Homes In Orlando For Sale Search

Orange County In-Law Suite Homes for Sale

15068 Lebeau Loop, Winter Garden
$634,000
5 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 3 SubDv. ⋅ 34787 Zip Code
A RARE FIND IN THE HIGHLY DESIRABLE WINDING BAY COMMUNITY! This beautifully designed home offers the perfect blend of comfort, flexibility, and income potential. One of its most impressive features is the FULLY EQUIPPED PRIVATE ONE-BEDROOM APARTMENT ABOVE THE GARAGE with its own private entrance, spacious living room, full kitchen, private bedroom, walk-in closet, laundry area, and full bathroom. The apartment is CURRENTLY TENANT-OCCUPIED, providing immediate rental income for the next owner while also offering incredible flexibility as a guest suite, multigenerational living space, or a completely private home office. The main residence features 4 spacious bedrooms and 2.5 bathrooms, with the PRIMARY SUITE CONVENIENTLY LOCATED ON THE FIRST FLOOR, offering comfort and privacy. The open-concept floor plan showcases elegant tile flooring throughout the main living areas, premium carpeting upstairs, 8-foot interior doors, upgraded lighting, and abundant natural light that creates a warm and inviting atmosphere. A standout architectural feature is the CHARMING SECOND-FLOOR FRONT PORCH, the perfect place to enjoy your morning coffee, unwind in the evenings, or simply relax while taking in the peaceful neighborhood views. Residents of Winding Bay enjoy resort-style amenities, including a community pool, splash pad, playground, and dog park, all with a low HOA fee. Ideally located just minutes from SR-429, approximately 10 minutes from Walt Disney World, and close to Horizon West Town Center, shopping, dining, and Orlando International Airport, this home is also zoned for highly rated schools. Whether you're looking for a primary residence with built-in rental income, a home designed for multigenerational living, or the convenience of a private apartment for guests or a dedicated workspace, this exceptional property truly offers the best of Central Florida living.

15068 Lebeau Loop, Winter Garden

6159 Harbour Town Court, Orlando
$4,950,000
6 Beds ⋅ 7 Baths ⋅ Bay Hill SubDv. ⋅ 32819 Zip Code
Virtually Staged. **MOTIVATED SELLER** Welcome to elevated luxury, situated on the 11th green of one of the world's most iconic golf courses: Arnold Palmer's Bay Hill Club and Lodge, home of the PGA Tour’s Arnold Palmer Invitational since 1979. Located at the end of a private, gated cul-de-sac, this newly constructed six-bedroom, seven-bath estate is designed for high-end entertaining. Melding a clean, modern aesthetic with a highly functional floor plan, this steel-reinforced estate redefines luxury living on the fairway. Carrara porcelain tile flows seamlessly throughout the entire first floor, offering timeless beauty with effortless durability. Dramatic 22-foot soaring ceilings and double-height glazing frame uncompromised vistas of the golf course and shimmering infinity pool. A symphony of light and leisure, the sprawling floor plan is meticulously engineered for fluid indoor-outdoor living. Massive 9-foot glass walls slide away to merge the sleek, open-concept family spaces with a resort-caliber outdoor oasis. Boasting a coveted northern and northwestern rear orientation, the panoramic pool deck catches the breathtaking colors of Central Florida’s sunsets. Built for the ultimate host, the main gourmet kitchen features dual islands, two dishwashers, Sub-Zero refrigeration and a Wolf gas oven, complemented by an adjacent 534-bottle, climate-controlled glass wine display. A fully equipped back kitchen with an additional full-size catering refrigerator ensures seamless, discreet event prep away from your primary living space. Enter the double doors to the exclusive owner's retreat for the ultimate sanctuary featuring dual custom closets, a dedicated lounging area with a private lanai, a spa-like bath with a soaking tub, a seamless glass smart shower and LED light inlay mirrors above the double vanities. The residence transitions effortlessly to warm engineered hardwood on the second level, beautifully bridging structural minimalism with residential warmth. This upper floor functions as a complete private sanctuary, offering an additional kitchen, living room and ensuite bedrooms perfectly suited for family or guests. No detail in luxury or efficiency was overlooked. This custom-engineered estate features a state-of-the-art tankless propane gas hot water system flawlessly supplying all baths, high-efficiency thermal windows and an aerobic water treatment system. An expansive covered lanai creates the ultimate backdrop for year-round entertaining, overlooking a mosaic-tiled infinity pool with a heated spa, dancing fire, water and light features, a full outdoor summer kitchen and a detached pool house complete with its own private en suite. Car enthusiasts and active golfers will appreciate the expansive 4-car garage, complete with a dedicated golf cart bay. Secluded behind this property offers supreme privacy, set on nearly an acre, yet just minutes from fine dining along famed Restaurant Row, high-end shopping, Universal Studios, Walt Disney World and Orlando International Airport, a short 20-minute drive. Optional private membership to Bay Hill unlocks premier resort amenities, including championship golf, tennis, pickleball, a state-of-the-art fitness center, a full-service marina, fine dining and dynamic social events, all right in your backyard.

