Location: Kissimmee
Do Not Show Listings
1632 REGAL COVE CT, KISSIMMEE, FL 34744
$1,099,000261 Days on yellowkey MLS ID: S5134100
REDUCED by $500 (0.0%) on 05/27/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4621 Built: 1993Monthly Fee: $100 Tax: $10,804 (2024)Community: Regal CoveSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,804
Elementary School: Partin Settlement Elem
High School: Osceola High School
Tax Year: 2024
Middle School: Neptune Middle (6-8)
Remarks: Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an electric fireplace and French doors overlooking the pool and mature tree views. The gourmet kitchen is a showpiece with a waterfall island, drop-down range system, top-tier appliances, custom cabinetry, built-in double oven/microwave, wine cooler, and coffee station. A true chef’s delight, it’s designed for hosting family and friends with ease. The primary suite, located on the first floor, offers a stunning walk-in closet and a spa-like bathroom with a freestanding soaking tub, double vanities, separate water closet, and an oversized double-head shower. Upstairs, you’ll find four additional bedrooms with a sleek glass panel railing system, a bonus storage room, and two beautifully renovated Jack & Jill bathrooms. Adding incredible flexibility, a three-car garage with extended roofline includes a private full apartment above the garage with a bedroom, bathroom, kitchen, and living/dining area. Perfect as a guest house, or secondary suite. Outdoor living shines with two covered patio areas, French impact windows, and the expansive screened pool deck. With only $400/Quarter HOA fees, Regal Cove provides an upscale yet affordable lifestyle, ideally located near Lake Tohopekaliga with a public boat ramp less than a minute away. You’ll also enjoy easy access to the FL Turnpike, Publix, Walmart, and all of Kissimmee’s conveniences. This is a rare opportunity to own a modern, custom-renovated pool home with an in-law suite in one of Kissimmee’s most desirable gated communities. Schedule your private showing today and experience the perfect blend of country charm and modern luxury.
Listing is courtesy of: FIERCE REALTY (407-758-5179)
Listing Agent: Rachel Coolidge (207-522-0838)
2365 RAPOLLO DR, KISSIMMEE, FL 34741
$505,00065 Days on yellowkey MLS ID: O6379468
REDUCED by $9,900 (1.9%) on 05/27/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2018Monthly Fee: $173 Tax: $8,804 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,804
Elementary School: Floral Ridge Elementary
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: One or more photo(s) has been virtually staged. Price Reduced in the gated Tapestry community. This move-in ready 4-bedroom, 3.5-bath home offers over 2,300 square feet of stylish and functional living space with a bright open-concept layout designed for entertaining and everyday comfort. The spacious kitchen features granite countertops, stainless steel appliances, modern cabinetry, and a large center island that flows seamlessly into the dining and living areas. Upstairs, the private primary suite includes a walk-in closet and ensuite bath with dual vanities and a spacious shower. A versatile loft and additional bedrooms provide flexible space for a home office, media room, play area, or guest accommodations. Enjoy indoor-outdoor living with a covered rear porch and fully fenced backyard perfect for relaxing or weekend gatherings. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, sidewalks, and 24-hour gated entry. Conveniently located near shopping, dining, major highways, Orlando International Airport, and Orlando attractions. Now offered at an improved price schedule your private showing today.
Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)
Listing Agent: Amar Guemraoui (407-267-7926)
540 OAK BRANCH CIR, KISSIMMEE, FL 34758
$298,999207 Days on yellowkey MLS ID: S5137421
REDUCED by $1,000 (0.3%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1443 Built: 1997Monthly Fee: $90 Tax: $3,820 (2024)Community: Oaks At Cypress Woods TheSingle Family
Taxes:$3,820
High School: Poinciana High School
Middle School: Harmony Middle
Remarks: Beautiful home 3/2, spacious with living room separate and dining room formal, family room with together with kitchen, all floors beautiful titles, upgrade appliances in sterling steels refrigerator, dishwasher and microwave, open floor plan, spacious master room with big walk-in closet and master bathroom, all floors in beautiful tile, include new refrigerator, microwave, dishwasher, range, disposal. Big patio over .19 acres or 8,198 squal fee with fence in plastic vinyl. Not property behind home green view. Close to new shopping center Poinciana and Hospital, close to bus stop. The owner very motivates looking close to listing price. Good to investment have tenant with contract lease expired in expired on April 30,2027, the rent amount is 1950.00. Please send offers with proof of founds and pre-approval letter. Good to Primary Home or to first time buyers, may qualify for funding of Osceola County.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Jose Lozada (407-744-2904)
724 DEL RAY DR, KISSIMMEE, FL 34758
$268,99921 Days on yellowkey MLS ID: S5148992
REDUCED by $1,000 (0.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1080 Built: 1986Monthly Fee: $100 Tax: $2,760 (2025)Community: Poinciana Village 1 Nbhd 1 SouthSpa: NoSingle Family
Taxes:$2,760
Elementary School: Koa Elementary
Middle School: Discovery Intermediate
Remarks: Beautifull Home 3/2 close to schools Osceola County District, all floors ceramic tile, all pluming pipes was changed las year 2025, roof 2016, good for investment and primary buyers. The owner very motived, can rent with option to buy at expiration contract at year or before. close at shopping new shopping center Poinciana and Hospital, close at new express way Poinciana. The Hoa include cable and internet. Please send As Is Contract with pre-approval letter and proof of founds.
7934 GOLDEN POND CIR, KISSIMMEE, FL 34747
$599,000113 Days on yellowkey MLS ID: O6379733
2 Days Off yellowkey (back on 4/3/2026)
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 2827 Built: 1998Monthly Fee: $54 Tax: $7,169 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$7,169
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. Welcome to this beautiful turn-key 8 bedroom, 6 bathroom home. This home comes fully furnished and qualifies as a SHORT-TERM RENTAL. Inside, the home has been completely remodeled. Each bedroom, the kitchen, family room, and game room are uniquely themed for a fun, immersive experience. The converted garage functions as a custom game room, featuring a full-size commercial air hockey table, slate pool table, foosball, sofa set, toys, TV, and a durable epoxy floor. The updated kitchen features stainless steel appliances, granite countertops, a stylish tile backsplash, and comes fully stocked with dishes, cookware, and small appliances. This incredible home provides equal 4/3, bed/bath accommodations downstairs and upstairs, along with two living areas including a formal front living room and a comfortable family room set towards the rear. The laundry room is equipped with a washer and dryer, plus an additional dryer in the converted garage. Flooring includes travertine downstairs and newly installed vinyl plank upstairs, creating both elegance and durability. The roof was installed in 2017, water heater 2022, pool heater 2021, and pool salt cell 2024. Throughout the home, you'll find WiFi keyless entry, plantation shutters, crown molding, modern lighting, and ceiling fans. Every bedroom is stocked with backup sheets and comforters, and all mattresses and pillows are protected with high-quality covers for added comfort and cleanliness. This exceptional property sits on a spacious .287-acre cul-de-sac lot and is designed for both relaxation and entertainment. The highlight is the massive 20' x 40' screen enclosed private pool paired with an oversized spa. Surrounding the pool, you'll find a generous patio with two dining tables, five lounge chairs for sunbathing, and a covered lanai complete with a TV and refrigerator. The pool has been resurfaced with elegant Pebble Tec finishing, while the patio was recently repainted for a fresh look. Step outside the screen enclosure to enjoy a covered grilling area with picnic table, outdoor ping pong table, cornhole set, and a huge Little Tikes playground all set on low-maintenance artificial turf. The backyard is fully private, enclosed by fencing, hedges, and a rear brick wall, with a charming wrought-iron section offering a picturesque pond and fountain view. Conveniently located in close proximity to I-4 and SR 429, this home is 5-10 minutes from world-class dining, shopping, theme parks, mini golf and Sunset Walk at Margaritaville (bars, shops, movie theater, water park). It is one of the closest communities to Disney. With over $50K in upgrades and an unbeatable location, don't miss this rare opportunity to be the next owner of this immaculate home!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Nicholas Giovanetti (321-239-7622)
1964 MICHIGAN CT, KISSIMMEE, FL 34759
$316,000200 Days on yellowkey MLS ID: S5138255
REDUCED by $29,999 (8.7%) on 05/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2926 Built: 2005Monthly Fee: $90 Tax: $3,890 (2024)Community: Poinciana Nbrhd 05 Village 07Single Family
