Location: Kissimmee , 34744
Do Not Show Listings
1804 HOWARD MESA DR, KISSIMMEE, FL 34744
$389,99057 Days on yellowkey MLS ID: O6409252
REDUCED by $5,000 (1.3%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,684
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1687 PARK SIDE AVE, KISSIMMEE, FL 34744
$436,99034 Days on yellowkey MLS ID: S5151674
REDUCED by $10 (0.0%) on 07/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2022Monthly Fee: $11 Tax: $7,143 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,143
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to 1687 Park Side Avenue, Kissimmee, FL 34744 a place where comfort, convenience, and Florida living come together perfectly. From the moment you arrive, you'll appreciate the inviting atmosphere and thoughtful layout designed for both everyday living and memorable gatherings. The open-concept design seamlessly connects the living room, dining area, and kitchen, creating a bright and welcoming space filled with natural light and ideal for entertaining family and friends. Step outside and discover one of this home's most desirable features: a spacious backyard with endless possibilities. Whether you dream of building a custom pool, creating an outdoor kitchen, designing a playground, or simply enjoying peaceful Florida evenings under the stars, this outdoor space offers the flexibility to make it your own. Location is everything, and this home delivers. Conveniently situated in the heart of Kissimmee, you'll enjoy easy access to major highways including Florida's Turnpike, US-192, Osceola Parkway, and SR-417, making commuting to Orlando, Lake Nona, Orlando International Airport, Medical City, and Central Florida's world-famous attractions simple and convenient. Enjoy being just minutes from shopping, dining, entertainment, and recreation. Nearby destinations include The Loop Shopping Center, featuring popular retail stores, restaurants, and a movie theater. Outdoor enthusiasts will appreciate the proximity to Kissimmee Lakefront Park, Lake Tohopekaliga, sports complexes, walking trails, playgrounds, and recreational facilities throughout the area. The location also provides convenient access to schools, healthcare facilities, and everyday necessities. Whether you're a first-time homebuyer, growing family, investor, or simply searching for a home that offers space, comfort, and exceptional value, this property presents an outstanding opportunity. Homes in this area continue to attract strong buyer interest thanks to their combination of location, lifestyle, and convenience. Don't miss your chance to own a beautiful home in one of Central Florida's most desirable and rapidly growing communities. Schedule your private showing today and discover why 1687 Park Side Avenue could be the perfect place to call home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Lisbeth Diaz De Rico (407-724-7383)
1425 RIVIERA DR, KISSIMMEE, FL 34744
$944,900132 Days on yellowkey MLS ID: O6386384
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4654 Built: 2002Monthly Fee: $183 Tax: $7,220 (2025)Community: Regal BaySingle Family
Taxes:$7,220
Remarks: Experience the best of Florida lakefront living! Situated on a rare, private gated peninsula, this 4,600+ sq. ft. estate home offers panoramic views of Lake Tohopekaliga from nearly every room! Enjoy private boating access from your backyard boat dock with lift! The timeless brick architecture and classic front porch welcome you into a light-filled sanctuary featuring newly installed bamboo flooring. The impressive chef’s kitchen features a center cooktop island, built-in oven, stainless steel appliances, and crown molding throughout. Unwind with the first-floor primary retreat, a spa-like en-suite with a jetted tub, separate shower, dual closets, and breathtaking water views. Upstairs, you'll find French doors to the expansive balcony and a versatile bonus wing with a second fireplace, offering the perfect setting for a game room, home gym, or multi-generational suite. Step outside to your private dock with a boat lift and enjoy the sounds of birds from the nearby bird sanctuary. Explore the world-class Bass fishing on Lake Toho, part of the Kissimmee Chain of Lakes. Lake Toho is one of the premier fishing lakes in Florida, and is home to many fishing and boat clubs, including Major League Fishing. Lake Toho is also recognized by the Audubon Society and eBird as prime habitat for bird watching, with over 180 species of birds. Notable improvements include: A/C replacements (downstairs 2023, upstairs 2019), water heater (2020), roof replacement (2017), and Exterior paint (2023) with washer dryer and some furniture included. Ideally located minutes from Orlando’s theme parks and with easy access to the Florida Turnpike, this home offers secluded luxury with effortless connectivity to nearby dining and entertainment venues. Homes of this caliber are a rare opportunity. Schedule your private tour today!
