Orange County Homes with Courtyard Architectural style

Orange County Homes with Courtyard Architectural style

Welcome to Orange County, Florida, a vibrant and picturesque region that perfectly blends the charm of suburban living with the excitement of urban amenities. Nestled in the heart of Central Florida, Orange County is renowned for its stunning landscapes, rich cultural heritage, and a plethora of recreational activities. With its close proximity to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy a unique lifestyle that offers both tranquility and adventure.

One of the standout features of homes in this area is the exquisite Courtyard Architectural style. These homes are designed to embrace the outdoors, featuring private courtyards that serve as serene retreats for relaxation and entertaining. Imagine stepping through your front door into a beautifully landscaped courtyard, where you can enjoy morning coffee or host evening gatherings under the stars. The thoughtful design of these homes promotes a seamless flow between indoor and outdoor living, making them perfect for Florida's warm climate.

The Courtyard style not only enhances aesthetic appeal but also provides added privacy and security, creating a peaceful oasis right at home. Whether you’re looking for a cozy family residence or a spacious retreat for entertaining, Orange County’s Courtyard homes offer a unique blend of elegance and functionality.

With its diverse neighborhoods, excellent schools, and a strong sense of community, Orange County is the ideal place to call home. Discover the charm of this beautiful region and explore the captivating Courtyard homes that await you in this sunny slice of paradise!

Newest Orange County Homes with Courtyard Architectural style

6024 Greatwater Drive, Windermere
$3,250,000
5 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Ideally located within the highly desirable, guard-gated Keene’s Pointe community and situated on the 17th fairway of the Jack Nicklaus-designed Golden Bear Golf Course, this stunning, custom-built estate with 3-car garage has outstanding curb appeal and is cleverly designed to effortlessly surround a center courtyard whilst still availing of sweeping views of the golf course. On arrival, the residence is accessed via a double wrought iron gate with solid wooden doors leading to the California/Mediterranean-style courtyard immediately setting a scene of grandeur and providing both a welcoming entryway to the home as well as coveted al fresco living, dining & entertainment spaces. Featuring a tranquil water fountain, a spa anchored by a custom fireplace, and a summer kitchen with a full wet bar, enjoy the Florida lifestyle seamlessly blending indoor and outdoor living whilst retaining a true sense of privacy. The home itself spans 6,370 square feet of air-conditioned space and provides the ultimate in elegance and luxury living. A double door entrance opens to a 2-story foyer with impressive grand staircase. Elevated finishes are abound and include rich hardwood flooring, crown molding, plantation shutters, and elegant tongue-and-groove ceilings. The gourmet kitchen with separate breakfast area is a chef's dream, with ample cabinetry, sleek quartz countertops and backsplash, high-end Thermador appliances, a double oven, and a custom range hood, all perfectly situated opposite a fully equipped wet bar and generous family room with a double-sided fireplace enhanced by views over the golf course and with sliding glass doors providing direct access to the yard. A raised dining room provides a more formal eating space. The thoughtful layout features 5 bedrooms, including a secluded 1st-floor owner's retreat that spans an entire wing with full ensuite bathroom, a sitting area and its own completely private courtyard, a secondary 1st-floor guest suite with courtyard access (currently used as a music room), and an upstairs mother-in-law suite with balcony. Designed for modern living, the estate also boasts a private executive office, a home theater/media room, a large upstairs bonus room/flex space, a loft with a built-in entertainment center and wrap around balconies adorn both the front and back side of the house. The resort-style backyard is an outdoor oasis, showcasing a sparkling heated pool with water features, professional evening uplighting, and both covered & open outdoor lounge seating spaces overlooking the lush, mature landscaping of the yard and views of the fairway. Recent upgrades in the home include Anderson windows, 2 HVAC units and all HVAC units in the home have UV light system, 2 water heaters and water softener, new driveway & home side paths, newer pool, spa and fountain equipment and newer painted interior with freshly painted exterior Oct 2026. Residents enjoy exclusive neighborhood amenities, including community playgrounds, basketball courts, and private boat ramp access to Lake Burden, with optional club memberships available for the fitness center, clubhouse, swimming, tennis courts, and championship golf course.

