Location: Kissimmee
Do Not Show Listings
2819 MAGUIRE DR, KISSIMMEE, FL 34741
$389,9509 Days on yellowkey MLS ID: O6413988
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2004Monthly Fee: $100 Tax: $6,509 (2025)Community: Cypress Reserve Ph 01Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,509
Elementary School: Floral Ridge Elementary
High School: Osceola County School for Arts
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Welcome to 2819 Maguire Drive, a beautifully maintained 4-bedroom, 2-bathroom residence located in the desirable gated community of Cypress Reserve in Kissimmee. Offering over 2,000 square feet of thoughtfully designed living space, this single-story home combines comfort, functionality, and an exceptional location. Upon entering, you'll be greeted by soaring vaulted ceilings, an open-concept floor plan, and abundant natural light that creates an inviting and spacious atmosphere. The well-appointed kitchen serves as the heart of the home, featuring a center island, 42-inch cabinetry, Corian countertops, ample pantry storage, and modern appliances, making it ideal for both everyday living and entertaining. The spacious primary suite provides a private retreat with a recently renovated en-suite bathroom highlighted by a large walk-in shower and dual walk-in closets, offering exceptional storage and convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Step outside to the screened lanai and enjoy peaceful water views overlooking the community pond. The backyard offers mature landscaping and fruit trees, creating a relaxing outdoor setting perfect for morning coffee or evening gatherings. Additional highlights include a two-car attached garage, interior laundry room, updated HVAC system 2017, and a roof replacement completed in recent years 2018. Residents of Cypress Reserve enjoy access to outstanding community amenities, including a resort-style swimming pool, tennis courts, playground, park areas, and beautifully maintained common grounds. Ideally situated near The Loop shopping and entertainment district, this home offers convenient access to major highways, Orlando International Airport, world-famous attractions, dining, shopping, and top-rated recreational destinations. Whether you're seeking a primary residence, a second home, or an investment opportunity, 2819 Maguire Drive delivers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Paul Jimenez (407-276-3516)
4417 CANOPY CT, KISSIMMEE, FL 34758
$405,000109 Days on yellowkey MLS ID: O6386701
REDUCED by $17,000 (4.0%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2003Monthly Fee: $100 Tax: $5,326 (2025)Community: Banyan Cove At Cypress WoodsSingle Family
Taxes:$5,326
Elementary School: None
High School: None
Middle School: None
Remarks: Charm and curb appeal abound for this Kissimmee home! Step inside into the inviting foyer and into the well-appointed living room, which is positioned at the front of the home. As you move through the home you'll find the family room and the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. The dining room and a home office round out the first floor along with a laundry and bathroom. On the second story you'll find the primary suite, three secondary bedrooms, and a bonus room. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!
Listing is courtesy of: EVERYSTATE INC. (501-725-1234)
Listing Agent: Blake Keathley (661-900-9145)
2951 TOP WATER WAY, KISSIMMEE, FL 34746
$339,90018 Days on yellowkey MLS ID: O6412467
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1644 Built: 2016Monthly Fee: $168 Tax: $4,965 (2025)Community: Shingle Crk Resrv At OaksSingle Family
Taxes:$4,965
Elementary School: Pleasant Hill Elem
High School: Liberty High
Middle School: Horizon Middle
Remarks: Live the lifestyle at Shingle Creek Reserve at the Oaks. Shingle Creek Reserve is a gated community with beautiful scenery and lake access through the water way at Shingle Creek. The gated community of Shingle Creek at the Oaks has a community dock, Tennis, playground, and is a GOLF community. This gorgeous homes exterior has lots of stone accents. This well kept homes interior boasts of a European style kitchen, granite countertops and and nice cabinetry, large bedrooms. Lawn care, gate, and pest control are included in the HOA dues. IF YOU LIKE BOATING, GOLF, TENNIS, AND LIVING IN A GATED COMMUNITY THIS HOME IS FOR YOU!!!!