Listing is courtesy of: CORNERSTONE TRUST, LLC (407-810-0322)
Listing Agent: Josie Kassem (407-810-0322)
1933 BELLKNOLL LN, KISSIMMEE, FL 34744
$415,00044 Days on yellowkey MLS ID: O6411567
REDUCED by $14,000 (3.3%) on 07/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2020Monthly Fee: $11 Tax: $6,080 (2025)Community: KindredSpa: NoSingle Family
Taxes:$6,080
Remarks: Welcome to this beautiful 4-bedroom, 2-bathroom home with a 2-car garage, located in the highly sought-after Kindred community. Offering over 1,800 square feet of thoughtfully designed living space, this one-story residence perfectly blends modern style, comfort, and functionality. At the heart of the home is a stunning kitchen featuring a large center island, spacious pantry, and abundant cabinetry, making it ideal for both everyday living and entertaining. The adjoining dining area serves as a welcoming gathering space, while the open-concept layout is enhanced by soaring ceilings, abundant natural light, and a seamless flow throughout the main living areas. The spacious primary suite offers a private retreat complete with an en-suite bathroom featuring dual vanities, a walk-in shower, and an oversized walk-in closet. Three additional bedrooms and a full bathroom are thoughtfully situated on the opposite side of the home, providing privacy and flexibility for guests, a home office, or a growing family. A bright Florida sunroom adds valuable living space and versatility, making it the perfect place for a playroom, reading nook, home office, or relaxing morning coffee retreat. Step outside and enjoy the Florida lifestyle with plenty of space for entertaining, grilling, or simply unwinding. Additional highlights include a spacious laundry room conveniently located off the kitchen and a well-designed floor plan that maximizes both comfort and functionality. Residents of Kindred enjoy access to exceptional resort-style amenities, including multiple pools, fitness centers, pickleball and tennis courts, playgrounds, walking and biking trails, picnic areas, a dog park, and beautifully maintained green spaces. A brand-new K-8 school within the community adds even more convenience for families. Ideally situated in Central Florida, this home is just minutes from shopping, dining, schools, hospitals, major highways, and Orlando International Airport. It is conveniently located approximately 17 miles from Lake Nona and Medical City, 4 miles from NeoCity, 16 miles from SeaWorld Orlando, 21 miles from Universal Studios Florida, and 23 miles from Walt Disney World, providing easy access to some of Central Florida's most popular destinations. This exceptional home offers the perfect combination of modern living, outstanding community amenities, and a prime location. Schedule your private showing today and discover everything this remarkable property has to offer.
Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)
Listing Agent: Sabah Rab (407-575-6599)
4406 SILVER CREEK ST, KISSIMMEE, FL 34744
$448,00018 Days on yellowkey MLS ID: O6418739
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1878 Built: 2019Monthly Fee: $94 Tax: $4,072 (2025)Community: Creekside At Boggy Creek Ph 1Single Family
Taxes:$4,072
Remarks: Gated community. Welcome to this beautifully appointed two-story home in Kissimmee, Florida, offering 3 bedrooms, 2.5 bathrooms, and thoughtful upgrades designed for comfort and efficiency. The home features solar panels to help support energy savings, along with a whole-home water filtration system for added everyday convenience. With a functional layout across two levels, this residence provides inviting living spaces, comfortable bedrooms, and the flexibility buyers are looking for in a Central Florida home. Ideally located near the Lake Nona area, this property offers convenient access to Nemours Hospital, the Orlando VA Medical Center, and the USTA National Campus, making it a standout option for those seeking proximity to major medical, employment, and recreational destinations. Enjoy the best of Kissimmee living with easy access to Central Florida amenities, shopping, dining, and major roadways.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Joe Laso (407-468-0636)
2708 PRESTWICK LN, KISSIMMEE, FL 34744
$387,00065 Days on yellowkey MLS ID: S5149647
2 Days Off yellowkey (back on 6/3/2026)
INCREASED by $7,000 (1.8%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 2004Monthly Fee: $92 Tax: $7,102 (2025)Community: Remington Prcl M1Single Family
Taxes:$7,102
Elementary School: Partin Settlement Elem