6159 Harbour Town Court, Orlando

6921 Arnoldson Street, Orlando
$1,090,000
6 Beds ⋅ 4 Baths ⋅ Laureate Park Phase 10 101/4 Lot 73 SubDv. ⋅ 32827 Zip Code
Welcome to Laureate Park, one of Orlando's premier communities. This impressive property features a total of 6 bedrooms and 4 full bathrooms, including a spacious 5-bedroom, 3-bathroom main residence and a private 1-bedroom, 1-bathroom apartment above the 3-car garage. The apartment offers approximately 808 square feet, a private entrance, and is fully furnished. It is currently rented for $2,050/month on a month-to-month lease, providing immediate rental income and excellent flexibility for the new owner. Should the new owner wish to occupy the apartment or use it for another purpose, the tenant may be asked to vacate with 15 days' notice, according to the current month-to-month rental arrangement. The main residence offers approximately 3,111 square feet of thoughtfully designed living space. The first floor features 2 bedrooms and 1 full bathroom. Upstairs, you'll find 3 bedrooms, including the spacious primary suite, an oversized loft, a laundry room, and an additional full bathroom. The primary en-suite features a freestanding soaking tub, a frameless glass shower, and two walk-in closets. Beautiful wood flooring extends throughout most of the main living areas, while premium upgrades include a gourmet kitchen with quartz countertops, upgraded cabinetry and appliances, a floor-to-ceiling tile backsplash, custom built-ins, sliding glass pocket doors, and designer finishes throughout. The outdoor living space is equally impressive, featuring a covered lanai with a built-in summer kitchen, perfect for entertaining and enjoying Florida's beautiful weather. The property also offers a pleasant yard with plenty of space for little ones to play and for the family to enjoy time outdoors. The home is also equipped with a professionally installed Invisible Fence pet containment system, with in-ground perimeter wiring already in place around the property, offering a convenient, ready-to-use solution for the new owner's pets. Located directly across from a beautiful open green park, the home offers a wonderful setting for families to enjoy outdoor activities, play, and quality time together. The open courtyard at Merit Park is just steps away, while Amanda Linear Park and the Laureate Park Nature Trailhead are also within easy walking distance. Both the main home and the apartment are powered by a leased 35-panel whole-home solar system, installed in January 2024, helping reduce energy costs and improve overall efficiency. The home is zoned for A-rated Orange County Public Schools. Residents of Laureate Park enjoy an exceptional collection of amenities, including multiple playgrounds, resort-style pools, a fitness center, walking trails, a community garden, and more. Within a 10-minute commute, you'll have easy access to Lake Nona Town Center, Orlando International Airport, and the University of Central Florida's College of Medicine. Enjoy local favorites such as Foxtail Coffee, Canvas Restaurant & Market, Boxi Park, Chroma Modern Bar & Kitchen, and more. Nearby medical facilities include UCF Lake Nona Hospital (HCA), Nemours Hospital, Ronald McDonald House, the Orlando VA Medical Center, the nation's largest VA medical center, and the brand-new AdventHealth Lake Nona ER, projected for completion in Fall 2026. To top it all off, you'll be just a short drive from Orlando's world-famous attractions, approximately 20 minutes to Walt Disney World, and 25 minutes to Downtown Orlando. Contact us today to schedule your private showing.

