as a game room, home office or anything you wish! Highlights of these upgrades include all new Whirlpool® appliances in the kitchen, quartz countertops and a USB outlet with charging capabilities in the heart of the home. Recessed lighting, a Wi-Fi-enabled garage door opener and beautiful front yard landscaping are other notable features that homebuyers can look forward to.
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746
$425,00011 Days on yellowkey MLS ID: O6412507
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2004Monthly Fee: $100 Tax: $5,728 (2025)Community: Terra Verde Ph 02Spa: NoSingle Family
Taxes:$5,728
Remarks: Welcome to this stunning fully furnished 4-bedroom, 3-bathroom home located in the highly sought-after Terra Verde Resort gated community. Whether you're searching for a primary residence, a vacation home, or an income-producing short-term rental property, this home delivers exceptional value and versatility. Featuring two spacious master suites, this well-maintained home provides comfort and privacy for owners and guests alike. One of the bathrooms has been fully renovated, adding a fresh, modern touch. The interior and exterior were professionally painted just one month ago, creating a clean, move-in-ready feel. Step outside to your private south-facing heated pool with an extended deck — perfect for outdoor dining, BBQ, and year-round entertaining. The home is also equipped with solar panels installed two years ago and a tankless water heater for added energy efficiency. Inside, the spacious living area features a one-year-old leather sectional with four built-in recliners. Property Features: 4 Bedrooms | 3 Bathrooms | Two Master Suites One Fully Renovated Bathroom Fully Furnished and Turnkey Private South-Facing Heated Pool with Extended Deck Solar Panels | Tankless Water Heater Recently Painted Interior and Exterior Leather Sectional with Four Recliners Two-Car Garage | Owner's Closet Located within Terra Verde Resort, residents enjoy 24-hour security and resort-style amenities, just minutes from world-famous theme parks, shopping, and dining. Schedule your private showing today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Leandro Kiss Dos Santos (689-317-9036)
161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746
$539,000121 Days on yellowkey MLS ID: O6380471
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2269 Built: 2004Monthly Fee: $100 Tax: $6,370 (2025)Community: Terra Verde Ph 02Spa: YesSingle Family
Taxes:$6,370
Elementary School: Sunrise Elementary
Remarks: Just 7 miles from Disney, this fully furnished corner-lot home in the guard-gated Terra Verde Resort offers the perfect blend of vacation living and strong investment performance. Rented most of the year, the property delivers POSITIVE CASH FLOW with proven rental demand. Featuring 5 bedrooms and 4 full baths, the home is professionally themed throughout, including a remarkable fluorescent game room that comes alive at night — a major guest favorite. The screened-in private heated pool and spa create the ideal Florida retreat, while recent upgrades such as a HIGH-EFFICIENCY HVAC SYSTEM, NEW ROOF, AND NEW WATER HEATER ensure comfort and lower operating costs. Located in one of Central Florida’s most sought-after short-term rental communities, Terra Verde offers resort-style amenities including a clubhouse, lagoon-style pool, tiki bar, fitness center, movie theater, arcade, and sports courts. Whether you’re seeking a high-performing investment or a personal vacation escape close to the magic, this property checks every box. CLICK ON TOUR LINKS ABOVE FOR VR FLY-THROUGH TOUR AND MATTERPORT WALK THROUGH.