Remarks: Beautiful 4-bedroom, 3.5-bath pool home located in the highly desirable community of Remington. This spacious residence features an open floor plan, vaulted ceilings, formal living and dining areas, and a private screened pool perfect for entertaining and relaxing. The first-floor primary suite offers direct pool access and beautiful water views. Conveniently located near top-rated schools, shopping centers, supermarkets, restaurants, major highways, Orlando International Airport, and just a short drive to Walt Disney World Resort attractions. Enjoy resort-style community amenities including golf, clubhouse, fitness center, tennis courts, playgrounds, walking trails, and gated security. A perfect opportunity for families, vacation living, or investment in Central Florida.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angel Ramirez (407-967-5368)
1009 CHALCEDONY ST, KISSIMMEE, FL 34744
$315,00039 Days on yellowkey MLS ID: O6412394
REDUCED by $10,000 (3.1%) on 07/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2010Monthly Fee: $170 Tax: $3,128 (2025)Community: Amber PointeSpa: NoTownhouse
Taxes:$3,128
Remarks: Virtually Staged. This beautifully updated, move-in-ready Kissimmee townhome has been EXTENSIVELY RENOVATED over the last five years and is ready for its next owner. The entire interior has been freshly painted a neutral white, providing a clean canvas, and features brand-new flooring throughout with absolutely no carpet. A major interior highlight is the master bedroom, which features a very large walk-in closet complete with installed shelving. The kitchen boasts refurbished soft-close cabinets, granite countertops, a modern backsplash, and a completely new suite of appliances. Practical UPDATES extend throughout the home, including matching lighting and ceiling fans, updated bathroom vanities and faucets, three new toilets, and a NEW garage door opener and springs. Fresh exterior paint adds to the home's great curb appeal. Situated in a secure, gated community with video surveillance, residents enjoy their lawn being maintained by the HOA, access to a community playground and a waterfront in-ground pool. The neighborhood is pet-friendly, complete with convenient pet waste stations. Location is a major highlight: you are located within one mile of the Florida Turnpike and a Publix grocery store, and less than five miles from the vibrant Kissimmee Lakefront Park. Schedule your showing today to see this low-maintenance gem in person. Roof is 2022, A/C 2010, Water Heater 2010
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jacob Zampella (321-945-2273)
1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744
$499,900238 Days on yellowkey MLS ID: S5138827
REDUCED by $15,100 (2.9%) on 06/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3099 Built: 2017Monthly Fee: $11 Tax: $5,957 (2024)Community: Kindred Ph 1CSingle Family
Taxes:$5,957
Tax Year: 2024
Remarks: **PRICED TO SELL! Highly motivated. If you've been considering new construction, compare the value this spacious 3,099 sq. ft. home offers more living space, a larger homesite, and established community amenities at an attractive price point. **Welcome to 1889 Rustic Falls Dr, a beautifully maintained two story residence designed for both comfort and functionality. From the moment you enter, you'll appreciate the open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating an ideal setting for everyday living and entertaining. A convenient dry bar provides additional serving and storage space, while the first-floor primary suite offers privacy and convenience with its spacious layout and en-suite bathroom. Upstairs, you'll find three additional bedrooms, each featuring a walk-in closet, along with two full bathrooms with dual vanities. A large loft area provides flexible space that can be used as a media room, game room, home office, fitness area, or additional living space. The home features tile and luxury vinyl flooring throughout with no carpet, plus ceiling fans in multiple rooms for added comfort. Step outside to enjoy a fully fenced backyard with peaceful conservation views, offering a private outdoor setting and a homesite size that is increasingly difficult to find in many newly built homes. Whether enjoying your morning coffee or relaxing at sunset, this outdoor space provides room to enjoy Florida living. Beyond the home, residents enjoy access to an extensive selection of community amenities, including three clubhouse complexes with resort-style pools and fitness centers, more than three miles of walking trails, multiple playgrounds, a dog park, tennis courts, sand volleyball courts, soccer fields, and several lakes where residents can enjoy fishing. The community also hosts a variety of social and recreational events throughout the year. Conveniently located near NeoCity, Downtown Kissimmee, and the St. Cloud area, this home provides easy access to shopping, dining, grocery stores, medical facilities, urgent care centers, and everyday conveniences. Florida's Turnpike is approximately 10 minutes away, making commuting throughout Central Florida simple and efficient. Schedule your private showing today and discover the space, value, and lifestyle that make 1889 Rustic Falls Dr a unique opportunity in Kindred.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Glenda Mercado (407-946-1247)