6921 Arnoldson Street, Orlando

13901 Myerson Avenue, Orlando
$1,320,000
5 Beds ⋅ 5 Baths ⋅ Laureate Park Ph 10 SubDv. ⋅ 32827 Zip Code
Luxury Living in the Heart of Laureate Park – A Rare Opportunity Welcome to an exceptional David Weekley residence where timeless elegance, thoughtful design, and modern comfort come together in one of Lake Nona’s most desirable neighborhoods. Situated on a beautifully landscaped corner homesite in sought-after Phase 10 of Laureate Park, this impressive home offers nearly 3,970 square feet of refined living space, featuring 5 bedrooms, 4.5 bathrooms, a three-car garage, and a private full garage apartment—perfect for guests, multigenerational living, a home office, or rental income potential. Designed for both everyday living and elegant entertaining, the open-concept floor plan is filled with natural light and showcases engineered hardwood flooring throughout the main level and luxury vinyl plank flooring on the stairs and second floor, creating a seamless, carpet-free interior. The spacious gourmet kitchen flows effortlessly into the expansive living and dining areas before opening to a large covered lanai, providing the perfect setting for indoor-outdoor Florida living. Every detail has been thoughtfully curated, including plantation shutters throughout and custom-designed closets by Closets By Design, offering both beauty and exceptional organization. The luxurious owner’s retreat provides a peaceful escape, while the additional bedrooms provides flexibility for family, guests, or work-from-home needs. Located just minutes from Nemours Hospital, the VA Medical Center, Lake Nona Medical City, Boxi Park, premier dining, shopping, top-rated schools, and major highways, this home combines luxury with an unbeatable lifestyle. Homes with this combination of location, finishes, functionality, and a full garage apartment rarely become available. Experience one of Laureate Park’s finest offerings and discover why so many buyers choose to call Lake Nona home.

13901 Myerson Avenue, Orlando

43 W Muriel Street, Orlando
$520,000
4 Beds ⋅ 3 Baths ⋅ Muriel Terrace SubDv. ⋅ 32806 Zip Code
Virtually Staged. PRICE IMPROVEMENT TO $520,000! MULTIFAMILY-ZONED | RENOVATED 3/2 + PERMITTED 1/1 ADU | SEPARATE ELECTRIC METER RARE MULTIFAMILY OPPORTUNITY IN ORLANDO! This beautifully renovated property features a 3-bedroom, 2-bathroom main residence PLUS a fully renovated, legally permitted 1-bedroom, 1-bathroom ADU with its own separate electric meter. Multifamily zoning and two distinct living spaces provide exceptional flexibility for investors, multigenerational living, extended family, guests, or potential rental income, subject to applicable regulations. The main residence has been extensively renovated and is truly move-in ready. Features include a stunning updated kitchen with quartz countertops, designer backsplash, stainless steel appliances, luxury vinyl plank flooring, beautifully remodeled bathrooms, fresh interior and exterior paint, modern lighting and ceiling fans, a new roof, new HVAC system, and a new water heater. The fully renovated, permitted 1-bedroom, 1-bathroom ADU offers a private second living space and features its own modern kitchen with quartz countertops, designer backsplash, stainless steel appliances, luxury vinyl plank flooring, beautifully remodeled bathroom, fresh paint, and updated lighting. The separate electric meter provides additional independence and functionality. Adding even more versatility is a third detached building with electricity, previously used as an indoor spa/jacuzzi room. This flexible space offers possibilities for a workshop, fitness studio, art studio, hobby room, game room, storage, or other permitted use. The exterior has also been enhanced with a newly installed brick paver driveway, adding curb appeal and convenient parking. Located just minutes from Downtown Orlando, Orlando Health, SODO, major highways, shopping, dining, parks, and entertainment, this property combines an excellent location with extensive renovations and multiple living options. Live in the main residence and utilize the ADU for extended family, guests, a private workspace, or potential rental income—or explore the property’s investment potential. With multifamily zoning, a legally permitted ADU, separate electric meter, extensive renovations, and additional detached space, this is a unique opportunity that offers significantly more flexibility than a typical single-family home. MAIN RESIDENCE: 3 BR / 2 BA PERMITTED ADU: 1 BR / 1 BA MULTIFAMILY ZONING SEPARATE ELECTRIC METER FOR ADU ADDITIONAL DETACHED BUILDING WITH ELECTRICITY NEW ROOF | NEW HVAC | NEW WATER HEATER EXTENSIVELY RENOVATED | MOVE-IN READY NOW OFFERED AT $520,000

