Orlando Homes with PrimaryBedroom Upstairs Interior Features

Orlando Homes with PrimaryBedroom Upstairs Interior Features

Welcome to the enchanting city of Orlando, Florida, where sunshine meets vibrant culture and endless entertainment! Nestled in Orange County, Orlando is renowned for its world-class theme parks, stunning natural landscapes, and a thriving arts scene. Whether you’re exploring the magical realms of Walt Disney World, enjoying the tranquility of Lake Eola Park, or indulging in the diverse culinary offerings, Orlando promises a lifestyle filled with excitement and relaxation.

For those seeking a perfect blend of comfort and style, homes featuring primary bedrooms upstairs offer a unique advantage. Imagine waking up to serene views and enjoying the privacy of your own retreat, all while being just steps away from the heart of your home. These thoughtfully designed interiors often boast spacious layouts, allowing for seamless transitions between living areas and the upper sanctuary of your primary suite.

Many of these homes are adorned with modern finishes, open-concept designs, and large windows that flood the space with natural light, creating an inviting atmosphere. The upstairs primary bedroom often includes en-suite bathrooms and walk-in closets, providing both luxury and convenience.

Living in Orlando means embracing a community that thrives on diversity and innovation, making it an ideal place for families, professionals, and retirees alike. With easy access to major highways, top-rated schools, and a plethora of recreational activities, you’ll find that Orlando is not just a place to live; it’s a lifestyle to love. Discover your dream home with a primary bedroom upstairs and experience the magic of Orlando living!

Newest Orlando Homes with PrimaryBedroom Upstairs Interior Features

$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
$235,000
1 Beds ⋅ 1 Baths ⋅ Solaire/The Plaza Condo Bldg SubDv. ⋅ 32801 Zip Code
Come and see this unique 1/1 condo with a breathtaking and unobstructed view of the 'City Beautiful' one of the only units available facing Lake Eola. You will have a front row seat for Lake Eola fireworks and Cape Canaveral Shuttle Launch. Whether this is your part time get away or full time home, you are certain to love this one of a kind unit. The floor to ceiling windows seen upon entry will certainly impress your guests offering panoramic views of Downtown Orlando with an additional 600 sq. ft. terrace unlike any other floor in Solaire. The 10th floor is also the only fully modernized common area in the building. This unit is equipped with a washer/dryer and full coverage blinds for every window, not to mention the enormous custom walk-in closet. You will have your own dedicated, parking spot in the secured parking garage where safety and convenience is top of mind. Your HOA covers internet, cable and trash, all you will need is electric and water. This building is undoubtedly the BEST and SAFEST location in downtown Orlando, and includes secure biometric facial recognition entry, 24 hour around the clock concierge as well as a full gym and resort style rooftop pool. The lobby in Solaire has been fully remodeled, which will only add to the already high demand for this building. Live in the heart of this walkable city just 2 blocks from the KIA Center, Orlando City Soccer Stadium and Camping World Stadium, as well as the state-of-the-art Dr. Phillips Center for your favorite Broadway show or musical. Enjoy walkable access to great restaurants and cafe's, and the convenience of a Publix just down the street. Come and enjoy downtown Orlando's best kept secret in this spectacular condo with a fabulous private terrace. PROJECT CANOPY 2027 is certain to increase the values, check this one out today.

155 S Court Avenue Unit 1009, Orlando
$880,000
3 Beds ⋅ 3 Baths ⋅ Baldwin Parka SubDv. ⋅ 32814 Zip Code
Welcome to 5492 Penway Drive, an exceptional Baldwin Park residence where timeless design meets an extraordinary outdoor setting. Ideally on a premium lot with nearly 60 feet of water frontage, this sought-after David Weekly floor plan was thoughtfully situated to maximize green space. This has resulted in one of the area’s most impressive and private yard retreats. The newly reimagined landscape design enhances the home’s curb appeal and creates a lush tropical oasis, complete with fresh sod and mature and newly planted vibrant trees and shrubs that provide beauty and a sense of serenity rarely found in this community. Inside, refined architectural details and quality craftsmanship shine throughout. Plantation shutters, crown molding, rich hardwood flooring and custom 8-foot solid wood doors elevate the home’s sophisticated yet welcoming atmosphere. The open-concept layout is ideal for everyday living and effortless entertaining. The updated chef-inspired kitchen features granite countertops, white shaker-style cabinetry, stainless steel appliances, and generous prep and gathering spaces at the heart of the home. Designed to embrace Florida living, the home offers dual balconies, one on each level overlooking the tranquil yet large, pond. This creates inviting spaces to enjoy peaceful mornings, sunset views, or to simply unwind while taking in the picturesque surroundings. The expansive outdoor areas extend the living space even further, offering endless possibilities for entertaining, gardening, recreation or future expansion/enhancements. This home is set within the desirable Baldwin Park community, where residents enjoy access to scenic lakes, parks, walking and biking trails, community amenities and highly regarded schools. This home is also only a short 15-minute distance to the Village Center with its popular restaurants, boutiques and neighborhood events. Also, just minutes’ drive from downtown Orlando, this remarkable property presents a rare opportunity to enjoy an elevated lifestyle in one of Central Florida’s desired neighborhoods. The 2025 updates include new roof, modernized garage with Shark Coating and mini-split air conditioner, new outdoor fence extension, comprehensive new landscaping including French drains, whole-home gutters and new high-R-value insulation in all attic spaces. The 2019 updates include kitchen and bath remodels, new central HVAC, new fencing and patio area, reverse-osmosis water system and whole-home water softener.

