Orlando Homes with Three+ Story Property Description

Orlando Homes with Three+ Story Property Description

**Discover the Magic of Orlando: Your Dream Home Awaits!**

Welcome to Orlando, Florida—a vibrant city known for its enchanting theme parks, sunny weather, and rich cultural experiences. Nestled in Orange County, Orlando is not just a playground for tourists; it’s a thriving community that boasts a perfect blend of urban excitement and suburban charm. With its diverse neighborhoods, world-class dining, and a plethora of recreational activities, Orlando offers a lifestyle that caters to everyone, from young professionals to growing families.

If you’re searching for a home that stands out, look no further than our selection of stunning three-plus story properties. These homes are designed to offer not just spacious living, but also a unique architectural flair that elevates your living experience. Imagine waking up to breathtaking views from your private balcony or entertaining guests in your expansive rooftop terrace. With multiple levels, these homes provide ample room for creativity and personalization, allowing you to create the perfect sanctuary tailored to your lifestyle.

Orlando’s three-plus story homes are often located in desirable neighborhoods, close to top-rated schools, shopping centers, and recreational parks, making them ideal for families and professionals alike. Whether you’re looking for a modern masterpiece or a charming townhouse, the options are limitless.

Embrace the magic of Orlando and let your dream home be a part of this vibrant community. Explore our listings today and take the first step towards a life filled with sunshine, adventure, and the comfort of a beautiful home!

Newest Orlando Homes with Three+ Story Property Description

$190,000
1 Beds ⋅ 1 Baths ⋅ Park North/Cheney Place SubDv. ⋅ 32801 Zip Code
MOTIVATED SELLER!!! Welcome to the heart of Downtown Orlando! This beautifully updated 1-bedroom, 1-bath condominium features new luxury vinyl plank waterproof flooring, updated blinds, ceiling fans, an open-concept layout, a spacious bedroom with a walk-in closet, and a private balcony. Located in a gated community with two swimming pools, a fitness center, clubhouse, assigned garage parking, and beautifully maintained grounds. The monthly HOA includes water, sewer, trash, and exterior maintenance. Just minutes from Lake Ivanhoe, the North Quarter District, SunRail, LYNX, restaurants, shopping, entertainment, and major highways, this is an excellent opportunity to enjoy the convenience of downtown living.

860 N Orange Avenue Unit 371, Orlando
$575,000
3 Beds ⋅ 3 Baths ⋅ Thornton Place Twnhms SubDv. ⋅ 32801 Zip Code
Discover a rare opportunity to own a unique live-work townhome in the heart of Thornton Park, just a few blocks from the iconic Lake Eola Park and close to Downtown Orlando. Enjoy an unbeatable urban lifestyle surrounded by trendy restaurants, charming cafés, boutique shopping, and year-round entertainment. Lake Eola Park serves as the centerpiece of downtown living, offering a picturesque lake with its famous fountain, scenic walking paths, swan boat rentals, weekly farmers markets, community events, and stunning skyline views—all within an easy stroll from your front door. This versatile three-story townhome offers endless possibilities. The first floor features a flexible space that can be used as a boutique retail shop, professional office, residential rental, or creative studio, making it ideal for entrepreneurs, investors, or anyone seeking additional income potential. The second floor is designed for comfortable everyday living with a spacious open-concept living room and kitchen, perfect for entertaining. Two private balconies provide inviting outdoor spaces, including a front balcony overlooking the street and offering beautiful views of the neighborhood fountain. On the third floor, you'll find two well-appointed bedrooms and a shared full bathroom, creating a private retreat away from the main living areas. Whether you're looking for a distinctive primary residence, a live-work space, or an investment property with income-producing potential, this exceptional Thornton Park townhome offers the flexibility, location, and character that are increasingly hard to find, especially, near Downtown.