43 W Muriel Street, Orlando

1909 N Lakewood Avenue, Ocoee
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 34761 Zip Code
Welcome to this exceptional 3-bedroom, 2-bath home situated on nearly 2.5 acres in the highly desirable and rapidly growing area of Ocoee. Offering the perfect blend of privacy, space, and convenience, this unique property also has the potential to be zoned for agricultural use, providing endless possibilities. A standout feature is the separate one-bedroom apartment located above the detached garage, complete with its own living room, kitchen, dinette area, and full bathroom. This versatile space is ideal for generation rental income, accommodating a college student, creating a private guest suite, or providing comfortable living quarters for an elderly parent. Inside the main home, you'll love the open-concept floor plan that creates a bright and inviting atmosphere, perfect for everyday living and entertaining. Relax and unwind on the screened back porch while enjoying the peaceful surroundings. The roof was replaced in 2017, and both the primary and guest bathrooms have been beautifully remodeled, offering modern style and peace of mind. Conveniently located near major highways, shopping, dining, and entertainment, this property offers the rare opportunity to enjoy acreage while remaining close to everything Central Florida has to offer. Don't miss your chance to own this one-of-a-kind property in one of Ocoee's most sought-after and up-and-coming locations. Schedule your private showing today.

1909 N Lakewood Avenue, Ocoee

4634 Bigler Lane, Mount Dora
$1,650,000
10 Beds ⋅ 8 Baths ⋅ W E Hudsons Sub SubDv. ⋅ 32757 Zip Code
EXCEPTIONAL LAKEFRONT LIVING WITH INCOME-PRODUCING PROPERTIES. This is a rare opportunity to own a beautifully renovated 5-residence Mount Dora property situated on a lush 2.14-acre parcel with an updated boathouse on spring-fed Lake Ola. Just off Hwy 441 and Sadler Road, the property is tucked away, offering peace, privacy, and tranquility thanks to the combination of partial fencing and a heavily treed/landscaped property line. As you drive down the lane, you are greeted with a row of graceful palm trees on either side, glorious lake views straight ahead, and tidy, attractive properties just waiting for your big ideas. The current owners have lovingly maintained and updated each residence with each roof being replaced in January of 2022. The drain field was replaced in December 2025, each property was updated in a sophisticated, chic design around 2021, and the boat dock was rebuilt in 2020. The 5 residences are comprised of a small house with a studio style bedroom, a duplex with a mirror image 2-BR 1 BA design on each side, a house with 3 BRs and 2 BA downstairs with 2 upstairs loft BRs (no closets), a full 3rd bathroom, and finished, A/C ducted garage to be comfortably used as extra living space, while remaining a fully functional garage. The final house is a 2 BR 2 BA design with a finished 1-car garage, ducted for A/C, so it can comfortably serve as extra living space while remaining a fully functional garage. The larger homes have long-term tenants, while the studio and duplex have remained successful vacation rentals. Whether used as a family compound, fully rented out for maximum income-generating potential, or as a combination where you make one home your residence and others remain rentals, know that there is no wrong decision. There’s so much potential here. The huge lakefront greenspace, along with the boathouse and kayak launch, offers an opportunity to enjoy the best of Florida outdoor living. Imagine fishing, boating, or kayaking, immersed in nature and surrounded by unspoiled beauty. Spring-fed Lake Ola is ideal for laid-back fishing or an exciting day of skiing. What a wonderful yard for hosting family and friend celebrations. When you do leave this idyllic setting, know that charming, historic downtown Mt. Dora is just a 5-mile drive to popular cafes, restaurants, coffee shops, eclectic boutiques, art galleries, and hometown festivals. Popular Vincent’s Italian restaurant is only 2.4 miles from home. Convenient toll roads make commuting to Orlando International Airport, Walt Disney World, Sanford, Lake Mary, and East Coast beaches easy and efficient.

