Port Orange 6+ Bedroom Homes for Sale

Rare Intracoastal waterfront investment opportunity on nearly one acre with 158 feet of direct waterfront, multiple existing structures, private dock, boat lift, guest cottages, and exceptional income-producing potential! Offering a combination rarely found in Port Orange, this distinctive property presents an exciting opportunity for investors, multigenerational living, a private waterfront compound, or buyers looking for a property with multiple living spaces and future possibilities. Additional residential or rental uses may be possible subject to zoning, permitting, and governmental approval; buyers are encouraged to verify intended use with the City of Port Orange. Originally built in 1920 from beautiful coquina stone, the main residence is filled with historic Old Florida character and craftsmanship, enhanced by custom Western and California redwood finishes throughout. The property offers incredible Intracoastal views along with direct boating access from a private boat lift. An impressive two-story dock spans approximately 900 square feet and extends nearly 100 feet into the water, providing an incredible setting for boating, fishing, entertaining, and enjoying panoramic river views. The nearly one-acre, fully fenced property feels like a private Florida retreat. A spectacular 50-foot solar-heated swimming pool with a decorative bridge is surrounded by winding garden pathways, peaceful courtyards, mature landscaping, and multiple fruit trees. Two gated entrances and a wraparound driveway provide abundant space for boats, RVs, trailers, guests, and additional vehicles. The property includes a 2-bedroom, 2-bath main residence along with three detached 1-bedroom, 1-bath guest cottages, creating tremendous flexibility for extended family, multigenerational living, private guest accommodations, home office or creative spaces, and potential income-producing uses subject to applicable zoning and approvals. For investors and buyers searching for an Intracoastal waterfront property, riverfront investment opportunity, multi-generational estate, waterfront compound, property with guest cottages, or Florida home with a private dock and boat lift, this estate offers a truly unique combination of land, location, amenities, and versatility. With approximately 158 feet of direct Intracoastal frontage, nearly one acre of land, multiple existing structures, resort-style outdoor amenities, private boating access, and potential for additional uses subject to governmental approval, the possibilities here are compelling. Buyers interested in rental, redevelopment, or additional dwelling opportunities should independently verify permitted uses and development potential with the appropriate governmental authorities. Whether envisioned as a private waterfront retreat, multigenerational family compound, vacation property, or investment opportunity, 5202 Riverside Drive offers a level of character, flexibility, and waterfront lifestyle that is increasingly difficult to find. Schedule your private showing today and explore the possibilities of this extraordinary Port Orange Intracoastal property.

5202 Riverside Drive, Port Orange

Listing courtesy of RE/MAX SIGNATURE. 386-236-0760

$774,900

6 Beds ⋅ 5 Baths ⋅ 1229607 MLS

ONE PROPERTY. THREE DISTINCT LIVING SPACES. A PORT ORANGE FIND THAT IS TRULY ONE OF A KIND! Opportunities like this simply do not come along often. Owned by the same family for decades, this lovingly maintained and continually enhanced brick home tells a story of generations, gatherings and thoughtful expansion over the years. Situated on an impressive half-acre-plus parcel in the heart of Port Orange, the property offers an extraordinary amount of living space, flexibility, parking and outdoor enjoyment, all centered around a sparkling in-ground swimming pool. The main two-story residence features 4 bedrooms and 3 full bathrooms, an open and inviting layout, tile flooring throughout the primary living areas and a generously sized kitchen and dining combination designed for everyday living as well as entertaining. Two bedrooms and a full bathroom are conveniently located downstairs, while upstairs you'll find two private bedroom suites, each with its own bathroom and outdoor terrace, the perfect place to step outside, enjoy the fresh air and begin or end the day. The property includes irrigation on a well and gutters. But what truly separates this property from almost anything else you'll find in Port Orange is the remarkable amount of additional living space. A charming covered front porch connects the main residence to the first additional living quarters, offering two bedrooms, 1.5 bathrooms, flex space that could serve a variety of uses, a spacious living and dining area, full kitchen and access to the pool. Whether envisioned for extended family, guests, a home office, hobby space, fitness area or simply additional room to spread out, the possibilities are exceptional. And there is still MORE! A second separate living area offers 2 additional bedrooms, 1 full bathroom, a full kitchen with quartz countertops, comfortable living room and a large screened lanai with direct access to the pool area. Few properties offer this level of versatility under one address, making this an especially compelling option for those searching for a multigenerational living arrangement where loved ones can remain close while still enjoying their own space and privacy. The additional quarters may also offer possibilities for guest accommodations, work-from-home needs or other uses, etc. At the center of it all is the in-ground swimming pool and expansive outdoor living area, creating a natural gathering place for the entire property. Imagine weekends filled with family cookouts, celebrations, pool days, friend gatherings and evenings spent outside with the people who matter most. With more than half an acre, there is room to breathe, room to gather and room to enjoy a lifestyle that is increasingly difficult to find in such a convenient Port Orange location. Need parking? This property delivers there, too. In addition to the extensive driveway, additional parking stretches across the front of the home, providing plenty of space for multiple vehicles. On-site sheds and workshop areas add even more functionality for storage, projects, hobbies and equipment. The location completes the package. Port Orange is loved for its convenient coastal lifestyle, abundance of shopping and dining, parks and recreation, nearby healthcare and easy access to major roadways. I-95 is just minutes away for commuters, while Dunlawton Avenue provides a direct route across the bridge to the Atlantic Ocean, putting the beach, boating, fishing and everything that makes coastal Florida living so enjoyable within easy reach. This isn't a cookie-cutter home, and that is precisely what makes it special. It is a property that has grown and evolved with one family over decades, creating an incredibly unique collection of spaces (8 bedrooms!) with possibilities that are difficult to duplicate today. For buyers searching for acreage, a pool, extensive living space, multiple kitchens, private accommodations for loved ones, work-from-home flexibility and room for everyone to come together, this may be the property you've been waiting for. This home is where your heart will be! **Priced $40k below appraised value!**