828 E Washington Street, Orlando
$459,900
2 Beds ⋅ 3 Baths ⋅ Osceola Brownstones Condo SubDv. ⋅ 32801 Zip Code
Welcome to the Osceola Brownstones, widely regarded as one of Downtown Orlando's most sought-after and distinctive condominium communities. Combining the privacy and feel of a luxury townhome with the convenience of condominium living, this exceptional residence offers an unmatched urban lifestyle in the heart of the city. One of its most desirable features is the attached 1.5-car garage, providing both convenience and additional storage while complementing the home's highly walkable location. Step outside and enjoy being just minutes from Lake Eola, Thornton Park's renowned restaurants, boutiques, and nightlife, Downtown Orlando's business district, Publix, movie theaters, the Dr. Phillips Center for the Performing Arts, and the Kia Center. Major highways including I-4 and SR 408 are also just moments away, making commuting throughout Central Florida effortless. Inside, the home showcases an impressive blend of modern style and timeless finishes. Pristine tile and luxury hardwood flooring, granite countertops, a spacious breakfast bar, custom built-in closet systems, soaring ceilings, and abundant natural light create a warm and inviting atmosphere. A dramatic three-story window fills the home with sunlight, while the spiral staircase leads to one of the property's most extraordinary features. The private rooftop terrace offers a true urban retreat, complete with beautiful skyline views, perfect for relaxing, entertaining guests, or enjoying the vibrant Downtown Orlando atmosphere. Additional outdoor living space off the main living area provides even more room to unwind. With contemporary finishes, a gallery-inspired design, low HOA dues compared to many downtown condominiums, and an incomparable location, this residence delivers the ideal balance of luxury, privacy, and convenience. Experience the rare opportunity to enjoy the energy of city living while having the comfort of your own private retreat, all within close proximity of Orlando's finest dining, entertainment, parks, and cultural attractions. **Owner is a licensed Florida real estate agent.**

465 E South Street Unit 6, Orlando
$595,000
3 Beds ⋅ 4 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code
Impeccably maintained three-story townhome in the heart of Baldwin Park offering 3 bedrooms, 3 full baths, and 1 half bath and features a welcoming front porch and private balcony. The spacious foyer provides access to the first-floor guest suite featuring a full bath, walk-in closet, and flexible use as a home office, playroom, or private guest retreat. The rear-entry two-car garage adds convenience and functionality. The second floor showcases an open-concept living area filled with natural light and highlighted by newer luxury vinyl plank flooring throughout the entire home—no carpet. Designed for both everyday living and entertaining, the spacious living and dining areas flow seamlessly to the large private balcony. The well-appointed kitchen features light and bright cabinetry, granite countertops, stainless steel appliances, double ovens, a new refrigerator and dishwasher (2025), a center island, pantry storage, and two additional closets. Just off of the kitchen is a conveniently located powder bath updated with a marble-top vanity. On the third floor, the primary suite offers a custom walk-in closet and a spa-inspired bath with dual granite vanities, a soaking tub, and a separate walk-in shower. An additional bedroom and the laundry area complete the upper level. Notable upgrades include crown molding, designer lighting, and new ceiling fans throughout. The roof was just replaced in Nov 2025, providing added peace of mind. AC 2017. Ideally located across from the elementary school and within walking distance of the community amenities, including restaurants, shopping, the pool, and fitness center, this home offers the best of Baldwin Park living. Move-in ready and meticulously cared for, this exceptional townhome is a must-see.