2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$635,000133 Days on yellowkey MLS ID: O6386876
1 Days Off yellowkey (back on 7/3/2026)
REDUCED by $14,900 (2.3%) on 06/26/2026
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
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET! 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)
302 E DRURY AVE, KISSIMMEE, FL 34744
$368,00043 Days on yellowkey MLS ID: O6411839
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1528 Built: 1950 Tax: $778 (2025)Community: Cape BreezeSpa: NoSingle Family
Taxes:$778
Remarks: Picture yourself at 3207 Garbett St, a practical residence crafted for comfortable living. This home features a fireplace, while the kitchen contains all stainless steel appliances along with an accent backsplash. The primary bedroom includes double closets for organized storage. The outdoor area is enhanced by a fenced in backyard. This property provides a perfect combination of comfort and style. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1802 BLISSFUL DR, KISSIMMEE, FL 34744
$639,90034 Days on yellowkey MLS ID: O6415660
1 Days Off yellowkey (back on 6/15/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 2021Monthly Fee: $7 Tax: $10,565 (2025)Community: Tohoqua Ph 1BSpa: NoSingle Family
Taxes:$10,565
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1802 Blissful Drive in Kissimmee, a spacious 2-story home offering 5 bedrooms, 4 bathrooms, an open floorplan, and flexible living space designed for everyday comfort. With generous room throughout, this home provides a practical layout for residents, guests, work-from-home needs, or multigenerational living. As an added benefit, the home features paid-off solar panels, helping provide long-term energy savings and efficiency. Inside, the open floorplan connects the main living, dining, and kitchen areas, creating an easy flow for daily routines and entertaining. The 5-bedroom, 4-bath layout offers flexibility and privacy, while the upstairs loft adds valuable secondary living space that can be used as a media room, playroom, home office, study area, or additional lounge. Outdoor living is a major highlight, with a covered patio overlooking the screened in-ground salt water pool. The fully fenced backyard offers both privacy and functionality while showcasing peaceful pond views that create a relaxing backdrop for everyday living. This inviting outdoor space is ideal for dining, entertaining, relaxing by the salt water pool, enjoying the scenery, or providing room for pets, recreation, gardening, and future personalization. Located in Kissimmee, the home offers access to shopping, dining, schools, parks, major roadways, and everyday conveniences. The area provides convenient connections to Lake Nona, Orlando, St. Cloud, and Central Florida attractions, making it a practical location for buyers looking for space, comfort, and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1959 CACUTTA WAY, KISSIMMEE, FL 34744
$387,00040 Days on yellowkey MLS ID: S5151373
REDUCED by $13,000 (3.3%) on 07/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2023Monthly Fee: $11 Tax: $7,033 (2025)Community: KindredSingle Family
Taxes:$7,033
Middle School: Harmony Middle
Remarks: Short Sale. Welcome to 1959 Cacutta Way, a beautifully maintained 4-bedroom, 2-bathroom home located in the desirable Kindred community of Kissimmee. Built in 2023, this modern residence offers approximately 1,846 square feet of thoughtfully designed living space with an open-concept layout, abundant natural light, and stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large center island that seamlessly connects to the living and dining areas, creating an ideal setting for everyday living and entertaining. The private primary suite includes a walk-in closet, dual vanities, and a walk-in shower. Three additional bedrooms provide flexibility for a variety of lifestyle needs, while smart home features add convenience and modern functionality. