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$695,000

PRIME SOUTH ORLANDO WATERFRONT LIVING WITH NAVIGABLE ACCESS TO THE CONWAY CHAIN OF LAKES! Welcome to 460 Harbour Island Road, where waterfront living, boating, entertaining, and an exceptional South Orlando location come together to create a special Central Florida lifestyle. This unique 3-bedroom, 3-bath home with a private Mother-in-Law Suite offers approximately 1,653 square feet of living space, a generous homesite, a spectacular screened pool, and wonderful lakefront/canal frontage with navigable access to the beautiful Conway Chain of Lakes. For boating and water enthusiasts, this property is an incredible find! Situated directly along the navigable canal leading to the Conway Chain of Lakes, you'll have the opportunity to spend your days boating, fishing, skiing, paddleboarding, or simply cruising the sparkling waters beneath the Florida sunshine. Private boat ramp access makes enjoying the lake lifestyle even easier. Imagine starting your mornings overlooking the peaceful water and ending the day with a relaxing sunset cruise. Step inside and you'll immediately appreciate the home's open, bright, and welcoming atmosphere. The updated kitchen is designed for everyday living and entertaining, featuring loads of cabinetry for exceptional storage, generous workspace, and an open design that connects beautifully with the surrounding living areas. Abundant natural light enhances the spacious feel, creating an inviting heart of the home where family and friends can gather. The versatile floor plan is enhanced by a Mother-in-Law Suite, offering possibilities for extended family, overnight guests, a private home office, or separate living accommodations. With three bedrooms and three full bathrooms, the home provides flexibility and privacy for a variety of lifestyles. Outside is where this home truly captures the essence of Florida living. A beautiful, oversized screened swimming pool creates your own private retreat, complemented by a large covered sitting porch with plenty of room for outdoor dining, comfortable seating, weekend barbecues, and entertaining. Whether enjoying morning coffee overlooking the water, relaxing poolside, or hosting friends for an evening gathering, this expansive outdoor area was made to be enjoyed. The combination of the huge screened pool, covered porch, waterfront setting, and navigable canal creates an exceptional indoor-outdoor lifestyle. Spend the afternoon in the pool, launch the boat for an evening on the Conway Chain, or simply enjoy the peaceful waterfront surroundings from your own backyard. And the location is hard to beat! Conveniently situated in South Orlando, you're just minutes from Downtown Orlando, Orlando International Airport, major highways, shopping, dining, entertainment, parks, and everything Central Florida has to offer. 460 Harbour Island Road is more than a home—it's a true Florida lifestyle opportunity. With its updated kitchen, abundant cabinetry, bright open interior, Mother-in-Law Suite, waterfront setting, navigable canal to the Conway Chain of Lakes, private boat access, huge screened pool, expansive covered sitting porch, and outstanding South Orlando location, this distinctive property offers an irresistible combination of comfort, versatility, recreation, and waterfront living. Bring the boat, grab your swimsuit, and come experience the Conway Chain of Lakes lifestyle!