5492 Penway Drive, Orlando
$2,380,000
6 Beds ⋅ 5 Baths ⋅ Wilmott J W Rev SubDv. ⋅ 32801 Zip Code
Completed in 2024, this exceptional custom residence by M. Lahr Homes, thoughtfully designed by Willow Tree Partners, blends timeless architecture with modern luxury across 4,105 square feet of beautifully curated living space. Offering six bedrooms, five baths and a tandem three-car garage, every detail has been meticulously crafted for elevated everyday living and effortless entertaining. Perfectly positioned just minutes from Downtown Orlando, you'll enjoy easy access to Michelin-recommended restaurants, charming local boutiques, neighborhood coffee shops, vibrant parks, cultural venues and year-round events, bringing the very best of city living to your doorstep while offering the privacy and comfort of a custom luxury home. Inside, the open-concept floor plan showcases soaring ceilings, custom millwork, designer lighting, solid-core 8-foot doors and expansive PGT impact-rated windows that flood the home with natural light. At the heart of the home is a chef's kitchen featuring premium Thermador appliances, a stunning crystallized quartzite waterfall island, custom cabinetry, a walk-in pantry and an adjoining beverage center. The primary suite is a true spa-inspired retreat with luxurious finishes, custom cabinetry and a beautifully appointed bath. Throughout the home, curated stone surfaces, porcelain tile, custom built-ins and exceptional craftsmanship create a refined yet welcoming atmosphere. Outdoor living rivals a private resort with a heated saltwater pool and spa, a fully equipped summer kitchen, a covered lanai, custom landscaping and architectural cypress ceilings designed for year-round enjoyment. Modern convenience is seamlessly integrated with whole-home audio, professional-grade Wi-Fi, security and surveillance systems, hardwired motorized shades and extensive pre-wiring for future expansion. Built with quality and efficiency in mind, the home also features spray foam insulation, dual Carrier HVAC systems, natural gas service, a tankless water heater and premium construction finishes throughout. This is a rare opportunity to own a truly turnkey custom luxury residence where exceptional design, craftsmanship, technology and an unbeatable Downtown Orlando lifestyle come together. An extensive list of luxury features and upgrades is available in the attached supplemental documents.

809 E Church Street, Orlando
$1,149,000
4 Beds ⋅ 5 Baths ⋅ Baldwin Park Unit 3 - Replat 1 58/76 Lot 559 SubDv. ⋅ 32814 Zip Code
Great Investor Opportunity of having it all in one place - living, working, and earning with three tenants in place. Extremely well maintained with many upgrades. This rare 3-in-1 live/work property offers the ultimate blend of modern comfort, flexibility, and built-in income potential in the scenic, highly desired community, Baldwin Park. The two-story townhome features 3 bedrooms and 2.5 bathrooms, updated quality hardwood flooring in all the bedrooms and upstairs areas. Downstairs, all quality tile for low maintenance in the kitchen, family, and dining areas. Upgraded cabinetry and quartz countertops create a spacious kitchen designed for both function and style, showcasing updated cabinetry, new appliances, granite countertops, and a built-in workstation—perfect for today’s work-from-home lifestyle. A convenient half bath on the main level adds everyday ease. Upstairs, the primary suite is a true retreat with dual walk-in closets and an en-suite large bathroom with walk-in shower, soaking tub, and private water closet. Two additional generously sized bedrooms each offer access to a private balcony, overlooking the charming neighborhood. A full laundry room, abundant storage, and an attached two-car garage complete the townhome’s appeal. Adding to the versatility, the separate, updated stuio garage apartment, currently rented, provides excellent rental income as does the commercial office, also currently rented. The garage studio has a walk in closet, and comes with one assigned parking space. The commercial office has both a handicap, private, and street-accessibility, with two large offices, a reception area and a half bath, accessible from both the courtyard and directly from the sidewalk. Perfect for a boutique, professional office, or service-based business, this space offers excellent visibility among the established businesses lining Lake Baldwin Lane. A new roof installed in 2026, new exterior paint completed by HOA in 2024 and the owner's association maintains the courtyard and landscaping, offering low-maintenance lifestyle while maximizing flexibility and earning potential. Baldwin Park is the place to live and work, just minutes from downtown Orlando, Winter Park and all Orlando has to offer. The Baldwin Park walkable town center provides an unmatched lifestyle at your door with restaurants, boutique shops, services, Publix and everyday conveniences. Enjoy a scenic walk around Lake Baldwin or Caddy Way for miles and miles of enjoyment. Pet lovers will appreciate the nearby dog park with lake access. Residents also enjoy an exceptional array of amenities, including multiple parks and playgrounds, three community pools, and two fully equipped fitness centers, all conveniently located within the neighborhood. Live and enjoy the beauty of Baldwin Park. All three components currently lease for excellent cash flow opportunity.