Taxes:$3,890
Elementary School: None
High School: None
Middle School: None
Remarks: This spacious 4 bedroom, 3 bath home in Poinciana Village offers 2,926 square feet of living space on a 0.41 acre lot with a brand new roof completed in 2025. The floor plan includes a formal living room, dining room, and a large family room with a view of the backyard, providing plenty of space for relaxing or entertaining. Upstairs features a loft that can be used as an office, playroom, or additional living area. The master bedroom includes dual closets, dual sinks, a soaking tub, and a walk-in shower. This home offers comfort, space, and a great layout for everyday living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alyssa Pimentel Santiago (407-946-0471)
2109 WOODSEDGE DR, KISSIMMEE, FL 34746
$330,000108 Days on yellowkey MLS ID: S5142691
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2004Monthly Fee: $87 Tax: $4,497 (2025)Community: Cypress Shadows Unit 1Single Family
Taxes:$4,497
Remarks: Opportunity for first time buyers Investors This 4-bedroom, 2-bath home with a 2-car garage offers a spacious open-concept layout ideal for comfortable living and easy entertaining. Tile flooring throughout provides a modern, low-maintenance finish that appeals to both homeowners and tenants alike. The flexible floor plan includes generously sized bedrooms and a fully fenced backyard, perfect for pets, play, or outdoor gatherings. Durable features and thoughtful design make this home an excellent option for first-time buyers seeking move-in-ready comfort or investors looking for a strong rental opportunity. Conveniently located near shopping, restaurants, and schools, this property combines functionality, location, and long-term value.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Maria Lima (407-709-5295)
3463 FOREST RIDGE LN, KISSIMMEE, FL 34741
$600,00017 Days on yellowkey MLS ID: O6407190
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3807 Built: 2003Monthly Fee: $80 Tax: $8,939 (2025)Community: Crestwood Ph 2Spa: NoSingle Family
Taxes:$8,939
Remarks: One or more photo(s) has been virtually staged. Welcome to 3463 Forest Ridge Ln, located in the quiet gated community of Crestwood. This spacious 4-bedroom, 3.5-bath home with a 3-car garage offers over 3,800 square feet of thoughtfully designed living space, combining comfort, privacy, and an unbeatable Central Florida location close to shopping, dining, schools, and world-famous attractions. Designed for comfortable everyday living and entertaining, the home features expansive living spaces, a large kitchen with rich wood cabinetry, center island, pantry, breakfast nook, and a light-filled family room. The screened pool area provides the perfect private retreat for enjoying the Florida lifestyle year-round. The functional floor plan includes a designated office/den on the first floor, a convenient downstairs guest bedroom with its own en suite bath, generous living and dining areas, and a spacious primary suite featuring dual walk-in closets, double vanities, and a garden tub. The home is also ideally positioned near the community playground and pool area, offering convenient access to neighborhood amenities. major improvements provide peace of mind, including a new roof installed in 2021, two HVAC systems installed less than three years ago, a fairly new water heater and pool pump. Conveniently located near The Loop, Walt Disney World Resort, SeaWorld Orlando, Universal Orlando Resort, and Orlando International Airport, this home combines convenience, comfort, and value in one exceptional opportunity.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
4842 ASHURST ST, KISSIMMEE, FL 34758
$349,90036 Days on yellowkey MLS ID: R4911131
REDUCED by $5,000 (1.4%) on 05/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2014Monthly Fee: $53 Tax: $2,778 (2025)Community: Doral Pointe NorthSingle Family
Taxes:$2,778
Elementary School: Sunrise Elementary
Middle School: Horizon Middle
Remarks: This beautiful 4-bedroom, 2-bathroom residence features a thoughtfully designed open-concept floor plan, creating a seamless flow from the kitchen to the dining and living areas. Whether you're hosting gatherings or enjoying quiet nights at home, this expansive layout provides the perfect setting for connection and comfort. Inside, you'll find spacious bedrooms throughout, offering plenty of room for relaxation and personalization. Several rooms include walk-in closets, providing ample storage and organization. The primary suite is a true retreat, complete with its own walk-in closet and a garden-style soaking tub, perfect for unwinding after a long day. The home has been well cared for with major updates already completed, including a brand-new roof (2025) and A/C system (2024), giving buyers confidence and peace of mind. A water softener system is also included. Step outside to a large backyard designed for enjoyment and entertaining. The standout feature is a custom pergola built with treated wood to resist water damage—ideal for hosting outdoor events, family gatherings, or simply relaxing in your private outdoor space. Car enthusiasts and homeowners needing extra storage will appreciate the oversized 3-car garage, a rare and valuable feature in the area. Located minutes from Walt Disney World and with easy access to major highways, shopping, dining, and entertainment, this home offers both convenience and lifestyle. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property is a must-see. Schedule your private showing today!