3 Beds ⋅ 3 Baths ⋅ O6436130 MLS

PRIME SOUTH ORLANDO WATERFRONT LIVING WITH NAVIGABLE ACCESS TO THE CONWAY CHAIN OF LAKES! Welcome to 460 Harbour Island Road, where waterfront living, boating, entertaining, and an exceptional South Orlando location come together to create a special Central Florida lifestyle. This unique 3-bedroom, 3-bath home with a private Mother-in-Law Suite offers approximately 1,653 square feet of living space, a generous homesite, a spectacular screened pool, and wonderful lakefront/canal frontage with navigable access to the beautiful Conway Chain of Lakes. For boating and water enthusiasts, this property is an incredible find! Situated directly along the navigable canal leading to the Conway Chain of Lakes, you'll have the opportunity to spend your days boating, fishing, skiing, paddleboarding, or simply cruising the sparkling waters beneath the Florida sunshine. Private boat ramp access makes enjoying the lake lifestyle even easier. Imagine starting your mornings overlooking the peaceful water and ending the day with a relaxing sunset cruise. Step inside and you'll immediately appreciate the home's open, bright, and welcoming atmosphere. The updated kitchen is designed for everyday living and entertaining, featuring loads of cabinetry for exceptional storage, generous workspace, and an open design that connects beautifully with the surrounding living areas. Abundant natural light enhances the spacious feel, creating an inviting heart of the home where family and friends can gather. The versatile floor plan is enhanced by a Mother-in-Law Suite, offering possibilities for extended family, overnight guests, a private home office, or separate living accommodations. With three bedrooms and three full bathrooms, the home provides flexibility and privacy for a variety of lifestyles. Outside is where this home truly captures the essence of Florida living. A beautiful, oversized screened swimming pool creates your own private retreat, complemented by a large covered sitting porch with plenty of room for outdoor dining, comfortable seating, weekend barbecues, and entertaining. Whether enjoying morning coffee overlooking the water, relaxing poolside, or hosting friends for an evening gathering, this expansive outdoor area was made to be enjoyed. The combination of the huge screened pool, covered porch, waterfront setting, and navigable canal creates an exceptional indoor-outdoor lifestyle. Spend the afternoon in the pool, launch the boat for an evening on the Conway Chain, or simply enjoy the peaceful waterfront surroundings from your own backyard. And the location is hard to beat! Conveniently situated in South Orlando, you're just minutes from Downtown Orlando, Orlando International Airport, major highways, shopping, dining, entertainment, parks, and everything Central Florida has to offer. 460 Harbour Island Road is more than a home—it's a true Florida lifestyle opportunity. With its updated kitchen, abundant cabinetry, bright open interior, Mother-in-Law Suite, waterfront setting, navigable canal to the Conway Chain of Lakes, private boat access, huge screened pool, expansive covered sitting porch, and outstanding South Orlando location, this distinctive property offers an irresistible combination of comfort, versatility, recreation, and waterfront living. Bring the boat, grab your swimsuit, and come experience the Conway Chain of Lakes lifestyle!

460 Harbour Island Road, Orlando

Listing courtesy of BEAR TEAM REAL ESTATE. 407-228-1112

$1,075,000

Virtually Staged. Click the virtual tour for more details! Multi-generational living with THREE PRIVATE LIVING WINGS connected by a 1,000 sq. ft. Promenade & Family Entertainment Clubhouse, all within a RARE single-family estate situated on an ACRE lot. Perfect for extended family, adult children, aging parents, caregivers, or long-term guests. This exceptional layout provides privacy when you want it and an extraordinary space to come together when you don't. Immaculately maintained and move-in ready. A must-see to truly appreciate this remarkable estate. The primary estate entrance opens directly into a wide, ~400 sq. ft. Promenade featuring striking checkerboard floors and a custom built-in wet bar. Situated perfectly between all three private wings, this space flows right into a spectacular ~600 sq. ft. Clubhouse Party Room with its own kitchenette and built-in cooktop. This combined ~1,000 sq. ft. core is the ultimate zone for large family dinners, game nights, and holiday gatherings while preserving absolute privacy within the individual residential wings. The Mother-in-Law Wing, located off the Clubhouse Party Room, has 1 Bedroom, 1 Bathroom, a private kitchenette with built-in cooktop, laundry, and two additional dedicated entrances. The 1st Floor Wing, with its entrance off the Promenade, has 2 Bedrooms, 1 Bathroom, a full private kitchen, and laundry. The 2nd Floor Wing, also accessed directly from the Promenade, has 2 Bedrooms, 1 Bathroom, a full private kitchen, and laundry. ESTATE FEATURES: * Freedom to park RVs, boats, and company vehicles with very few restrictions (see HOA governing documents for details). * Deeded Wekiva River access with just $25/month HOA dues and nearby parks with direct canoe, kayak, and paddleboard access. * Super-large concrete driveway, engineered for heavy RVs, great for large families and gatherings. The layout allows for independent parking for 8–10 vehicles with zero obstruction, meaning you can pull any vehicle out without having to move another. * Over 500 sq. ft. climate-controlled garage. * 10-foot ceilings throughout the main floor. * 4 independently controlled HVAC units. * Iconic 100 sq. ft. Private Vault with authentic LeFebure commercial vault door—a remarkable architectural feature with endless possibilities as a storm shelter/safe room, pantry, wine cellar, or private storage. * Utilizing the expansive acreage, a large Phase II expansion was part of the original design of the estate, conceived at the same time as Phase I—not an afterthought. The plan includes a fully enclosed courtyard-style family compound with a pool area and is partially pre-plumbed and graded for future use. However, the existing home worked so well as designed that the expansion was never needed. It may be perfect for your Master Suite and Kitchen. Priced below recent appraised value for built-in equity. Bring the whole family! For additional photos, and property details, go to 'Facts and Features' and select 'Show More', then scroll down, and select the second virtual tour.