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Vivian Hilmer (407-304-0098)
7 WESTCHESTER DR, KISSIMMEE, FL 34744
$434,000392 Days on yellowkey MLS ID: O6309992
1 Days Off yellowkey (back on 4/20/2026)
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1786 Built: 1962 Tax: $1,988 (2024)Community: Fairlawn ManorSingle Family
Taxes:$1,988
Elementary School: Partin Settlement Elem
Tax Year: 2024
Middle School: Neptune Middle (6-8)
Remarks: Step Into Style & Serenity: A Mid-Century Modern Gem in the Heart of Neptune Corridor Welcome to your private retreat—where timeless mid-century modern design meets the comfort of contemporary luxury. From the moment you enter, this beautifully appointed home envelops you in warmth, elegance, and thoughtful design. Original oak hardwood floors greet you with a rich, organic texture, while the open-concept layout creates a sense of spaciousness far beyond its square footage. The chef-inspired kitchen is a true showstopper, boasting sleek granite countertops, premium cabinetry, a gas range, and a full suite of stainless-steel appliances. Every detail has been considered—from the modern designer lighting that highlights architectural features and original built-ins, to the seamless flow between living, dining, and entertaining spaces. Your primary suite is a sanctuary unto itself. Unwind in the newly renovated, spa-inspired bathroom featuring an oversized walk-in shower, deep soaking tub, and luxe finishes that evoke five-star resort living. French doors open from the bedroom onto your private 10x12 deck—complete with a retractable awning—perfect for sipping morning coffee or winding down with a sunset glass of wine. The secondary bedroom is equally inviting, complemented by a fully remodeled guest bathroom that’s sure to impress visitors. Whether hosting overnight guests or simply enjoying everyday life, this home is designed for comfort and impact. Step outside to an expansive, screened-in back patio ideal for weekend barbecues, family gatherings, or tranquil evenings under the stars. Beyond the patio, an oversized driveway offers ample room for extra vehicles, RVs, or boats, complete with a 30-amp outlet—ready for your next adventure. Situated just a short stroll from Lakefront Park and the vibrant shops and restaurants downtown, you’ll enjoy the rare blend of peaceful retreat and walkable convenience. With easy access to major highways, public transportation, Neo City, and the dynamic Neptune corridor, you’re perfectly positioned for both work and play. Range can work on Electric or Gas propane. Come home to modern comfort, classic charm, and a lifestyle that feels like a permanent getaway. Seller motivated to work on the transaction.The seller contributes toward the buyer's closing costs.
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Antonio Spagnolo (407-914-0227)
665 REGENCY WAY, KISSIMMEE, FL 34758
$374,9903 Days on yellowkey MLS ID: O6415683
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2417 Built: 1995Monthly Fee: $100 Tax: $1,214 (2025)Community: Poinciana Village 1 Nbhd 3 WestSingle Family
Taxes:$1,214
Remarks: Virtually Staged. Beautifully updated home featuring an open floor plan with brand-new flooring throughout and all-new appliances. The spacious layout offers comfortable living and entertaining areas filled with natural light. A separate 2-bedroom, 1-bath in-law suite with its own private entrance provides excellent flexibility for extended family, guests, or rental potential. Additional features include a double-car garage, dedicated laundry room, and modern finishes throughout. Move-in ready and designed for convenience, comfort, and versatility. Don't miss this incredible opportunity!
Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)
Listing Agent: Gabriela Lauria (407-724-1407)
4894 OLD TAMPA HWY, KISSIMMEE, FL 34758
$399,9008 Days on yellowkey MLS ID: O6414471
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 1979 Tax: $4,704 (2025)Community: Cherub HomesSpa: YesSingle Family
Taxes:$4,704
Remarks: Welcome to this beautifully updated pool home in the heart of Kissimmee, offering the perfect blend of comfort, convenience, and investment potential. Located in a rapidly growing area just minutes from Walt Disney World, major attractions, shopping, dining, and entertainment, this property is ideal as a primary residence, first home, vacation home, or investment opportunity. Inside, you’ll find a bright and modern interior featuring fresh paint, recessed lighting throughout, updated fixtures, an updated kitchen, renovated bathrooms, and updated closet doors. The thoughtful upgrades create a move-in-ready home that combines style and functionality. Step outside and enjoy your own private backyard retreat. The resurfaced pool, freshly painted pool deck, and updated pool pump make it easy to enjoy Florida living year-round, whether you’re relaxing with family or entertaining guests. Recent improvements include updated landscaping, fresh interior paint, recessed lighting throughout, updated fixtures, an updated kitchen, updated bathrooms, updated closet doors, a resurfaced pool, freshly painted pool deck, updated pool pump, and many additional enhancements throughout the home. Don’t miss this opportunity to own a beautifully updated property in one of Central Florida’s most desirable and growing locations.