Listing is courtesy of: ASSET PRO REALTY LLC (407-316-2076)
Listing Agent: Jocelyn Rodriguez Principe (407-316-2076)
241 GLADIOLA CT, KISSIMMEE, FL 34759
$265,000102 Days on yellowkey MLS ID: S5143919
5 Days Off yellowkey (back on 5/27/2026)
REDUCED by $5,000 (1.9%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1447 Built: 2020Monthly Fee: $100 Tax: $3,586 (2025)Community: Poinciana Nbrhd 02 Village 08Single Family
Taxes:$3,586
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Under contract-accepting backup offers. Built in 2020, this beautifully maintained 3 bedroom, 2 bath home offers modern construction, energy efficiency, and move in ready condition throughout. With a open floor layout and well kept interiors, the home still feels like new. The property features solar panels, providing long term energy savings and reduced utility costs for the homeowner. Located in a convenient and growing area of Poinciana, this home offers easy access to major roadways, shopping, dining, schools, and everyday amenities while still maintaining a peaceful residential setting. Ideal for primary residence or investment, this property combines newer construction, efficiency, and location, making it a highly desirable opportunity for today’s buyers.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Adriana Avegno (407-577-8726)
1710 WOODSIDE CT, KISSIMMEE, FL 34744
$550,000157 Days on yellowkey MLS ID: O6369122
REDUCED by $50,000 (8.3%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2369 Built: 1980Monthly Fee: $17 Tax: $2,230 (2024)Community: Harbour Oaks Unit 1Single Family
Taxes:$2,230
Remarks: Motivated Seller** Back on the market with the Backyard renovation buyers asked for, you won’t want to miss this. Completely transformed back yard oasis, this entire oversized .44 acre lots trees have been completely removed, grinded down and complimented with fresh Sod. We’ve maintained a Privacy border and a Brand New Double Gate Fence, a Brand New Deck/Pergola for entertaining along with a complete pool resurface, 2026 Pool Screen, 2025 roof, 2026 garage door, 2024 AC all with the beautifully remodeled interior, its truly a dream home! Tucked away in the highly sought-after Cross roads of Kings Highway and Neptune, The CDD free and a low HOA community of Harbour Oaks. This fully renovated 4-bedroom, 2-bath residence redefines everyday living with its blend of sophistication and serenity. Step inside to discover 2,369 sq. ft. of open-concept design where every finish has been thoughtfully curated. Featuring a full sized Laundry/Utility room, Wide-plank luxury vinyl floors, a Statement fireplace is the heart of the home, many closets through out. The chef-inspired kitchen featuring 36” soft-close solid wood cabinetry, stylish quartz countertops, and top-of-the-line Energy Star stainless steel appliances. Whether preparing a quiet breakfast or entertaining friends, this space is both functional and breathtaking. Retreat to the spa-inspired marble floor bathrooms, your serene fully screened in pool/patio or to your oversized two car garage that includes screened in sliders for your comfort. LOCATION LOCATION LOCATION, you can’t beat it as is considering its proximity to downtown Kissimmee, 30 mins from downtown Orlando, direct access to 1-4 & turnpike, state road 192, shopping, restaurants, lakes, parks and more and its soon to come developments (including Osceola community park, Osceola Metro Lagoon , Ovation Development and a lot more) within a couple miles this home makes it truly a forever home
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Rene Droz, Iii (407-484-8786)
4807 WORCHESTER DR, KISSIMMEE, FL 34746
$410,00014 Days on yellowkey MLS ID: O6408137
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 2024Monthly Fee: $88 Tax: $9,449 (2025)Community: Knightsbridge Ph 1Single Family
Taxes:$9,449
Elementary School: Knights Point
Middle School: VOYAGER K-8