5 Beds ⋅ 3 Baths ⋅ O6427808 MLS

Virtually Staged. Click the virtual tour for more details! Multi-generational living with THREE PRIVATE LIVING WINGS connected by a 1,000 sq. ft. Promenade & Family Entertainment Clubhouse, all within a RARE single-family estate situated on an ACRE lot. Perfect for extended family, adult children, aging parents, caregivers, or long-term guests. This exceptional layout provides privacy when you want it and an extraordinary space to come together when you don't. Immaculately maintained and move-in ready. A must-see to truly appreciate this remarkable estate. The primary estate entrance opens directly into a wide, ~400 sq. ft. Promenade featuring striking checkerboard floors and a custom built-in wet bar. Situated perfectly between all three private wings, this space flows right into a spectacular ~600 sq. ft. Clubhouse Party Room with its own kitchenette and built-in cooktop. This combined ~1,000 sq. ft. core is the ultimate zone for large family dinners, game nights, and holiday gatherings while preserving absolute privacy within the individual residential wings. The Mother-in-Law Wing, located off the Clubhouse Party Room, has 1 Bedroom, 1 Bathroom, a private kitchenette with built-in cooktop, laundry, and two additional dedicated entrances. The 1st Floor Wing, with its entrance off the Promenade, has 2 Bedrooms, 1 Bathroom, a full private kitchen, and laundry. The 2nd Floor Wing, also accessed directly from the Promenade, has 2 Bedrooms, 1 Bathroom, a full private kitchen, and laundry. ESTATE FEATURES: * Freedom to park RVs, boats, and company vehicles with very few restrictions (see HOA governing documents for details). * Deeded Wekiva River access with just $25/month HOA dues and nearby parks with direct canoe, kayak, and paddleboard access. * Super-large concrete driveway, engineered for heavy RVs, great for large families and gatherings. The layout allows for independent parking for 8–10 vehicles with zero obstruction, meaning you can pull any vehicle out without having to move another. * Over 500 sq. ft. climate-controlled garage. * 10-foot ceilings throughout the main floor. * 4 independently controlled HVAC units. * Iconic 100 sq. ft. Private Vault with authentic LeFebure commercial vault door—a remarkable architectural feature with endless possibilities as a storm shelter/safe room, pantry, wine cellar, or private storage. * Utilizing the expansive acreage, a large Phase II expansion was part of the original design of the estate, conceived at the same time as Phase I—not an afterthought. The plan includes a fully enclosed courtyard-style family compound with a pool area and is partially pre-plumbed and graded for future use. However, the existing home worked so well as designed that the expansion was never needed. It may be perfect for your Master Suite and Kitchen. Priced below recent appraised value for built-in equity. Bring the whole family! For additional photos, and property details, go to 'Facts and Features' and select 'Show More', then scroll down, and select the second virtual tour.

180 River Oaks Circle, Sanford

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-333-1900

$514,900

Nestle into this Florida treasure in the heart of South Orlando now and enjoy the rest of your summer! This beautiful and well-maintained home has plenty to offer with 3 bedrooms, 2 baths, expansive living spaces and a sparkling caged pool in a fully fenced private backyard. The updated kitchen features warm granite countertops and stunning solid wood cabinets. The screened patio has rolling shutters than can be adjusted for any weather. Fruit trees adorn the backyard oasis with avocado and bananas. The roof was replaced in 2018, the HVAC in 2020 and a tankless gas water heater was installed just 3 years ago. Double-paned windows help with heating and cooling efficiency. This home is close to EVERYTHING including, Orlando International Airport and the Brightline Railway, SunRail stations, Amtrak, the Orlando Health Campus and all the AMAZING shopping and dining that SODO has to offer. This list goes on and on! Schedule your tour today to see for yourself! Explore the possibilities!

3 Beds ⋅ 2 Baths ⋅ O6415849 MLS

Nestle into this Florida treasure in the heart of South Orlando now and enjoy the rest of your summer! This beautiful and well-maintained home has plenty to offer with 3 bedrooms, 2 baths, expansive living spaces and a sparkling caged pool in a fully fenced private backyard. The updated kitchen features warm granite countertops and stunning solid wood cabinets. The screened patio has rolling shutters than can be adjusted for any weather. Fruit trees adorn the backyard oasis with avocado and bananas. The roof was replaced in 2018, the HVAC in 2020 and a tankless gas water heater was installed just 3 years ago. Double-paned windows help with heating and cooling efficiency. This home is close to EVERYTHING including, Orlando International Airport and the Brightline Railway, SunRail stations, Amtrak, the Orlando Health Campus and all the AMAZING shopping and dining that SODO has to offer. This list goes on and on! Schedule your tour today to see for yourself! Explore the possibilities!