Listing is courtesy of: TBRO REALTY LLC (407-403-4322)
Listing Agent: Jorge Perez Gonzalez (321-525-0204)
4687 FAIRY TALE CIR, KISSIMMEE, FL 34746
$550,000447 Days on yellowkey MLS ID: O6292839
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2166 Built: 2017Monthly Fee: $239 Tax: $7,233 (2024)Community: Storey LakeSingle Family
Taxes:$7,233
Remarks: You'll fall in love with this comfortable four-bedroom home featuring a fully equipped kitchen, separate laundry room, a spacious master bedroom with a closet, and a screened-in porch. The home also features a wide driveway with a two-car garage and a beautiful garden. The community is very well located, just minutes from major supermarkets and shopping, making it very convenient. The gated community features a dog park, playground, community pool, and fitness center. HOA dues are affordable and include cable and internet. *Basic service. Contact us today for a showing. We look forward to working with you!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Edwin Nieves (407-340-0537)
4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746
$275,000193 Days on yellowkey MLS ID: S5139636
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1683 Built: 2023Monthly Fee: $300 Tax: $4,144 (2024)Community: Cypress Cay Ph 1Townhouse
Taxes:$4,144
Remarks: Short Sale. SHORTSALE Cypress Cay is a beautiful new townhome community offering spacious residences with modern, open-concept designs. This home features 3 bedrooms, 2.5 bathrooms, and a private back patio. The expansive first floor provides the perfect layout for entertaining. Built with energy efficiency in mind, it also includes integrated Smart Home Technology for added convenience.** The HOA offers fantastic amenities such as a pool and cabana, playground, half-court basketball court, dog park, walking trails, and a fiber-optic network delivering up to 1 Gigabit internet speed. The community is ideally located near major highways, including I-4, 417, Osceola Parkway, and 192, providing easy access to International Drive, Disney, and more. Grocery stores, restaurants, and everyday conveniences are just minutes away.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
4704 RUBY RED LN, KISSIMMEE, FL 34746
$450,00073 Days on yellowkey MLS ID: O6395863
2 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2013Monthly Fee: $205 Tax: $5,799 (2025)Community: Crystal Cove ResortSingle Family
Taxes:$5,799
Elementary School: Island Village Elementary School
Middle School: Harmony Middle
Remarks: Exceptional opportunity to own a beautiful 4-bedroom, 2-bath home with a private pool in a prime Kissimmee location, perfect for living, investing, or generating income through short-term rentals. This well-maintained, lightly used home features a spacious primary suite with a large walk-in closet, a functional layout, and bright living areas. Enjoy a screened-in pool area with peaceful water views, ideal for relaxing or entertaining. The community offers great amenities, including a pool, parks, and a clubhouse with a gym. Recent updates provide peace of mind, including a roof installed in November 2024 and an A/C system replaced in 2021. Whether you are looking for a primary residence, vacation home, or income-producing property, this home offers the flexibility to enjoy your time in Orlando while renting it out when not in use, making it a smart and versatile investment in a high-demand area close to shopping, dining, and major attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Gabby Lara (786-757-3852)
3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741
$231,00033 Days on yellowkey MLS ID: S5148826
REDUCED by $8,000 (3.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2006Monthly Fee: $392 Tax: $4,316 (2025)Community: Flora Ridge Condo Ph 7 Bldg 12Condo
Taxes:$4,316
Elementary School: Floral Ridge Elementary
Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)
2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$649,900102 Days on yellowkey MLS ID: O6386876
REDUCED by $15,100 (2.3%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2005Monthly Fee: $195 Tax: $7,062 (2025)Community: Kissimmee BaySpa: YesSingle Family
Taxes:$7,062
High School: Gateway High School (9 12)
Remarks: FOR SALE! Exceptional property in Kissimmee Bay, a true hidden gem in Central Florida. Now featuring stunning twilight photos that bring this home to life after sunset. Schedule your private showing today. Discover Kissimmee Bay, where outdoor living and indoor comfort come together in perfect balance. This meticulously maintained, single-level, four-bedroom, three-bath pool home is nestled along the golf course and preserves of Kissimmee Bay Country Club, making a superb first impression and reflecting true pride of ownership. The front elevation features a tile roof, arched windows, and stone accents. The expansive paver driveway provides ample space for parking and adds to the home’s impressive presence. This home has been tastefully upgraded throughout with quality finishes, desirable features, and has an expertly designed floor plan. This home, filled with natural light, high ceilings and triple sliding glass doors, offers a formal dining room, a living room overlooking the pool and golf course-preserve view, a flex room perfect for a home office, and an open concept kitchen with a family room that seamlessly connects to the outdoor pool lanai. The fabulous, updated kitchen is bright, open and inviting. Features