Remarks: One or more photo(s) has been virtually staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can own this like-new, never-occupied former model home in the peaceful community of Knightsbridge. Situated on an oversized homesite with no rear neighbors, this property offers the perfect backdrop to create your dream outdoor oasis. From the moment you arrive, you’ll appreciate the tropical landscaping, brick paver driveway, and charming front porch — the ideal place to enjoy your morning coffee. Inside, the thoughtfully designed split floor plan offers both comfort and functionality for everyday living and entertaining alike. A welcoming foyer with coffered ceilings leads into the spacious dining room, perfectly suited for family dinners and holiday gatherings. At the heart of the home is the chef-inspired kitchen, featuring 42” upper cabinets, quartz countertops, stainless steel appliances, an oversized island with bar-top seating, and abundant prep space. Open to the expansive family room, this layout keeps everyone connected and creates the ideal setting for hosting friends and family. The spacious primary suite is a true retreat, complete with a tray ceiling and serene backyard views. The spa-inspired primary bath features dual vanities, a walk-in shower, and an oversized walk-in closet. Step outside to the covered lanai overlooking peaceful woodlands, offering a private and tranquil backyard space for relaxing, pets, or play. Three generously sized guest bedrooms, two additional bathrooms, ample storage, and designer touches throughout complete this exceptional home. Residents of Knightsbridge enjoy resort-style amenities including a community pool, tot lot, volleyball courts, and walking trails. Conveniently located near local dining, shopping, and entertainment in downtown Kissimmee, the community also offers easy access to world-famous attractions including Walt Disney World Resort. Outdoor enthusiasts will appreciate the nearby marina and recreation opportunities at Lake Tohopekaliga. Commuting is effortless with quick access to major roadways including I-4, 417, US-17, and Osceola Parkway.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Nick Whitehouse (407-902-4639)
2401 VOLUNTEER AVE, KISSIMMEE, FL 34744
$415,00014 Days on yellowkey MLS ID: O6408166
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2021Monthly Fee: $120 Tax: $7,416 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$7,416
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Remarks: One or more photo(s) has been virtually staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can move right into this beautifully maintained, never-lived-in former model home located in the quiet community of Tohoqua. This like-new two-story home perfectly blends comfort and elegance with a thoughtfully designed open floor plan ideal for modern living. A welcoming foyer leads into the spacious family room, creating the perfect setting for gathering with family and friends, while the dedicated dining area is ideal for memorable meals and special occasions. The chef-inspired kitchen features 42” upper cabinets, quartz countertops, stainless steel appliances, a large island with seating, and abundant storage and prep space. A thoughtfully designed IT nook on both the main floor and second floor provides the perfect space for kids’ homework stations, working from home, or keeping up with daily emails and tasks. A first-floor guest bedroom provides the perfect setup for overnight visitors or a private home office, while the covered lanai offers a relaxing outdoor living space to enjoy Florida’s beautiful weather year-round. Upstairs, the spacious primary suite serves as a peaceful retreat with a large walk-in closet and an elegant en-suite bath featuring dual vanities, a large walk-in shower, and a private water closet. Two additional generously sized guest bedrooms, a full guest bath, and a convenient second-floor laundry room complete the upper level. Ideally located just 15 minutes from Medical City, Tohoqua is a family-friendly community in Kissimmee offering exceptional amenities and a convenient Central Florida lifestyle. Residents enjoy access to a resort-style swimming pool with interactive water features, playgrounds, a tot lot, and more than five miles of scenic walking trails. Nestled between two sparkling lakes and offering easy access to the Florida Turnpike, Tohoqua makes commuting to Orlando and surrounding areas effortless. Nearby attractions including Kissimmee Lakefront Park and Lake Tohopekaliga provide endless opportunities to enjoy boating, fishing, hiking, and the outdoors.