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor activities, gatherings, gardening, or simply relaxing. Residents of Kindred enjoy access to an impressive selection of community amenities, including resort-style pools, fitness facilities, tennis and pickleball courts, soccer fields, playgrounds, walking and biking trails, a dog park, and a clubhouse. Conveniently situated with easy access to US-192 and the Florida Turnpike, this home is located near major employment centers, shopping, dining, recreation, and transportation hubs. Nearby points of interest include NeoCity, Lake Nona, Kissimmee Lakefront Park, and Orlando International Airport. AdventHealth Kissimmee, offering comprehensive medical services and emergency care, is also located nearby. Whether you're looking for a primary residence or an investment opportunity, this move-in-ready home combines modern comfort, outdoor enjoyment, and a convenient Central Florida location. Schedule a showing today
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Maria Aldana, Llc (786-239-0262)
1010 VAN LIEU ST, KISSIMMEE, FL 34744
$318,50056 Days on yellowkey MLS ID: O6409485
REDUCED by $6,000 (1.8%) on 07/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1986 Tax: $3,618 (2025)Community: Kissimmee HeightsSpa: NoSingle Family
Taxes:$3,618
Remarks: House with oversized lot in Central Kissimmee. Offering a rare blend of urban conveniences and suburban serenity. The crowning glory of this home is its expansive completely fenced all around outdoor space. The property sits on an oversized lot, providing ample space for various outdoor activities. Also includes a large driveway and attached garage , providing ample space for parking. The home’s prime location further ensures that all amenities are in the area. Schedule a viewing today, and prepare to be charmed by all this delightful home has.
Listing is courtesy of: VENOSA REALTY LLC (407-442-6164)
Listing Agent: Giuseppina Mottolese (407-716-5177)
1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744
$899,000152 Days on yellowkey MLS ID: S5143565
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $25,900 (2.8%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5207 Built: 1981 Tax: $7,032 (2025)Community: Regal Oak Shores Unit 1Spa: YesSingle Family
Taxes:$7,032
Remarks: Under contract-accepting backup offers. Virtually Staged. REGAL OAK SHORES * CUSTOM BUILT BRICK HOME * 1.44 Acres +/- * NO HOA * NEW ROOF * CIRCLE DRIVEWAY * DUAL PRIMARY SUITES * COVERED PAVILIONS * COPPER GUTTERS/DOWNSPOUTS * This custom one-owner 4 bedroom, 4.5 bath estate with dual primary suites offers the perfect blend of privacy, space, and resort-style living beneath a gorgeous canopy of mature oak trees. The impressive 267’ x 236’ lot features a circular driveway, additional parking pads, RV parking and a side-entry 3-car garage. Plenty of space for gardening or enjoying the outdoors. A welcoming front porch leads to double solid wood entry doors with transom windows, opening to a light-filled foyer with decorative tile and a hardwood staircase, custom wood trim and wood doors throughout the home. The home features a formal living room, formal dining room with French doors to the front porch, and a private office/library & spiral staircase. The spacious family room showcases a grand brick wood-burning fireplace and French doors that open to the lanai, creating seamless indoor-outdoor living. The kitchen is designed for gathering with a large center island with cooktop and sink, double ovens, extensive custom cabinetry, and a pass-through window to the lanai—perfect for entertaining. The flexible floor plan includes a main-level primary suite with reading nook and French doors, plus a second upstairs primary suite with ensuite bath, ideal for guests or multigenerational living. Two additional large flex rooms with endless possibilities for a home theater, game room, gym, or studio. Step outside to your private backyard retreat featuring a resort style screened pool and spa with diving board, brick paver deck, expansive covered lanai, outdoor kitchen, and two covered pavilions—all surrounded by beautifully irrigated landscaping from a deep well. Additional highlights include city water, septic system, interior laundry with built-in ironing board and laundry chute, bar area with sink, wine rack, refrigerator and vintage record/cassette player, two water heaters, and a new roof (2023) with copper flashing. A rare opportunity to own a spacious custom home on acreage with no HOA—perfect for entertaining, multigenerational living, or simply enjoying your own private retreat. Enjoy the quick proximity to the Orlando International Airport, area lakes, attractions, beaches, shopping, restaurants, and popular travel routes.
Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)
Listing Agent: Racquel Schroeder (321-624-5780)
1489 TWIN VALLEY TER, KISSIMMEE, FL 34744
$539,900112 Days on yellowkey MLS ID: O6390966
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $5,000 (0.9%) on 05/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2017Monthly Fee: $11 Tax: $7,067 (2025)Community: Kindred Ph 1A & 1BSpa: NoSingle Family
Taxes:$7,067
Remarks: Under contract-accepting backup offers. PRICE REDUCED AND BETTER THAN NEW CONSTRUCTION! Why wait to build when every major, high-ticket upgrade has already been completed for you? Located in the highly sought-after Kindred community, this expansive 5-bedroom, 3-bathroom residence sits on a rare, oversized premium lot and offers ultimate peace of mind. THE MAJOR UPGRADES: A brand-new roof will be installed prior to closing. The solar panels will be FULLY PAID OFF at closing, offering low utility bills from day one. Enjoy a brand-new HVAC and all-new air ducts (installed Feb/March 2026), a newer pool pump (2024), brand-new water brook vinyl plank flooring downstairs, and plush brand-new carpet upstairs. THE HOME AND YARD: The open main floor features a versatile flex room beautifully upgraded with custom French doors, sidelights, and a transom window, while the upstairs opens into a massive loft. The primary suite is a true retreat, boasting a stunning, brand-new custom walk-in shower. Step outside to your private Florida oasis featuring a screened-in saltwater pool, spacious covered lanai, and an extended, fully fenced yard with updated landscaping—a rare find for the neighborhood. THE LOCATION VALUE: The location of this property is booming! This home is situated within easy walking distance to a brand-new shopping center currently under construction and is zoned for the brand-new Cross Prairie K-8 school. Live like you are on vacation with community access to resort-style pools, fitness centers, tennis courts, and scenic trails. Schedule your tour today!
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Lauren Deem (352-275-7155)
2590 BORINQUEN DR, KISSIMMEE, FL 34744
$560,00013 Days on yellowkey MLS ID: O6422091
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2118 Built: 1978 Tax: $5,211 (2025)Community: Greenville EstatesSingle Family
Taxes:$5,211
Remarks: Unique 3 Bed and 2 Bath home set on a full 1-acre homesite, this unique property offers the rare combination of privacy, space, and functionality in the heart of Kissimmee. The expansive grounds provide room to spread out, add future improvements, or simply enjoy the open land that’s increasingly hard to find in the area. A standout feature of the property is the large, detached garage,(1200 sq/ft) designed for versatility and serious utility. The structure includes: A dedicated office, ideal for business operations, creative work, or administrative tasks Multi-vehicle capacity, with room for several cars, equipment, or recreational vehicles Wide-open workshop space, perfect for automotive projects, fabrication, woodworking, or hobby use This setup makes the property especially appealing for contractors, mechanics, collectors, small business owners, or anyone who needs a functional workspace at home. The location offers a quiet residential feel while still being close to major roadways, shopping, and the Lake Nona and Buenaventura Lakes corridors.
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Richie O'Dea (407-925-8013)
1860 SAHA CT, KISSIMMEE, FL 34744
$653,40013 Days on yellowkey MLS ID: R4911559
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2869 Built: 1980 Tax: $3,676 (2025)Community: Regal Oak Shores Unit 3Spa: NoSingle Family
Taxes:$3,676
Remarks: WELL-MAINTAINED HOME IN WELL-ESTABLISHED REGAL OAK SHORES...BEAUTIFUL TREES & GARDENS THROUGHOUT THIS DESIRABLE COMMUNITY; HOME FEATURES A LARGE LIVING PLAN WITH FORMAL LIVING & DINING ROOMS, FAMILY ROOM WITH WOOD-BURNING FIREPLACE OFF THE EQUIPPED KITCHEN, GLASS DOORWAYS TO THE SIZEABLE SCREEN ENCLOSED PATIO & POOL AREA, LARGE PAVED CIRCULAR DRIVEWAY & 3-CAR GARAGE FOR MULTIPLE VEHICLES - CARS, TRUCKS, BOATS, RVS & OTHER 'TOYS' WILL HAVE PLENTY OF SPACE, NEUTRAL CERAMIC TILE & CARPETS THROUGH THE HOME FOR EASE WITH DESIGN, SPLIT BEDROOMS OFFER PRIVACY ON BOTH SIDES OF THE HOME, STUDY/DEN/GAME ROOM IS SPACIUS AND HAS DIRECT ACCESS TO THE POOL AREA FOR GREAT ENTERTAINING OPTIONS, LOT IS JUST OVER 3/4 OF AN ACRE AND OFFERS PLENTY OF PLAY SPACE..THIS HOME IS A GEM WITH A GREAT LOCATION OFF KINGS HWY - CLOSE TO AREA SHOPPING, MAJOR ROADWAYS, MEDICAL, LAKEFRONT AMENITIES, RESTAURANTS & MORE.