4634 Bigler Lane, Mount Dora

6119 Grosvenor Shore Drive, Windermere
$15,900,000
8 Beds ⋅ 11 Baths ⋅ Keenes Point SubDv. ⋅ 34786 Zip Code
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With 8 bedrooms 8 baths -and 3-half baths plus 2 bedrooms in guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

8243 Pamlico Street, Orlando
$525,000
4 Beds ⋅ 3 Baths ⋅ Harbor East SubDv. ⋅ 32817 Zip Code
Live for Free in the Heart of Orlando! This incredible income-producing property offers a rare opportunity to own a beautifully maintained 4-bedroom, 3-bathroom home in one of Orlando's most desirable locations, zoned for the highly sought-after Winter Park High School. What makes this property truly special is its exceptional income potential. The home features two separate 1-bedroom, 1-bathroom suites, each with its own private entrance, allowing them to be rented independently. One of the suites even includes a dedicated living room separate from the bedroom, creating an even more desirable rental option. The current owner has been able to cover the entire mortgage payment with the rental income generated from these two units, making this an outstanding opportunity for house hacking, multi-generational living, or investors looking to maximize cash flow. The main residence features 2 bedrooms and 1 bathroom, along with an updated kitchen complete with granite countertops, attractive flooring, and a functional layout that feels warm and inviting. All appliances are in excellent working condition, making this home truly move-in ready. Step outside to your own private oasis, where you'll find a sparkling swimming pool and an expansive backyard that's perfect for entertaining family and friends, hosting weekend cookouts, or simply relaxing in the Florida sunshine. Additional highlights include a durable tile roof with plenty of life remaining, well-maintained systems throughout, and a prime location with convenient access to shopping, dining, major roadways, Downtown Orlando, Winter Park, and area attractions. Whether you're searching for a primary residence with built-in income, a multi-generational living arrangement, or a high-performing investment property, this home checks all the boxes. Opportunities like this are incredibly rare, so schedule your private showing today before it's gone!

8243 Pamlico Street, Orlando

7207 Immokalee Court, Orlando
$399,000
4 Beds ⋅ 3 Baths ⋅ Hiawassee Hills SubDv. ⋅ 32818 Zip Code
Virtually Staged. Discover the perfect blend of timeless charm and modern convenience in this sprawling, large ranch-style pool home. Whether you are a first-time buyer looking for your dream home or a multigenerational family seeking a versatile layout that offers room for everyone, this property delivers on every level. Set on an expansive 0.3085-acre lot, this inviting 2,001-square-foot residence combines the accessibility of single-level ranch living with an extraordinary backyard oasis designed for togetherness and relaxation. The property features excellent curb appeal with an electric double gate that opens to a private driveway off to the side, providing both security and ample space for RV, boat, or truck storage. Step into your own backyard oasis, where you can enjoy the sparkling heated pool (with an 8-year-old heater and a 4-year-old pump), outdoor pool shower, and a lush, fully maintained sprinkler system installed 2020. The beautiful exterior is finished with durable Hardie Plank siding. Inside, the home boasts sophisticated solid wood floors and updated plumbing throughout. The thoughtful layout includes comfortable bedrooms and well-appointed bathrooms, making this the ideal place for anyone seeking room to grow. Comfort and utility are top-tier with a fully air-conditioned 471 sq ft garage and high-efficiency climate control featuring two 5-ton AC units (installed in 2025). This charming home, featuring durable composition shingle roofing and a classic gable style, is ready for your personal touch. Don't miss out on this fantastic opportunity! Schedule a viewing today. The seller is also removing the $2,500 credit to the buyer at closing.

7207 Immokalee Court, Orlando

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

2228 Bancroft Boulevard, Orlando
$539,000
4 Beds ⋅ 3 Baths ⋅ Rocket City SubDv. ⋅ 32833 Zip Code
Virtually Staged. PRICE Improvement! SHOWSTOPPER!! Impeccable 4 Bed + 3 Bath + Office Home with approximately $30,000 in solar panel value that will be paid off at closing! Monthly ELECTRIC BILLS ARE VERY, VERY LOW - just about $20 on average. USDA loan eligible + NO HOA! Bring your boat and all your toys! Built in 2021 - enjoy peace of mind knowing that all of your big ticket items are just 5 years old! Great alternative to new construction without waiting months for completion. Situated in an established neighborhood very close to Wedgefield K-8 school, Wedgefield Country Club, and popular Wedgefield Park + Playground! Lovely curb appeal includes an extended driveway with pavers (4 cars), stone elevation, and a welcoming entry way. From the moment you step inside, you will want to call this place home. Expect to fall in love with the open concept kitchen, family room, dining area combo that is perfect for everyday living and entertaining family and friends. The DREAM KITCHEN features a stunning eat in island, stainless steel Samsung appliances, beautiful stone counters, gorgeous cabinetry, and subway tile backsplash! Wonderful split floorplan with a spacious primary suite and separate in-law suite on one wing (each has its own bathroom) and the 2 guest bedrooms share a bathroom opposite the main living area. Light and bright paint and feel throughout - quality lighting and fans included. No carpet - just modern wood-look tile flooring across most of the home! Large fence I yard, big enough for a pool! The covered patio is perfect for all your outdoor activities and grilling + entertaining! 2 car garage has built in storage racks for all your yard tools and extra items. Enjoy amazing rocket launches from your front yard! Kennedy Space Center is just 35 minutes away + less than 45 minutes to Cocoa Beach. Popular Bithlo community park with splash activities is just 8 minutes away! 20 -25 minutes to OIA, Lake Nona, Medical City and UCF. Not far from restaurants and shops on 520 and SR 50. Come check this one out you’ll be glad you did!