include a large island and quartz countertops, a tile backsplash, electric cooktop, an LG refrigerator, an oven and microwave combo, glass cabinet accents with lighting, and a beautiful neutral light color palette. The primary suite is spacious with a coffered ceiling, two walk-in closets, and a new spa-inspired primary bathroom featuring a modern, seamless epoxy floor, a beautiful open shower and custom cabinetry. The home layout also includes a Jack & Jill bedroom and a separate guest suite with direct access to a pool bath providing privacy. Additional features include a laundry room with sink, a two car garage and attic storage space. Enjoy an additional 900 sq. ft. of outdoor living with an extended screened-in lanai, heated pool and waterfall spa, a SunSetter electric awning, and covered patio offering privacy for entertaining. The view from the lanai is tranquil and picturesque, framed by mature trees and overlooking the golf course in the distance. This established community of Kissimmee Bay Country Club offers exceptional value and an active lifestyle. HOA fees include high-speed internet and cable TV, and free irrigation to maintain lush landscaping year-round. Residents appreciate the strong sense of community with regular social events and recreational amenities of golf, tennis, basketball, pickleball and strolling along well shaded sidewalks. Just outside the community entrance is a scenic bike path extending 12 miles round-trip to St. Cloud Lakefront Park. The community also offers on-site RV, boat, and jet ski storage (for a nominal annual fee) and direct access to East Lake Toho at the KB marina. Conveniently located approximately 30 minutes from Disney, Universal, and Orlando International Airport, Kissimmee Bay offers an ideal Central Florida location. This exceptional home perfectly embodies the Florida lifestyle!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Rose Kemp (407-709-1996)
2403 SILVER PALM DR, KISSIMMEE, FL 34747
$280,00044 Days on yellowkey MLS ID: S5149029
REDUCED by $9,900 (3.4%) on 06/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $210 Tax: $2,895 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$2,895
Remarks: Beautiful 3-bedroom, 3-bathroom home offering comfort and flexibility in a prime location—less than 3 miles from Walt Disney World! This well-designed layout features one bedroom and a full bathroom on the first floor, perfect for guests or multi-generational living. Enjoy Florida living in your screened-in courtyard—ideal for relaxing or entertaining year-round. Located in a resort-style community with incredible amenities, including a saltwater pool, splash pad, tennis and volleyball courts, clubhouse with gym and movie theater, tiki bar, convenience store, daily valet trash, and 24-hour guard-gated security. HOA includes cable and internet for added value.Perfect as a primary home, vacation getaway, or short-term rental investment with low-maintenance living and endless potential.
Listing is courtesy of: LA CASA LUXE REALTY (407-978-1088)
Listing Agent: Issanell Valdez Javier (407-978-1088)
2675 HILLIARD CT, KISSIMMEE, FL 34744
$575,0009 Days on yellowkey MLS ID: S5151356
3 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2614 Built: 1999 Tax: $3,961 (2025)Community: Hilliard PlaceSingle Family
Taxes:$3,961
Remarks: Situated on a full 1-acre lot in the Hilliard Place community, this 4-bedroom, 3-bath pool home offers the perfect blend of space, privacy, and convenience in a sought-after Kissimmee location. Tucked away on a quiet cul-de-sac, the property welcomes you with an extended driveway, generous outdoor space, and a setting that feels private while still being close to everything Central Florida has to offer. As you enter the home, you're greeted by a formal dining area to the left that connects seamlessly to the kitchen, while an additional flex space to the right provides endless possibilities as a second living area, home office, playroom, or hobby space. The layout then opens into the heart of the home, where natural light fills the main living areas and creates a bright, inviting atmosphere throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring matching built-in appliances, a cooktop, abundant cabinetry, extensive counter space, a center island, and a convenient breakfast bar that overlooks and connects to the main living room, creating the perfect space for casual dining and gathering. The open design makes it easy to stay connected whether you're preparing meals, hosting guests, or enjoying time with family. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite situated on one side of the home and the remaining bedrooms on the opposite side. The spacious primary retreat features a large ensuite bathroom complete with dual vanities, a garden tub, separate shower, and ample storage. The additional bedrooms are generously sized and offer a similar feel and functionality. Step outside to enjoy Florida living at its finest with a screened-in heated saltwater pool reaching approximately 8 feet in depth, perfect for relaxing, entertaining, or cooling off on warm Florida days. One of the secondary bathrooms also serves as a convenient pool bath, making outdoor gatherings even more enjoyable. The covered lanai overlooks a spacious backyard with plenty of room to spread out and enjoy the outdoors. One of the standout features of this property is the generous distance between neighboring homes, offering a level of privacy