1659 Common Way Road, Orlando
$715,000
3 Beds ⋅ 4 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code
Experience refined living in this elegant, beautifully updated four-story townhome nestled within a lush courtyard in the highly sought-after community of Baldwin Park. Offering approximately 2,539 square feet of thoughtfully designed living space, this exceptional residence features three spacious bedrooms, each with its own private ensuite bath, plus a versatile fourth-floor loft/media room —ideal for a home office, entertainment space, or guest retreat. Designed for both comfort and sophistication, the home boasts rich hardwood floors, plantation shutters, crown molding, new LED recessed lighting, and stylish updated fixtures throughout. The heart of the home is a stunning remodeled kitchen featuring stainless steel appliances, a generous center island, breakfast bar seating, and seamless flow into the open-concept dining and living areas, creating the perfect setting for everyday living and entertaining. One of the home's most exceptional features is its private rooftop retreat, offering a rare outdoor living experience that truly sets this residence apart. Accessible from the expansive fourth-floor loft, this elevated outdoor oasis provides the perfect setting for entertaining guests, hosting sunset dinners, enjoying weekend gatherings, or simply relaxing under the stars. With ample space for comfortable seating, outdoor dining, and personalized design touches, the rooftop terrace serves as an extension of the home's living space and creates an inviting atmosphere for year-round enjoyment. Whether savoring your morning coffee, taking in the evening skyline views, or celebrating special occasions with family and friends, this rooftop sanctuary delivers a lifestyle of luxury and relaxation. Meticulously maintained and truly move-in ready, this residence offers peace of mind with major updates including a new HVAC system (2025), new roof (2025), and water heater (2026). A spacious two-car garage provides ample storage and convenience. Residents enjoy access to outstanding community amenities including a heated pool, fitness center, playgrounds, and expansive green spaces. Just moments from Baldwin Park Town Center, you'll enjoy walkable access to, Baldwin Elementary school, Publix, CVS, charming boutiques, and an array of popular restaurants and cafés. Outdoor enthusiasts will appreciate the nearby 2.5-mile scenic path surrounding Lake Baldwin, with direct access to a large dog park and the Cady Way Trail. Combining luxury, location, and lifestyle, this exceptional home offers a rare opportunity to enjoy executive living in one of Orlando's most desirable neighborhoods. Schedule your private showing today.

1451 Common Way Road, Orlando
$624,900
3 Beds ⋅ 3 Baths ⋅ Cherokee Place Condo Ph 01 SubDv. ⋅ 32801 Zip Code
Virtually Staged. Nestled among the brick-lined streets of the highly sought-after Lake Cherokee Historic District, this stunning corner-unit townhome offers a rare opportunity to enjoy low-maintenance living in one of Downtown Orlando’s most charming and established neighborhoods. Tucked inside the exclusive community of Cherokee Place, the setting feels almost hidden with lush Florida landscaping, mature trees, and a park-like atmosphere just moments from the energy of downtown. This home has been renovated from top to bottom and every finish was carefully selected with a timeless, cohesive design in mind. Light oak cabinetry, warm brass hardware, stained wood trim and shelving, luxury vinyl plank flooring, and hardwood staircases throughout. As you arrive a private courtyard is tucked behind a gate and brick walls. The first-floor entrance offers access to the two-car garage and stairs leading to the main level and living areas. The fully renovated kitchen offers Quartz countertops, LG stainless steel appliances, and a functional design open to the living area with room for bar seating. The living areas are warm and inviting with a classic brick wood-burning fireplace and multiple sets of wood French doors that create seamless indoor-outdoor living. Step outside to enjoy a morning coffee on the screen-enclosed patio overlooking the resort-style pool and community grounds below. An additional living area and dining room wrap around the unit with soaring ceilings and windows providing plenty of natural light. Two sets of French doors lead to a private open-air deck perfect for dining alfresco. A private staircase provides easy access to the sidewalk leading straight to Lake Cherokee. One of the home’s most unique features is the flexible third bedroom or office located on the main living level. Complete with double doors, a closet, and access to the deck through two sets of French doors. The space offers incredible versatility for guests, working from home, or a private retreat with a full bath directly across the hall. Upstairs, the spacious primary suite serves as a peaceful retreat with its own private screened balcony tucked among the trees. A luxurious renovated bathroom features a frameless glass shower with modern tile, dual sinks and quartz countertops, and walk-in closet. The third bedroom with en suite bath and conveniently located built-in laundry complete the upper level. Cherokee Place offers the true low-maintenance lifestyle condo living provides. You will enjoy private outdoor living spaces in a setting that few other units in the community can offer. Opportunities like this rarely come available to own a 3/3 with character in a premium location with outdoor living all within minutes of the very best of downtown living. Enjoy nights at the Dr. Phillips Performing Arts Center, Sunday farmers markets at Lake Eola, or dine and shop in one of the many city Main Street Districts just minutes away. Minutes to Orlando Health and located in the highly sought after Blankner/Boone school district. Do not wait, schedule your showing today!

