Crawfordorlandorealestate.com Search Results

This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code

This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland

$119,900

Vacant parcel likely and ideally suitable for RV, Boat and other residential storage uses. Recorded 14' access easement to Ridgewood Avenue. Partially fenced parcel. Sign on property visible from Ridgewood Avenue. MOTIVATED SELLER WILL PROVIDE FINANCING TO QUALIFIED BUYER. LOW TAXES (Legal Description to be revised to reflect recent sale.)

Coffins SubDv. ⋅ 32751 Zip Code

Vacant parcel likely and ideally suitable for RV, Boat and other residential storage uses. Recorded 14' access easement to Ridgewood Avenue. Partially fenced parcel. Sign on property visible from Ridgewood Avenue. MOTIVATED SELLER WILL PROVIDE FINANCING TO QUALIFIED BUYER. LOW TAXES (Legal Description to be revised to reflect recent sale.)

Ridgewood Avenue, Maitland

$1,650,000

NEW PRICE! Now offered at $1,650,000, an exceptional value for lakefront living in Maitland. Welcome to 631 Lake Catherine Drive, an extraordinary lakefront sanctuary where sophisticated luxury meets serene waterfront living in one of Maitland’s most coveted locations. Rebuilt down to the studs, this meticulously renovated residence represents the pinnacle of modern Florida elegance. Positioned on an elevated lot overlooking the sparkling waters of Lake Catherine, the home captures breathtaking lake views from nearly every room while offering privacy and tranquility with a gated rear driveway off a peaceful cul-de-sac. The heart of the home is the chef’s kitchen, appointed with premium Cafe appliances, a Miele dishwasher, quartz countertops, and a pot filler faucet. Expansive glass sliders open to an inviting deck, the perfect setting for alfresco dining with panoramic lake vistas. The adjacent laundry room features a built-in coffee bar and sink, turning a functional space into a stylish amenity. Rich wood flooring flows beneath soaring vaulted ceilings accented by architectural beams, while recessed lighting and all-new windows fill every corner with natural light. The luxurious primary suite is a private retreat with its own mini-split for personalized climate control, a spacious dressing room within the walk-in closet, and a spa-inspired ensuite with double vanities and a generous walk-in shower. The second bedroom has its own private ensuite with walk-in shower, and the third bedroom works beautifully as a guest room or home office. A third full bathroom in the hallway adds convenience for family and guests. The attached garage includes a dedicated gym area, and the exterior showcases fresh landscaping and a newer roof. Zoned for Lake Sybelia Elementary and Maitland Middle, this walkable community sits close to neighboring lakes and charming Lake Lily, and just ten minutes from Winter Park’s iconic Park Avenue for shopping, dining, and culture. Lakefront homes of this caliber rarely come at this price. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code

NEW PRICE! Now offered at $1,650,000, an exceptional value for lakefront living in Maitland. Welcome to 631 Lake Catherine Drive, an extraordinary lakefront sanctuary where sophisticated luxury meets serene waterfront living in one of Maitland’s most coveted locations. Rebuilt down to the studs, this meticulously renovated residence represents the pinnacle of modern Florida elegance. Positioned on an elevated lot overlooking the sparkling waters of Lake Catherine, the home captures breathtaking lake views from nearly every room while offering privacy and tranquility with a gated rear driveway off a peaceful cul-de-sac. The heart of the home is the chef’s kitchen, appointed with premium Cafe appliances, a Miele dishwasher, quartz countertops, and a pot filler faucet. Expansive glass sliders open to an inviting deck, the perfect setting for alfresco dining with panoramic lake vistas. The adjacent laundry room features a built-in coffee bar and sink, turning a functional space into a stylish amenity. Rich wood flooring flows beneath soaring vaulted ceilings accented by architectural beams, while recessed lighting and all-new windows fill every corner with natural light. The luxurious primary suite is a private retreat with its own mini-split for personalized climate control, a spacious dressing room within the walk-in closet, and a spa-inspired ensuite with double vanities and a generous walk-in shower. The second bedroom has its own private ensuite with walk-in shower, and the third bedroom works beautifully as a guest room or home office. A third full bathroom in the hallway adds convenience for family and guests. The attached garage includes a dedicated gym area, and the exterior showcases fresh landscaping and a newer roof. Zoned for Lake Sybelia Elementary and Maitland Middle, this walkable community sits close to neighboring lakes and charming Lake Lily, and just ten minutes from Winter Park’s iconic Park Avenue for shopping, dining, and culture. Lakefront homes of this caliber rarely come at this price. Schedule your private showing today!

631 Lake Catherine Drive, Maitland

$610,000

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes. Roof was replaced in 2018.

5 Beds ⋅ 2 Baths ⋅ Forest Brook 3rd Sec SubDv. ⋅ 32751 Zip Code

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes. Roof was replaced in 2018.

