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$695,000
3 Beds ⋅ 3 Baths ⋅ River Oaks SubDv. ⋅ 32809 Zip Code
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
$1,075,000
5 Beds ⋅ 3 Baths ⋅ River Oaks SubDv. ⋅ 32771 Zip Code
Virtually Staged. Rare single-family estate on an ACRE lot featuring THREE PRIVATE LIVING WINGS connected by a spectacular 1,000 sq. ft. Promenade & Family Entertainment Clubhouse. Designed for multi-generational living, extended family, adult children, aging parents, caregivers, long-term guests, or flexible independent living, this remarkable layout provides privacy when you want it and an extraordinary space to come together when you don't. The three private living wings provide separate entrances and independent living accommodations, including private kitchens or kitchenettes, bedrooms, bathrooms, and laundry facilities. At the heart of the estate, the expansive Promenade features striking checkerboard floors and a custom built-in wet bar before opening into a ~600 sq. ft. Clubhouse Party Room with its own kitchenette and built-in cooktop. Together, this 1,000 sq. ft. entertainment core creates an exceptional gathering space for large family dinners, game nights, holidays, and celebrations while preserving privacy within each residential wing. UNIQUE ESTATE FEATURES: * One-acre Parcel* Deeded Wekiva River access with only $25/month HOA dues * 100+ sq. ft. Iconic Private Vault with an authentic LeFebure vault door * 500+ sq. ft. climate-controlled garage/workshop * 400-amp electrical service * 4 independently controlled HVAC units * Separate electric meters for flexible utility cost-sharing * RV/EV charging Receptacle * Heavy-duty concrete driveway with parking for 8-10 vehicles with zero obstruction, allowing any vehicle to be pulled out without having to move another * Freedom to park RVs, boats, and company vehicles subject to HOA restrictions * Planned, pre-plumbed and graded Phase II expansion designed for a fully enclosed courtyard-style family compound with pool area. This is far more than a conventional home—it is an exceptionally flexible private estate designed to accommodate the way today's extended families actually live. Priced below recent appraised value for immediate built-in equity. Bring the whole family! For additional photos and property details, go to "Facts and Features," select "Show More," then scroll down and select the second virtual tour.

180 River Oaks Circle, Sanford
$514,900
3 Beds ⋅ 2 Baths ⋅ River Oaks SubDv. ⋅ 32809 Zip Code
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
$599,000
3 Beds ⋅ 3 Baths ⋅ River Oaks SubDv. ⋅ 34205 Zip Code
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, Bradenton
$360,000
2 Beds ⋅ 2 Baths ⋅ River Oaks SubDv. ⋅ 34205 Zip Code
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, Bradenton