548 S Osceola Avenue, Orlando
$449,000
2 Beds ⋅ 3 Baths ⋅ Cherokee Place Condo Ph 01 SubDv. ⋅ 32801 Zip Code
Virtually Staged. Welcome to the exclusive, historic Lake Cherokee neighborhood, one of downtown Orlando’s most sought after areas. This move-in ready 2-bedroom, 2.5-bath townhome style condo offers the perfect blend of charm, convenience, and modern comfort. Step inside to a bright, well appointed kitchen featuring quartz countertops, stainless steel appliances, and a cozy eat-in nook. The spacious living and dining areas are anchored by a fireplace and enhanced by fresh interior paint, creating a warm and inviting atmosphere ideal for both everyday living and entertaining. Enjoy two private screened porches, perfect for morning coffee or evening relaxation, overlooking the community pool, lush landscaping, and serene, park like surroundings. Upstairs, you’ll find two generously sized primary suites, each offering large closets and en-suite baths for ultimate comfort and privacy. Additional highlights include an interior laundry area and a private one-car garage with direct access to the unit. Ideally located, you’re just steps from picturesque Lake Cherokee and Lake Davis, and a short distance to the Dr. Phillips Performing Arts Center, Thornton Park, and an array of downtown dining and entertainment. With easy access to I-4 and the 408, plus top-rated school zones, this home truly offers the best of Orlando living. All information recorded in the MLS is intended to be accurate but cannot be guaranteed.

542 S Osceola Avenue Unit 34, Orlando
$2,590,000
7 Beds ⋅ 8 Baths ⋅ Alisa SubDv. ⋅ 32801 Zip Code
One of Orlando’s signature homes in the Cherokee Historic District, this extraordinary estate exudes elegance and timeless grandeur, offering a resort-style pool, private guest house and expansive grounds in one of downtown’s most coveted neighborhoods. Set on an oversized lot (.56 acres), this stately three-story, 18-room residence offers an impressive blend of scale, craftsmanship and thoughtful updates. A dramatic oval, handcrafted three-story staircase creates a striking first impression in the grand black-and-white marble foyer, flanked by formal living and family rooms designed for both elegant entertaining and comfortable living. The living room extends into a light-filled sunroom, ideal as a private office or studio, while the family room opens to a screened porch with slate flooring, seamlessly connecting indoor and outdoor spaces. The chef’s kitchen is both functional and refined, featuring an oversized island, Wolf convection gas range, Sub-Zero refrigeration with additional drawer units, custom cabinetry, and purified drinking water. Overlooking the beautifully refinished pool and outdoor entertaining areas, the kitchen flows effortlessly into a well-appointed summer kitchen, perfect for hosting. Interior details reflect exceptional character and craftsmanship, including wood flooring throughout most of the home, decorative ceiling elements, picture rails, brass antique light switches, and a wood-burning fireplace. The spacious primary suite features soaring ceilings and a large bath with an oversized shower and distinctive metal sinks. A secondary staircase and basement level-with updated laundry, dual washers, drying area, and laundry chute-add both charm and functionality. Extensive recent improvements totalling over $200,000 enhance both beauty and peace of mind, including a new slate roof (2024), copper gutters and soffits, updated flat roofs, new insulation, upgraded electrical and multiple HVAC systems, along with a tankless water heater for the main house and separate for the guest house. The outdoor setting is equally impressive, with mature landscaping, a motor court, two-car garage, and a private one-bedroom guest house complete with full kitchen and bath. Additional features include Tesla charging capability and a prepaid termite bond. Ideally located just minutes from downtown Orlando, within walking distance Restaurants, Farmers market, Arts festivals, Dr. Phillips Center for the Performing Arts and less than a mile from Orlando Health ORMC, the home offers both convenience and prestige. Originally built for Dr. and Mrs. John S. McEwan, among early Orlando’s most prominent families and featured on the cover of Orlando Magazine in 1923, this residence is a rare legacy property, thoughtfully maintained and updated to meet the standards of today’s most discerning buyer while preserving its rich architectural heritage. Furnishings may convey with acceptable contract. Home has been pre-inspected.