that is increasingly difficult to find. The fully usable acre provides endless possibilities for outdoor activities, gardening, future additions, workshops, or simply enjoying the extra space and peaceful surroundings. The property also features an existing chicken coop, adding character and functionality for those who enjoy raising chickens or creating their own backyard homestead. For added peace of mind, the home is equipped with hurricane shutters for every opening, helping provide protection and preparedness during storm season. Located within a small, established community known for its friendly neighbors and welcoming atmosphere, you'll enjoy the perfect balance of privacy and community. Conveniently located near Boggy Creek Road, Lake Nona, Medical City, Orlando International Airport, major highways, shopping, dining, and everyday conveniences, this property offers the opportunity to enjoy peaceful living without sacrificing accessibility. Whether you're looking for room to spread out, a private pool home, or the rare combination of acreage and convenience, this property is one you won't want to miss.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744
$379,00058 Days on yellowkey MLS ID: O6400356
REDUCED by $16,000 (4.1%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1900 Built: 2022Monthly Fee: $26 Tax: $6,999 (2024)Community: Tohoqua Ph 4ASingle Family
Taxes:$6,999
Remarks: Rare oversized corner-lot home in the Tohoqua community. This newer construction 3-bedroom, 2.5-bath home with a 2-car garage is situated on a premium oversized corner lot, offering expanded outdoor space, enhanced privacy, and standout curb appeal. Corner lots are limited in availability and typically command higher premiums, making this a rare and desirable opportunity within the community. The positioning also provides a more open, airy feel compared to standard interior homesites. Inside, the home features a thoughtfully designed open-concept layout with a spacious gathering room and a well-appointed kitchen, ideal for both everyday living and entertaining. A versatile first-floor flex room adds functionality and can be used as a home office, playroom, or additional living space. Upstairs, the private owner’s suite is complemented by additional bedrooms, with a layout that provides separation from the main living areas for added comfort and privacy. Located in the sought-after Tohoqua community, residents enjoy resort-style amenities including a clubhouse, tennis courts, parks, walking trails, and access to Lake Tohopekaliga. Conveniently located near the Florida Turnpike and US-192, with easy access to Orlando, shopping, dining, and surrounding areas. Aggressively priced for a premium corner-lot home, presenting a standout value and an exceptional opportunity for buyers seeking space, privacy, and long-term upside.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4103 SPITFIRE AVE, KISSIMMEE, FL 34741
$203,50083 Days on yellowkey MLS ID: O6384633
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $500 (0.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1984Monthly Fee: $62 Tax: $2,566 (2025)Community: Waterway VillageVilla
Taxes:$2,566
Remarks: Under contract-accepting backup offers. Welcome to your perfect turn-key opportunity in the heart of Kissimmee, Florida! Located at 4103 Spitfire Avenue in the desirable Waterway Village community, this freshly renovated 2-bedroom, 2-bathroom villa offers 930 square feet of bright, modern living with low-maintenance ease and unbeatable convenience—just minutes from world-famous theme parks, shopping, dining, and major highways. As you step inside this move-in-ready gem, you’re greeted by the fresh feel of newer flooring throughout, creating a clean, contemporary atmosphere that flows seamlessly from the updated kitchen and dinette into the spacious living area. The fully refreshed kitchen features sleek finishes and ample space for everyday meals or entertaining, while the two beautifully updated bathrooms provide modern comfort for you and your guests. The open-concept layout makes this home feel bright, welcoming, and perfectly sized for comfortable living. This property shines with major recent upgrades that deliver peace of mind and long-term savings: a brand-new roof and a full AC system replacement completed in November 2023. No major expenses on the horizon—just move in and enjoy! Now vacant and ready for its next chapter, this villa was previously renting for $1,700 per month, making it an outstanding choice for both owner-occupants seeking an affordable starter home or smart investors looking for proven income potential. Waterway Village offers community amenities including a sparkling pool, with low HOA fees that handle much of the exterior maintenance, so you can spend your time enjoying Florida living instead of upkeep. Whether you’re dreaming of your first home, a carefree vacation retreat, or a hassle-free rental investment, this charming villa in a peaceful, park-like setting with mature trees and professional landscaping is the ideal blend of value, location, and modern updates. Don’t wait—schedule your private showing today and secure this beautifully renovated Spitfire Avenue home before it’s gone. Start living the convenient Central Florida lifestyle you’ve been waiting for!
Listing is courtesy of: REALTY OF AMERICA (321-732-5369)
Listing Agent: Rafael Ceja Llc, Jr (407-779-2000)
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