5020 The Oaks Circle, Orlando

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$599,000

Double Unit ! Two units architecturally merged together. rare opportunity awaits at River Oaks — a unique waterfront community tucked away on Point Pleasant, yet just steps from the vibrant energy of downtown Bradenton. Walk outside your door and immerse yourself in festivals, farmers markets, live music events, the Riverwalk, and an ever-growing collection of restaurants and pubs — all part of downtown’s exciting and ongoing redevelopment. This beautifully combined double unit offers expansive living with 3 bedrooms plus a dedicated office. Thoughtfully redesigned with quality finishes throughout, the residence features an oversized Primary Suite complete with a private lounging area and its own balcony — the perfect retreat to take in breathtaking nightly sunsets over the Manatee River. River Oaks delivers resort-style amenities including a spacious clubhouse, sparkling pool, day dock, and pickleball courts. All of this in a location convenient to St. Petersburg and two major airports, making travel effortless. This is truly waterfront living with walkable downtown convenience — a rare combination in the heart of Bradenton.

3 Beds ⋅ 3 Baths ⋅ A4684800 MLS ⋅ 1625 BLDG.

Double Unit ! Two units architecturally merged together. rare opportunity awaits at River Oaks — a unique waterfront community tucked away on Point Pleasant, yet just steps from the vibrant energy of downtown Bradenton. Walk outside your door and immerse yourself in festivals, farmers markets, live music events, the Riverwalk, and an ever-growing collection of restaurants and pubs — all part of downtown’s exciting and ongoing redevelopment. This beautifully combined double unit offers expansive living with 3 bedrooms plus a dedicated office. Thoughtfully redesigned with quality finishes throughout, the residence features an oversized Primary Suite complete with a private lounging area and its own balcony — the perfect retreat to take in breathtaking nightly sunsets over the Manatee River. River Oaks delivers resort-style amenities including a spacious clubhouse, sparkling pool, day dock, and pickleball courts. All of this in a location convenient to St. Petersburg and two major airports, making travel effortless. This is truly waterfront living with walkable downtown convenience — a rare combination in the heart of Bradenton.

1600 1st Avenue W Unit 506, West Bradenton

Listing courtesy of BOYD REALTY. broker@boydrealty.com

$360,000

Riverfront in Bradenton, an updated residence offering beautiful water views and an unbeatable downtown lifestyle. This light-filled unit features hurricane-impact windows and a sliding glass door, providing peace of mind along with serene vistas of the Manatee River. The home has been thoughtfully updated and has passed the Legacy inspection, making it a truly move-in-ready opportunity. Residents enjoy access to a waterfront pool and well-maintained community amenities. Located just steps from downtown Bradenton, you’ll love the walkable access to restaurants, shops, Riverwalk, and local events. Whether you’re seeking a full-time residence or a low-maintenance Florida retreat, this riverfront condo delivers comfort, convenience, and classic coastal living. Just 8 miles from the best beaches in the world, enjoy the annual Christmas Boat Parade and the spectacular 4th of July Fireworks on the Manatee River. BONUS: This unit comes with a coveted assigned covered parking space as part of this particular property.

2 Beds ⋅ 2 Baths ⋅ A4675987 MLS ⋅ 1650 BLDG.

Riverfront in Bradenton, an updated residence offering beautiful water views and an unbeatable downtown lifestyle. This light-filled unit features hurricane-impact windows and a sliding glass door, providing peace of mind along with serene vistas of the Manatee River. The home has been thoughtfully updated and has passed the Legacy inspection, making it a truly move-in-ready opportunity. Residents enjoy access to a waterfront pool and well-maintained community amenities. Located just steps from downtown Bradenton, you’ll love the walkable access to restaurants, shops, Riverwalk, and local events. Whether you’re seeking a full-time residence or a low-maintenance Florida retreat, this riverfront condo delivers comfort, convenience, and classic coastal living. Just 8 miles from the best beaches in the world, enjoy the annual Christmas Boat Parade and the spectacular 4th of July Fireworks on the Manatee River. BONUS: This unit comes with a coveted assigned covered parking space as part of this particular property.

1650 1st Avenue W Unit 307B, West Bradenton

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179