6024 Greatwater Drive, Windermere

11421 Tindall Road, Orlando
$3,895,000
6 Beds ⋅ 7 Baths ⋅ Lake Nona SubDv. ⋅ 32832 Zip Code
Welcome to an extraordinary private lakefront estate on the serene shores of Lake Hart, offering a rare combination of acreage, privacy, luxury and waterfront living in the highly sought-after Lake Nona area. Set on a 1.88-acre homesite with an impressive 176 feet of Lake Hart frontage and no HOA, this gated 6-bedroom, 6.5-bath custom residence has been extensively renovated and thoughtfully upgraded. Beyond the private gates, an extended paver driveway provides generous parking and turnaround space, while refreshed landscaping and a pergola over the garage enhance the estate's impressive arrival. The interior and exterior were completely repainted in July 2026. Inside, abundant natural light and sweeping Lake Hart views set the tone. The main living area features an updated fireplace with new mantle and glass enclosure, redesigned openings and updated lighting throughout the main living areas and bathrooms. The gourmet chef's kitchen features a premium Viking appliance package, dual-fuel cooking, quartz surfaces and generous entertaining space. Multiple refrigerators throughout the property provide additional functionality. The primary suite is a private retreat featuring his-and-hers custom walk-in closets and a beautifully refreshed primary bathroom with updated quartz countertops, sinks, faucets, mirrors and lighting. A first-floor study with custom built-ins provides an ideal home office, while the laundry and mudroom additional storage and functionality. Upstairs, additional bedroom suites are complemented by flexible living and recreation spaces, while separate guest or in-law accommodations add versatility.Each additional bedroom features its own private en-suite bathroom, providing exceptional privacy for family and guests. Bathrooms throughout have been extensively updated with new countertops, sinks, faucets, toilets, lighting and refreshed cabinetry. The oversized three-car garage features its own two-head mini-split A/C system and ample space for vehicles, recreational equipment or specialized uses. Outside, the screened outdoor living area overlooks Lake Hart and surrounds a saltwater pool and spa with new equipment, and pool lighting. An outdoor kitchen with new grill creates an exceptional waterfront entertaining space. A private boardwalk leads to the boathouse with water, electricity, three electric hoists and two manual lifts for personal watercraft. The expansive grounds feature established lemon, grapefruit, fig, guava, banana and olive trees. The irrigation system was replaced approximately one year ago, landscaping has been refreshed, and a TUFF SHED with lighting and 30-amp electrical service provides additional utility. All A/C systems were replaced approximately 3 years ago. Additional features include a whole-home generator, 800-gallon propane tank, hurricane shutters, central vacuum and extensive water-treatment infrastructure, including an upgraded chlorination and reverse-osmosis filtration system. Offering acreage, an impressive 176 feet of Lake Hart frontage, exceptional boating amenities, a private pool and extensive improvements, this estate delivers a level of privacy and waterfront living rarely found so close to Lake Nona, Medical City and Orlando International Airport.

11421 Tindall Road, Orlando

11532 Waterstone Loop Drive, Windermere
$2,199,000
4 Beds ⋅ 6 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code
SINGLE STORY LIVING and PRIVATE PEDESTRIAN-GATED ACCESS to WINDERMERE PREPARATORY SCHOOL from within the community distinguish this custom Waterstone home. Built in 2014 and located behind a staffed, guard-gated entrance, the residence offers approximately 4,169 square feet, four bedrooms, four full baths, two half baths, and a three-car garage. Two stately palms welcome you to the beautifully landscaped 0.44-acre homesite, while landscape lighting highlights the grounds after sunset. From the moment you enter, the view opens to the CENTRAL COURTYARD, SALTWATER POOL, and SPA. Direct access from the kitchen, family room, and primary suite makes the courtyard part of daily life. Covered lanais, generous lounging areas, a summer kitchen with a full-size motorized screen, and an outdoor fireplace provide space to gather and dine outdoors. The courtyard has been freshly painted, and the travertine pavers were recently sealed. Inside, soaring ceilings, tray details, crown molding, and expansive windows bring light and courtyard views into the living spaces. The kitchen features Wolf and Sub-Zero appliances, rich wood cabinetry, dual islands, bar seating, and a concealed walk-in pantry. The spacious primary suite includes hardwood flooring, a sitting area, two expansive custom walk-in closets, and a bath with a soaking tub, oversized rainfall shower, and generous vanity space. An adjoining flex room can serve as a home office, gym, or private retreat. Additional features include two newer air-conditioning units serving the multizone HVAC system, a sound system throughout the indoor and outdoor living areas, a whole-house Lorex camera system, a porte-cochère, and an expansive paver driveway. Waterstone is near Windermere High School, with convenient access to Winter Garden Village, Lakeside Village, Walt Disney World, and major Orlando routes. Schedule a private showing to experience this distinctive Windermere courtyard home.

