Orlando Homes with Two Story Property Description

Orlando Homes with Two Story Property Description

Welcome to Orlando, Florida, a vibrant city known for its world-class attractions, diverse culture, and warm, sunny climate. Nestled in the heart of Orange County, Orlando is not just a tourist hotspot; it's a thriving community that offers a perfect blend of urban excitement and suburban charm. With its beautiful parks, top-notch schools, and a variety of dining and shopping options, Orlando is an ideal place to call home.

One of the most sought-after property types in this enchanting city is the two-story home. These residences offer a unique blend of style and functionality, perfect for families or those who simply enjoy spacious living. With their expansive floor plans, two-story homes provide ample room for relaxation and entertaining, featuring open-concept designs that seamlessly connect living, dining, and kitchen areas.

Imagine hosting gatherings in your large living room, where natural light pours in through generous windows, or enjoying quiet evenings on a cozy balcony overlooking your backyard oasis. Many of these homes also come equipped with modern amenities, including gourmet kitchens and luxurious master suites, making them a perfect fit for today’s lifestyle.

Living in a two-story home in Orlando means you’re just a stone's throw away from the city's famous attractions, including theme parks, shopping districts, and scenic lakes. Whether you’re looking for a family-friendly neighborhood or a vibrant community filled with activities, Orlando's two-story homes offer the perfect setting to create lasting memories. Discover the charm of Orlando and find your dream two-story home today!

Newest Orlando Homes with Two Story Property Description

$905,000
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
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

$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

$2,490,000
5 Beds 5 Baths Baldwin Park 6 SubDv. 32814 Zip Code
Set along one of Baldwin Park's most desirable park-facing streets, this fully reimagined five-bedroom, five-bath residence provides a rare blend of space, design, and lifestyle just moments from the charm of Winter Park. Spanning nearly 4,000 square feet, the home has been thoughtfully renovated with high-end custom finishes and a modern transitional aesthetic that feels both elevated and effortlessly livable. Natural light fills the interior, highlighting open, flowing spaces designed for both everyday comfort and refined entertaining. At its center, a stunning chef's kitchen anchors the home with custom cabinetry, premium appliances, and an inviting layout that opens to beautifully curated living areas. The floor plan is the quiet flex: a spacious, private primary suite and a generously sized secondary bedroom both rest on the main level, while three additional bedrooms upstairs offer ample room for family and guests. A rare three-car garage adds function and flexibility. Step outside to your own private retreat, where a covered, retractable screened porch sets the stage for true al fresco dining, and lush, mature landscaping and a freestanding wood-burning fireplace turn the backyard into an oasis of calm and privacy, the kind that makes every day feel like a vacation. Beyond the home, enjoy walkable access to everything that makes Baldwin Park iconic: the popular Lake Baldwin trail, the village clubhouse and pools, mature parks and biking trails, and a top-tier Publix, shops, and restaurants all just steps away, with the dining, shopping, and culture of Winter Park moments beyond. This is more than a beautifully renovated home. It's a private retreat in Central Florida's most desirable community, quietly set apart, yet connected to everything.

2656 Meeting Place, 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

$1,195,000
4 Beds 4 Baths Baldwin Park SubDv. 32814 Zip Code
Rare opportunity to own a highly sought-after Issa 28 townhome on an oversized corner lot directly across from a large, tree-lined park in the heart of Baldwin Park. This beautifully maintained, move-in ready residence offers over 3,100 square feet of elegant living space and includes a detached one-bedroom, one-bath garage apartment with strong income-producing potential. From arrival, the home’s park-front setting, classic architecture, and mature landscaping deliver exceptional curb appeal and a rare sense of privacy and openness. The main residence features 3 bedrooms, 2.5 bathrooms, and a desirable first-floor primary suite, along with expansive formal living and dining rooms designed for both entertaining and everyday living. Interior highlights include rich wood flooring, abundant natural light, and architectural arches that create a refined yet inviting atmosphere. The kitchen features white custom cabinetry, granite countertops, stainless steel appliances, double ovens, a large center island with seating, and seamless flow into the casual living area for a true open-concept layout. The primary suite offers a spacious retreat with a custom walk-in closet and ensuite bath featuring a soaking tub and separate shower. Upstairs includes a versatile loft/flex space and two additional bedrooms connected by a Jack-and-Jill bathroom, providing an ideal secondary living area. A first-floor laundry room is conveniently located just off the kitchen. Plantation shutters, ceiling fans, and a mix of wood and tile flooring enhance the home’s timeless style throughout. A rare third-floor air-conditioned storage room provides valuable climate-controlled storage not typically found in townhomes. Outdoor living includes a rear porch, landscaped patio, and low-maintenance turf yard offering a private outdoor escape. Recent updates include a new HVAC system (2024) and new roof (2025), offering peace of mind for years to come. The detached garage apartment adds exceptional flexibility for rental income, guests, or multigenerational living, complete with bedroom, full bath, and dedicated laundry. Residents enjoy Baldwin Park amenities including three community pools, two fitness centers, scenic walking and biking trails, parks, and a vibrant downtown district with dining, shopping, and year-round community events.