1420 Lake Baldwin Lane, 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
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code
This exceptional Baldwin Park residence pairs a charming craftsman exterior with a masterfully reimagined interior that blends warm character and a clean, modern aesthetic. The grand entrance immediately sets the tone with a stylish staircase featuring automatic LED lighting, a light-toned wooden handrail, and sleek horizontal black metal infill bars. Nearby, a private front study serves as a bright and inviting workspace, complete with elegant French doors, plantation shutters, and a contemporary gold globe chandelier. The heart of the home flows seamlessly into a spacious dining and family room area. A modern entertainment wall separates these living spaces, showcasing a textured gray center panel, a wall-mounted television, and a linear electric fireplace flanked by custom open shelving on a light wood base. Just beyond, the expansive kitchen centers around a thick, polished white quartz island with delicate gray veining, supported by traditional column legs that create a comfortable bar seating area. Bright white, ceiling-height shaker perimeter cabinetry maximizes storage and features contemporary gold hardware, seamlessly framing a large French-door stainless steel refrigerator. High-end culinary details include a custom white cabinet tower with flush-recessed luxury ZLINE appliances, a professional induction cooktop beneath a chimney-style range hood, and a dual-jointed bronze pot filler mounted on a full-height marble slab backsplash. Subtle gold candle-style wall sconces illuminate the workspace, while a decorative room divider of natural wood columns artfully integrates a structural post. A thoughtfully redesigned breakfast nook completes the kitchen layout, offering an L-shaped banquette bench with built-in storage and a dedicated coffee bar. Practical luxury extends throughout the rest of the home, starting with a reconfigured laundry room equipped with a stacked, front-loading washer and dryer alongside floor-to-ceiling white shaker cabinets. Upstairs, a versatile retreat serves perfectly as a play area or a second home office. The primary suite offers a private sanctuary, featuring a walk-in closet lined on both sides with custom white cabinetry, multiple drawer banks, and adjustable shelving. The accompanying spa-like bathroom boasts a two-tone vanity with floor-to-ceiling cabinets, a relaxing spa tub, a frameless glass shower, and subtle gray tilework that contrasts beautifully against dark green and light wood cabinetry. Two additional well-sized bedrooms share a full bath to round out the comfortable upper-level layout. Outdoor living is equally impressive, highlighted by a full-length front porch, a screened rear lanai, and a generous yard with ample room to add a pool. Providing ultimate peace of mind, the property comes complete with a brand new roof and a new HVAC system both installed in June 2026. Baldwin Park is full of community spirit and offers a vibrant lifestyle where you can stroll to the neighborhood grocery store, savor meals at delightful restaurants, browse boutique shops, and immerse yourself in outdoor activities. Residents also enjoy access to two fitness centers, several parks, and three neighborhood pools. Baldwin Park offers close proximity to both Downtown Orlando, Winter Park, major thoroughfares and Orlando International Airport.

3069 Stanfield Avenue, 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
$799,000
Bailey Heights SubDv. ⋅ 32801 Zip Code
This beautiful FULL duplex (both sides) is located in the highly desirable Lake Eola Heights Historic District just minutes from downtown. The property has been completely renovated, offering modern updates while maintaining its classic charm. Each unit features a brand-new kitchen and updated bathrooms, along with two spacious bedrooms and 1.5 renovated baths on each side. The refinished hardwood floors and staircase add warmth and character throughout the home. Major upgrades include a new roof installed in September 2025, along with fresh interior and exterior paint for a crisp, move-in ready feel. The exterior offers a beautiful fenced yard with elegant paver walkways and driveways, creating a welcoming outdoor space for residents and guests. This is a rare opportunity to own a fully updated duplex in one of Orlando’s most charming historic neighborhoods. This is perfect for investors or owner-occupants seeking rental income.

608 Highland Avenue, Orlando
$799,000
4 Beds ⋅ 4 Baths ⋅ Bailey Heights SubDv. ⋅ 32801 Zip Code
This beautiful FULL duplex (BOTH SIDES)is located in the highly desirable Lake Eola Heights Historic District, just minutes from downtown. The property has been completely renovated, offering modern updates while maintaining its classic charm. Each unit features a brand-new kitchen and updated bathrooms, along with two spacious bedrooms and 1.5 renovated baths on each side. The refinished hardwood floors and staircase add warmth and character throughout the home. Major upgrades include a new roof installed in September 2025, along with fresh interior and exterior paint for a crisp, move-in ready fe The exterior offers a beautiful fenced yard with elegant paver walkways and driveways, creating a welcoming outdoor space for residents and guests. This is a rare opportunity to own a fully updated duplex in one of Orlando’s most charming historic neighborhoods. This perfect for investors or owner-occupants seeking rental income.

608 Highland Avenue, 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
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