705 Delaney Avenue, Orlando
$2,790,000
2 Beds ⋅ 3 Baths ⋅ Sanctuary Downtown SubDv. ⋅ 32801 Zip Code
Exquisitely remodeled and thoughtfully curated, this Penthouse at 100 S Eola Dr PH 116, tucked in the heart of highly coveted South Eola, offers the perfect blend of refined luxury, privacy, and vibrant, walkable downtown living. Expansive windows bathe the open living and dining areas in soft natural light while showcasing postcard-worthy views of Lake Eola and a dramatic, glittering city skyline. The gourmet chef’s kitchen is meticulously designed for both everyday cooking and effortless entertaining, featuring sleek cabinetry, striking white quartz countertops, built-in appliances, and a generous waterfall island that flows seamlessly into the main living space for easy gathering. The spacious primary suite feels like a serene private retreat with a spa-inspired bath, oversized glass-enclosed shower, elegant finishes, and generous custom closet space. An inviting additional bedroom suite is ideal for overnight guests, extended family, or a dedicated, polished home office, offering flexibility without compromising comfort or style. The balcony creates an easy indoor-outdoor lifestyle, perfect for quiet morning coffee, al fresco dining, or evening cocktails overlooking the twinkling city lights and lakeside panorama. Located in a sought-after, boutique, concierge-style building, this penthouse provides secure entry, 2 reserved garage parking spaces, and resort-style amenities such as a sparkling pool, a well-equipped fitness center, a stylish resident lounge, and a summer kitchen on the pool deck for effortless entertaining. Step outside your front door to enjoy Lake Eola Park, Sunday farmers markets, neighborhood cafés, chef-driven fine dining, wine bars, and vibrant nightlife, all just moments away along tree-lined, brick-paved streets. With its contemporary design, generous square footage, and unmatched high-end finishes, this supremely walkable South Eola address presents an exceptional opportunity for buyers seeking sophisticated, upscale urban living in the heart of downtown Orlando. Additional amenities include Full-time Front Desk Concierge and Building Operations Team, Full-time Manager, Five High-Speed Elevators, 14 Guest Parking Spaces and 2 EV charging stations.

100 S Eola Drive Unit PH 116, Orlando
$569,000
3 Beds ⋅ 4 Baths ⋅ Baldwin Park 115 SubDv. ⋅ 32814 Zip Code
Live in the heart of Baldwin Park’s walkable Village Center in this beautifully maintained three-story townhome featuring a welcoming front porch and private balcony. A/C replaced (2021) New Roof (2025) No Carpet. Ideally positioned within one of Orlando’s most sought-after communities, residents enjoy easy access to cafés, restaurants, boutiques, parks, playgrounds, community pools, and the scenic trails surrounding Lake Baldwin. This light-filled home offers 3 bedrooms, 3.5 bathrooms, and a two-car garage, with luxury vinyl plank flooring throughout the main living areas and a thoughtfully designed layout providing comfortable, well-proportioned living spaces. The first floor features a private bedroom with luxury vinyl plank flooring, a spacious walk-in closet, and an ensuite bathroom—ideal for guests, a home office, or multigenerational living—along with direct access to the two-car garage. The second floor showcases a spacious open-concept living and dining area accented by architectural columns, high ceilings, and abundant natural light. The thoughtfully designed layout creates an impressive sense of openness and flow rarely found in townhomes. The kitchen offers ample cabinetry, stainless appliances, and a functional layout that opens to the main living space. For convenience, a half bath is also located on this level. Just off the living room, a generous covered balcony provides a wonderful place to enjoy morning coffee or unwind at the end of the day. The third floor hosts the primary suite with a large walk-in closet and ensuite bath featuring a double vanity, garden tub, and separate shower. A secondary bedroom with private bath and the conveniently located laundry area complete this level. Welcome to Baldwin Park, a thoughtfully designed community known for its traditional neighborhood design and vibrant Village Center. Enjoy classic Baldwin Park front-porch living, morning coffee on the balcony, steps away from PUBLIX and evening strolls to restaurants, parks, and the scenic trails around Lake Baldwin. Homes in this location rarely become available—schedule your private showing today.