1666 LOXLEY TRL, KISSIMMEE, FL 34746
$452,4403 Days on yellowkey MLS ID: O6410986
1 Days Off yellowkey (back on 5/27/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2896 Built: 2026Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Taxes:$0
Elementary School: Reedy Creek Elem (K 5)
Remarks: Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. It is conveniently located near Walt Disney World and major Osceola County attractions.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
4754 MAPLE CROSS DR, KISSIMMEE, FL 34746
$356,99094 Days on yellowkey MLS ID: O6385301
INCREASED by $5,000 (1.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2025Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Remarks: Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.
1006 PREY CT, KISSIMMEE, FL 34746
$380,000281 Days on yellowkey MLS ID: S5133207
4 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1622 Built: 2001Monthly Fee: $23 Tax: $5,210 (2024)Community: Eagle Pointe Ph 4Single Family
Taxes:$5,210
Remarks: Beautiful Water Front 4 Bed 3 Bath with a screen enclosed single family home, heated swimming pool. 2 Master bedrooms. Located in a charming neighborhood, close to shopping and attractions. Less than 10 miles from Disneyworld Resort. A very popular community, Open concept, perfect for entertaining, sliding doors to the pool deck. A beautiful open concept kitchen,dining and living room, 2 Car Garage. Roof is 3 was replaced in 2022. Community allows short term rental. long term tenant in place and are willing to stay if new owner desired.
Listing is courtesy of: FLORIDA REALTY TEAM OF CENTRAL (321-299-0400)
Listing Agent: Ramon Gonzalez (908-705-1013)
2331 PEPPERCORN ST, KISSIMMEE, FL 34741
$419,9007 Days on yellowkey MLS ID: L4962084
2 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1769 Built: 1987Monthly Fee: $25 Tax: $1,475 (2025)Community: Shadow Bay Unit 4Single Family
Taxes:$1,475
Elementary School: Kissimmee Elem
Remarks: Under contract-accepting backup offers. Just Listed! Check out this fantastic pool home with a 3 car garage, perfectly tucked away in a quiet neighborhood yet close to everything Kissimmee has to provide. From the moment you step inside, you’ll love the floor plan with a direct view to the gorgeous pool! Ceramic tile flooring flows through the main living areas ideal for both everyday living and entertaining, while plush carpet in the bedrooms adds comfort underfoot. The floor plan includes an eat-in kitchen, family room, formal dining room, formal living room, and outdoor living space. The primary suite has 2 closets, sliding doors to the pool area, and its own ensuite bathroom with double vanities and step-in shower. Step through sliding glass doors to the covered lanai, the perfect place to unwind with a good book, host friends, or watch your family play in the fenced backyard that offers space to play or simply relax in the Florida sunshine. Step into your own private paradise with a resort-style backyard designed for both relaxation and entertaining. The stunning resort style pool area is surrounded by lush tropical landscaping that creates a peaceful, vacation-like setting right at home. Premium turf adds beauty and functionality with a clean, manicured look year-round while minimizing maintenance and mud. Whether you’re hosting friends, enjoying family time, or unwinding after a long day, this outdoor oasis offers the perfect blend of luxury, comfort, and low-maintenance living. Recent updates and upgrades include a New roof, New AC, New fresh paint, New bathroom sinks and plumbing fixtures, Kitchen cabinet refresh, Premium turf in the backyard, New pool pump, and much more! You’ll appreciate the convenience of a fantastic central location - close to shopping, dining, schools, and medical facilities! Don’t miss the chance to make this Kissimmee home your own. Schedule your private showing today and start living the lifestyle you’ve been waiting for!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Christina Moore (863-430-8517)
4424 SILVER CREEK ST, KISSIMMEE, FL 34744
$470,000126 Days on yellowkey MLS ID: L4958851
REDUCED by $9,900 (2.1%) on 05/26/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2370 Built: 2019Monthly Fee: $123 Tax: $6,332 (2025)Community: Creekside At Boggy Creek Ph 1Single Family
Taxes:$6,332
Remarks: PRICE IMPROVEMENT! MOVE-IN READY WITH BONUS OPTIONS! This spacious 5-bedroom home offers flexibility, comfort, and value in a prime Kissimmee location. With multiple living areas and plenty of room to grow, it’s perfect for families or investors alike. Seller willing to include select furniture with the right proposal Recently improved price - one of the best values in the area Convenient to shopping, dining, and major highways Homes like this at this price don’t last schedule your showing today!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Shelby Samuel (863-661-5940)