2271 Old Kings Road, Port Orange

Courtesy of Keller Williams Realty Florida Partners

$1,340,000

6 Beds ⋅ 5 Baths ⋅ NS1088491 MLS

Welcome to your private 5-acre equestrian estate featuring THREE separate living spaces, a barn with water and electric, tack room, three fenced pastures, detached 25x30 garage, screened saltwater pool, fountain-fed pond, chicken coop, and a one-of-a-kind observation tower overlooking the property and surrounding preserve. Located on a quiet dead-end street backing to preserve land. As you arrive through the gated entrance and travel the winding driveway beneath mature trees, you'll immediately appreciate the peaceful setting and custom estate feel. The striking barn-inspired residence showcases a stone observation tower, expansive covered porches, and panoramic views across the acreage. The main residence is accessed by an internal spiral staircase leading to a spacious 1-bedroom, 2-bath floor plan with a dedicated office (could be additional bedroom), open-concept great room, and stunning sunroom featuring vaulted ceilings, exposed rustic wood beams, and abundant natural light. (2128 Sq ft) The kitchen is designed for entertaining with a large center island, custom soft-close dovetail cabinetry, granite countertops, beverage station with wine refrigerator, and seamless flow into the dining and living areas. Luxury vinyl plank flooring runs throughout, while impact-rated windows provide peace of mind. Additional updates include a 2019 ROOF, 2021 AC system, 2025 water heater, leased Culligan water softener system, and newer metal roofs on all structures. Continue up another flight of stairs to the observation tower where panoramic views stretch across the pond, pastures, barn, and preserve, creating one of the most unique vantage points you'll find on any acreage property. The ground level offers a fully equipped 3-bedroom, 2-bath private in-law suite with its own entrance, making it ideal for multi-generational living or long-term guests. (1856 Sq Ft)Features include granite countertops, soft-close dovetail wood cabinetry, tile flooring, walk-in shower, Jack-and-Jill bathroom, built-in electric fireplace, and a private patio overlooking the grounds. A separate detached guest house (1664 Sq Ft) provides yet another private living space complete with 1 bedroom, walk-in closet, ensuite bathroom with walk-in shower, half bath, stackable washer and dryer, and covered outdoor entertaining area. Whether used for guests, a private office, studio, hobby space, or additional living quarters, this flexible space creates endless possibilities. Outdoor living is equally impressive. Enjoy the screened saltwater pool, entertain at the outdoor bar area, gather around the firepit under the stars, or relax on the expansive covered porches while overlooking the beautiful grounds. Horse enthusiasts will appreciate the horse-ready setup featuring a barn with water and electric, tack room, three fenced and cross-fenced pastures, and room to ride and roam. The fountain-fed pond adds both beauty and tranquility to the landscape, while the detached garage provides additional storage and workspace. Rarely does a property offer three separate living spaces, horse facilities, preserve-backed privacy, resort-style outdoor amenities, and custom architectural character all on five beautiful acres. This is a truly unique opportunity to own one of the area's most versatile and memorable estate properties.