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Robert Anarumo (863-877-1915)
4561 NOBLE ST, KISSIMMEE, FL 34746
$329,990205 Days on yellowkey MLS ID: TB8451877
4 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2025Monthly Fee: $60 Tax: $995 (2025)Community: Ham Brown Reserve Ph 1A, 1B, 1C & 1DSingle Family
Taxes:$995
Elementary School: Sunrise Elementary
High School: Poinciana High School
Remarks: Under Construction. Discover the Keele, a spacious 3-bedroom, 2.5-bath home with 1,818 sq. ft. of thoughtfully designed living space. The main floor features a private primary suite with walk-in closet and private bath, plus a bright open layout that blends the kitchen, dining, and family room—perfect for gatherings. A covered patio extends the living space outdoors, while a powder room and laundry add convenience. Upstairs, a versatile loft connects two additional bedrooms, each with walk-in closets and a shared bath. With energy-efficient design, granite counter tops, stainless steel appliances, and a 2-car garage, this home balances comfort and style.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
4501 MONADO DR, KISSIMMEE, FL 34746
$565,000556 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
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)
885 ADOUR DR, KISSIMMEE, FL 34759
$325,00024 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
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
$529,900549 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
$425,00016 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
$539,000126 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
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
$434,000397 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
High School: Osceola High School
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
$374,9908 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
$399,90013 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
$550,000452 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)
4704 RUBY RED LN, KISSIMMEE, FL 34746
$450,00078 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)
2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$649,900107 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)
2675 HILLIARD CT, KISSIMMEE, FL 34744
$575,00014 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
$379,00063 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)
3869 SHORESIDE DR, KISSIMMEE, FL 34746
$715,000375 Days on yellowkey MLS ID: R4909422
REDUCED by $20,000 (2.7%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3583 Built: 2016Monthly Fee: $310 Tax: $9,315 (2024)Community: Bellalago Ph 4KSpa: NoSingle Family
Taxes:$9,315
Elementary School: Bellalago Charter Academy (K-8)
Middle School: Bellalago Charter Academy (K-8)
Remarks: Major Price reduction for this Magnificent updated property located in the fabulous gated Bella Lago Resort, the property comes with its own private boat dock ramp and located on the chain of lakes, access to many wonderful water areas is possible, the property has real hardwood Floors flooring throughout, recently completely re-modeled. Quartz surfaces throughout, incredible open plan kitchen overlooking water view with center island, solid quartz surfaces. Multiple quartz work surfaces. Full length cabinets with oversize crown molding. Multiple inbuilt ovens and inbuilt ceramic hob. Walk in wine cellar with fitted wine racks and 2 wine coolers glass barn style sliding door. Utility room with French deep porcelain sink and washer dryer and multiple storage cabinets. Walk out balcony on first floor led recessed lighting, high quality cabinets with crown molding tops, built in wine cellar, Large screened Florida room with Art Deco cooling ceiling fans and facing the water Too many upgrades to list, the property interior was professionally designed and undertaken.
Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)
Listing Agent: Phil Dinnis (407-908-0275)
8825 RHODES ST, KISSIMMEE, FL 34747
$675,0008 Days on yellowkey MLS ID: S5151659
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $563 Tax: $11,485 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$11,485
High School: Celebration High
Remarks: Welcome to 8825 Rhodes Street, 4041sqft beautifully maintained and fully furnished 8-bedroom, 6-bathroom home located within the highly sought-after gated Windsor at Westside Resort community. Designed for comfort, luxury, and entertainment, this spacious property features both upstairs and downstairs living areas, providing plenty of room for family and guests to relax and unwind. The open-concept kitchen showcases elegant granite countertops, ample cabinetry, and plenty of space for gathering and entertaining. Step outside to your private screened-in heated pool and covered lanai, creating the perfect setting for outdoor dining, family gatherings, or weekend BBQs while enjoying Florida's beautiful weather year-round. The converted garage has been transformed into a fun-filled game room, creating an additional entertainment space that guests and family members of all ages will enjoy. Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers exceptional flexibility and value. Residents enjoy access to all Windsor at Westside Resort amenities through the HOA, including a resort-style pool, clubhouse, fitness center, sports courts, playgrounds, and more. Ideally located approximately 8 miles from Walt Disney World Resort, this home offers convenient access to world-famous attractions, shopping, dining, golf, and major highways while providing the security and lifestyle of one of Central Florida's premier gated resort communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jaden Ortiz (352-872-8181)
304 BASS LN, KISSIMMEE, FL 34759
$299,900250 Days on yellowkey MLS ID: O6351826
2 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 2025Monthly Fee: $89 Tax: $193 (2024)Community: Poinciana Nbrhd 02 East Village 07Single Family
Taxes:$193
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Back on the market! New Construction! Move-In Ready. Bright, open vibes from the moment you walk in. The kitchen is the star: a huge quartz island for cooking, snacking, and hanging out, plus stainless appliances, quartz counters, and cool pendant lights. The primary bath is clean and modern with dual vanities, and the whole home has sleek LVP floors. The sliders open to a roomy back porch, perfect for grilling and chilling on an almost ½ acre fully sodded lot.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Fernando Lopes (407-955-9555)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.