Listing is courtesy of: DEESE MANAGEMENT & REAL ESTATE (407-891-2214)
Listing Agent: Christina Gentry (407-891-2214)
2668 WILLOW GLEN CIR, KISSIMMEE, FL 34744
$395,00051 Days on yellowkey MLS ID: S5150227
0 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2003Monthly Fee: $23 Tax: $6,164 (2025)Community: GleneaglesSingle Family
Taxes:$6,164
Remarks: Under contract-accepting backup offers. Beautifully maintained and fully furnished 4-bedroom, 2-bath pool home situated on the water, offering an ideal open-concept floor plan with tile, carpet, and vinyl flooring throughout. This move-in-ready home includes all furnishings and amenities, making it perfect as a primary residence, vacation home, or turnkey investment property. Recently repainted inside and out, the home has also been thoughtfully updated with a new roof, water heater, pool heater, and air conditioning unit. The spacious split-bedroom layout provides privacy and functionality. The oversized primary suite features a large walk-in wardrobe and an en-suite bathroom with a garden tub, separate shower, and private water closet. The three additional bedrooms are generously sized and each offer large built-in wardrobes, with a full bathroom conveniently located nearby. The bright kitchen is equipped with white appliances and opens seamlessly to the main living and dining areas, ideal for everyday living and entertaining. Step outside to enjoy the private screened pool overlooking peaceful water views, with no rear neighbors for added privacy. Located in the highly desirable Remington Golf Community, within the Gleneagles at Remington subdivision, this home benefits from gated access at both ends of the community, including overnight guard-gated security at the main entrance, offering both convenience and peace of mind. Residents enjoy an exceptional range of resort-style amenities, including a community pool, tennis courts, fitness center, basketball courts, playground, and scenic walking trails with exercise stations. Perfectly positioned near new shopping centers and restaurants, with easy access to Lake Nona Medical City, Orlando International Airport, the Florida Turnpike, and Orlando’s world-famous attractions. Short-term rentals are permitted, making this an outstanding opportunity for homeowners and investors alike.
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
1001 LA MIRADA CT, KISSIMMEE, FL 34744
$355,000121 Days on yellowkey MLS ID: O6391089
REDUCED by $8,000 (2.2%) on 06/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1626 Built: 2021 Tax: $3,315 (2025)Community: Lago Buendia Ph 1Townhouse
Taxes:$3,315
Remarks: Beautiful townhome for sale in the heart of the City of Kissimmee. This like-new corner unit is located in a gated community and offers plenty of space for a family. The home has been recently painted in a classic, fresh color and features a unique, large fenced backyard. The property includes a one-car garage and additional parking for two cars in front of the unit. One of the outstanding features of this community is the private access to Partin Settlement Elementary School, allowing you to walk with the children to school. We also have a playground, a pond surrounded by common picnic areas, and an enclosed community pool with bathrooms and an outdoor shower. If you enjoy outdoor walks, the community has trails and green areas. Motivated Seller!
Listing is courtesy of: GRAND REALTY (305-931-7878)
Listing Agent: Eduardo Funes (305-931-7878)
1872 HOWARD MESA DR, KISSIMMEE, FL 34744
$409,99034 Days on yellowkey MLS ID: O6416128
REDUCED by $6,000 (1.4%) on 07/02/2026
Remarks: Under Construction. Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
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