11532 Waterstone Loop Drive, Windermere

1629 Hempel Avenue, Windermere
$2,500,000
6 Beds ⋅ 4 Baths ⋅ 34786 Zip Code
MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

1629 Hempel Avenue, Windermere

5333 Greenside Court, Orlando
$1,575,000
8 Beds ⋅ 9 Baths ⋅ Turnbury Woods SubDv. ⋅ 32819 Zip Code
Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

5333 Greenside Court, Orlando

1663 Crowncrest Drive, Apopka
$500,000
4 Beds ⋅ 3 Baths ⋅ Bronson Peak 1b SubDv. ⋅ 32703 Zip Code
Move-in ready! This stunning Contemporary by Toll Brothers offers the perfect blend of modern design and everyday livability in the sought-after Bronson Peak community Imagine stepping into a home where every upgrade, every finish, and every detail has already been thoughtfully selected for you. No construction delays. No design center decisions. Built in 2024 this masterpiece goes far beyond builder-grade luxury. Skip the standard package options and discover a home enhanced with TENS OF THOUSANDS OF DOLLARS IN UPGRADES, creating a living experience that feels more like a MODEL HOME than a resale. From the moment you arrive, the curb appeal is undeniable. Professionally designed landscaping frames the home, while permanent smart exterior lighting lets you instantly transform its appearance for holidays, celebrations, or game day with the touch of an app. Inside, the showstopper awaits. The heart of the home features a CUSTOM DESIGNED ENTERTAINMENT WALL complete with a SLEEK ELECTRIC FIREPLACE, INTERGRADED SURROUND SOUND, and a dramatic focal point sure to impress every guest. The CHEF INSPIRED KITCHEN is equally exceptional, offering premium appliances, UPGRADED CABINETRY , and sophisticated finishes that make everyday living and entertaining a true pleasure. Designed for today's lifestyle, the flexible floor plan offers 4 bedrooms, 3 full bathrooms, and a SPACIOUS LOFT. A highly sought-after main-floor bedroom and full bath provide the perfect space for guests, multi-generational living, or a private executive office. Luxury isn't just what you see, it's in the details. Custom-designed closets maximize organization, the upgraded laundry room adds exceptional functionality, and the garage is already equipped with a built-in EV charger. A comprehensive security system with outdoor cameras delivers convenience and peace of mind. Step outside to your own private retreat. The FULLY FENCED BACKYARD is ideal for pets,and relaxing evenings. And the lifestyle extends far beyond your front door. Located in a premier resort-style community, residents enjoy exclusive access to: Elegant clubhouse. Resort-style pool State-of-the-art fitness center Dedicated yoga studio Tennis and pickleball courts DOG PARK for your four-legged family members Prime Location in Apopka’s High-Growth Corridor Nestled in the rapidly expanding Kelly Park area, Bronson Peak offers an ideal Central Florida address with seamless connectivity. Residents enjoy quick access to SR 429 for effortless commutes across Orlando, top attraction destinations, and MCO Airport. Daily conveniences, dining, and shopping options—including Publix and Walmart—are within minutes This is the rare opportunity to own a new luxury home without the wait, stress, or additional expense of building. Bonus Buyer Incentive When you finance through the seller's preferred lender, you'll receive a $2,000 lender credit that can be applied toward your appraisal, closing costs, or even an interest rate buydown, making this exceptional home even more attainable. The upgrades are complete. The luxury is built in. The only thing missing is you

1663 Crowncrest Drive, Apopka

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