2228 Bancroft Boulevard, Orlando

12837 Bovet Avenue, Orlando
$1,060,000
5 Beds ⋅ 5 Baths ⋅ Laureate Park Ph 8 SubDv. ⋅ 32827 Zip Code
Virtually Staged. One of the lowest-priced active single-family homes with regards to pricing for each square foot in Laureate Park, offering an exceptional opportunity to personalize a Minto-built residence featuring a separate garage apartment and a Tesla Solar panel system with Powerwall battery storage and expansion pack. With over 4,000 square feet of living space, this property presents one of the most compelling values in Lake Nona's premier community. Inside, you'll find a functional floor plan featuring a dedicated flex space ideal for a home office or gym, a separate formal dining room, a spacious living area, abundant natural light throughout both levels, and a large kitchen with a center island designed for everyday living and entertaining. Luxury vinyl plank flooring has already been installed on the staircase and second floor, providing a solid foundation for future updates and personal touches. The spacious primary suite features a private balcony overlooking the neighborhood, while the covered and screened rear patio offers the perfect starting point for a future summer kitchen, outdoor entertaining area, or custom backyard retreat. The generous backyard provides additional opportunities for outdoor enhancements, including a pool or expanded lanai. The home is also equipped with a Tesla solar energy system featuring 24 solar panels with an approximately 10-kilowatt system capacity, along with Tesla Powerwall battery storage and an expansion pack providing approximately 27 kilowatt-hours of energy storage. This system offers the potential to reduce reliance on utility electricity, store solar energy for later use, and provide backup power during outages, depending on energy consumption and system configuration. Located on sought-after Bovet Avenue, residents enjoy convenient access to neighborhood parks, playgrounds, walking trails, restaurants, and more. The property is just minutes from Medical City, Nemours Hospital, UCF College of Medicine, the VA Medical Center, Boxi Park, Lake Nona Performance Club, shopping, dining, and Orlando International Airport.

12837 Bovet Avenue, Orlando

9316 Gladys Garden Ct, Windermere
$6,500,000
5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.

9316 Gladys Garden Ct, Windermere

129 S Park Avenue Unit 8E, Winter Garden
$889,000
3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code
Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter.