2722 W OAK ST, KISSIMMEE, FL 34741
$195,0006 Days on yellowkey MLS ID: O6408528
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1959 Tax: $4,821 (2025)Community: Orange Gardens Sec 4Single Family
Taxes:$4,821
Remarks: Multiple offers are in. Highest and best offers are due by 12 noon on May 27th 2026. We will submit all offers until the property goes pending. Charming single-family home with NO HOA in the heart of Kissimmee’s established Orange Gardens community! This 1-story concrete block home features 3 bedrooms, 2 bathrooms, and 1,382 sq. ft. of comfortable living space. Enjoy the ultimate freedom and savings of no HOA fees or restrictions. The fully fenced backyard is complete with an enclosed porch having multi-point access from the primary bedroom, living room, and the enclosed patio. Seamlessly blending indoor-outdoor living, this home is perfectly located just minutes from Historic Downtown Kissimmee, local schools, dining, shopping, and major roadways for an effortless Central Florida commute!
Listing Agent: Sara Nicholas, Pa (407-864-1745)
62 HERRING CT, KISSIMMEE, FL 34759
$239,9003 Days on yellowkey MLS ID: TB8512341
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 2003Monthly Fee: $90 Tax: $1,972 (2025)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$1,972
Remarks: One or more photo(s) has been virtually staged. "BUYER MUST ASSUME SOLAR PANELS". Welcome to 62 Herring Court in Poinciana, Florida, a four-bedroom, two-bathroom single family home in Polk County featuring an attached two-car garage, recently updated major systems including a brand-new 2024 roof, and access to one of the most amenity-rich low-HOA communities in Central Florida. Built with durable concrete construction on a slab foundation in 2003, the home is engineered for Florida living and valued for storm resilience, pest resistance, and lower long-term maintenance compared with older frame inventory. The standout system upgrade is a complete roof replacement completed in 2024, providing decades of fresh weather protection ahead and removing one of the most common closing-cost concerns in Central Florida real estate. The central air conditioning system and water heater were both replaced in 2016 and continue to function in good working condition, supporting comfortable climate control and reliable service through Florida's long cooling season. Installed solar panels help reduce monthly utility costs, with the existing solar financing assumed by the buyer at closing. The interior floor plan provides four bedrooms and two full bathrooms with flexible space for a primary suite, dedicated home office, guest accommodations, or media room, plus practical room flow connecting the living, dining, and kitchen areas for everyday use and entertaining. The home does need some cosmetic updates including new flooring or carpet, fresh interior paint, a shower head refresh, and minor fence work, but it remains in good overall condition with strong long-term upside, allowing a new owner to personalize finishes and build immediate equity through controlled cosmetic improvements rather than inheriting someone else's renovation decisions. Outside, the attached two-car garage provides covered parking and storage, and the homesite delivers usable outdoor space for entertaining, gardening, or future improvements. The property connects to public sewer and city water, sits outside any flood zone, and carries a low HOA of only $90 a month that includes cable television and wifi internet plus full access to community amenities including a fitness center and swimming pool, delivering meaningful monthly value. With no rental restrictions, the community supports investor flexibility for short-term and long-term rental positioning. The Poinciana location places residents within convenient reach of Cypress Parkway, Pleasant Hill Road, US-17/92, regional shopping and dining, medical facilities, the broader Kissimmee and Orlando metropolitan markets, Walt Disney World and Central Florida theme park attractions, and the I-4 corridor driving housing demand across Polk and Osceola County. For investors seeking updated systems and cosmetic upside in a low-HOA community with no rental restrictions, or owner-occupants seeking a four-bedroom Polk County home with new roof, two-car garage, solar savings, and amenity-rich community access, 62 Herring Court merits serious consideration at current market value.
Listing is courtesy of: SILVER DOOR REALTY LLC (954-589-0144)
Listing Agent: Michelle Paez (954-589-0144)
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