Crawfordorlandorealestate.com Search Results

$1,100,000

Experience the best of Downtown Orlando living, just a short stroll from iconic Lake Eola! Imagine starting your mornings with a walk around the lake, grabbing coffee at a neighborhood café, spending weekends at the award-winning Farmers Market, and enjoying concerts, festivals, outdoor yoga, swan boat rides, and year-round events, all just moments from your front door. Indulge in Orlando's vibrant dining scene, rooftop lounges, craft breweries, boutique shopping, nightlife, the Dr. Phillips Center for the Performing Arts, Kia Center, Inter&Co Stadium, and the Central Business District. With easy access to SunRail and major highways, this is urban living at its finest in the heart of The City Beautiful. Designed with exceptional flexibility, this one-of-a-kind property adapts to your lifestyle. Properly zoned for short-term rentals, the current owner has successfully welcomed repeat guests while enjoying the home as a primary residence. Live on either level while generating income from the other, create the perfect in-law suite, lease one residence long-term, or accommodate extended family with complete privacy. However you choose to use it, the possibilities are truly endless. The main residence features 4 bedrooms, 2 bathrooms, a spacious family room, full kitchen, and laundry room, creating the feel of a traditional single-family home. The private lower-level residence offers 2 bedrooms, 1 bathroom, a full kitchen, expansive living room, dining area, laundry room, and its own private entrance, providing completely independent living accommodations ideal for family, guests, or rental income. Additional highlights include a remodeled main-floor kitchen and bathrooms, a beautifully renovated lower-level residence, a roof approximately nine years old, and a transferable termite bond for added peace of mind. Opportunities like this are exceptionally rare. Combining an unbeatable Downtown Orlando location with legal short-term rental zoning, true dual-living functionality, and outstanding income potential, 1008 E. Ridgewood Street offers a lifestyle and wealth-building opportunity unlike anything else on the market. Whether you're looking to offset your mortgage, create the perfect multi-generational living arrangement, build long-term wealth through rental income, or simply own a one-of-a-kind home in one of Orlando's most sought-after neighborhoods, this is truly a once-in-a-lifetime opportunity. Schedule your private showing today!

6 Beds ⋅ 3 Baths ⋅ Eola Park Heights SubDv. ⋅ 32803 Zip Code

Experience the best of Downtown Orlando living, just a short stroll from iconic Lake Eola! Imagine starting your mornings with a walk around the lake, grabbing coffee at a neighborhood café, spending weekends at the award-winning Farmers Market, and enjoying concerts, festivals, outdoor yoga, swan boat rides, and year-round events, all just moments from your front door. Indulge in Orlando's vibrant dining scene, rooftop lounges, craft breweries, boutique shopping, nightlife, the Dr. Phillips Center for the Performing Arts, Kia Center, Inter&Co Stadium, and the Central Business District. With easy access to SunRail and major highways, this is urban living at its finest in the heart of The City Beautiful. Designed with exceptional flexibility, this one-of-a-kind property adapts to your lifestyle. Properly zoned for short-term rentals, the current owner has successfully welcomed repeat guests while enjoying the home as a primary residence. Live on either level while generating income from the other, create the perfect in-law suite, lease one residence long-term, or accommodate extended family with complete privacy. However you choose to use it, the possibilities are truly endless. The main residence features 4 bedrooms, 2 bathrooms, a spacious family room, full kitchen, and laundry room, creating the feel of a traditional single-family home. The private lower-level residence offers 2 bedrooms, 1 bathroom, a full kitchen, expansive living room, dining area, laundry room, and its own private entrance, providing completely independent living accommodations ideal for family, guests, or rental income. Additional highlights include a remodeled main-floor kitchen and bathrooms, a beautifully renovated lower-level residence, a roof approximately nine years old, and a transferable termite bond for added peace of mind. Opportunities like this are exceptionally rare. Combining an unbeatable Downtown Orlando location with legal short-term rental zoning, true dual-living functionality, and outstanding income potential, 1008 E. Ridgewood Street offers a lifestyle and wealth-building opportunity unlike anything else on the market. Whether you're looking to offset your mortgage, create the perfect multi-generational living arrangement, build long-term wealth through rental income, or simply own a one-of-a-kind home in one of Orlando's most sought-after neighborhoods, this is truly a once-in-a-lifetime opportunity. Schedule your private showing today!