1353 Chatfield Place, Orlando
$1,095,000
3 Beds ⋅ 4 Baths ⋅ Vilasa Thornton Park SubDv. ⋅ 32801 Zip Code
BRAND NEW! NOW AVAILABLE! Over $65k of complimentary upgrades of elevator, upgraded cabinetry, modern wine wall staircase lighting for the first sales. Units professionally designed by Carla Acosta Interiors. Vilasa Thornton Park combines luxury with location in the heart of Thornton Park. Experience upscale living in this, three-story corner townhome in the vibrant Thornton Park neighborhood, where you can walk to dining, coffee shops, shopping, and just blocks from Lake Eola and Downtown Orlando. Designed for both elegance and convenience, this home features a private elevator, a spacious open layout, and stunning city views. Upon entering, you’re welcomed by a large foyer leading to a versatile first-floor bedroom with an en-suite bathroom-ideal as a private guest suite, home office, or in-law suite. This level also includes a two-car garage with a generous storage closet. The second floor is bathed in natural light, showcasing a gourmet kitchen with stunning, custom floor-to-ceiling cabinetry, high-end appliances, quartz countertops, and floor to ceiling windows. The open-concept dining and living areas provide ample space for relaxation and entertaining, rich with character and warmth. On the third floor, you’ll find a secondary en-suite bedroom and a cozy open space-perfect for a reading nook, sitting area, or home office. The primary suite is a true retreat, boasting spacious closets and a luxurious bathroom with abundant storage and natural light. Upgraded end unit, offers unparalleled views of Downtown Orlando. The 11-unit townhome community, plus a duplex, is perfectly positioned near Thornton Park’s charming restaurants, boutiques, and salons. Lake Eola’s vibrant events, Sunday Farmer’s Market, and yoga in the park are just steps away, offering a lifestyle rich in culture and recreation. Walk to broadway shows at the Dr. Phillips Center, basketball at Kia Arena, and Michelin-starred restaurants in the Mills 50 District are all within a short distance. With Orlando Health and AdventHealth a couple miles away, this home is the perfect match for medical professionals. Don’t miss your opportunity to own an elegant urban retreat in one of Orlando’s most sought-after neighborhoods. Vilasa Winter Park sold out in record time. Trusted and reputable builder, Jordan Homes. HOA fee covers insurance, exterior and roof.

1010 E Robinson Street, Orlando
$650,000
3 Beds ⋅ 4 Baths ⋅ Baldwin Park Rep 01 SubDv. ⋅ 32814 Zip Code
Welcome to 2018 Brink Aly, a move in ready 3-bedroom, 3.5-bath City Home in the heart of Baldwin Park. A charming, tree-lined walkway leads you to this inviting Charleston-style residence. The main living level is thoughtfully designed for everyday comfort and entertaining, featuring hardwood floors throughout the kitchen, dining, and living areas, along with a convenient half bath. The kitchen offers a quartz island, rich dark cabinetry, stainless steel appliances, and a built-in desk area for added functionality. Just off the kitchen, enjoy a private second-floor porch—perfect for grilling or relaxing outdoors. Upstairs, the third floor includes the spacious primary suite, a secondary bedroom, and a laundry area. The first floor features a private guest suite complete with a full bath and walk-in closet. An attached two-car garage provides ample storage. Recent upgrades provide peace of mind, including a brand new water heater, new AC system, and fresh interior paint, making this home truly move-in ready. Ideally located just steps from the Grace Hopper heated Olympic-sized pool, fitness center, and community room, and only two blocks from Baldwin Park’s Village Center with Publix, CVS, dining, and entertainment. You’re also just one block from Blue Jacket Park and a short walk to Lake Baldwin Park with its popular dog park and scenic walking trail. Don’t miss this opportunity to own in one of Orlando’s most sought-after communities!

2018 Brink Alley, Orlando
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