2195 W Poinsettia Drive, Port Orange

Listing courtesy of LOCAL LIVING REALTY GROUP. 386-314-5458

$900,000

8 Beds ⋅ 7 Baths ⋅ 1227389 MLS

Rare Intracoastal waterfront investment opportunity on nearly one acre with 158 feet of direct waterfront, multiple existing structures, private dock, boat lift, guest cottages, and exceptional income-producing potential! Offering a combination rarely found in Port Orange, this distinctive property presents an exciting opportunity for investors, multigenerational living, a private waterfront compound, or buyers looking for a property with multiple living spaces and future possibilities. Additional residential or rental uses may be possible subject to zoning, permitting, and governmental approval; buyers are encouraged to verify intended use with the City of Port Orange. Originally built in 1920 from beautiful coquina stone, the main residence is filled with historic Old Florida character and craftsmanship, enhanced by custom Western and California redwood finishes throughout. The property offers incredible Intracoastal views along with direct boating access from a private boat lift. An impressive two-story dock spans approximately 900 square feet and extends nearly 100 feet into the water, providing an incredible setting for boating, fishing, entertaining, and enjoying panoramic river views. The nearly one-acre, fully fenced property feels like a private Florida retreat. A spectacular 50-foot solar-heated swimming pool with a decorative bridge is surrounded by winding garden pathways, peaceful courtyards, mature landscaping, and multiple fruit trees. Two gated entrances and a wraparound driveway provide abundant space for boats, RVs, trailers, guests, and additional vehicles. The property includes a 2-bedroom, 2-bath main residence along with three detached 1-bedroom, 1-bath guest cottages, creating tremendous flexibility for extended family, multigenerational living, private guest accommodations, home office or creative spaces, and potential income-producing uses subject to applicable zoning and approvals. For investors and buyers searching for an Intracoastal waterfront property, riverfront investment opportunity, multi-generational estate, waterfront compound, property with guest cottages, or Florida home with a private dock and boat lift, this estate offers a truly unique combination of land, location, amenities, and versatility. With approximately 158 feet of direct Intracoastal frontage, nearly one acre of land, multiple existing structures, resort-style outdoor amenities, private boating access, and potential for additional uses subject to governmental approval, the possibilities here are compelling. Buyers interested in rental, redevelopment, or additional dwelling opportunities should independently verify permitted uses and development potential with the appropriate governmental authorities. Whether envisioned as a private waterfront retreat, multigenerational family compound, vacation property, or investment opportunity, 5202 Riverside Drive offers a level of character, flexibility, and waterfront lifestyle that is increasingly difficult to find. Schedule your private showing today and explore the possibilities of this extraordinary Port Orange Intracoastal property.

5202 Riverside Drive, Port Orange

Courtesy of RE/MAX Signature

$1,195,900

8 Beds ⋅ 7 Baths ⋅ V4948872 MLS

**MOTIVATED SELLER**Privately tucked just steps from the Halifax River, this one-of-a-kind, MULTIGENERATIONAL estate with POTENTIAL INCOME PRODUCING Opportunity offers blend of luxury, flexibility, and lifestyle with TWO FULL RESIDENCES plus a PRIVATE STUDIO, totaling over 6,000 SQ FT on one remarkable property. MAIN RESIDENCE: Hidden behind the original home is a custom-built 5,000+ SQ FT estate featuring SOARING CEILINGS a dramatic floor-to-ceiling stone fireplace, CUSTOM WROUGHT IRON STAIRCASE, tongue-and-groove ceilings, and multiple balconies with beautiful RIVER VIEWS. The home offers MULTIPLE ENSUITE BEDROOM, UPDATED KITCHEN with an oversized island, custom cabinetry, dual pantries, brand-new stainless steel appliances, and an outdoor kitchen overlooking a backyard with room for a resort-style pool. The upper level features a luxurious PRIMARY SUITE with 2 FLEX ROOMS, a spa-inspired bath, PRIVATE BALCONY, WET BAR, family room, and panoramic Halifax River views. A third-floor loft provides the perfect space for an office, library, art studio, or yoga retreat. A 1,000 SQ FT PRIVATE ENTRY STUDIO SUITE with 2 bonus rooms, a half bath, and laundry hookups offers endless possibilities for multigenerational living, guests, a home business, or rental income. HOUSE # 2: The original front residence includes 1,296 SQ FT, a TWO-CAR GARAGE, an UPDATED KITHEN with marble countertops, and beautifully renovated bathrooms, ideal for extended family or additional rental potential. The property is further enhanced by a retaining wall, elevated approximately 3 FEET ABOVE GROUND, and surrounded by beautiful PAVERS. Lush tropical landscaping and mature fruit trees complete this private retreat. Located just minutes from the BEACH, RIVERWALK PARK, waterfront dining, and public boat access, this is a rare opportunity to own a true legacy property. Live in one. Host in another. Generate income from the rest.

5414 Riverside Drive, Port Orange

Listing courtesy of UNITED REAL ESTATE PREFERRED. 407-243-8840

$965,000

6 Beds ⋅ 5 Baths ⋅ 1215383 MLS

Custom build nature home. 6 bedroom and bonus room, 4.5 bathrooms. Impressive galley kitchen with Wolf gas range / electric oven comb, steam oven for reheating. SubZero refrigerator 2017. Whole house water filtration. Large primary suite on the ground floor. Family room / game room with fireplace. 4 additional bedrooms and bonus room on the ground floor. Huge guest suite on the second floor. Screened solar-heated salt water pool and spa . Hurricane impact windows. New roof 2014. Inground propane tank. Exterior paint 2013 seals cracks, prevents water damage. 3 A/C units. Appliances Beautiful setting, come take a look.

1929 Spruce Creek Landing, Port Orange

Courtesy of Spruce Creek Fly-In Realty

Port Orange 6+ Bedroom Homes for Sale

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