1008 E Ridgewood St, Orlando

$1,679,996

Virtually Staged. Meticulously renovated over two years, this residence reflects more than $875,600 in improvements and was independently appraised above the current asking price on July 2, 2026. Located in the coveted Lake Lawsona Historic District in the heart of downtown Orlando, this extraordinary 1920s estate sits on an oversized double lot with dual street access and features a completely reimagined saltwater pool, among the largest in the area, along with a private studio apartment (ADU) with its own entrance, full kitchen, and bath. Just blocks from acclaimed dining, boutique shops, parks, cultural venues, and entertainment, this distinguished historic residence is surrounded by majestic live oaks and offers a rare combination of privacy, outdoor living, and urban convenience. Inspired by the timeless architectural principles of Andrea Palladio, the home harmoniously blends historic character with modern luxury and exceptional craftsmanship. The property offers a 3-bedroom, 3.5-bath main residence with a private office, spacious laundry room, and an independent ADU ideal for guests, multigenerational living, a home office, or income-producing potential. Nearly every major system has been upgraded or replaced, including the 50-year concrete tile roof (2019), Pella windows, complete plumbing and drain systems, gas tankless water heater, electrical system and panel, dual HVAC systems, ductwork, and insulation (2024–2025). The rebuilt carport includes a new engineered foundation designed to support the expanded primary suite above, featuring its spa-like bath and custom walk-in closet. The expansive double lot provides exceptional privacy and future possibilities, while the completely reimagined saltwater pool retreat is surrounded by elegant white travertine decking and complemented by a covered lanai with motorized screens, creating a private resort-style experience rarely found in an urban setting. The thoughtfully designed interior features soaring ceilings, elegant living spaces, a formal dining room, and a chef’s kitchen with custom cabinetry, oversized island, premium Dacor double ovens, and gas cooktop. The primary suite includes a spa-inspired bath with a freestanding bathtub and expansive custom walk-in closet, while additional bedrooms offer comfort and privacy. Minutes from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Winter Park, Park Avenue, Michelin-recognized dining, Orlando Health, and AdventHealth, this extraordinary residence offers a rare opportunity to own a fully reimagined historic estate in the center of Orlando’s most desirable urban lifestyle.

4 Beds ⋅ 5 Baths ⋅ Lawsona Park SubDv. ⋅ 32801 Zip Code

Virtually Staged. Meticulously renovated over two years, this residence reflects more than $875,600 in improvements and was independently appraised above the current asking price on July 2, 2026. Located in the coveted Lake Lawsona Historic District in the heart of downtown Orlando, this extraordinary 1920s estate sits on an oversized double lot with dual street access and features a completely reimagined saltwater pool, among the largest in the area, along with a private studio apartment (ADU) with its own entrance, full kitchen, and bath. Just blocks from acclaimed dining, boutique shops, parks, cultural venues, and entertainment, this distinguished historic residence is surrounded by majestic live oaks and offers a rare combination of privacy, outdoor living, and urban convenience. Inspired by the timeless architectural principles of Andrea Palladio, the home harmoniously blends historic character with modern luxury and exceptional craftsmanship. The property offers a 3-bedroom, 3.5-bath main residence with a private office, spacious laundry room, and an independent ADU ideal for guests, multigenerational living, a home office, or income-producing potential. Nearly every major system has been upgraded or replaced, including the 50-year concrete tile roof (2019), Pella windows, complete plumbing and drain systems, gas tankless water heater, electrical system and panel, dual HVAC systems, ductwork, and insulation (2024–2025). The rebuilt carport includes a new engineered foundation designed to support the expanded primary suite above, featuring its spa-like bath and custom walk-in closet. The expansive double lot provides exceptional privacy and future possibilities, while the completely reimagined saltwater pool retreat is surrounded by elegant white travertine decking and complemented by a covered lanai with motorized screens, creating a private resort-style experience rarely found in an urban setting. The thoughtfully designed interior features soaring ceilings, elegant living spaces, a formal dining room, and a chef’s kitchen with custom cabinetry, oversized island, premium Dacor double ovens, and gas cooktop. The primary suite includes a spa-inspired bath with a freestanding bathtub and expansive custom walk-in closet, while additional bedrooms offer comfort and privacy. Minutes from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Winter Park, Park Avenue, Michelin-recognized dining, Orlando Health, and AdventHealth, this extraordinary residence offers a rare opportunity to own a fully reimagined historic estate in the center of Orlando’s most desirable urban lifestyle.

1408 E Church Street, Orlando

$1,580,000

GATED LAKEFRONT HOUSE WITH PRIVATE BOAT DOCK AROUND SEAWORLD! This 3 Bed/ 2.5 Bath single family house features 4.44 ACRES LOT and nested in Lake Willas, one of Orlando HIDDEN GEM. The home boasts an open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a cohesive living space. Each floor has individual kitchen and laundry rooms. Unbeatable location with close proximity to Orlando theme parks, shoppings, restaurants and entertainment, airport, and downtown. All this and NO HOA. Schedule a private showing today and make this beautiful home your new residence or build your dream home at this remarkable LAKEFRONT LOT!

3 Beds ⋅ 3 Baths ⋅ Willis Camps Add 01 SubDv. ⋅ 32821 Zip Code

GATED LAKEFRONT HOUSE WITH PRIVATE BOAT DOCK AROUND SEAWORLD! This 3 Bed/ 2.5 Bath single family house features 4.44 ACRES LOT and nested in Lake Willas, one of Orlando HIDDEN GEM. The home boasts an open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a cohesive living space. Each floor has individual kitchen and laundry rooms. Unbeatable location with close proximity to Orlando theme parks, shoppings, restaurants and entertainment, airport, and downtown. All this and NO HOA. Schedule a private showing today and make this beautiful home your new residence or build your dream home at this remarkable LAKEFRONT LOT!

11424 Westwood Boulevard, Orlando