2642 Brookside Court, Maitland

$1,195,000

Price reduced from $1,600,000! This well-maintained commercial building is currently operating as a professional office suite property, featuring 24 individual suites with strong month-to-month tenancy. The property offers approximately 29 parking spaces and is thoughtfully designed with three welcoming, fully furnished lobby areas, a shared kitchen, five restrooms, and a dedicated conference room. The building was renovated in 2010 with a roof replacement in 2016. Consistently occupied, the building is home to a stable base of long-term professional tenants, making it an attractive opportunity for investors seeking reliable income and ease of management. With many possible uses, this property presents an outstanding opportunity for an absentee owner looking for a solid investment. Situated in the City of Casselberry with a Maitland address, just two blocks from Hwy 436. The property is surrounded by established medical and professional offices, making it ideal for a variety of business uses. Don’t miss this exceptional investment opportunity in a prime location. Whether you’re expanding your portfolio, seeking a stable, income-producing property, or looking to utilize for your personal office, this building checks all the boxes. Schedule your private tour today, request the full financial package, and see firsthand the value and potential this property has to offer. Opportunities like this don’t last—secure your investment now. - 1031 Friendly - The current leases are on a month-to-month basis, and some office spaces are currently rented below market value, providing flexibility to adjust rental rates or utilize the space to suit your needs.

32751 Zip Code

Price reduced from $1,600,000! This well-maintained commercial building is currently operating as a professional office suite property, featuring 24 individual suites with strong month-to-month tenancy. The property offers approximately 29 parking spaces and is thoughtfully designed with three welcoming, fully furnished lobby areas, a shared kitchen, five restrooms, and a dedicated conference room. The building was renovated in 2010 with a roof replacement in 2016. Consistently occupied, the building is home to a stable base of long-term professional tenants, making it an attractive opportunity for investors seeking reliable income and ease of management. With many possible uses, this property presents an outstanding opportunity for an absentee owner looking for a solid investment. Situated in the City of Casselberry with a Maitland address, just two blocks from Hwy 436. The property is surrounded by established medical and professional offices, making it ideal for a variety of business uses. Don’t miss this exceptional investment opportunity in a prime location. Whether you’re expanding your portfolio, seeking a stable, income-producing property, or looking to utilize for your personal office, this building checks all the boxes. Schedule your private tour today, request the full financial package, and see firsthand the value and potential this property has to offer. Opportunities like this don’t last—secure your investment now. - 1031 Friendly - The current leases are on a month-to-month basis, and some office spaces are currently rented below market value, providing flexibility to adjust rental rates or utilize the space to suit your needs.

407 Lake Howell Road, Maitland

$519,999

Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for.

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for.

1776 Bobtail Drive, Maitland

$1,825,000

Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.

4 Beds ⋅ 4 Baths ⋅ Maitland Cove SubDv. ⋅ 32751 Zip Code

Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.

1111 Audubon Way, Maitland

$245,000

This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts, scenic trails, picnic pavilions, and two playgrounds. It's also a short walk to the Seminary Lake and the SunRail Maitland station. This lot offers a rare opportunity to build in a highly sought-after area surrounded by natural beauty and convenience.

Woodbridge SubDv. ⋅ 32751 Zip Code

This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts, scenic trails, picnic pavilions, and two playgrounds. It's also a short walk to the Seminary Lake and the SunRail Maitland station. This lot offers a rare opportunity to build in a highly sought-after area surrounded by natural beauty and convenience.

1130 Mechanic Street, Maitland

$340,000

This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's world-renowned theme parks. This 1,146 square foot home features an open-concept floor plan. Primary suite includes a walk-in closet and a private suite bathroom, plus two additional bedrooms that provide flexibility for guests, family or a home office. 1 car garage with a large driveway that accommodates 2 more cars. The property's best feature is solar panels owned outright! With an average monthly bill of $35.00!!! Don't miss your chance to make it yours - schedule a private showing today!

3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code

This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's world-renowned theme parks. This 1,146 square foot home features an open-concept floor plan. Primary suite includes a walk-in closet and a private suite bathroom, plus two additional bedrooms that provide flexibility for guests, family or a home office. 1 car garage with a large driveway that accommodates 2 more cars. The property's best feature is solar panels owned outright! With an average monthly bill of $35.00!!! Don't miss your chance to make it yours - schedule a private showing today!

1033 Hamlet Drive, Maitland

$3,500,000

Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St —offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you’re an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023.

Coopers Sub SubDv. ⋅ 32751 Zip Code

Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St —offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you’re an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023.

421 E Kennedy Boulevard, Maitland

$229,000

Unlock the Potential of Your Dream Property in Maitland, Florida! Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks, boutique shopping, and diverse dining options. With Maitland's rich history, vibrant arts scene, and scenic lakes, this location provides the perfect balance of serenity and urban convenience. Whether you're looking to create a modern masterpiece or a private retreat, this land is your gateway to endless possibilities. Don't miss your chance to secure a slice of one of Central Florida's most sought-after communities! Contact us today and take the first step toward making your vision a reality.

Woodbridge SubDv. ⋅ 32751 Zip Code

Unlock the Potential of Your Dream Property in Maitland, Florida! Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks, boutique shopping, and diverse dining options. With Maitland's rich history, vibrant arts scene, and scenic lakes, this location provides the perfect balance of serenity and urban convenience. Whether you're looking to create a modern masterpiece or a private retreat, this land is your gateway to endless possibilities. Don't miss your chance to secure a slice of one of Central Florida's most sought-after communities! Contact us today and take the first step toward making your vision a reality.

Mechanic Street, Maitland

$3,990,900

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

Woodbridge SubDv. ⋅ 32751 Zip Code

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

1250 N Maitland Avenue, Maitland

How much is your home worth?

How much is your home worth?