2293 Osprey Avenue, Orlando

$650,000
3 Beds 3 Baths Baldwin Park 6 SubDv. 32814 Zip Code
Beautifully updated 3-bedroom, 2.5-bath townhome in the highly sought-after Baldwin Park community, offering the perfect blend of style, convenience, and low-maintenance living. A private garage and welcoming front porch set the tone for this move-in-ready home. The thoughtfully designed floor plan features a formal living room at the front of the home, while the rear living spaces flow seamlessly together, creating an ideal setting for both entertaining and everyday living. The stunning remodeled kitchen is the heart of the home, showcasing stainless steel appliances, stone countertops, a large farmhouse-style sink, and abundant workspace for cooking and gathering. Just beyond the family room, enjoy a spacious private patio that offers plenty of room for outdoor dining and relaxation without the burden of extensive yard maintenance. Upstairs, you'll find three generously sized bedrooms designed for comfort and privacy. The primary suite serves as a true retreat with a large walk-in closet, plantation shutters, and an updated en-suite bath. Additional features include luxury vinyl plank flooring, modern interior paint, plantation shutters throughout much of the home, and numerous thoughtful updates. Major improvements provide peace of mind, including a new roof (2025) and new HVAC system (2024). Ideally located within walking distance to Baldwin Park's shops, restaurants, parks, and trails, and just minutes from Winter Park, Park Avenue, downtown Orlando, and top-rated Winter Park schools. This exceptional home offers the lifestyle today's busy professionals are looking for—an unbeatable location, modern updates, and easy living.

2843 Upper Park Road, Orlando

$1,300,000
4 Beds 2 Baths Lake Davis Heights SubDv. 32801 Zip Code
A rare four-unit investment opportunity located in Downtown Orlando’s highly sought-after Lake Davis-Greenwood neighborhood, combining one fully renovated historic home with three newly constructed apartments on a single parcel. The property encompasses approximately 3,658 square feet and includes eight bedrooms, five bathrooms across four units, and one separately metered one-car garage accessed only from outside. Parking for tenants is convenient with 4 private parking spaces with guest parking off Catherine Street. Each unit features private washers and dryers and is designed to support premium rental rates and low-maintenance ownership. The property generates approximately $9,000 per month in gross rental income, or approximately $108,000 annually, with a diversified unit mix that creates multiple income streams and supports strong rental demand. The front residence, originally built in 1950 and extensively renovated in 2018, offers three bedrooms, two bathrooms, a flexible bonus room ideal for a home office, playroom, or guest space, and includes a natural gas range, on-demand gas hot water, and a gas dryer with a large master bedroom and walk-in closet. The rear building, newly constructed in 2023 with separate addresses for Units A, B, and C, includes a downstairs 2/1 apartment with a private backyard, an upstairs 2/1 fully furnished apartment with 12-ft ceilings, and an upstairs studio apartment, all featuring modern finishes and low-maintenance construction. The walkable location is near 903 Mills Market, Lake Davis, Greenwood Urban Park, Delaney Park, and Thornton Park, with convenient access to Orlando Health, the Dr. Phillips Center for the Performing Arts, the Kia Center, Orlando City Soccer Stadium, and Downtown Orlando’s premier dining, entertainment, and employment centers. This property is ideal for investors seeking a turnkey asset or an owner-occupant looking to house hack, with strong potential for stable cash flow and long-term appreciation

1505 Catherine Street, Orlando

$1,300,000
Lake Davis Heights SubDv. 32801 Zip Code
A Rare four-unit investment opportunity located in Downtown Orlando’s highly sought-after Lake Davis-Greenwood neighborhood, combining one fully renovated historic home with three newly constructed apartments on a single parcel. The property encompasses approximately 3,658 square feet and includes eight bedrooms, five bathrooms across four units, and one separately metered one-car garage accessed only from outside. Parking for tenants is convenient with 4 private parking spaces with guest parking off Catherine Street. Each unit features private washers and dryers and is designed to support premium rental rates and low-maintenance ownership. The property generates approximately $9,000 per month in gross rental income, or approximately $108,000 annually, with a diversified unit mix that creates multiple income streams and supports strong rental demand. The front residence, originally built in 1950 and extensively renovated in 2018, offers three bedrooms, two bathrooms, a flexible bonus room ideal for a home office, playroom, or guest space, and includes a natural gas range, on-demand gas hot water, and a gas dryer with a large master bedroom and walk-in closet. The rear building, newly constructed in 2023 with separate addresses for Units A, B, and C, includes a downstairs 2/1 apartment with a private backyard, an upstairs 2/1 fully furnished apartment with 12-ft ceilings, and an upstairs studio apartment, all featuring modern finishes and low-maintenance construction. The walkable location is near 903 Mills Market, Lake Davis, Greenwood Urban Park, Delaney Park, and Thornton Park, with convenient access to Orlando Health, the Dr. Phillips Center for the Performing Arts, the Kia Center, Orlando City Soccer Stadium, and Downtown Orlando’s premier dining, entertainment, and employment centers. This property is ideal for investors seeking a turnkey asset or an owner-occupant looking to house hack, with strong potential for stable cash flow and long-term appreciation

1505 Catherine Street, Orlando

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