129 S Park Avenue Unit 8E, Winter Garden

7219 Chesterhill Circle, Mount Dora
$895,000
4 Beds ⋅ 5 Baths ⋅ Chesterhill Estates SubDv. ⋅ 32757 Zip Code
Virtually Staged. This custom built Colonial inspired home has been loved by the same wonderful family since it was built in 1995. Live just 5 minutes to Downtown Mount Dora & enjoy local restaurants, shops, & renowned events like the Annual Mount Dora Art Festival, Craft Fair and so much more! With 4440 sqft, an indoor swimming pool, 4 bedrooms all with en-suite baths, an oversized potential in-law suite & over an acre lot, there is so much to love about this charming home. In addition, the major systems have been updated and taken care of for the new owners, including a Full House RE-PLUMB (2023), HVAC (2021 & 2018) and ROOF (2018). When entering the home you’re welcomed by a lovely foyer with a charming wood staircase and two large formal living rooms overlooking the front patio and sprawling yard. From there, you have an office with custom built-ins and a full bathroom (potential for a downstairs additional bedroom if needed). In the heart of the home you have a beautiful dining room with custom wood french doors opening up to the oversized Florida Room with ample bright light and views of the peaceful private backyard. The kitchen has custom cabinets, granite countertops, cabinet lighting, Jennair grill burner & built-in oven and a large pantry space. Through the kitchen you’ll find another large dining room, family room or flex space. This room overlooks the pool area & has direct access to the Florida room, kitchen and laundry. The downstairs laundry room has plenty of additional storage and a half bath for convenience. The upstairs has 3 beautiful bedrooms, all with en-suite baths. The first room has custom built-ins & beautiful views of the front yard. The 2nd bedroom is a bit larger and looks out over the serene backyard. The massive primary suite has room to make a full seating area or a secondary office space in one half of the bedroom, while still leaving plenty of space for bedroom furniture in the other half. This primary suite features two large walk-in closets and a en-suite bathroom with three vanity areas, a separate tub and glassed in shower. Through the primary suite you will find the oversized in law suite, flex space or 4th bedroom. This room has its own access through a spiral staircase in the garage and could easily be closed off from the primary. When entering the room you’ll notice it has plenty of space for both living, dining and a bedroom. The laundry area in this room would make a perfect kitchenette already having water, plumbing and electric present. This in-law suite features a massive storage room, a walk in closet and a full bathroom. Heading back downstairs and out to your sparkling covered pool which can have ether all the windows open letting in the lovely Florida weather or closed up for the cooler months of the year. Avoid getting a sunburn and enjoy your pool year round, rain or shine! The backyard is filled with mature lush foliage, plenty of space to create even more outside living spaces and has a covered deck area for entertaining. Additional notable features include custom built-ins, crown molding, chair rails, timeless custom wood french doors, gorgeous wood flooring & accents throughout the home, a transferrable termite bond, whole house vacuum system, an updated well, a water filtration system & an oversized septic system (located in front yard). If you’re looking for ample space, charm, character & a prime Mount Dora location, this is it!

7219 Chesterhill Circle, Mount Dora

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Orange County FL Homes With a Mother-In-Law Suite

About these Orange County listings

Every home shown above is an active Orange County listing where the listing agent marked the In-Law Suite field in Stellar MLS, the field reserved for a separate living space rather than a bedroom described as in-law friendly. That distinction matters: a keyword search for "in-law" across Orange County finds only 142 listings today, while the field finds 235. Agents record the suite in the field far more often than they write the phrase into the remarks.

The grid updates itself as listings come and go. The figures below were counted November 4, 2026. Where the agent recorded the suite's size, the median is 585 sq ft under air (67 of the 235).

What the Orange County listings actually offer

What the suite includes, as recorded by the listing agent for the 235 Orange County homes. A single suite usually has several, so these do not sum to the total.

Orange County in-law suite features, November 4, 2026
Feature Homes
one bathroom176
one bedroom151
private entrance123
attached to the main home78
full kitchen59
kitchenette49
detached: guest house or ADU46
no private entrance28
two or more bedrooms27
studio layout27
two or more bathrooms16

Price range

Orange County in-law suite homes run from $195,000 to $27,000,000, with a median list price of $789,000.

By price band, November 4, 2026
Price band Homes
Under $400,00032
$400,000 to $600,00048
$600,000 to $800,00044
$800,000 to $1M26
Over $1M85

Where they are in Orange County

Concentrated in Orlando, Apopka, Winter Garden, Windermere.

Orange County cities, November 4, 2026
City Homes
Orlando130
Apopka24
Winter Garden23
Windermere23
Mount Dora12
Winter Park7
Ocoee6
Maitland5

Questions worth asking before you tour one

Is the suite permitted? A second kitchen or a converted garage may or may not have been permitted. Ask for the permit history before you write an offer. Florida counties treat this differently and Orange County has its own rules.

Can it be rented? Zoning and HOA documents decide this, not the listing. If rental income is part of the plan, confirm it in writing during the inspection period.

Is it truly separate? The field says a suite exists; the details say how independent it is. Of the 235 Orange County homes here, 123 record a private entrance, 108 a kitchen or kitchenette, and 46 a detached guest house or ADU.

Search the other counties

Seminole County | Lake County | Volusia County | All Orlando and Central Florida in-law suite homes

Brenden Rendo, NextHome Neighborhood Realty. Call or text 407-616-9019 to tour any of the homes above.

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